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(M)y (FFF)riend lost his virginity.

I have been a long time reader and finally decided to attempt to put some of my own memories into words. Back story around 2008 when I was married to my ex wife, we were part of a car club which contained the majority of our friends. Our closest friends in the car club also were part of our little swinging circle. This circle mainly contained 3 different couples, AP and EW, AP was 29 years old, skinny but not too skinny, short hair. He is the rave party type with a military background (I know does not make since). EW is 20 years old around 5’3″ nice dark hair, great ass, smaller but nice tits she has some curves but not much. She is the down for anything party girl. Next we have HP and DJ. HP is 23 5’7″ long dark curly hair smaller but nice ass with C cup implants she is tall and slender. She is the more reserved, but when in the mood LOVES to party. DJ is your25 year old 6’0 high school football player. her is larger but not fat, and has the ex jock that parties hard attitude. Than there is AD and HD. we are the married couple and last of the circle of friends. HD is 22 5’3″ shorter dark hair with highlights, she has perky 34c’s with great ass and body. Her personality at the time (she is an ex wife for a reason) was the stereotypical preachers daughter. AKA seems very sweet and innocent, but behind closed doors is one hell of a closet freak. Than there is me. I’m the 24 5’8″ in shape but not built guy that gets along with everyone. I had the brown shaggy hair skater kinda pot head mentality (laid back and got along with everyone), people called me the hippy if that makes since. Last we have Squirt long story short he got his nick name from a party when some of the girls were grinding on him and he nutted himself with his pants on, squirt was the 18 year old senior that was not apart of our party group, but was in the car club so we knew him very well and hung out with him all the time. He was the kinda dorky not id say 5’11” not big not small. dark hair just all around innocent sheltered nice kid. Read more »

[group] My first and best night in a dorm

So this story happened in college. I am a decent-looking guy; I probably was one of the most popular guys in our group. We were 18 at the time. And so one night we were partying at the dorm room, where one of our classmates (Julia) lived. All others lived off-dorm with parents. First it was 5 of us, but later on it was just me, Julia and Stacy. By then we were pretty drunk and I wanted to propose a dirty game, because I was really into both of them. The one I came with I called “Infect everybody”. The rules were simple: everybody kissed their left neighbor and it would go in circles. For some reason we were sitting on the floor in a circle.
First I kissed Julia, because we had already made out a few weeks before on another party and so I felt more confident with her. We kissed for some 20-30 seconds and then I started kissing Stacy, which I really enjoyed because she had a tongue piercing, and I had never before kissed a girl with that. After that the two girls started kissing each other. The way I got it, it was the first time kissing a girl for both of them. They seemed curious, but it didn’t look like they were really into it.
I immediately went for the second round, this time I started touching and caressing the girls. And by the third round I was already touching their boobs. Julia is a pretty short girl with nice B or C cups. She is not thin but has a nice firm ass. Stacy is a little higher, but not tall. She is a little curvy with really nice E cups. Her breasts were my dream for a long time before and after that night.
During round four or so my hands were under their shirts and soon we moved to the bed. While we were kissing there I was touching girls’ boobs under their shirts and tried to put my hand down their panties (not successful at first). Stacy was wearing a sweater and while she was on top of me and we were kissing I lifted it up and started kissing her boobs, which felt awesome. And while I put my hand down her panties, she started to touch my dick. Later I found out both things happened first time for her that night.
Then, as we switched (by this time I was kissing each girl for 2-4 minutes, while they kissed each other for about 30 seconds), I was making out with Julia, while Stacy sat at a laptop, her back to us. I took off Julia’s blouse and unbuttoned her bra. Her boobs were felt really good to kiss and touch and motorboat them. Meanwhile she put her hand down my pants and started to slowly jerk me off, and a little later she went down and started sucking my dick.
While I was enjoying that BJ, Stacy became bored and came back to us. When she saw Julia giving me head, she wanted to leaves us alone, but I grabbed her hand and pulled her closer to kiss. Upon seeing this, Julia wanted to stop, but I pushed her head back and she resumed. I took Stacy’s sweater off with her bra followed. At that moment I must have been the happiest man alive, touching and kissing an amazing set of boobies, while receiving a pretty nice BJ.
Some time later I put Julia on her back with Stacy next to her, both topless, and told them it was their turn to kiss each other. I took both their jeans off and then started kissing Julia’s pussy, first through her panties, and then took them off. I tried to lick her pussy properly, but my lack of experience was too obvious. So I decided to move forward and took a condom out of my jeans and then took them off together with my underwear. I was pretty hard, even though I was quite drunk. Julia helped me put the condom on and spread her legs (as I found out later she had a huge crush on me, while Stacy had a crush on me but it was pretty small). I started fucking her and she was pretty wet already. Stacy was lying next to us and was feeling a bit uncomfortable as I could see. Unlike Julia, Stacy was a virgin (at that point I didn’t know for sure, but I thought so). I started to squeeze both girls’ boobs and then asked Stacy to lick Julia’s nipple, which Julia enjoyed.
Somehow I convinced Stacy to start masturbating next to us having sex. I touched her and she touched me. Julia did not seem thrilled by this, but I didn’t care much. Some time later we switched position and now Julia was on top, and I was lying next to Stacy. Julia started to really enjoy it; me and Stacy meanwhile started to make out, now I was fingering her clitoris.
Soon Julia came and I wanted to have sex with Stacy next, but she told us she was a virgin and it was not the night to change that. So I took off my condom and started to touch her pussy with my dick. Touching her lips, then touch and caress her clitoris and putting just the tip inside. Pretty soon after that she came too and about 5 second later I shot a huge load on her belly and boobs.
After that we all went to the shower, which was very hot and then went to bed. I was naked, girls were wearing just panties. We talked for pretty long time and Julia gave one more wonderful BJ.

[Group] What a birthday surprise to remember!!

So let me just say this from the start. Im a 24 years old trans girl. This story takes place when I was just a crossdresser. It was my 21 birthday and my best friend and I, Her name is Demi, same age as me and best friends since high school. She is a normal girl, born a girl at birth. We drove 4-6 hours to LA. I dont want to give specific locations because I dont want to plug anything. So the thing you have to know about Demi is that shes quite the out there person. Shes very vocal and loud but very fun and just an amazing person but very out there. So we got a hotel room and we did fun things all day and night. So after we finished all of that we were back at the hotel room around 9pm. She said the days not yet over and said follow her. So i did and we drove for 20 minutes to this house. I asked what was going on, and she said remember a few weeks ago when you went to the doctors? I said yes and part of the doctors checkup looks for STD and i was clean. Turns out she when the same day and she was clean and sent the results off to the owners of this home so we can get in. we get to the front and people awneser the door, and what i seen I will never forget. It was an orgy of people, like 20 or so, doing sexual things! Ive never been a huge sexual person but it was really hot!!! So we went in and the orgy was full of real girls and either trans or crossdresser, I couldn’t tell. I sat down on the couch and demi just said relax and have fun, as she started to suck my cock. I knew her for many years at this point and she never once did anything sexual to me. As shes doing this somebody comes over and i suck their cock while im getting mine sucked. This went on for like 2 hours. Sucking cocks, Licking pussy and tits, getting my cock sucked by two people at once. I never had sex with anybody that night but a few people licked my butthole, but no fingers. I was to shy for that to happen!! Demi only sucked my cock, i never did anything to her, but i seen other people having sex with her. Also got alot of cum on myself that night!! Me and Demi are still friends today and we talk and see eachother very often, 3 years after that experience. We never did anything sexual to each other after that day and weve never been back again, well atleast i haven’t!! I wont do it ever agian but im glad it happened!! What a surprise to remember!!

[FM28] Our first fuck for an audience

We were in London, and as we often did, we were getting ready to take pictures of her in various sexy outfits, and playing with herself. I traveled quite a bit back then, and she knew I would look at them while masturbating when we weren’t together. She liked knowing that I found them erotic.
The hotel room we were staying in was well above ground level, so we weren’t concerned with anyone seeing us at ground level. The room was quite nice and of course, expensive. It was a corner room, with both outside walls being practically all glass. The doors and sheers were wide open to the world. Directly across the street on the long wall, at the foot of the bed, was a building under construction, and nearing completion. My wife’s body is impressive and wore clothes that showed them off when we were away from home where no-one might recognize her. It was Saturday morning, and we had just showered and prepared for the fun ahead. I had already taken several pictures of her, in various stages of undress, when she saw several men standing at open windows, seemingly looking right at us. My wife asked if I thought they could see into our room, and I said I wasn’t sure. Then I suggested she wave to them, that would certainly prove it one way or the other. So she did, and several of them waved back. At first she was somewhat hesitant to proceed with the doors completely open, and us fully exposed. Then I asked her if she wanted to get on the bed and put on a show for them. She readily agreed. We lay facing each other, and were passionately kissing and groping each others bodies. We took our time, working ourselves up to a frenzy. We would occasionally turn to see if we still had the attention of our audience. They hadn’t moved from their places, and it didn’t appear they were going to. (Several different windows with two or three guys at each one.) We had quite an audience. They wanted to watch, and we were going to give them a show. We moved into a 69 and went at each other with abandon. On our sides at first, and then with her rolling over on top of me. When we were out of our heads with passion, we changed positions once again. We were both ready to fuck. You need to picture this. I lay on my right side with her on her back, and entered her. Her left leg was laying over my left side, and her right leg was in between mine. It is a position we often use so she can use her vibrator on her clit while we are fucking. We positioned ourselves so we each had a view of the building across the street. That morning, she was so turned on, (we both were) by being watched that she came almost immediately. It was a strangely weird sensation of a euphoric high. I will never forget it. We were hooked on exhibitionism! But she wasn’t through. She kept the vibrator trained on her clit while I continued to pump into her. We stopped short a couple of time to prevent me from shooting a load just then. We both wanted it to last. We moved into a doggie position with her sideways to our audience, so they would have a perfect view of my cock plunging in and out of her waiting pussy. Her perfectly shaped tits swayed with every thrust. She came several times before I suggested we stand up directly in front of the window. We did, and we kissed passionately for several moments before she dropped to her knees and took my still rigid cock in her mouth. She sucked it hard while moving her hand up and down my cock. She has large tits, and I tit fucked her in plain sight of anyone watching. Then I felt myself ready to explode, and told her so. She said, “shoot it on my tits”, and held them up together while I pumped my cock until I came all over her tits. It was running down them when she brought one hand up to rub it into her tits while looking over at a fairly large group of men.
When we were quite finished, she stood up and rubbed herself all over my chest, smearing my cum over both of us. Needless to say we both needed another shower. We closed the sheer curtains and put an end to the show. We wondered if they would recognize us if we were to run into any of them on the street.
The next morning, we again made love with the curtains wide open, but it was Sunday, and we didn’t see anyone over there.
Ever since then, we consciously leave the doors open when we have sex in hotels. If we are in a motel where someone might just walk past the window, we leave the curtains slightly parted so they would have to want to watch.
Does anyone else practice this activity? Write to me if you do and perhaps we can trade some pictures or even videos.