Kelly's Diary 100 - Youth Night Fun - Cover

Kelly's Diary 100 - Youth Night Fun

Copyright© 2024 by Kelly85

Chapter 1: Thinking About Jeremy

Coming of Age Sex Story: Chapter 1: Thinking About Jeremy - I'd known Jeremy for years but at just sixteen he was off-limits - or was he?

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/Fa   Consensual   True Story   Oral Sex  

Wednesday night at the church I attend while at school, as with many churches, is Youth Night. Since my freshman year I’ve volunteered as a youth assistant and have been working with the younger teens, mostly twelve to fifteen years old. Over the years I have watched them grow and mature and it always amazes me when I returned in the fall how much they grown up over the summer.

Now that I’m a junior, some of the ones that were in the older end of the age spectrum when I was a freshman have moved up to the senior teen group but I still try to talk to them and keep up with their activities. One boy who I pay particular interest in is Jeremy, now a sixteen year old senior in high school. His birthday was in late December making him one of the youngest boys in the senior class.

I guess part of the attraction to me was that I couldn’t help but feel sorry for Jeremy at times because he always seemed a little out of place with his peers. Boys are naturally a bit behind the girls anyway at that age but with him being the youngest in his class he was even more so than the other guys. Naturally the girls in his class didn’t pay him a bit of attention and it didn’t help matters the he was more than just a bit on the shy nerdy side as well. He was cute though and with a little help on the wardrobe side and some better glasses I could see the makings of a handsome young man.

Whenever I could paid extra attention to Jeremy, sort of like petting a lonely puppy dog at the pet store. When he was younger he would hug me innocently but I had noticed especially this past year that his eyes were starting to wander whenever I was near him. It was sort of cute to see him squirming at times when I would sit down next to him, trying to hide a growing erection that threatened to push out of his pants. I could just imagine what he did when he went home on Wednesday nights!

The thought of this cute kid jerking his cock as he dreamed of fucking me was a bit of a turn-on for me although there was no way I was going to do anything with a boy his age - not to mention I only saw him at church. Even so, I have to admit that there were more than a few nights when I would go home and start playing with myself as I imagined how it would be to let him explore a girl’s body for the first time in his life.

I’d been back to school about a month now for my junior year. Each Wednesday night I would pass Jeremy in the hall and say hi to him with a smile on my face. He never failed to blush but I noticed that didn’t stop him from staring at my chest. This past summer he had obviously gone through a growth spurt and he was now several inches taller than me making it easier for him to look down my blouse now - something he took advantage of especially when I made sure it “accidentally” opened up when he was near. It was like a game for me and while I enjoyed attention and the thrill I got from his responses I never imagined anything would ever actually happen between us.

I guess I should explain that a bit further so people aren’t confused. I was fourteen when I gave up my virginity to a sixteen year old boy. Since then I pretty much have stuck with boys and men older than me - in some cases a LOT older than me. The only times I’ve had sex with boys younger than me when I was younger as well so the age difference wasn’t all that much.

Since turning eighteen I’m more conscious of the responsibilities that come with that age and have had sex with a guy under eighteen only once and that was my cousin’s boyfriend. I actually prefer older men as they treat me so much better than young guys do and it’s even better if they are married - something most young guys aren’t.

Looking at the boys I work with then I baby-sit or teach at church sometimes leads me to fantasize but that’s all it is - a fantasy, even if some of them DO get pretty intense at times. My goal is to be a teacher and getting caught or even arrested for being with a minor doesn’t exactly look good on the ol’ resume!

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