So there’s a guy I went to high school with (we’re all in our 20s now) who was a few years below me. I never paid him much attention seeing as he was younger, but he was friends with my sister. I haven’t seen him for for many years, since school. But a couple of nights ago I went out for drinks with my sister and a few of her friends and he was there. Well, he grew up hot!
A few drinks in and we were clearly flirting with each other, he confided that he’d always had a crush on me in high school and asked if I’d felt the same. I was honest with him and told him I hadn’t really noticed him in school, but that I thought he was hot now!
I said that and placed my hand on the inside of his thigh under the table. I slowly moved my hand up his leg, until I could feel his cock through his trousers. It was starting to get hard. Everyone else around the table was chatting amongst themselves and not paying us much attention. I started moving my hand over the hardening bulge. Tracing the outline with my fingers. He was squirming in his seat, trying to keep his cool and look normal.
When the bar closed everyone was saying goodbye and he and I said something about going in the same direction and left together. We went back to mine and as soon as we were through the door I had him stripped naked and on my bed. I climbed on top of him and started rubbing my wet pussy against his hard cock. I quickly rolled on a condom and slid myself down on top of him till he was deep inside me. He grabbed on to my hips and started moving me up and down on him. A hand reached up and grabbed one of my breasts, teasing my hard nipple.
He was mumbling about how hot I was and he didn’t last long. Soon he grabbed me tighter and his thrusts became faster as he pumped his load inside me, groaning as he came.
I hadn’t cum yet, so I told he was very naughty for cumming before I had. He looked kinda sheepish and mumbled that he was sorry. I slid myself up and off his cock. Then, while still straddling him, I told him to put his fingers inside me. He did as he was told and I started playing with my clit with my own hand while grinding against him.
Soon I was ready to cum as well, just before I climaxed I told him to slide one of his fingers inside my asshole. He went a bit red but did as he was told, and soon my body was convulsing as I orgasmed and left a wet patch of my juices on his chest.
Source: reddit.com/r/gonewildstories/comments/sm30f7/i_hooked_up_with_a_younger_guy_i_went_to_school
God damn, this was my constant fantasy in high school… I didn’t hit my growth spurt until much later, and I always fantasized about meeting my classmates later in life and hooking up. Thank you for sharing this, it’s good to know it can really happen!
This is super hot! Still waiting for this to happen thou