Squirting Boypussy Stories

16,370 results
Orientation
Length
Source
Infinite Scroll

Sissywife Humiliation Action

by Cocktopia on Sep 15, 2017
BDSM

The dyed-black haired girl, mistress of this dungeon, was covered in large colourful flower tattoos, her hair cropped in an uneven fringe around the shaved sides of her head. Her nipples, clit, eyebrows and nose were pierced and threaded with simple silver rings which glinted in the dungeon's harsh light. She was very young and very pretty but her sex appeal...

Jackpot

by puzziboi on Sep 13, 2017
Transsexuals & Crossdressers

Larry pulled a crisp one hundred dollar bill from his shiny gold money clip and tossed it towards the check. "Will you need change, sir," asked the long haired waiter. "Yes please." "I'll be right back," the server offered. Marlene, Larry's wife of 21 years, shifted uncomfortably in her seat. "I need to use the ladies' room. I'll meet you at the car." "...

Things That Turn Me On

by Raquels_Panties on Apr 22, 2020
Fetish

I'm a 28-year old male. I live a normal life in public. I like women and men. I'm 5'8" tall and weigh 135 pounds. One might consider my features, my face, my body shape, more on the feminine side of the spectrum, than on the masculine. I'm okay with with that. I use this to my advantage and have allowed my hair to grow out. It falls just below my shoulders....

The Alex Experiment

by Certeis on Aug 21, 2019
Transgender & Crossdressers

Alexa timidly set foot in the bar, and was immediately assailed with a sense that she didn't belong there, but she fought back against it. She really wanted to go out and have some fun, to have a nice night without some creepy guys hitting on her or groping her. Last week she'd even caught some weirdo trying to put something in her drink, and she was thoroug...

Am I Who I Think I Am? Ch. 02

by Clintdear on Sep 26, 2017
Transsexuals & Crossdressers

Well,I can't lay here all day and dream! I feel so good, so loved, so ravished. My smile is touching the pillow on both sides! I'm laying here daydreaming about my deflowering this morning. Inside me lives my lover's DNA, looking for a life to create. (Nice try little spermies, but you won't find it there!) I can still feel the gentle purring of my boy pussy...

John Meets Amy, Finally Pt. 02

by amygurl on Sep 15, 2017
Transsexuals & Crossdressers

After college, I moved to where I live now and got a job. After a short break of not going out, I resumed my casual lifestyle. Which brings us to the present. I had arranged to go to my brothers for the weekend to visit, we usually tried to visit at least every 3 months or so. During the first night, he was complaining about his girlfriend, they were fightin...

Transsexual Sex Slaves

by Otaku_Apologist on Jul 15, 2020
Transgender & Crossdressers

With a blank expression, she wept. The cock had a pulse. That pulse echoed from the hips to the shaft to the mushroom head and into her ass. She was a newborn dick girl, and she felt the soft, hard skin of her partner's cock dig into her cum-moist boypussy. Her tunnel was fully lubricated by sweat and foreign jizz. The erect arousal probing her stomach reach...

The Journey Pt. 03

by MissYellowPanties on Sep 14, 2017
Transsexuals & Crossdressers

Training It was an unusual feeling walking down the corridor, my sissyclit was hard with excitement and I had not yet adjusted to the feeling of the butt plug placed firmly in my boypussy. I still tried to move in a ladylike fashion, but the strange sensation was overwhelming and I stumbled suddenly out of time with Mistress Anna's gait. Mistress Anna...

Secrets of The New World Order Ch. 05

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

I was beginning to feel somewhat lightheaded. I wasn't sure if the second-hand smoke from the marijuana inside The Coral Reefer was affecting me, or whether my nerves were reacting to the fact I was about to meet a powerful man, perhaps someone I knew, who'd made an interesting bid on my virginity. There was a slight commotion at the podium. I looked and s...

Growing up Feminine

by Clintdear on Sep 26, 2017
Transsexuals & Crossdressers

Chapter One By the time I graduated, I was really beginning to appreciate the fact that I was attracting men now. I was interested in them too, but wary since not all of them were interested in me. Since I was only 5'4" and 110 lbs., they were much bigger than me, and there was always some odd urgency about them that warned me to be careful around them if t...