Pegging Stories

1,124 results
Orientation
Length
Source
Infinite Scroll

When it Finally Goes Right

by sex2us on May 15, 2019
Anal

Most I'm sure would agree that whenever you try something for the first time, sexual or otherwise, it can feel different or even uncomfortable and you are faced with two choices: either give up or continue on learning as you go until it all falls into place. Anna and I decided to give pegging a try, if you don't know what this is look it up or just keep rea...

My Trans Girlfriend and My Sister

by ArkansASS on Oct 6, 2020
Transgender & Crossdressers

Warning: This story involves sex with a trans woman and my sister. If either transgender stories or incest are not to your liking; unfortunately, this story will not be for you. I have given my trans girlfriend in the story feminine pronouns (eg. "She" and "her") For the sake of creative convenience. I started dating Michelle about 3 months ago. She is my t...

Silver Linings Ch. 02

by tdallyn on Apr 17, 2018
Group Sex

This is part two of what could be a multi-part story. Although one can read this independently, the reader will get a better feel for the characters and what's going on by reading part one first. If there's an interest, more chapters are just waiting to be written I hope you enjoy! ***** "Good morning sweetie," my wife Samantha kissed me and sat down at ou...

Chrystal Chalice Ep. 01

by RandyGonzalez on May 1, 2018
Erotic Couplings

Chrystal Chalice -- What Price for Chrysalis -- Episode One A Short Story by Randy Gonzalez A mustang was symbolic for me. In college I had one and now another one. Nothing like good old American style muscle under your ass. Geezus, the power, the potential and the purr of expectation is intoxicating. Not to mention of course, those pulsating vibrations th...

Female Erotic Police Squad Pt. 08

by mattpantyhose on Nov 6, 2018
Group Sex

Part 1: Alexandra & Tori Rick the informant Thanks to the investigation and the search the commissioner had been rescued, so in that regard the action had been a success. Victoria, the villain mastermind, had escaped though, so the FEPS was not fully satisfied with the results. But satisfactory or not there were still some deals to be fulfilled; the inform...

The Village That Fucked

by MikeHiggins on Sep 19, 2017
Group Sex

WARNING The following story is a sex romp with the philosophy that, as long as all participants are fully consenting adults, anything goes. So, why the warning? Because 'anything' includes incest. Right from the start there's borderline mother/daughter and, not much farther in, father/daughter is implied if not actually described. Farther on down the lin...

Accountants Get It in the End

by my_other_life on Sep 16, 2017
Anal

I'd like to thank Flute 107 for challenging me to make this story better and theMasterBaiter for the later edits and several crucial improvements. I also want to thank Whispersecret for her excellent article on dialogue punctuation. Although I liked the idea for the story I had no experience with anal sex. I did some online research but took it a step furt...

All Girl's School: A Cunt Fest

by silkstockingslover on Jul 8, 2019
Illustrated

Editor's note: this story contains scenes of incest or incest content. Summary: A teacher's lez side is awakened by a hot teen. All characters in sexual situations are 18 years of age or older. Note 1: This is a Nude Day 2019 Contest story. Note 2: This story was inspired by this caption photo by @Mistressr3: At the top was the following text: Ever si...

Born to Be Ch. 01

by DamienDeath20 on Mar 11, 2019
Transgender & Crossdressers

A.N. NEW STORY ALERT! Welcome to my first forte into Strap-on based romance :3 The Following Contains: Surprisingly, not futa. I KNOOOWW I begged for this to be a futa on femboy story, trust me I tried XD but I still think it came out good. The story is a tall black amazon woman pegging the fuck out of a tiny little white girly boy. And this story will als...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...