She cured me of sea sickness [MF]

So I have written about Jen and I before. As a recap, her and I worked together and started hooking up on a business trip. She is about 5’3″ with dark hair and a smokin body. She is skinny with amazingly toned legs and an amazing ass to boot. Not big boobs by any stretch of the imagination, but very perky and round.

It had been a while since we had hooked up. We had just sort of grown a little apart and weren’t working together as much in the office. It mostly had to do with her desk getting moved across the office indtead of right next to mine. So one day I come into the office and I see familiar face back at her old desk. It was nice to have my friend to talk to close by again. We quickly caught up about what had been going in our lives over the past few weeks. She said its a good thing she got moved back over near me. She was taking out a friends sailboat and wanted to know if I wanted to join. I dont know anything about sailing, but it was going to be a beautiful day and I hadn’t spent time with Jen in a while, so obviously I agreed.

First time for everything [MT]

So Jess and I met in high school during some youth group stuff. We had an instant connection. She was very quite and reserved, but on her own she was wonderful. At that age we only kissed, but we both wanted much more.

We kept in touch over the years and chatted all the time. When we both got to college we tried to meet up at some point and give in to all of our urges, but we didn’t get a chance to. We sent pictures back and forth to each other and watched each other mature through the years. By the time she graduated college (2 years before me), she had put on a little weight, but still had a face that was cute as ever. She was about 5’4 with brown hair and like a said, a little chubby. She had always had big boobs, but now they were absolutely enormous. We had phone sex and would write each other sexy stories. It was always nice to come back from class and see an email with a story from her.

Most anticipated sex ever! [MF]

Courtney and I had known each other quite literally our entire lives. Our parents were best friends and introduced us very early on. We lived in different cites so we didn’t see each other that often. But as we got older and social media began to come into existence, we kept in touch.

So fast forward to just before my senior year of college. I had lost touch with Courtney over the years and one day a friend request from her pops up on Facebook. It had been a while since I last saw her, but she had really turned into a beauty. Court was about 5’ tall and very skinny. Not much at all in the way of tits, but she had a nice round ass that sprouted to skinny little legs. She had nicely tanned skin from living in New Orleans and dirty blonde hair. So we reconnected and started talking all the time. She was just getting ready to go off to her freshman year of college in Florida. So we talked all summer. I even got to see her in person when her and family came in for a week to see family. We were able to sneak away and kiss for a little while. It was incredible. After all these years we had built up a great bond.

Reconnecting with a friend’s sister [MF]

Growing up I had a few really good friends that lived in my subdivision. We all went to elementary school up through high school together. As things go, we mostly all grew apart into college and adulthood. Specifically, my best friend in the group was Nate. He lived a few houses down from me and had a sister that was 2 years younger than us. Obviously as we got older, I began to pay more attention to her and her to me.

Andie was always a cute girl. She was a little on the chubby side with great tits and a cute face. I always thought she was cute and would have loved to get with her. But, I never did because of my friendship with Nate.

Helping coworker move results in threesome [MFF]

I had worked with Katie for about a year. We had become pretty close. She sat right across from me and we chatted a lot throughout the day. She was normally the type of girl I would be attracted to, dark skin, a little on the heavy side, but a huge ass. She was in pretty good shape, but her ass and lower half were big. For some reason she seemed so sexy to me. Anyways we became pretty close.

On a business trip that we were both on earlier in the year we got drunk and fucked in the hotel room. I told that story on another account I had so feel free to check that out.

Anyways, one day another girl we worked with who named Sarah who Katie was really close with mentioned that she needed some help after work moving some stuff into her new apartment. Being that it was close to the office and she was Katie’s friend, of course I volunteered to help. Katie was a short blonde, with a heavy build, but very curvy. She had nice toned legs and enormous tits. She was kind of a stand-offish girl, but sweet when I got to know her.

[MF][MF] My friend’s curiosity got the best of her.

So years ago I dated a girl named Jessi. She was my first real girlfriend. She was about 5’1”, with light brown hair and an athletic body. Not great tits but a nice ass from playing softball and great athletic legs.

We were basically each other’s first for everything. We had our first kiss together in my friend’s backyard. Hers were the first boobs I got to see and feel up close. She was also the first girl to touch my cock and she was also subsequently the first pussy I ever touched as well.

So we dated for about a year then things fizzled out and we dated other people. A few years later we rekindled and left off right where we had started. Only this time, we had matured a little bit. We were both ready to take the next step in our relationship. We had both given and received oral at this point and had spent much time naked rolling around in beds. Now the time had come to seal the deal. We planned something out. I went to get condoms and I went over to her place.

Not the way I thought I would lose my virginity [MF]

I was a bit of a late bloomer. I had girl friends in high school and hooked up with girls, but never took it all the way. That is until the June after I graduated high school. So I’m honor of the 15th anniversary of the event, here’s how I finally lost my virginity.

Lizzie was a girl I had known for a while. We were youth group together and had a class together at school. She was about 5’2 with blonde hair and perky C cup tits. We flirted a lot. She was good friends with a girl Rachel that I had dated, so I never saw her as anything romantic. That was until a day when I drove Lizzie home from school. She had on a red spaghetti strap shirt on with jeans. It was also quite obvious that she was without a bra. We pulled up in front of her house and I leaned in for a hug. We hugged goodbye for a second, then something came over us. We looked at each other and immediately started to make out. As hardcore of a make out as I had ever had. My hand quickly wandered and pulled down her shirt to reveal her tits. She has beautiful pale white tits and pretty pink, quarter sized nipples. She then quickly unzipped my pants and jerked me off.

A reunion turned sex party [MFF]

My friend Richard and I had been friends for a long time. We both went through awkward phases and hoped to one day get some girls. Fast forward to our junior year of college. We had both gone out of state for school and were enjoying hanging out again in the summer. He always had a knack for bringing hot girls over to Hangout with.

One night he called me to come over and hang out at his parents who were out of town. I grab some beers and head over to his house. When I get there I ring the door bell and no one comes to answer the door. After a few minutes I walk back to the backyard and see Richard sitting in the hot tub with 3 girls we went to high school with; Sarah, Amanda and Jenn.

Sarah was a brunette, a little on the heavier side but cute. Amanda was short, with short dirty blonde hair and big tits. Jen was a skinny red head with a sneaky great body. What I mean by that is she didn’t flaunt it too much, but she was tight in the all he right places and full in the others.

Reminiscing turns into more [MF]

I met Tuesday at my second real job out of college. She was a blonde, about 5’1” with a great ass and perky tits. Oh and by the way, she was about 15 years older than me! She looked much more like 28 than 38. We only worked together for a few months, but we flirted quite a bit. She was married at the time, so that’s all it was, just flirting.

Fast forward 3 years. We had both moved on to new jobs and had not really kept in touch. Then we bumped into each other at a coffee shop. We caught up for a few minutes waiting in line. Just basic catch up stuff nothing too deep. I had to run but mentioned that we get together and get coffee together soon. A few days later I text her and say that we should get together. She says she free the next day, so we agree to meet in the early afternoon.

What did I just stumble into? [MFF]

So following my previous story, Jen and I’s relationship went back to how it had been before the trip. We had perfectly professional relationship, although not without some occasional flirting. There was nothing awkward or anything, to my relief. With that being said, I was still interested in her and hoped that we would have a second go around.

Fast forward a few months and Jen invited me and some other people to go out on her boat. It was a beautiful sunny day, but not really warm enough to go swimming. So we basically just went out on the boat to drink. Jen was wearing short white shorts and a pink Oxford shirt. Her cute round tits putting a gentle strain on the buttons on the shirt. I didn’t really know any of the other people that showed up, except for one girl. Rychee worked with Jen and I. She was in her late 30s ( so about 5 years older than Jen and I) and was recently divorced. She was about 5’3 with great legs and a really pretty face. I talked and drank with Jen and Rychee for a few hours on the boat and we decided to head back.