Ugly Duckling Stories

20,828 results
Orientation
Length
Source
Infinite Scroll

A Secret Between Friends

by static891 on Sep 12, 2017
Erotic Couplings

It's funny how sexual people manage to find each other. You can know a person for years, but (without fail) the adventurous types manage to find each other. It's like a gravity of sorts, I guess. This is the story of just such an occasion. I'd known Amber for years. She was like family, in a way. She was a friend of the family while we grew up, and she late...

A Year Of Wild Horses

by KimmieNOLA on Sep 13, 2017
Group Sex

Rebecca had been best friends with Terry and Mike since they were kids. Every year their play together took on different forms. Each year their parents called by some cute label to describe whatever fad the kids were into: the year of Star Wars, the year of Raiders of the Lost Ark—and then the year would role over and the three friends would forget their mos...

Love or Lust?

by *cheeky_tango_queen* on Sep 13, 2017
Erotic Couplings

I'd gone to the pub to drown my sorrows after being dumped by my boyfriend. He was a nice guy, and I was sorry he'd left – but God would I miss the sex. So I guess I wasn't just at the pub to sulk. I was on the hunt for fresh man-meat! I'd seen some potentials, for if I got desperate, but nothing that really caught my eye. Then I saw him. As soon as he walk...

Hemingway Beach

by CEFrenchman on Jul 17, 2018
Exhibitionist & Voyeur

I was a young woman when I first came to realize the effect my body had on men. Because I was an ugly duckling and then a late bloomer, I became hyper-aware when men started to notice me and quickly learned to appreciate it. I loved that my looks made them nicer to me and got me special favors and attention. It wasn't until I was old enough to purchase my ow...

Big Bully

by larry74403 on Sep 14, 2017
Sci-Fi & Fantasy

Pollyana smoothed the green and blue plaid skirt over her creamy long thighs. It was getting terribly short for her, as she had gotten taller over the summer. Her mother made the comment about getting her new uniform skirts for the school year, but she hoped that it would be awhile before she did, as Polly liked how grown up and sexy the short plaid skirts m...

The Club Ch. 04

by BrettJ on Sep 16, 2017
Novels and Novellas

Grace Chan was in a very happy mood. Her goal to become a successful female rocker was going along nicely. Her best friend and sometimes-playmate Hiromi had gotten them a gig at "The Club" playing some kind of exclusive party. She couldn't wait to break out her new guitar and strut her stuff. Being on stage and having an audience watch their all-girl band,...

Fucking a Dork

by kittycalamity on May 12, 2020
First Time

I was eighteen, and I knew how I looked, with my juicy ass, tiny waist, and E-cup breasts. For years I had noticed the way my figure turned heads, and adolescence was incredibly kind to me. I was objectively hot, and I knew it. I was especially aware of my boobs, because nobody would let me forget about them, but to be honest, I loved having a huge chest....

Daisy Lighthouse Ch. 05: Silver Platter

by SZENSEI on Sep 15, 2017
Exhibitionist & Voyeur

Glenn Mercer opened his garage door entering into the Kitchen area of his home. Carrying a package he rests it on the counter. While unthreading his tie and releasing his strangling collar he shut the door moving into the rest of the house. He heard soft music playing from his living room stereo. Puckering at her choice of Bach made him realize she had taste...

Why I'm Such A Bad Girl Ch. 03

by Happily Tied Up on Sep 12, 2017
Erotic Couplings

Let me begin with descriptions of Danny and Zack, two of my companions for the evening that I have yet to describe in detail. Danny was the typical blond surfer type. His hair just reached his shoulders and was wavy and sun kissed. He was very tan and healthy in appearance, surprising for someone who spent so much time in dark nightclubs and practiced in ab...

Black Strapon Mistress

by Samuelx on Sep 17, 2017
BDSM

Right now, I can't believe what is happening to me, folks. However, I can't honestly say that I hate it. The name is Sylvester Vincent. A big and tall Haitian-American guy living in the city of Nepean, Canadian Province of Ontario. I work as a Security Guard during the summer and attend Carleton University. Oh, and I'm a very kinky and horny bastard. This s...