u/naughtythought7

My dad was away on business, and my dad’s girlfriend’s daughter was out with her boyfriend, when I heard a lot of laughter down stairs, I went down in just my shorts, to find my dad’s girlfriend sitting there with her sister and 2 of their friends chatting and drinking wine, then I heard one of them say, is that him. Then my dad’s girlfriend said to me can you be a love and get us another bottle of wine from the kitchen, and I heard whispering as I went to the kitchen.

Then as I took her another bottle of wine, hands grabbed my shorts from all angles, and tore them off, leaving me standing there naked, surprisingly not fully hard, like I normally am around my dad’s girlfriend. Then my dad’s girlfriend said, see girls he is big, and it gets even bigger fully hard, and her sister said, I can vouch for that, and they all giggled, and one said, show us then, and to my shock, my dad’s girlfriend just grabbed my cock and put it in her mouth, and I wasn’t complaining, then she invited the others to take turns, and the her sister took all of it in her mouth holding it in her throat for a few seconds, before letting go of my cock, I was loving every second, four women taking turns on my cock.

It was so hot and horny and I don't know how I did it but I made it through all of that without cumming, then my dad’s girlfriends sister looked at her, then looked back at my stiff cock, then back at her, and said, can he fuck me, with that big thing this time, and fill my pussy with all that cum he has been holding back, or is that not allowed. My dad’s girlfriend replied, if he’s going to fuck anyone, he will have to fuck us all, and I know he’d be up for that, they were unanimous, and I couldn’t believe all four, were for it, making me feel quite anxious, but excited.

They all undressed and my dad’s girlfriend said, I’m first, and laid back on the floor, grabbed her ankles and spreading her legs wide, so I crawled up between her legs, and she laid back on one of the pillows one of the girls fetched from the couch, I used another to place under the small of her back for her comfort and my convenience, and started to fuck her. Then after approximately ten minutes moved on the next one, then the next, before finally getting to her sister who wanted my cum.

My hard cock was now pushing against her pussy, and she reached down and helped to push my cock in her, showing me how much she wanted it in her. It was not long before I was making full strokes, and trying to maintain a slow but steady pace, and she responded by tightening her grip on me with both her legs, but not surprisingly it didn’t take long for me to release all my built up cum deep into her. Then I got up and left the girls to their wine, and heard one of them say, fuck that was good, can we do this again sometime, and my dad’s girlfriend said, I don’t know about that, I’ll have to think about it, and her sister said, don’t take to long laughing.

My dad was away on business, and my dad’s girlfriend’s daughter was out with her boyfriend, when I heard a lot of laughter down stairs, I went down in just my shorts, to find my dad’s girlfriend sitting there with her sister and 2 of their friends chatting and drinking wine, then I heard one of them say, is that him. Then my dad’s girlfriend said to me can you be a love and get us another bottle of wine from the kitchen, and I heard whispering as I went to the kitchen.

Then as I took her another bottle of wine, hands grabbed my shorts from all angles, and tore them off, leaving me standing there naked, surprisingly not fully hard, like I normally am around my dad’s girlfriend. Then my dad’s girlfriend said, see girls he is big, and it gets even bigger fully hard, and her sister said, I can vouch for that, and they all giggled, and one said, show us then, and to my shock, my dad’s girlfriend just grabbed my cock and put it in her mouth, and I wasn’t complaining, then she invited the others to take turns, and the her sister took all of it in her mouth holding it in her throat for a few seconds, before letting go of my cock, I was loving every second, four women taking turns on my cock.

It was so hot and horny and I don't know how I did it but I made it through all of that without cumming, then my dad’s girlfriends sister looked at her, then looked back at my stiff cock, then back at her, and said, can he fuck me, with that big thing this time, and fill my pussy with all that cum he has been holding back, or is that not allowed. My dad’s girlfriend replied, if he’s going to fuck anyone, he will have to fuck us all, and I know he’d be up for that, they were unanimous, and I couldn’t believe all four, were for it, making me feel quite anxious, but excited.

They all undressed and my dad’s girlfriend said, I’m first, and laid back on the floor, grabbed her ankles and spreading her legs wide, so I crawled up between her legs, and she laid back on one of the pillows one of the girls fetched from the couch, I used another to place under the small of her back for her comfort and my convenience, and started to fuck her. Then after approximately ten minutes moved on the next one, then the next, before finally getting to her sister who wanted my cum.

My hard cock was now pushing against her pussy, and she reached down and helped to push my cock in her, showing me how much she wanted it in her. It was not long before I was making full strokes, and trying to maintain a slow but steady pace, and she responded by tightening her grip on me with both her legs, but not surprisingly it didn’t take long for me to release all my built up cum deep into her. Then I got up and left the girls to their wine, and heard one of them say, fuck that was good, can we do this again sometime, and my dad’s girlfriend said, I don’t know about that, I’ll have to think about it, and her sister said, don’t take to long laughing.

I have been working around a regular client’s house for a few days, she is about mid-forties, divorced and is attractive with a good rounded figure, and she only wears a house coat, with no underwear. On various occasions I got teasing glimpses of her body, making me hard, which I know she noticed as she continued giving me more teasing glimpses, and I knew that is was then deliberate.

On my last day I went to work wearing shorts that not only showed the outline of my cock, but they also have loose fitting legs so I could let my semi hard cock show out of the bottom of the leg, to give her some of her own medicine. I was in the lounge doing my final check on the camera I had fitted, when she stood at the bottom of the step ladder I was working on, with a mug of coffee for me, but I could tell by her face, she was getting a good eyeful, standing there.

When I got down to get my coffee, I noticed her with a grin on her face, and she just come out with it and asked me just how big my cock is, as she has been wondering, so I told her about five inches limp, and seven inches hard. She then said, holy shit I really need to see it, can you show me, so I dropped my shorts showing her it in all of its glory standing nice and erect. I then moved close and I grabbed her hand and placed it around my cock, and said feel it if you want, and she started stroking my cock nice and slow, with nice long strokes back and forth.

She began undressing, then looked at me and all she said was are you sure you want to do this, and I told her that I was so horny and I have never wanted something so bad.
I then laid her back onto her sofa, and bent down to lick her very wet pussy slowly upwards to her clit. I licked and sucked her clit until she had an orgasm, and then immediately climbed between her thighs and started pushing the head of my cock into her very wet pussy.

It was a tight fit and she moaned very loud as I pushed up into her, and she said holy fuck that is big, but don’t stop. She was moaning and squirming and kept saying fuck, over and over, as I had buried my cock deep into her, I started increasing my speed and force, at which I fucked her. She was practically screaming and saying yes baby, fuck my pussy, as I pounded her she began to have an intense orgasm and started squirming and cumming over and over again.

I didn't let up and really started pounding her pussy as fast and hard as I could, and she was having orgasm after orgasm, and I could feel her cum squirting out around my cock. I was getting close and she yelled for me to cum in her, and within a couple of minutes that is exactly what I did, and I cum deep into her pussy. I lay on top of her as we caught our breath, and she said that was the biggest cock and best fuck that she had ever had. We both then got dressed and I carried on where I left off on my job, while she disappeared up stairs.

I have been working around a regular client’s house for a few days, she is about mid-forties, divorced and is attractive with a good rounded figure, and she only wears a house coat, with no underwear. On various occasions I got teasing glimpses of her body, making me hard, which I know she noticed as she continued giving me more teasing glimpses, and I knew that is was then deliberate.

On my last day I went to work wearing shorts that not only showed the outline of my cock, but they also have loose fitting legs so I could let my semi hard cock show out of the bottom of the leg, to give her some of her own medicine. I was in the lounge doing my final check on the camera I had fitted, when she stood at the bottom of the step ladder I was working on, with a mug of coffee for me, but I could tell by her face, she was getting a good eyeful, standing there.

When I got down to get my coffee, I noticed her with a grin on her face, and she just come out with it and asked me just how big my cock is, as she has been wondering, so I told her about five inches limp, and seven inches hard. She then said, holy shit I really need to see it, can you show me, so I dropped my shorts showing her it in all of its glory standing nice and erect. I then moved close and I grabbed her hand and placed it around my cock, and said feel it if you want, and she started stroking my cock nice and slow, with nice long strokes back and forth.

She began undressing, then looked at me and all she said was are you sure you want to do this, and I told her that I was so horny and I have never wanted something so bad.
I then laid her back onto her sofa, and bent down to lick her very wet pussy slowly upwards to her clit. I licked and sucked her clit until she had an orgasm, and then immediately climbed between her thighs and started pushing the head of my cock into her very wet pussy.

It was a tight fit and she moaned very loud as I pushed up into her, and she said holy fuck that is big, but don’t stop. She was moaning and squirming and kept saying fuck, over and over, as I had buried my cock deep into her, I started increasing my speed and force, at which I fucked her. She was practically screaming and saying yes baby, fuck my pussy, as I pounded her she began to have an intense orgasm and started squirming and cumming over and over again.

I didn't let up and really started pounding her pussy as fast and hard as I could, and she was having orgasm after orgasm, and I could feel her cum squirting out around my cock. I was getting close and she yelled for me to cum in her, and within a couple of minutes that is exactly what I did, and I cum deep into her pussy. I lay on top of her as we caught our breath, and she said that was the biggest cock and best fuck that she had ever had. We both then got dressed and I carried on where I left off on my job, while she disappeared up stairs.

I got a message from my friend saying that she was on her own, if I wanted to drop in on my way home, for some more payment. When I got there she let me in, and was totally naked as usual, and she said, are you sure you want to do this, as you are so young at 22, and I am old enough to be your mother, I looked at her standing naked in front of me, and said, with out any doubt, or I wouldn’t be here.

With that, she placed her hand on my cock and held it there. It felt so good under her hand again, and I knew she could feel my cock throbbing, and growing harder. She started massaging and caressing my now hard cock through my jeans then she told me to unzip my pants, I eagerly unzipped and pulled my cock from my pants.

Then she wrapped her hand around it and began stroking my cock slowly at first, then faster and faster, and as I looked at her big tits bouncing I said, god you have gorgeous tits, I have wanted to touch them for so long, I want to kiss and caress them, suck on your hard nipples, and bury my face between them.

As she stroked my cock I fondled her tits, pinching and tugging at her nipples, then I bent over and began kissing and sucking her nipple while my other hand caressed her other tit.
Her nipples we’re still hard from being sucked, so I pulled and tugged at them some more, while my other hand slid down between her thighs, my fingers teasing and swirling around her clit.

Her breathing got harder and faster as her orgasm built inside her, until she finally erupted coating my fingers in her cum. Then she grabbed me and pulled down my jeans, pulled me onto the sofa and guided my cock head directly into her moist pussy. My cock slid in immediately as she was seeping lubrication, and she said, damn, you feel good inside me, my husband never touches places in me like this.

As spasm's raced through both of our bodies, her rhythm increased to a vigorous pace bucking up and down uncontrollably, crying in ecstasy, as a warm stream of pussy moisture covered my throbbing cock as she hollered in response, and quivering in ecstasy.

As she took every inch of me, her yells escaped her vocabulary, and the harder I pumped my cock into her, the tighter her pussy squeezed me, until I exploded with a flood of cum deep inside her. Then when we had recovered she said, well you had better go now before anyone gets home, but I still think I need to repay you some more don’t you, but it will have to be another time.

I got a message from my friends mum saying that she was on her own, if I wanted to drop in on my way home, for some more payment. When I got there she let me in, and was totally naked as usual, and she said, are you sure you want to do this, as you are so young at 22, and I am old enough to be your mother, I looked at her standing naked in front of me, and said, with out any doubt, or I wouldn’t be here.

With that, she placed her hand on my cock and held it there. It felt so good under her hand again, and I knew she could feel my cock throbbing, and growing harder. She started massaging and caressing my now hard cock through my jeans then she told me to unzip my pants, I eagerly unzipped and pulled my cock from my pants.

Then she wrapped her hand around it and began stroking my cock slowly at first, then faster and faster, and as I looked at her big tits bouncing I said, god you have gorgeous tits, I have wanted to touch them for so long, I want to kiss and caress them, suck on your hard nipples, and bury my face between them.

As she stroked my cock I fondled her tits, pinching and tugging at her nipples, then I bent over and began kissing and sucking her nipple while my other hand caressed her other tit.
Her nipples we’re still hard from being sucked, so I pulled and tugged at them some more, while my other hand slid down between her thighs, my fingers teasing and swirling around her clit.

Her breathing got harder and faster as her orgasm built inside her, until she finally erupted coating my fingers in her cum. Then she grabbed me and pulled down my jeans, pulled me onto the sofa and guided my cock head directly into her moist pussy. My cock slid in immediately as she was seeping lubrication, and she said, damn, you feel good inside me, my husband never touches places in me like this.

As spasm's raced through both of our bodies, her rhythm increased to a vigorous pace bucking up and down uncontrollably, crying in ecstasy, as a warm stream of pussy moisture covered my throbbing cock as she hollered in response, and quivering in ecstasy.

As she took every inch of me, her yells escaped her vocabulary, and the harder I pumped my cock into her, the tighter her pussy squeezed me, until I exploded with a flood of cum deep inside her. Then when we had recovered she said, well you had better go now before anyone gets home, but I still think I need to repay you some more don’t you, but it will have to be another time.

I went out for the day with my dad his girlfriend and her daughter, and we had a great day and dinner before we headed home about 2100hrs in the dark. I was in the back with the daughter and my dad and his girlfriend were in the front, I was wearing a pair of leisure pants without any underwear underneath, and I got that embarrassing erection for no particular reason.

I tried to cover it with my hands, but the daughter had noticed, and she leaned over and said, you look as though getting horny right now, and she moved my hand and replaced it with hers against my crotch and she felt of my erection. Then she whispered, fuck you are getting hard, as she reached over and replaced her hand on my cock, which was fully hard. She began rubbing the head of my cock through my leisure pants, and for about five minutes she just kept slowly rubbing my cock head, making me extremely horny, then she pulled her hand back and giggled and whispered, we better be careful they don’t see.

I put a hand in my lap to cover the fucking tent in my leisure pants and I quickly looked away out of the window. Dad had the music on low, and they were chatting while dad was focused on the road, and they were paying no mind of us in the back. So I placed my hand on the daughter’s knee and started to gently rub it, she didn't stir so I slid my hand beneath the hem of her dress. Her legs were closed so I pushed my hand between her thighs and moved them apart, my heart was beating so fast now and my cock was swelling.

For a brief moment I contemplated whether or not I should do this with my dad and his girlfriend in the front of the car, then I thought, heck, she'd been the one who started this so it’s only right. So I began lightly stroking her inner thighs with my fingertips, then I placed my fingers against the crotch of her panties, she was very wet, and she started moving her hips, enjoying my touch. I moved my hand up and pushed my fingers under her panties to touch her pussy, then I pushed them down further and felt her slit.

I pushed my index and middle fingers past through her lips and slipped them deep into her pussy, and she closed her legs tightly against my hand. She pushed her hand down my leisure pants and she slipped it between my legs and very gently caressed my balls. I relaxed in my seat and spread my legs and let her release my cock from my pants and play with my cock, while I fingered her pussy. It felt so good as she slowly jerked me, while I fingered her, then within a few minutes she started to writhe in her seat, and in no time cum all over my fingers.

I pulled my fingers out of her pussy and put them in my mouth and sucked off her delectable juices, and she sped up the jerking of my cock. I felt that I was about to cum so I tried to pushed her hand away so I didn’t cum all over the car, but she held on and bent down down putting her mouth over the head of my cock. Then she slowly raised her head and thrust it back down, and did it without even gagging, as I cum down her throat. As she got up her mum turned around to ask if we were okay, and her daughter said, yes, fine mum, with cum dribbling from the corners of her mouth, and her mum smiled with a knowing grin on her face.

I went out for the day with my dad his girlfriend and her daughter, and we had a great day and dinner before we headed home about 2100hrs in the dark. I was in the back with the daughter and my dad and his girlfriend were in the front, I was wearing a pair of leisure pants without any underwear underneath, and I got that embarrassing erection for no particular reason.

I tried to cover it with my hands, but the daughter had noticed, and she leaned over and said, you look as though getting horny right now, and she moved my hand and replaced it with hers against my crotch and she felt of my erection. Then she whispered, fuck you are getting hard, as she reached over and replaced her hand on my cock, which was fully hard. She began rubbing the head of my cock through my leisure pants, and for about five minutes she just kept slowly rubbing my cock head, making me extremely horny, then she pulled her hand back and giggled and whispered, we better be careful they don’t see.

I put a hand in my lap to cover the fucking tent in my leisure pants and I quickly looked away out of the window. Dad had the music on low, and they were chatting while dad was focused on the road, and they were paying no mind of us in the back. So I placed my hand on the daughter’s knee and started to gently rub it, she didn't stir so I slid my hand beneath the hem of her dress. Her legs were closed so I pushed my hand between her thighs and moved them apart, my heart was beating so fast now and my cock was swelling.

For a brief moment I contemplated whether or not I should do this with my dad and his girlfriend in the front of the car, then I thought, heck, she'd been the one who started this so it’s only right. So I began lightly stroking her inner thighs with my fingertips, then I placed my fingers against the crotch of her panties, she was very wet, and she started moving her hips, enjoying my touch. I moved my hand up and pushed my fingers under her panties to touch her pussy, then I pushed them down further and felt her slit.

I pushed my index and middle fingers past through her lips and slipped them deep into her pussy, and she closed her legs tightly against my hand. She pushed her hand down my leisure pants and she slipped it between my legs and very gently caressed my balls. I relaxed in my seat and spread my legs and let her release my cock from my pants and play with my cock, while I fingered her pussy. It felt so good as she slowly jerked me, while I fingered her, then within a few minutes she started to writhe in her seat, and in no time cum all over my fingers.

I pulled my fingers out of her pussy and put them in my mouth and sucked off her delectable juices, and she sped up the jerking of my cock. I felt that I was about to cum so I tried to pushed her hand away so I didn’t cum all over the car, but she held on and bent down down putting her mouth over the head of my cock. Then she slowly raised her head and thrust it back down, and did it without even gagging, as I cum down her throat. As she got up her mum turned around to ask if we were okay, and her daughter said, yes, fine mum, with cum dribbling from the corners of her mouth, and her mum smiled with a knowing grin on her face.

My friend asked me if I could do him a favour and look at their security cameras (CCTV) as the system wasn’t working, so I agreed as I had known his family basically all my life as we have been friends since we were kids and I’m now 22. I told him to tell her I would drop in on my way home from work the next day, and if that wasn’t convenient to let me know.

I didn’t hear anything so I stopped in on my way home, and was greeted by the owner of the house her name is Sandy and she is about 45 with black hair that just covers her shoulders. She isn't a knock out by any means, but she has a nice pair of tits, a very hairy pussy but her ass is a little large and bubbly, I know this because she is a naturist and I have seen her naked many, many times, and she has also seen me naked growing up as we always skinny dip in her pool.

Anyway she let me in and was naked as usual, and I checked her system out, and found the fault, so I went to my car to get the replacement part she needed, and fitted it. Sandy was very grateful and asked how much I owed her, and I said, don’t be silly I’m not going to charge you are almost family I’ve known you so long. So she said, well at least let me make you a coffee, so we sat down on the breakfast bar stalls for a coffee.

Sandy sat right next to me naked, and I don’t know why but I couldn’t help myself and my cock started to twitch in my jeans as I looked at her while chatting. She obviously noticed my bulge getting bigger, because the next thing she slid her hand along my leg and told me that she was very grateful for what I had done for her and that I’d always been her son’s favourite friend, and you also have the biggest cock, I just smiled and and said, ttthhhanks.

Then Sandy started sliding her hand up my leg to my crotch and she grabbed my cock, all I could do was moan and smile as she continued to rub my cock, and my cock responded by getting rock hard with her touch. Sandy smiled back at me and asked if she could repay me in another way, I nodded, and said just carry on, with excitement, and was amazed as I had thought about this moment many a time growing up, as she quickly unbuttoned my jeans and reached in with her hand and stroked my cock.

Precum had began to leak from my cockhead and she rubbed her thumb over the slit and smeared my precum all over my cockhead. She took her fingers and swiped some precum from my cock and brought it to her mouth, and she tasted it and smiling and said, I knew you would taste good, and she stood up and turned my stool toward her. She then leaned in and took my cock into her mouth, and I was in heaven as she began sucking on my cock, taking more and more of it with every stroke.

I was loving every second, and I didn’t want it to stop, and I so wanted more and stood up, dropping my jeans to my knees, and she didn't miss the hint and got to her knees and continued to suck my cock. I found out quite quickly she is a wonderful cocksucker and within a few minutes my climax was approaching, so I reached for her hair and grabbed it in each hand I began to face fuck her. Sandy responded by moaning louder, and swallowing my cock deep into her throat, and gently rubbing my balls.

Finally I felt that rush feeling and my cock started to twitch in her mouth, and knew my cum was on its way, so with one final thrust I shot my load into her mouth, my cock was so deep in her mouth that I knew she couldn't taste it because I was shooting into her throat. Sandy moaned as the cum shot into her mouth and pulled off enough to get the final squirts on her tongue with the last one shot landing on her lips, and she smiled smiled and licked her lips clean.

I pulled my jeans up and slumped back onto the stall, totally drained, in more than one way. Sandy then stood up, and told me that was just a partial payment and to drop in again when she was on her own, if I wanted another payment, then she said, this has got to be our little secret, and she walked me out to her front door. All I could do was nod and smile knowing that I would definitely do just that, drop in again and see what other wild things she had in mind, because I definitely had enjoyed this visit.

My friend asked me if I could do him a favour and look at his mum’s security cameras (CCTV) as her system wasn’t working, so I agreed as I had known his mum basically all my life as we have been friends since we were kids and I’m now 22. I told him to tell her I would drop in on my way home from work the next day, and if that wasn’t convenient to let me know.

I didn’t hear anything so I stopped in on my way home, her name is Sandy and she is about 45 with black hair that just covers her shoulders. She isn't a knock out by any means, but she has a nice pair of tits, a very hairy pussy but her ass is a little large and bubbly, I know this because she is a naturist and I have seen her naked many, many times, and she has also seen me naked growing up as we always skinny dip in her pool.

Anyway she let me in and was naked as usual, and I checked her system out, and found the fault, so I went to my car to get the replacement part she needed, and fitted it. Sandy was very grateful and asked how much I owed her, and I said, don’t be silly I’m not going to charge you are almost family I’ve known you so long. So she said, well at least let me make you a coffee, so we sat down on the breakfast bar stalls for a coffee.

Sandy sat right next to me naked, and I don’t know why but I couldn’t help myself and my cock started to twitch in my jeans as I looked at her while chatting. She obviously noticed my bulge getting bigger, because the next thing she slid her hand along my leg and told me that she was very grateful for what I had done for her and that I’d always been her son’s favourite friend, and you also have the biggest cock, I just smiled and and said, ttthhhanks.

Then Sandy started sliding her hand up my leg to my crotch and she grabbed my cock, all I could do was moan and smile as she continued to rub my cock, and my cock responded by getting rock hard with her touch. Sandy smiled back at me and asked if she could repay me in another way, I nodded, and said just carry on, with excitement, and was amazed as I had thought about this moment many a time growing up, as she quickly unbuttoned my jeans and reached in with her hand and stroked my cock.

Precum had began to leak from my cockhead and she rubbed her thumb over the slit and smeared my precum all over my cockhead. She took her fingers and swiped some precum from my cock and brought it to her mouth, and she tasted it and smiling and said, I knew you would taste good, and she stood up and turned my stool toward her. She then leaned in and took my cock into her mouth, and I was in heaven as she began sucking on my cock, taking more and more of it with every stroke.

I was loving every second, and I didn’t want it to stop, and I so wanted more and stood up, dropping my jeans to my knees, and she didn't miss the hint and got to her knees and continued to suck my cock. I found out quite quickly she is a wonderful cocksucker and within a few minutes my climax was approaching, so I reached for her hair and grabbed it in each hand I began to face fuck her. Sandy responded by moaning louder, and swallowing my cock deep into her throat, and gently rubbing my balls.

Finally I felt that rush feeling and my cock started to twitch in her mouth, and knew my cum was on its way, so with one final thrust I shot my load into her mouth, my cock was so deep in her mouth that I knew she couldn't taste it because I was shooting into her throat. Sandy moaned as the cum shot into her mouth and pulled off enough to get the final squirts on her tongue with the last one shot landing on her lips, and she smiled smiled and licked her lips clean.

I pulled my jeans up and slumped back onto the stall, totally drained, in more than one way. Sandy then stood up, and told me that was just a partial payment and to drop in again when she was on her own, if I wanted another payment, then she said, this has got to be our little secret, and she walked me out to her front door. All I could do was nod and smile knowing that I would definitely do just that, drop in again and see what other wild things she had in mind, because I definitely had enjoyed this visit.