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Crossdressing

3

Sissy Blane's Liquid Assets

A Sissy is forced to repay a debt to a sex club in trade

I became familiar with the Plumrose Dossier one cool February morning when it was read to me in the private rooms of Madame H at the Clinic. ***** I'd arrived that morning for my weekly 'therapy' and had only enough time to hang up my outer clothes in the Sissies' cloakroom and don my Eva Gabor wig before a facilitator poked her head in and told me I was wanted in Madame H’s office...Read On

7

The Only Cure Possible

Sometimes your body can win over your mind!

Mia was standing in front of the dresser, checking her reflection in the large mirror that gave me such a wonderful view of her beautiful face and upper body. I could see her glance to the side and knew she caught me staring at her ass and legs. Her smile was warm and genuine, and I knew she didn’t mind the lasciviousness in my countenance. If anything she considered it a complement, or...Read On

23

Initiating Stephanie

Stephanie's secret is discovered and exploited

** Discovery ** The first time I set eyes on her, she was wearing the sluttiest underwear one can imagine. Totally oblivious to my presence, she was admiring her scantily clad body in the full-length mirror on the wall. The lingerie was black, my favourite colour , sheer in texture and cut to a design that left little to the imagination. Black leather, ankle boots adorned her feet...Read On

6

That First Halloween. Part 2

Princess Jasmine and Zorro spend the night together.

They parted company long enough for Guy to reach his own car and pull up behind the SUV that was already on the street. As he followed it to the Carriage Hills condos, he was unsure how the evening would end. Carriage Hills was a gated community and the SUV stopped long enough for Zorro to address the guard on duty in the shack.They proceeded to an underground parking garage and parked...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

2

A friend with something extra - The Conclusion

Lorna gets Grant ready for his lover.

It was on the following day that Lorna woke her step-brother up very early. "Come on and get up and get breakfast," she told him shaking him by the shoulder. "Huh? What?" he mumbled, still half asleep. "Come on. I need you to become sexy again," she insisted. He then stripped down to a pair of silk, hip hugger panties and donned a silk dressing robe that he found hanging on his doorknob....Read On

18

The Irresistible Dress

I just wanted some new jeans but I couldn’t resist the dress.

I entered the store as soon as it opened. I knew entering this early helped to ensure I would be the only customer so I could try on the boot cut jeans I wanted to buy. I said hello to the saleswoman and quickly wandered over to the jeans section but as I did I noticed a rack of new dresses. The one that stopped me dead in my tracks was a simple sleeveless sheath, but I loved the simple...Read On

3

My 2 AM Phone Call (Part Four)

I had no idea I was to be auctioned in that motel bar

They let me finish my cigarette and glass of wine which I appreciated very much. I sat very still on the bed smoking and sipping the wine while they watched me intently. A few minutes earlier when he locked the motel room door and I heard the lock click, I felt just a little fear, but that now gave way to excitement. The guys remaining in the room of this cheap, motel had seen me perform...Read On

22
SeanR83
online

Becoming Anthea

Anthony is persuaded to cross-dress

My name is Anthony and I am twenty-two years old. I have extra-long dark hair and darker eyes. I tie my hair into a ponytail and have a close trimmed beard. I look handsome and enjoy keeping myself in shape. I am a lucky guy as I have a very sexy girlfriend who is two years older than me. Zoe and I met at a mutual friend’s party and hit it off right away. She has short blonde hair and...Read On

15

Falling for Zak

A young man let's himself go to another man's desires

I hadn’t noticed the time, and I’d missed the last train home. The student party was fun, but I was in a bit of a panic not knowing what to do. People were leaving, and the crowd was thinning out. If it had gone on for several more hours, I would have stayed there and taken the first train in the morning, but that didn’t look likely. The hostess was already clearing up. I figured she’d...Read On

15

Exploration (Discovery II)

Shauna's second lover.

After my neighbor, Jack, caught me dressed and made me his girl, my mind was awash with conflicting thoughts and emotions. I had been dressing as an added thrill to masturbating for years, and had fantasized about being with a man, but always considered it just fantasy. I never thought of actually doing it, but now, it had gone from fantasy to reality in just a few hours. Not only had I...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

6

My Mother's Boyfriend, My Slut! (part 2)

Now that he was my slut, I couldn't seem to get enough of him.

The day had been wonderful, seeing my slut skewered on my strap on. His nipples peeking through his netted shirt as he begged to come with me buried deep inside of him. After he came all over his chest and face, I had exited the room, needing my own release. I headed for the shower, happy to leave him to clean up his mess. With the taste of him still on my lips, I turned on the water....Read On

6

Three nights in London, night 3, Irene rocks!

Cute Dutch Tgirl goes for it

I woke up looking into the smiling face of a pretty redhead. Sunlight was streaming through the curtains of her bedroom. "Good morning, Irene," she said, and she kissed me on my nose. I smiled back and slowly remembered my adventures of yesterday. When I moved my legs it dawned on me that I was still fully dressed. I even had my high heeled boots on. My skimpy black dress was pulled up...Read On

2

My 2 AM Phone Call (Part Three)

I became a much better and more confident motel whore as the night wore on

Everyone seemed to be talking at the same time at my table, and I was surprised by that. I must have zoned out for a while because when I looked around, suddenly I was wide awake. I was now suspicious of what they gave me to drink earlier. As I look back, there was probably some sedative in it that caused me to doze off, but whatever they put in it, when I came around I was more alive and...Read On

5

A New Beginning (Part 3)

My first experience in public

It’s been a while since I’ve written. For background, I’ve got a wonderful relationship with my wife Joan and an ongoing affair with my step-daughter Ellen. It’s possible since Joan’s job keeps her out of town for extended periods of time. Both of the women in my life have the same sexual tastes and to say things get kinky is an understatement. Ellen was very much in dressing me up from...Read On

13

Jessie's Fantasy Chapter 7: The Tables Got Turned

Now that Jessie decided to turn the tables, how will she handle all of her friends?

Here I was, getting my boy pussy plowed by my good friend Scott, when Mark decides that he needs to call Jesse, the male me. As he was starting to dial my phone number I realized that I never turned the ringer to vibrate after we left the night club. I was panic stricken as they all knew the distinct ringtone that I used. I couldn’t let my phone blow my cover. I had to think fast, but what to...Read On

5

Three nights in London, night 2, Irene is going out

Cute Tgirl goes out for the first time

"Irene,wake up sweetie." Slowly the mist from my dream started to lift. Irene, who's that? I slowly became aware that I was holding something soft and cuddly in my arms. A Teddy bear? I moved and felt something tugging at my chest. Breasts? I opened my eyes slowly and saw the broad smile of a pretty redhead just in front of my face. "Wake up, pretty girl." In a flash...Read On

14

My Road to cross dressing

My road towards dressing and feeling Ok about.

I was bought up in a time when taboos about something alternative like transgender people or cross dressing was still considered to be a no go area. Society made one feel that you were an out cast or mentally ill. Luckily times have changed and it has become much more acceptable, even though we still have a long way to go. I first started dressing when I was about eighteen. My sister had...Read On

14

Jessie's Fantasy: Chapter 6 Turning the Tables

Now that Jessie fooled his friends, who will turn the table on whom?

I was floored by what Tracy had said to me. “Because, the male Jesse is no more for the time being, it is womanly Jessie that needs to go.” It seemed that my love just told me that I had to meet up with my male friends tonight. My mind was going a mile a minute. I already fooled my friends once. But can I do it again? If I do, what is going to happen? What will I let happen? My stomach felt...Read On

64

Discovery

The neighbor makes a discovery

How did I end up in this position?  This was the thought running through my head as I lay face down across the bed. My mind flashed back to the moment it all began. It was a beautiful Sunday morning with a cool springtime breeze blowing through the open window. I was cleaning the house. I hated cleaning, mostly because it is never fully done. No matter how much cleaning you do, there will...Read On

8

Three nights in London / Night 1: Irene's transformation

Cute Tgirl goes on the adventure of her lifetime

I met Gabrielle at a music festival where I played with my band. After our gig, she complimented me on our show and we started to chat. She was over from the UK and was staying with friends in Amsterdam. I was impressed by this pretty redhead, dressed in a bit of a Lolita style with ultra black makeup, a cute red tartan skirt and huge boots over fishnet boots. We directly clicked and she...Read On

10

Made Maryanne - Part 2

John is made aware of his new role

When I woke up the following morning, I immediately became aware of the situation. It was difficult not to notice the pretty white cotton and lace nor the fact that I was wearing it. I quickly recalled the events of the previous night, feeling ashamed at having been caught masturbating. I knew that Beatrice somehow wanted to make a point by telling me to wear her nightdress, but I had no...Read On

9

Ready & Waiting (In my wife's lingerie)

My wife has me dress up in her lingerie while she goes off to get a massage.

“Billy, can I see you in the bedroom?” I walked down the hall and into the bedroom, surprised to see lingerie laid out on the bed. I asked, “What’s this?” “We’re going to play a little game today. I need to de-stress, and you’re going to help me.” “Help you how?” “Take off your clothes and go shower.” After my shower, I returned to the bedroom completely naked. And erect. I kissed Betty....Read On

15

Made Maryanne

John is unaware of the female power to crush his manhood

It was 3 am. I was busy whacking myself off in the bathroom when Beatrice caught me. She and I had only been together for a few weeks when I started taking a special interest in her underwear. I loved the smell of her wet pussy, combined with the cozy softness of the cotton panty gusset pressed against my nose. Wearing one pair, feeling the delicate material clinging tightly to my ass, I held...Read On

6

A Friend With Something Extra Part 5

Ian's meeting with Lorna.

The weekend had come to a close and Grant and Ian returned to school. There were only a few more weeks before Summer vacation started and that's when Ian noticed changes in his behavior. He found himself staring at Grant whenever he could do so and not get caught. Dressed in his everyday clothes Grant bore no resemblance to the sexy girl he becomes. Secondly, he stopped playing the online...Read On

7

Irene's photoshoot

Cute Tgirl gets into trouble...

It all started with a mail: “Hi Irene, I’ve seen your pictures on Flickr and I love them. I know you have been out only once but I also know that you are craving to do it again. So here’s the deal: I offer you a private photo shoot, I’ll dictate the poses and the outfit and I’ll pay you 1000 Euro’s for it.” Oh my god, she had been waiting for an excuse to go outside in Irene-mode again and...Read On

9

Jessie's Fantasy Chapter 5: Afterthoughts

Now that Jessie fooled a male friend, what is in store for our heroine?

After Tracy mouthed, “I love you” to me, I knew right then and there that Tracy not only loved me as a male but also me as Jessie. I could feel my cheeks get warm and flushed from her comment and my thoughts. This was turning out to be the best day of my life. My thoughts were interrupted when Mark’s cock softened to the point that he slid out of my backside. Now my thoughts were replaced...Read On

18

Now Or Never

Now or never, he thought as he dressed in the sexy, girly lingerie.

He was nervous as he drove to the mall. He had to remind himself that nobody knew what was really going on, and that men purchased lingerie all the time for the wives and girlfriends. Except his purchases wouldn’t be for his wife, who had unceremoniously left him two years earlier with little explanation. He had revealed a few of his fetishes and kinks to her, which she had given off...Read On

9

Jessie's Fantasy: Chapter 4 The House That Adam Built

Now that Jessie was picked up by her friend, what will happen in private?

What a crazy twenty-four hours it had been. It all started last night with me losing a bet to my friend John, one which I should have never lost, but did. My payment was to dress up as a female while going out with my friends until I was able to successfully have a guy try to pick me up. Earlier today, I went to my friend Tracy’s house and told her about my dilemma. After a few laughs, Tracy...Read On