Boypussy Stories

107 results
Orientation
Length
Source
Infinite Scroll

Intergalactic Sexy Scientist Ch. 02

by MythMaker on Sep 11, 2017
NonHuman

(Special thanks to JohnnyRottencrotch for suggesting the scenario for this story.) This time last year, an archaeologist and her assistant arrived in the Chihuahuan Desert from the UK to research ancient Native American sites. For whatever reason, that assistant had returned. David rented a cheap, beat-up car and drove for what seemed like hours to the...

Serving the Dark Lady Ch. 02

by Certeis on Mar 5, 2018
Sci-Fi & Fantasy

NOTE: So halfway through writing this, I sort of realized that the way I've been pronouncing 'Aasi' as a shortform of Aasimar actually sounds close to sissy. Intentional? Who knows! ***** Lan took Karee... to the same pub he'd been at last night? It was noon so it was pretty much empty, but the bartender was still there. "You gonna keep him outta trouble...

Dr. Landry and Nurse Lisa

by newfield1981 on Apr 17, 2018
Transsexuals & Crossdressers

This story is a spin-off from the "Neighbors sissy son" series. Though it stands alone, it will eventually cross over with NSS. SPOILER This series falls in the transsexual crossdresser category for the first story. There will be very little in the way of men participating in gay sex. This series will sometimes revisit this subject. After that it will be ba...

Elizabeth: Beginnings of a Sissy

by ElizabethJessica on Sep 16, 2017
Transsexuals & Crossdressers

I had a pretty good system going. My 18 year old sister would stay up to watch Sex And The City reruns with me (well she watched, and I smoked weed), and during the first ad breaks, would run downstairs and get changed for bed. During the next ads, I would go to the bathroom, and on my way, raid her hamper for her fresh dirty panties, usually buried under th...

Neighbors Sissy Son Ch. 04

by newfield1981 on Apr 3, 2018
Transsexuals & Crossdressers

Authors note: All characters are 18 and older. This is a stroke story about a transgender boy as he transitions into a girl and the mischief she gets into along the way. It's not meant to be a "how to". It's strictly fantasy. I hope you enjoy and cum lots! ***** It's been three months since that fateful day Tiffany's mother Carol became aware her son was...

Two Hot Blondes Get Burgled Ch. 07

by scatwoman on Jun 15, 2020
Interracial Love

Chapter 7: "Repercussions" "SMACK!" "RRGH!!" "SMACK!" "MRRGLFM!" "SMACK!" "CRFFT!" "Heh, whatsa matter whiteboy?" Donk chuckled as he stood behind Todd and alternated slapping the left and right side of the bound quarterback's face with his flaccid 20-inch dick, "doncha like big black dick as much as yo girl over there?! I thought ALL white bitches lo...

Me And My Online Master

by ftpmike1980 on Sep 16, 2017
Letters & Transcripts

This was a chat with my master. Online Master: Hello, lad. Hope you are being a good boy, Michael. Michael: I am doing well. Hope you are doing well. Online Master: Glad to hear you are doing well, Michael. I am also. Let me know when you are ready to play again on cam, lad Michael: ok. sorry we haven't been able to meet up online. i've been busy with...

A Mistress to Obey Ch. 02

by gbr2004 on Sep 12, 2017
BDSM

This story involves bdsm and gay play. Not your thing, move on. * I can't stop thinking about what happened last Saturday. It was so much more than I expected, and frankly, I did things I never thought I would do. I had fantasized about forced fem but still was surprised how different I felt when in panties. It's just hard to feel very masculine when in a...

A Great Recession Ch. 02

by GreaserBob on Sep 25, 2017
BDSM

A Great Recession: The 1st Pegging This is the second part of what I plan to be a short series of several stories. Part one is a briefer introduction of Laura and Rob the central characters, a married couple exploring BDSM, power exchange, femdom and male submission. Some weeks later, I found myself in the parking lot outside an adult gift shop thinking ab...

Movie Night

by Gweh on Oct 11, 2017
Transsexuals & Crossdressers

"Thanks a bunch! Have a good one!" And with that, Jess slammed the door to her apartment with her spare hand, vaguely hearing the delivery man outside her door doing the same to his car's own. Turning around with a sigh, and being careful not to drop the box held in her spare hand, she smiled wearily to herself. It had been a long day, for reasons elaborat...