[FF]ucking my tiny, slutty friend for the first time. [Long]

So this is a write up of the beginning of a year and a half of very good (and occasionally kinky) sex with someone I consider a very close friend. We recently stopped seeing each other because she moved away, but I wanted to memorialise this intense period of my life and thought it might be worth sharing. I put a marker for where the sex starts. Hope it makes sense.

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I noticed Yasmin immediately as I walked in to the classroom on the first day of the first semester of university. She had just finished making herself a cup of tea in the kitchenette in the corner, and as she turned back to sit down, her dead eyes (resting bitch face in all its glory) glanced in my direction as I stood in the door, looking me up and down. Her face was beautiful but cold and I made a mental note to keep clear of her, I had just gone through a drawn out breakup with my live-in girlfriend and I was looking for ^good vibes^ only, no drama and all that Tinder bio crap that you believe when you want to make changes to your life. I sat down a few rows behind her next to some guy and did the usual small talk before the orientation session began. As it started, I found myself watching the back of her instead of the slideshow, and began to take the rest of her in.

Wild night with [M]y wi[f]e stripping

We got dressed up to go out for dinner. She put on white thigh high stockings with a white garter belt and hot pink panties and bra. Over this she had on a tight white dress that hugged her petite figure.

Dinner went well and we decided to go out for some drinks and dancing. After a couple of drinks her dancing got more provocative, she was slowly sliding her dress up far enough to show off the tops of her stockings. This had many eyes on her watching to see how far she would go. Just wanting to watch her I sat down while she kept dancing. I loved watching her sexy moves teasing some other guys.

A guy walked up to me and asked if she would like to go back to his place to be a stripper for their bachelor party because they didn’t have one. I said I would ask her when she got back to the table. When she returned I asked her and she readily agreed. I think she was enjoying all the attention she was getting. So we followed the group to a house.

My first blowjob

So one day, my friends and I went to see a movie. It was early October one year, so it was a little chilly. My then girlfriend and I went with my friends to the movie. We all enjoyed it. In the movie theater, she jerked me off and I played with her pussy, very sneakily, under my hoodie. My best friend, who sat right next to me, was oblivious until i told him a year later. After the movie was over, my friend group walked to one of their houses to hang out. But, my girlfriend had to go home in about 15-20 minutes. So, I took her to the high school she was attending. It was about 9:30 at night, so it was dark. We kisses and kissed until I moved my hand down to her ass. We were under a tree, shaded but cold. I looked her into her eyes as i pulled her pants down a little. My tongue met her pussy and I felt how wet she was and made her moan. After a few minutes of that, she pushed me to lay down on the grass. As she jerked me off she kissed me. I whispered (now I see how dumb it was) “wanna taste?” and she smiled as she licked the tip of my cock. She took it all the way down her throat, surprising for her first sexual encounter. She kept sucking my cock for 20-25 minutes. When her mom called, she hurried up. I came all over her and her jacket. I walked her home and couldn’t wait until we did it again

[M]y [F]irst sexual experience [MF]

**Disclaimer:** To anyone who is looking for a quick dirty story. Look elsewhere, this is a long story that is not nearly as raunchy as the majority of stories on this subreddit. I will attempt to provide a little background in my life so that you can understand why this moment was so important. I will mark where the “good”/sexual stuff starts but I believe the “good” stuff becomes “great” stuff with a little understanding of the characters. Also, I used to be a good writer but I have been out of practice since college, so this may be a little rough. Final note, I am a Male and this is written in my point of view. Now that that is out of the way let’s get started.

The story takes place like 10 years ago during summer after my graduation from High School.

*** BACKGROUNG ***

That’s a lot of tit play and finger fucking for just B[FF]s

I met Alex through common friends. Me in my early to mid 20s, she in her late 20s. I can’t say I didn’t suspect she was gay because she’s one of those boyish girls that stands out in their features and mannerisms. Still, it was pretty innocent and unassuming at first. I was also identified as pretty solidly straight at the time. We instantly hit it off. She was blunt and had a genuine feel to her. She wasn’t in your face funny but she laughed at my jokes and threw a witty sarcastic line every now and then. She had a great smile. Cute brown short hair and brown eyes that wrinkled up at the sides when she smiled in that really lovable way.

At first I didn’t find her body attractive as being a voluptuous girl myself, I tend to think skinnier girls are luckier when it comes to wearing clothes and not having to worry much about looking good in them, but at the expense of looking kind of bland naked. Well, she had a boyish figure and had a mostly flat ass, a bit of love handles although her entire torso was pretty much the same circumference, apart for her surprising 34C cup hangers. The boobs were usually well hidden though, and they were a pretty nice discovery – more on that later.

Vacation fling, with a twist [MF]

Anyone who’s been to a destination wedding knows that it’s the people you’re with that makes or breaks the experience. For me, a late-twenties male, the best destination weddings I attended were the ones where the other wedding guests were fun, energetic, and adventurous. This was not one of those times. I love my family, but I’ll be the first to admit they can be boring people. They’re too shy to try new things, they go to bed early, they only stay on the resort, etc. So as a result, the first few days of a distant cousin’s wedding in Cancun were less-than-ideal.

Although the weather was great and the booze was free and unlimited, there’s only so much sitting by the pool that I could handle while my father lounged in the chair next to me, finishing his 138425th Sudoku puzzle. I had cabin fever, and it was clear that the people in our wedding group weren’t going to help me solve it. So I got up and wandered off to try and find something to do.

Losing [M]y virginity to my religious college G[F]

Skip to the ~~ for spectacularly average sexy time.

I have been a long time lurker on this sub and decided to share one of my stories from college. It’s nothing crazy, but something that gets me going whenever I think back to those days. This was the drawn out process of how I lost my virginity to a goody religious girl.

Freshman year of college had just started and I had messed around with some girls in high school, but never had sex. I am a pretty average dude in decent shape at the time (18), 5’11”, short dark blonde hair, fit with strong legs, and a thin but muscular upper body. I moved into the dorms in August and am lucky enough to have been a tech nerd who got assigned to live on the life science floor with all the biology majors. In our school, almost all biology majors were girls, and while we had gender specific rooms, we had co-ed floors. We were one of 4 male rooms out of 22 total on our floor.

DV, Anal, and a Round of Applause [MFM]

As published in [Dean’s Sexplorations:](https://deanssexplorations.tumblr.com/post/155890227402/dv-anal-and-a-round-of-applause)

I have a backlog of stories to write. I consider a few to be pretty fundamental and had been planning to tell them next. The only problem is I continue to have adventures, and every so often one of them even proves blog-worthy. And when that happens, I want to get them down while they are still recent. So here goes: a new story elbowing its way into the queue.

I got back yesterday from a trip to New York, where I made two new friends: Karen and her boyfriend Seamus. I had met Karen online prior to a previous trip but we weren’t able to make schedules work out so this was our first meeting. Both of us knew the score and the reason we were getting together. She invited Seamus, which I knew about all along, and everyone was looking forward to getting together. She suggested a bar near the hotel where I was staying, and the meet was on.

I arrived a few minutes before she did, and recognized her from her photo. It was dark, but she spotted me and gave me a hug. We ordered drinks and chatted for a few minutes before Seamus joined us – she having come straight from work.

[M]y [F]irst Cruise fuck with a married woman

I Just got off a week long cruise I went on with some friends, and it may have been my first cruise fuck with a married woman, but now I’ll be on the look out for more…

One night my group was in the dance hall having drinks and dancing and I was out on the dance floor dancing with whomever was out there and there was this one woman probably in her 40’s who’d lock eyes with me from time to time, we’d dance for a bit, nothing sexual or crazy, and go our separate ways, and that would repeat a few times through the night and I didn’t think anything of it other than she was probably a few drinks deep and having a fun times with her and her friends she was with…also the fact I noticed a pretty sizable ring on her left hand so I knew she was already taken.

My friends big dick [Group]

Hi everyone. I’m currently 28 years old [a guy], and I’m married with 3 kids. This isn’t really about me as much as it is my friend so I won’t really go much into detail about myself except that very average except for in the dick department. This is probably the part where you think “of course he has an above average dick”. Nope, kinda the opposite sadly.

I’m going to be making names up as I go along, but I’m thinking of going with colors, I hope you don’t mind. Obviously I’m not going to give real names. Lets call me Yellow, my friend Red, and my wife Blonde. Yes my wife is part of this, and yes it is for the reason you are probably guessing, but like I mentioned earlier, this is about him not me. So I’ll go through what I know about him in chronological order, which starts as second hand knowledge.