Pegging Boy Stories

105,661 results
Orientation
Length
Source
Infinite Scroll

A Latex Crossdresser's Dream Pt. 02

by shinyglove on Aug 20, 2019
Fetish

Please read A Crossdressers Dream part 1 before moving on to this story. *** I was glued to the big screen as my wife helped the 11 inches of strippers cock ease into Karen's well lubed ass. Karen was enjoying every inch. "That's it big boy fuck that sweet latex ass, fuck it hard, fuck it deep," yelped Karen. My wife was also very vocal with encouragemen...

Daphne & Carl at the Juniper Inn Ch. 03

by CaspianTern on Sep 14, 2017
BDSM

Daphne had decided to give Carl a bath. He lay in the large, luxurious tub illuminated by scented candles that his wife had prepared earlier. Daphne sat in a chair next to the tub beside her husband. She had on her platform, high heeled, chrome buckled mistress boots. She had taken off her corset and replaced it with a transparent black bra. Her nipples stoo...

Twenty Questions

by silkstockingslover on Jan 7, 2018
Reviews & Essays

Summary: Jasmine responds to most common questions asked by readers. Thanks to: Tex Beethoven, thor_ph, Robert, and Wayne for editing. 20 Questions I get asked a lot of questions about myself and my writing. There was even an article by Bob_Aganoush called Literotica Authors 02: silkstockingslover. This makes me think I should go into more detail. So her...

A Gentle Pegging

by QueenOfCatan on Sep 26, 2017
Toys & Masturbation

This is my first story exploring the world of femdom and pegging. Please be honest but gentle with me. ***** It's been a long month, for both of us. It's late on Thursday night when you climb out of the car. I can see in your shoulders that you are weary. You look like you're carrying the weight of the world. But for the weekend, you are mine, and I have o...

Kinky Awakening Ch. 01

by rj1774 on Oct 13, 2017
Fetish

FYI, this story features CEI and pegging if you are uncomfortable with that click to next story. ***** My husband is a high powered attorney which allows me the luxury to stay home, volunteer, and keep up my hobbies. This made what I found even more concerning at first. He left in a hurry one morning and forgot to shut down his laptop. Not thinking anythin...

Saudi MILF & Black Scholar Ch. 10

by Samuelx on Sep 16, 2017
Interracial Love

Can a guy develop prostate issues as a result of too much strap-on sex? I'm afraid to ask my doctor this question. My name is Tyrone Ferguson, and I'm a young African-American man living in the City of Ottawa, Ontario. The reason why I've got this burning question on my mind is because my gorgeous, sinfully sexy Saudi Arabian girlfriend Amina Alzahrani has b...

Femdom Training 101

by bdsmtrainer88 on Sep 13, 2017
How To

Quick and simple guides to help turn that selfish and controlling man into a loving affectionate slave Training his mind is just as important as his body. He will need encouragement. Constantly remind him how he's given himself to you and how you cherish the sacrifice -- but he needs this training to really become yours. Associating arousal with pain and f...

Kylie Minogue - Equilibrium

by Noj on Jan 29, 2020
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...

Black On Black Pegging: Twerking

by Samuelx on Sep 11, 2017
Fetish

When life gets boring, you need to go and make your own fun. In case you're wondering who this is, my name is Melanie Oguje and I was born in Kano City, Nigeria, and raised in the City of Ottawa, province of Ontario. I'm five-foot-eight, slim and fit ( but with a nice round butt ), with dark brown skin and short, spiky Black hair. I studied business administ...

Careful What You Wish For Pt. 04

by Switch90 on Sep 25, 2017
BDSM

Shane laid in bed, completely exhausted from hours of endless teasing. Michelle had iced down his cock, still barely being able to contain it in chastity. "I'm sorry that you made me lock you up slave. I was really enjoying using My cock." "Please. Please unlock me. Please use me some more. Please let me fuck you! You're driving me crazy!" "I know." Sh...