Stretchy Stories

3,592 results
Orientation
Length
Source
Infinite Scroll

Discounted Carpet

by Leigh_216 on Jul 31, 2019
Transgender & Crossdressers

My name is Leigh. Well my girl name, I am a cross-dresser. I just feel right to me and I guess that is how I am. All my stories are based on truth; but the places and names have been changed. Friday night and I was ready to hits this clubs but I needed to stop at my Aunt's old house on the east side of town first. Long story short: The family was selling it...

An Unexpected Release

by LaceyLove on Sep 13, 2017
First Time

He was struggling with his parents' impending divorce. He was stressed about everything. Home, school, his changing life. It was his senior year and should be the best year of his life so far, he thought. He laid on his bed trying to watch a movie but his rising tension made his mind drift. His eyes wandered to the window overlooking his backyard. That's w...

Blacktung and Wyxt Ch. 09

by Purrversion on Sep 16, 2017
Sci-Fi & Fantasy

Throk cackled as he sat down in the shody chair in the middle of his chambers and pulled out the potion he just bought a few hours before. He'd need a test subject and he had just the troll in mind. Pointing to the two guards near the door, he barked orders to them. "You! Go find troll-whore! Should be coming in from streets. Meet her at door and drag her up...

Picking up a Slut Ch. 2

by Laszlo on Sep 12, 2017
Exhibitionist & Voyeur

At the age of 35, I've only just discovered how easy it is to encourage women to flaunt their sexy bodies and not mind men looking at them. While most women don't like to be called sluts, some of the signs are pretty easy to spot: low cut tops; short skirts; tight pants. This one, however, caught me by surprise. "Do you like my shoes?" Niki had been chat...

Her First Time Ch. 06

by robertl on Aug 31, 2020
Loving Wives

"You want to have some fun, babygirl?" he asked me. I nodded, couldn't even speak. He had no idea! "You remember the night you let me tie you to the bed?" I smiled, how could I not remember the fun we had that night! "You and your husband ever do anything like that?" We hadn't. I'd been almost afraid to suggest it after we married. Now, with how our sex...

New Career

by LadyNRed on Sep 3, 2017
Erotic Couplings

Victoria was top of her class at the state university law school. Unfortunately, law school wasn't cheap. Her ex-husband declared bankruptcy immediately before the divorce, which left her with no option but to declare bankruptcy herself. As a result, she was now unable to secure student loans. She had spent the first year and a half of law school stripping....

Sexy Slut Fantasy Ch. 03

by pdavis616 on Sep 15, 2017
Transsexuals & Crossdressers

I couldn't believe that I was really going out in public like this! Much less going to the mall with my girlfriend. I began to feel really vulnerable in my tiny sun dress and high heels as I walked across the parking lot. I had so much skin showing and the silky smooth lingerie rubbing against my body was a constant reminder of how sexy I was dressed. I had...

Being Jack's Milk Cow Ch. 02

by Suzanne James on Sep 15, 2017
Fetish

After Jack announced that we'd be going on a mystery vacation in a week, I was intensely curious as to the details. When I pressed him, Jack just smiled "I'll do your packing, just be ready to go on Friday afternoon." Since we'd become engaged, I had felt increasingly willing to submit to Jack's guidance and desires. Although I trusted him completely, goin...

Becoming Jessica Pt. 03

by Lovely_Jessica on Sep 25, 2017
Transsexuals & Crossdressers

To recap: I came out to my wife Emma yesterday that I was a crossdresser and was considering transitioning into a woman. After some initial grief she became supportive and helped me fully dress as a woman for the first time. We even went on an impromptu 'girls night out' at a piano bar in a local hotel/resort in suburban Chicago where I met a man named Drake...

Customs Pantyhose

by wrbxxx on Nov 26, 2017
Fetish

I was on my way back from a long business trip. I had in my baggage two pairs of pantyhose. One pair was very thin skin tone sheer to waist pantyhose. The other pair was black control top pantyhose. These were slightly opaquer but still very sheer. The great thing about them was that they were very tight. I knew it very well because I tried to wear them. In...