Pegging Surprise Stories

136,140 results
Orientation
Length
Source
Infinite Scroll

An Anal Beginning Ch. 01

by caffinated on Sep 16, 2017
Anal

This is the beginning of a longer story. It is the first piece I am publishing in this format. Your feedback is welcome. John's deepest desires left him lost. He longed for something that went against every fiber of his being. John's girlfriend Heather had opened a door to his sexual exploration, and now John longed for more. His deepest desire was hard en...

A Second First Time

by Mysterious_D on Sep 12, 2017
Anal

"I'm ready!" I exclaim, strutting out of the bathroom. I'm nearly naked, save for the mystery item I have just adorned. I appear as a silhouette in the doorway, and you admire my slender feminine figure, tracing the shape of my hips with your lustful eyes. Slowly, I turn to the side, showing you the outline of my pert breasts, my flat stomach, and my little...

Lisa: My Ass is in for a Long Night

by TrazO on Jul 6, 2020
Anal

A week ago Lisa had hung me from a hook and more or less savaged me, leaving bruises, hickies, bite and lash marks all over my torso, and my muscles fatigued and sore. The third day after, while I was trying to find a position in bed that wasn't painful, she came in naked, with sad eyes. She pulled the covers back and looked at my marked body. The bruises we...

Thirsty For Somali Girls

by Samuelx on Sep 12, 2017
Erotic Couplings

Every man who has ever lived has a weakness. The man who disagrees is a bold faced liar. My name is Samuel Chambers and I was born in the City of Montreal, Quebec, to a Haitian immigrant father and a white Canadian mother. I consider myself as Canadian as anyone. I got a story to share with you, ladies and gentlemen. I want to tell you about how I met my wif...

One Gloryhole Outside Breeding, Kentucky

by targetthyself on Nov 24, 2018
Miscellaneous

Somewhere, in the cosmos, lies the truth of our existence. It's siren song drives us forward, forward into the unknowable reaches of space, and time. Hoping to boldly discover their secrets. What is it about the unknown that drives us so? What is the appeal of knowing? Is it the value of the knowledge we will gain? Is it the thrill of the risk we take? Or is...

Open in Reader

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...

Black Men: Kings of the World

by Samuelx on Sep 16, 2017
Anal

My name is Liz Couguar. I'm a retired businesswoman living in the city of Boston. At the age of fifty, I'm finding a lot to do. I keep myself occupied. You could say that I've found a new lease in life. I never got married. I came close, a couple of times but things didn't work out. That's okay because I love my life the way it is. I live in a nice apartment...

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...

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...