Deadpool Stories

71 results
Orientation
Length
Source
Infinite Scroll

Valentine Surprise

by RubenR on Sep 14, 2017
First Time

This is my contribution to the "VALENTINE'S DAY STORY CONTEST 2017" It was a pleasure writing this story -- it developed while summoning the letters on my screen, and I hope you'll enjoy reading it too. Comments are appreciated. ------------------------------------------------- No, I'm not waiting for my Valentine -- I'm involved in the set-up for my fr...

Teacher's Halloween DP

by silkstockingslover on Nov 16, 2020
Anal

Summary: Divorced costumed teacher bumps into ex-students at bar and.... Note 1: This is a Halloween 2020 Contest Story, so please vote. Note 2: Thanks to Tex Beethoven, Teacher's Halloween DP Did I want to go to that bar? No. I hadn't finished feeling sorry for myself. Did I want to dress up in some skanky outfit? A little. People staring because the...

"Sissified": 12 Days of Sissy-mas

by silkstockingslover on Jan 7, 2019
Transgender & Crossdressers

Summary: Straight man is turned into a submissive sissy by.... Note 1: This is my 400th story release. To mark the occasion, I thought I would try something longer... mixing many of my themes into one long, complex story. Thus be warned that with over 40,000 words, this story is a marathon not a sprint, and it includes a variety of themes including: cross d...

Senior Year Memories Ch. 12

by aimingtomisbehave33 on Jul 31, 2018
Erotic Couplings

(Usual Disclaimer Time: Even though this story almost entirely takes place in a high school setting, all the characters in this story are 18 years old or older, and since we're living in the wide wonderful world of porno-land here, where clichés roam free and things might get a little unrealistic from time to time, please remember it's all in good fun, I swe...

John Cobra

by frog7 on Sep 17, 2017
Celebrities & Fan Fiction

It was a lovely evening; I looked my best of course. I was on my way to Tyler Perry Studios for a date with Taylor Swift. It was one of those contests where you meet a celebrity and I won. I soon arrive and a security guard escorts me to a waiting room. "They've just done wrapping up for the day, Ms. Swift will be with you soon," the guard lets me know an...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Like a Daughter to Me Ch. 02

by BiscuitHammer on Sep 25, 2017
Mature

Disclaimer: All the usual, all the people portrayed herein are at least 18 years of age at the time of portrayed sexual congress, blah blah blah bling bling blah. If you're looking for something younger, you're using the wrong interwebz. Scram. Chapter 2- It's All Fun And Board Games... "Yes, I'll happily attend," I said, nodding as I spoke on my cellphone...

The Square Peg Ch. 05

by icedragonmo3 on May 21, 2019
Transgender & Crossdressers

Disclaimer: Welcome to chapter 5 of The Square Peg. This story contains a relationship between a mtf and a ftm. Things don't always go perfectly. If you haven't read the previous chapters, much of this won't make sense. For story telling purposes, when Kevin and Andrea are alone, they think of each other as Vonnie and Drew, and pronouns change accordingly. A...

Senior Year Memories Ch. 25

by aimingtomisbehave33 on Jul 2, 2019
Erotic Couplings

(Usual Disclaimer Time: Even though this story almost entirely takes place in a high school setting, all the characters in this story are 18 years old or older, and since we're living in the wide wonderful world of porno-land here, where clichés roam free and things might get a little unrealistic from time to time, please remember it's all in good fun. This...

Ping Pong Summer

by komrad1156 on Sep 11, 2018
Mature

*Author's Note: I saw a movie by this name several months ago and tried to watch it. I only made it about fifteen minutes before losing interest, but it gave me an idea for a story (completely unrelated to the movie.) I hope you enjoy it. ***** "So what did you think?" "It was okay." "Just okay?" "Yeah, I mean I don't really like doing the machines. The...