Ugly Duckling Stories

20,828 results
Orientation
Length
Source
Infinite Scroll

Christmas Past

by oggbashan on Dec 10, 2018
Humor & Satire

Christmas Past Copyright Oggbashan November 2018 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. ***********************************************...

Vampire Brothel

by robintodd88 on Sep 16, 2017
BDSM

Roberta Hawkins – Client 146 Chapter One I got out of my house that night and closed the door behind me. The air outside was cold, creating a chilly feeling as it brushed against my pale face. My raven black hair was tucked underneath my winter hat and I wrapped my arms around my chest to increase the feeling of warmth I desperately needed. I didn't know...

Seduction of a Woman

by cjd438 on Sep 12, 2017
Erotic Couplings

It was in early 2001 that I met her. I was married and actually quite happy with my home life. We were now a childless couple as both the boys had moved away. Our eldest had joined the army and our youngest was living in Toronto at a university residence. Life was good, predictable but good. Terry was well known for her strict religious beliefs. At 5’ 10” t...

Julie Becomes John's Pet Ch. 15

by Johns Pet Julie on Sep 19, 2017
BDSM

Hello, Literotica. It's been a long time- over five years. A lot has changed in my life since the last time I submitted a story. I'm now divorced. Both of my kids have moved away and have started building lives of their own. I haven't seen or communicated with either Nate or John in years. But I'm proud to announce that over the past five years I've gotte...

The Neighbour's Pool

by Stanley Eisen on Sep 14, 2017
Exhibitionist & Voyeur

My family and I have been living in the same house for roughly 12 years, and in those dozen years we’ve had the same neighbours. But no matter where we’ve lived, we always seem to have good, kind decent neighbours on one side, and obnoxious, stuck-up prudes on the other. This story is all about our nice neighbours, in particular their 21-year-old daughter, w...

Damsel in Distress Ch. 02

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Imagine your sister asking you to chaperone her on a date. Would you? Debatable - Now suppose you had to dress as her girlfriend? Duncan did but it was his sister who came to his rescue when subjected to a humiliating ordeal. This story can be misleading. It starts as an endearing sister, brother crossdressing scenario that develops into a humiliating and b...

Fair-ly Fortunate

by PaladinInBlack on Sep 16, 2017
Sci-Fi & Fantasy

Synopsis: A mysterious man changes Madame Olga fortunes at the county fair. Fair-ly Fortunate * The county fair was everything he remembered from childhood. Bright colors, loud noises, aggressive smells, every sense bombarded with the best and worst of stimuli. The whole thing had an undertone of age and ugliness, like the overdone makeup on a vain old st...

Beat Me Harder, Master

by Tattletale on Sep 25, 2017
BDSM

My Mistresses parted the curtains and we peeked into the sold-out theater. "I've never seen such a big crowd," one said. "Standing room only," said the other. "They have come just to see this slut whipped and raped. I can hardly wait to take a cat to that fine ass of hers." "DRAG THAT WHORE OUT HERE!" The gruff order came from one of the five Masters. The...

Who Needs Her?

by SofieCo on Sep 16, 2017
Romance

He'd only seen her once since she'd been back. He figured the worst was probably over. He'd hated the way she looked then, the way she smelled. It brought all the memories rushing back to his gut. The three months she'd been gone had been both a blessing and a torture. He'd moved on. Found a girl less than a month after she'd left. Not that it was hard for h...

The Making of a Slave

by DreamInTheDesert on Sep 17, 2017
BDSM

She started out with such...potential. But then. so did most like her. When he found her, she was a pleasant, successful and popular young woman, just out of college and at the start of a promising career. Candace had always been slightly above average in the looks department and far above average intellectually. She was vivacious and bubbly, with a quirky a...