Ugly Woman Stories

224,454 results
Orientation
Length
Source
Infinite Scroll

Amanda's Knees & My Pissed-on Face

by ButtPlugBitchBoy on Sep 13, 2017
BDSM

Amanda's knees are a miraculous thing, see. Most men might well overlook 'em, but that's no excuse not to grant their perfection. See, Amanda's the kind of girl, fresh out of high school, 19 or 20 years old, long dishwater blonde hair she wears in a ponytail, who'd cause any man a moment's pause and all, but not all would notice her knees. She works at the...

A Man and a Woman

by shankly on Aug 29, 2017
First Time

I have always been very shy. In high school I kept girlfriends but never chose to pass third base with them. It was hard for me to feel like an adult when I had to tell a girl not to moan for fear my parents might hear. When I moved to Las Vegas and was supporting myself by working in a casino, things were different. I felt like a man and was ready to do mor...

The Chronicles of Hvad Ch. 00

by AspernEssling on Jul 6, 2020
Sci-Fi & Fantasy

THE CHRONICLES OF HVAD - CAST OF CHARACTERS For those of you having trouble remembering who's who ... Feel free to peruse the list - there are no spoilers. Author's comments at the end. From Gosdan's steading GOSDAN - the Hospodar MIHRAN - his Hand (a combination of bodyguard and advisor) ANTRAS - his eldest son KHOREN - Antras' Hand, a brute...

April the Spoiled Housewife

by away443 on Sep 17, 2017
Loving Wives

I'm having a very sad day. Billy told me I was fat and that's why he's not that into me anymore. He didn't actually say anything, or use words, but I just knew what he was thinking. He wasn't the verbal kind - instead guess he just worked long hours and paid the bills while I ran the household single-handedly. For years I've been horribly depressed ov...

Promises, Promises

by ribnitin on Sep 23, 2019
Loving Wives

A member of a Twitter writers’ community asked how authors should present their social and political ideals in their work. I responded to only include them if they are relevant to the story; not to hit readers over the head with them. So I apologize in advance if you have a headache from reading this. If you’re a troll, I’m sure you’ll find a lot of material...

Slave Unbound Ch. 04

by MemoryofSnow on Feb 10, 2020
Sci-Fi & Fantasy

Chapter 4 Preparing for Death **Characters and text are protected under copyright law Disclaimer: This story is not meant as 'erotica', but dark adventure-fantasy. It may contain material that sensitive readers might find uncomfortable. Please be advised. Laying naked upon the hard, cold stone floor of her cell, Leita clutched her knees tightly to her ch...

Whore Today, Gone Tomorrow

by Hobbes Goblynn on Sep 14, 2017
Humor & Satire

One day Eric the Weenie was coming back from a NASTY (National Association of Saddened and Tampered Youths) meeting when he saw a whorehouse. Eric wasn't the prettiest apple in the tree, so he doesn't get laid a lot. He's so Ugly, the only girls whoever look at Eric are bulimics because he makes vomiting more easy. Since he was right at a whorehouse and feel...

Something Special about Maxine Ch. 02

by MADMADMADMAXine on Sep 14, 2017
Romance

I dedicate this story to Jon. * Something Special about Maxine, #2 The King of Cunnilingus meets the Queen of Trouble * Continued from Chapter 1: As soon as he ejaculated his load of warm, oozy cum in her warm, wet mouth and she swallowed, he helped her up from the futon. As if she was a paid escort or a whore hired for a few hours, he was eager to rid...

Owned by a Black Midget Pt. 01

by ps3lite on Aug 7, 2018
Interracial Love

Xenia is 36 years old, married to her high school sweetheart, Gab. Gab is 5 years older than her. He is not the fittest guy for his age even. He has gained a few pounds over the years. Xenia however, still looks after her appearance. She has maroon red dyed curly hair at shoulder length, 5"4", 32C cup, a size 8 and very attractive. Some people make jokes abo...

Jungle Fever

by AfroerotiK on Sep 11, 2017
Interracial Love

Darren was a brotha on a mission. It was Friday night and the club lights were coming up and it was time to take someone home and this white chick he'd been talking to didn't even put up the pretense of playing hard to get. Darren had more than Jungle Fever; he had Sub-Saharan Tropical Rain Forest Malaria and slutty white girls were his penicillin. The objec...