Strapon Boy Stories

106,036 results
Orientation
Length
Source
Infinite Scroll

Femtech Industries

by gynarchite on Jun 19, 2018
Sci-Fi & Fantasy

Femtech Industries Incorporated "Hi sexy," said Sandy to Carl. He looked up from the ground where he was sat, surrounded by his few meagre possessions. Was the cute girl mocking him? Was that cruelty in her brown eyes or was it actually a spark of desire? He hadn't been looked at that way in a long time. Was he being set up for a joke? "Don't talk much, c...

Property of the Elven Princesses

by gynarchite on Apr 25, 2018
Sci-Fi & Fantasy

Chapter 1 -- Taken From her golden throne, the Queen Ada of the elves surveyed her domain. To either side of her sat her adopted daughters, Princess Elvira and Princess Adria. As had been their way since their very creation, the elves did not produce offspring of their own. Rather, they took humans from their world and transported them into the different e...

Church Strapon Femdom

by Dyllarydoo on Sep 14, 2020
BDSM

Today you were giving zero fucks. You were so in charge. You were so sexy. You were dressed like a Satanist and had your strapon out in the open and you had put me in a slutty nun costume. I drove us to a church you had picked out for this. I got out of the car ran around and opened your door and helped you out. You pushed me down so I was on hands and knee...

A Visit to a Mistress

by fun4all6969 on Sep 19, 2017
Fetish

I have always craved humiliation ever since I was with a girl who humiliated me for my premature ejaculation and my small penis. I saw an ad online for a girl who loves submissive guys and we chatted back and forth for about 2 weeks before my business trip took me to where she lived. She told me it would be $250 for the domination session and that I had to p...

Mandy's New Man Pt. 01

by Newnubianqueen on Oct 16, 2018
BDSM

Mandy tried her best to leave behind her old life 6 months ago. She deleted all of her fetish accounts, threw away her strapon, and informed all of her subs she hat she was leaving the lifestyle. As CEO of an active lifestyle app she needed that release of energy, but her domme lifestyle began to take over. She was no longer dating and had a list of submissi...

Night With Chantz Fortune Ch. 08

by lilguy on Sep 16, 2017
Celebrities & Fan Fiction

One night I met a woman of my dreams. Her name was Chantz Fortune. She was a strapon queen he use strapon on guys in many movies. She was blond haired and busty woman. She had the body of a porn start but the mind of the most sadistic dominatrix you ever seen. I met her as fan and she totally dominated me. I was her toy. I became a love slave and completely...

Sissy and Wimp

by 1Gratiano on Jul 14, 2020
Transgender & Crossdressers

1 Now the common belief is that any man who wants to wear women's clothes is gay, and that the heterosexual crossdressers who claim to be straight but "just like the feel" of silk panties and so forth, are being, well, less than candid. Be that as it may, heterosexual and homosexual crossdressers are in fact distinct psychological types. To be sure, ther...

Soccer Mom Goes Rogue

by rocketman60 on Sep 14, 2017
Erotic Couplings

My lovely wife, Tammy, and I were watching TV tonight as we usually do. Although our kids still live at home they are rarely there as was this evening. I was thinking that we should take advantage of tonight when Tammy looked at me and said, "Babe, I will be right back." She got up and headed to the back of the house. A little about Tammy. She is 54, soon...

Pegging Tales: Justin's First Time

by hfernandez1983 on Sep 13, 2017
Illustrated

*-*-* Pegging has been a topic that I have wanted to write about for a very long time. In my personal life, I have yet to do it. It has long been a fantasy that I felt has been left unfulfilled for a while. I have read a lot of stories on the topic and have loved most of what has been published on Literotica. So I thought it was time maybe I write a story o...

Phone Calls Aren't Safe

by Idiotarchon on Sep 17, 2017
BDSM

Dedicated to QuotationPaws There's plenty of times when you don't want to answer the phone. When you are on the toilet, talking to someone you like, in a movie or just don't want to talk to the people on the other end come to mind right off the bat. I was currently on all fours, back arched and elbows diggings into the mattress as Ma'am pounded me with all...