Captions Stories

249 results
Orientation
Length
Source
Infinite Scroll

Woodstock 1975

by gunhilltrain on Sep 5, 2018
First Time

[This was my entry in the 2018 Summer Lovin' contest. I lightly edited it in December.] Freedom of the Press When I was twenty-years old I decided to use a newspaper to improve my romantic life. To be more precise, I wanted to create a romantic life where none had existed before. I had gone to the City College of New York expecting to meet girls - or even...

Sex Club for Nerds and Geeks Ch. 13

by Peterspeter on Sep 18, 2017
Erotic Couplings

We watched as Margery and Tom walked toward her dorm. "Nice couple. How long have you known them?" asked Janice. "Margery and I belong to the same club," I said. "I met Tom when I was desperate for help to set up the video system for the psych research project I'm working on this summer. He's a whiz at this stuff, which is a good thing, because I'm not. I...

Katie's Secret

by Azuldrgon on Sep 1, 2017
Group Sex

(This story takes place after my story titled "My Fantasy Football Wager.") To say that Jeff and Katie became a couple after the bet would have been a lie. Katie was distant in the office as Jeff kept doing the claims as usual. It was almost as if they didn't fuck like animals after that Redskin win. The only evidence that anything happened was that Katie w...

Truth or Dare Sissy

by maxy007 on Sep 12, 2017
Transsexuals & Crossdressers

It was your usual high school gath. At the time I was just an innocent 18 year old enjoying life with some friends. My name is max, and this is the story of how a small 20 person gathering turned me into a sissy. It was mid-year of the final year of high school, and my friend Isabel was holding a gath on Saturday night. It was a welcome break from study, a...

My Glorious Transformation Pt. 01

by switchhitter420 on Sep 18, 2017
Transsexuals & Crossdressers

My first stab at erotic literature, let me know what you think! Part one of a serialized fantasy journey into sissy faggotry. ***** About ten years ago, I ended a pretty serious, 1-year relationship with a woman I had met while working at a bar. She was this classic beauty: elegant, dirty-blonde hair, thin frame, striking facial features, an amazing ass an...

How It Began at 18

by jy55 on Aug 21, 2018
Toys & Masturbation

At 18 a whole world of pleasure was now available!! In my case I often used magazines. I was still living with my parents at the time. However it was hard to hide them so I also used to buy The Penthouse Letters Forum magazine, full of hot juicy stories. I loved Leg Show, with the stockings and thrills, there was Hustler, definitely! I used to even get of...

Just My Imagination

by cuckytoher on Sep 14, 2017
Loving Wives

Was it just my imagination when I would see my wife chatting with the landscaper that she would rub his bicep and laugh in a way that was more than customer and client? Was it my imagination that my wife upon my arrival at home if she was on the phone would chuckle in that high lilting voice that was a different tone than she spoke with her girlfriends? Was...

All In the Fine Print Pt. 01

by timyellow on Sep 14, 2017
Toys & Masturbation

All in the Fine Print (Part 1) - The First Visit Liz was standing in front of the dildos on the back wall of the adult novelty shop just a couple blocks from her office. The shop was relatively new; only open a month or two. She had seen it walking her normal route to Vinnie's sandwich shop with her co-worker Kara and had been looking for a reason to go in....

Three Missed Calls

by JoeStirling on Nov 20, 2018
BDSM

Laura's desk was in the corner of a relatively open plan office. That is, she had some walls, but no door and there was also a lot of glass. It was the sort of layout that would be spun as improving inclusivity, but was really about control -- instilling just the right amount of anxiety in the workers to ensure productivity. She always felt a little on show,...

All in Good Time

by wildaraven1313 on Oct 15, 2017
First Time

I was just out of high school when I met my first serious boyfriend. I was working at Kelly's hardware store as a clerk in the office. As most of you know I've always been a bit chubby with a well developed set of lungs. I was well on my was to a size forty with a "C" cup even in high school. Since I graduated I've put on a few pounds all in my bosom. I'm...