Ugly Stories

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The World's Most Beautiful Pervert

by DickThePimp on Mar 31, 2020
Celebrities & Fan Fiction

"They look so beautiful together." "Yeah. Some pretty ass white folks." "It runs in the family." "Shittttt... not with you it don't. How the fuck are you related to them? Take a look at them and take a look at your ugly white ass." "Heyyyyy!" "Them...pretty motherfuckers. You... ugly ass, dorky ass motherfucker. Big dick or not." "Heyyy... that's not f...

Francis Meets a Black Stud Ch. 05

by FrancisAlba on Sep 16, 2017
Transsexuals & Crossdressers

Thanks for all the great emails. Sorry it has been so long since I wrote, but things are as they are. For any new readers, you may want to back up a bit as this begins exactly where part 4 left off, so the start may be a bit fuzzy. Happy reading! Kisses, Francis * I finally came upon a plan that I thought would make everyone happy. I would keep on playing...

Why Did I Do That

by capt13 on Sep 16, 2017
Interracial Love

We have all had that one thing that we have done that when we look back on it we are shocked at how we behaved at that one moment. We try to forget and make since of it but no matter what we say to ourselves we know it was wrong. This was that one thing for me and even now I know it was wrong. I was in college and like most college students I was always loo...

The working school day

by Sqmuel1 on May 24, 2018
Amateur

Hello I am John Doe. I'm a pretty average guy and I go to a pretty average school. The girls here are pretty hot and I want to bed quite a few of them but there's only one issue. I am super ugly and super nerdy which isn't quite popular with the ladies. I've wanted to change this for a while but I haven't really had the time to do so with exams and stuff. It...

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Produce Man's Big Meat Ch. 01

by Younglover1124 on Sep 25, 2017
Loving Wives

"Ugggh... ugly asshole." Jenn said aloud as she came over to the aisle I was on. My wife Jenn(35) is the most beautiful woman I have ever met. At 5'5" she can make every head in a room turn. She has long brunette hair nice, perky c-cup breast(almost d) and a round tight ass not too big but not flat. She even has the most beautiful face you can only imagine...

My Hot Wife Katie Ch. 29

by Freddyj881 on Sep 25, 2017
Erotic Couplings

Katie Jackson and Phil Dorman arrived in Los Angeles on Friday afternoon for the Monday evening premiere episode of 'Dancing with the Stars'. The flight had been uncomfortable for Katie. For some reason, Phil had barely spoken to her. Ever since their departure, the old man seemed strangely distant, constantly lost in thought. When she had confronted him, he...

Baby Blues

by GToast on Sep 12, 2017
Romance

As usual, based on real events in my life. As I placed my infant daughter in her crib, I could hear the sound of water rushing through the plumbing. I smiled. Celia, my wife, was finally getting that shower she'd needed, wanted, for three days. Caring for a small baby was time-consuming, of that there was no doubt. She was suffering a little post-partum de...

A Gal Called Rail

by Lucky Mann on Sep 14, 2017
Erotic Couplings

I met Rail at a CB equipment swap-meet. We were both looking at the same piece of gear. It was the last item of its kind there, and I bowed out to let her buy it. Rail was certainly no beauty queen, but she had a great sense of humor. As we chatted, she told me why she picked Rail as a handle. She knew she was skinny as a rail and ugly as a mud fence. She w...

PatheticJamie

by MarkyB1892 on Jul 20, 2020
Exhibitionist & Voyeur

A personal story written about and for Literotica member PatheticJamie. This was requested by her and was written with her full permission. As Jamie checked into the low-budget hotel with its drab décor, the receptionist caught her eye. Jamie knew this woman. Of course, she'd gone to high school with her, where she mercilessly bullied and humiliated her at...

Ugly Duckling

by novaguy2u on Nov 2, 2020
Erotic Couplings

Or: The Randy Tutor and the Reluctant Student Janie was a typical ugly duckling; at twelve years old she had been chubby and self-conscious, but in the ensuing five years she had developed, growing taller and her figure fining down, and at eighteen she was still a virgin, although her full and curvy figure attracted attention. She had big breasts with large...