My High School Teammate [MF]

This story spreads out over about 5 years so it may take a minute to get super juicy, but it will have Naughtiness along the way.

In my state, high water polo is technically a coed sport. So while dominated by guys, there were a few girls who played. That’s how I first met JF. She was two years younger than me and I first saw her on the first day of polo practice my Junior year. She was average height, like 5’2 or 5’3 with long dark hair. At the time she had decent high B or low C tits with a great ass and thick legs. She was cute, but I wouldn’t say a knock out. For some reason I have always had a thing for a girl in a one piece swim suit, so when she came out with those legs and round as in a black one piece, I was immediately taken.

Out of town work trip gets interesting [MF]

I had been working with Katie for about 6 months when we were sent out of town on a little work trip. She was a cute girl, but super fun to hang out with. Katie had dark skin and short black hair, but her most inviting feature was her huge ass. She decent sized tits, but her figure was definitely more shifted towards the lower end of the hourglass shape.

Thank goodness I had her along on the trip, as we both didn’t know many of the other people there. We had a friendly relationship in the office. We would subtly flirt in the office, but nothing beyond that.

We both arrived at the event around the same time. We went and checked into our hotel, which thankfully this time our company gave each person their own room. We dropped off our bags and headed to the office. The day was quite innocent. We were both focused on the training that was occurring that day. After a long day at the office, they scheduled for us all to have dinner at great restaurant followed by some drinks. Dinner was also business as usual. Katie and I sat next to each other and flirted a little during dinner. Nothing crazy, but I did put my hand on her thigh for a little bit. So we wrapped up dinner and headed to bar for some drinks. This is where is gets a little better.

Sex Interrupted [MF] (kinda [MFF])

Ok a little background. I had know Courtney for almost literally her entire life. Our parents were good friends and I had known her since she was born. We were never super close because she live in another city. So we would see each other basically only when her family came to town.

It had been a few years since I had talked to or seen Courtney, when we were able to reconnect my senior year of college (she was a freshman) with the help of Facebook. She had really blossomed into a beautiful girl. She was very petite. Super skinny and short, probably right around 5’0 tall. She had small tits, but a truly amazing ass.

We started talking nearly every day. I had really begun falling for this girl. It was the early days of sexting so we started to send each other sexy pictures and things like that. Her family came in town one weekend and we were only able to spend a few moments alone together, but we were able to kiss. It was truly magical. I will never forget that moment.

[M]e and my large breasted [FF]riends (con’t)

Part One [Part One](https://www.reddit.com/r/gonewildstories/comments/6ukb0a/me_and_my_large_breasted_ffriends/?st=J7B7HUQ2&sh=42d24dce)

So if you read part One above, you will see that me and my friends Emily and Jen just got done having some serious fun. We spent the next little while naked on the couch watching a movie. Naturally, while we were sitting there, our hands began to wander a little. I was sitting in the middle and I did not hesitate to caress up and down the legs of the pretty ladies to my left and right. I began to get higher and higher on the legs and closer and closer to their pussies.

The closer I got, I could feel them squirm and both scoot closer to me. The girls felt very different. Emily was super tight but was quite hairy. Jen on the other hand was a little looser but had a very soft pussy. They both started to moan as I started to work in and out of their holes.

[M]e and my large breasted [FF]riends

Before I entered my senior year of college, I was introduced to a girl from my hometown who went to the same college as me. I had actually met Emily a few years before in youth group, but didn’t remember her. She knew a bunch of the same people I knew and we met up at an event the local alumni chapter was having. We quickly became friends and frankly at the time, I felt little to no attraction to her. She was a short girl, probably 5 feet tall and a bit on the heavier side. But she had without a doubt in my mind the largest tits I have ever seen.

We hung out a few times that year at school, but she was super immature. She still acted like a high school kid and was very far behind sexually. She only kissed a couple guys by the time she left for college and had never done anything beyond that. At that point in my life I was not ready to dive into that complicated pool. But shortly that would change.

An interesting reunion [MFF][group]

A good friend of mine had recently started dating a girl we went to high school with. They hadn’t dated or anything in school, but reconnected after college. It was fun for me because she still hung around with her same friends from back in the day, a few a I had a crush on in fact.

Sarah (my buddy’s girl) and Richard invited me over to their place to hang out and have a few drinks. They had just moved and got a house that had a hot tub in the back yard. I pick up some beers and head over.

I show up and sure enough they are already in the hot tub. To my surprise, they were joined by 2 girls that had been on the hockey cheerleading squad with Sarah; Jen and Jess. Now Jess and I already had a history, but no one else at the house knew about it. We had pretty recently slept together, but were cool. I hadn’t seen Jen in a few years. She had been married and divorced and lived pretty far away from us. I was glad to seem them both.

(Bachelorette)Party Time part 2 [FFM]

The door opened as I was just finishing. I had this terrible feeling in my stomach as I heard the knob turn. I whole heartedly expected the worst when I looked over at the door. To my surprise (and frankly relief), standing in the doorway was Margie. She was a decent looking girl. Athletically built with great legs but lacking in the chest.

“I knew something was going on in here!” Margie said as she entered the room.

” Oh my God, shut the door!” Dani exclaimed. I could tell she was a tad bit embarrassed.

Margie closed the door behind her and stared at what had just occurred a few minutes prior. I sat on the bed with my now semi hard cock wondering what would happen next during this few seconds of painfully awkward silence.

“I was coming up here to find you, but Dani clearly beat me to it” Margie said to me.

(Bachelorette) Party Time [MF]

My phone rings at around 5:00, Dani is calling me. It had been a while since we last spoke and I wasn’t about to answer it now. She was married and had been going through some difficulties with her husband for a few years. I was not eager to get in the middle of anything there. I had a lot of fun with her in the past, but that all seemed behind us now as I thought everything was improving in her relationship. It was the summer in between my sophomore and junior years in college so I was preparing for my normal Saturday night out with some buddies.

I feel my phone buzz again. This time it’s a text from Dani. “Hey, please call me ASAP, I need your help with something,” she wrote. That would have been hard to ignore. What could she have possibly needed from me? Deep in my mind I felt like it could have been something dire, so I called her back.

“Hey, what are you doing tonight,” she asked. “I need a huge favor.”

“No real plans, just hanging out with some buddies, having a few drinks.”

Someone was watching….[MFF]

I had recently graduated from college and an ex of mine, who had moved away, was in town for the summer visiting her brother who still lived here. I hadn’t seen her in years and she was just a few years younger than me. Since she had been back we went out a few times and fucked after one of those dates. She had changed a lot since we had last hooked up and this was our first time fucking. Back in high school she was a gymnast and had the body to go along with it. Great ass and legs, but no boobs. Now Rachel had grown into a woman. Amazing C cup tits and still with that great ass. One night we were over at our friend Erin’s house drinkin and having a good time. As the night died down we decided too all just chill out, sit around and talk. There were about 6 of us all sitting around. Rachel, who was staying at Erin’s for a few days, went and put on some sweats, just to be comfortable. She came and sat next to me on the couch and brought a blanket with her, as it had gotten chilly. The whole night we could barely keep our hands off each other. Under the blanket she got very handsy. She kept it discreet though, so no one would expect anything. After a while we both couldn’t take it anymore. We encourage every one to leave, and when they did, Rachel insisted that we go in the other room because she had to talk to me about something important. We went downstairs to the room that Rach was staying. It was small, basically just a bed and a small couch in it. As soon as the door shut behind me she was all over me. It was only a few minutes until we were completely naked. I couldn’t take my eyes off of those amazing breasts that I had only recently re-discovered. She was obviously infatuated with my now erect cock. She kissed me long and deep. I felt her hand move down towards my dick. She began to gently stroke it at first. This soon turned to a harder grasp. The next thing I knew, she was dragging me towards the bed by my cock. She slipped into the bed and I followed. She kissed me and I caressed her body. She pulled me closer and closer, inching my hard cock towards her pussy. As the tip felt her hole I could tell that she was already super wet. I slid on top of her and shoved my cock deep into her pussy. She let out a deep moan as she felt my member glide in and out her. Suddenly we heard the door begin to open. It was Erin! We had all known each other since high school and Rachel and Erin were like sisters. She did not seem surprised as to what was going on in front of her. It felt to good inside of Rachel for me to stop, but I had to. Erin, surprisingly, insisted we continue. She walked into the room and went to sit on the small couch against the wall. As she walked over she began to undress. Rachel asked what she was doing and she again insisted that we continue. I did not hesitate to go back to kissing the beautiful girl that lay in front of me. When we both sat up to change positions, we glanced over to the couch. To our surprise, Erin, who was a little on the heavy side, was completely naked with her legs spread. As I turned to readjust my position, she caught a glimpse of my large cock. I could tell by the reaction on her face that was turned on. She immediately began to rub herself. Rachel asked her if we should stop. Erin said no, that she wanted to watch us fuck. I wasted no time and got behind Rachel while she faced Erin. I began to pound Rachel from behind and at the same time watch Erin abuse herself. I could her them both moan as I thrust into Rachel’s wet pussy. When I got close to cumming, I pulled out of Rachel and told her I wanted to cum on her tits. We got in good view of Erin and I blasted my load on her chest. It was what put Erin over the edge and she climaxed unlike anything I had seen from a masturbation. Spent, Rachel and I laid on the bed preparing to sleep until the next day. Again to my surprise, Rachel invited Erin to join us in the Queen bed we were already sharing. Erin and her very large breasts climbed into bed next me while I spooned Rachel. Later on, this sandwich would lead to some more fun……

Helping out a friend [MF]

I knocked on Kimmi’s front door and waited for her to answer. I was picking her up to go to a party, but there was something else at work as well. She answered the door the door wearing a short black and white dress. After she greeted me she turned to walk down the hall and I followed. She lifted her dress just enough to show me that she wasn’t wearing panties. How did I end up here.

Kimmi and I were always flirtatious and had begun unintentionally spending more time together. We were both on the board of an organization and saw each other weekly. She would sometimes sit next to me at meetings. I would put my hand on her leg and rub occasionally. She would do the same. It was harmless.