Prom Embarrassment Stories

45,633 results
Orientation
Length
Source
Infinite Scroll

One Night On The Town

by TwistedPlayr on Sep 17, 2017
BDSM

It was Donna's birthday and unfortunately her husband was out of town for the weekend. A few of her friends asked her out, and on her husband's insistence, she decided to go. Unfortunately for her, all of Donna's friends were single, and she soon found herself alone as her friends found male playmates. Donna was left drinking be alone, and was on her third d...

The Surprise Guest

by HotSauce856 on Sep 13, 2017
BDSM

We sat facing each other in the small coffee shop, sipping our lattes in silence. Neither of us felt the need to engage in idle chit chat for the last few minutes. Perhaps we were both reflecting on the evening to come. Anticipation was what it was all about. The sunlight poured in through the naked floor to ceiling windows, bathing me in its bright light....

The House of Lights Ch. 01

by Pgup on Sep 12, 2017
Sci-Fi & Fantasy

It was Monday -- again. And, I was facing my usual work day. I spent the whole morning over a batch of sales figures -- I work in accounting -- and then, finally, I rose form my desk and went down to lunch. The usual girls were already there and, as usual, Amy was holding forth. I slid in alongside Minnie and whispered to her, "What in hell is she going on...

Spotlights Ch. 05

by infiniteocean on Sep 15, 2017
BDSM

Chapter Five: A deal is struck, literally Author's Note: This story is complete fantasy. Any resemblance to people, living or dead, companies or inventions is purely accidental. Chapter 5 follows on immediately from chapter 4, in which the business deals were proposed and discussed. ********** "This is an excellent solution," David said "I endorse it he...

Housemaid's Story

by BTH2406 on Sep 13, 2017
Group Sex

I’m nineteen years old and attend Otago University in the South Island of New Zealand. I’m considered better than average in the looks and figure department, and even I like what I see when I look at myself in the mirror. I don’t think I’ll be winning any Miss World contests in the near future, but I do attract more than my fair share of boyfriends and lover...

Jody's Gift

by MDF251 on Aug 31, 2017
Erotic Couplings

Before fully understanding it, I was a recluse in my own apartment. My eyes glued to the computer screen. The words, "Blocked", appeared ghost like, on the screen, as my eyes went in and out of focus, hour after hour. I was a writer, you see, with the worst of all problems. I had some success, small but thankful, writing for an internet site, until recently....

Close Shave

by Tomsparty on Sep 13, 2017
Transsexuals & Crossdressers

My sister, Sharon caught me naked, shaving my legs in the family bathroom. 'I thought you where in Court all afternoon.' I cried dropping the razor in surprise. My sister dressed in her smart black skirt, white blouse and black fitted jacket raised an arched eyebrow patronisingly. 'Obviously so, brother dear but my case finished early. I wasn't required f...

Naomi's Swinging Debut

by happilymarriedguy on Sep 13, 2017
Group Sex

This story follows on from Naomi's First Threesome. We spoke of little else for days after the threesome with her boss. The excitement of the experience cast everything else in the shade. At first, we were hesitant. Naomi asked me how I'd felt about it - how did I feel about seeing her sucking Bob's cock? Was I jealous? Did it make a difference that Bob...

Jo, Shemale Goddess! Ch. 02

by LexyHarper on Sep 11, 2017
Transsexuals & Crossdressers

Jo chuckled as the man in the sharp business suit looked hastily away when she looked up and caught him staring at her legs, again. Her 'Rupaul' legs as men with a history of watching men dressed as women called them, or her 'Naomi' legs as the newer ones to the scene seemed to think. Both divas had fabulous legs; Jo didn't mind being compared to either and...

The Trophy Wife

by Rick_Love on Sep 12, 2017
First Time

About two years ago, our next door neighbors sold their house and moved out West. They were both in their mid thirties with one little girl of about four years old. He was a fairly average looking guy with an average build, but his wife was short and weighed well over 200 pounds. Why he found her attractive, I never quite understood. They had always been nic...