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Crossdressing

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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

11

Telling Mom I'm A Cross Dresser part 18: Missy's Halloween Party

Part 18 is about halloween. Hope you all enjoy despite i was a little rushed for this one.

I had enjoyed my week of sex with Thomas and Lemar but in the end it left me sore and used but not like I was complaining. It was now getting close to Halloween and mom and I were making plans to go to a Halloween party a few city blocks away from us. Yeah, sounds kind of boring I know but it was no ordinary party with costumes and drinking alone. It was an orgy for bisexual people. It...Read On

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

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

5

We All Have Our Stories

Several vignettes on the theme of Crossdressing.

I want to present a few short vignettes concerning crossdressing. A most interesting and individual form of sexual gratification and fulfillment. The first story concerns a strong man, happily married and happy with the sex he is getting from his wife, but something seems missing in his life. He often walks the streets and window shops, but seems to be drawn to the windows displaying...Read On

11

I did not know I had a disorder

Bi man dressed for the first time to please a man

I did not know I had a disorder CindyUSA I am not sure if I should be embarrassed, ashamed, depressed about my condition. I do not look unwell; does it show? I look normal to my wife, family and co-workers. I wonder if they know about my disorder. If they had, why did they not tell me? Like most illness, they start slow and build up and suddenly, bang; right between the eyes it hits...Read On

9

All The Way (Part 3)

Brenda goes the distance

When I awoke it was later than usual but considering the fact that I'd been through back to back fuck marathons in as many nights, I thought it wasn't bad. Slipping out of bed I stepped into a robe and went to the potty, before looking at myself in the mirror. I was a mess so I took the time to freshen up my makeup, washing some off before putting any more back on. Satisfied with how I looked,...Read On

An Unexpected Love Story

What was supposed to be a night of dressing turned into a night of making love.

I was so looking forward to Friday. My latest order of lingerie was scheduled to be delivered and knew that I would have some time after closing to try it all on. I own a small business and I work alone on Fridays for this very reason, it gives me time to indulge my secret passion. Getting dressed really helps me relax after a stressful week and have a back room where I can also take pictures....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

6

Jenny & Mike: Fantasy Sunday

A day of fantasy role-playing with more crossdressing and strapon action.

MICHELLE’S POV The alarm was buzzing, and I couldn’t understand why. We never set it to go off on Sundays. I tried to open my eyes as best as I could. It was only 9 a.m.! I reached over and tried to shut the darn thing off. After a couple of failed attempts, I finally found my target. The awful noise stopped. I turned around realized that James was no longer in the bed with me. “James?” ...Read On

16

First Night Nerves - Part 2

Tina agrees to meet Barry without 'the girls'

I sat by myself on the bus, my briefcase on my knees, counting the stops and wishing it would go faster. Since Barry’s text message last night and his surreptitious call to my mobile that morning, I had been so excited, planning what I would wear to please him most. Debbie hadn’t heard the beep on my phone so didn’t know that I would be meeting him without her that afternoon. So far I had...Read On

4

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

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

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

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

5

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

6

My Good Friend Pete

A background into our relationship with Pete.

My history with Pete goes back twenty five years, and for most of that time, he has known of my penchant for crossdressing. He also knew that I'd worn most of his wife's wardrobe, and of my preference for the contents of their laundry basket over Annabelle's underwear drawer.  Pete played the leading man role in many of my wife's fantasies. Tall, dark, and ruggedly handsome, who could...Read On

18

Jenny and Mike: Date Night

A loving husband and wife begin a long weekend of crossdressing and pegging.

It’s Friday night, but for me and my wife it’s Date Night. Most couples have date nights on Saturday, but we have it on Friday nights to get an early start on the weekends. Michelle and I have been married for a little over two years now and we live a very happy life. I was not always so happy because I am a crossdresser and have been dressing up ever since I was 16. I met Michelle when we...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

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

9

Do it in Mexico

Make believe husband

I live by the border to Mexico. I am a very low key cross-dresser . I moved out of my parents house at the age of 20 . Since I was financially O.k.. , like had a great job and was very independent. I was able to buy myself everything I wanted for cross dressing. When  I turned 23 years old ,I decided that I wanted to go to Mexico and rent a house or apartment out there as a retreat or...Read On

8

Carl, Carla and Hannah - Part 5

Carl takes on a bet...

We lay in each others arms for a while and then Hannah raised herself up and got off the bed. She unbuckled the strap-on cock attached to her. It was only as she took it off that I saw that this one was not only slightly bigger than the one she used earlier, it also had a dildo for her. No wonder she'd enjoyed that last fuck as much as she had. She passed it to me, telling me to take it to...Read On

18

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

6

Mack and Me

Dream Of My friend and I Online

 I am a 36yr old black crossdresser who only came out the closet about four years ago going to cd bars and clubs to dance and so forth but this is about a dream I had reasonly about a guy I've been chatting with online, now we never have met yet but I do know its just a matter of time anyway here is my dream.  I was out for a night of fun in one of my regular clubs dressed for the kill in...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

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

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

7

Look up at Me

It is in the title

After my romp with Daren and him taking me to a whole new level for me to fulfill my feminine urge, I discovered that my sexuality to being accepted and taken as a woman had sky rocketed. It also gave me a greater level of confidence when I was dressed En-femme. For weeks, I had played the whole encounter with Daren over and over in my mind, and soon realized that I was about to hit my...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

5

The Opportunity

a journey from gentle travestism to anal slut

THE OPPORTUNITY PART ONE     I suppose looking back, that my childhood was to blame, that is if there was any real blame to be attached. It could have just been my inherited genes so I can happily blame my mother and father for being the smallest in the class, but I somehow also got left out when the popularity genes were issued, I became a loner and spent far too much...Read On