I originally posted this story from another account, which got restricted and I later shut down. Here goes:
This happened about ten years ago. My mother had just married a Jamaican man and he decided to bring us down there to meet his family.
I was a skinny 23-year-old, but I wasn’t bad to look at: 5’11”, medium-brown skin, easy smile, dark brown eyes. We met my SF’s sister, her daughter, and her granddaughter. The daughter and granddaughter were aunt and niece to each other, and fairly close in age. They were both attractive, but it was the granddaughter I ended up gravitating toward: 20 y.o., about 5’7”, BBW, nice big tits, bright smile, about the same complexion as me. She had a shy, naive, girl next door quality about her that I liked, and she seemed to like my sense of humor, so we ended up getting along pretty well.
The day before we returned to the States, my mom and I went shopping for souvenirs. I bought the GD earrings and a shirt in her favorite color (lime green), hopefully so that she’d have something to remember me by. Well, it turned out that wasn’t all I’d end up giving her.
That night, we stayed up talking in her room. I should mention before I go any further that in those days I fancied myself a ladies’ man, and literally carried condoms everywhere I went. It sounds silly, I know.
Anyway, GD asks me to turn out the light, “because [she didn’t] think we’d need it.” I was a little confused by the request, but did it anyway, and came back to the bed where we were both reclining and talking. She had romantic music playing, and I suppose knowing that it would be a while before we would ever see each other again, decided to throw my reservations to the wind and kissed her. She stiffened, I guess, from surprise. She didn’t say anything, and I took her not slapping fire out of me as a sign that I should do it again. The second kiss still got no reaction. The third time was the charm; she gently placed a hand on my jaw and kissed back.
I rolled on top of her and started kissing her in earnest, running my hands up and down her curvy body. She responded in kind, and did her best to keep quiet when I pulled down the top of her lingerie and started sucking on those glorious tits of hers. Next the panties came off. She didn’t shave, but I didn’t care. I dove in and ate her sweet pussy. She didn’t have a scent, which was odd to me. When I came back up and she reached into my pajama pants to grip my dick, I remembered the condoms I’d brought, so I broke the kisses to go get them.
I came back, stripped down and strapped up. She helped guide me in and I went slow. She was so hot to me, and the last thing I wanted was to cum too fast. After a few minutes, she asked me to flip her over and fuck her doggystyle.
Pounding her from behind was amazing. She let me pull her hair, but since I couldn’t spank her without waking up someone in the house, I had to settle for squeezing her ass instead. She moaned her encouragement as I left her ass and reached forward to grab her huge tits.
I flipped her back on her back and put her leg on my shoulder. She grabbed my ass and pulled me into her, showing me how hard she wanted to get fucked. I gladly obliged and was soon rewarded with her whispering “I’m cumming! I’m cumming!” She tensed up, then relaxed. For my part, I couldn’t hold back any longer. I exploded into the condom, filling it with cum.
After I pulled my dick out of her, I flushed the condom, put my clothes back on, kissed her and went back to my room to sleep.
The next day, before my mom, SF and I left for the airport, GD and I talked. She told me I was the best she’d had in a while (go me!), and I told her I hoped that she could come up to visit us. I knew I’d never forget her. Beyond being a damn good lay, she was nice to spend time with.
Unfortunately, my mother’s marriage didn’t work out, and she and I fell out of contact. We never saw each other again.
Source: reddit.com/r/gonewildstories/comments/9u5cso/the_night_i_planted_my_flag_in_jamaica_mf