Author: strangerfantasy

[MF] How many times??

When I was 19 and in college, I was dating a female friend who was 22. We had known each other for about three years by then I guess, and I had gone to school with one of her younger cousins. We had flirted a lot even when we were seeing other people, so when we both wound up single we decided to see if we could make something work for us.

Jenny was taller and bigger than I was, especially then. I’m 5’8″ and have a lean runner’s build but she was almost 5’11 and super curvy — very voluptuous with long dark curly hair down to her waist to go with her dark brown eyes. This girl had a body like Jessica Rabbit and a sexy flirty smile she would flash to get her way. And if I didn’t give in right away, she would just lean in with those 40F tits (!) and rub them against me as she nibbled my ear and my neck until I did she wanted. We had a lot of fun when we were dating and then off and on for a couple years after. Read more »

[MF] Under the stars

Another story with an ex-girlfriend, when she was 20 and I was 23. Check my profile for other stories as I add them. Reposted to fix the improper tagging.

We went to a late dinner that summer night with her best friend, Melissa, and Melissa’s boyfriend Mark. Melissa and Rebekah had been friends since kindergarten, and by this point we had all known each other for about two years. Mark and the girls had gone to high school together

I was sitting across from Melissa with Rebekah next to me, all four of us sharing a cramped diner booth as usual. All through dinner the girls were teasing both of us guys with lots of leaning in over the table to give us “accidental” views down their shirts. Lots of incidental touching and suggestive glances.

Rebekah knew I thought Melissa was hot and had teased me about it in private more than a few times in the past. I had a weakness for pale, freckled redheads, like a lot of guys, and since Melissa always tried to push my buttons, I’m pretty sure Rebekah had told her that at some point. No matter how much flirting happened though, we all knew who was going home with who, so we were okay with it. Read more »

[MF] Me (then 23M) and my gf (then 20F) had a wild night with her sister (18F) in the next room

I was 23 when I was seeing this cute 20 year old artist in New Jersey. She was a short brunette with a curvy body, super playful in bed. Gorgeous DD tits that she loved using on my cock or sticking in my face every chance she had. She was super fun.

We were at her parents house one weekend while they were out of town when her sister unexpectedly came home from staying at a friend’s house on Saturday. We didn’t hear when she came in because we were having sex in the shower, so we were startled a little by the loud knock on the bathroom door.

“Fuck your boyfriend in your room so I can take a shower!”

That made us laugh but instead of stopping, my gf pushed back against me so my back was to the wall and kept going. “We were here first You can wait!”

She bent over all the way and reached back with one hand to play with my balls as she was grinding against me. In no time I was pumping a heavy load into her and couldn’t stay quiet about it. Read more »