Encounters Archives | Page 158 of 377

The Costume Party

May 20, 2009
pantyboy2
Parties

I have yet to meet a female who I could trust enough with my secret and would do me up in makeup well enough that I can be passable.A fantasy I always get around Halloween is where I have a female friend who I could confide in about my secret for dre

From cyber to reality… and it's not over yet…

May 19, 2009
queenie
Anal Sex, BDSM, Cyber Sex, Implements and Equipment

I awake with the sun shining through the window. It's sitting low, so it must be already afternoon. I stir, just to feel this rough pain in my ass and pussy. Damn, you used me good, even though it was fun and...uhm...yeah, new, so to say. My mind wan

Laid off and getting LAID!!!

May 19, 2009
dressy34
Blow Jobs, Chance Meetings, First Time Anal, TvTs

Monday I get laid off from work. I come home and am a little depressed. I love to crossdress and drink. I pour the first of many vodka and cranberries and turn the dance music way up.
I go into my room and shave myself. I glue on my fake tits

Working Together

I met Pam at our Ohio base office. I was sent there to help out for a couple of weeks. We worked on a new project together becoming fast friends. After the third day there we were talking over our quick lunch. I told her I was already tired of eating

True (and short) story

True Story:

I have this story to share, never actually told it to anyone before but it’s kind of fun so enjoy.
I live outside of town a couple of miles and therefore the parties always ended up at my place. Far enough from town that

The Tease

May 16, 2009
strippednakedmale
Caught Doing It, Exhibitionism, Humiliation, Sexual Blackmail

The tease:

Her name was Nichole, she was only 19 and had just finished school that year. She had decided to spend a year off before going to college with the possibility of never going to one since she always claimed she would never need it. I

Why Do I Imagine This ?

May 14, 2009
pantyboy2
Caught Doing It

A habit for me is to shave all my body hair as I enjoy the luxurious sensation and feminine appearance when dressing up.This usually consists of:garter belt attached to black lace top stay-up type stockings,bikini panty's,underwire pushup bra,top, sk

A Dream Come True, or was it a Nightmare?

A Dream Come True, or was it a Nightmare?

Oh hey, I thought to myself...here comes Brandi and she's walking right toward me. The hottest girl in the whole school without a doubt, problem is; there's not chance of her even trying to talk to

leaving me wanting more..

It was in one of my college math classes when I first met Luke. He didn't seem intimidated at all by me when he walked in that first day, casually sitting in one of the empty chairs beside me. I fell for him almost immediately and I couldn't help

One Drunken Night

May 4, 2009
fantasizer
Encounters, First Time Anal, Friends with Benefits, Masturbation

It was a Tuesday, of all days this one was especially different, and you see...I did something so different and so out of the ordinary that the only way that I can explain it is in a long, detailed narrative. This was it, this was the reason that I k