Ugly Woman Stories

224,454 results
Orientation
Length
Source
Infinite Scroll

Mismatched

by stev2244 on Aug 30, 2017
Erotic Couplings

This is just a harmless male fantasy. I wrote this story more or less in one go for my own amusement. Don´t expect any serious emotions, problems or realism in this one. Useful feedback with a return address is always welcome. I have replied to each one so far. I probably won´t reply much in the public comment section, although I usually read it and appreci...

Simiran's Humiliating Confession

by hairysurfer on Sep 17, 2017
Fetish

Here is a recent correspondence I had with a young lady who had read my stories and wanted to humiliate herself by telling me some of the most shameful and embarrassing things about her own private parts: Hey!! I'm a young Indian girl and I would like to share my dirty details with you. You turn me on. I love your stories and loved the idea of being one of...

The Housekeeper Ch. 04

by Rolph35 on Sep 16, 2017
Novels and Novellas

They didn't speak until he had his clothes on. Then she said, evenly, "I am sorry for what I did to you. I thought you were asleep and it couldn't hurt you." "You couldn't help yourself Laura. And I don't say that unkindly. I saw you fight it and cry about it and in the end, you were inquisitive enough to try it." Something in Laura snapped. "My husband...

Danny's Butt Mom Ch. 13

by Bob_Lovecock on Sep 12, 2017
Transsexuals & Crossdressers

During supper both Danny and Dianne were thinking to themselves how good it would be to get Margaret involved with them. Danny stared at his Aunt, checking out her huge tits and big fat ass. Her clothes revealed a little more of here buxom figure, with unbelievable curves and firmness. There was definitely something dirty and raunchy about her body language...

Two Ugly Ducklings

by madamweb on Aug 30, 2017
Erotic Couplings

When you watch one person transform, you don't notice that you've transformed yourself. You don't realise that you're just as attractive to the opposite sex as you are to them. Well that's me, Brianna Fitzroy. Ugly duckling extraordinaire. Almost overnight, I transformed from this super skinny schoolgirl, into this brown skinned, long limbed goddess and I d...

First Time Disaster

by Oz99 on Sep 1, 2017
Humor & Satire

This is a true story as related to me by a former roommate of mine in the early 70s. All persons involved were over 18 years of age and the names have been changed so as to not identify or embarrass anyone. When all the details were told to me, I laughed until I cried. Poor Jason! ***** So throughout his college days, Jason Smith tried like hell, but was t...

Ladies of the Club Ch. 03

by LynnGKS on Sep 13, 2017
Loving Wives

My name is Fred Clarke and I am manager of a luxury golf club in Orlando. I'm married but recently separated. My wife went back to live with her folks in Palm Beach. I live in this exclusive gated community in a lovely home with a pool and a golf course view. Sitting at the club bar enjoying a bit of Glenmorangie on the rocks I look out at a nearly full din...

Christian Men For Muslim Ladies

by Samuelx on Sep 16, 2017
Interracial Love

Don't let my nerdy looks fool you, I am very dominant. That's what I felt like telling my new boyfriend/next victim Lucas Gregoire as he stepped into my bedroom. My name is Ajeebah Mokhtar and I was born and raised in the City of Misrata, Republic of Libya. I've lived in the City of Ottawa, Ontario, for the past eight years. I stand five feet nine inches tal...

Dorothy's Custom Story.

by BOSTONFICTIONWRITER on Sep 2, 2017
Erotic Couplings

I'm Freddie, Bostonfictionwriter, and I write custom stories for those who want to capture a memory and who don't have the ability to write the story for themselves. Only, something weird is happening. The creative fictional facts that I include in factual non-fictional stories come true. Either I'm psychic or my stories are charmed. This leased space was on...

Deus Sex Magnumcock Pt. 01

by tedsitt on Mar 31, 2020
Humor & Satire

Deus Sex Magnumcock Pt. 01 Well, he was on holiday, so why not fuck some idiot bitch? He thought to himself, a conceited smile spreading across his crocodile jaw. The palms floated above him, wind rustling through flat leather leaves and casting sharp shadows across the poolside floor. His name was Jim. Hers Kylie. And she was lying there, barely clothed rea...