“It was inevitable” – The Post Trail Race Shower (M/F)

I’d joined a running group as a way of keeping fit, what I didn’t expect was the social aspect of it to be so enjoyable. The group were of varying age and ability, but the inclusive nature of it was really nice.

Vera was the first in the group I got to speak to, and we ran at a similar pace so we would find ourselves running together on some of the longer runs. I’d never quite managed to place her age, but I would take a guess at early 40s although she doesn’t look it. She had been born in Italy, and still had family there, but had lived in the UK for a long time to the point where she had a very cute Scots/Italian accent. I quickly picked up she was single, and she made a few references to her church. As weeks went by, I picked up more about her – she’d been weeks from getting married when she was dumped and it was then she’d spent more time involved with her church. I made an assumption that this meant this would take priority over any future relationship. We flirted a bit but I never really pressed it any further.

Our cabin in the woods.

So we find ourselves here again… The week after the peak season has ended; in the same 4-bedroom cabin, with the 3 same high school friends… plus their spouses.

We’ve been taking these 5 day / 4 night trips for over a decade now. Neither of us are part of the assemblage of longtime associates… both of us being hangers-on, dragged here by our significant others. Admittedly, it’s been easier and easier to get us to come with each year, but we both can think of a few places we would rather be.

I’ve known you going all the way back to when you first started dating your (now) husband. I’ve always like you, in a friendly way. You were always fun, seemingly happy, witty, and smarter than I’ve always felt you should be, considering how beautiful I found you. Sure, we are Facebook friends, and we wish each other the best on annual milestones, but considering that our last 6 FB chats consisted of identical, “Happy Birthday!!!” messages, repeated back on a 12-month cycle, I would consider us acquaintances, more than friends.

But, this year seems different… Tonight seems different.

My college crush and I. [F/25, M/23]

The first time I laid eyes on Adam, I never thought I’d ever be lucky enough to hook up with him. As a girl who usually only attracted stereotypical nerdy or emo guys, Adam seemed very unreachable. He looks like a young Captain America but with kinder, brighter blue eyes, a healthy physique, and a deep voice that melted me. On top of his great looks, he was intelligent as well. Overall, I respected him as a classmate. I’m a dorky Chinese girl who just crushed on him the moment he walked into our English literature course. We spoke a few times but I moved away from him purposely out of embarrassment. I was too afraid of being too weird for this godlike classmate.

At the end of the semester, we were doing peer reviews of our final papers and Adam happened to be my partner. At this point my crush had mostly faded but I figured we could be friends somehow. Time ran out and we continued discussing his paper which had a lot of terrible grammar and spelling. We kept talking past the end of class. I noticed he kept biting his lips whenever I would talk but I continued playing cool. Eventually he asked me for my number. We promised to meet over the weekend for a study session. I guess we got a little too excited that we met up sooner than that for a group get together where he eventually kissed me. This boy was trouble.

My [T(MtF)] first time at the beach wearing a bikini involved lapdancing and bathrooms [MtF/M]

When I was 18, I was pretty much fully out as a transgender girl attending college in Southern California. I am pretty blessed to be born as a petite Asian male thus making me quite feminine even without the help of HRT. So I was quite excited when some college friends wanted to do a beach trip for our first Spring Break as college students! I had always wanted to try my body in a bikini and although I always believed I had the figure to pull it off, my self-consciousness and fears of judgement always kept me from actually doing it.

So that weekend after we wrapped up finals, I went bikini shopping at a Target with my friend Emily. I picked out a few to try on but the one that stood out was a green and white leaf two piece set that was super cute. Trying on a bikini for the first time and seeing my body exposed, knowing my friends and many people in public would see me, made me so embarrassed! Emily of course seeing me so nervous made me buy that said bikini and off we went.

(ff) Well that was unexpected (Her first lesbian experience) (Very long and detailed)

It had all started so innocent. I’d never really looked at her too much at first, other than simply admiring her from afar. Of course she was incredibly attractive; blonde hair, blue eyes, amazing body, all the usual things you usually notice about a girl. But I was 8 years her senior, she was at the tender age of 18 and to top it all off, I was her new boss. I’d entered in to the job at the bar as a senior manager and it took me a while to gain the trust of my new staff. I’m sure they all talked about me behind my back, all being young, ‘typically straight’ girls whose previous boss of the same description had been sacked and replaced by the older, stricter lesbian.

I was much different. I did my paperwork, insisted on proper training, didn’t stand for what had become the norm of standing around and gossiping about what they’d been up to last night or their latest interest in boys. I guess they saw me as a kill joy and quite strict. I didn’t care. They were young and not used to what I classed as ‘real work’. To put it bluntly, I made it clear that I wouldn’t stand for their bullshit and if they didn’t buck their ideas up, they wouldn’t have a job to come to any more.

Desires Cancun Mexico

True Story. Not group sex per se but certainly nudity and sex in a general group.

I had been trying to get my wife to agree to going to a resort where nudity was allowed. I kept telling her that if she did not feel comfortable she did not have to be naked at these places. My hope was that I could at least convince her to go topless after a day in the sun and drinking. She eventually said she would think about it so I sent her links to various clothing optional resorts, mostly outside the U.S. to limit the chance of running into someone we know. To my surprise she agreed to go and picked Desire’s near Cancun, Mexico.

When we got there everyone was completely naked. Not a single dressed or topless person. Everyone was completely naked but acted as if everything was normal, hanging out at the pool, grabbing lunch, and playing volleyball. There were no sexual overtones to it. My wife got naked immediately. She actually seemed more comfortable with it than I did. Then came dinner where people got dressed up but in very sexual clothing. Take the same woman completely naked swimming in the pool with no sexual overtones and then put her in a sexy see-thru dress and suddenly it feels scandalous.

(M)y de(f)erred fantasy; hooking up four years later

I’m a senior in college and it’s 2009. Sadly, at this point in my life, still a virgin. This is something I held close to my chest for obvious reasons. You’re probably envisioning a pimply geek at this point, but this is also why I kept this so secret – it was a complete contrast to the way I looked and acted.

I was a wrestler throughout college, so I was extremely fit. I’m 6’1, was about 200 pounds at this point and pretty much solid muscle. I was “hot,” but painfully shy and introverted. I didn’t know I was “hot” yet. Even talking to women in class would make me nervous beyond belief. Most people I knew just assumed I crushed pussy, but I was completely futile in pursuing women. Beyond some kissing, my sole sexual experience was eating a girl out earlier that year – that was it.

[M]y first time at a gang bang

TL:DR Rambling story of a gang bang. Probably too much time spent explaining the scene and not enough action. Like an EDM song that never drops the beat.

This is my first story on here. It was a cool experience in my life and I recommend that you go out and try something similar one day. This is a true story. The core of it, I remember well. The details of what happened around me are probably a mix of what happened that night and what happened on other occasions at this same place.

I’m a normal looking guy. I could describe myself, but lets be honest. If you are a dude, you are going to put yourself as the star of the story anyway. And you should be the star of every story. Go enjoy life. I have been to swinger clubs in Europe several times. Normally, I bring a woman with me. We usually don’t swap. It might sound weird, but you can have a crazy sex life at swinger clubs and not fuck a lot of people. This time, however, I went alone. I was in a casual FWB relationship. No cheating for me. I even asked her if she wanted to come. The answer was the normal one that women give to that question. She smiled, looked me in the eyes, and said, “I … um … maybe? … no? … next time … maybe?” I always say, “if you change your mind, let me know.” I have asked a few different women and it usually goes like that. This is not something that I would pressure a woman into, even if she seems to want to go.

First Time Post– (M)y (F)irst time with a Bi-Sexual Female Professional Soccer Player ( 21m/ 26f)

Background: This story took place 5 years ago. I’m a long-time lurker to this thread and decided to give this a whirl myself. This is one of my favorite sexual encounters and was sparked by seeing an old Facebook photo from that night.

In 2010 I was a senior in college where I spent 25 hours a week as a “practice” player for a major Division 1 women’s soccer program. (I would participate in training sessions with the girls when they were short-handed due to injuries, illness, etc…) I used to be decent at soccer and this was a great way to stay in shape and hang out with extremely fit college girls every day. :)

This is my story of how I met Sarah who was a former player at this university. She was training with the team for 4 months during her off-season with a women’s professional team in the United States, while her girlfriend was training with a national team in Europe for the Women’s World Cup.

Sarah: 5,7′ inches, 125 lbs, green eyes, shoulder-length brown hair, 6 pack-abs, and extremely toned arms. She had perky B-cup tits with muscular legs and a firm ass. She is extremely outgoing, confident, and when she drinks all of those qualities are amplified.

First night at college ended with two cocks[M] in my[T(MtF)] mouth [Group]

Back in early college I was quite a party girl. Even though I started feeling and behaving like a girl early on in life, I was for the most part a closet gay crossdresser until high school. Being a short and super thin Asian boy with soft skin helped me pass off without the aid of hormones so I was relatively confident in my looks unlike most trans-girls that age. When I turned 15 I began transitioning but even before then I was always mistaken for a girl.

College was a fresh start and I totally embraced it! I could be me, the real me for the first time in my life and as such I was so ready to let myself experience men and the attraction I had for them that was always suppressed due to the fact that everyone in my small town knew I was not a cis girl. While I had dated guys in high school, we always had to keep it relatively secretive because well, it was high school in the late 2000’s and kids were jerks!