Schoolboy Stories

1,773 results
Orientation
Length
Source
Infinite Scroll

One Sunny Day Ch. 01

by LsHvFun on Sep 13, 2017
Erotic Couplings

It is so lovely here this time of year! I have envisioned this day for a long time now and so have you. Will you like what you see? Will you be excited? I know that I most certainly am! I feel like a little schoolboy anticipating summer vacation or a trip to the creek. All of my nerve endings are sensitized. She arrived before me and is inside the cabin wait...

A Proposal Pt. 01

by ChopinLover on Dec 24, 2019
Erotic Couplings

So this story begins when you read that letter I wrote and, after mulling it over for quite some time, decided you might like the idea. Of course, it took a little while longer before we could arrange our little experiment, but I think we'd both agree now that we've been able to stretch our imaginations and quality (and quantity) of pleasure far beyond what...

Breakdown

by 1kara on Jul 6, 2020
Transgender & Crossdressers

It could have been a perfect evening. Earlier, I had taken a long, luxurious bath and gotten myself completely smooth and silky. I spent 45 minutes on my nails, painting them a robust "Romantic Red" with luscious lips to match. A black and white polka-dot bra and panty set came next and then I rolled on a pair of silky, sheer stockings that made my legs loo...

Toy Boy Ch. 01

by high_heels_lover on Sep 13, 2017
Romance

I wanted to try a different perspective for this attempt. Plus this takes things much slower, and is about as realistic as I could make it, whilst staying in the "erotic" genre of course. My initial thought was to write this as a two-sided "he said, she said" type thing, but I got too engrossed in the one side of the story, and so never bothered with the oth...

They Met at a Wedding

by 4uaw1 on Sep 17, 2017
Mature

They met at her father's wedding. Ann was dressed in white silk. White silk camisole, panties, socks even. The soft silk caressed her as she walked into the registry office. Her erect nipples felt every step and protruded out of the dress so while many in the congregation had their eyes on the bride, over half were centred on her chest. The tiara shone ine...

That's Not For Sale

by wineryguy on Sep 16, 2017
Romance

I turned around to see where the voice was coming from and there stood women of rare beauty with the most striking blue eyes. I said, "I was just admiring the statue" and was going to pick it up to check the price. She laughingly said, "I'm sorry that one is not for sale it was put out here by mistake." I shook my head and said "too bad" because I was a big...

Initiated at Work

by Terry19 on Sep 12, 2017
Fetish

This story took place in my first job on leaving school. I had started work at a garage and was terrified of the stories I had heard of what the mechanics did to the new apprentices. I spent the first few days nervously looking over my shoulder, expecting to be grabbed and have my balls greased; at the very least. I was a very shy eighteen year old, with no...

The Honeymoon's Over Ch. 01

by Pokerman757 on Jul 18, 2018
Loving Wives

Meryl wandered along the beach in front of me, the cheeks of her fulsome backside squirming inside her bikini bottoms with each step, her long brown hair cascading down her back, almost touching the enticing cleft of her buttocks, barely revealed by the skimpy swimsuit bottoms. I was in heaven, and could not have been happier, following the love of my life...

Julia the Air Hostess Ch. 01

by Mrzxcvb on Apr 4, 2018
Exhibitionist & Voyeur

Julia, the air hostess view 1 So there I was in the early sixties, a spotty faced schoolboy sitting at the dining table minding my own business. My mother was in the kitchen when there was a knock on the kitchen door. It was Julia. She was the daughter of our rather posh, prim and proper neighbours. Julia was in her late twenties and was, in my eyes extr...

Sigma Delta Gamma Ch. 16

by angel13 on Sep 16, 2017
Celebrities & Fan Fiction

The end of days of the year was coming. Angel decided to have all his friends over and his girlfriend Buffy to join the festivities of ringing in a new year. Angel had promised his mother that she’d meet Buffy. He also hoped that sister wouldn’t pull any tricks while Buffy was around. It was like she knew that Angel was talking about her and entered the room...