Sex with the singer’s girlfriend [MFM]

Some of the stories I posted over the last couple of years are gone forever from reddit, so I figured I would come back and start posting some old ones to make sure they aren’t lost. I post new stories occasionally as well when I have a chance. Here is an old one. Hope you enjoy:

***Like I’ve said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I’m generally considered a good-looking guy (6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.***

I think I had just turned 21. I sang in a band for a few years and we used to rent a room in a building for bands to practice in. There were always different bands milling around, so we got to be friends/friendly with quite a few of them.

One band that was big in our local scene practiced on Saturday’s around the same time we did. I used to talk to their singer, Jim, quite a bit when we were taking breaks. He was a super nice guy and we got along really well. He had a gf, Jennifer, he had been with for about 5 years. They were both older than me. I think he was 32 and she was 30. She was often around the practice space listening to music or sitting in the hallway writing. She always had a smirk on her face like there was something funny happening that only she knew about. Although that sounds like it might have been obnoxious, it was not, it was endearing. She was about 5’6″, probably large B/small C cup tits, really nice ass, and in good shape. She pulled off a rocker look with black hair and quite a few high-quality tattoos. In retrospect, facially, she looked quite a bit like Caroline Polachek from the band Chairlift. I made small talk with her on occasion and even had a beer with her in the hallway a couple times, but did not know her well.

One day Jim invited me to come to one of his upcoming shows. I told him I would definitely be there. I had seen his band before, but it had been a while so I was looking forward to it. Fast forward a week, I got to the show and talked to him a bit before he had to go backstage to prepare. I went out into the crowd and spotted Jennifer and one of her friends. She waved and I walked over and started talking to them. She told me I should hang with them and watch the show, so I did. We were drinking and having a good time, but it was strange because she was being a little flirty with me as the night went on. I didn’t really know how to react and wasn’t completely convinced there was anything to it, so I just kind of played it off and didn’t engage. Then, something happened that signaled intention. Her friend started talking about a guy who recently broke up with her, so they walked away to grab another drink and talk alone. As they walked off Jennifer asked if I wanted a drink and slapped my ass as she walked by. I was a little caught off guard, but still played it cool and just kind of laughed. She was dating my friend and I definitely didn’t want to cross any boundaries and wasn’t sure what to do.

The show ended and Jim came back into the crowd and we engaged in some banter about how the show went. Jim said they were going to a bar down the street and asked me if I wanted to join. Jennifer immediately jumped in and said, “yeah, please join.” It was only 11pm, so I was looking to stay out a bit more. We went to the other bar and when we got there I head to the restroom. I walked back out to the bar and saw that the three of them were sitting at a booth. Jim and Jennifer’s friend were sitting on one side of the booth and Jennifer was sitting alone on the other side. I thought it was a little strange, because I would have assumed Jennifer and Jim would sit on the same side. I tried not to think too much into it and just sat down.

We were all drinking and having a good time. At one point Jennifer put her hand on my leg and I immediately tensed up and tried not to freak out. I didn’t want to create any attention, because Jim was sitting right there. I slowly moved my hand over and pushed her hand off my leg. We continued drinking and her friend announced that she needed to head home.

It was about 1am and Jim, Jennifer, and I were still sitting in the same spots which continued to make me feel weird, because it would make more sense for them to sit on the same side. We talked a bit more and got on the conversation of jealousy in relationships. I was the one who brought it up, because of a recent relationship that ended due to my gf’s jealousy. Jim chimed in and said that he isn’t a very jealous guy. He said he is more open-minded than most. He casually threw out “like I wouldn’t even be jealous really if you hooked up with Jennifer” and kind of laughed. I wasn’t sure if he was just joking or what, so I kind of chuckled uncomfortably. I said, “yeah maybe you are more comfortable with jealousy than me” and continued to laugh a bit. Jim got up a couple of minutes later and headed to the restroom.

That was the first time I had been alone with Jennifer that night. She immediately put her hand back on my leg and started rubbing it. I told her that she should probably stop. She said, “it’s cool, don’t worry.” She leaned over and kissed the side of my neck and grabbed my face and kissed me. She moved her hand from my leg to my cock. My mind was racing. I knew Jim would be back any second and wasn’t sure how to interpret the situation. Was he just joking when he said he would be cool with me hooking up with her and she is just drunk and doing something he wouldn’t approve of? I quickly pushed her back a bit just a few moments before he got back. It was about 1:40am and the bar was about to close. Jim and Jennifer lived about 45min outside the city, so when he came in to play a show they would typically get a hotel room if they planned on drinking. He said they were probably about to head back to the hotel and asked me if I wanted to come have some more drinks there. That was the definite signal to me that this was “cool.” I told them I was up for it. At that time, I had never been involved in anything like that, so my nerves were suddenly apparent. I was extremely interested, because I had a bit of a crush on Jennifer since I first met her. I was always extremely attracted to her and she was always nice to talk to. We were only about 5 minutes from their hotel.

Jim got in his car (Yes, drinking and driving is dumb, I know. Would never do that these days.) and I got in mine. He told Jennifer to ride with me, because she knew where the hotel was. She was rubbing my cock from outside my pants the entire time we were driving. It was a very surreal moment. If you had given me one thousand guesses as to how might night would go I would not have guessed my path. It was a state of mind I had only experienced on rare occasions, something residing between a strange dream and reality. My mind didn’t wander far from that state most of the rest of the night.

We sat in the hotel room talking and drinking whiskey. The whole time my mind was racing thinking about what was about to happen. I didn’t know if he just wanted to watch me fuck her or if he was going to be involved or what. Or, what if I still somehow completely misinterpreted all of this and she was just being a shitty girlfriend and he really just wanted to have a drink and for me to be on my way. That thought crossed my mind, but it seemed far-fetched. She went to the bathroom and Jim leaned over to me and asked if I was cool with everything. I said yes, not fully knowing what I was confirming. He told me they had done it once before a long time ago. I still wasn’t sure what “it” was, but I just rolled with it.

He went to the restroom and Jennifer sat down on the bed. She told me to come over there, so I did. She started kissing me and unbuckling my belt. She pulled my pants and underwear down and stroked my cock as she kissed me. She then leaned down and took my cock deep in her mouth. She was still sucking my cock when Jim came out of the bathroom. He just smiled and sat down in a chair and watched as she continued to blow me. I didn’t feel as uncomfortable as I thought I would with him watching his girlfriend suck my cock. The whiskey probably helped with that. In fact, I was really turned on that she was willing to do that in front of him and that he approved. I was raging hard. She continued, but then began to remove her clothes and was soon completely naked. The lights in the room were till on and the drapes open. In that moment, I wondered if anyone in the building across the way could see what was happening. I doubted anyone was, but it would have made for an interesting scene to happen upon.

Jim walked around to the other side of the bed and dropped his pants and shirt.
Jennifer turned around on the bed and got on all fours with her ass facing towards my side of the bed. She started sucking Jim’s cock and I stood up beside the bed and positioned myself behind her ass. I slowly inserted my cock deep in her pussy. She let out a muffled moan as she still had his cock in her mouth. We began pumping away at her from both ends at a steady pace. She was obviously really turned on by taking both of us at the same time and was moaning and pushing back hard against my cock. After a while we flipped her around and she began sucking my cock while Jim fucked her from behind. Jim was fucking her very hard from behind and that seemed to make her suck my cock even harder. She kept trying to take my whole cock in her mouth, but could never quite manage to get the last inch or so in her throat. She would gag occasionally and her effort was really turning me on. She pulled my cock from her mouth only when she came. I think she was afraid she was going to bite me.

After she came she laid down on her back and we positioned ourselves on each side of her face and she stroked one cock while she would suck on the other. The look on her face was like she was in pure bliss. Jim motioned for me to go down and fuck her. I went down and put her legs over my shoulders and slid my cock in her pussy. She continued to suck his cock while I fucked her. He stopped at one point for a few minutes to take a break and sat in the chair watching me fuck her as he slowly stroked himself.

After watching he decided to join back in and told her to come sit on his cock. She walked over to the chair turned her back towards him and lowered herself down onto his cock. I was sitting on the edge of the bed not sure where to go, waiting on my cue. As she started raising and lowering herself on his cock she motioned for me to come to her. I walked over and stood in front of her. She craned her neck slightly and arched her back to take my cock in her mouth. He had both hands full of her ass slamming it up and down furiously striving to cum. She was getting sloppy with her blowjob, drooling all over my cock as she sucked. She was covered in sweat, but continued to work hard to pleasure herself and us. I couldn’t take it anymore and was about to explode. I started to convulse a few moments later. She felt it coming and pulled my cock from her mouth, but continued to stroke me. I began shooting thick streams of cum hard against her face. A moment later her face was covered in white, running down to her neck. Some managed to make its way up to her hair. She was motionless on his cock as she wiped my cum away from only her eyes.

After gathering herself she stood up sliding up from his cock and he led her over to the bed again. She flopped down on her back and he began fucking her harder than I had seen him fuck her all night. I leaned against a wall and drank water attempting to catch my breath. Her face and neck were glistening, still covered in my cum. She was moaning a steady uncontrollable moan as he pounded away. He started talking dirty to her and soon after lost it himself. He slowed his pace and then pulled out and began unloading his cum on her pussy and up her stomach.

He stood and walked over to me to have a drink of my water. He gave me one of those handshake half hugs and muttered something along the lines of “fuck yeah, dude.” I think that is the most male to male contact I’ve ever had fully nude, but it seemed appropriate in that context. She was still on the bed on her back with her knees up slowly rubbing her pussy seemingly enjoying the aftermath. A couple of minutes later she called for me to come over. She sat up and grabbed my cock pulling me towards her mouth. I was shocked she still had enough energy to want to continue. I looked down as she took my cock in her mouth and saw my cum had begun to dry on her face and hair. She looked like a mess, but in a good way. After some encouragement from her mouth and tongue I was hard again. As she was sucking me Jim blurted out something like “damn, Jennifer,” seemingly surprised by her desire to continue.

Jim continued to watch before heading to the restroom. A moment later she turned around on all fours. I started fucking her from behind again, but I barely had any energy left. It was very late and it had been a long day. I pushed through trying to savor the situation I was in. Luckily, after a couple of minutes she asked me to stop, because she was getting too sore. It sounds dumb to say luckily, but I was kind of glad. I felt like I was going to fall over if I had to keep going. She fell forward on the bed and stayed there with her face turned to the side. I stood there for a second taking in the view of her naked body. The curve of her beautiful ass led perfectly down to the small of her back. I snapped out of it and decided to get dressed. I had to get home or I was going to pass out there and I knew they probably didn’t want me to do that. Jim was out of the restroom and I told him I was heading out. We again exchanged a handshake/half-hug combo. Jennifer called me over and she sat up to give me a hug and kiss on the neck and cheek before I left.

We had similar sessions a few of more times over the next couple of years. The sessions weren’t frequent, because he said they didn’t ever want feelings to start to get involved and worried that doing it too much could complicate things. Once I got out of the band scene I sort of lost touch with them. I saw Jim at the gym about a two years ago and we talked for a while, but never really made mention of the sessions we used to have.

***Also, if you are a female and live near me (p.s. I moved) you should send me a message. Might be a long shot, but would be cool/interesting to have sex with someone that enjoys my stories and then becomes a story haha***

Source: reddit.com/r/gonewildstories/comments/6ocdv8/sex_with_the_singers_girlfriend_mfm

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