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Crossdressing

35

Loverboy Ricky

Nasty sex with my loverboy Ricky

It’s been some time since I wrote about my crazy life as a slutty crossdresser so with some free time right now I thought I might tell you about Ricky, one of my early boyfriends when I was a teenager….   Ricky moved into our neighborhood when I was 17 and he was 18 and I had a crush on him right away. He was so damn good looking with dark brown hair, brown eyes and strong...Read On

42
Audio version available

Panty Slut

Caught wearing my panties, he soon gets a taste of his own medicine

You little bitch! I can’t believe you're wearing my panties again. Do you want to be a girl? Do you? Well that bulge in your panties tells me you're lying. Come on in here Jennifer. That’s right, I told Jennifer all about you jerking off in my lingerie. I don’t think she believed me. Stay right there so Jenn can see what a little sissy you are. Isn’t he...Read On

34

Capri

My first driving lesson

Friend of the family -Bi Curious story This is my very first story, I hope you enjoy reading it and I hope it inspires you to contribute My name is Jools I grew up in the west country from the late 60’s until the present day My tale based on a true story happen in 1970. At the time I would be at the tender age of 16. When your young the time can't pass...Read On

19

Miss Teresa's Beauty School

Princess has been caught stealing at work and has to pay the price!

I wrote this story as a narrative and I made it into a 45 minute audio story. The Interview: Come in, I've been expecting you. I had a long talk with your boss the other day and it seems that you have a little fetish for women's underwear, isn't that right? In fact-you've been caught stealing things from the other girls lockers. Mostly their panties and pantyhose. Is it just too hard to...Read On

20

Caught in a Prom Dress

I Should of Listened to What my G/F Said!!!!

If you can remember the stories LUCK RAN OUT AND I GOT CAUGHT then good this has escalated from there if not please read it first. It was a few weeks before my G/f college prom and said had her prom dress all prepared and hung up in the spare bedroom where i stayed. (her folks where very strict) As you can probably guess by now i wanted to try it on, it was a gorgeous gold long dress...Read On

42

having some in panties with friend

guzzling cum for the first time

First time ever sucking cock in panties:              This is the first encounter Taylor had with another man. Taylor had just started wearing his mothers panties after taking interest in a mesh thong he found in the laundry. After a few weeks of wearing them he wanted to share his passion with someone else but never thought of who it could be with. All he knew is that it had to happen...Read On

32

Caught

i was caught by my Hated(at the time) Step-father

I see all these girls with the first time or the first time they got caught dressing and it turns me on looking back and thinking of mine. Well I was young when I started getting into my moms and soon to be step sister’s clothes. My mother divorced my father when I was young but never really knew my dad do to the fact that he was always in the military and my mother was tired of moving...Read On

12

my first time

    I’m 28 now. I have been interested in women’s clothing as long as I can remember. I can remember when I was around 7 my sister caught me trying on a pair of her panties that I stole out of her room, I don’t think she ever told on me about that. As I grew I was always stealing pantyhose, dresses, skirts and etc from mostly my family and my friends sisters. I wasn’t really ...Read On

22

The Afterparty Part 2

As Summer lay in a pool of sperm soaken sheets, she dazed in and out from the hangover and the multiple orgasms she just had. She dazed in and out, coming into consciousness as she heard voices of two men down the hall. Neither one was the voice of Pete. The door was still open and the voices got closer. It took a lot of her strength just to try and pry her legs close as much as possible...Read On

5

Warehouse slut

There I sat at my computer, ready for another morning of chatting with my new online lover, much like all other mornings for the last two weeks.  It had become quite routine for us to chat for about an hour in the mornings, then off to our lives.  I was, quite honestly, starting to lose interest, figuring he was just another of the "Internet fakes".  We have all run into them, the guys who...Read On

32

The Afterparty

Steve awoke dizzy and confused. His head was spinning from all the alcohol he consumed from the party last night. As he tried to focus his eyes in the pitch black bedroom he realized he was bound to each corner of the bed. He struggled to free himself but the straps were to tight. It wasn't his bedroom; the sheets didn't feel the same and the bed was much bigger than his. Perhaps someone...Read On

6

Caught by Uncle in Aunts things

When I was a young boy, I started to find a fascination with feminine things.  Not sure how it started, but one day I found myself trying on some of my Moms things and enjoyed the feeling.  The issue I found early was that my Mom was very vanilla in her things, so I started to explore with an Aunts things, one I spent a lot of time with, as her son and I were very close.  She had very...Read On

12

Caught at the Target

I had been dressing in private for years and never have tried to be passable, as I get my thrill out of being all man to the world, yet so girly just underneath what everyone sees.  I decided that I wanted a thrill, so I went to the local Target, with my leopard panties, matching leopard camisole, black garter belt and with stockings on, under my man clothes.  I picked out a pair of Dockers...Read On

16

Whores and Pimps - Part III

Third installment; our reluctant transvestite heroine gets a gang bang

Whores and Pimps - Part III By Michele Nylons   Michele pulled at her bonds, struggling and wriggling on the bed trying to break free for a few minutes until she realised that she was securely tied and had no way of escaping. Ellie sauntered over to the bed and looked down at Michele, "Well honey, looks like we have you just where we want you; I think we are going...Read On

14

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

12

Airing Out the Laundry

sex at the laundry mat

Rick was so excited to be moving to the big city. He was 22, from a small town, and got a good factory job in the city a few hours from his home town. Rick would be far enough away from his parents that Renae would be able to roam free. Rick found a little 2 bedroom apartment on the ground floor of a building in a gay community, though he did not tell his parents it was. Rick's parents...Read On

30

Summer sexing a friend

A tale of sex, not love.

The night was especially dark that night. The moon was hid by a blanket of clouds. It was only 6:30, but that time of year it always gets dark that early. I left the empty bar after a couple of drinks, but I didn't want to go home. I wore skin tight jeans, a cute little tee, some cute tennis shoes, and a sexy underwear set. I took a little detour and found that Rod was having a fire....Read On

8

Summer in the fields

A one nooner stand

Steve is an average 19 year old on the outside. He has a full time job, a live in girlfriend (Amanda), divorced parents, and 2 cats. On the inside he's about to erupt. Summer is the eruption. Summer is Steve's "alter ego" who comes around every now and then. Steve used to let Summer drive around on the many less traveled roads in the area. Summer has never been with a guy, and she only...Read On

36

A night at the resturant

I was looking sexy enough to eat at the resturant.

I met John online; he was the owner of a small town restaurant, who was also married.  I agreed to meet him that night after he closed.  When I pulled up to the restaurant the lot was dark.  I hustled up to the door in my tight mini and stiletto heels, my heart was racing faster with each step.  When I got to the door John was waiting and quickly let me in.  We sat in the back and he offered...Read On

34

The very first time....with lots more to come...

My very first sex as a crossdresser.

I guess we all remember our “first time”, and in my case the first time I was with a man while dressed was a awesome experience that I still remember vividly, and it happened by accident.   I started crossdressing when I was about 14 due to my fascination with sexy women. The first time I slipped into a bra and panties and put on mascara and lipstick I knew I was hooked. I felt...Read On

19

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

Violation

Michele is a closet TV and awaits her lover so they can play out their fantasy

Violation By Michele Nylons I have been home from work for over an hour; I lift my head from the brief that I have been reading by the light of a desk-lamp. The room is full of shadows. I look at the antique clock on the mantle and see it is approaching eight o'clock and I look over at the window; it is dark out. I close the file on my desk and then close the curtains in the study. I...Read On

24

Whores And Pimps - Part 1

Malcolm is a closet TV and gets to choose the theme for staff party; he chooses whores pimps

Whores and Pimps - Part I By Michele Nylons Malcolm was a middle manager with a small business in a large city. Malcolm led a pretty boring life; he was in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm had a few girlfriends over the years...Read On

51

Little Black Dress

The events were all the result of a lost bet.

I pulled in the driveway, and saw that my wife was already home. My thought was that she’s home early. I unlocked the door and went in. A few feet inside the door was my work stool with a box on it with a note taped to the top. I opened it and started to read. Hun, I’ve decided that tonight is the night I want to collect on our bet. You are to follow...Read On

28

Truck Stop Tranny Sluts

Steamy Tranny encounter at a truck stop

My girlfriend and lover Candi and I were driving back to her place for some steamy tranny sex after a night of partying at a tranny/gay bar in town when we passed a truck stop on the highway. Buzzed and horny as we were, we laughed about stopping in the lot and doing so hookin’ as a means to get us some trucker cock. After a minute or two of silence, Candi said lets do it and before I...Read On

16

Lisa Lee Xdressing Adventures

I just love crossdressing sex!

    I have been crossdressing since I was about 14 and by the time I was 18 or so I was meeting with guys I met online for sex and I loved it!   I got married to a hot and sexy lady when I was 23 and I thought that might take care of my tranny urges but in reality it only made it worse. I now have to go long periods between playing dress up and it’s often all I can think of so when I...Read On

28

The Meeting

Some first meetings turn out better than others

I initially met Richard through a TG Community site and we seemed to hit it off from the very start.   He was very open about his likes and dislikes, about him being a TG admirer, about having had a fair number of encounters and dates, but he never pressured to know anything about me.   Drawn by his gentleness and gentleman ways though I found myself sharing my deepest dreams and...Read On

34

Luck ran out

Everybody runs out of luck!! There i was again wearing my G/F's bridesmaid dress with the 4 inch wedges, bra, thongs and stockings this time. While wearing this wonderful outfit i yet again decided to tie myself up while everyone was out of the house. but this time i put myself into a tight hogtie using cable ties, with a realise mechanism of sizzors. So there i was enjoying the feel...Read On

87

My night as my wife's sissy boy

My wife surprised me, and how! It Was a night I will never forget.

The last few weeks had been extremely busy and my wife and I had very little time to spend with one another.  We needed some alone time so we made arrangements for the kids to spend the night at their grandparents house.  My wife asked if I would mind dropping them off by myself as she had a few things she like to get ready while I was gone. As I pulled into the driveway I...Read On

32

indian crossdresser

hiiiiiiiiii every one here's kiran from india ,punjab first of all its not a fictitous story ,it is  a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs............................... me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when...Read On