Cuckold Condom Stories

33,772 results
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Infinite Scroll

Mike Meets Jenna and Her Strapon

by Boxlicker101 on Sep 14, 2017
Toys & Masturbation

One Friday afternoon, Mike Harris was about to leave the school when he was stopped by Monica, accompanied by another young woman. "Hi, Mike. I hope you didn't have any other plans for tonight because you have a date with us." "Us?" "Yeah, me and Jenna here." Monica's companion, even though she was smiling, was thin and unattractive. "Glad to meet you Mik...

The New Fuckboy Ch. 02

by robin35 on Sep 16, 2017
BDSM

Roger went back to the flat and laid down on his bed and thought about the night that had just happened. It had been a thoroughly enjoyable evening but also a confusing one. He knew that he was in love with Bev already and he could not put his finger on why. He had been through a range of emotions with her that night and he had to break it down. First of a...

Ultimate Head

by cauchemar80 on Aug 31, 2017
Fetish

"Do you think a woman could eat herself out?" Even now, bringing her feet down the wall step by step, inching her pussy closer and closer to her waiting tongue, the conversation Jenny had heard while walking between classes rang through her head. "What the hell are you talking about, Gerald?" "I mean, you know, if she was flexible enough, do you think a c...

NerdQuest Pt. 01

by ressurected_man on Sep 19, 2017
Novels and Novellas

"Fuck." Andrew was a smart guy, he excelled in English and had the advanced vocabulary that often liked to throw around. However right now this was the only word that could come into his mind. Though, these circumstances were known to affect your mental capacity. Raindrops fell gently on his windshield as the wiper blades rhythmically brushed them aside,...

David Gets an Introduction to Kink

by Slowandeasy47 on Sep 17, 2017
BDSM

I suppose I have always been interested in spanking, the thought of tight white cotton briefs stretched over a beautifully formed female bottom was every schoolboy's fantasy. Administering a gentle spanking and, perhaps, pulling the panties down over the fleshy rump and smacking the bare buttocks was frequently one of mine and it usually ended in a lovely ju...

A Fluttering Wildflower Ch. 03

by Rockwell on Sep 14, 2017
Erotic Couplings

The weeks and months passed and Alfie and Gina grew amazingly close with each other without the benefit of having sex at all. They were buddies in the pure sense. It was incredible though because there were instances strong enough to warrant sexual relation. Once Alfie let Gina shave his face at her insistence while he was seated and straddled on his lap. Al...

Strangers of the Flesh

by gadd_sex on Sep 15, 2017
First Time

"You step down off the streetcar and wonder just what the hell it is you've gotten yourself into. Never trust strangers; always meet in a public place; always tell someone where you'll be. All the fears that come of being a woman, all the lectures, the well-intended advice, the rules - suddenly they all seem to make so much sense! You've travelled three hour...

Amber (Sequel to Mr. Highland)

by LizSexFever3 on Aug 29, 2017
Fetish

~Months later~ Amber and her boss, Mr. Highland had gotten much closer since the day he fucked her for disobeying his rules. It was a day she would never forget. It was the best fuck she ever had. As she waited for Mr. Highland to get home from work she prepared the bedroom for him. His kids were away at summer camp so they had the house to themselves. Onc...

The Unforgettable Mrs. B

by gudstudent on Sep 13, 2017
Mature

INTRODUCTION For almost 17 years now, I've tried to put down in words one of the most unforgettable experience a young man could ever have—losing his virginity! This is probably my third or fourth attempt in trying to describe the experience, but definitely the first time revealing my true feelings for the most special woman who patiently and selflessly int...

MILF Doctor Annette

by Philibert on Sep 12, 2017
Fetish

I was talking to some of my college buddies about feeling blue and they all recommended Dr. Annette. I got her number online and I made an urgent appointment for my feelings of depression. She asked me if I am suicidal, homicidal, hallucinating, or paranoid and I said "No". Then she says she will see me. She asks if I know why I am depressed and I say "Yes,...