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Crossdressing

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19

After the Show

An invitation to a drag show proved to be an invitation to more.

I‘d met David through my (now ex) wife. He lived in the Twin Cities with his partner Dennis. His being gay made it very easy for me to talk openly about being Samantha. He hosted a drag show on Saturday nights at a small gay bar so he’d invited me to come along, meet the ‘girls’ and see the show. I could stay the night so I could go dressed and have a fun ‘girl’s night out’ while he MC’d...Read On

10

Memories

Reminiscing about time spent before dating

Just for fun, I though it might be nice to share some of the experiences I went through on my way to becoming the sexy slut I am. Before I had the confidence to fully dress and go out, and to go on the few dates I've been on, I was completely closeted. The only way I could express my girly side was through playing on the phone and all alone. I loved dressing up a few times a week. I...Read On

16

Hitch-hiking Baby Doll: Part Two

Being a sexy girlyboy for a trucker stud leads to lots of sexy pleasures.

I woke my trucker stud up in the middle of the night by sucking on his cock and making it hard for him. When I had him good and hard, I climbed back up between his legs and let him put it in me again. His cock was nice and big and my ass was good and tight. It felt good to feel like a girl receiving anal from her big Daddy. While we lay on our sides in his bunk and fucked, my trucker...Read On

19

576 Shadow Oak Drive - Part 1

Sam meets Molly

I met Molly on a seemingly random day. How could I ever have known she would change me forever? It was late April and I was working behind the cash register of a local department store. I was eighteen, just out of high school, and didn't have any sort of plan for my future. I figured that I would take a least a year off before applying to any universities. I liked working at the...Read On

7

Christina and Cheryl - part 2

Christina and Cheryl venture in to the public

"Pedicure?!" I was alarmed. This had all been fun and very sexy, but a pedicure? That would mean I would be venturing in to the public, something I had previously barely even considered. Would I pass? Would I be ridiculed? Would I be verbally abused? Would I be physically abused? These were the things that crossed my mind at first. But then I considered a different scenario. Would I be...Read On

5

A Weekend away

A weekend in a hotel turned out to be more that was expected.

Stevie had always wanted to have a weekend away with a load of like minded people, i.e. trannies and admirers. He decided to find a place where he could do this and be the real Stevie, or his girly name, Lucy Lou. He searched the net and found a place about two hours drive away. He booked it and counted down the days to be there. He had bought some new stuff and had practised his makeup....Read On

11

Vanessa Spends a Night Semi-alone

One night I was laying around bored, so I decided to get all sexied up for no one but me. I got out one of my favorite outfits, which you can see in my picture. I was so excited as I undressed, and laid everything out that I was about to slip on. First I put on my sexy Victoria's Secret thong. It was white with black lace, and it felt so hot as it slid on. Then, I put on the matching bra. It...Read On

8

Two Cross-dressing COCK SUCKERS

It was a somewhat long and wide almost horseshoe shaped semicircle line that contained seventeen different men either bare ass naked or with full-frontal open-fly cock exposure that special Friday night last Dec. 24th. Yes, it was the finals of our Private Gay Club's BEST 2004 COCKSUCKER OF THE YEAR CONTEST. Just like each of the eleven preliminary monthly contests held before it, the rules...Read On

8

Finding Tammy

Tammy is made

John knocked on the door to his friend’s house and it swung gently open. The latest chart music boomed from inside.  He called out, “Hi its John?” No answer; so he went further in the house the music was coming from upstairs so John went to investigate. He needed to find someone so he could pick up the money. The music was louder upstairs and though he called out again no one answered. ...Read On

5

Simran- A crossdresser: part 2

sorry for the delay... but here's what happens next.

Well after my little adventure in the bathroom with my mom's panties, I went out for a couple of drinks with my friends. But, in spite of having company, the only thing that kept playing in my mind was the feel of those satin panties and how horny I had felt in them. All I could imagine was getting back to the house as soon as possible, before my parents returned, and having one more go at it. ...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

9

Being Suggestive

Cari seduces a handsome but dominant man.

As a young college student my life and my dedication to the joys of being a transvestite had become conflicting. I had to put my college classes first, but living off campus made my female life so much more workable on weekends. I now looked at my sexy mini-skirted flirty self in a very different way now that I had discovered that attracting men had a quite enjoyable side. I realized that...Read On

7

Felix becomes Felicity - Chaopter 3

FELIX  becomes FELICITY Chapter 3 ..He bent forward and thrust his large hands up my skirt on my thighs with his thumbs resting on the root of my penis, and put his face close to mine, “You had better be a good girl for everyone’s sakes sweetness. I know you love your Mum and Sister!” He slowly moved his hands up to my breasts and squeezed them hard looking into my eyes. I was...Read On

3

Doing the landlord {Do It In Mexico (2) }

Make believe husband (cont. )

...........I got home from  my first day gone public fully dressed as a lady.         It was late in the afternoon,    I filled my bathtub with warm water ,     put in scented bathoil in it ,   laid in there for an hour and 20 min. Thinking of that day in town , when I was getting fucked by  FRANKLIN . Just thinking of that whole scenerio made me horny . I started slightly fingering my...Read On

17

The Long Walk

The longest walk to my mailbox, ever.

Friday . I get home from work around 9:30, and I head straight for the shower. Now most stories like this involve shaving smooth and things like that, but I'm not able to shave because my wife doesn't care for it. After my shower I go into my closet and get my clothing. I get my black bra and thong and slip into those, followed by tan hose and regular clothes. I have the rental company pick...Read On

6

Dreams come true. Part 1

A dream trip thanks to my Queen.

Here I am, tied up and being fucked by the biggest and first cock I've ever had. "How did I get here?" I think to myself and begin to think back on how this came to be. *** Today is Thursday and I see a huge box at my front door. Knowing that I'm not expecting anything my curiosity has the best of me. I take it in and open it to find two more boxes and an envelope. I start with the...Read On

10

How Andrew became Andrea - The Conclusion.

It was easily one of the best summers of his teenage years. Now along with being allowed to indulge himself in his secret desire, he had sex with the stunning Lacy on a regular basis. She had become a friend, lover, employer and tutor. When school resumed in the fall he was forced to limit his visits as there was homework and studies that needed his attention. However when his parents went...Read On

13

A friend with something extra.Part 2

Ian and Grant test the waters.

Ian headed to the bathroom to clean up. As he did he allowed his mind to recall the most recent events of the evening. He arrived at his best friends house for one of their pizza and movie nights and discovers a sexy girl in his buddy's bedroom. He soon discovered that the sexy girl was, in reality, his friend Grant. He didn't look or talk like the Grant he knew, he talked and looked like...Read On

17

Pumped While Wearing His Pumps

Hitching A Ride with the Lothario of Lingerie

What a place to be stuck! Under a sign that says Coors Road and practically dying of thirst. I was now two-thirds of the way across the United States but perhaps the most difficult portion of my cross-country hitchhiking adventure lay ahead. It is all deserts from there on the outskirts of Albuquerque to the Pacific coast, my ultimate destination. I had left from Maine four days earlier...Read On

3

Friday Night Maid - Part 2

On Friday nights wife goes out with friends, he becomes the maid

Friday Night Maid Part II - by Diane Leonard As I finished folding his socks, he stood up and looked down on me. "Diane, remove my pants now, but do not get up after you do, just fold them and lay them on the edge of the bed." I reached up, removed his belt, and lay it on the bed. I opened his trousers and as they slid down his legs, I notice that he was wearing boxer shorts and...Read On

11

Sharing Jessica With Nick

We introduced Nick to Jerry's secret, leading to one hot evening in preparation for his initiation.

Jennifer and I sat at my kitchen table on Saturday afternoon sipping beers following our fuck fest with Holly and Nick the night before. Jennifer didn’t have to worry about picking up her kids until Sunday late afternoon and Jerry wouldn’t be home until later Sunday night. We had both woken up late that morning and just now sat down to chat about what happened the night before. Jennifer...Read On

9

The Next Night - Crossdresser: Part 2 of 2

The next night and a second session with Jenny.

I woke up early from the sunlight shining through the windows. We’d forgotten to close the curtains when we collapsed into bed last night. Jenny was already awake and watching me.  ‘I was just about to wake you up with a blow job,’ she smiled. ‘Funny, I was thinking of doing the same to you!’ I laughed. Jenny kissed me then turned around in the bed to lay on her side so our cocks were...Read On

6

Hitch-hiking Baby Doll: Part Three

My cross-dressing cross country trip continues with my trucker stud.

When it comes to getting men to want to fuck her, a girl has to put her ass to good work. I discovered this when I was eighteen and first started being a tranny hooker around the adult book store. I was wearing my first miniskirt with a thong panty underneath, walking down the street. My ass cheeks were hanging out of the bottom of the miniskirt and men were slowing down to look at me, blow...Read On

An Introduction To Crossdressing, The Finale

As Jackie, Chandra and I finished up our food, we chatted about the evening yet to come.

Reliving our evening’s events had Jackie and Chandra pretty worked up. “You girls seem to be getting a little excited," I stated. "Are you ready for some more fun?” Simultaneously they both grunted, “Yes we are!” I leaned across the table to find them both holding the others cock and slowly working each other into a frenzy. “You should probably save some of that for back at the...Read On

11

Audrey

True account of a night out.

The people involved in tonight’s tale are, Anne, her god-parent Audrey, and myself. A few weeks ago, Anne told me about her god-parent Audrey getting ripped off by the guy that was living with her. Apparently he’s been seeing someone else after moving in with Audrey for a year or so. During that time he’s persuaded her to buy a bigger house and get a mortgage to do so. Then things...Read On

11

A Nanny Femtastic -2

A NANNY FEMTASTIC! Chapter 2 …I just couldn’t work out what was happening. I loved dressing in girl clothes, I felt relaxed and unstressed. But where was this leading! How could this work? I had never seen my parents that regularly maybe twice a year and they had mentioned on the telephone about meeting a few times. I put it off due mainly to my eyebrows!  But I couldn’t put them...Read On

9

Weekend Discovery 1

Friday had finally arrived. Andrew Lippincott glanced at the Rolex on his wrist and then began to pack his attaché case. It was only 4:00 pm but he was the office manager and one of the perks that came with this title was the ability to leave early. Winter had the city in its grasp and a travelers advisory had been posted.That meant there would be no unannounced guests to prevent him...Read On

9

Whores and Pimps - Part II

The party begins and Michele has fun with Jill however the evil TV Ellie has other plans

Whores and Pimps - Part II By Michele Nylons Michele sat silently in the car as she watched the taillights of the police car disappear in the distance; the bitter aftertaste of the policeman's sperm still in her mouth. She was confused; the fat cop with his stubby fat cock had forced her to fellate him; but she had become sexually aroused and hadn't even realised it. She...Read On

8

Fun on Business Trip (part 1)

This is a account of real-life events. -------------------- After the first couple of outings at the mall, I lost some of the nervousness around shopping fem clothes and started actually enjoying it. So much so, that over next two-three weeks, I visited many more stores and ended up buying nearly a dozen skirts, bra and sexy panties. I had begun to get a hang of interacting with the...Read On

17

The Note

I awoke, sorry came to the following morning, still had on my tiny red skirt, blouse, nails and all my make up. I walked into the bathroom and looked in the mirror, OMG what a sight looked back. My make up was smeared over my face and a thick dried string of cum was visible on my cheek. I went back to the bedroom and grabbed my handbag, opened it and took out a cigarette, lit it and inhaled...Read On