[M]e and Mandy Part 1 [M25/f18]

When a friend of mine recommended an eighteen-year-old girl for one of the two rooms I was subletting, I was skeptical but he assured me she was mature. He told me she had worked with him as an intern during her last semester in high school. I needed the cash so I trusted his judgement sight unseen. How much trouble could a girl who was going to double major in philosophy and political science be.

When she moved in I remember seeing her big head of curly blonde hair and her cute made up face and thinking that she wasn’t the nerdy girl I’d expected. She acted like a prissy little princess, but lacked confidence, so she came off immature and awkward.

The first night I had some friends over, and she came downstairs all dolled up and looking much better than she had earlier. This was mostly because she wore a low cut top that put her substantial cleavage on display. Of course my friends hung on every word as she claimed to be a brown belt in Taekwondo, a good tennis player, and a sexual dynamo who preferred older guys. She even bragged about the way she’d handled her ex-boyfriends big dick.

College Sex [M/F]

I was a twenty-year-old virgin, and it was starting to get me down. I could give excuses like I was focused on baseball, or there weren’t many girls in my neighborhood but the truth was I was afraid to talk to women. After two years of community college I finally left home for a major university where I played baseball. I figured I’d get my cherry popped there for sure. It wasn’t as easy as I had thought it would be. The school was sixty percent guys and most of the social scene revolved around fraternities.

My best friend and teammate Brad was a stud in high school but he struggled too. He had a crazy but hot ex named Jen from high school who he was trying to turn into a fuck buddy. One day a few weeks into the first semester Brad came to practice pissed off. “Steve, cock-blocked me. I finally got Jen to come to my room and Steve barges in and says ‘you wouldn’t believe what just happened.’”

I’m thinking yeah whatever dude you should have never broken up with her, she’s in a sorority and only dating frat guys. “How’d he cock-block you?”

(M)ore o(f) my misspent youth.

This story follows up a story I wrote a few months ago.


I’d been in a relationship with Sara for a year before we split up. Sara was fun in bed but public sex was her thing. It turned her on to think we might be caught in the act. She loved fucking in her little red Toyota MR2. I’m six-one so her petite body was the only thing that made it possible. She had places to park all over the DC metro area, but we had car sex mostly in Northern Virginia where we worked.

I remember spending the night at her parents house. I slept in the guest room but in the morning I went to her room, she insisted we leave the door open which was one of her parents rules. She said, “Keep your clothes on then lay behind me on your side and we’ll spoon. I’ll slide my pajamas down and you pull your pants down.” It wasn’t great sex, I’d have liked to tear off her clothes and had her bounce on my cock. Later we went for a bike ride and fucked in a field just out of sight from the bike path, it was fun but really not very comfortable.

Part o(f) (m)y misspent youth.

Most of you would probably consider me an old fart because I’m nearly 50. As a old coach I had once said “I may be old but I still get morning wood” so there’s that. This story is from the early 90’s when I was a young hunk of a man who didn’t know how good he had it, and didn’t take advantage of his assets as much as he should have.

I’ll try to describe myself as I was for the ladies. Young looking white guy with medium length wavy brown hair decent chin and large but not crazy large nose, a relatively ordinary face all in all but nice blue eyes for you to stare into… At the time I was riding my bicycle 25 miles from my house downtown to my job in the suburbs so I was told I had a world class ass. Bike riding wasn’t and still isn’t that cool so I’d say I was could be considered somewhat in the geek spectrum. I’d played division 1 baseball in college and I lifted weights so my upper body was decent as well but I was no adonis. I was fairly evenly proportioned so from a distance I didn’t look tall but I was 6’1”.