Prom Embarrassment Stories

45,633 results
Orientation
Length
Source
Infinite Scroll

The Ugly Duckling

by PaulSandarac on Sep 26, 2017
Romance

[This story got its inspiration, but not its theme or plot, from a very old movie with very haunting theme music, "A Summer Place"; that starred, among others, Sandra Dee and Troy Donahue as young lovers. While the world of the movie, and the novel it was based on, are, like Tara, "Gone With the Wind", the intensity of first love never changes, and the portr...

Graduation and... Ch. 09

by D.C. Roi on Sep 16, 2017
Novels and Novellas

Heidi Tate sat alone in the living room of her home, feeling extremely depressed. Her life was in chaos. Her marriage was falling apart and would likely end in divorce before too much longer, but that wasn't the worst of Heidi's troubles. A few days earlier, under the sway of emotions she still couldn't understand, she had seduced a young man named Bobby Dra...

Prom Night Ch. 02

by ravishingrick69 on Sep 14, 2017
Group Sex

Absently, Nate traced the rim of his plastic punch cup, his fingers moving in tedious, endless circles. He glanced out onto the floor with not a little annoyance at the flashing strobe light and hip-hop beat that had sent the gymnasium into a gyrating frenzy. His senior prom was not living up to his expectations. A lot of the problem was timing. The school...

The Misadventures of Hillary Hagg Ch. 01

by Stabmeisters on Aug 31, 2017
Humor & Satire

Part 1: Meet Hillary Hagg Prom was only two weeks away and Hillary Hagg still didn’t have a date. The young woman couldn’t quite understand why as she stood before the mirror in one of the lady’s rooms of Benjamin Dover High. She was wearing the tightest jeans she could squeeze her chunky thighs into, teetered around on the highest pair of square-toed platf...

Seducing Jennifer Pt. 01

by jacktar48 on Sep 11, 2017
First Time

I closed my eyes and concentrated on coming as I stroked my dick with one hand and clutched a pair of Jennifer's panties in the other, inhaling deeply of her musky scent. I was almost there...for the third time that evening. I hoped I wouldn't shoot my load all over her bathroom mirror again. It was difficult to clean off completely. I had to learn more self...

One Way or the Other

by 4glory6 on Dec 2, 2019
Loving Wives

Lindy couldn't take her eyes off the child who was being introduced to a picture book in the bookstore front of her two-bedroom shotgun house in tiny Wallace, Kansas. Wallace was in "nowhere land" twenty-five flat and nearly tree-less miles east of the Colorado state line just off Interstate 40. She had no idea how old the little girl was. Lindy, twenty-four...

Education of Amy Ch. 02

by elgemowtf on Sep 14, 2017
Exhibitionist & Voyeur

Amy finished her homework finally. It was much more difficult for her today than normal. Her mind could not stop wandering to Jim. This was the first time that she remembered obsessing about what lay under a boy's clothing. From the tight shirts, she could tell Jim had an athletic body, and his butt was certainly cute. And her curiosity wandered to his hard...

Come As You Are Ch. 03

by PoisonPen33 on Jun 11, 2019
Novels and Novellas

Previously on "Come As You Are" - Four lifelong friends reunite for their ten-year high school reunion -- professional chef Brenda Lattimore, celebrity video game streamer Sadie Green (nee Bedford), recently engaged ski instructor Michelle Min, and local business owner Collette Hansen. Over drinks and dinner the night before the reunion, the girls discover t...

I Am Jack's Life Ch. 07

by Finis on Sep 13, 2017
Novels and Novellas

Author's note and acknowledgements This story has sat on my hard drive for four years now. I wrote it, all twenty chapters and 95,000 words of it in eight days of a frenzied, near trance-like state, sitting on my couch with my wife's laptop. She would occasionally have to remind me to eat. When the dust settled, and I looked up, I realized a couple of...

The Party Ch. 2

by Spirit of the Tao on Aug 31, 2017
Group Sex

John watched his buddy Dan maneuver his way through the crowded living room and up towards his dream girl, Amy Mitchell. John was happy that Dan had finally worked up enough courage to at least talk to Amy, whom he had lusted over for nearly three years of high school. John glanced around at the crowd of teenagers attending Samantha Mathers' party and grin...