Pegging Stories

1,124 results
Orientation
Length
Source
Infinite Scroll

Made to Obey Ch. 11

by madetoobey on Aug 21, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to wear panties all the time. Humiliation was now a frequent event. Esther, who had investigated my internet usage on my laptop to see if I'd visited shema...

Cassi: Three is the Magic Number

by BoredWifeFantasies on Jun 8, 2020
Group Sex

This story involves some of the same characters as an earlier story, "Cassi Can't Resist". However, it is not necessary to read that story to enjoy this one! It also contains limited recounting of man on man oral sex as well as pegging, so if that's not your cup of tea this is your warning. Otherwise, ENJOY!! The rushing water felt amazing as it cascaded d...

Danni Ch. 03

by Coder3445 on Apr 21, 2020
Transgender & Crossdressers

Authors note I know it's been a few months since the last Danni came out and I am sorry for making those who want to read wait for so long. With that being said the reason for it is that I meant to write it but suffered from writers block at the time and eventually forgot about it. However I hope this does Justice as I tried to make it longer without sacrifi...

A Courtesan Becomes My Confidant

by TheBusinessMan on Oct 6, 2020
Erotic Couplings

August, 2020 Here is my preamble to this story and my comments as I get near the end of the series. Generally, readers seem to enjoy my stories and I am grateful for the views, votes and comments. Actually, some of the comments I didn't appreciate and I deleted those as soon as I read them. I started writing these stories in the summer of 2017 to see if...

High School Harem Ch. 02

by fittucker87 on Sep 25, 2017
Group Sex

(Author's Note: All characters, whether described as such or not, are all over 18 years of age. This is a continuing series of fantasies harbored since my own high school years. Enjoy.) Amy, Leanne, Beth Rick Thomas slunk through the halls of his high school, glancing at each clock he passed, willing time to speed up and rescue him, at least until he had t...

Mystery Girl

by Gentlemanrelish on Sep 13, 2017
Loving Wives

We had finally secured a baby sitter who was prepared to look after a two year old and a pair of four-year old twins, so Sally and I decided to make a night of it. When Sally succumbed to my suggestion that she should go to the fancy dress party as Princes Leia, I nearly came in my pants. "If you're choosing what I have to wear, Harry," she said, then I'm...

Strip Poker

by Gaius8666 on Sep 12, 2017
BDSM

Ever since my Dad got remarried I have considered myself a lucky man. I am now 21 years old and my two younger stepsisters are 18 and 19 respectively, and by all objective measurements are absolute foxes. Anyway, last Christmas I was home from my senior year of college and because of being snowed in for two weeks, I was already completely bored out of my min...

Last Orders

by Requiax on Feb 13, 2018
Exhibitionist & Voyeur

"We should do something special for Matt's last night." Matt was the bar manager at the pub where I worked. I was a nineteen-year-old student at the time, and I'd been working at the pub for about six months. I'd gotten to know Matt fairly well. He was a bit of a rogue and a player, but he was intensely likeable, with an easy charm that made you forgive mos...

Sensitivity Training Can Mean a Lot Ch. 08 Pt. 02

by JimAner on Feb 6, 2018
Fetish

This is a continuation of Chapter 8. It will be very confusing if you have not read the beginning of this chapter. It is probably best if you read the whole story starting at chapter 1, but that is not necessary. However, I think it will give more context. ***** Chapter 8 part 2 Ms. Leister said, "You don't want to kneel in front of him to suck him the wa...

Army Times

by southernscion on Sep 14, 2017
Erotic Couplings

Off and on for years, as I have lurked about the pages of Literotica enjoying the fares that you kind souls publish for my entertainment, and I have toyed with the idea of writing some stories, and here is the first that I am willing to 'publish.' Please provide feedback as to what you liked and didn't so I can improve on the stories as they come forth. No...