100 Cotton Sweatpants Stories

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Just Across the Hall Pt. 01

by EROTICbearscribe on Aug 6, 2019
Transgender & Crossdressers

CHAPTER 1: The Secret Is Out It was just another lazy Saturday alone with no real plans. I seemed to be a in rut. Life was just sleep, eat breakfast, maybe jerk off, shower, work, eat dinner, maybe jerk off again, watch television and go to bed. The alarm had gone off that Saturday morning and I hit the snooze button several times. What was the point?...

Absolute Devotion Ch. 03

by KaseyLegs on Sep 16, 2017
Fetish

I managed to figure it out. Erica wanted me to get myself off in the stands while watching her play in the third round of the Gingersnap Open tennis tournament. I had puzzled over how to make this happen for many hours before I came up with the solution. Luckily I had resolved the problem just before I had to leave to go to the match. I got some very baggy...

How I Met My Ex-Wife

by dakotafiction on Sep 9, 2019
Erotic Couplings

This is a true story. Names and locations have been changed. This is the true story of how I met my ex-wife. *** Once upon a time I was a snowboard instructor on Mount G. I had just returned from a couple of seasons in Colorado, Kiwi model girlfriend in tow. She was up at the mountain one day, hanging out in the lodge while I was teaching a private le...

A Day Early

by Rick_Love on Sep 1, 2017
Exhibitionist & Voyeur

Mike and I had looked forward to Spring Break since the previous Fall. Panama City Beach was our destination, and as 2 horny 19 year olds, we were eager to soak up the atmosphere ( bikinis, wet T shirt contests, etc... ). Our last class on Friday ended at 12:00, and we were on the road by 1:00. Although we were both from Huntsville, we attended college in Bi...

Melissa & Her Socks Ch. 4

by dirkpitt on Sep 25, 2017
Fetish

I pulled my jacket a little closer to myself as I walked through the cold winter night on the way over to my girlfriend's house. The wind howled through the leafless branches on the trees above, and I could feel the chill cut through my clothes. "Damn, it's cold," I thought, as I picked up my pace. I was on my way over to say hello to Melissa's friends, wh...

Gambling With Lady Luck

by Azuldrgon on Aug 19, 2017
Erotic Couplings

It would have been three weeks since the last hooker Jason had in his seedy Vega motel room. As he walked into the casino after another horrible night at the comedy bar, his goal was either to get rich gambling or at least find a good lady to fuck that night. The blackjack tables were all crowded that night, no doubt from all the senior citizens that came fr...

Locked Outside

by quadigy on Apr 22, 2019
Exhibitionist & Voyeur

I have a disability that requires I use a wheelchair in order to get around. I broke my neck in a skiing accident that resulted in me becoming paralyzed. I am now classified as a quadriplegic or tetra-plegic depending on what medical jargon you subscribe to. Either way, I am a person first, with all of the blessings and shortfalls that go along with that....

Just Across the Hall Pt. 02

by EROTICbearscribe on Aug 5, 2019
Transgender & Crossdressers

CHAPTER 2: Where There's Smoke Four days after 'the incident' at my front door there was a fire in my apartment. It would later be determined the cause had been faulty wiring. The result? My kitchen was destroyed as was a good part of my living room. The wall between my kitchen and bedroom had a gaping black hole in it. What the flames didn't ruin, sm...

TomBoy's Awakening Ch. 1

by Wilrun on Sep 11, 2017
First Time

As long as I can remember Missy has always been one of the boys in our family. I have two boys Justin and Jacob. Missy was a neighbor girl who grew up with my oldest boy and went everywhere with the boys. She went fishing, hunting and played football, baseball and basketball equally as well as the rest of the boys. She wouldn't even think of herself as a gir...

Buck in rut

by maxxwood69 on Jan 20, 2020
Sci-Fi & Fantasy

NOTE: This is a story about anthropomorphic characters, i.e., furries, during mating season. This story also includes a cis man having sex with a trans man and impregnation. ### No matter the season, this was Buck's favorite part of the day - he had just clocked out of his office job, and now he was walking home. It was a long walk, but Buck loved the tim...