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My first Crossdresser Part One

When she walked in to the restaurant I knew I was in trouble. It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn't have video poker...I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's strutting toward a table.Convincing she was not, a crossdresser without question. But pretty, really...

A Crossdresser 8217 s Life

Hi! This is my first story on ISS so don’t be harsh on me. This isn’t a real story, but a fantasy which i am going to share with you,though the characters are real. I am a boy(21)(crossdresser) doing my engineering in Bangalore in a reputed college. I stay at one of my fathers friends house, his name is Rajesh. His first wife died due to cancer so he married again. His new wifes name is Rajni. Rajni, in her 30s, is a damn hot woman with a plus size figure. Now lets move on to story… Initially i...

Telling Mom I m A Crossdresser Part 2 The Adult Store

I awoke the next morning a little groggy as I slowly recalled the events that had taken place last night. I rubbed my body up and down feeling how the latex had now become a little sticky and how my ass and cock were still sore from the pounding I had taken. I read the note again left by my mother and decided to make breakfast as I was for when she arrived. It was just past 9am when I heard a fumbling at the door, my mother had walked in with her heels in her hands and her clothes hanging loose...

Danni The Crossdresser First Time Sissy

by - sissy debbie This is a true story about what happened to me after graduating high school and how I became a sissy for woman who was nearly twice as old as me. --------------------- The summer after my senior year of high school a neighbor asked me to look after her house and her cat for a week while she took a trip with some friends. Her name was Heidi and she was an attractive woman about 38 years old. She just wanted me to stop in and check on everything a few times. I...

Nenu Crossdresser Nunchi Gay

Hi, na peru ajay. nenu tenth class ki vachinappatiki naku crossdressing alavatu ayyindi. enduko emo telidu, kani adavalla laga chira, jackettu vesukovatam istham. mukhamga Bra and Panty. ma inti venaka oka portion lo vunde oka ammayyi thana battalu vutiki bayata aresedi. ala aresina vatilo thana Bra lu kuda vundevi. mamuluga avi sayantram avi tisesedi. kani oko sari marichipoyo emo battalu tisedi kadu. ala tiyanappudo leka oko sari Valla bathroom lone vadilesina battallono (valla bathroom...

Crossdresser and I at Costco

I went to Costco over the weekend with my friends girlfriend. She went off shopping, and I went off to get a few things. I walked down some random isle, and saw a girl leaning down. I snuck a peek at her butt and saw a little bit of a thong showing over the top of her shorts. She was wearing a blue hoody. I looked up and saw that she had really short brown hair. I tried to see her face, when she stood up. A box fell from her hands and onto the floor. Being the nice guy that I am, I picked it up...

Crossdresser ke saath maza

Hello frnds.How is everybody.I recently got another hot encounter in July 2008.It happend at my sis home.Both my sis and her husband work for an MNC.They had recently employed a new maid.They were supposed to go to Pune for some seminar from their company.Since this new maid is new in town and has nowhere to go so my sis said me to stay at her at home so that maid will not face any difficulty.i said ok.I understood the problem and said ok for the proposal.So i reached her home on the day on the...

CL Memories 1 Crossdresser True Story

I used to get a lot of fun out of CL. I'll post some short stories about some of my experiences there. I sure do miss it. This happened about 10 years ago. I was divorced and living alone, and playing whenever I got the hots and had a good opportunity.I checked CL one weekend night to see if there was any fun to be had, and found a post from a crossdresser visiting a nearby city and looking for company. She (I'll use that pronoun here) had a room in a local motel for the night. I responded to...

Auto Ride Made Me A Crossdresser Whore 8211 Part 5

Except for some dirty and humiliating ones, most of Raghav’s dialogue will be in English in this part about the crossdresser whore. I thought that it is easier for me than translating each of the dialogues. The ride home was uneventful. I just sat dumbfounded in the back seat while Ragahv just fled the auto fast. In a short time, we reached my place. I picked my bags and climbed the stairs. Raghav followed me, carrying another small bag. Where did he get it from? I am sure he was spotting a...

Crossing Lines Chapter 1

It all started innocently enough. I was working on my master’s degree while working full-time. My wife encouraged me to pursue it and I went at it with all the energy I could muster – which turned out to be not quite enough. The competing demands of work, marriage, and school took their toll and I fell behind in school. Beth did all she could at home to make time available to me to work on my thesis. She even invented a reward system for me. She laid out a timeline with different milestones on...

Crossing The Line

Moving to a different town is never easy, but it can be exciting. I'm moving to a small town in Ohio. I'm moving here for a few reasons, I wanted to get away from the noisy, big city. I also wanted to move closer to my best friend Karen, and Jacob, her son. Jacob has been in college, which means Karen is now all alone, with him barely being home anymore, so I thought I'd move here to keep her company. I couldn't believe my luck when Karen called me and told me the owners needed to sell this...

Crossing Lines Chapter 1

It all started innocently enough. I was working on my master’s degree while working full-time. My wife encouraged me to pursue it and I went at it with all the energy I could muster – which turned out to be not quite enough. The competing demands of work, marriage, and school took their toll and I fell behind in school. Beth did all she could at home to make time available to me to work on my thesis. She even invented a reward system for me.She laid out a timeline with different milestones on...

Rachael Crossing the Line

Rachel - Crossing the Line - by: Rachel M. Moore November 16th, 4:10 PM ? Global Access Cable company: I had just returned the truck to the office and was transferring my toolbox over to my car when I saw John Wendell coming my way. John was probably my best friend here at work and he was always after me to whoop it up with him and a couple of the other guys at the Deuces High tavern just up the street. He was a couple years older than me and in a state of permanent...

Rachel Crossing the Line III

Rachel - Crossing the Line III ? by: Rachel M. Moore November 19th, 10:51 AM My life may have been heaven, but my hair was giving me fits at the moment! The long hot bath I had just taken did wonders for my aching muscles, it was certainly easier to move around now. Bending over to pick something up off the floor took some thought before executing that maneuver. I had knocked my comb off the counter in the bathroom and, not giving my previous night's workout much thought, bent...

The Praxis Crossing

This is the fourth story in my Legacy universe, following The Miracle Legacy, A Change of Heart, and Hardshell. In spite of that, this story follows different characters and can be read on it's own. The Praxis Crossing By Morpheus I leaned back in my chair and yawned, once again looking over the three dozen TV screens that filled the room. I'd been watching them for more time than I cared to, and not a thing had changed in any of them. And though that might be boring, I...

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