Strapon Boy Stories

106,036 results
Orientation
Length
Source
Infinite Scroll

A Ponyboy in Pink

by gynarchite on Jan 28, 2019
Sci-Fi & Fantasy

"Delivery for you!" said my Mistress Rashida, calling into the building from the street, as she used the reins to draw me to a stop outside the office of one of her elven clients. I stood on my two powerful hoofed legs and brought my hand-hooves to rest on the end of their short chain in display posture, lest I feel the whip again for forgetting. "I'll be r...

A College Professor's Discovery Ch. 02

by escriterra on Sep 26, 2017
Fetish

(A note of appreciation to the readers who have voted for the first installment of this story in the contest underway here at Literotica until Nov. 2, 2010. Your votes in the Fetish category under "Awards & Contests" on the Bulletin Board are much appreciated—I am delighted you have found Dr. Sherrie Mathison's journey on her way toward completing her anthro...

A Wedding Night Pegging

by pwlrstr on Sep 12, 2017
Fetish

"It would be more of a big deal if it was the first time," Jon had said, instantly regretting that it sounded a bit negative, when his fiancée Naomi had asked if he was looking forward to their wedding night. "I mean, I don't really believe in saving yourself for marriage or any of that crap. I think it's definitely been a good idea to have lots of sex first...

New Glory Hole Visit

by subsman on Sep 17, 2017
BDSM

My Goddess recently moved to a new city much closer to me and I was helping her unpack. We had been working most of the day when she told me to stop. "Strip down, bitch. I want your ass." She commanded. "Right now?" I asked. I wasn't used to her picking a time like this out of the blue. I didn't feel ready. I certainly wasn't stretched out or loosened up....

All Black Men Love Strapons

by Samuelx on Dec 12, 2018
BDSM

My name is Elisabeth MacLeod and I'm a sex therapist. I don't look like it, though. I'm a six-foot-six, bodacious dame with long blonde hair, pale green eyes and alabaster skin. Yeah, I'm a tall woman. One of the tallest in the Boston Area. And I am proud of it too. Just call me the Scottish Giantess. People come to me to help them solve their problems. Espe...

Dinner Is Cold

by serve_or_leave on Sep 17, 2017
BDSM

I arrived home that night at 10:43PM. I had been out at a local bar visiting with a friend who was celebrating his birthday and the launch of an exciting new business venture. I walked inside with a smile on my face, excited to be home. "Magen, I'm home!" I greeted her with. "Welcome home Alex, I'm glad you're back safely. However," she said with a look of...

Diana and Pricilla Ch. 04

by Dazzle1 on Jan 8, 2019
Celebrities & Fan Fiction

Mercy Graves has been tied to an X frame. Pricilla played over her pussy with a vibrator while Diane played with her breasts. "You know we are going to have deal with the new relationship and your new position." Diana mentioned. "I know," Pricilla answered. "I am happy that we can be lovers and sex mates, but we have to deal with the rest of the League."...

48 Hours As A Girl

by generaljiggler on Nov 26, 2013
Erotic Couplings

The lazy summer morning was rudely interrupted by the sudden ring of your cellphone, a harsh enough noise to wake up to but even worse when you were having such a fantastic dream. Groggily, and with a little cursing under your breath, you reached out to the ringing annoyance and answered. "Nnngh, hullo?" you muttered sleepily into the receiver. &qu...

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Being Christina's Bitch Ch. 02

by boytoy23 on Sep 19, 2017
Fetish

This is a continuation of my first story, Being Christina's Bitch, and picks up right where the first one left off. Please feel free to comment or send me feedback. I am especially interested in hearing from any women that enjoyed this story and/or share these fantasies. "Let's keep your little package covered up for now," Christina said while pulling m...

Jenn's New Job Ch. 06

by marquisdeslut on Sep 14, 2017
Group Sex

A few days later, like Jenn had asked, I took the afternoon off work and met her on the street outside of our apartment building. She walked us a few blocks away, along an unusual route. Jenn stopped in front of a large house. "Here." "Here what?" "The house. The solution to all our problems. I bought this house!" "That's great! But I don't follow." "I'm...