u/Afraid-Flan4278

The Girl Who Ruined Me: Part Two. [chastity] [dating] [tease and denial]

This is the second part of the true story of the girl who introduced me to chastity, taken from my first collection, which is available on Kindle. I will post the final part very soon.

Part one.

My first week in chastity was a challenging one. I had got into the habit of furiously masturbating every time I returned from hanging out with Hannah, it was the only way I’d been able to cope with the constant teasing. Now, without that release, I was permanently frustrated. I went home on that Monday evening and lay in bed, straining against my cage, unable to think about anything except how hot she looked in her underwear that night and how amazing it would be to finally get her naked.

Because of my job and lectures and her work, we were in the habit of seeing each other about three or four times a week, which felt like a healthy balance. After she locked me, however, I wanted to spend as much time with her as possible and I text her every day asking her to hang out, but she rebuffed me completely for the first two days. It wasn’t until Thursday afternoon that I got to see her, going over hers to watch a film.

The casual shorts and crop-top she wore were agony for me and I was completely unable to concentrate on the movie, much to her amusement. She insisted we see it to the end of the film before she would even let me kiss her and as soon as the credits rolled, I was all over her. We kissed passionately before she climbed on top and straddled me on the sofa, my hands on the backs of her bare thighs, her breasts inches away from my face. I winced in pain as she ground herself against my crotch, she smiled a wicked smile and carried on straddling me.

After a short while, she got up and declared she needed to get ready for work and told me that I would need to go. I was disappointed but compliant, we exchanged a long, passionate kiss goodbye and arranged to meet in town the following afternoon, once I had finished my shift in the café I worked in.

She met me a little after two o’clock the next day. She was working that evening and told me she was looking forward to it because Friday night usually meant she could make a decent amount of cash. Hannah worked in a classy strip club and when we first started seeing each other some of my friends had asked me if I was jealous, but I honestly didn’t mind, having never been the jealous type. I also wasn’t prepared to argue with her when I knew that she enjoyed working there and was making an impressive amount of money.

Sometimes, when she was talking about work, she would check in with me and she did so again a little after we met. I said the same thing I had said before and she smiled and put her arms around me with genuine affection, kissing me and telling me how good a guy I was.

‘I am looking forward to seeing you naked for myself though,’ I told her with a smile.
‘I bet you are,’ she replied, ‘I promise you won’t be disappointed.’
I felt a twinge as I swelled slightly in my cage, she must have noticed because she gave me one of her wicked grins.
‘How is it?’ she asked.
‘I’m actually enjoying it, in a funny kind of way,’ I told her.
‘Good,’ she said. ‘The guys who come to the bar pay money to see me strip. Think of this,’ she discretely reached down and squeezed the cage, ‘as your way of paying.’

We walked back towards the high-street from the park we had found ourselves in and talked about going to get some food before she went to work.
‘I am going to need you to help me with something though,’ she explained. ‘I need to buy some things for work and I want your opinion.’

It was only when we walked into a lingerie shop a few minutes later, that I fully understood what she meant. Hannah warmly greeted one of the women working in the shop and chatted for a while, leaving me to hover awkwardly before being introduced.
‘This is my boyfriend,’ Hannah explained, ‘he’s helping me choose some work outfits.’
The shop assistant smiled knowingly and the pair began wondering around the shop looking at various items, while I trailed behind, revelling in the fact that she had called me ‘boyfriend’ for the first time.

From time to time, she would show me some lacey undergarments and ask me my opinion. They were all incredibly sexy, my mind was racing and my cock was aching in its cage from imagining her wearing them.
‘Lace is no good though at work though, gives too much away. Mystery is much better – I might get some for myself though.’

She ended up buying a green lacy set, as well as a variety of other combinations for work, alongside some hotpants, short skirts, fish-net stockings and accessories. It all left my mind racing and a little while later, over dinner, I feared I made a blunder with an offhand comment.
‘Will you give me a lap dance sometime?’
Instead of frowning, she smiled, ‘I’m sure we can work something out.’

She worked most of the weekend but sent me a few torturous pictures of her new work outfits. I was at home and desperately wanted to masturbate to them, I was so horny but the cage made the whole thing impossible. I told her exactly how I was feeling, only to get more pictures in response. The agony was exquisite and for a while I contemplated asking to cancel the deal, but knowing I was only a couple of days away from getting to see her naked, so I persisted.

Some friends were planning a night out that Saturday and I decided that going with them would be a good chance to take my mind off of my aching, so I met up with the gang in one of our regular pubs. The majority of my friendship group was female at the time and most of them were very good-looking alternative girls. There were eight of us on that night out, five girls and three guys. One of the guys was in a relationship with one of the girls, one girl was a lesbian and the other three were all single and could be very flirty, one of them in particular, Laura, seemed to have a bit of a crush on me, despite my relationship with Hannah.

We went on from the pub to a club and danced together as a group, Laura had a few drinks and there was a guy who wouldn’t leave her alone, so she told him I was her boyfriend and danced with me to make him go away. This was something we had done with each other in the group before, only this time Laura was taking it further, dancing really seductively and grinding against me. I had no choice but to accept it, as I did not want to put her ruse at risk, and the whole experience of having a good-looking woman grinding against me whilst caged was delightfully frustrating. Despite being tempted to let her continue; I made her stop once the guy had left.

The rest of the night passed without incident until I was on my way home when I received a message from Hannah asking if I was still out, as she had finished work for the night and was out with some of her colleagues. I made a quick U-turn and headed to the bar she’d indicated and quickly spotted the group of six gorgeous strippers dancing and drinking together. Hannah introduced me to them all in turn and I joined them on the dancefloor. Hannah looked amazing in some fishnet stockings, a short black skirt and a dark red bodice that matched her black hair with a red streak, an outfit reminiscent of the first night we met. She danced with me and used some incredibly sexy moves, causing me to ache in my cage. I wondered whether her friends knew about our arrangement, as they all also seemed keen to dance with me and tease me and it felt like I spent most of the time surrounded by at least three scantily-clad girls working their moves on me, with someone’s shapely ass always agonisingly close to my crotch.

She took me back to hers that night and we made out furiously on her couch, she gradually removed layers of clothing until I sat there wearing nothing but boxers and cage while she straddled me in her devilishly sexy outfit. I was leaking precum through the cage and could see the dark spots on my crotch until she removed my boxers and began inspecting the arrangement with a wicked grin on her face, running her fingers over the cage and my swollen testicles.
‘Just two more days,’ she reminded me, ‘And you will finally get me naked.’
I was trembling with excitement as she finally moved her hand away, stood and took a few steps across the room.

As she bent down, my eyes roamed up her shapely stocking-clad legs onto the tiny peek of her red panties. I was practically drooling when she threw my clothes onto my lap with a flop.
‘Get dressed,’ she said with a smile, ‘It’s time you went home. I will see you on Monday evening.’

I spent most of Sunday studying and headed to my part-time job in a local coffee shop early on Monday morning, followed by lectures in the afternoon. I was glad of the busy day as every free second was spent dwelling on the anticipation of what the evening would bring, when Hannah would come over.

She arrived at mine around eight pm and wasted no time, grabbing me the second the door was closed, kissing me fiercely and holding me close to her.
‘I’ve been excited about this all day,’ she told me.
‘Me too,’ I trembled.

She pulled my shirt off, followed by my jeans until I was, once again, left in nothing but my boxers. She took a chair from my kitchen table, placed it in the middle of the living room and told me to sit down on it.

She was wearing a dark green dress with a reasonably amount of cleavage and plenty of bare thigh on show. Her make up was subtle, as always, but the green of her eye shadow was a perfect match and made her beauty even more radiant that usual. She began dancing to the music I had been listening to whilst waiting and paced towards me, leaning over me and giving me the perfect view down her dress as she placed a gentle kiss on my forehead. I was as turned on as I’d ever been in my life, shaking slightly and feeling the intense pressure from the cage as I desperately strained for an erection.

The dress came off in one smooth motion, revealing the lacey green lingerie she had purchased a few days before. She kissed me hard before withdrawing a pair of handcuffs from her bag, manoeuvring herself behind me and artfully cuffing me to the chair. She moved back around the front, gave a slow turn and playfully pulled one bra strap off her shoulder before snapping it back in place.

She moved close in front of me, her green, lace panties inches from my face as she gently began to pull the waistband off her hip before returning it with a shake of her head.

I sighed as she lowered herself in front of me, tucking her fingers into the waistband of my boxers and gently pulling them off of me. She examined me, smiled and wiped some precum away, seductively licking it from her finger.

‘Your reward for one week in chastity,’ she explained, ‘is to see me naked. But there is a catch, there will be no touching. If you can make it to two weeks, you will get to touch. Do you agree?’
I nodded eagerly.
‘Do you agree?’
‘Yes,’ I whispered, ‘Yes, I agree.’

She smiled and skilfully undid her bra, holding it in place as she moved gently backwards and forwards in time to the music.
‘If you ask for the key, I will give it to you, but then we go back to zero and you have to go a week again before getting this and will still have to go two weeks before you can touch.’
I nodded my understanding as she turned around, her perfectly shaped ass in its sexy lace covering, only inches from my caged cock. She dropped the bra to the floor and I gazed at her bare back, waiting for her to turn around. When she did so, her hands covered her breasts. She moved them outwards slowly, until only her nipples were covered by three fingers each, then two and then one finger covering only the tip of each nipple until she moved them away and her incredible breasts were unveiled before me.

They were as shapely as I imagined, pale, soft and round with perfect pink nipples. I let out a sharp breath as I surveyed their beauty while she manoeuvred them close to me, leant over me with her perfect breasts so close to my face that I could feel the warmth from her skin, smell the slightly sweet aroma of her perspirations.

She stood up straight, hooked her fingers into the waist of her panties and turned around, slowly lowering them as she bent over in that move that only strippers seem able to perfect.

She turned and sat on top of me, completely naked, her arms wrapped around my neck as she kissed me with passion. I pulled against the handcuffs and strained against my cage, able to feel the warmth and damp of her pussy gently pressing against me. I was stuck fast as she kissed me harder, moved herself backwards and forwards gently and moaned in delight while I moaned in the undeniable torment of being so close but unable to feel the one thing that I wanted more than anything else in the world.

The kiss seemed to go on forever as she rubbed her clit against my cage faster and faster until she finally gasped a breathless orgasm. She held me tight for a long moment, kissed me softly and put her underwear back on before releasing me from the cuffs.

We held each other on the sofa for a long time, quietly, her in a post-orgasm daze and me coming down from the dizzying heights of denial.

reddit.com
u/Afraid-Flan4278 — 1 day ago

The Girl Who Ruined Me: Part Two.

This is the second part of the true story of the girl who introduced me to chastity, taken from my first collection, which is available on Kindle. I will post the final part very soon.

Part one.

My first week in chastity was a challenging one. I had got into the habit of furiously masturbating every time I returned from hanging out with Hannah, it was the only way I’d been able to cope with the constant teasing. Now, without that release, I was permanently frustrated. I went home on that Monday evening and lay in bed, straining against my cage, unable to think about anything except how hot she looked in her underwear that night and how amazing it would be to finally get her naked.

Because of my job and lectures and her work, we were in the habit of seeing each other about three or four times a week, which felt like a healthy balance. After she locked me, however, I wanted to spend as much time with her as possible and I text her every day asking her to hang out, but she rebuffed me completely for the first two days. It wasn’t until Thursday afternoon that I got to see her, going over hers to watch a film.

The casual shorts and crop-top she wore were agony for me and I was completely unable to concentrate on the movie, much to her amusement. She insisted we see it to the end of the film before she would even let me kiss her and as soon as the credits rolled, I was all over her. We kissed passionately before she climbed on top and straddled me on the sofa, my hands on the backs of her bare thighs, her breasts inches away from my face. I winced in pain as she ground herself against my crotch, she smiled a wicked smile and carried on straddling me.

After a short while, she got up and declared she needed to get ready for work and told me that I would need to go. I was disappointed but compliant, we exchanged a long, passionate kiss goodbye and arranged to meet in town the following afternoon, once I had finished my shift in the café I worked in.

She met me a little after two o’clock the next day. She was working that evening and told me she was looking forward to it because Friday night usually meant she could make a decent amount of cash. Hannah worked in a classy strip club and when we first started seeing each other some of my friends had asked me if I was jealous, but I honestly didn’t mind, having never been the jealous type. I also wasn’t prepared to argue with her when I knew that she enjoyed working there and was making an impressive amount of money.

Sometimes, when she was talking about work, she would check in with me and she did so again a little after we met. I said the same thing I had said before and she smiled and put her arms around me with genuine affection, kissing me and telling me how good a guy I was.

‘I am looking forward to seeing you naked for myself though,’ I told her with a smile.
‘I bet you are,’ she replied, ‘I promise you won’t be disappointed.’
I felt a twinge as I swelled slightly in my cage, she must have noticed because she gave me one of her wicked grins.
‘How is it?’ she asked.
‘I’m actually enjoying it, in a funny kind of way,’ I told her.
‘Good,’ she said. ‘The guys who come to the bar pay money to see me strip. Think of this,’ she discretely reached down and squeezed the cage, ‘as your way of paying.’

We walked back towards the high-street from the park we had found ourselves in and talked about going to get some food before she went to work.
‘I am going to need you to help me with something though,’ she explained. ‘I need to buy some things for work and I want your opinion.’

It was only when we walked into a lingerie shop a few minutes later, that I fully understood what she meant. Hannah warmly greeted one of the women working in the shop and chatted for a while, leaving me to hover awkwardly before being introduced.
‘This is my boyfriend,’ Hannah explained, ‘he’s helping me choose some work outfits.’
The shop assistant smiled knowingly and the pair began wondering around the shop looking at various items, while I trailed behind, revelling in the fact that she had called me ‘boyfriend’ for the first time.

From time to time, she would show me some lacey undergarments and ask me my opinion. They were all incredibly sexy, my mind was racing and my cock was aching in its cage from imagining her wearing them.
‘Lace is no good though at work though, gives too much away. Mystery is much better – I might get some for myself though.’

She ended up buying a green lacy set, as well as a variety of other combinations for work, alongside some hotpants, short skirts, fish-net stockings and accessories. It all left my mind racing and a little while later, over dinner, I feared I made a blunder with an offhand comment.
‘Will you give me a lap dance sometime?’
Instead of frowning, she smiled, ‘I’m sure we can work something out.’

She worked most of the weekend but sent me a few torturous pictures of her new work outfits. I was at home and desperately wanted to masturbate to them, I was so horny but the cage made the whole thing impossible. I told her exactly how I was feeling, only to get more pictures in response. The agony was exquisite and for a while I contemplated asking to cancel the deal, but knowing I was only a couple of days away from getting to see her naked, so I persisted.

Some friends were planning a night out that Saturday and I decided that going with them would be a good chance to take my mind off of my aching, so I met up with the gang in one of our regular pubs. The majority of my friendship group was female at the time and most of them were very good-looking alternative girls. There were eight of us on that night out, five girls and three guys. One of the guys was in a relationship with one of the girls, one girl was a lesbian and the other three were all single and could be very flirty, one of them in particular, Laura, seemed to have a bit of a crush on me, despite my relationship with Hannah.

We went on from the pub to a club and danced together as a group, Laura had a few drinks and there was a guy who wouldn’t leave her alone, so she told him I was her boyfriend and danced with me to make him go away. This was something we had done with each other in the group before, only this time Laura was taking it further, dancing really seductively and grinding against me. I had no choice but to accept it, as I did not want to put her ruse at risk, and the whole experience of having a good-looking woman grinding against me whilst caged was delightfully frustrating. Despite being tempted to let her continue; I made her stop once the guy had left.

The rest of the night passed without incident until I was on my way home when I received a message from Hannah asking if I was still out, as she had finished work for the night and was out with some of her colleagues. I made a quick U-turn and headed to the bar she’d indicated and quickly spotted the group of six gorgeous strippers dancing and drinking together. Hannah introduced me to them all in turn and I joined them on the dancefloor. Hannah looked amazing in some fishnet stockings, a short black skirt and a dark red bodice that matched her black hair with a red streak, an outfit reminiscent of the first night we met. She danced with me and used some incredibly sexy moves, causing me to ache in my cage. I wondered whether her friends knew about our arrangement, as they all also seemed keen to dance with me and tease me and it felt like I spent most of the time surrounded by at least three scantily-clad girls working their moves on me, with someone’s shapely ass always agonisingly close to my crotch.

She took me back to hers that night and we made out furiously on her couch, she gradually removed layers of clothing until I sat there wearing nothing but boxers and cage while she straddled me in her devilishly sexy outfit. I was leaking precum through the cage and could see the dark spots on my crotch until she removed my boxers and began inspecting the arrangement with a wicked grin on her face, running her fingers over the cage and my swollen testicles.
‘Just two more days,’ she reminded me, ‘And you will finally get me naked.’
I was trembling with excitement as she finally moved her hand away, stood and took a few steps across the room.

As she bent down, my eyes roamed up her shapely stocking-clad legs onto the tiny peek of her red panties. I was practically drooling when she threw my clothes onto my lap with a flop.
‘Get dressed,’ she said with a smile, ‘It’s time you went home. I will see you on Monday evening.’

I spent most of Sunday studying and headed to my part-time job in a local coffee shop early on Monday morning, followed by lectures in the afternoon. I was glad of the busy day as every free second was spent dwelling on the anticipation of what the evening would bring, when Hannah would come over.

She arrived at mine around eight pm and wasted no time, grabbing me the second the door was closed, kissing me fiercely and holding me close to her.
‘I’ve been excited about this all day,’ she told me.
‘Me too,’ I trembled.

She pulled my shirt off, followed by my jeans until I was, once again, left in nothing but my boxers. She took a chair from my kitchen table, placed it in the middle of the living room and told me to sit down on it.

She was wearing a dark green dress with a reasonably amount of cleavage and plenty of bare thigh on show. Her make up was subtle, as always, but the green of her eye shadow was a perfect match and made her beauty even more radiant that usual. She began dancing to the music I had been listening to whilst waiting and paced towards me, leaning over me and giving me the perfect view down her dress as she placed a gentle kiss on my forehead. I was as turned on as I’d ever been in my life, shaking slightly and feeling the intense pressure from the cage as I desperately strained for an erection.

The dress came off in one smooth motion, revealing the lacey green lingerie she had purchased a few days before. She kissed me hard before withdrawing a pair of handcuffs from her bag, manoeuvring herself behind me and artfully cuffing me to the chair. She moved back around the front, gave a slow turn and playfully pulled one bra strap off her shoulder before snapping it back in place.

She moved close in front of me, her green, lace panties inches from my face as she gently began to pull the waistband off her hip before returning it with a shake of her head.

I sighed as she lowered herself in front of me, tucking her fingers into the waistband of my boxers and gently pulling them off of me. She examined me, smiled and wiped some precum away, seductively licking it from her finger.

‘Your reward for one week in chastity,’ she explained, ‘is to see me naked. But there is a catch, there will be no touching. If you can make it to two weeks, you will get to touch. Do you agree?’
I nodded eagerly.
‘Do you agree?’
‘Yes,’ I whispered, ‘Yes, I agree.’

She smiled and skilfully undid her bra, holding it in place as she moved gently backwards and forwards in time to the music.
‘If you ask for the key, I will give it to you, but then we go back to zero and you have to go a week again before getting this and will still have to go two weeks before you can touch.’
I nodded my understanding as she turned around, her perfectly shaped ass in its sexy lace covering, only inches from my caged cock. She dropped the bra to the floor and I gazed at her bare back, waiting for her to turn around. When she did so, her hands covered her breasts. She moved them outwards slowly, until only her nipples were covered by three fingers each, then two and then one finger covering only the tip of each nipple until she moved them away and her incredible breasts were unveiled before me.

They were as shapely as I imagined, pale, soft and round with perfect pink nipples. I let out a sharp breath as I surveyed their beauty while she manoeuvred them close to me, leant over me with her perfect breasts so close to my face that I could feel the warmth from her skin, smell the slightly sweet aroma of her perspirations.

She stood up straight, hooked her fingers into the waist of her panties and turned around, slowly lowering them as she bent over in that move that only strippers seem able to perfect.

She turned and sat on top of me, completely naked, her arms wrapped around my neck as she kissed me with passion. I pulled against the handcuffs and strained against my cage, able to feel the warmth and damp of her pussy gently pressing against me. I was stuck fast as she kissed me harder, moved herself backwards and forwards gently and moaned in delight while I moaned in the undeniable torment of being so close but unable to feel the one thing that I wanted more than anything else in the world.

The kiss seemed to go on forever as she rubbed her clit against my cage faster and faster until she finally gasped a breathless orgasm. She held me tight for a long moment, kissed me softly and put her underwear back on before releasing me from the cuffs.

We held each other on the sofa for a long time, quietly, her in a post-orgasm daze and me coming down from the dizzying heights of denial.

reddit.com
u/Afraid-Flan4278 — 1 day ago

The Girl Who Ruined Me: Part Two.

This is the second part of the true story of the girl who introduced me to chastity, taken from my first collection, which is available on Kindle. I will post the final part very soon.

Part one.

My first week in chastity was a challenging one. I had got into the habit of furiously masturbating every time I returned from hanging out with Hannah, it was the only way I’d been able to cope with the constant teasing. Now, without that release, I was permanently frustrated. I went home on that Monday evening and lay in bed, straining against my cage, unable to think about anything except how hot she looked in her underwear that night and how amazing it would be to finally get her naked.

Because of my job and lectures and her work, we were in the habit of seeing each other about three or four times a week, which felt like a healthy balance. After she locked me, however, I wanted to spend as much time with her as possible and I text her every day asking her to hang out, but she rebuffed me completely for the first two days. It wasn’t until Thursday afternoon that I got to see her, going over hers to watch a film.

The casual shorts and crop-top she wore were agony for me and I was completely unable to concentrate on the movie, much to her amusement. She insisted we see it to the end of the film before she would even let me kiss her and as soon as the credits rolled, I was all over her. We kissed passionately before she climbed on top and straddled me on the sofa, my hands on the backs of her bare thighs, her breasts inches away from my face. I winced in pain as she ground herself against my crotch, she smiled a wicked smile and carried on straddling me.

After a short while, she got up and declared she needed to get ready for work and told me that I would need to go. I was disappointed but compliant, we exchanged a long, passionate kiss goodbye and arranged to meet in town the following afternoon, once I had finished my shift in the café I worked in.

She met me a little after two o’clock the next day. She was working that evening and told me she was looking forward to it because Friday night usually meant she could make a decent amount of cash. Hannah worked in a classy strip club and when we first started seeing each other some of my friends had asked me if I was jealous, but I honestly didn’t mind, having never been the jealous type. I also wasn’t prepared to argue with her when I knew that she enjoyed working there and was making an impressive amount of money.

Sometimes, when she was talking about work, she would check in with me and she did so again a little after we met. I said the same thing I had said before and she smiled and put her arms around me with genuine affection, kissing me and telling me how good a guy I was.

‘I am looking forward to seeing you naked for myself though,’ I told her with a smile.
‘I bet you are,’ she replied, ‘I promise you won’t be disappointed.’
I felt a twinge as I swelled slightly in my cage, she must have noticed because she gave me one of her wicked grins.
‘How is it?’ she asked.
‘I’m actually enjoying it, in a funny kind of way,’ I told her.
‘Good,’ she said. ‘The guys who come to the bar pay money to see me strip. Think of this,’ she discretely reached down and squeezed the cage, ‘as your way of paying.’

We walked back towards the high-street from the park we had found ourselves in and talked about going to get some food before she went to work.
‘I am going to need you to help me with something though,’ she explained. ‘I need to buy some things for work and I want your opinion.’

It was only when we walked into a lingerie shop a few minutes later, that I fully understood what she meant. Hannah warmly greeted one of the women working in the shop and chatted for a while, leaving me to hover awkwardly before being introduced.
‘This is my boyfriend,’ Hannah explained, ‘he’s helping me choose some work outfits.’
The shop assistant smiled knowingly and the pair began wondering around the shop looking at various items, while I trailed behind, revelling in the fact that she had called me ‘boyfriend’ for the first time.

From time to time, she would show me some lacey undergarments and ask me my opinion. They were all incredibly sexy, my mind was racing and my cock was aching in its cage from imagining her wearing them.
‘Lace is no good though at work though, gives too much away. Mystery is much better – I might get some for myself though.’

She ended up buying a green lacy set, as well as a variety of other combinations for work, alongside some hotpants, short skirts, fish-net stockings and accessories. It all left my mind racing and a little while later, over dinner, I feared I made a blunder with an offhand comment.
‘Will you give me a lap dance sometime?’
Instead of frowning, she smiled, ‘I’m sure we can work something out.’

She worked most of the weekend but sent me a few torturous pictures of her new work outfits. I was at home and desperately wanted to masturbate to them, I was so horny but the cage made the whole thing impossible. I told her exactly how I was feeling, only to get more pictures in response. The agony was exquisite and for a while I contemplated asking to cancel the deal, but knowing I was only a couple of days away from getting to see her naked, so I persisted.

Some friends were planning a night out that Saturday and I decided that going with them would be a good chance to take my mind off of my aching, so I met up with the gang in one of our regular pubs. The majority of my friendship group was female at the time and most of them were very good-looking alternative girls. There were eight of us on that night out, five girls and three guys. One of the guys was in a relationship with one of the girls, one girl was a lesbian and the other three were all single and could be very flirty, one of them in particular, Laura, seemed to have a bit of a crush on me, despite my relationship with Hannah.

We went on from the pub to a club and danced together as a group, Laura had a few drinks and there was a guy who wouldn’t leave her alone, so she told him I was her boyfriend and danced with me to make him go away. This was something we had done with each other in the group before, only this time Laura was taking it further, dancing really seductively and grinding against me. I had no choice but to accept it, as I did not want to put her ruse at risk, and the whole experience of having a good-looking woman grinding against me whilst caged was delightfully frustrating. Despite being tempted to let her continue; I made her stop once the guy had left.

The rest of the night passed without incident until I was on my way home when I received a message from Hannah asking if I was still out, as she had finished work for the night and was out with some of her colleagues. I made a quick U-turn and headed to the bar she’d indicated and quickly spotted the group of six gorgeous strippers dancing and drinking together. Hannah introduced me to them all in turn and I joined them on the dancefloor. Hannah looked amazing in some fishnet stockings, a short black skirt and a dark red bodice that matched her black hair with a red streak, an outfit reminiscent of the first night we met. She danced with me and used some incredibly sexy moves, causing me to ache in my cage. I wondered whether her friends knew about our arrangement, as they all also seemed keen to dance with me and tease me and it felt like I spent most of the time surrounded by at least three scantily-clad girls working their moves on me, with someone’s shapely ass always agonisingly close to my crotch.

She took me back to hers that night and we made out furiously on her couch, she gradually removed layers of clothing until I sat there wearing nothing but boxers and cage while she straddled me in her devilishly sexy outfit. I was leaking precum through the cage and could see the dark spots on my crotch until she removed my boxers and began inspecting the arrangement with a wicked grin on her face, running her fingers over the cage and my swollen testicles.
‘Just two more days,’ she reminded me, ‘And you will finally get me naked.’
I was trembling with excitement as she finally moved her hand away, stood and took a few steps across the room.

As she bent down, my eyes roamed up her shapely stocking-clad legs onto the tiny peek of her red panties. I was practically drooling when she threw my clothes onto my lap with a flop.
‘Get dressed,’ she said with a smile, ‘It’s time you went home. I will see you on Monday evening.’

I spent most of Sunday studying and headed to my part-time job in a local coffee shop early on Monday morning, followed by lectures in the afternoon. I was glad of the busy day as every free second was spent dwelling on the anticipation of what the evening would bring, when Hannah would come over.

She arrived at mine around eight pm and wasted no time, grabbing me the second the door was closed, kissing me fiercely and holding me close to her.
‘I’ve been excited about this all day,’ she told me.
‘Me too,’ I trembled.

She pulled my shirt off, followed by my jeans until I was, once again, left in nothing but my boxers. She took a chair from my kitchen table, placed it in the middle of the living room and told me to sit down on it.

She was wearing a dark green dress with a reasonably amount of cleavage and plenty of bare thigh on show. Her make up was subtle, as always, but the green of her eye shadow was a perfect match and made her beauty even more radiant that usual. She began dancing to the music I had been listening to whilst waiting and paced towards me, leaning over me and giving me the perfect view down her dress as she placed a gentle kiss on my forehead. I was as turned on as I’d ever been in my life, shaking slightly and feeling the intense pressure from the cage as I desperately strained for an erection.

The dress came off in one smooth motion, revealing the lacey green lingerie she had purchased a few days before. She kissed me hard before withdrawing a pair of handcuffs from her bag, manoeuvring herself behind me and artfully cuffing me to the chair. She moved back around the front, gave a slow turn and playfully pulled one bra strap off her shoulder before snapping it back in place.

She moved close in front of me, her green, lace panties inches from my face as she gently began to pull the waistband off her hip before returning it with a shake of her head.

I sighed as she lowered herself in front of me, tucking her fingers into the waistband of my boxers and gently pulling them off of me. She examined me, smiled and wiped some precum away, seductively licking it from her finger.

‘Your reward for one week in chastity,’ she explained, ‘is to see me naked. But there is a catch, there will be no touching. If you can make it to two weeks, you will get to touch. Do you agree?’
I nodded eagerly.
‘Do you agree?’
‘Yes,’ I whispered, ‘Yes, I agree.’

She smiled and skilfully undid her bra, holding it in place as she moved gently backwards and forwards in time to the music.
‘If you ask for the key, I will give it to you, but then we go back to zero and you have to go a week again before getting this and will still have to go two weeks before you can touch.’
I nodded my understanding as she turned around, her perfectly shaped ass in its sexy lace covering, only inches from my caged cock. She dropped the bra to the floor and I gazed at her bare back, waiting for her to turn around. When she did so, her hands covered her breasts. She moved them outwards slowly, until only her nipples were covered by three fingers each, then two and then one finger covering only the tip of each nipple until she moved them away and her incredible breasts were unveiled before me.

They were as shapely as I imagined, pale, soft and round with perfect pink nipples. I let out a sharp breath as I surveyed their beauty while she manoeuvred them close to me, leant over me with her perfect breasts so close to my face that I could feel the warmth from her skin, smell the slightly sweet aroma of her perspirations.

She stood up straight, hooked her fingers into the waist of her panties and turned around, slowly lowering them as she bent over in that move that only strippers seem able to perfect.

She turned and sat on top of me, completely naked, her arms wrapped around my neck as she kissed me with passion. I pulled against the handcuffs and strained against my cage, able to feel the warmth and damp of her pussy gently pressing against me. I was stuck fast as she kissed me harder, moved herself backwards and forwards gently and moaned in delight while I moaned in the undeniable torment of being so close but unable to feel the one thing that I wanted more than anything else in the world.

The kiss seemed to go on forever as she rubbed her clit against my cage faster and faster until she finally gasped a breathless orgasm. She held me tight for a long moment, kissed me softly and put her underwear back on before releasing me from the cuffs.

We held each other on the sofa for a long time, quietly, her in a post-orgasm daze and me coming down from the dizzying heights of denial.

reddit.com
u/Afraid-Flan4278 — 1 day ago

The Girl Who Ruined Me: Part One

This is the introduction to the true story of the girl who introduced me to chastity, taken from my first collection, which is available on Kindle. I will post the next part very soon.

I made a lot of friends during my first term at university, mostly in the local heavy-metal scene, which meant my friendship group was a healthy mix of fellow students and ‘civilians’. I hadn’t much been on the lookout for girls (or guys) and was mostly just focussing on settling in, making friends and getting on with my studies. I was, however, open to the possibility.

I met Hannah at a house party thrown by my friend Tom. All of the regular crowd was there when I arrived, as well as plenty of people I didn’t know. I had been working so was playing catch up on the drinking front in the kitchen, chewing the fat with some friends. I was feeling a little tipsy when I moved into the living room with the rest of the party and plonked myself down in an empty armchair.

Hannah was stood in the corner talking to some other girls and instantly caught my eye, even in a room full of attractive women she was an absolute bombshell. Her long legs were clad in fishnet stockings and a short skirt, she wore a red and black and red corset that extenuated her already knockout body. Her long black hair had a red streak in it and her eyes were piercing highlights to a very pretty face. I had a major thing for rock chicks and she was an absolute ten even for guys who weren’t into that. In a word: beautiful.

I must have caught her eye too because she was looking my way and pretty soon she was crossing the room towards me carrying some jelly shots.
‘I’m Hannah,’ she told me, handing me a shot glass, ‘Who are you?’
I told her my name and drank the jelly shot. She drank one too, smiled and sat herself on my lap.
‘Why haven’t I met you before?’ she asked, a sly grin on her face.
‘I’m new here,’ I told her, feeling a little intimidated by her forward nature, ‘I’m a uni student.’
‘Oh yeah?’ she responded, giving me another jelly shot that had come from somewhere. I was already a little tipsy and also aware that vodka always goes to my head.

‘I think you are cute,’ she told me.
I blushed and replied, ‘I think you are beautiful.’

She smiled, leaned back on my lap and tipped a jelly shot onto her exposed midriff. I eagerly sucked it up off of her perfectly flat, flawless stomach, flicking the last of it out of her bellybutton with my tongue. I caught one of my friends watching out of the corner of my eye, a grin on his face as he nudged another friend so he could see too.

I ate the next shot out of her cleavage and felt like the luckiest guy in the room lingering between them sucking and licking up the jelly. She was knocking back the shots too and we were giggling away together, when she told me she lived nearby and asked me to walk her home. I happily agreed.

It was only a five-minute walk, down the road and through a park, but it took us nearly twenty because we stopped to make out under a tree on the way. When we arrived at hers, we stumbled through her small basement flat into the bedroom. As she collapsed onto her bed, it was clear to me that she was more drunk than I first realised. I decided that I didn’t want to take advantage of her, so I helped her take her shoes off, put a glass of water on the bedside table and left a note with my number, asking her to text me.

None of my friends would believe that we didn’t have sex that night and couldn’t understand my modesty, even though I was never one to kiss and tell. Hannah and I fell into a pattern over the next few weeks, seeing each other on nights out and parties, flirting, dancing and making out furiously but never actually sleeping together. She told me that she was working in a strip club whilst studying and asked if it bothered me – I told her it didn’t and we agreed to a ‘proper date’ one Saturday afternoon.

We started seeing each other and really seemed to enjoy each other’s company. I was absolutely delighted the first time she introduced me to someone as her boyfriend. I had never been with a girl this good looking before and was desperate to please her and make her happy. We watched movies together, made food, went to bars and played games and we had long make-out sessions but after about two months still had not slept together, nor had I seen her naked. It was clear she wasn’t prudish or shy about her body because of her job and I started to wonder if there was an issue she wasn’t telling me about. We had conversations about sex, kinks we enjoyed and plenty of dirty talk so I decided to simply ask her if there was a reason we’d not actually done it yet.

 

One evening, whilst watching a movie at her flat, she climbed on top of me and kissed me with incredible passion. I ran my hands up her back, under her t-shirt and caressed her ribs – knowing that if my hands got any higher, she would likely push them down. I pulled away from the kiss and whispered in her ear ‘I really want to fuck you’.

‘Good,’ she whispered, ‘I want you desperate.’

I pulled her top off of her, revealing a black and green lacy bra. She pulled my top off too and ran her hands down my chest. I lifted her gently and lay her down on the sofa, kissed her neck and started working my way down her body, between her covered breasts and kissing the soft skin of her stomach as I started to unbuckle her jeans. I pulled her out of her tight jeans with a little difficulty, but she offered no resistance and I smiled at her sexy lace thong, a particular weakness of mine.

My jeans came off next and we continued to make out passionately in our underwear for several long minutes. I could feel the wet between her legs and I was sure she could feel my raging hard-on, I genuinely believed that within a few minutes I would be furiously fucking the girl I’d been obsessed with since the moment I saw her at that party.

Soon she was on top of me, grinding against me and moaning softly. I was just about to make a move on the clasp of her bra, when she pushed me down, climbed off of me and declared, ‘Let’s go out somewhere’.
I hesitated and stammered, ‘But… but…’.
She responded my throwing my jeans at me, ‘Come on, get dressed.’

 

I watched her put her clothes on, completely confused by what was happening but willing to go along with anything she wanted. After we dressed, we headed out for a walk along the seafront and I barely said a word as she chatted about uni friends, her course and her favourite TV show.

After a while I decided to bring up the subject that was most on my mind, as tactfully as I could. ‘Is everything okay?’ I asked.
‘Yeah, of course it is,’ she smiled, ‘why?’.
‘Well, we’ve been seeing each other for over two months, we keep having these intense make out sessions but not going any further. We’ve both had sexual relationships before, we’ve talked about it, so I was just wondering if something was wrong.’
‘Oh,’ she replied, ‘I see.’ She was still smiling, which I took to be a sign I’d not overstepped.
‘I’ve not even seen you naked,’ I told her, ‘Which is a little odd considering guys can see you naked at the bar – which I don’t have a problem with. It’s just odd.’

I was convinced I’d gone too far with my last comment but she remained calm and hadn’t let go of my hand or anything. We sat down on a nearby bench, looking out at the sea and she gave me a warm smile and told me she would explain everything.

‘I’m going to be honest,’ she began, ‘I really get off on teasing guys, on making them as frustrated as I can. That’s why I strip, they want me but can’t have me. But in a relationship, it has to be different, I know that.’
I nodded my understanding.
‘You’ve told me about your past relationships, the kinky things you have done. I like that you are a bit kinky, I’m into those things too. I’ve told you that before. The problem is that you are fifty-fifty, you switch between dominant and submissive and that’s not what I want. I want a guy who is one hundred percent submissive, that’s what really gets me off, so I need to ruin you. I need you to be so frustrated that you would do anything for me and you just aren’t ready.’

The conversation had me aroused again and I wondered if she was turned on too.
‘I am ready,’ I told her, ‘I can be as submissive as you want.’
She smiled doubtfully.
‘I can,’ I insisted, ‘I would literally do anything for you. Anything just to see you naked. Let me prove it.’
‘Okay,’ she told me, ‘I have something in mind, let’s go back to mine.’

 

A short while later, we sat on her bed and she explained what she had in mind.
‘A little test, well a big test actually, that you can be a properly submissive boyfriend. It’s to prove that you are one hundred percent submissive.’
I nodded my understanding.
‘Close your eyes and hold out your hands.’
I obeyed and felt a cold, light object placed in them.
‘Open them.’

I looked down at the steel chastity cage she had placed in my hand. I knew what it was because of videos I’d watched but it was my first real life encounter with one.
‘Wear this for one week and I will let you see me naked,’ she told me.
I nodded my agreement and she smiled a big smile. Little did I know that this was just the beginning.

reddit.com
u/Afraid-Flan4278 — 2 days ago

The Girl Who Ruined Me: Part One

This is the introduction to the true story of the girl who introduced me to chastity, taken from my first collection, which is available on Kindle. I will post the next part very soon.

I made a lot of friends during my first term at university, mostly in the local heavy-metal scene, which meant my friendship group was a healthy mix of fellow students and ‘civilians’. I hadn’t much been on the lookout for girls (or guys) and was mostly just focussing on settling in, making friends and getting on with my studies. I was, however, open to the possibility.

I met Hannah at a house party thrown by my friend Tom. All of the regular crowd was there when I arrived, as well as plenty of people I didn’t know. I had been working so was playing catch up on the drinking front in the kitchen, chewing the fat with some friends. I was feeling a little tipsy when I moved into the living room with the rest of the party and plonked myself down in an empty armchair.

Hannah was stood in the corner talking to some other girls and instantly caught my eye, even in a room full of attractive women she was an absolute bombshell. Her long legs were clad in fishnet stockings and a short skirt, she wore a red and black and red corset that extenuated her already knockout body. Her long black hair had a red streak in it and her eyes were piercing highlights to a very pretty face. I had a major thing for rock chicks and she was an absolute ten even for guys who weren’t into that. In a word: beautiful.

I must have caught her eye too because she was looking my way and pretty soon she was crossing the room towards me carrying some jelly shots.
‘I’m Hannah,’ she told me, handing me a shot glass, ‘Who are you?’
I told her my name and drank the jelly shot. She drank one too, smiled and sat herself on my lap.
‘Why haven’t I met you before?’ she asked, a sly grin on her face.
‘I’m new here,’ I told her, feeling a little intimidated by her forward nature, ‘I’m a uni student.’
‘Oh yeah?’ she responded, giving me another jelly shot that had come from somewhere. I was already a little tipsy and also aware that vodka always goes to my head.

‘I think you are cute,’ she told me.
I blushed and replied, ‘I think you are beautiful.’

She smiled, leaned back on my lap and tipped a jelly shot onto her exposed midriff. I eagerly sucked it up off of her perfectly flat, flawless stomach, flicking the last of it out of her bellybutton with my tongue. I caught one of my friends watching out of the corner of my eye, a grin on his face as he nudged another friend so he could see too.

I ate the next shot out of her cleavage and felt like the luckiest guy in the room lingering between them sucking and licking up the jelly. She was knocking back the shots too and we were giggling away together, when she told me she lived nearby and asked me to walk her home. I happily agreed.

It was only a five-minute walk, down the road and through a park, but it took us nearly twenty because we stopped to make out under a tree on the way. When we arrived at hers, we stumbled through her small basement flat into the bedroom. As she collapsed onto her bed, it was clear to me that she was more drunk than I first realised. I decided that I didn’t want to take advantage of her, so I helped her take her shoes off, put a glass of water on the bedside table and left a note with my number, asking her to text me.

None of my friends would believe that we didn’t have sex that night and couldn’t understand my modesty, even though I was never one to kiss and tell. Hannah and I fell into a pattern over the next few weeks, seeing each other on nights out and parties, flirting, dancing and making out furiously but never actually sleeping together. She told me that she was working in a strip club whilst studying and asked if it bothered me – I told her it didn’t and we agreed to a ‘proper date’ one Saturday afternoon.

We started seeing each other and really seemed to enjoy each other’s company. I was absolutely delighted the first time she introduced me to someone as her boyfriend. I had never been with a girl this good looking before and was desperate to please her and make her happy. We watched movies together, made food, went to bars and played games and we had long make-out sessions but after about two months still had not slept together, nor had I seen her naked. It was clear she wasn’t prudish or shy about her body because of her job and I started to wonder if there was an issue she wasn’t telling me about. We had conversations about sex, kinks we enjoyed and plenty of dirty talk so I decided to simply ask her if there was a reason we’d not actually done it yet.

 

One evening, whilst watching a movie at her flat, she climbed on top of me and kissed me with incredible passion. I ran my hands up her back, under her t-shirt and caressed her ribs – knowing that if my hands got any higher, she would likely push them down. I pulled away from the kiss and whispered in her ear ‘I really want to fuck you’.

‘Good,’ she whispered, ‘I want you desperate.’

I pulled her top off of her, revealing a black and green lacy bra. She pulled my top off too and ran her hands down my chest. I lifted her gently and lay her down on the sofa, kissed her neck and started working my way down her body, between her covered breasts and kissing the soft skin of her stomach as I started to unbuckle her jeans. I pulled her out of her tight jeans with a little difficulty, but she offered no resistance and I smiled at her sexy lace thong, a particular weakness of mine.

My jeans came off next and we continued to make out passionately in our underwear for several long minutes. I could feel the wet between her legs and I was sure she could feel my raging hard-on, I genuinely believed that within a few minutes I would be furiously fucking the girl I’d been obsessed with since the moment I saw her at that party.

Soon she was on top of me, grinding against me and moaning softly. I was just about to make a move on the clasp of her bra, when she pushed me down, climbed off of me and declared, ‘Let’s go out somewhere’.
I hesitated and stammered, ‘But… but…’.
She responded my throwing my jeans at me, ‘Come on, get dressed.’

 

I watched her put her clothes on, completely confused by what was happening but willing to go along with anything she wanted. After we dressed, we headed out for a walk along the seafront and I barely said a word as she chatted about uni friends, her course and her favourite TV show.

After a while I decided to bring up the subject that was most on my mind, as tactfully as I could. ‘Is everything okay?’ I asked.
‘Yeah, of course it is,’ she smiled, ‘why?’.
‘Well, we’ve been seeing each other for over two months, we keep having these intense make out sessions but not going any further. We’ve both had sexual relationships before, we’ve talked about it, so I was just wondering if something was wrong.’
‘Oh,’ she replied, ‘I see.’ She was still smiling, which I took to be a sign I’d not overstepped.
‘I’ve not even seen you naked,’ I told her, ‘Which is a little odd considering guys can see you naked at the bar – which I don’t have a problem with. It’s just odd.’

I was convinced I’d gone too far with my last comment but she remained calm and hadn’t let go of my hand or anything. We sat down on a nearby bench, looking out at the sea and she gave me a warm smile and told me she would explain everything.

‘I’m going to be honest,’ she began, ‘I really get off on teasing guys, on making them as frustrated as I can. That’s why I strip, they want me but can’t have me. But in a relationship, it has to be different, I know that.’
I nodded my understanding.
‘You’ve told me about your past relationships, the kinky things you have done. I like that you are a bit kinky, I’m into those things too. I’ve told you that before. The problem is that you are fifty-fifty, you switch between dominant and submissive and that’s not what I want. I want a guy who is one hundred percent submissive, that’s what really gets me off, so I need to ruin you. I need you to be so frustrated that you would do anything for me and you just aren’t ready.’

The conversation had me aroused again and I wondered if she was turned on too.
‘I am ready,’ I told her, ‘I can be as submissive as you want.’
She smiled doubtfully.
‘I can,’ I insisted, ‘I would literally do anything for you. Anything just to see you naked. Let me prove it.’
‘Okay,’ she told me, ‘I have something in mind, let’s go back to mine.’

 

A short while later, we sat on her bed and she explained what she had in mind.
‘A little test, well a big test actually, that you can be a properly submissive boyfriend. It’s to prove that you are one hundred percent submissive.’
I nodded my understanding.
‘Close your eyes and hold out your hands.’
I obeyed and felt a cold, light object placed in them.
‘Open them.’

I looked down at the steel chastity cage she had placed in my hand. I knew what it was because of videos I’d watched but it was my first real life encounter with one.
‘Wear this for one week and I will let you see me naked,’ she told me.
I nodded my agreement and she smiled a big smile. Little did I know that this was just the beginning.

reddit.com
u/Afraid-Flan4278 — 2 days ago

The Girl Who Ruined Me: Part One [chastity] [first time] [dating]

This is the introduction to the true story of the girl who introduced me to chastity, taken from my first collection, which is available on Kindle. I will post the next part very soon.

I made a lot of friends during my first term at university, mostly in the local heavy-metal scene, which meant my friendship group was a healthy mix of fellow students and ‘civilians’. I hadn’t much been on the lookout for girls (or guys) and was mostly just focussing on settling in, making friends and getting on with my studies. I was, however, open to the possibility.

I met Hannah at a house party thrown by my friend Tom. All of the regular crowd was there when I arrived, as well as plenty of people I didn’t know. I had been working so was playing catch up on the drinking front in the kitchen, chewing the fat with some friends. I was feeling a little tipsy when I moved into the living room with the rest of the party and plonked myself down in an empty armchair.

Hannah was stood in the corner talking to some other girls and instantly caught my eye, even in a room full of attractive women she was an absolute bombshell. Her long legs were clad in fishnet stockings and a short skirt, she wore a red and black and red corset that extenuated her already knockout body. Her long black hair had a red streak in it and her eyes were piercing highlights to a very pretty face. I had a major thing for rock chicks and she was an absolute ten even for guys who weren’t into that. In a word: beautiful.

I must have caught her eye too because she was looking my way and pretty soon she was crossing the room towards me carrying some jelly shots.
‘I’m Hannah,’ she told me, handing me a shot glass, ‘Who are you?’
I told her my name and drank the jelly shot. She drank one too, smiled and sat herself on my lap.
‘Why haven’t I met you before?’ she asked, a sly grin on her face.
‘I’m new here,’ I told her, feeling a little intimidated by her forward nature, ‘I’m a uni student.’
‘Oh yeah?’ she responded, giving me another jelly shot that had come from somewhere. I was already a little tipsy and also aware that vodka always goes to my head.

‘I think you are cute,’ she told me.
I blushed and replied, ‘I think you are beautiful.’

She smiled, leaned back on my lap and tipped a jelly shot onto her exposed midriff. I eagerly sucked it up off of her perfectly flat, flawless stomach, flicking the last of it out of her bellybutton with my tongue. I caught one of my friends watching out of the corner of my eye, a grin on his face as he nudged another friend so he could see too.

I ate the next shot out of her cleavage and felt like the luckiest guy in the room lingering between them sucking and licking up the jelly. She was knocking back the shots too and we were giggling away together, when she told me she lived nearby and asked me to walk her home. I happily agreed.

It was only a five-minute walk, down the road and through a park, but it took us nearly twenty because we stopped to make out under a tree on the way. When we arrived at hers, we stumbled through her small basement flat into the bedroom. As she collapsed onto her bed, it was clear to me that she was more drunk than I first realised. I decided that I didn’t want to take advantage of her, so I helped her take her shoes off, put a glass of water on the bedside table and left a note with my number, asking her to text me.

None of my friends would believe that we didn’t have sex that night and couldn’t understand my modesty, even though I was never one to kiss and tell. Hannah and I fell into a pattern over the next few weeks, seeing each other on nights out and parties, flirting, dancing and making out furiously but never actually sleeping together. She told me that she was working in a strip club whilst studying and asked if it bothered me – I told her it didn’t and we agreed to a ‘proper date’ one Saturday afternoon.

We started seeing each other and really seemed to enjoy each other’s company. I was absolutely delighted the first time she introduced me to someone as her boyfriend. I had never been with a girl this good looking before and was desperate to please her and make her happy. We watched movies together, made food, went to bars and played games and we had long make-out sessions but after about two months still had not slept together, nor had I seen her naked. It was clear she wasn’t prudish or shy about her body because of her job and I started to wonder if there was an issue she wasn’t telling me about. We had conversations about sex, kinks we enjoyed and plenty of dirty talk so I decided to simply ask her if there was a reason we’d not actually done it yet.

 

One evening, whilst watching a movie at her flat, she climbed on top of me and kissed me with incredible passion. I ran my hands up her back, under her t-shirt and caressed her ribs – knowing that if my hands got any higher, she would likely push them down. I pulled away from the kiss and whispered in her ear ‘I really want to fuck you’.

‘Good,’ she whispered, ‘I want you desperate.’

I pulled her top off of her, revealing a black and green lacy bra. She pulled my top off too and ran her hands down my chest. I lifted her gently and lay her down on the sofa, kissed her neck and started working my way down her body, between her covered breasts and kissing the soft skin of her stomach as I started to unbuckle her jeans. I pulled her out of her tight jeans with a little difficulty, but she offered no resistance and I smiled at her sexy lace thong, a particular weakness of mine.

My jeans came off next and we continued to make out passionately in our underwear for several long minutes. I could feel the wet between her legs and I was sure she could feel my raging hard-on, I genuinely believed that within a few minutes I would be furiously fucking the girl I’d been obsessed with since the moment I saw her at that party.

Soon she was on top of me, grinding against me and moaning softly. I was just about to make a move on the clasp of her bra, when she pushed me down, climbed off of me and declared, ‘Let’s go out somewhere’.
I hesitated and stammered, ‘But… but…’.
She responded my throwing my jeans at me, ‘Come on, get dressed.’

 

I watched her put her clothes on, completely confused by what was happening but willing to go along with anything she wanted. After we dressed, we headed out for a walk along the seafront and I barely said a word as she chatted about uni friends, her course and her favourite TV show.

After a while I decided to bring up the subject that was most on my mind, as tactfully as I could. ‘Is everything okay?’ I asked.
‘Yeah, of course it is,’ she smiled, ‘why?’.
‘Well, we’ve been seeing each other for over two months, we keep having these intense make out sessions but not going any further. We’ve both had sexual relationships before, we’ve talked about it, so I was just wondering if something was wrong.’
‘Oh,’ she replied, ‘I see.’ She was still smiling, which I took to be a sign I’d not overstepped.
‘I’ve not even seen you naked,’ I told her, ‘Which is a little odd considering guys can see you naked at the bar – which I don’t have a problem with. It’s just odd.’

I was convinced I’d gone too far with my last comment but she remained calm and hadn’t let go of my hand or anything. We sat down on a nearby bench, looking out at the sea and she gave me a warm smile and told me she would explain everything.

‘I’m going to be honest,’ she began, ‘I really get off on teasing guys, on making them as frustrated as I can. That’s why I strip, they want me but can’t have me. But in a relationship, it has to be different, I know that.’
I nodded my understanding.
‘You’ve told me about your past relationships, the kinky things you have done. I like that you are a bit kinky, I’m into those things too. I’ve told you that before. The problem is that you are fifty-fifty, you switch between dominant and submissive and that’s not what I want. I want a guy who is one hundred percent submissive, that’s what really gets me off, so I need to ruin you. I need you to be so frustrated that you would do anything for me and you just aren’t ready.’

The conversation had me aroused again and I wondered if she was turned on too.
‘I am ready,’ I told her, ‘I can be as submissive as you want.’
She smiled doubtfully.
‘I can,’ I insisted, ‘I would literally do anything for you. Anything just to see you naked. Let me prove it.’
‘Okay,’ she told me, ‘I have something in mind, let’s go back to mine.’

 

A short while later, we sat on her bed and she explained what she had in mind.
‘A little test, well a big test actually, that you can be a properly submissive boyfriend. It’s to prove that you are one hundred percent submissive.’
I nodded my understanding.
‘Close your eyes and hold out your hands.’
I obeyed and felt a cold, light object placed in them.
‘Open them.’

I looked down at the steel chastity cage she had placed in my hand. I knew what it was because of videos I’d watched but it was my first real life encounter with one.
‘Wear this for one week and I will let you see me naked,’ she told me.
I nodded my agreement and she smiled a big smile. Little did I know that this was just the beginning.The Girl Who Ruined Me: Part One

reddit.com
u/Afraid-Flan4278 — 2 days ago

I am such a slut when I'm dressed up

I am such a slut when I'm dressed (and locked) up.

I've always been a monster when I'm dressed up in private, either with people or online, I'll literally do anything to satisfy others. I've always had that streak. That could be sending pictures, doing cams, whatever. In person, if I'm on a hook up in sissy mode then I'm super submissive and do whatever I can to get someone off.

But recently I've ventured out a couple of times, first was walking around a city at night and the second was today, where I went to a cruising spot in the woods in fully sissy gear.

What happened? The first man I came across, I sucked his dick, let him rip open my fishnets, finger and fuck me until he came. He was quite old, not my type at all, but I'm such a slut when dressed up that I literally don't care.

If I'd bumped into anyone else, I'm sure I would have let them do the same, over and over again until I was all used up - perhaps I'll go again when it is busier and just let the inner slut take over.

reddit.com
u/Afraid-Flan4278 — 4 days ago

First time: Liam's Hot Tub. True Story.

This is the story of my first time fooling around with another guy, the adventure that started me on a crazy journey. Everyone involved in this story is over 18. This is from my first collection, which is available on Kindle, but will also all gradually get posted anyway.

It was the long summer after finishing school and there was very little to do in the village I grew up in. Boredom and hormones do not make for the greatest combination and I had had very little success with girls. I had kissed a girl in my class on a fieldtrip, though only the once, and I’d made out with a French student when I went on the Exchange. Nothing more had come from either of these and I’d struggled with several intense crushes that I wasn’t able to convert into any form of relationship.

The latest was a girl named Kayleigh, I had been going to a youth club with her and some other friends and we had been getting on well. She was a bit of a rocker, all dark make-up and straight black hair with piercing eyes, well developed breasts and a tight arse that I’m sure she had caught me staring at more than once. We had been passing each other notes in class for the last few months of school, things had seemed to be building towards something, when suddenly, out of the blue, she got with a guy called Sam and that was the end of that.

That long Summer was pretty great, I had a part-time job and had plenty of time to hang out with different friends, as well as spending time on my own reading and playing video games. I was also masturbating frequently, experimenting with techniques I had found on the internet, which was still in its infancy.

One day, a couple of weeks into that long Summer, a guy I’d been at school with, Liam, invited me over to his house to hang out. Liam was a handsome guy; he was close friends with Kayleigh and was always surrounded by girls. We’d never been particular close but had got on reasonably well when hanging out at youth clubs as part of a big group.

His invite had been a bit of a surprise but I’d had nothing else to do and being from the poor end of the village, was excited by the opportunity to see his house as I knew his parents were pretty well off. I was not disappointed; his house was big and immaculately well kept. His parents were both at work and we had the place to ourselves.

We made milkshakes and played video games for a while and then, quite out of the blue, Liam asked me if I liked to jerk off. I told him I did and we spent a little while telling each other techniques we’d tried. Liam gave me a couple of sachets of lube – which I’d not used before and when I got home, I tried them out and really enjoyed the slick feel of it. I messaged him online that evening and told him how much I’d enjoyed it and sent him links to a couple of techniques I’d told him about.

He tried them out and reported back to me a couple of days later, also sending me links to some ‘two person techniques’ he had found. I was intrigued and we chatted a little about them, looking through and saying which ones we would like to try. It was all very hypothetical and neither of us seemed to be suggesting actually trying them out.

About a week after I first went over, Liam invited me over again. We did the same thing again, milkshakes, video games and talking about jerking techniques. Liam then told me that he really liked to masturbate in the hot-tub.
‘Wow,’ I said, ‘I’ve never even been in a hot-tub.’
‘Do you want to try?’ he asked me.
‘Sure, next time I’m round I’ll bring some swim-shorts.’
‘Don’t worry about that. We can try now.’
I hesitated.
‘Honestly, it’s fine. I go in naked all the time when no one is around.’

We walked into his back garden and, sure enough, there on the veranda was a hot tub. Liam lifted the lid, hit the switch and started undressing.
‘Don’t worry,’ he said, ‘No one can see in.’

He was right, the hedges and fences around the garden were tall and no nearby houses would have an angle on the veranda. I slowly took off my t-shirt and began unbuttoning my shorts. I’d been naked in the showers at school after PE class, though I’d never liked it. I was a little shy but Liam was already naked and lowering himself into the hot-tub. From my angle I’d not seen his cock but had got a good look at his ass, which was shapely and smooth. I felt a slight stirring in my loins and thought, ‘what the hell’ and took of my shorts and boxers and joined Liam in the tub.

He politely looked away until I was in and the bubbles concealed me.
‘How does it feel?’ he asked me.
‘Nice,’ I replied, ‘Really relaxing.’
‘Do you want to jerk?’
‘Sure.’

I grabbed myself under the water and began gently jerking my semi-hard cock until it grew in my hand. I could see that he was doing it too, opposite me. After a minute or so, I asked him, ‘What do you think about when you do this?’
‘People I like, I guess. I imagine someone else is doing it. You?’
‘The same really.’
‘Has anyone else ever jerked you?’ he asked.
‘No, what about you?’
‘Same. Do you want to try?’
I felt a ball of nervousness in my chest but managed to break through it to say, ‘Sure’.

Liam moved around the hot-tub until he was sat next to me. I removed my hand from my own dick and placed it on his under the water, as I felt his soft hand gently grasp mine. We both started stroking gently, our shoulders and hips touching as we pumped in unison.
‘Who do you imagine is doing this?’ he asked me.
‘Kayleigh,’ I let slip without thinking, as his hands glided across my cock.
He smiled, ‘I heard she gave Sam a blowjob last weekend.’
‘I’d love to try that,’ I replied.
‘Try what?’
‘A blowjob.’
‘Me too,’ he agreed.
‘Maybe we can,’ I replied, the arousal making me feel more confident, ‘We could blow each other.’
‘We could, but who would go first?’ he asked, letting go of my cock.
I released his too, ‘We could play rock, paper scissors,’ I suggested.
‘That could work.’
‘Okay. Best two out of three. We go on three.’

We moved opposite each other and prepared ourselves.
‘1. 2. 3.’ We said in unison. I went paper, he went rock.
‘1. 2. 3.’ He was rock. I was scissors.
‘1. 2. 3.’ I was paper. He was scissors.

I felt a ball of anxiety inside of me, a strange mixture of nerves and excitement as I positioned myself in the middle of the hot tub and Liam lifted himself out of the water and sat on the edge, the warm water running down the shaft of his hard cock. It was darker than mine and about an inch longer with short wiry pubic hair around it. I reached out and wrapped a hand around it and began jerking slowly, looking up at him.

‘I don’t know how to start,’ I told him.
‘Just lick the head,’ he replied, ‘like a lollipop.’

I lowered my head and licked the tip of his cock, running my tongue around the head as I continued jerking gently. I did this for a while, savouring the sweet taste of precum that began dripping into my mouth. I took his head in my mouth and carried on working my tongue as I moved my lips up and down the shaft, jerking all the time, trying to emulate the women from porn videos I’d watched.

He began moaning gently and I began moving my head up and down in time with my hand and swirling my tongue around the head faster and faster. I lost myself in my determination to make him cum and, with my other hand, reached between my legs and began stroking myself too. I was surprising myself with how much I enjoyed the experience and when he put his hand on my head, I took him deeper in my mouth, as deep as I could.

‘I’m going to cum,’ he told me. I think he was expecting me to pull away and finish him with my hand but instead I continued my work, revelling in the explosion of cum inside my mouth, the warm and salty liquid bursting onto my tongue and down my chin as I pulled away and looked up at him. He was smiling and breathless.

‘That was amazing,’ he said and, in that instant, my own cock exploded under the water as a huge load of cum burst out and I moaned loudly in response.

‘Your turn?’ he asked me.
‘A little late for that, I’m afraid,’ I replied.

I got my turn a few days later though and throughout the summer we would regularly meet up and jerk or suck each other off. After the summer, he left for university and these encounters petered out to nothingness. Liam got a girlfriend and, eventually, so did I. We stayed friends though and hung out from time to time but only in a group. About two years later, after Liam and his girlfriend broke up, he came out as gay. By this point nobody was surprised. I wasn’t ready to come out as bisexual and I respect him for not outing me.

Whilst it wasn’t really a relationship, that summer with Liam was an important sexual experience for me and I definitely found a love for being on my knees, somewhere I would find myself again many times.

reddit.com
u/Afraid-Flan4278 — 6 days ago

First time: Liam's Hot Tub. True Story.

This is the story of my first time fooling around with another guy, the adventure that started me on a crazy journey. Everyone involved in this story is over 18. This is from my first collection, which is available on Kindle, but will also all gradually get posted anyway.

It was the long summer after finishing school and there was very little to do in the village I grew up in. Boredom and hormones do not make for the greatest combination and I had had very little success with girls. I had kissed a girl in my class on a fieldtrip, though only the once, and I’d made out with a French student when I went on the Exchange. Nothing more had come from either of these and I’d struggled with several intense crushes that I wasn’t able to convert into any form of relationship.

The latest was a girl named Kayleigh, I had been going to a youth club with her and some other friends and we had been getting on well. She was a bit of a rocker, all dark make-up and straight black hair with piercing eyes, well developed breasts and a tight arse that I’m sure she had caught me staring at more than once. We had been passing each other notes in class for the last few months of school, things had seemed to be building towards something, when suddenly, out of the blue, she got with a guy called Sam and that was the end of that.

That long Summer was pretty great, I had a part-time job and had plenty of time to hang out with different friends, as well as spending time on my own reading and playing video games. I was also masturbating frequently, experimenting with techniques I had found on the internet, which was still in its infancy.

One day, a couple of weeks into that long Summer, a guy I’d been at school with, Liam, invited me over to his house to hang out. Liam was a handsome guy; he was close friends with Kayleigh and was always surrounded by girls. We’d never been particular close but had got on reasonably well when hanging out at youth clubs as part of a big group.

His invite had been a bit of a surprise but I’d had nothing else to do and being from the poor end of the village, was excited by the opportunity to see his house as I knew his parents were pretty well off. I was not disappointed; his house was big and immaculately well kept. His parents were both at work and we had the place to ourselves.

We made milkshakes and played video games for a while and then, quite out of the blue, Liam asked me if I liked to jerk off. I told him I did and we spent a little while telling each other techniques we’d tried. Liam gave me a couple of sachets of lube – which I’d not used before and when I got home, I tried them out and really enjoyed the slick feel of it. I messaged him online that evening and told him how much I’d enjoyed it and sent him links to a couple of techniques I’d told him about.

He tried them out and reported back to me a couple of days later, also sending me links to some ‘two person techniques’ he had found. I was intrigued and we chatted a little about them, looking through and saying which ones we would like to try. It was all very hypothetical and neither of us seemed to be suggesting actually trying them out.

About a week after I first went over, Liam invited me over again. We did the same thing again, milkshakes, video games and talking about jerking techniques. Liam then told me that he really liked to masturbate in the hot-tub.
‘Wow,’ I said, ‘I’ve never even been in a hot-tub.’
‘Do you want to try?’ he asked me.
‘Sure, next time I’m round I’ll bring some swim-shorts.’
‘Don’t worry about that. We can try now.’
I hesitated.
‘Honestly, it’s fine. I go in naked all the time when no one is around.’

We walked into his back garden and, sure enough, there on the veranda was a hot tub. Liam lifted the lid, hit the switch and started undressing.
‘Don’t worry,’ he said, ‘No one can see in.’

He was right, the hedges and fences around the garden were tall and no nearby houses would have an angle on the veranda. I slowly took off my t-shirt and began unbuttoning my shorts. I’d been naked in the showers at school after PE class, though I’d never liked it. I was a little shy but Liam was already naked and lowering himself into the hot-tub. From my angle I’d not seen his cock but had got a good look at his ass, which was shapely and smooth. I felt a slight stirring in my loins and thought, ‘what the hell’ and took of my shorts and boxers and joined Liam in the tub.

He politely looked away until I was in and the bubbles concealed me.
‘How does it feel?’ he asked me.
‘Nice,’ I replied, ‘Really relaxing.’
‘Do you want to jerk?’
‘Sure.’

I grabbed myself under the water and began gently jerking my semi-hard cock until it grew in my hand. I could see that he was doing it too, opposite me. After a minute or so, I asked him, ‘What do you think about when you do this?’
‘People I like, I guess. I imagine someone else is doing it. You?’
‘The same really.’
‘Has anyone else ever jerked you?’ he asked.
‘No, what about you?’
‘Same. Do you want to try?’
I felt a ball of nervousness in my chest but managed to break through it to say, ‘Sure’.

Liam moved around the hot-tub until he was sat next to me. I removed my hand from my own dick and placed it on his under the water, as I felt his soft hand gently grasp mine. We both started stroking gently, our shoulders and hips touching as we pumped in unison.
‘Who do you imagine is doing this?’ he asked me.
‘Kayleigh,’ I let slip without thinking, as his hands glided across my cock.
He smiled, ‘I heard she gave Sam a blowjob last weekend.’
‘I’d love to try that,’ I replied.
‘Try what?’
‘A blowjob.’
‘Me too,’ he agreed.
‘Maybe we can,’ I replied, the arousal making me feel more confident, ‘We could blow each other.’
‘We could, but who would go first?’ he asked, letting go of my cock.
I released his too, ‘We could play rock, paper scissors,’ I suggested.
‘That could work.’
‘Okay. Best two out of three. We go on three.’

We moved opposite each other and prepared ourselves.
‘1. 2. 3.’ We said in unison. I went paper, he went rock.
‘1. 2. 3.’ He was rock. I was scissors.
‘1. 2. 3.’ I was paper. He was scissors.

I felt a ball of anxiety inside of me, a strange mixture of nerves and excitement as I positioned myself in the middle of the hot tub and Liam lifted himself out of the water and sat on the edge, the warm water running down the shaft of his hard cock. It was darker than mine and about an inch longer with short wiry pubic hair around it. I reached out and wrapped a hand around it and began jerking slowly, looking up at him.

‘I don’t know how to start,’ I told him.
‘Just lick the head,’ he replied, ‘like a lollipop.’

I lowered my head and licked the tip of his cock, running my tongue around the head as I continued jerking gently. I did this for a while, savouring the sweet taste of precum that began dripping into my mouth. I took his head in my mouth and carried on working my tongue as I moved my lips up and down the shaft, jerking all the time, trying to emulate the women from porn videos I’d watched.

He began moaning gently and I began moving my head up and down in time with my hand and swirling my tongue around the head faster and faster. I lost myself in my determination to make him cum and, with my other hand, reached between my legs and began stroking myself too. I was surprising myself with how much I enjoyed the experience and when he put his hand on my head, I took him deeper in my mouth, as deep as I could.

‘I’m going to cum,’ he told me. I think he was expecting me to pull away and finish him with my hand but instead I continued my work, revelling in the explosion of cum inside my mouth, the warm and salty liquid bursting onto my tongue and down my chin as I pulled away and looked up at him. He was smiling and breathless.

‘That was amazing,’ he said and, in that instant, my own cock exploded under the water as a huge load of cum burst out and I moaned loudly in response.

‘Your turn?’ he asked me.
‘A little late for that, I’m afraid,’ I replied.

I got my turn a few days later though and throughout the summer we would regularly meet up and jerk or suck each other off. After the summer, he left for university and these encounters petered out to nothingness. Liam got a girlfriend and, eventually, so did I. We stayed friends though and hung out from time to time but only in a group. About two years later, after Liam and his girlfriend broke up, he came out as gay. By this point nobody was surprised. I wasn’t ready to come out as bisexual and I respect him for not outing me.

Whilst it wasn’t really a relationship, that summer with Liam was an important sexual experience for me and I definitely found a love for being on my knees, somewhere I would find myself again many times.

reddit.com
u/Afraid-Flan4278 — 6 days ago

First time: Liam's Hot Tub. True Story.

This is the story of my first time fooling around with another guy, the adventure that started me on a crazy journey. Everyone involved in this story is over 18.

It was the long summer after finishing school and there was very little to do in the village I grew up in. Boredom and hormones do not make for the greatest combination and I had had very little success with girls. I had kissed a girl in my class on a fieldtrip, though only the once, and I’d made out with a French student when I went on the Exchange. Nothing more had come from either of these and I’d struggled with several intense crushes that I wasn’t able to convert into any form of relationship.

The latest was a girl named Kayleigh, I had been going to a youth club with her and some other friends and we had been getting on well. She was a bit of a rocker, all dark make-up and straight black hair with piercing eyes, well developed breasts and a tight arse that I’m sure she had caught me staring at more than once. We had been passing each other notes in class for the last few months of school, things had seemed to be building towards something, when suddenly, out of the blue, she got with a guy called Sam and that was the end of that.

That long Summer was pretty great, I had a part-time job and had plenty of time to hang out with different friends, as well as spending time on my own reading and playing video games. I was also masturbating frequently, experimenting with techniques I had found on the internet, which was still in its infancy.

One day, a couple of weeks into that long Summer, a guy I’d been at school with, Liam, invited me over to his house to hang out. Liam was a handsome guy; he was close friends with Kayleigh and was always surrounded by girls. We’d never been particular close but had got on reasonably well when hanging out at youth clubs as part of a big group.

His invite had been a bit of a surprise but I’d had nothing else to do and being from the poor end of the village, was excited by the opportunity to see his house as I knew his parents were pretty well off. I was not disappointed; his house was big and immaculately well kept. His parents were both at work and we had the place to ourselves.

We made milkshakes and played video games for a while and then, quite out of the blue, Liam asked me if I liked to jerk off. I told him I did and we spent a little while telling each other techniques we’d tried. Liam gave me a couple of sachets of lube – which I’d not used before and when I got home, I tried them out and really enjoyed the slick feel of it. I messaged him online that evening and told him how much I’d enjoyed it and sent him links to a couple of techniques I’d told him about.

He tried them out and reported back to me a couple of days later, also sending me links to some ‘two person techniques’ he had found. I was intrigued and we chatted a little about them, looking through and saying which ones we would like to try. It was all very hypothetical and neither of us seemed to be suggesting actually trying them out.

About a week after I first went over, Liam invited me over again. We did the same thing again, milkshakes, video games and talking about jerking techniques. Liam then told me that he really liked to masturbate in the hot-tub.
‘Wow,’ I said, ‘I’ve never even been in a hot-tub.’
‘Do you want to try?’ he asked me.
‘Sure, next time I’m round I’ll bring some swim-shorts.’
‘Don’t worry about that. We can try now.’
I hesitated.
‘Honestly, it’s fine. I go in naked all the time when no one is around.’

We walked into his back garden and, sure enough, there on the veranda was a hot tub. Liam lifted the lid, hit the switch and started undressing.
‘Don’t worry,’ he said, ‘No one can see in.’

He was right, the hedges and fences around the garden were tall and no nearby houses would have an angle on the veranda. I slowly took off my t-shirt and began unbuttoning my shorts. I’d been naked in the showers at school after PE class, though I’d never liked it. I was a little shy but Liam was already naked and lowering himself into the hot-tub. From my angle I’d not seen his cock but had got a good look at his ass, which was shapely and smooth. I felt a slight stirring in my loins and thought, ‘what the hell’ and took of my shorts and boxers and joined Liam in the tub.

He politely looked away until I was in and the bubbles concealed me.
‘How does it feel?’ he asked me.
‘Nice,’ I replied, ‘Really relaxing.’
‘Do you want to jerk?’
‘Sure.’

I grabbed myself under the water and began gently jerking my semi-hard cock until it grew in my hand. I could see that he was doing it too, opposite me. After a minute or so, I asked him, ‘What do you think about when you do this?’
‘People I like, I guess. I imagine someone else is doing it. You?’
‘The same really.’
‘Has anyone else ever jerked you?’ he asked.
‘No, what about you?’
‘Same. Do you want to try?’
I felt a ball of nervousness in my chest but managed to break through it to say, ‘Sure’.

Liam moved around the hot-tub until he was sat next to me. I removed my hand from my own dick and placed it on his under the water, as I felt his soft hand gently grasp mine. We both started stroking gently, our shoulders and hips touching as we pumped in unison.
‘Who do you imagine is doing this?’ he asked me.
‘Kayleigh,’ I let slip without thinking, as his hands glided across my cock.
He smiled, ‘I heard she gave Sam a blowjob last weekend.’
‘I’d love to try that,’ I replied.
‘Try what?’
‘A blowjob.’
‘Me too,’ he agreed.
‘Maybe we can,’ I replied, the arousal making me feel more confident, ‘We could blow each other.’
‘We could, but who would go first?’ he asked, letting go of my cock.
I released his too, ‘We could play rock, paper scissors,’ I suggested.
‘That could work.’
‘Okay. Best two out of three. We go on three.’

We moved opposite each other and prepared ourselves.
‘1. 2. 3.’ We said in unison. I went paper, he went rock.
‘1. 2. 3.’ He was rock. I was scissors.
‘1. 2. 3.’ I was paper. He was scissors.

I felt a ball of anxiety inside of me, a strange mixture of nerves and excitement as I positioned myself in the middle of the hot tub and Liam lifted himself out of the water and sat on the edge, the warm water running down the shaft of his hard cock. It was darker than mine and about an inch longer with short wiry pubic hair around it. I reached out and wrapped a hand around it and began jerking slowly, looking up at him.

‘I don’t know how to start,’ I told him.
‘Just lick the head,’ he replied, ‘like a lollipop.’

I lowered my head and licked the tip of his cock, running my tongue around the head as I continued jerking gently. I did this for a while, savouring the sweet taste of precum that began dripping into my mouth. I took his head in my mouth and carried on working my tongue as I moved my lips up and down the shaft, jerking all the time, trying to emulate the women from porn videos I’d watched.

He began moaning gently and I began moving my head up and down in time with my hand and swirling my tongue around the head faster and faster. I lost myself in my determination to make him cum and, with my other hand, reached between my legs and began stroking myself too. I was surprising myself with how much I enjoyed the experience and when he put his hand on my head, I took him deeper in my mouth, as deep as I could.

‘I’m going to cum,’ he told me. I think he was expecting me to pull away and finish him with my hand but instead I continued my work, revelling in the explosion of cum inside my mouth, the warm and salty liquid bursting onto my tongue and down my chin as I pulled away and looked up at him. He was smiling and breathless.

‘That was amazing,’ he said and, in that instant, my own cock exploded under the water as a huge load of cum burst out and I moaned loudly in response.

‘Your turn?’ he asked me.
‘A little late for that, I’m afraid,’ I replied.

I got my turn a few days later though and throughout the summer we would regularly meet up and jerk or suck each other off. After the summer, he left for university and these encounters petered out to nothingness. Liam got a girlfriend and, eventually, so did I. We stayed friends though and hung out from time to time but only in a group. About two years later, after Liam and his girlfriend broke up, he came out as gay. By this point nobody was surprised. I wasn’t ready to come out as bisexual and I respect him for not outing me.

Whilst it wasn’t really a relationship, that summer with Liam was an important sexual experience for me and I definitely found a love for being on my knees, somewhere I would find myself again many times.

reddit.com
u/Afraid-Flan4278 — 6 days ago

First time: Liam's Hot Tub. True Story.

This is the story of my first time fooling around with another guy, the adventure that started me on a crazy journey. Everyone involved in this story is over 18. This is from my first collection, which is available on Kindle, but will also all gradually get posted anyway.

It was the long summer after finishing school and there was very little to do in the village I grew up in. Boredom and hormones do not make for the greatest combination and I had had very little success with girls. I had kissed a girl in my class on a fieldtrip, though only the once, and I’d made out with a French student when I went on the Exchange. Nothing more had come from either of these and I’d struggled with several intense crushes that I wasn’t able to convert into any form of relationship.

The latest was a girl named Kayleigh, I had been going to a youth club with her and some other friends and we had been getting on well. She was a bit of a rocker, all dark make-up and straight black hair with piercing eyes, well developed breasts and a tight arse that I’m sure she had caught me staring at more than once. We had been passing each other notes in class for the last few months of school, things had seemed to be building towards something, when suddenly, out of the blue, she got with a guy called Sam and that was the end of that.

That long Summer was pretty great, I had a part-time job and had plenty of time to hang out with different friends, as well as spending time on my own reading and playing video games. I was also masturbating frequently, experimenting with techniques I had found on the internet, which was still in its infancy.

One day, a couple of weeks into that long Summer, a guy I’d been at school with, Liam, invited me over to his house to hang out. Liam was a handsome guy; he was close friends with Kayleigh and was always surrounded by girls. We’d never been particular close but had got on reasonably well when hanging out at youth clubs as part of a big group.

His invite had been a bit of a surprise but I’d had nothing else to do and being from the poor end of the village, was excited by the opportunity to see his house as I knew his parents were pretty well off. I was not disappointed; his house was big and immaculately well kept. His parents were both at work and we had the place to ourselves.

We made milkshakes and played video games for a while and then, quite out of the blue, Liam asked me if I liked to jerk off. I told him I did and we spent a little while telling each other techniques we’d tried. Liam gave me a couple of sachets of lube – which I’d not used before and when I got home, I tried them out and really enjoyed the slick feel of it. I messaged him online that evening and told him how much I’d enjoyed it and sent him links to a couple of techniques I’d told him about.

He tried them out and reported back to me a couple of days later, also sending me links to some ‘two person techniques’ he had found. I was intrigued and we chatted a little about them, looking through and saying which ones we would like to try. It was all very hypothetical and neither of us seemed to be suggesting actually trying them out.

About a week after I first went over, Liam invited me over again. We did the same thing again, milkshakes, video games and talking about jerking techniques. Liam then told me that he really liked to masturbate in the hot-tub.
‘Wow,’ I said, ‘I’ve never even been in a hot-tub.’
‘Do you want to try?’ he asked me.
‘Sure, next time I’m round I’ll bring some swim-shorts.’
‘Don’t worry about that. We can try now.’
I hesitated.
‘Honestly, it’s fine. I go in naked all the time when no one is around.’

We walked into his back garden and, sure enough, there on the veranda was a hot tub. Liam lifted the lid, hit the switch and started undressing.
‘Don’t worry,’ he said, ‘No one can see in.’

He was right, the hedges and fences around the garden were tall and no nearby houses would have an angle on the veranda. I slowly took off my t-shirt and began unbuttoning my shorts. I’d been naked in the showers at school after PE class, though I’d never liked it. I was a little shy but Liam was already naked and lowering himself into the hot-tub. From my angle I’d not seen his cock but had got a good look at his ass, which was shapely and smooth. I felt a slight stirring in my loins and thought, ‘what the hell’ and took of my shorts and boxers and joined Liam in the tub.

He politely looked away until I was in and the bubbles concealed me.
‘How does it feel?’ he asked me.
‘Nice,’ I replied, ‘Really relaxing.’
‘Do you want to jerk?’
‘Sure.’

I grabbed myself under the water and began gently jerking my semi-hard cock until it grew in my hand. I could see that he was doing it too, opposite me. After a minute or so, I asked him, ‘What do you think about when you do this?’
‘People I like, I guess. I imagine someone else is doing it. You?’
‘The same really.’
‘Has anyone else ever jerked you?’ he asked.
‘No, what about you?’
‘Same. Do you want to try?’
I felt a ball of nervousness in my chest but managed to break through it to say, ‘Sure’.

Liam moved around the hot-tub until he was sat next to me. I removed my hand from my own dick and placed it on his under the water, as I felt his soft hand gently grasp mine. We both started stroking gently, our shoulders and hips touching as we pumped in unison.
‘Who do you imagine is doing this?’ he asked me.
‘Kayleigh,’ I let slip without thinking, as his hands glided across my cock.
He smiled, ‘I heard she gave Sam a blowjob last weekend.’
‘I’d love to try that,’ I replied.
‘Try what?’
‘A blowjob.’
‘Me too,’ he agreed.
‘Maybe we can,’ I replied, the arousal making me feel more confident, ‘We could blow each other.’
‘We could, but who would go first?’ he asked, letting go of my cock.
I released his too, ‘We could play rock, paper scissors,’ I suggested.
‘That could work.’
‘Okay. Best two out of three. We go on three.’

We moved opposite each other and prepared ourselves.
‘1. 2. 3.’ We said in unison. I went paper, he went rock.
‘1. 2. 3.’ He was rock. I was scissors.
‘1. 2. 3.’ I was paper. He was scissors.

I felt a ball of anxiety inside of me, a strange mixture of nerves and excitement as I positioned myself in the middle of the hot tub and Liam lifted himself out of the water and sat on the edge, the warm water running down the shaft of his hard cock. It was darker than mine and about an inch longer with short wiry pubic hair around it. I reached out and wrapped a hand around it and began jerking slowly, looking up at him.

‘I don’t know how to start,’ I told him.
‘Just lick the head,’ he replied, ‘like a lollipop.’

I lowered my head and licked the tip of his cock, running my tongue around the head as I continued jerking gently. I did this for a while, savouring the sweet taste of precum that began dripping into my mouth. I took his head in my mouth and carried on working my tongue as I moved my lips up and down the shaft, jerking all the time, trying to emulate the women from porn videos I’d watched.

He began moaning gently and I began moving my head up and down in time with my hand and swirling my tongue around the head faster and faster. I lost myself in my determination to make him cum and, with my other hand, reached between my legs and began stroking myself too. I was surprising myself with how much I enjoyed the experience and when he put his hand on my head, I took him deeper in my mouth, as deep as I could.

‘I’m going to cum,’ he told me. I think he was expecting me to pull away and finish him with my hand but instead I continued my work, revelling in the explosion of cum inside my mouth, the warm and salty liquid bursting onto my tongue and down my chin as I pulled away and looked up at him. He was smiling and breathless.

‘That was amazing,’ he said and, in that instant, my own cock exploded under the water as a huge load of cum burst out and I moaned loudly in response.

‘Your turn?’ he asked me.
‘A little late for that, I’m afraid,’ I replied.

I got my turn a few days later though and throughout the summer we would regularly meet up and jerk or suck each other off. After the summer, he left for university and these encounters petered out to nothingness. Liam got a girlfriend and, eventually, so did I. We stayed friends though and hung out from time to time but only in a group. About two years later, after Liam and his girlfriend broke up, he came out as gay. By this point nobody was surprised. I wasn’t ready to come out as bisexual and I respect him for not outing me.

Whilst it wasn’t really a relationship, that summer with Liam was an important sexual experience for me and I definitely found a love for being on my knees, somewhere I would find myself again many times.

reddit.com
u/Afraid-Flan4278 — 6 days ago

First time: Liam's Hot Tub. True Story.

This is the story of my first time fooling around with another guy, the adventure that started me on a crazy journey. Everyone involved in this story is over 18.

It was the long summer after finishing school and there was very little to do in the village I grew up in. Boredom and hormones do not make for the greatest combination and I had had very little success with girls. I had kissed a girl in my class on a fieldtrip, though only the once, and I’d made out with a French student when I went on the Exchange. Nothing more had come from either of these and I’d struggled with several intense crushes that I wasn’t able to convert into any form of relationship.

The latest was a girl named Kayleigh, I had been going to a youth club with her and some other friends and we had been getting on well. She was a bit of a rocker, all dark make-up and straight black hair with piercing eyes, well developed breasts and a tight arse that I’m sure she had caught me staring at more than once. We had been passing each other notes in class for the last few months of school, things had seemed to be building towards something, when suddenly, out of the blue, she got with a guy called Sam and that was the end of that.

That long Summer was pretty great, I had a part-time job and had plenty of time to hang out with different friends, as well as spending time on my own reading and playing video games. I was also masturbating frequently, experimenting with techniques I had found on the internet, which was still in its infancy.

One day, a couple of weeks into that long Summer, a guy I’d been at school with, Liam, invited me over to his house to hang out. Liam was a handsome guy; he was close friends with Kayleigh and was always surrounded by girls. We’d never been particular close but had got on reasonably well when hanging out at youth clubs as part of a big group.

His invite had been a bit of a surprise but I’d had nothing else to do and being from the poor end of the village, was excited by the opportunity to see his house as I knew his parents were pretty well off. I was not disappointed; his house was big and immaculately well kept. His parents were both at work and we had the place to ourselves.

We made milkshakes and played video games for a while and then, quite out of the blue, Liam asked me if I liked to jerk off. I told him I did and we spent a little while telling each other techniques we’d tried. Liam gave me a couple of sachets of lube – which I’d not used before and when I got home, I tried them out and really enjoyed the slick feel of it. I messaged him online that evening and told him how much I’d enjoyed it and sent him links to a couple of techniques I’d told him about.

He tried them out and reported back to me a couple of days later, also sending me links to some ‘two person techniques’ he had found. I was intrigued and we chatted a little about them, looking through and saying which ones we would like to try. It was all very hypothetical and neither of us seemed to be suggesting actually trying them out.

About a week after I first went over, Liam invited me over again. We did the same thing again, milkshakes, video games and talking about jerking techniques. Liam then told me that he really liked to masturbate in the hot-tub.
‘Wow,’ I said, ‘I’ve never even been in a hot-tub.’
‘Do you want to try?’ he asked me.
‘Sure, next time I’m round I’ll bring some swim-shorts.’
‘Don’t worry about that. We can try now.’
I hesitated.
‘Honestly, it’s fine. I go in naked all the time when no one is around.’

We walked into his back garden and, sure enough, there on the veranda was a hot tub. Liam lifted the lid, hit the switch and started undressing.
‘Don’t worry,’ he said, ‘No one can see in.’

He was right, the hedges and fences around the garden were tall and no nearby houses would have an angle on the veranda. I slowly took off my t-shirt and began unbuttoning my shorts. I’d been naked in the showers at school after PE class, though I’d never liked it. I was a little shy but Liam was already naked and lowering himself into the hot-tub. From my angle I’d not seen his cock but had got a good look at his ass, which was shapely and smooth. I felt a slight stirring in my loins and thought, ‘what the hell’ and took of my shorts and boxers and joined Liam in the tub.

He politely looked away until I was in and the bubbles concealed me.
‘How does it feel?’ he asked me.
‘Nice,’ I replied, ‘Really relaxing.’
‘Do you want to jerk?’
‘Sure.’

I grabbed myself under the water and began gently jerking my semi-hard cock until it grew in my hand. I could see that he was doing it too, opposite me. After a minute or so, I asked him, ‘What do you think about when you do this?’
‘People I like, I guess. I imagine someone else is doing it. You?’
‘The same really.’
‘Has anyone else ever jerked you?’ he asked.
‘No, what about you?’
‘Same. Do you want to try?’
I felt a ball of nervousness in my chest but managed to break through it to say, ‘Sure’.

Liam moved around the hot-tub until he was sat next to me. I removed my hand from my own dick and placed it on his under the water, as I felt his soft hand gently grasp mine. We both started stroking gently, our shoulders and hips touching as we pumped in unison.
‘Who do you imagine is doing this?’ he asked me.
‘Kayleigh,’ I let slip without thinking, as his hands glided across my cock.
He smiled, ‘I heard she gave Sam a blowjob last weekend.’
‘I’d love to try that,’ I replied.
‘Try what?’
‘A blowjob.’
‘Me too,’ he agreed.
‘Maybe we can,’ I replied, the arousal making me feel more confident, ‘We could blow each other.’
‘We could, but who would go first?’ he asked, letting go of my cock.
I released his too, ‘We could play rock, paper scissors,’ I suggested.
‘That could work.’
‘Okay. Best two out of three. We go on three.’

We moved opposite each other and prepared ourselves.
‘1. 2. 3.’ We said in unison. I went paper, he went rock.
‘1. 2. 3.’ He was rock. I was scissors.
‘1. 2. 3.’ I was paper. He was scissors.

I felt a ball of anxiety inside of me, a strange mixture of nerves and excitement as I positioned myself in the middle of the hot tub and Liam lifted himself out of the water and sat on the edge, the warm water running down the shaft of his hard cock. It was darker than mine and about an inch longer with short wiry pubic hair around it. I reached out and wrapped a hand around it and began jerking slowly, looking up at him.

‘I don’t know how to start,’ I told him.
‘Just lick the head,’ he replied, ‘like a lollipop.’

I lowered my head and licked the tip of his cock, running my tongue around the head as I continued jerking gently. I did this for a while, savouring the sweet taste of precum that began dripping into my mouth. I took his head in my mouth and carried on working my tongue as I moved my lips up and down the shaft, jerking all the time, trying to emulate the women from porn videos I’d watched.

He began moaning gently and I began moving my head up and down in time with my hand and swirling my tongue around the head faster and faster. I lost myself in my determination to make him cum and, with my other hand, reached between my legs and began stroking myself too. I was surprising myself with how much I enjoyed the experience and when he put his hand on my head, I took him deeper in my mouth, as deep as I could.

‘I’m going to cum,’ he told me. I think he was expecting me to pull away and finish him with my hand but instead I continued my work, revelling in the explosion of cum inside my mouth, the warm and salty liquid bursting onto my tongue and down my chin as I pulled away and looked up at him. He was smiling and breathless.

‘That was amazing,’ he said and, in that instant, my own cock exploded under the water as a huge load of cum burst out and I moaned loudly in response.

‘Your turn?’ he asked me.
‘A little late for that, I’m afraid,’ I replied.

I got my turn a few days later though and throughout the summer we would regularly meet up and jerk or suck each other off. After the summer, he left for university and these encounters petered out to nothingness. Liam got a girlfriend and, eventually, so did I. We stayed friends though and hung out from time to time but only in a group. About two years later, after Liam and his girlfriend broke up, he came out as gay. By this point nobody was surprised. I wasn’t ready to come out as bisexual and I respect him for not outing me.

Whilst it wasn’t really a relationship, that summer with Liam was an important sexual experience for me and I definitely found a love for being on my knees, somewhere I would find myself again many times.

reddit.com
u/Afraid-Flan4278 — 6 days ago

36 [S4M] Kent. Sissy looking for a real man to show her a good time.

Caged emo sissy slut looking for someone to fuck her like a girl. I love to suck but cannot host.

Drop me a message and we'll see what we can do. I'm also open to playdates with other sissies.

u/Afraid-Flan4278 — 7 days ago
▲ 19 r/WhiteBoySex+1 crossposts

Really need a BBC dildo for this, but still getting my practice in. I dream of cumming from plapping.

u/Afraid-Flan4278 — 7 days ago

My partner got turned on by a compliment from an older black guy and it has started something.

My partner has cucked me before, although not for a little while. She has slept with black kings before we were together, and has spoken to me about how good it was. I've told her I'd love to see her with a black man, we've watched IR porn together and I've used a BBC dildo on her. All positive steps in the right direction. It is also worth nothing that I am caged most of the time, am a sissy and don't get to have PiV sex very often.

She hasn't cucked me in a while, for a variety of reasons but mostly down to a couple of bad experiences (white guys, if it matters) and wanted a bit of time out from it all - fair enough, she's in charge.

However, a few weeks ago she came home and told me that an older black man had complimented her in the street and told her that she should go to Jamaica because the guys out there 'love women like you'. She didn't feel threatened by this guy, said he came across really well, and that the thought of it turned her on a lot. She said she'd be open to the idea of a 'cuck holiday' somewhere like that.

Obviously, I've started saving some money up and hopefully one day we'll make it a reality. I think a week like that would definitely take things a big step up. I've know doubt she would fall in love with BBC, she's already a bit of a size queen, so probably wouldn't have any use for me after that - as long as we could keep the BBC coming when we came home.

Has anyone else here had a 'cuck holiday' or an experience somewhere abroad?

Has a random encounter helped to change or move things along for you?

Has anyone else seen their partner get so turned on by a compliment from a king?

reddit.com
u/Afraid-Flan4278 — 7 days ago

Not sure I should be out for long enough to take these pictures. Better get back in quick.

u/Afraid-Flan4278 — 8 days ago

I'm proud of my girly butt and happy to put it forward for your consideration as target practice.

u/Afraid-Flan4278 — 9 days ago