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12

Confessions of a Sex Crazy Cross Dresser Part 3

Sandy's Adventures Continue in Chapters 5 and 6

Part 3 of Book #1. Chapters 5 and 6. Please review and let me know if you want more Chapter 5: Da’ Place Adventures Sunday that week was definitely going to be a day of rest. After all my adventures on Saturday including a coast to coast airplane flight, I was exhausted. Collette called me and asked me if I wanted to get together tonight and I asked her for a rain check. I ran some...Read On

20

A Saturday Afternoon Visit to the Office

I get to let the sissy in me cum out during a Saturday afternoon visit to the office

I usually work from home as I have a very private place with a wonderful view and Lord knows I’ve put in more than my fair share of office hours over the years. But I do occasionally elect to make visits to the office both during normal office hours and off-hours to make copies, restock my home supplies and have a cup of coffee with a long-term friend or two. Usually when I do hit the office,...Read On

17

Carl, Carla and Hannah - Epilogue

The conclusion.

It's now been nearly a year since Hannah and I got married, and my goodness, what a year it's been! As soon as we reached the Bahamas on our honeymoon, Hannah and I (as Carla, naturally) had an absolute wonderful time. The days were full of warm sunshine, and the nights were full of... well, I think you can guess! When we got back, my plan to live full-time as Carla started well. After a...Read On

2

An Original Woman

Sometimes things just need a little boost for a new friend.

Ever since I was young, running always exhilarated and calmed me at the same time. Then, more than ever, I really needed those feelings, so I ran. By the time I finished, I felt as though I had nothing left in the world to worry about, until I realized that I needed to get to my first class of the summer. I sprinted to my apartment, and took a quick shower before getting dressed for English 101....Read On

19

Telling Mom I'm A Crossdresser Part 11: Girl time

sorry it took so long and that its a bit longer then my last one but I hope you enjoy. com at bottom

Part 11 It had been a while since my last time as Missy. I had been doing some jobs for people, nothing special mostly working on decks and mowing lawns for neighbors to not only keep up appearances so as to not give to much suspicion of where my money was coming from. This continued for what seemed like 2 weeks before and started to wonder if my fun as Missy had ended. I walked in the door...Read On

4

Friday Night Maid Part 3

On Friday she goes out with friends, he becomes the maid

Friday Night Maid - Part 3 - by Diane Leonard [I walked towards his side of the bed, stood just out of reach. Took my models pose, leaned back, and said, "Good evening sir. May I stay here for a while? I have no place to sleep anymore." part 2 ending] With that, Roger got this huge smile, jumped out of bed and almost broke the door off as he closed it. He walked over towards me, stood...Read On

21

Becoming Chloe - Part 4

Vickie reveals her past...

On Sunday, I was awake first. Eager not to disturb Vickie, I snuck to the bathroom to empty my rather full bladder. The chemise felt so natural that it was almost instinctively that I sat down to pee instead of my usual standing up. After I'd wiped myself dry (another first!), I crept downstairs and made us both coffee. The curtains were all closed, so I felt comfortable wearing lingerie...Read On

14

Late Night Bus

Ben makes and receives a deposit at the depot...

It's a beautiful, foggy English night. Panting, my lungs aching from the cold, I reach the bus stop at a dead run skidding to a halt on the loose crumbling tarmac. The salty taste of Steve's cum still fresh on my tongue and my anger unabashed. Catching a breath, I realise just how much I love nights like these. The ubiquitous street lights struggle to penetrate the gloom of their...Read On

Mistress Hannah's Pathetic Husband Part 6

Mistress Leelee uses me hard.

Having accepted the riding crop, Mistress Leelee seemed to understand that she was being given the opportunity to do something to me, but she was clearly lost. "He's yours now Leelee. It starts with the first order. If you're going to turn your cheating husband, a little experience with Michelle here will give you confidence. I suggest you order him to stand in front of you and work from...Read On

33

Andrew to Andrea - Part 4

...the next few steps...

Chapter 4 It seemed like the time would never arrive. I watched the clock limp around the dial for the last hour between 5 and 6, but finally the time came…the time to go home. I still felt the pressure, not unpleasantly, of the plug installed by my wife yesterday, and still had the memories of the sensations that I felt each time she activated it…again, not unpleasant. Finally, I had the...Read On

14

Never go into an alley

Pulled into the alley behind a dumpster

It had been months since I had the opportunity to dress En-Femme. With so much time having passed and not being able to indulge my feminine needs, I was about to explode. The tunnel was long and dark to fulfill that need, but I knew that at the end of it would be a light. Not realizing just how long that tunnel was, I had purchased a new blonde wig, a new pair of tight, low hip riding...Read On

37

GurlsOut

Having been into womens clothing since an early age,as I got older I often wondered about going out dressed up and hitting a local bar as a girl. Well I finally got my chance back in 1984. I was in the Air Force stationed in North Carolina and had already made a connection with a local man down there and we had sex on a pretty regular basis. He knew of my desire and one night we decided...Read On

23

My First Time With Two Guys

I got more than I bargained for when I met a guy for sex

I had made a date with a guy I had been exchanging emails with on and off for three months. He seemed nice enough and was pleading with me to meet with him. He convinced me to meet him at a nearby hotel and left the key at reception. Then, he was going to wait at the bar whilst I got ready and I would text him. Then, he would come up to the room and let himself in. I arrived at the room,...Read On

11

The Engineering Costume Party: Part 2

A college freshman gets more than he bargained for.

After realizing I might be the only guy dressed as a skank for the Skanks and Robots Party I timidly waited in the dorm room and “pre-gamed” with Anthony and Jillian for the upcoming festivities. I drank vodka and cranberry with Jillian while Anthony had beer. I hoped some “liquid courage” would help me to feel more comfortable going to the party dressed in such a slutty outfit. Now, I...Read On

25

Mariah... My Wank Mistress

How I met Mariah, a crossdresser's dream...

We first made contact about three years ago, on one of those dirty dating sites. I was showing my tranny profile, Velvet, at the time, and was being hit on by a bunch of dirty old men, when this "Mariah" person said, "Hi." I was in a pretty sarcastic mood at the time, and was slightly peed off, as the guys I had been chatting to were only interested in one thing, getting their rocks-off. ...Read On

14

A New Chapter

Sensual Bliss

A few things have changed. One, I have accepted my desire and need to fulfill that urge to become feminine and girly. Two, having accepted that, I also had to invest to make myself look, and become as girly as I could. That led me on a near year pursuit to create a better feminine appearance than just using two suntan body stocking to shape and hold my feminine curves. After months...Read On

14

Car Park No 1

My crossdressing dream

The Car Park No 1 The car park has always been a great place for meeting a fellow for a good time. I had been there several times over the years and felt a great satisfaction in satisfying the needs of a horny participant. It has become more of a challenge since the police seem to patrol it more often than in past years. However, I had the opportunity to have a few hours to my self as my...Read On

An Introduction to Crossdressing Pt 3

After all the preparation I want it too bad to go out.

As I was following Jackie to the hotel I couldn’t stop looking in the rear view mirror at what was a complete transformation in my mind. I kept doing that thing where you look away and then back hoping to catch your reflection not keeping up with you because you are sure it is not you. It is probably a good thing that there were not very many cars on the road since I wasn’t paying any...Read On

14

Tammy, Lisa, and Karen part 3

Please read: Tammy, Lisa, and Karen part 1 and 2 first

I woke up the next morning with Lisa sucking on my little clitty, making it hard. I pulled her panties to the side and began to kiss her beautiful pussy and suck and lick on her clit. I began to plunge my tongue as deep as I could into her hot wet honey hole. Lisa was about to make me cum, then she stopped. She knew just where my breaking point was. She turned around and sat down on my...Read On

14

Jessie's Payback Continues

Jessie thought the payback was over. She was wrong

It was turning into a wild night, and I was the party favor. After Zach and Aaron had their way with me, I thought I was done for the night. But I couldn’t have been more incorrect with my assumption. As I was getting ready to leave the living room, Dan tugged on the chain that was attached to my neck choker. I went to my hands and knees much to Dan’s pleasure. Zach, and Aaron had been...Read On

11

That First Halloween

Guy ventures out on Halloween dressed at Princess Jasmine.

Guy just sat there in his car wrestling with the decision to get out. Every time he reached for the door handle it caused his heart to beat harder in his chest so he stopped. He would occasionally check his make up in the mirror expecting that something changed since he last checked it.There was no change, he was still as stunning as ever. He finally worked up enough courage to exit his...Read On

16

Seducer or Seducee?

Male attends a costume party as Tessa and is seduced by a beautiful woman.

Every year a city about an hour away from where I live hosts a big charity costume party that coincides with Mardi Gras. I had decided to attend the event as my female persona, Tessa. Since I don’t get many chances to go out in public I decided I was gong to go all out for this event. For the last two months I had been on a strict diet, more like starvation but I knew the results were going...Read On

12

Night on the Town

The girls and I go out to a lesbian bar.

Night on the Town Barbara Marsh “Well, come on, chicken!” I responded, “Cluck, cluck.” Okay, so I know it’s not original, but it was the best I could do. Despite my misgivings, I got out of the minivan, smoothed my skirt across my hips, and waited for Alexis. Her name’s really Alice, but she was Alexis for the night. The same way Jeanna was Gina and I was Betinna. I don’t...Read On

22

Not What You Think I Am

Excited by the young looking woman who is such a surprise.

Marriage can be a lonely place, two folks living together and yet being so far apart. It never used to be like that but I guess it comes with the ageing process; a mid-life crisis. To overcome our frustrations, my wife decided we would spend more time together away from our comfortable home, so one weekend every month we hire a log cabin at a campsite that sits between the forest and the lake....Read On

14

Webmeets Diary Ch. 03

I become Sarah to meet an older couple.

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. I'd been using the swingers' site for more than a...Read On

20

How Andrew became Andrea Part 2

"Did you cum?" Lacy asked.   "Yeah," he answered trying not to look at her.   "No need to feel embarrassed. Its all right."   "I think I better go," he said and stood to leave.   "Can you come over tomorrow?"   "Yes, if you want me to."   "Yes, I want you to. I will have a proposition for you," she said as she escorted him to the door.   "A proposition? What kind?"   ...Read On

19

My Lesbian Lover

My first adventure out as a woman ended in the arms of a woman!

My wife was trying to come to grips with the realization that I cross dressed, with marginal success. Part of her plan was for me to meet in the Twin Cities with other CDs so I could have a ‘safe’ place to dress up, away from our small town. To be safe, I was to drive up, change clothes there, meet with my friends and then change again for the drive home. A good plan … a safe plan … but not...Read On

3

GAG-A-RIFIC BARRY part 2

Barry's revenge continues as girl power reigns supreme!!

After leaving Barry out in front of my apartment complex for 5 minutes, Jenna and I went to check on him.  Actually, we went to laugh at him.  What we saw was Barry trying to hop (handcuffed and anklecuffed) towards some bushes for cover.  If you remember, Barry was wearing only a pink thong panty.  We watched through the glass in the apartment stairwell and laughed until we cried.  Barry...Read On

15

Sexy Stewardess on a Hot Flight: Part One

Working as a tranny call boy leads to a high flying adventure.

After arriving in Los Angeles, I became a tranny call boy to support myself. Working for an agency, I was sent to perform sex on many older rich men. Being a hot twenty year-old tranny slut with fresh meat in my panties, I instantly became one of the more popular call boys in the agency. Some men even took me out on dates for dinner then back their places or motel rooms for lots of sexy...Read On

8

Once Again in silk Part 2

As sundown approached on Saturday I showered and got ready to attend the opening of an art gallery that a member of our organization was sponsoring. I selected the suit, shirt and tie and then I retrieved the white silk panties from the laundry room. I wonder if Darlene questioned herself on the fact that I accepted her request without protest? They were beautiful and just running my...Read On