Study abroad trip turns into months of the best sex of my life (MF)(LONG)

This is my first time ever posting something like this so bear with me if I'm not that great at it. Names and specific details have been changed.

I'm a 20 year old female (was 19 at the time) and several months ago I went on my schools study abroad program for a few weeks in Europe. I was very hesitant to go at first because I had never been abroad but everyone convinced me to go and that I wouldn't regret it. So I did.

The second night of the trip the whole group is out to dinner and across from me is a guy named Jake. Jake caught my attention right away. He had a charming personality, he had a great sense of humor, we clicked instantly, and he was very attractive. I quickly developed feelings for him as well as lust. Over the next few days I didn't see him that much due to us taking a different class/doing different activities. But I was elated to find out he was in the small group I was in that was going on a weekend trip to a European city about three hours away. I knew this trip was my chance to make things happen with him.

[F]irst threesome

I've gotten a ton of awesome feedback and have had some requests to share the first time that I was double teamed so here it is.

This happened a few years ago, I was 22 at the time (30 now) and I remember it like it was yesterday.

I had this guy who now would be called a FWB. Back then it was a booty call. He was really good looking, 6'2ish probably 200lbs with a great tan, great hair and a great body. He would call me every couple weeks for a late night tussle.

This night he called I happened to be at a club where I had a good buzz going, smoked some weed and had done some X. I was feeling on top of the world when he called and I ditched the people I was with and headed to his apartment.

He lived with a roommate who was more the shy reserved type, not bad looking but not my type. He was always there when I came over so he knew exactly why I was there.

The weekend has begun… [ff][drugs][oral][inc][Mf]

It wasn't until later that week that I found the note that Rachel had slipped into my pocket that contained her number with the words “text me” scrawled on them. But as I released my sexual frustration from Rachel's quick departure on my sister Katie that night, even though she had the company of her unconscious boyfriend – Mark – in her bed I had carried my pants back to my room and tossed them into the corner forgetting about them until laundry day. My cock still slick with the sibling mixture I passed out immediately from exhaustion forgetting about the whole Rachel ordeal. It was only when I was checking his pockets before doing laundry that he found the note, somehow she secretly slipped it in there without me knowing. Remembering the night my cock began to stiffen as I flopped down onto my bed and sent Rachel a message over my phone.

The Squirter Story

This is sophomore year of college and its finals week. My buddy Mike (a pretty boy player) and I have a final on Saturday morning and we drive in to school to take it. Another buddy of mine Arthur (chubby 5 ft tall munchkin looking fella) is in the library at this time studying for his final that he has Sunday morning.

Mike and I make plans to go play bball after our final and we ask Arthur if he wants to join. He says yes, but that he really needed to study so he was only going to play for a couple of hours. We meet up after class and go play basketball. Mind you Arthur thought that we would be playing in the school gym, we ended up driving about an hour away to a basketball court in Brooklyn. He hadn’t realized that was what he was agreeing to when we asked him if he wanted in, but he’s the kind of person who struggles with saying no to bad ideas so he agrees to still come reluctantly.

[F/M] The first time breaking my vows

I've pretty much been a complete sex addict since I was 14 or 15 years old. From the first time I had it, I couldn't get enough.

Five years ago I decided to try and settle down by getting married. No more drugs, no more random one night stands, no more going places with the sole purpose of finding a new guy to fuck.

We got married and I buried my old life, locking it away from my husband and pretending to be the perfect wife. It worked perfectly for four and a half years.

My husband travels a lot for work and I do as well. I'm on a plane going somewhere at least once every two weeks.

On this occasion I had to fly to Las Vegas for 3 days of meetings with some potential new clients. Up to this point I had buried my past even in my own mind. It was like I was someone else. My past ways were somewhere deep in my mind, suppressed but as I would find out, not erased.

I sucked a guys cock at a gig without saying a word to him

Last Saturday I went to see AAF at the academy in Manchester. I like them well enough but I’m not a big fan of the two supporting bands, Hoobastank and POD. Naturally I decided to get very drunk before going. When we arrived the place was pretty much empty and I was bored as Hell waiting for my friends to stop jumping around to the sound of POD, which was just as bad as I remembered. I made a trip to the loos to snort a little MD off of my keys as a coping mechanism (classy eh?).

By the time it kicked in POD had finally left the stage and I was starting to enjoy myself. I had refound my friends by the time Hoobastank came on stage but I was now busy scanning the crowds for someone new to hang out with since my friends where mostly paired up already. What I really wanted was a guy who’d let me sit on his shoulders to watch the gig. By the time I found someone the band was well into their set. I found a tall guy with nice shoulders who seemed to be equally miserable. I pushed my way over to him and grabbed his hand. He looked confused and even asked if he knew me. I said no which just seemed to get him even more confused. At this point I did something that I suppose seemed pretty weird to anyone who isn’t high on MD. I pulled him down to my level and started making out with him. He didn’t exactly resist and pretty soon he was pulling me to the side of the gig. I followed because I was drunk, high, and actually getting kind of horny.

Katie’s Russian Roulette Challenge… [Mff inc preg drugs]

This is the fourth part in a series about Michael and his sister Katie. Check my submission history for the prior three. Each story can be read independently without the knowledge of the prior stories.

Even I had to take some time to think about the wild shit that Katie proposed to Tara and I on the day that Katie shared our secret. After all, I was the adult in the situation being five years their senior and went through the crushing experience of adulthood that, although they were 19, they really did not understand. I knew all too well the repercussions of chasing greater and greater highs as it was the story of my college experience. But even I couldn't take my mind off of Katie's proposal.

Logically, it was a simple answer – no. No we shouldn't do it because, well, we had every reason not to. But there was one good reason to do it – the risk. The idea of playing with fire and not getting burned causes a euphoric high that only draws you to do it again.

My sister’s best friend…. [Mff, oral, drugs, inc]

This is Part 3 of a series regarding Michael and his sister Katie

Katie and I became close in the weeks following the day she caught me masturbating to her in the shower. She sucked me off and since then we both seemed to get off sneaking into each others rooms while our parents were asleep – something we never did as kids – but now my 19 year old sister and I couldn't stop giving each other oral sex. She would sneak into my room late and night and just wrap her legs around my head and then she would go down on me ferociously while they were at work. We also decided to dip into her little box of party tricks, usually just smoking a joint but there were times we did a little more.

Like the time I came home from work and found Katie and her friend Tara getting high in her room. I joined in mostly interested in Tara who I remember from before I moved away. Even 5 years later they were still doing everything together and Tara had gotten very hot. She was shorter than Katie and blond. While Katie was thinner and more toned than Tara, Tara looked good with her added weight. It gave her body a feminine softness that Katie didn't quite possess and was looking particularly appealing to me that afternoon.

While watching my sister shower… [Mf, inc, voy, reluc, oral]

This is part 2 in my dark minds, dark places series. This can be read independently or in conjunction with part 1 – When I Came Home From College (see posting history)

For several weeks I had been watching my sister Katie shower in the bathroom without her realizing it. I got off on it in a way that nothing else had ever turned me on. I was 25 and with her being six years my junior it made it all the more hot. It usually started once I heard the door lock. I immediately would rush downstairs into the basement, climb up the footstool, push out the floorboard in the bathroom closet, and climb silently through. Once inside I watched her through the slats of the closet door as she showered with my dick solid in my hand stroking silently to her hygiene ritual.

When I came home from college… [Mf, voy, inc]

This is the first in a line of stories that will be connected but each will be able to be read independently. They will focus on what most would consider seriously inappropriate taboos with this story being the most vanilla of them all. If these sort of things are your fetish, please sit back and enjoy…

It all started when I came home after graduating from college at 25. Graduating with an MBA, as I soon learned, does not automatically translate into finding a good paying job. When I went off to college after high school I had big plans – I picked the college farthest away from my parents because I was ready to be independent. The first couple years parties, sex, drugs, and drinking took up a majority of my time and, as you can imagine, piece by piece my four year college education plan was extended. Failing classes, signing up for fewer classes than I could have handled, not taking anything truly seriously significantly put me behind. At first it didn't matter because I had a money flow from my parents that would keep coming in but as they started learning about my grades that money slowed to a trickle. Year by year the realities of adulthood hit me – I had to start working a job on the side, taking on deeper and deeper debt, and actually taking my classes more seriously. But when I did finally graduate I realized I had no serious job opportunities. Saddled with debt I had to go home, back to the small town my parents lived in, and admit defeat.