What’s the riskiest place that you’ve taken an NSFW pic?

I’ll go first; I’m a bottom and the riskiest place I’ve taken a pic is the showers in the gym, and they were the communal kind with no cubicles. On all fours showing my ass and hole, I jumped every time I heard the door go haha

reddit.com
u/Regular_Switch569 — 19 hours ago

Drunk and curious ends with a dick in my holes

This is a 100% true story from a couple of months back.

I’m a 28 white British guy, who’s been curious for a while. Before this encounter I’d only ever done anything with one guy (and that was me getting sucked off a few years back - a story for another time maybe)

I’ve downloaded Grindr multiple times and sexted with a lot of guys but never actually went through with it, until a couple of months ago.

This happened while on a lads holiday to Spain, we were away for a week and I was always apprehensive about downloading Grindr and sexting in my home time for fear of being recognised, so as soon as we landed in a different country I got excited and downloaded Grindr once again.

Physically I have a toned build, blue eyes, dark hair and a smooth bubble butt. So in the bathroom on my own I pulled my joggers down just so my cheeks were hanging over the waist band and took a cheeky butt pic to use as my profile picture. I shaved in shower to get my ass smooth and took some pics of my hole too.

And that night out we went. After the picture was approved naturally it got quite a bit of attention. In between drinks and dancing etc I was messaging a few guys and getting dirty… this one guy messaged me a dick pic and it really caught my attention. It must’ve been 8” and just as thick. He was about 35ish taller than me, bald and reasonably average but the dick was definitely exceptional. He was another Brit on holiday like me, not a local, which for whatever reason made me feel more comfortable.

I had the pics of my ass and hole in my hidden folder that I sent to him which clearly he liked; “your ass was made to take cock boy” “it looks like it’s begging for my dick” “I wanna empty my balls in that tight fuck hole”

You get the picture. It was seriously turning me on it was about 2am when he said he was going back to his hotel and he had a room to himself.

“If you want to finally get the cherry popped and get that ass used how it should be I’ll be back at my hotel in half an hour, you should come round” he then sent me his location. For the first time I felt like this could actually happen, I got super excited and super anxious - my heart was racing and my hole and cock twitching.

“Okay” I said. “Let me know when you’re back and I’ll come round, and this is ass is yours all night”

I googled his location and it was like a 15 minute walk from me. When he messaged me that he was back, I psyched myself up and decided to begin the walk… I said to my friends I was heading back and left them to it.

The walk felt like an eternity, I almost turned around and went back to my hotel several times but tried force myself to go, saying in my head; “you’ll never know what it’s like if you don’t try it” and “if you don’t like it you can always back out” etc etc.

Before I knew it was nearly at his hotel. I messaged saying I was nearly there and I was super nervous.

“Don’t worry boy, we’ll take it slow. Come up to room XX I’ll leave the door unlocked, come in and get straight down on your knees, I’ll be naked and ready”

“Fuck” I thought to myself, “this is actually happening, last chance to back out” I was so so horny and excited though; I went inside. I got to the door and opened it.

Once inside I closed the door turned around saw him stood there completely naked with the hardest looking veiny cock I’d ever seen, I got down on my knees as instructed and was now face level with his dick.

“Open wide” he ordered as one hand went to the back of my head. I obeyed and tasted salty precum as the head of his dick slid through my eager lips. I grabbed on to the shaft and started to suck as I’d seen in porn and had been sucked by girls, funny I was now on the giving end.

His cock was so thick I could only get like two or three inches in my mouth before gagging, he gave same gentle encouragement with his hand and slowly pushed me down further until I gagged hard and pulled back for air. I was then pushed back on to his dick.

This happened again except this time when I gagged he held my head down; “that’s it you can take it, there you go good little cock slut” he said as I gagged hard, spit and precum swelling in my mouth and tears in my eyes. Finally he released and I pulled back gasping for air.

Not even a second of respite: “get your mouth back on that cock boy, I wanna feel your throat” I opened my mouth and was pulled back hard onto his wet slobbery dick, he held my head in place while he thrusted forward and began fucking my mouth. “Oh yeah that’s it take my dick, every inch you whore. Your mouth is my pussy to fuck” all this degrading talk was super hot and I loved every word.

I was struggling to take it and kept pulling back he kept good boundaries and let me pull back a few times before fucking my mouth again.

After about 15 minutes of using my mouth, he pulled out of my mouth; “strip, and get on all fours on the bed”

I did as commanded yet again loving being under his control. I quickly got all my clothes off and got on the bed on my hands and knees, arching my back in the sluttiest way possible and pointing my asshole at him. He came behind me slapped my ass cheeks hard and spread them apart before diving his nose in and taking a big sniff, which I’m not gonna lie, I found so fucking hot.

“Mmm your musk smells so good boy, did you get all sweaty while dancing?” “Yeah a bit” I moaned

SMACK a hand landed on my ass cheek stinging; “yes sir” “yes sir, I did” “That’s better, don’t forget it again” “I won’t sir” “Good, but to make sure it doesn’t:” SMACK “Mmm” I moaned SMACK my ass cheeks jiggled SMACK one final big spank made my cock and balls jump up and down

“Now let me get a taste of that little boy pussy” he dived in with his tongue and oh my god it felt so good, being rimmed was one of my biggest fantasies and it did not disappoint, he ate my hole like there was no tomorrow I could tell he enjoyed it from the way he licked and moaned. I was moaning too, the atmosphere was so hot, I collapsed down so I was face down ass up as he continued to probe my hole with his tongue, and grab my cheeks in his strong hands.

With a light slap on my now sore red and wet ass he stopped and stood up; “are you ready to get that hole fucked?” “Yes sir, I’m so ready for your dick” “Good boy”

He moved around to the desk in the room and I could hear him grab what I assumed was lube from the sound, this was confirmed when I felt a cold gel like stuff being rubbed on to my hole.

He slipped a finger in, I moaned. Then two. Then three. It felt so right, he started pushing in and out of my virgin asshole. Thankfully he took his time and spent a few minutes getting me warmed up.

“Does that feel good boy?” “Mmm yes sir it feels so good” “My cock is going to feel even better, I’m going to make you take every inch” “Fuck yes sir”

He pulled his fingers out and I knew what was coming; I felt him line the head of his cock up with my hole, with one hand holding my cheeks apart.

He started to push in, I jerked forward and he pulled me back by my waist. The head pushed in and I winced, this felt intense and fuck he was barely an eight in…

“Fuck your hole is so tight boy, I can tell I’m the first in here” I couldn’t say anything to reply, the feeling was so intense. He kept pushing, inch after inch he slowly slid in, until there was quite a bit of resistance; I felt him push harder and suddenly there was a popping feeling and my hole gave way to his thick shaft and slid all the way in.

I sucked in through my teeth and winced in pain; the feeling was so intense, I felt full and could feel his hips against my cheeks.

“Good boy that’s all in, I’m balls deep. Now I’m gonna use your hole how it should be used. I’m gonna fuck you so hard you’ll feel it for a week” - I didn’t realise how accurate this comment would be…

He started sliding out, it felt so strange and I felt myself getting less full, suddenly he slams back in and I jerk forward screaming, he keeps hold of my waist pulls me back and pushed my head back; “you’re not going anywhere till I’ve filled this hole”

He held me in place as he fucked my asshole. As intense as it was I felt like I was being used like a slut exactly how is fantasised and I had to admit I was loving it.

He absolutely went to town on my ass, he fucked it like there was no tomorrow; once or twice I did question whether I was enjoying it but I’d come this far so just laid there and let him use my asshole for his own pleasure.

“Fucking take that dick, you little whore, mmmm this ass was made for my cock. You like that? You like my dick inside you?” He spanked me again while pounding my hole “yes sir I love it it feels so good in my hole” he pushed me down and pulled my legs so I was on my front and him laying on top of me, he wrapped his arm under my neck and grunted in my ear.

“Your ass feels so fucking good” he growled in my ear. “I’m getting close boy, are you ready to take my load?” Getting bred was another of my biggest fantasies. “Yes sir” I whimpered “Beg for my load” “Please give me your load sir, empty your balls deep into my hole” “ oh yes that’s boy, get ready, I’m gonna cum so hard and you’re gonna take every last fucking drop” He really picked up the pace and clapped my cheeks harder and harder breathing heavily “Here it comes here it comes Ahhhh! Yes! Take it! Take it all you fucking slut! Ughhh!”

I felt him shoot a good 7 or 8 times as his cock pulsed inside me and hole started to feel really warm and wet. He grunted one last time and collapsed on top of me exhausted.

It was the hottest thing I’ve ever experienced.

He pulled out and laid next to me, I felt my hole was super gaped and sore, and little bit of cum dribbled out.

He gave me a kiss on the cheek “that was so good boy; did you enjoy it?”

“I did sir” I said breathlessly.

I got up and started to get dressed saying I had to get back. I put my clothes on said goodbye and left.

As I was walking down and out of the hotel I could feel a lot of his hot sticky load dripping out of me.

On the walk back I kinda sobered up and even though I didn’t cum had a post-experience clarity where I felt ashamed and that I shouldn’t have done it.

My hole was sore for the rest of the week but every night I got horny again I kinda enjoyed the sensation?

Since then, I’ve not stopped thinking about and I still wank to the thought and feeling of his cock in my hole.

reddit.com
u/Regular_Switch569 — 3 days ago

Drunk and curious ends with a dick in my holes

This is a 100% true story from a couple of months back, everyone involved is over 18.

I’m a 28 white British guy, who’s been curious for a while. Before this encounter I’d only ever done anything with one guy (and that was me getting sucked off a few years back - a story for another time maybe)

I’ve downloaded Grindr multiple times and sexted with a lot of guys but never actually went through with it, until a couple of months ago.

This happened while on a lads holiday to Spain, we were away for a week and I was always apprehensive about downloading Grindr and sexting in my home time for fear of being recognised, so as soon as we landed in a different country I got excited and downloaded Grindr once again.

Physically I have a toned build, blue eyes, dark hair and a smooth bubble butt. So in the bathroom on my own I pulled my joggers down just so my cheeks were hanging over the waist band and took a cheeky butt pic to use as my profile picture. I shaved in shower to get my ass smooth and took some pics of my hole too.

And that night out we went. After the picture was approved naturally it got quite a bit of attention. In between drinks and dancing etc I was messaging a few guys and getting dirty… this one guy messaged me a dick pic and it really caught my attention. It must’ve been 8” and just as thick. He was about 35ish taller than me, bald and reasonably average but the dick was definitely exceptional. He was another Brit on holiday like me, not a local, which for whatever reason made me feel more comfortable.

I had the pics of my ass and hole in my hidden folder that I sent to him which clearly he liked; “your ass was made to take cock boy” “it looks like it’s begging for my dick” “I wanna empty my balls in that tight fuck hole”

You get the picture. It was seriously turning me on it was about 2am when he said he was going back to his hotel and he had a room to himself.

“If you want to finally get the cherry popped and get that ass used how it should be I’ll be back at my hotel in half an hour, you should come round” he then sent me his location. For the first time I felt like this could actually happen, I got super excited and super anxious - my heart was racing and my hole and cock twitching.

“Okay” I said. “Let me know when you’re back and I’ll come round, and this is ass is yours all night”

I googled his location and it was like a 15 minute walk from me. When he messaged me that he was back, I psyched myself up and decided to begin the walk… I said to my friends I was heading back and left them to it.

The walk felt like an eternity, I almost turned around and went back to my hotel several times but tried force myself to go, saying in my head; “you’ll never know what it’s like if you don’t try it” and “if you don’t like it you can always back out” etc etc.

Before I knew it was nearly at his hotel. I messaged saying I was nearly there and I was super nervous.

“Don’t worry boy, we’ll take it slow. Come up to room XX I’ll leave the door unlocked, come in and get straight down on your knees, I’ll be naked and ready”

“Fuck” I thought to myself, “this is actually happening, last chance to back out” I was so so horny and excited though; I went inside. I got to the door and opened it.

Once inside I closed the door turned around saw him stood there completely naked with the hardest looking veiny cock I’d ever seen, I got down on my knees as instructed and was now face level with his dick.

“Open wide” he ordered as one hand went to the back of my head. I obeyed and tasted salty precum as the head of his dick slid through my eager lips. I grabbed on to the shaft and started to suck as I’d seen in porn and had been sucked by girls, funny I was now on the giving end.

His cock was so thick I could only get like two or three inches in my mouth before gagging, he gave same gentle encouragement with his hand and slowly pushed me down further until I gagged hard and pulled back for air. I was then pushed back on to his dick.

This happened again except this time when I gagged he held my head down; “that’s it you can take it, there you go good little cock slut” he said as I gagged hard, spit and precum swelling in my mouth and tears in my eyes. Finally he released and I pulled back gasping for air.

Not even a second of respite: “get your mouth back on that cock boy, I wanna feel your throat” I opened my mouth and was pulled back hard onto his wet slobbery dick, he held my head in place while he thrusted forward and began fucking my mouth. “Oh yeah that’s it take my dick, every inch you whore. Your mouth is my pussy to fuck” all this degrading talk was super hot and I loved every word.

I was struggling to take it and kept pulling back he kept good boundaries and let me pull back a few times before fucking my mouth again.

After about 15 minutes of using my mouth, he pulled out of my mouth; “strip, and get on all fours on the bed”

I did as commanded yet again loving being under his control. I quickly got all my clothes off and got on the bed on my hands and knees, arching my back in the sluttiest way possible and pointing my asshole at him. He came behind me slapped my ass cheeks hard and spread them apart before diving his nose in and taking a big sniff, which I’m not gonna lie, I found so fucking hot.

“Mmm your musk smells so good boy, did you get all sweaty while dancing?” “Yeah a bit” I moaned

SMACK a hand landed on my ass cheek stinging; “yes sir” “yes sir, I did” “That’s better, don’t forget it again” “I won’t sir” “Good, but to make sure it doesn’t:” SMACK “Mmm” I moaned SMACK my ass cheeks jiggled SMACK one final big spank made my cock and balls jump up and down

“Now let me get a taste of that little boy pussy” he dived in with his tongue and oh my god it felt so good, being rimmed was one of my biggest fantasies and it did not disappoint, he ate my hole like there was no tomorrow I could tell he enjoyed it from the way he licked and moaned. I was moaning too, the atmosphere was so hot, I collapsed down so I was face down ass up as he continued to probe my hole with his tongue, and grab my cheeks in his strong hands.

With a light slap on my now sore red and wet ass he stopped and stood up; “are you ready to get that hole fucked?” “Yes sir, I’m so ready for your dick” “Good boy”

He moved around to the desk in the room and I could hear him grab what I assumed was lube from the sound, this was confirmed when I felt a cold gel like stuff being rubbed on to my hole.

He slipped a finger in, I moaned. Then two. Then three. It felt so right, he started pushing in and out of my virgin asshole. Thankfully he took his time and spent a few minutes getting me warmed up.

“Does that feel good boy?” “Mmm yes sir it feels so good” “My cock is going to feel even better, I’m going to make you take every inch” “Fuck yes sir”

He pulled his fingers out and I knew what was coming; I felt him line the head of his cock up with my hole, with one hand holding my cheeks apart.

He started to push in, I jerked forward and he pulled me back by my waist. The head pushed in and I winced, this felt intense and fuck he was barely an eight in…

“Fuck your hole is so tight boy, I can tell I’m the first in here” I couldn’t say anything to reply, the feeling was so intense. He kept pushing, inch after inch he slowly slid in, until there was quite a bit of resistance; I felt him push harder and suddenly there was a popping feeling and my hole gave way to his thick shaft and slid all the way in.

I sucked in through my teeth and winced in pain; the feeling was so intense, I felt full and could feel his hips against my cheeks.

“Good boy that’s all in, I’m balls deep. Now I’m gonna use your hole how it should be used. I’m gonna fuck you so hard you’ll feel it for a week” - I didn’t realise how accurate this comment would be…

He started sliding out, it felt so strange and I felt myself getting less full, suddenly he slams back in and I jerk forward screaming, he keeps hold of my waist pulls me back and pushed my head back; “you’re not going anywhere till I’ve filled this hole”

He held me in place as he fucked my asshole. As intense as it was I felt like I was being used like a slut exactly how is fantasised and I had to admit I was loving it.

He absolutely went to town on my ass, he fucked it like there was no tomorrow; once or twice I did question whether I was enjoying it but I’d come this far so just laid there and let him use my asshole for his own pleasure.

“Fucking take that dick, you little whore, mmmm this ass was made for my cock. You like that? You like my dick inside you?” He spanked me again while pounding my hole “yes sir I love it it feels so good in my hole” he pushed me down and pulled my legs so I was on my front and him laying on top of me, he wrapped his arm under my neck and grunted in my ear.

“Your ass feels so fucking good” he growled in my ear. “I’m getting close boy, are you ready to take my load?” Getting bred was another of my biggest fantasies. “Yes sir” I whimpered “Beg for my load” “Please give me your load sir, empty your balls deep into my hole” “ oh yes that’s boy, get ready, I’m gonna cum so hard and you’re gonna take every last fucking drop” He really picked up the pace and clapped my cheeks harder and harder breathing heavily “Here it comes here it comes Ahhhh! Yes! Take it! Take it all you fucking slut! Ughhh!”

I felt him shoot a good 7 or 8 times as his cock pulsed inside me and hole started to feel really warm and wet. He grunted one last time and collapsed on top of me exhausted.

It was the hottest thing I’ve ever experienced.

He pulled out and laid next to me, I felt my hole was super gaped and sore, and little bit of cum dribbled out.

He gave me a kiss on the cheek “that was so good boy; did you enjoy it?”

“I did sir” I said breathlessly.

I got up and started to get dressed saying I had to get back. I put my clothes on said goodbye and left.

As I was walking down and out of the hotel I could feel a lot of his hot sticky load dripping out of me.

On the walk back I kinda sobered up and even though I didn’t cum had a post-experience clarity where I felt ashamed and that I shouldn’t have done it.

My hole was sore for the rest of the week but every night I got horny again I kinda enjoyed the sensation?

Since then, I’ve not stopped thinking about and I still wank to the thought and feeling of his cock in my hole.

reddit.com
u/Regular_Switch569 — 3 days ago

Drunk and horny on holiday ends with a dick in my ass

This is a true story from a couple of years back, everyone involved is over 18.

A bit about me: I’m a 30yo white British guy, who’s been curious for a while. Before this encounter I’d only ever done anything with one guy (and that was me getting sucked off a few years back - a story for another time maybe)

I’ve downloaded Grindr multiple times and sexted with a lot of guys but never actually went through with it, until a couple of months ago.

This happened while on holiday, I was away for a week and I was always apprehensive about downloading Grindr and sexting in my home time for fear of being recognised, so as soon as we landed in a different country I got excited and downloaded Grindr once again.

Physically I have a toned build, blue eyes, dark hair and a smooth bubble butt. So in the bathroom on my own I pulled my joggers down just so my cheeks were hanging over the waist band and took a cheeky butt pic to use as my profile picture. I shaved in shower to get my ass smooth and took some pics of my hole too.

This one guy messaged me a dick pic and it really caught my attention. It must’ve been 8” and just as thick. He was about 35ish taller than me, bald and reasonably average but the dick was definitely exceptional. He was another Brit on holiday like me, not a local, which for whatever reason made me feel more comfortable.

I had the pics of my ass and hole in my hidden folder that I sent to him which clearly he liked; “your ass was made to take cock boy” “it looks like it’s begging for my dick” “I wanna empty my balls in that tight fuck hole”

You get the picture. It was seriously turning me on it was about 2am when he said he was going back to his hotel and he had a room to himself.

“If you want to finally get the cherry popped and get that ass used how it should be I’ll be back at my hotel in half an hour, you should come round” he then sent me his location. For the first time I felt like this could actually happen, I got super excited and super anxious - my heart was racing and my hole and cock twitching.

“Okay” I said. “Let me know when you’re back and I’ll come round, and this is ass is yours all night”

I googled his location and it was like a 15 minute walk from me. When he messaged me that he was back, I psyched myself up and decided to begin the walk… I said to my friends I was heading back and left them to it.

The walk felt like an eternity, I almost turned around and went back to my hotel several times but tried force myself to go, saying in my head; “you’ll never know what it’s like if you don’t try it” and “if you don’t like it you can always back out” etc etc.

Before I knew it was nearly at his hotel. I messaged saying I was nearly there and I was super nervous.

“Don’t worry boy, we’ll take it slow. Come up to room XX I’ll leave the door unlocked, come in and get straight down on your knees, I’ll be naked and ready”

“Fuck” I thought to myself, “this is actually happening, last chance to back out” I was so so horny and excited though; I went inside. I got to the door and opened it.

Once inside I closed the door turned around saw him stood there completely naked with the hardest looking veiny cock I’d ever seen, I got down on my knees as instructed and was now face level with his dick.

“Open wide” he ordered as one hand went to the back of my head. I obeyed and tasted salty precum as the head of his dick slid through my eager lips. I grabbed on to the shaft and started to suck as I’d seen in porn and had been sucked by girls, funny I was now on the giving end.

His cock was so thick I could only get like two or three inches in my mouth before gagging, he gave same gentle encouragement with his hand and slowly pushed me down further until I gagged hard and pulled back for air. I was then pushed back on to his dick.

This happened again except this time when I gagged he held my head down; “that’s it you can take it, there you go good little cock slut” he said as I gagged hard, spit and precum swelling in my mouth and tears in my eyes. Finally he released and I pulled back gasping for air.

Not even a second of respite: “get your mouth back on that cock boy, I wanna feel your throat” I opened my mouth and was pulled back hard onto his wet slobbery dick, he held my head in place while he thrusted forward and began fucking my mouth. “Oh yeah that’s it take my dick, every inch you whore. Your mouth is my pussy to fuck” all this degrading talk was super hot and I loved every word.

I was struggling to take it and kept pulling back he kept good boundaries and let me pull back a few times before fucking my mouth again.

After about 15 minutes of using my mouth, he pulled out of my mouth; “strip, and get on all fours on the bed”

I did as commanded yet again loving being under his control. I quickly got all my clothes off and got on the bed on my hands and knees, arching my back in the sluttiest way possible and pointing my asshole at him. He came behind me slapped my ass cheeks hard and spread them apart before diving his nose in and taking a big sniff, which I’m not gonna lie, I found so fucking hot.

“Mmm your musk smells so good boy, did you get all sweaty while dancing?” “Yeah a bit” I moaned

SMACK a hand landed on my ass cheek stinging; “yes sir” “yes sir, I did” “That’s better, don’t forget it again” “I won’t sir” “Good, but to make sure it doesn’t:” SMACK “Mmm” I moaned SMACK my ass cheeks jiggled SMACK one final big spank made my cock and balls jump up and down

“Now let me get a taste of that little boy pussy” he dived in with his tongue and oh my god it felt so good, being rimmed was one of my biggest fantasies and it did not disappoint, he ate my hole like there was no tomorrow I could tell he enjoyed it from the way he licked and moaned. I was moaning too, the atmosphere was so hot, I collapsed down so I was face down ass up as he continued to probe my hole with his tongue, and grab my cheeks in his strong hands.

With a light slap on my now sore red and wet ass he stopped and stood up; “are you ready to get that hole fucked?” “Yes sir, I’m so ready for your dick” “Good boy”

He moved around to the desk in the room and I could hear him grab what I assumed was lube from the sound, this was confirmed when I felt a cold gel like stuff being rubbed on to my hole.

He slipped a finger in, I moaned. Then two. Then three. It felt so right, he started pushing in and out of my virgin asshole. Thankfully he took his time and spent a few minutes getting me warmed up.

“Does that feel good boy?” “Mmm yes sir it feels so good” “My cock is going to feel even better, I’m going to make you take every inch” “Fuck yes sir”

He pulled his fingers out and I knew what was coming; I felt him line the head of his cock up with my hole, with one hand holding my cheeks apart.

He started to push in, I jerked forward and he pulled me back by my waist. The head pushed in and I winced, this felt intense and fuck he was barely an eight in…

“Fuck your hole is so tight boy, I can tell I’m the first in here” I couldn’t say anything to reply, the feeling was so intense. He kept pushing, inch after inch he slowly slid in, until there was quite a bit of resistance; I felt him push harder and suddenly there was a popping feeling and my hole gave way to his thick shaft and slid all the way in.

I sucked in through my teeth and winced in pain; the feeling was so intense, I felt full and could feel his hips against my cheeks.

“Good boy that’s all in, I’m balls deep. Now I’m gonna use your hole how it should be used. I’m gonna fuck you so hard you’ll feel it for a week” - I didn’t realise how accurate this comment would be…

He started sliding out, it felt so strange and I felt myself getting less full, suddenly he slams back in and I jerk forward screaming, he keeps hold of my waist pulls me back and pushed my head back; “you’re not going anywhere till I’ve filled this hole”

He held me in place as he fucked my asshole. As intense as it was I felt like I was being used like a slut exactly how is fantasised and I had to admit I was loving it.

He absolutely went to town on my ass, he fucked it like there was no tomorrow; once or twice I did question whether I was enjoying it but I’d come this far so just laid there and let him use my asshole for his own pleasure.

“Fucking take that dick, you little whore, mmmm this ass was made for my cock. You like that? You like my dick inside you?” He spanked me again while pounding my hole “yes sir I love it it feels so good in my hole” he pushed me down and pulled my legs so I was on my front and him laying on top of me, he wrapped his arm under my neck and grunted in my ear.

“Your ass feels so fucking good” he growled in my ear. “I’m getting close boy, are you ready to take my load?” Getting bred was another of my biggest fantasies. “Yes sir” I whimpered “Beg for my load” “Please give me your load sir, empty your balls deep into my hole” “ oh yes that’s boy, get ready, I’m gonna cum so hard and you’re gonna take every last fucking drop” He really picked up the pace and clapped my cheeks harder and harder breathing heavily “Here it comes here it comes Ahhhh! Yes! Take it! Take it all you fucking slut! Ughhh!”

I felt him shoot a good 7 or 8 times as his cock pulsed inside me and hole started to feel really warm and wet. He grunted one last time and collapsed on top of me exhausted.

It was the hottest thing I’ve ever experienced.

He pulled out and laid next to me, I felt my hole was super gaped and sore, and little bit of cum dribbled out.

He gave me a kiss on the cheek “that was so good boy; did you enjoy it?”

“I did sir” I said breathlessly.

I got up and started to get dressed saying I had to get back. I put my clothes on said goodbye and left.

As I was walking down and out of the hotel I could feel a lot of his hot sticky load dripping out of me.

On the walk back I kinda sobered up and even though I didn’t cum had a post-experience clarity where I felt ashamed and that I shouldn’t have done it.

My hole was sore for the rest of the week but every night I got horny again I kinda enjoyed the sensation?

Since then, I’ve not stopped thinking about and I still wank to the thought and feeling of his cock in my hole.

I think I need another experience.

reddit.com
u/Regular_Switch569 — 7 days ago

Drunk horny and curious on holiday ends with me getting fucked for the first time.

This is a true story from a couple of years back, everyone involved is over 18.

A bit about me: I’m a 30yo white British guy, who’s been curious for a while. Before this encounter I’d only ever done anything with one guy (and that was me getting sucked off a few years back - a story for another time maybe)

I’ve downloaded Grindr multiple times and sexted with a lot of guys but never actually went through with it, until a couple of months ago.

This happened while on holiday, I was away for a week and I was always apprehensive about downloading Grindr and sexting in my home time for fear of being recognised, so as soon as we landed in a different country I got excited and downloaded Grindr once again.

Physically I have a toned build, blue eyes, dark hair and a smooth bubble butt. So in the bathroom on my own I pulled my joggers down just so my cheeks were hanging over the waist band and took a cheeky butt pic to use as my profile picture. I shaved in shower to get my ass smooth and took some pics of my hole too.

This one guy messaged me a dick pic and it really caught my attention. It must’ve been 8” and just as thick. He was about 35ish taller than me, bald and reasonably average but the dick was definitely exceptional. He was another Brit on holiday like me, not a local, which for whatever reason made me feel more comfortable.

I had the pics of my ass and hole in my hidden folder that I sent to him which clearly he liked; “your ass was made to take cock boy” “it looks like it’s begging for my dick” “I wanna empty my balls in that tight fuck hole”

You get the picture. It was seriously turning me on it was about 2am when he said he was going back to his hotel and he had a room to himself.

“If you want to finally get the cherry popped and get that ass used how it should be I’ll be back at my hotel in half an hour, you should come round” he then sent me his location. For the first time I felt like this could actually happen, I got super excited and super anxious - my heart was racing and my hole and cock twitching.

“Okay” I said. “Let me know when you’re back and I’ll come round, and this is ass is yours all night”

I googled his location and it was like a 15 minute walk from me. When he messaged me that he was back, I psyched myself up and decided to begin the walk… I said to my friends I was heading back and left them to it.

The walk felt like an eternity, I almost turned around and went back to my hotel several times but tried force myself to go, saying in my head; “you’ll never know what it’s like if you don’t try it” and “if you don’t like it you can always back out” etc etc.

Before I knew it was nearly at his hotel. I messaged saying I was nearly there and I was super nervous.

“Don’t worry boy, we’ll take it slow. Come up to room XX I’ll leave the door unlocked, come in and get straight down on your knees, I’ll be naked and ready”

“Fuck” I thought to myself, “this is actually happening, last chance to back out” I was so so horny and excited though; I went inside. I got to the door and opened it.

Once inside I closed the door turned around saw him stood there completely naked with the hardest looking veiny cock I’d ever seen, I got down on my knees as instructed and was now face level with his dick.

“Open wide” he ordered as one hand went to the back of my head. I obeyed and tasted salty precum as the head of his dick slid through my eager lips. I grabbed on to the shaft and started to suck as I’d seen in porn and had been sucked by girls, funny I was now on the giving end.

His cock was so thick I could only get like two or three inches in my mouth before gagging, he gave same gentle encouragement with his hand and slowly pushed me down further until I gagged hard and pulled back for air. I was then pushed back on to his dick.

This happened again except this time when I gagged he held my head down; “that’s it you can take it, there you go good little cock slut” he said as I gagged hard, spit and precum swelling in my mouth and tears in my eyes. Finally he released and I pulled back gasping for air.

Not even a second of respite: “get your mouth back on that cock boy, I wanna feel your throat” I opened my mouth and was pulled back hard onto his wet slobbery dick, he held my head in place while he thrusted forward and began fucking my mouth. “Oh yeah that’s it take my dick, every inch you whore. Your mouth is my pussy to fuck” all this degrading talk was super hot and I loved every word.

I was struggling to take it and kept pulling back he kept good boundaries and let me pull back a few times before fucking my mouth again.

After about 15 minutes of using my mouth, he pulled out of my mouth; “strip, and get on all fours on the bed”

I did as commanded yet again loving being under his control. I quickly got all my clothes off and got on the bed on my hands and knees, arching my back in the sluttiest way possible and pointing my asshole at him. He came behind me slapped my ass cheeks hard and spread them apart before diving his nose in and taking a big sniff, which I’m not gonna lie, I found so fucking hot.

“Mmm your musk smells so good boy, did you get all sweaty while dancing?” “Yeah a bit” I moaned

SMACK a hand landed on my ass cheek stinging; “yes sir” “yes sir, I did” “That’s better, don’t forget it again” “I won’t sir” “Good, but to make sure it doesn’t:” SMACK “Mmm” I moaned SMACK my ass cheeks jiggled SMACK one final big spank made my cock and balls jump up and down

“Now let me get a taste of that little boy pussy” he dived in with his tongue and oh my god it felt so good, being rimmed was one of my biggest fantasies and it did not disappoint, he ate my hole like there was no tomorrow I could tell he enjoyed it from the way he licked and moaned. I was moaning too, the atmosphere was so hot, I collapsed down so I was face down ass up as he continued to probe my hole with his tongue, and grab my cheeks in his strong hands.

With a light slap on my now sore red and wet ass he stopped and stood up; “are you ready to get that hole fucked?” “Yes sir, I’m so ready for your dick” “Good boy”

He moved around to the desk in the room and I could hear him grab what I assumed was lube from the sound, this was confirmed when I felt a cold gel like stuff being rubbed on to my hole.

He slipped a finger in, I moaned. Then two. Then three. It felt so right, he started pushing in and out of my virgin asshole. Thankfully he took his time and spent a few minutes getting me warmed up.

“Does that feel good boy?” “Mmm yes sir it feels so good” “My cock is going to feel even better, I’m going to make you take every inch” “Fuck yes sir”

He pulled his fingers out and I knew what was coming; I felt him line the head of his cock up with my hole, with one hand holding my cheeks apart.

He started to push in, I jerked forward and he pulled me back by my waist. The head pushed in and I winced, this felt intense and fuck he was barely an eight in…

“Fuck your hole is so tight boy, I can tell I’m the first in here” I couldn’t say anything to reply, the feeling was so intense. He kept pushing, inch after inch he slowly slid in, until there was quite a bit of resistance; I felt him push harder and suddenly there was a popping feeling and my hole gave way to his thick shaft and slid all the way in.

I sucked in through my teeth and winced in pain; the feeling was so intense, I felt full and could feel his hips against my cheeks.

“Good boy that’s all in, I’m balls deep. Now I’m gonna use your hole how it should be used. I’m gonna fuck you so hard you’ll feel it for a week” - I didn’t realise how accurate this comment would be…

He started sliding out, it felt so strange and I felt myself getting less full, suddenly he slams back in and I jerk forward screaming, he keeps hold of my waist pulls me back and pushed my head back; “you’re not going anywhere till I’ve filled this hole”

He held me in place as he fucked my asshole. As intense as it was I felt like I was being used like a slut exactly how is fantasised and I had to admit I was loving it.

He absolutely went to town on my ass, he fucked it like there was no tomorrow; once or twice I did question whether I was enjoying it but I’d come this far so just laid there and let him use my asshole for his own pleasure.

“Fucking take that dick, you little whore, mmmm this ass was made for my cock. You like that? You like my dick inside you?” He spanked me again while pounding my hole “yes sir I love it it feels so good in my hole” he pushed me down and pulled my legs so I was on my front and him laying on top of me, he wrapped his arm under my neck and grunted in my ear.

“Your ass feels so fucking good” he growled in my ear. “I’m getting close boy, are you ready to take my load?” Getting bred was another of my biggest fantasies. “Yes sir” I whimpered “Beg for my load” “Please give me your load sir, empty your balls deep into my hole” “ oh yes that’s boy, get ready, I’m gonna cum so hard and you’re gonna take every last fucking drop” He really picked up the pace and clapped my cheeks harder and harder breathing heavily “Here it comes here it comes Ahhhh! Yes! Take it! Take it all you fucking slut! Ughhh!”

I felt him shoot a good 7 or 8 times as his cock pulsed inside me and hole started to feel really warm and wet. He grunted one last time and collapsed on top of me exhausted.

It was the hottest thing I’ve ever experienced.

He pulled out and laid next to me, I felt my hole was super gaped and sore, and little bit of cum dribbled out.

He gave me a kiss on the cheek “that was so good boy; did you enjoy it?”

“I did sir” I said breathlessly.

I got up and started to get dressed saying I had to get back. I put my clothes on said goodbye and left.

As I was walking down and out of the hotel I could feel a lot of his hot sticky load dripping out of me.

On the walk back I kinda sobered up and even though I didn’t cum had a post-experience clarity where I felt ashamed and that I shouldn’t have done it.

My hole was sore for the rest of the week but every night I got horny again I kinda enjoyed the sensation?

Since then, I’ve not stopped thinking about and I still wank to the thought and feeling of his cock in my hole.

I think I need another experience.

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u/Regular_Switch569 — 8 days ago