Urethra Stretching Stories

56,648 results
Orientation
Length
Source
Infinite Scroll

On My Own

by eatwithhelp on Sep 16, 2017
Toys & Masturbation

My heartbeat is slow and steady. My mind is focused. I watch the girls on the screen - naked, taking turns caressing a dick with their tongues. They're licking, sucking, slurping. Their tongues meet on the shaft and race back in forth up and down the dick. They stop sucking and tug at the swollen member while they passionately kiss. One leans forward and the...

Let's Play Doctor

by Luvinit on Sep 14, 2017
Anal

Do you want to know what I've been thinking this morning? I've been imagining what it would be like to examine you. Maybe I'd be your doctor. Maybe you'd come to my office for an examination. I'd have you disrobe and lie on the examination table. I'd pull on rubber gloves and gently fondle your scrotum, feeling your balls for any trouble. I'd touch your co...

Flight Delay Ch. 03

by classyman1938 on Sep 1, 2017
Erotic Couplings

I heard her screaming my name “Oh God, Teddy, yes, yes!” then awoke with a start, feeling a hand on my shoulder. I looked up and the beautiful flight attendant, with the dark hair and dimpled cheek, was shaking me. “We’ll be landing at LAX in just fifteen minutes sir.” My dream was so real. It seemed that our loving would go on forever. I hoped that I’d no...

Diary of a High Price Escort Ch. 21

by R_U_Romantic on Dec 25, 2018
Erotic Couplings

I arrived home from my auto shopping trip about five o'clock, making sure to check my front door for any new placards Barry might have hung, then pulled into the garage and pushed the button over my sun visor to close the garage door. I sat in the car for a minute thinking about my day. I'd given my attorney the okay to get my divorce finalized and let a tot...

Role Reversal

by History Nut on Sep 14, 2017
Fetish

Since I copulated the first time, I have wondered what the woman felt as I drilled my penis into her vagina. About ten years ago, I engaged in a short assignation with Luanne K. Early in our relationship, Luanne commented that she often wondered what a man felt when he put his penis inside a woman. By a fluke of nature, we were both able to satisfy our curi...

When Sara Met Bob Ch. 05

by yellowfrog on Sep 14, 2017
Fetish

Bob remains the love of my life, the fountain of my admiration! Handsome beyond words, virile and composed, sexually insatiable in many ways, Bob has become what every woman wants - in addition to her own husband, of course. In the intimacy of our extra-marital affairs I enjoy massaging his prostate, deeply and slowly, my fingers moving very deliberately to...

Gold Show

by Maverick1612 on Sep 13, 2017
Fetish

Dear readers, I haven't written this story myself, but found it while surfing/reading on the net. I think it's such a good story, and didn't see it on Literotica. So I decided to post it here and share it with you. I hope you'll enjoy it as much as I do. * * * * * We were sitting on the couch. making out, while the TV was showing an old re-run of "Miami Vi...

Coach Daddy Ch. 01

by whatcouldofbeen on Sep 25, 2017
Transsexuals & Crossdressers

This is my first story, I truly how you enjoy and please don't forget to vote. ***** My name is Joe McDanials and today is the first day of the rest of my life. Little did I know just how true that was actually going to be. Today I start my dream job. I went to college with a major in massage therapy and a minor in athletic health. My goal was to be hired...

The Felt Resort and Spa Pt. 02 Ch. 05

by neonkitty on May 15, 2019
Erotic Couplings

Mindy placed the phone down partially shaking as Pete stared her down. He walked to the counter quietly. "C-C-Can I help you?" Mindy gave a small half smile unsure at what would happen. "Withdraw your complaint." Pete told her calmly "No. Withdraw your complaint and apologize." "For?" "How about for...constantly nagging someone to fuck you when they in f...

A Condom Big Enough for a Futa Ch. 02

by MisterretsiM on Sep 14, 2020
Fetish

Hello! It took me awhile due to some unforeseen illness, but the second chapter of this story is finally done. This contains all the same elements as the previous chapter, but now includes futa on male, anal, and all the way through. As before I will give a warning: this story is unrealistic. The sizes in it are extreme and it is generally ridiculous. Do no...