[m/f/m] Sex session with friend and his gf from my band days. | 2016

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. Not to be arrogant, but I am generally considered a really good-looking guy (used to model, 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 sang in a band for a few years and this happened around that time. I was probably 25 when this happened. My band used to practice in this building that rented out rooms for bands to practice in. There were always a bunch of different bands milling around, so we got to be friends/friendly with quite a few of them.

There was one band that was fairly big in our local scene that always practiced on Saturday’s around the same time that we did. I used to talk to their singer quite a bit when we were taking breaks. He was a super cool nice guy that I got along with really well. He had a gf he had been with for about 5 years. They were both older than me, I think he was 32 (we’ll call him Jim) and she was 30 (we’ll call her Jennifer). She would hang around the practice space occasionally and she was always really cool and nice as well. She was about 5’6, probably large B/small C cup tits, really nice ass, and in good shape. She was a rocker looking chick with black hair and quite a few tattoos, but nice well done ones. Her face was about a 7 I would say, with beautiful eyes. I would say she had Megan Fox eyes, but don’t get me wrong she wasn’t nearly as hot as her, just very sultry eyes.

One day he invited me to come to one of his shows that was coming up in a week or so. I said yeah that 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 get to the show and talk to him a bit before he has to go backstage and do his thing. I go out into the crowd and spot his girlfriend and one of her friends (not very attractive). She waves and I walk over and start talking to them. She tells me to hang with them and watch the show, so I do. We are drinking and having a good time, but it was strange she was being a little flirty with me. 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. One thing in particular that then happened definitely signaled some intention though. Her friend was talking about a guy who recently broke up with her and called him a small dick mother fucker. Jennifer then glances at me and says “I bet no one would ever say that about you” and glances down at my crotch and just kind of laughs. 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 didn’t know what to do.

The show ends and Jim comes back into the crowd and we engage in some banter about how the show went and all of that. Jim says they are going to hit a bar down the street and asks me if I want to join. Jennifer immediately jumps in and says, “yeah please join, please”. It was only 11pm, so I was definitely looking to stay out a bit more. We head out to the other bar and when I get there I head to the bathroom. I walk back out to the bar and see that the three of them are sitting at a booth. Jim and Jennifer’s friend are sitting on one side of the booth and Jennifer is sitting alone on the other side. I thought this was a little strange, because I would have assumed Jennifer and Jim would sit on the same side. I didn’t think too much into it and just sat down.

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

It is about 1am at this point. Jim, Jennifer, and I are still sitting in the same spots which continued to make me feel weird since it would make more sense for them to sit on the same side. We talk a bit more and we get on the conversation of jealousy in relationships. I was the one actually talking about it, because of a relationship I just got out of that ended due to my gf’s jealousy. Jim chimes in and says that he isn’t a very jealous guy. He said he is more open-minded than most though. He casually throws 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 slightly uncomfortably. I said yeah maybe you are more comfortable with jealousy than me and continued to laugh a bit. Jim gets up a couple of minutes later and heads to the restroom.

This is the first time I had been alone with Jennifer that night. She immediately put her hand back on my leg and starts rubbing it. I tell her that she should probably stop. She said “it’s cool, don’t worry”. She leans over and kisses the side of my neck and grabs my face and kisses 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 at the moment? I quickly push her back a bit just a few moments before he gets back. It was about 1:40am at this point and the bar would be closing soon. Jim and Jennifer lived about 45min outside of the city, so when he would come in town to play a show they would typically get a hotel room if they were going to be drinking. He says they are probably about to head back to the hotel and asks me if I want 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. I had never hooked up with someone’s gf like this before with them knowing or being involved. 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 really cool and 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) and I got in mine. He told Jennifer to ride with me since she knew where the hotel was. She was rubbing my cock from outside of my pants the entire time we were driving. We get to the hotel and pour a drink for each of us. We are just sitting in the hotel room drinking and talking. The whole time my mind is 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. She goes to the bathroom and Jim leans over to me and asks if I’m cool with everything and I said yes. He tells me that they had done this once before a long time ago. I still wasn’t sure what “this” was, but I just rolled with it.

He goes to the restroom and Jennifer sits down on the bed. She tells me to come over there, so I do. She starts kissing me and unbuckling my belt. She pulls my pants and underwear down and strokes my 8 inch cock as she kisses me. She then leans down and takes my cock in her mouth nice and deep. She is still sucking my cock when Jim comes out of the bathroom. He just smiles and sits down in a chair and watches as she continues to blow me. She does this for about 5 more minutes and then begins to remove her clothes. She is completely naked now and Jim walks around to the other side of the bed and drops his pants and shirt.

Jennifer turns around on the bed and gets on all fours with her ass facing towards my side of the bed. She starts sucking Jim’s cock and I stand up beside the bed and position myself behind her ass. I slowly insert my cock deep in her pussy. She lets out a muffled moan as she has Jim’s cock in her mouth still. We begin pumping her from both ends at a steady pace. She is obviously really turned on by taking both of us at the same time and is moaning and pushing back hard against my cock. After a while we flip her around and she began sucking my cock while Jim fucked her from behind. I was really turned on by how wild and slutty she was being. I had never done a mfm threesome before, but was really enjoying it. Jim was fucking her really 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.

After a while she laid down on her back and we positioned our selves 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 go down and put her legs over my shoulders and slide my cock in her pussy. She continues to suck his cock while I fuck her. He stops at one point and sits in the chair and just watches me fuck her for a while.

After watching this he decides to join back in and sits her back up on all fours. He motions for me to get in front of her face. She takes my cock in her mouth. He says “this is the one thing that is still just for me” and inserts his cock in her ass. I was definitely jealous of that, but understood that even he has his boundaries. He fucked her ass for a while as she continued to suck my cock, but after a few minutes he can’t hold back and unloads his cum in her ass.

After he finishes he goes back and sits in the chair and I lay her on her back and continue to pound away at her pussy. Eventually I can’t hold out anymore either and I pull out and position myself beside her face and cover it in my cum. She wipes most of the cum from her face into her mouth. I left about 20 minutes later.

We had similar sessions a couple 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 year ago and we talked for a while, but never really made mention of the sessions we used to have.