Tag: High School

A High School Reunion of Sorts [MF]

I was home for college after my first semester, and decided to stop into the local Diner I used to hang out at with my friends in high school. The waitress looked familiar. I couldn’t place her at first until after she recognized me.

Amber was a few years ahead of me in high school. She had always been a bit on the “thick” side, but in the years since I’d last saw her, she had grown a bit chubbier. This is not an insult: she wore the weight well, it suited her. And to be crass, her weight gain suited me too: her ass was wider, her breasts looked maybe a size or two larger. Her hair, naturally auburn brown was now dyed black, curled and shoulder length. I had a bit of a thing for her in high school. She was heavily involved in the Drama Club, and I guess my thing for super-outgoing, curvy brunettes started early.
Her manager had already gone home for the night, and business was slow, so she invited herself to sit at my table. We caught up for maybe an hour. I knew that she had a kid shortly after high school, but other than her son, she seemed to try to avoid questions about her personal life. That should have been a clue. the other clue should have been when she first came over to say high. I saw her put something in her pocket. In hindsight, it was probably a wedding ring. Read more »

Magnum Mike & The Pinkie Dick [FM]

My wife wrote this. There’s some follow up about some of her future experiences with Mike on our blog at: http://relationshipgoalsxxx.com/magnum-mike-and-the-pinkie-dick/

My first major relationship began when I was 19 and lasted almost 3 years. While its end isn’t particularly pertinent to this story, I feel the need to tell you that he, a grown ass man, cheated on me with a 14 year old. Anyone playing those games needs to be put on blast, but still, it’s neither here nor there. The most important player in this saga is the rebound guy. We’ll call him Mike.

Mike and I had known each other for years. We attended high school together, and our group of friends occasionally intersected. He happened to be working at the convenience store where I stopped to purchase my post-break up ice cream after ending the first meaningful relationship of my life. I explained what had just happened, and he almost immediately asked if I wanted to go out sometime. This was in my hot mess days, so I thought nothing of the inappropriate timing. We made a date and stuck to it. Read more »

On the way to Sturgis ’05 [MM] [MMF]

Back in 2005, I was divorced, I wasn’t dating, I was in the swing of enjoying every moment of being bi, and in my early 30’s. I was in the best physical shape of my life, making good money and had just about everything right where I wanted it.

Except I was working 7 days a week on a regular basis, 12 hour shifts. That’s where the “good money” was coming from.

My relationships at the time were more or less hookups off of the internet or some random stuff. I went through condoms like they were going out of style. There was a lot of fun, but nothing I’d call worth furthering.

I made a really top-shelf decision one of the first weeks the snow had melted in Southeastern Wisconsin, and bought a motorcycle. (please, read that with a voice dripping with sarcasm) Wisconsin has this wonderful habit of showing you this little sliver of Spring after horrid Winters, tantalizing you with the idea of what the heat would bring, then utterly shitting on you with a 3′ blizzard. Read more »

[F]riends girlfriend likes to share with [M]e

New to this subreddit but its amazing!

Anyway within my group of friends there is my friends girlfriend Sarah. She if the type of girl who craves for attention and tries hard to be one of the guys. It makes her have a hard time fitting in with the groups girlfriends but since she’s pretty the rest of my guy friends love it.

Sarah is 5’4, brunette, brown eyes, C-cups and rather small butt with pale skin. we became close friends rather quickly, I only assume because she was attracted to me and bored.

We did the usual text back and forth for a while until it turned sexual. Sarah would often complain in a very playful way that she wasn’t sexually satisfied. I would generally steer away from the conversation of her fucking my friend because I didn’t want any drama. Curiosity got the best of me and we began talking sexually, mostly discussing past hook ups and I would update her on my latest hook up. One of her best stories She told me that once in high school she gave a senior a blowjob by the stairs, he came without telling her and popped a shot in her mouth causing her to pit it all over her shirt. She had to borrow a shirt from a friend and throw her top out. Got hard listening to that one Read more »

My [FF] [FM] Freshmen Roommate Part 3

I wanted to write this earlier, but I’ve been on vacation with my parents so I’m writing this from my phone. There is a lot of background information but I hope you still enjoy it!

The semester went by and Emily and I kept our ongoing hooking up a secret. We had a understanding that we would go out together and have fun and meet guys but if we didn’t meet anybody we really wanted to take home we would go back and get each other off if either of us wanted it. It was fun and it was easy and I was starting to embrace my sexuality and felt more comfortable in bed with her.

I learned what got her off and how she liked to be fingered while I licked her clit. I learned she liked to be bite rather then kissed and I went with it. The weekend before Thanksgiving she asked me if her high school boyfriend could be visit. It was annoying because I had midterms but I told her sure. She told me he was the only person that knew about us. I was a little bit shocked she told anybody because I didn’t tell a soul. Read more »

What If We Got A Bit More…Serious? [FM] [girlfriend] [vaguely msubby to vaguely mdommy] [impreg] [make her your wife] [bit of an age gap] [dirty talk]

Allie had, since her youth, always wanted to be a wife and a mother. She looked up to her stay at home mom, wanting to do just as good of a job as she did. Naturally, as she matured, so did these desires. Every boyfriend she had, every crush even, would eventually manifest in her mind as her husband and father of her children. This craving she had had driven away the only serious boyfriend she had. However, it was a dream that the nineteen year old couldn’t wait to realize.

If it hadn’t been for her parents pressuring her, she never would’ve even wanted to go to college. But after high school, the teenage suburbanite packed her things and pursued higher education in the city. Allie had no idea what she wanted to do, but a friend she made was majoring in business, so she went with that. After all, a career was not exactly the dream she had in mind. Her classes mostly went over her head, as she day dreamed about literally anything else during school. Nothing a professor would ever say could get her attention, and if it weren’t for friends occasionally helping her out, she would not be maintaining her C average. The blonde was easy on the eyes too, so the brainier boys didn’t seem to mind holding her hand through her schoolwork. Read more »

x-post from r/erotica: Pool Time (mfMf) bi, oral [NSFW]

Pool Time It was a sunny afternoon at the community college campus pool; when the topic of discussion came to oral sex, the three fresh out of high school kids looked to me for the answers to their misconceptions, because I was older, a whole 5 years older. Kimi, Mika, and Toshi had all gone to school together, and are now taking a summer class, and getting credits at the college campus pool, where they met me.

Kimi asked me what guys liked to have done to them down there, Mika gave me a funny bashful look and Toshi tried not to pay attention to Kimi’s question; it came out later he has had a crush on her throughout high school. Seeing Toshi’s discomfort I replied by asking if she had ever gone down on Toshi, or any guy for that matter. Now Toshi blushed. Kimi confessed to never seeing a penis in the flesh, let alone going down on a guy; Mika nodded with a sympathetic response. Toshi tried to brag by saying a girl has gone down on him before, but after a few minutes of badgering by the girls Toshi admitted to never have received a blowjob. I suggested for my young friends, after swim class, go back to my place to answer Kimi’s question. Read more »

My first time with another girl [FF]

I met Kyra at a club meeting for our honors program in college. She was the coolest girl in the room – and I was dying to impress her. She had short dark hair, tall with a fit figure. She had an engaging personality – made everyone want to be her friend.

I have always been shy and was never very popular in high school. I had a few close girl friends and dated a couple guys, but still pretty inexperienced. So when Kyra started taking to me, it never even occurred to me that she might have been flirting. I was glad to have made a connection with someone and thrilled when she asked me to chill in her dorm room after the meeting.

We spent about an hour gossiping, laughing, and getting to know each other. I told her about my family, life in the small town I grew up in, my favorite novel. She told me about the Econ TA she was having sex with. I didn’t know what to say, although secretly it turned me on to imagine her fucking anyone. Read more »

After Swim Class- (MMFF) [NSFW]

Pool Time
It was a sunny afternoon at the community college campus pool; when the topic of discussion came to oral sex, the three fresh out of high school kids looked to me for the answers to their misconceptions, because I was older, a whole 5 years older. Kimi, Mika, and Toshi had all gone to school together, and are now taking a summer class, and getting credits at the college campus pool, where they met me.

Kimi asked me what guys liked to have done to them down there, Mika gave me a funny bashful look and Toshi tried not to pay attention to Kimi’s question; it came out later he has had a crush on her throughout high school. Seeing Toshi’s discomfort I replied by asking if she had ever gone down on Toshi, or any guy for that matter. Now Toshi blushed. Kimi confessed to never seeing a penis in the flesh, let alone going down on a guy; Mika nodded with a sympathetic response. Toshi tried to brag by saying a girl has gone down on him before, but after a few minutes of badgering by the girls Toshi admitted to never have received a blowjob. I suggested for my young friends, after swim class, go back to my place to answer Kimi’s question.  Read more »

The Cabo Maid [mf]

My freshman year in college my family took a vacation to Cabo. The resort we stayed at was really nice, it had villas at one end and a separate hotel at the other. Being a family of 5, we were in one of the villas which didn’t have maid service, which who knows why my mom would be a fan of cleaning for everyone even while on vacation.

So the hotel was a couple minute walk down the boardwalk. There they had the big pool with the swim up bar, the slide, and the rest of the fun stuff. So for the week we were there, we spent most of our time at that pool or down at the beach.

Sleeping on a sofa bed in a two bedroom room with 4 of your family members leaves you absolutely no privacy, so a couple days in I was getting really horny, and spending days at the pool watching women walk by makes it no easier. Nor does having only a few girls my age either. Read more »