Pegging Stories

1,124 results
Orientation
Length
Source
Infinite Scroll

Servicing Sara's Friends

by nada_doing on Apr 22, 2020
Transgender & Crossdressers

This is a sequel to "Sara Gets What She Wants", where the narrator's domme girlfriend leads him deep into his own taboo desires, from pegging to bi sex. Check that out for some background on their relationship. * "Are you going to be a good boy for me today?" Sara stood behind me, on her tiptoes so that her lips could brush my ear. Her slender hands traile...

Made to Obey Ch. 08

by madetoobey on Jul 29, 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). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cage and m...

Made to Obey Ch. 09

by madetoobey on Jul 30, 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 daily event. Esther, who had investigated my internet usage on my laptop to see if I'd visited shemale...

Helping Wendy

by Lynda68 on Oct 5, 2020
Group Sex

Melissa and me have been married for just over fifteen years. We were together five years before that. We have a lovely house, in a semi rural area. Mel works from home, and I work in a warehouse, four shifts on and four off. With having no children, we have took on a bit of a nudist lifestyle around home. The sight of Mel naked in the garden still gets me...

Unravelling Evie Ch. 01

by Noj on Dec 2, 2019
Celebrities & Fan Fiction

This story is entirely fictional and is in no way connected with the subject. This story contains adult material and is only suitable for people over the age of 18. If you are under 18 please stop reading now. All characters appearing in this work are fictitious. Any resemblance to real persons, living, dead, or undead, is purely coincidental. All characters...

A Taste of Slavery Ch. 52

by Thors_Fist on Apr 1, 2020
Novels and Novellas

Scott continues to surprise his slaves by keeping them occupied with multiple individuals. Sarah visits and Sharon had a debt repaid with interest. This chapter contains oral sex, anal sex, gay sex, lesbian sex, interracial sex and taboo sex. Double and triple penetrations both occur. This fantasy doesn't allow STD's so unprotected sex happens. Enjoy A Tast...

A Tale of Two Birthdays

by MajorHarold on Jul 6, 2020
Loving Wives

A Tale of Two Birthdays My wife, Kate, and I (Mike) really enjoy fucking. Like, a lot. And while sex with each other makes up the vast majority of our fucking, we also do enjoy playing with others -- always together. My hope is that if you're reading this, you've read my story Happy Anniversary -- it will kind of give you the background you need to underst...

Aunty's Darker Side Exposed Ch. 07

by Briano82 on Feb 13, 2018
BDSM

(Introduction: Hello there, I hereby ask for a sincere apology from all of the readers, to keep you all waiting since a long time. With a heavy heart I need to announce of this story coming to an end following this part. After an inbox full of suggestions, I plainly had to take a bit more time to adjust the story according to the desires and demands of every...

Chris' Adventures Ch. 04

by curiousone43 on Apr 17, 2018
Fetish

Sunlight streamed through windows and played across Christy and Patty's bodies as they lay there in bed. Christy's arm was draped over Patty, cupping one of her large breasts and Patty was curled up in a fetal position next to Christy. Christy stirred and rolled over stretching out and trying not to wake up Patty. She rolled over to see what time it was, 9:0...

A Husband for Valentine's Day

by DOMann1959 on Sep 19, 2017
Loving Wives

Authors note: Although this a sequel to the story "A Wife For Christmas," it is a standalone story and the reader will be able to understand the context without reading the first. This is a Valentine's day contest submission, so please vote. I also look forward to reading your comments. Thank you and I hope you enjoy reading... * Thursday 9 February Lisa...