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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

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

19

A New Friend at the Adult Toy Store

I am usually not this forward, but he was so handsome.

I decided to go to my favorite Adult Toy Store.  Now, this is not one of those dark, dingy places that make you feel uncomfortable.  It is well lit and attractive.  The people who work there are very nice, polite, helpful and make you feel right at home.  So I can go and feel at ease while I browse.  This store carries lingerie, clothing for clubs or stripping, stripper shoes, toys, and...Read On

24

Becoming Chloe - Part 6

Friday night - part two: A dream comes true.

My hands trembled as I slipped on my new stockings, and it took me all my concentration to attach them to the suspenders that hung from my waspie. Of course, all this was made the more difficult because of the stunning new 38B's I'd just acquired, and I had to stop myself from keeping my hands off them, plus, they were slightly in the way as I bent down to attach the stockings. Calm down,...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

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

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

10

Another Halloween Party Part 1

I managed to control my temper when the program director informed me that I would be making a personal appearance to function as an emcee for a Halloween bash. I thought my promotion to full time air personality would change things. I was wrong. Now, before I could launch into my rant my boss informed me that this was a costume party at the popular nightclub that was located inside of...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

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

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

16

My first time in a bar

The first time I met a guy in a public bar for a drink

For a while now I had been chatting with a sweet guy named Allen, who was bisexual and was eager to meet a crossdresser. He was very muscular and handsome, a hard body but with friendly eyes. He seemed to really like my pictures and said he had cum, stroking himself, while looking at them several times, and was eager to meet me in person. He wanted to meet in a bar which is something I had...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

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

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

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

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

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

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

Realized Fantasies. Chapter 1: Exposure

Secretly a sissy, Steve becomes Steffie and is coerced into servicing those who outed him/her.

Steve wasn’t sure, but he thought he heard the bathroom door close. He was in the shower and the bathroom fan was running, so he stopped for a moment to listen. Maybe one of the guys came in to use the toilet, he wondered. “Hello?” he said aloud. No reply. It was probably just one of the other guys getting something they’d left in the bathroom, he thought. Steve was one of the last to...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

7

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

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

stockingluvr
online

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

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

17

Caught

It seemed to Ken that time had slowed down to a snails pace as he watched the events unfold before him. The door to his sister's bedroom seemed to take forever to open and for Connie to step inside. Connie's head was down as she placed something in her purse before it rose up. That act also seemed to take forever as did her eyes growing wide as she took in the scene in front of her. Ken...Read On

23

I met the man of my dreams

I noticed him at the gym when his cock was peeking out from under his shorts

I work from home and only have to go into the office at the beginning of the week and at the end.  So with travel and time in the office and a few extra chores, I dress in guy mode about 10-12 hours a week.  The rest of the time I am Melanie!  In the morning I dress as if I am going into the office.  I often wear a skirt and pretty top or a dress.  I always wear hose, my wig, full makeup...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

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