This happened when I was 19, but recently I was reminded of it and thought it would be hot to write it out.
My family and I went on vacation to an all-inclusive resort in Bermuda with some family friends. I’d always had a crush on their oldest son (I’ll call him Alex) who was 26, but figured he’d never be interested in me because of the age difference. Of course, that didn’t stop me from trying to catch his attention.
I wore the tiniest bikinis I could find while I stretched out on lounge chairs and played volleyball. I ate ice cream like I was auditioning for a porno, “accidentally” dripping it on my chest. I definitely got some looks from other guys but Alex seemed oblivious. He even ignored the little sexual innuendo jokes I’d sprinkle into conversation. I was starting to get a bit of a complex.
On our third night there, we were all playing cards and it was getting late. Everyone kind of slowly dispersed, going to sleep one by one until it was just me and Alex left. I expected him to call it a night too, but he stayed.
As soon as we were alone, his demeanor changed completely. He was looking me up and down and not trying to hide it, and he sat really close to me. He was a good 6 inches taller than me, so he was looking down on me with a great view of my chest. We made small talk for a little while, but the tension was palpable. At one point, he put his hand on my leg and I think I gasped a little out of excitement.
“You’re driving me crazy, you know. I see what you’re doing,” he leaned in like he was telling me a secret.
All I could do was giggle and feign ignorance, but Alex didn’t care.
“I want you, bad. But our families are here and you know they’d kill me,” he continued with a smirk, like it excited him.
My heart sank. I started to respond, fumbling over my words, but he interrupted me.
“So we have to be careful.”
My mind was racing. He asked if I wanted to go for a late night swim, and walked me to one of the more secluded pools. It was really dark at this point, just the pool lights and a few low walkway lights still on, and we were alone. I remember how loud the frogs and bugs and birds seemed with no one else around. He took his shirt off and jumped in, motioning for me to follow. I peeled off my little dress to reveal a bikini that just barely covered me, and slowly waded into the water, suddenly feeling a little shy.
That feeling passed when Alex grabbed me by the waist and pulled me close to him. I wrapped my arms loosely around his neck with my chest against his, and he pulled my legs around him under the water, hands resting on my ass. He told me I had an incredible body and that he’d gone back to his room and jerked off thinking of me every night so far. He was especially fond of the way I licked my ice cream, and I told him I was imagining licking him instead. I couldn’t believe this was really happening, that it was really me saying filthy things to Alex, this hot older guy.
We started making out and I felt a little tug on my bikini bottoms, realizing he’d undone the strings. He slipped it off and tossed it to the side of the pool. I kissed him passionately, grabbing onto his hair and his neck. Suddenly, he was lifting me up, sitting me on the edge of the pool. He pushed my legs apart and kissed up my thighs.
When I felt his tongue penetrate me, I moaned, praying no one heard. He licked and sucked me like I was his last meal, making my toes curl, and before long I was quietly whimpering that I was about to cum. I covered my mouth with my bikini bottoms while an intense, shaking orgasm took over my body. Getting eaten out by him only made me hungrier for his dick, so I undid my bikini top and told him to take his bathing suit off.
Alex laid on a lounge chair, and I climbed on top of him, slowly lowering myself onto his cock. I couldn’t help but moan as he pushed into my tight little entrance, he felt so good. I started slow, grinding my hips in a circle and running my nails over his chest. He grabbed me by the waist and guided me up and down on his cock, slamming me down on him faster and faster. The way he watched me ride him and talked about how much he’d wanted this drove me wild.
When he was close to finishing, I climbed off his dick and took him into my mouth, licking his cock just like I licked my ice cream earlier. I made lots of eye contact and used my hands on his shaft and balls. It was one of the most enthusiastic blowjobs I’ve ever given, I was just so turned on to be sucking Alex off. I loved seeing him gripping the armrests of the chair as he came down my throat, his whole body twitching. When I swallowed with his dick still in my mouth, he let out a low moan.
“Goddamn, Lessi,” he breathed afterwards, stroking my face.
We got dressed and walked back to the hotel, but before we got there he roughly pinned me against a nearby wall and kissed me. He squeezed my tits, running his thumbs over my hard nipples.
He whispered in my ear, “God, I want more already.”
“I know. Me too,” I breathed as we kept walking.
The idea of Alex being so hungry for my body made me horny 24/7. I kept teasing him during the days and we kept finding ways to fuck without our families finding out every night. I’m happy to share more from this trip if y’all are into it! Just thinking about it again got me so wet.
Also, I write custom erotica! Check my profile for more info.
Source: reddit.com/r/gonewildstories/comments/v0jh2c/seduced_an_older_family_friend_on_vacation_fm
Definitely write more!
Absolutely more, please!