Strapon Pegging Stories

2,794 results
Orientation
Length
Source
Infinite Scroll

The Cabin Ch. 10

by Katiekatsman on Sep 25, 2017
Fetish

A week ago these four couples had never met. Now, after a morning and afternoon of preparation and shopping to prepare, the party commences. It's a time of celebration; a time to commemorate the beginning of a new way and a new life for six of the eight. I wonder if it's the beginning of a new life for all eight of them? I guess you will have to read to find...

A Japanese Adventure Ch. 06

by Katiekatsman on Dec 10, 2019
Fetish

Chapter 6: Hating the bad; loving the good "Go see Mistress Meiko and then get back here when she's through with you." Bowing, I silently acknowledged her order and drew the sheet over her body and left her lying on the massage table. I found Mistress Meiko sitting at her desk. Quietly, I entered and prostrated myself at the door entrance with arms extend...

Afro Stress Relief Ch. 11

by llts1970 on Oct 5, 2020
Transgender & Crossdressers

At work on Monday, things were once again running as usual, no one mentioned the Beer Bust, well almost no one, Mary cornered me when I was getting a coffee. "Would you like to know what I did this weekend?" Mary asked coyly. "Er...yes sure," I answered, trying to sound completely uninterested. "Well, I was recruited by a black pimp! I'm a real prostitute...

The Ballad of Jaimie and Vera Ch. 09

by AwkwardMD on Sep 14, 2017
Transsexuals & Crossdressers

"Sweetheart, it's so good to see you again!" My mom repeats herself, for maybe the third time, as we're sitting down in the kitchen. "I know it's not 'cool' to say stuff like this, but it made me feel so much better that you called so often when you and your friend were on your road trip" "Of course, Mom," I say. "We had so much fun. The best parts, honestl...

Sam, Laura and Joanne Ch. 02

by jjsharshaw on Sep 14, 2017
BDSM

Spa Day and Allyson Monday morning came and it was still raining. Laura sat on the side of the bed and looked out the bedroom window feeling unusually contented. Sam and her had made love twice on Saturday, once consensually on Sunday and once non-consensually sometime before dawn on Monday morning. In the almost complete darkness of their bed room, Sam ro...

Double Helix Ch. 17

by FelHarper on Nov 6, 2018
Sci-Fi & Fantasy

Nissi "Hey, did you forget to sleep again?" A voice rumbled from over my left shoulder. I glanced at the clock displayed on the terminal screen, which told me it was just past six in the morning. I had been running pharmacological simulations on one of Todai's servers of the action beta-amyloid treatment that my team had been developing for the past few we...

The Training Ch. 04

by Tatewaki on Sep 11, 2017
Chain Stories

The Six from Japan Master James had been fucking the living shit out of Alison for hours. She'd been strapped face down into a wrought-iron bondage horse, one with comfortable leather padding and thick leather straps. Her insatiable body had been well used all morning. It finally learned the meaning of the phrase ‘totally spent.' The always cunt-hungry Head...

Friendly Visit

by tonyl65 on Jun 9, 2020
Group Sex

This story is how two couples seductively come together to become best friends and even better lovers. There is bisexual content between two women, two men, and both couples together. If you do not like to read stories that has same sex scenes then this story is not for you. "Bill, come here quick." I heard the high screech from my wife coming from our upst...

Long Haul Ch. 03

by AwkwardMD on Sep 21, 2020
Sci-Fi & Fantasy

//Author's Note: Huge thanks to my good friends KatieTay and SkullTitti for their help in translations and tone! This story could not have been possible without their patience and assistance! All characters are 18 or older.// "Here we go," Wren whispered, as the timer counted down and the Daedalus dropped out of t-space. The disorientation passed quickly,...

New Perspectives

by bart_allen on May 30, 2018
Transsexuals & Crossdressers

*** This story contains non-consensual gender conversion, LGBT themes, slurs, and things that can cause dysphoria *** ***** Have you ever noticed how many horrible people have a very unassuming, normal as can be name? It can make it difficult to tell them apart from the good people. Thankfully, a person's actions are tied to their name. That's how most peo...