My girlfriend and I started dating at the end of high school, both 18 years old at the time. We knew of each other as she had dated many of my friends and people I knew. I would often see her at parties, and we would always chat a little but it always seemed like she was with another guy. She began dating my best friend John and I got to know her even more as they dated for about 6 months. John would often tell me about the things they were doing and he described how he finally got to pop her cherry one night. She had hesitated on having sex but John was a real womanizer and one night the two of them were drunk and he managed to work his cock into her.
He told me how her pussy was extremely tight and he could only get it about halfway in for a few thrusts before she asked him to stop cause it hurt too much. I knew from seeing John in gym that he was very well hung. He and Samantha hooked up again that same weekend and this time he finished the job and really gave it to her. Within a week he had let her go and moved on to another girl, leaving her feeling used and bad. Almost every night I would lie in bed thinking of the two of them together and wish it was me having all this sex, as I was still a virgin to this point.
Samantha and I became better friends and we would hang out all the time, but she told me she wanted a break from boys as she was still burned from what John did to her. Every night I would jerk off thinking about how great it would be to fuck this girl. Finally after about 2 months we started making steady and we officially became a couple. However all we ever did was kiss as her friends had warned her to take things slow with me and not to trust any more guys. It took about 6 months before she finally gave me a blowjob, and she was the first girl to ever see my cock. The first time she took it out she warned me that she has been told she is not very good at sucking cock so if she was doing a bad job and wanted her to stop just let her know. Not having anything to compare it to I told her it was great and she replied by saying that my cock was nice to suck cause it was not too big. I know she didn't mean anything by it, but my ego took a big hit. Over the next few months we did everything together and while we never had sex she did give me blowjobs all the time and I would often go down on her and lick her to orgasm. I have to admit every time I went down on her all I could picture was John sticking his cock in her and how he had gotten her most precious possession and I am still yet to get my own cock in her and it has almost been a year of dating now.
Finally Samantha and I had the talk and we discussed sex. She asked me if I was still a virgin and I told her that yes I was. I asked her and she got a little pissed at me and said I already knew the answer. She still hated John for what he did to her and she hated that he was my best friend. She did agree that we could start having sex but I would have to wear a condom. She told me John didn't wear one and although he didn't cum in her she was terrified she might get pregnant. Reluctantly I agreed and the first time we did it was amazing. Although I could not feel too much, I came pretty quickly. We were now having sex on a regular basis but I found that the only way I could get really hard or turned on was if I would imagine her with John or some of the other guys I know she dated. I was extremely jealous but turned on at the same time and I didn't know how to express or describe these feelings. Eventually I discovered what a cuckold was and I am pretty sure I fall into that category and wanted to be one. During the last 3 months I have started asking her about her past in more detail and while at first she was very reluctant to open up she has now told me everything, and I have reassured her I am fine with it and it actually turns me on.
I have asked her how many boys has she kissed, and she honestly has no clue but it's well over 30. Every guy she made out with since she was young has either grabbed her tits or ass as well.
How many cocks has she seen, she has seen about 13 or so. When she was younger guys would ask if they could jerk off while she watched and she always said yes.
How many has she actually sucked? Samantha told me she has sucked 10 of the guys. When I asked her who they were she didn't want to tell me as she said I knew them all. This turned me on even more as I had not a clue her past was this promiscuous. Eventually she rhymed them off to me, Adam, Kevin, Jayson, Mike, Tanner, Theo, Billy, Jamie, Nick, and of course John. WOW I thought, I know all of these guys and they've all had their cocks in my girlfriends mouth. I thought I was going to blow my load right there, but I needed to know more. I asked her who had the biggest. She told me John was probably the biggest, and he also had very big balls. She was never crazy about sucking him because he was not circumcised and her jaw always hurt, plus he told her that she basically sucked at doing it.
Who was her first? Adam and she will always remember his cock because it was really hot and curved like a banana. He also was the first guy to cum on her face. Kevin was her 2nd and he had a thick cock and he would cum very quickly. Mike was a skater she made out with at a party and she gave him a blowjob drunk. Theo and Billy were also drunken party blowjobs. Jamie she dated for af few weeks and he was the 2nd smallest after me, as I guess I am the smallest guy from what she has told me. Nick was a stud, he was a Greek guy and his cock too was uncut and almost as big as John's tool.
She sucked him off only 3 times. I told her how turned on I was by hearing this and she said she was too. She told me she sometimes thinks of them and she gets really wet doing so.
She could tell I was horny and she got more comfortable talking about it over time. I asked her about the first time she fucked John, and she was a bit reluctant at first, but I assured her I really wanted to know. I kind of already knew but wanted to see if their storys matched. The way she describes it is she was on top of him naked and they were making out. Samantha kept rubbing her pussy on his cock teasing him and before she knew it she felt it start to go in a little. She was as horny as she had ever been but the pain was hard to take, but he managed to slide it in as much as she could. She slid up and down about 5 times, before she got off him and finished him off with a handjob. John had always told me that he fucked her, but from the sounds of it, she fucked him.
The second time that weekend he called her over and he finished the job and fucked her for 2 times.
Knowing he has fucked her twice bareback and I am still yet to experience that is all I can think of. I have asked her if she wants to fuck him again, and she has said not really as she dislikes him too much. She has always hated him since, and even more so because she gives good head and he wasn't happy with her.
The last little while all I could think of is John fucking her again slamming his cock into her. Last week I went for beers with John and Adam and all I could think about was the two of them tag teaming Sam in front of me. It was kind of awkward being with them knowing all I know about what they did with her. They have dropped hints about her and im sure they have talked behind my back about it.
The two of them are coming over tonight to watch the game, and I told Sam to be here. This morning before she left for work I told her that 2 of her ex boyfriends are coming over as I licked her sweet pussy, and she seemed to get even more wet. We will see what happens tonight.
her sexual past
her sexual past 2
Here is what happened.
So all day long all I could think about what what might happen tonight. All morning I kept texting samantha back and forth asking her if she was horny, and if she was thinking of John's big fat cock, or if she wanted Adam's cock again. Samantha told me that she would love the chance to show John just how good she was at sucking cock now, and he was wrong about her before, she also confessed that she still had some feelings for Adam and never got over him.
She had always wanted to fuck him but she felt she was too young and should wait. By now I was super horny and really wanted more than ever for something to happen tonight, but was not sure if the guys were even game for it. About an hour went by from the last time Sam texted me when my phone buzzed and she told me she had given it some thought and she told me she might be willing to go ahead with sucking their cocks if I was really OK with it, of course I was more than ok with it and couldn't wait to get them over tonight.
When Sam got home from work I greeted her at the door with a long kiss and led her to the bedroom where I went to town on her soaking pussy, getting her nice and horny for later. She admitted she was very horny and nervous, and I don't remember her pussy ever being so wet. She pleaded with me to fuck her but I was out of condoms and told her she would have to wait till later tonight after the guys were gone. Sam was actually pleading with me to give her some sort of an orgasm either with my tongue or for me to use her vibrator on her. I continued to lick her pussy for a while but I couldn't bring her to an orgasm and eventually I got tired and told her I was going to cum on her tummy, and before she could really say anything I blew my load on her.
The guys arrived and we had a few beers and watched some of the game, but Samantha stayed in the bedroom most of the night watching her own tv. Eventually we got pretty drunk and were feeling pretty good and loving life, when Samantha came in the room to see what we were up to. Adam and John were checking her out hard and she looked good wearing tight lulu lemon pants that showed off her curves and her camel toe was on full display for us to see. Sam said hi to Adam and asked how he was and she kinda brushed off John not paying too much attention to him. John said hi 3 times and she finally acknowledged him and I have to admit she was being a bitch at this point, and for no real reason.
I was confused as to what her problem was as only a few hours earlier she was talking about how she might want to give both these guys a blowjob. Then it happened, John lost his temper and threw out a comment about how she was probably still mad at him for fucking her back in high school and dumping her. Sam told him to shut up and get lost, I jumped in and told them both to calm down and for Sam to relax and stop being such a bitch. I suggested we all go in the hot tub out back and relax a little bit and have some more drinks. Sam said that was a great idea and went to the bedroom to get changed into her bikini and would meet us out there.
We pounded back a couple more beers and made our way to the back yard and Sam was already in the tub waiting for us. Adam and John asked jokingly if we were going in naked, but I said no way Sam would go for it. The 3 of us stripped down to our boxers instead and would just wear those. We quickly got our clothes off and I couldn't help notice both my friends had very large bulges, I know John had a really big cock and balls and the bulge in his underwear was huge, and I couldn't take my eyes off it. John caught me looking and reminded me he was all balls and just laughed. Adam too was sporting a big lump in his underwear and I could actually see the outline of his cock.
We all jumped in the tub and drank some wine for a while and the conversation quickly turned to sex. We started talking about what girls we had been with in high school and what we did with them, and it was a little bit awkward to talk about this in front of my girlfriend but she didn't seem to mind at all. Adam and John were naming off all the girls they had either made out with or fucked and were comparing notes. I was a virgin when I met Samantha so I didn't have much to contribute to the conversation, but my heart was racing to see if either one of them were going to mention Sam in front of me. We all knew about the situation and both guys knew what they have done with her, but she was left out of the conversation for now. As we talked Sam was very quiet and just listened in giggling every once and a while. Finally Adam asked her who she had been with or fucked back in school, and she told us she has only slept with 2 guys, John and myself.
Now I was feeling extremely nervous for some reason and the reality of the situation was setting in, here I was with my girlfriend drunk in a hot tub with the guy who took her virginity and used her like a cheap slut, and the other guy has had his cock in her mouth a few times. Samantha was drunk at this point and she asked Adam if she could ask him something personal. He said sure, whatever she wanted, and Sam asked him about his cock and why it was bent the way it was. John jumped in and asked what the hell he was talking about and he told us all that his cock was curved downwards, to which we all chuckled a bit. Adam didn't seem to phased by it, and told us that's just the way it was, not much he could do about it.
I have to admit I was very curious as to what it looked like and wanted to see what Samantha was talking about. John kept bugging him about it and he actually said he wanted to see it, but Adam was like no way he was showing us his cock. John and I asked him what it would take for him to show us and he said he would if Sam took her bikini top off and showed us her tits, and John chimed in that its not like we havent all seen them before. Now I was extremely excited at what might happen and Sam looked at me and I just agreed with the guys to show em to us.
Samantha was drunk so she didn't put up much of a fight and removed her top for all of us to see. We told Adam it was his turn and he nervously stood up and pulled down his boxers revealing a long cock with low hanging balls. He was uncut and his foreskin was very long. His cock looked normal and he told us only when it's hard can u see it's curve. We all asked him to get it hard then and he told us all to fuck off. Adam pulled his boxers back on and we drank some more and being in the hot tub it really had an effect on all of us. Not sure how it happened but someone suggested we all get naked and more comfortable, and being drunk there was no resistance from any of us. We all removed our underwear and Samantha took off her bottoms and now I was sitting in a hot tub with 2 other naked guys and my naked girlfriend.
I felt my cock getting hard and was glad the water was covering it so nobody else could see my situation, and I am pretty sure that the other 2 guys were horny just like me. We all talked a little more and the topic of blowjobs came up, and I knew it was sensitive for Sam especially with John. Sam told him straight that she was good at giving them, and he was wrong about what he told her. Adam jumped in and said he had to agree with John that she could be better at it, but she was young and inexperienced when she sucked their cocks, so maybe she has improved. John said don't worry too much, most girls had trouble with him because he was larger than average, to which we all laughed. Sam however seemed annoyed and was taking this seriously, that she was a good cock sucker. I saw this as my opportunity to make my dream come true, and I said to her the only way to prove him wrong was to give him a blowjob and he could be the judge for himself.
I really didn't expect Sam to take me seriously but she stood up naked for all to see and grabbed John by the hand and said come with me now, to which he stood up and I got a good look at his huge cock which was almost completely hard. Where I was sitting in the tub they had to come very close to me to step out, and they both stepped out in front of me and I got a close up look at his big cock and balls. She led him into the house and left me and Adam in the hot tub, Adam asked if I was ok with this, and I said for sure, we are cool. He admitted he would love to have Sam suck his cock next if I was cool with it. No problem if she is game I said, and we waited about 25 minutes and pounded back some more beers. John returned without Sam and Adam looked at me for my approval to go inside and get his cock sucked. John got back in the tub and he told me she was resting up inside, and that she was much better at sucking cock than when she was younger.
I couldn't beleive what had just happened and John was going on about how lucky I was to have her, and how hot she was. I could tell he was smashed and could barely talk but he kept rambling on about her, and then he told me something that made my heart sink, he started going on about how tight her pussy was and it was just like he remembered it. I asked him what the hell he was talking about and he told me he had just fucked her for the last 20 minutes and was sorry he took so long but the alcohol made him not cum too fast. He actually thought it was all quite funny but I was beginning to feel a bit nervous. Then he asked me why I sent Adam in when she was asking for me to go inside and see her? I was like what are you talking about and he said Sam wants you to go inside and see her. Immediately I got out of the hot tub and put my underwear back on and went in the house and found Adam on top of her fucking her like a jackhammer.
Once he finished he rolled off her and I asked him what the fuck he was doing, and Adam told me he entered the room with the lights off and all she said was fuck me now, so he complied. It was after he stuck his cock in her that she opened her eyes and realized who it was because she was expecting me but John send Adam inside instead, but it was actually me who sent him in so I have nobody but myself to blame.
I told Adam and John to just leave us alone and go home, the party was over. Samantha passed out and after the guys left I lied in bed and the reality of the situation set in that my two best friends had just fucked the shit out of my girlfriend with their big cocks, and they did her bareback, something I am still yet to do. When we awoke the next morning I was hornier than I have ever been, and took a turn with Sam, but her pussy was soaking wet and still full of their cum.
Sam has not mentioned anything yet, and I am not even sure if she knows what happened.
Adam sent me a text message telling me that it was all John's fault and he had planned it all along, and he hopes there's no hard feelings. Then I got another text from John telling me it was all Adams plan and he just went along with it.
Should be interesting next time we see them...
So all day long all I could think about what what might happen tonight. All morning I kept texting samantha back and forth asking her if she was horny, and if she was thinking of John's big fat cock, or if she wanted Adam's cock again. Samantha told me that she would love the chance to show John just how good she was at sucking cock now, and he was wrong about her before, she also confessed that she still had some feelings for Adam and never got over him.
She had always wanted to fuck him but she felt she was too young and should wait. By now I was super horny and really wanted more than ever for something to happen tonight, but was not sure if the guys were even game for it. About an hour went by from the last time Sam texted me when my phone buzzed and she told me she had given it some thought and she told me she might be willing to go ahead with sucking their cocks if I was really OK with it, of course I was more than ok with it and couldn't wait to get them over tonight.
When Sam got home from work I greeted her at the door with a long kiss and led her to the bedroom where I went to town on her soaking pussy, getting her nice and horny for later. She admitted she was very horny and nervous, and I don't remember her pussy ever being so wet. She pleaded with me to fuck her but I was out of condoms and told her she would have to wait till later tonight after the guys were gone. Sam was actually pleading with me to give her some sort of an orgasm either with my tongue or for me to use her vibrator on her. I continued to lick her pussy for a while but I couldn't bring her to an orgasm and eventually I got tired and told her I was going to cum on her tummy, and before she could really say anything I blew my load on her.
The guys arrived and we had a few beers and watched some of the game, but Samantha stayed in the bedroom most of the night watching her own tv. Eventually we got pretty drunk and were feeling pretty good and loving life, when Samantha came in the room to see what we were up to. Adam and John were checking her out hard and she looked good wearing tight lulu lemon pants that showed off her curves and her camel toe was on full display for us to see. Sam said hi to Adam and asked how he was and she kinda brushed off John not paying too much attention to him. John said hi 3 times and she finally acknowledged him and I have to admit she was being a bitch at this point, and for no real reason.
I was confused as to what her problem was as only a few hours earlier she was talking about how she might want to give both these guys a blowjob. Then it happened, John lost his temper and threw out a comment about how she was probably still mad at him for fucking her back in high school and dumping her. Sam told him to shut up and get lost, I jumped in and told them both to calm down and for Sam to relax and stop being such a bitch. I suggested we all go in the hot tub out back and relax a little bit and have some more drinks. Sam said that was a great idea and went to the bedroom to get changed into her bikini and would meet us out there.
We pounded back a couple more beers and made our way to the back yard and Sam was already in the tub waiting for us. Adam and John asked jokingly if we were going in naked, but I said no way Sam would go for it. The 3 of us stripped down to our boxers instead and would just wear those. We quickly got our clothes off and I couldn't help notice both my friends had very large bulges, I know John had a really big cock and balls and the bulge in his underwear was huge, and I couldn't take my eyes off it. John caught me looking and reminded me he was all balls and just laughed. Adam too was sporting a big lump in his underwear and I could actually see the outline of his cock.
We all jumped in the tub and drank some wine for a while and the conversation quickly turned to sex. We started talking about what girls we had been with in high school and what we did with them, and it was a little bit awkward to talk about this in front of my girlfriend but she didn't seem to mind at all. Adam and John were naming off all the girls they had either made out with or fucked and were comparing notes. I was a virgin when I met Samantha so I didn't have much to contribute to the conversation, but my heart was racing to see if either one of them were going to mention Sam in front of me. We all knew about the situation and both guys knew what they have done with her, but she was left out of the conversation for now. As we talked Sam was very quiet and just listened in giggling every once and a while. Finally Adam asked her who she had been with or fucked back in school, and she told us she has only slept with 2 guys, John and myself.
Now I was feeling extremely nervous for some reason and the reality of the situation was setting in, here I was with my girlfriend drunk in a hot tub with the guy who took her virginity and used her like a cheap slut, and the other guy has had his cock in her mouth a few times. Samantha was drunk at this point and she asked Adam if she could ask him something personal. He said sure, whatever she wanted, and Sam asked him about his cock and why it was bent the way it was. John jumped in and asked what the hell he was talking about and he told us all that his cock was curved downwards, to which we all chuckled a bit. Adam didn't seem to phased by it, and told us that's just the way it was, not much he could do about it.
I have to admit I was very curious as to what it looked like and wanted to see what Samantha was talking about. John kept bugging him about it and he actually said he wanted to see it, but Adam was like no way he was showing us his cock. John and I asked him what it would take for him to show us and he said he would if Sam took her bikini top off and showed us her tits, and John chimed in that its not like we havent all seen them before. Now I was extremely excited at what might happen and Sam looked at me and I just agreed with the guys to show em to us.
Samantha was drunk so she didn't put up much of a fight and removed her top for all of us to see. We told Adam it was his turn and he nervously stood up and pulled down his boxers revealing a long cock with low hanging balls. He was uncut and his foreskin was very long. His cock looked normal and he told us only when it's hard can u see it's curve. We all asked him to get it hard then and he told us all to fuck off. Adam pulled his boxers back on and we drank some more and being in the hot tub it really had an effect on all of us. Not sure how it happened but someone suggested we all get naked and more comfortable, and being drunk there was no resistance from any of us. We all removed our underwear and Samantha took off her bottoms and now I was sitting in a hot tub with 2 other naked guys and my naked girlfriend.
I felt my cock getting hard and was glad the water was covering it so nobody else could see my situation, and I am pretty sure that the other 2 guys were horny just like me. We all talked a little more and the topic of blowjobs came up, and I knew it was sensitive for Sam especially with John. Sam told him straight that she was good at giving them, and he was wrong about what he told her. Adam jumped in and said he had to agree with John that she could be better at it, but she was young and inexperienced when she sucked their cocks, so maybe she has improved. John said don't worry too much, most girls had trouble with him because he was larger than average, to which we all laughed. Sam however seemed annoyed and was taking this seriously, that she was a good cock sucker. I saw this as my opportunity to make my dream come true, and I said to her the only way to prove him wrong was to give him a blowjob and he could be the judge for himself.
I really didn't expect Sam to take me seriously but she stood up naked for all to see and grabbed John by the hand and said come with me now, to which he stood up and I got a good look at his huge cock which was almost completely hard. Where I was sitting in the tub they had to come very close to me to step out, and they both stepped out in front of me and I got a close up look at his big cock and balls. She led him into the house and left me and Adam in the hot tub, Adam asked if I was ok with this, and I said for sure, we are cool. He admitted he would love to have Sam suck his cock next if I was cool with it. No problem if she is game I said, and we waited about 25 minutes and pounded back some more beers. John returned without Sam and Adam looked at me for my approval to go inside and get his cock sucked. John got back in the tub and he told me she was resting up inside, and that she was much better at sucking cock than when she was younger.
I couldn't beleive what had just happened and John was going on about how lucky I was to have her, and how hot she was. I could tell he was smashed and could barely talk but he kept rambling on about her, and then he told me something that made my heart sink, he started going on about how tight her pussy was and it was just like he remembered it. I asked him what the hell he was talking about and he told me he had just fucked her for the last 20 minutes and was sorry he took so long but the alcohol made him not cum too fast. He actually thought it was all quite funny but I was beginning to feel a bit nervous. Then he asked me why I sent Adam in when she was asking for me to go inside and see her? I was like what are you talking about and he said Sam wants you to go inside and see her. Immediately I got out of the hot tub and put my underwear back on and went in the house and found Adam on top of her fucking her like a jackhammer.
Once he finished he rolled off her and I asked him what the fuck he was doing, and Adam told me he entered the room with the lights off and all she said was fuck me now, so he complied. It was after he stuck his cock in her that she opened her eyes and realized who it was because she was expecting me but John send Adam inside instead, but it was actually me who sent him in so I have nobody but myself to blame.
I told Adam and John to just leave us alone and go home, the party was over. Samantha passed out and after the guys left I lied in bed and the reality of the situation set in that my two best friends had just fucked the shit out of my girlfriend with their big cocks, and they did her bareback, something I am still yet to do. When we awoke the next morning I was hornier than I have ever been, and took a turn with Sam, but her pussy was soaking wet and still full of their cum.
Sam has not mentioned anything yet, and I am not even sure if she knows what happened.
Adam sent me a text message telling me that it was all John's fault and he had planned it all along, and he hopes there's no hard feelings. Then I got another text from John telling me it was all Adams plan and he just went along with it.
Should be interesting next time we see them...
Re: her sexual past
Looking forward to hearing what happens. Have fun.
Alan
Alan
Re: her sexual past
Very hot story, you should ask Sam if you can invite both of them back again this coming Saturday. This time let Adam fuck her first so she knows what he feels like. Also do not get so drunk that none of you really enjoy it that much and especially Sam. Was it her idea for John to fuck her?
You should open her virgin ass up so that later on the two of them can DP her.
You should open her virgin ass up so that later on the two of them can DP her.
Only a fool test the depth of the water with both feet.
A bigger fool than the fellow who knows it all is the one who'll argue with him.
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A bigger fool than the fellow who knows it all is the one who'll argue with him.
Read the rules: app.php/rules
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roadrunner
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Re: her sexual past 2
Nice to see such loyalty!danyg wrote:...
Adam sent me a text message telling me that it was all John's fault and he had planned it all along, and he hopes there's no hard feelings. Then I got another text from John telling me it was all Adams plan and he just went along with it.
Thanks for the story!
Two words that should rarely be used when discussing human behavior are 'always' and 'never'!