My fiend’s super slutty bi sister [MF]

I had broken up with my long term girlfriend and decided that I needed rebound sex. Enter Desiree.

She was 5’8” thin but not too thin, short dyed black hair. She was a raver girl back when there were such a thing. I knew her sister from school, and she thought I was what Desiree needed to be “normal”.

I had met Desiree once previously and we hit it off well. But I was still with Cara.

The other thing about Desiree is that she was what you call, a sure thing. I had known from her sister that she was a bit of a slut. They lived together and she was sick of Desiree bringing home a new guy every weekend.

Literally every weekend, new guy. Her sister estimated at least 30-40 men during that year alone.

Desiree and her sister decided to throw party at their place. A small gathering really of only 10-12 of us. I chatted up Desiree the whole time getting a little tipsy.

College parties being what they are even in that small of a group drama occurred. Desiree and I retreated to her room at that point.

Same room sex in a dorm room [MF], exhibitionism, anal

I have mentioned Cara a few times now. We had been dating while I was in college. She was close to 6 feet. Athletic body, auburn hair with a pretty face. She had amazing perky tits, no gag reflex and she actually enjoyed anal. She also loved fucking outside with an added kink of wanting to get caught.

It was her turn to go off to school now. She went to a small school a state away. We had a discussion before she left that we would be a bit more of an open relationship. Don’t start dating other folks but if you hook up it’s not the end of the world. I really loved her and I wanted to be realistic about a long distance relationship.

Fast forward two months and I go to visit her for the weekend and stay in her dorm. She walks me around introducing everyone to me, before going into her dorm room which was typical large cinder block type room.

Getting caught in the woods [MF], public

I dated Cara for about a year so far while at college. We mostly had normal sex after I took her virginity but she had developed a thing for public outdoor sex. Most of it was really quick, hot in the moment type stuff. Or a quick blow job off the side of the road. Getting roadhead from her was becoming common.

Cara was a basketball player so she was tall, had firm legs and a muscular ass. Her tits were as perky as you expect a 19 year to have. She had auburn hair and a beautiful freckled face.

One evening we decided to go for a ride. I knew what this meant as we had a hard time fucking at her place and my place was out of the question. We went several town over while she played with my dick the entire ride.

“Park over there,” she said. My dick was ready to burst in pants as I pulled over to a small parking lot that looked like the start of a walking trail into some woods.

Fucking in the snow [MF], outside, public

I have mentioned Cara twice before. Quick recap. She was about 6 feet tall, pale with auburn hair. Perky tits and an athletic body. She always dressed as a tomboy for the most part. Clothes were unkind to her because of her height.

I had taken her virginity and we were becoming very serious. We were also experimenting with things that we thought we would find sexy. I learned food with sex was a turn off. She learned sex outside was a major turn on.

It became a habit that I would drive my big ass old towncar and she would be blowing me. Safe? God no. Hot? Fuck yes.

Fast forward we are dating some time and “in love” for whatever that is worth. She was just 19 by this point and I was a year older.

We had been driving around, we were broke and had minimal chance for privacy. We ended up at this local park. It wasn’t big but had a nice size wooded area. But where I went to school nothing was that remote.

Anonymous sex and being used for his pleasure [MM]

This occurred sometime in my early 20s. I’ll admit that my flings with men are really hit or miss. More often than not misses. This particular time was during girlfriends and after a few misses.

I met Bobby via online like every guy I have met ever. I am only using a name here to make life easier. No names were exchanged at all. In fact the number of words exchanged was well under a dozen.

I was getting super horny and was having horrible luck this one particular night. Then Bobby messaged me “want to come fuck”. It was short and crude. Honestly I never go for these messages. It takes awhile for me to meet a guy and I like someone I can trust over looks.

I checked out his profile. He was a pure top and had a nice body. Seemed to have a slightly above average dick. However, I knew from experience that many guys are masters at making their dick appear bigger in photos than they really were.

He was close by and I hadn’t had a good fuck in a month. I responded “yes”

Fucking a virgin at a house party [MF]

Sophomore year of college I started dating an Auburn haired beauty named Cara. She was tall and a bit wide (basketball player) but with a doll like face and perky tits.

She came from a super religious background so it took some time to get to the point of this story.

We had been dating about six months. We still hadn’t fucked. But she had gotten enthusiastic about her blow jobs. We learned she had a certain skill that to this day no other woman has duplicated. I’m not a small guy so this hasn’t happened since. Cara had no gag reflux at all and loved to deep throat me.

She also loved me eating her out. Something that was relatively new addition to our fun. It was really slow going with her.

One night we had plans to visit some friends of hers for a welcome home party for a friend who had been at basic or something like that. Don’t kill me on details this was long ago.

There were four other couples there, oddly no single people.

The Virgin and the town slut Part 2 [MF], cheating

You can find [Part 1](https://www.reddit.com/r/gonewildstories/comments/9rcuh1/the_virgin_and_the_town_slut_part_1_of_2_mf/?st=JNQ0GHSG&sh=5fe11805) here.

Becky arrived early to my house without any of our friends. She was wearing over alls, an outfit that I wouldn’t call sexy normally except she was wearing a t-shirt that was way too small for her. Her massive tits were stretching the fiber to the max.

Cara walked out of the bedroom. She seemed surprised to see another woman there.

Becky immediately introduced herself.

“And you are Cara, I have heard so much about you,” Becky said with a smile on her face. “Are you coming out with all of us?”

Cara declined and stated she had a long ride back. She was really nervous. Becky noticed and mentioned others would be here soon. I am glad that Becky covered for us because I was at a loss.

“I should go,” Cara finally said and she gave me a deep kiss in front of Becky and I walked her out.

I closed the door and turned around to see Becky gone.

I walked towards my bedroom to see it pitch black but with the blinds still open and the view of Cara pulling out of the drive way.

The virgin and the town slut part 1 of 2 [MF]

During the summer after my freshman year of college I was semi-seeing a girl from the town of my school, Cara. At the same time I was fucking my good friend Becky pretty much every time we got together. You can find a couple other stories I wrote about Becky in my profile.

Cara was the opposite of Becky in every way. She was tall, almost 6 feet. Athletic with a stunning face that was downright beautiful in every picture. Auburn hair that went past her shoulders. Her body’s was toned but not overtly sexy. She was a basketball player. So that type of body.

Cara was also from a super religious family and was a virgin in every way possible. We met and just clicked right away.

But she was a tease and we hadn’t gotten far. What I had gotten to see looked amazing. She had the most perfect B cup perky tits that just completely defied gravity.

Plus. I just genuinely liked her. We hadn’t talked about being exclusive. But I was aware I was probably being an ass by sleeping with someone else.

The school slut takes charge [MF], anal

School had just ended for the semester and I headed back home. A month before that though I had begun seeing a townie kind of casually. But she came from a super religious family and I could tell already was going to be a tease for a while to come.

So after only a week back home I was horny and getting desperate. It had been since spring break I had gotten laid. I decided to hang out with Becky, my friend from high school I mentioned in a previous story.

She was short and stacked. Huge tits and nice wide hips. She had recently cut and dyed her hair short. I don’t know what she was thinkingon that decision but whatever her body was still amazing. She had added at least two visible tattoos in the past year as well. I came from a semi conservative family so Becky was definitely always taboo to me.

I went over to her parents house where she was forced to live. Her and her friends had already been kicked out of their last place. She was even thinking of joining the military. She was kind of lost in life at this point.

Helping my ex cheat on her new man [MF]

A couple days after my amazing blow job from my friend Becky I made plans to meet up with Ana, my first girlfriend.

We had met up over Christmas break for a quickie that was fun but not entertaining enough to write up. I also knew from that time that she had gone on a couple dates with a guy from her college. I also knew from mutual friends that they were more serious now.

So I was kind of surprised she agreed to meet with me and her texts and such we’re still highly sexual in nature. It was obvious that she was coming over for sex, boyfriend or not.

For those who didn’t read my other two stories on Ana, she was 19 at this point. Average height and weight, Brazilian with olive skin. She was always permanently tanned all over and had sexy long hair that by this time was mid back length.

I was still my usual tall geeky self but with a bit more weight to me. My roommates in college had taken me under their wing and kept forcing me to the gym. Looking back at pictures I’m not sure what she saw in me. She said I was mysterious. Which in reality I was just shy and had few friends back in high school. But hey whatever worked for me.