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Bobbie Is In Denial

I woke up the next morning naked with Amy spooning me. She was fully clothed, even had her high heels still on. My mouth was dry and my ass was sore. I felt like a rag that had been rung out. What happened?Then I remembered kneeling in front of Joe, my ass hanging out like a juicy ham, practically panting and drooling over his thinly clothed cock. My sore little cocklet, which for some reason was tucked between my curled up legs, was already hard and leaking precum. Sometimes I push my cock...

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 on weekend trips he spent the entire time at Lacy's dressed in the lingerie she provided. Halloween was...

The Train Comes Off The Tracks Chapter 2

I arrived home after a crazy night at work. To recap; my supervisor found me wearing women’s underwear, made me eat her out, then fucked me with her nightstick. Now I am basically her bitch. What is my next step? She said I should be better prepared. How the heck could you be prepared for what happened last night? Never in a million years would I have guessed my supervisor would be pegging me with a nightstick. I had to decide how far I was willing to go with this, and figure out what I needed...

The Making of Kairi Fox Part 2

For the next few days, it was safe to say my anxiety was through the roof. Every notification, email and slight noise from my laptop sent me into a frenzy of confusion and a little bit of horniness. Someone had been recording my dress-up sessions through my webcam. I had taped over it now and made sure that nothing could be seen. Everything I did online was careful, and I began using a VPN just for extra security. Sarina. Mistress, apparently. She already knew, though. Fuck.My days were wrought...

Dan Becomes Dawn

Chapter One: The InvitationI work from home and am able to dress enfemme most days.Today I am wearing a pink flower-pattern, button front blouse, knee-length white a-line skirt, a pair of white walking sandals with a wavy, medium brown wig and clip-on earrings. Under that I am wearing a corset to flatten my gut, matching white lace panties and underwire 40-D bra to support adhesive-attached breast forms, which give me a comfortable bosom.I had just received a call from an investment group...

Being Suggestive

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 there were at least some men in the world that I could trust, and I finally felt so free to be the feminine...

Caught By My Girlfriend

Hitting puberty late in high school had its disadvantages. A slender, almost feminine body and a small dick was not something a lot of women tended to go for, however, I was lucky enough to find Adrian. We hit it off right away, shared many things in common and we couldn’t get enough of each other. She was gorgeous, standing at six feet, she was just as tall as me. Her beautiful crystal blue eyes made me weak at the knees. Things were going great, I would arrange various "date nights" for us...

My First Night Chapter 2

Previously She also included in this bundle of sissy goodies, sheer black thigh high stocking and black three-inch wedges. My legs were so high and my body so curvaceous, my soft red lipstick tied in with the red baby doll. She had placed a blonde wavy wig which I tied into my hair with grips and styled with a middle part-in. Marie also supplied red nail varnish and some very sensuous perfume. My eyes glistened with black eye liner, mascara and feint eye shadow. I looked and felt so amazing....

My Best Friend

I always wanted to be a girl.Every time I saw those pretty girls prancing around the college campus I’d become green with envy. Their feathery skirts caressing glossy thighs. Long, silken hair cascading across bare shoulders. High heels clicking on the pavement as they paraded their fit asses in front of all the guys. They were allowed to be sexy, and no one would stop them. And the warm summer days would convince even the most careful girl to parade her body. In my mind I used to fantasize...

the summer I became Suzie chapter 2

CHAPTER 2My eyes follow a trail of goosebumps to where Jack's gentle tongue teased my sensitive nipples to life, driving me crazy. He reached into a pocket of his discarded shorts and pulled out a tube then demanded I turn around so I could see my pussy."Wiggle that ass and tell me how you loved sucking Harry's cock"! Jack grated."Oh yes, I loved sucking his cock.""Can you still taste his cum in your mouth Suzie?" "Oh yes, I love that too." Then after pulling my lace thong off he squirted the...

birthday gift

hi to all my readers and freinds today i m going to tell u about my meeting with my boyfreind i was sleeping in my baby pink color nghtie it was early morning i felt that someone was at the door. i quickly woke up and somehow managed to change in to my shorts and vest striping my nightie i was wearing pantie inside my shorts and rushed to the door when i opened it i was surprised to see my boyfreind standing there.i scolded him of not telling me in advance then he said that he wanna give me a...

A new friend

As I had a nice, big empty house I did what any good 17 year old would do. That first weekend I had a massive house party! I took a night off from dressing up and invited everyone I knew and when it came to the big night there were plenty of people, including a few I didn't know. I chatted to people and made new friends, sharing drinks and having fun. There was one girl there in particular who caught my eye. She was quite petite but curvy, long blonde hair and beautiful blue eyes and her name...

Girlyboy Gone Wild Part Two

It was very flattering when Bill told me I have a hotter body than his ex-wife. Since it was his first time with a girlyboy, I knew he was being honest. A more experienced gentleman might have said it just to be nice. But Bill really meant it. In fact, he said his cock was already hard for me just from seeing my nice ass poking out of my turquoise thong.Bill was my 7:30 date, then I had Dan at 9:00. Dan was a college professor who got turned on by sexy sorority girls in his classes, so he...

Double Header Quickie

As noted in my previous stories, I am a divorced, bi cross dresser and live in a rural setting. Although there is a paved two lane road that runs in front of my house, I am up on a hill and a good 100 yards from the roadway where the traffic usually goes by at 50 MPH or better. So, I am comfortable working out in the garden wearing very little, sun bathing on the deck in a little string bikini or going out to fill the bird feeders in just my bra and panties. The only thing I hadn't thought...

The Adventures of Kristof and Marci Part 2

ADVENTURES OF KRISTOF AND MARCI PART 2 Training As I stood outside the study, my mind was racing, the day had been pretty exciting already and it was only mid afternoon; what else was to come I wondered with excitement. After a few minutes, Marci came down and entered the study and I followed. ‘I told you to wait outside; you come in when I tell you!’ She barked. I turned to leave. ‘You seem determined to get punished…’ Marci said as I left. ...

my discovery

Here are some stories about my sex life and exploration of who I am.Before I started cross-dressing, I fell in love with high heels, mainly cumming in high heels. When I was younger, my parents used to have a large walk-in wardrobe and when they would go out at night I'd search for my dads porno mags. One night when I was reading some mags and my parents were out, I got a bit too excited and realized I had to cum. I looked around every for a place to blow my load without leaving any evidence...

Telling Mom I m A Crossdresser Part 7 The Spa

I could barely sit for days after Mistress Keri thoroughly tanned my hide and I had to take almost a week off so that I could heal. My mom knew this to and said we should go on a “girls” weekend to a spa for cross dressers and women, she also said that since it was for others like me then I could spend the entire trip as Missy.I loved that idea and hurried upstairs to pack Missy’s bag. I packed the essentials including a mini dress, a few different pairs of bras and panties, a very sexy and...

Karen Goes Out

I was so nervous I was almost sick. For years I'd dreamed of going to a bar that catered to the LGBT community but I'd always come up with an excuse not to, no matter how flimsy it might be. Yes, I'd gone out in public several times, shopping mainly, but also banking, getting gas, and even meeting with other girls like myself. So far, the only sex I'd indulged in while dressed had been primarily with my hand or a dildo and not with any other human being. To make matters worse, I'd only been...

Andrew to Andrea Part 4

Chapter 4 It seemed like the time would never arrive. I watched the clock limp around the dial for the last hour between 5 and 6, but finally the time came…the time to go home. I still felt the pressure, not unpleasantly, of the plug installed by my wife yesterday, and still had the memories of the sensations that I felt each time she activated it…again, not unpleasant. Finally, I had the last words from her… “That was only level three… two more…when you get home…next steps…” I finished my...

Telling Mom I m A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5'10" in height. She is also a fairly busty woman with a 30DD chest with about 35" hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

My First Time With Two Guys

I had made a date with a guy I had been exchanging emails with on and off for three months. He seemed nice enough and was pleading with me to meet with him. He convinced me to meet him at a nearby hotel and left the key at reception. Then, he was going to wait at the bar whilst I got ready and I would text him. Then, he would come up to the room and let himself in.I arrived at the room, let myself in, and looked around. It was small but had a double bed and an en-suite bathroom, which was all...

The Cardboard Fort

I discovered at a young age that I had a desire to wear female clothing, but not just any clothing, it had to be silk and or satin. I thought maybe it was a phase I was going through. I figured if I ignored these desires they would pass. Ignoring them didn't work and they became more intense. I often found myself sitting and staring at the lingerie section of the large Sears catalogue with the same intensity as I once perused the toy section. The images on the slick pages of full and half...

Sissy Blane in the Hart of the Valley

When I got home from the Hollywood Hills I barely had the strength to remove my makeup. I was so exhausted I just wanted to flop on the bed and pass out, but I persevered and undressed properly, removed all makeup and even put my wig back on its wig head.But when I was finally between the covers my brain refused to cooperate, rethinking the night's events, imagining how they may have looked to an observer, or to Harold Plumrose himself. I saw my lap as he must have seen it as he hovered...

Stage six of my journey to becoming Joann

As I awoke on Christmas morning I found three presents on the end of my bed. There were handwritten tags on each with the message: open in private. There was no doubt in my mind as I opened them that they were from Sis. The first was a body shirt that pulled down and snapped in the crotch. It was white with a v-neck trimmed with lace around the neck and sleeves. The second was a set of breast forms slightly bigger than my regular ones with conspicuous and pert nipples. The third was a very...

A Lifelong Love Of Lingerie

At the time I was sixteen, my mother was divorced and living with me, and she still worked and was gone until late in the afternoon on some days, so I would have the house to myself. I did not have access to porn until later, but there was Cosmopolitan magazine and other magazines which had the sorts of ads and stories that intrigued me, underwear ads, tampon ads - they all did the trick. I am still very turned on by the picture from the little pamphlet that came inside a box of tampons showing...

Alexia s Tale Chapter 2 Online Exploration

Looks like it's never gonna stop," Alexia muttered, the warm vapor from the cocoa rising past her face like a discounted sauna. Her voice pitched higher, much to her liking, she continued, "twenty-four years old, with a job as a writer. Yet I'm bored."The maroon cardigan wrapped her exposed shoulders, but did little to envelop her breasts upon which she rested her hands that held the cocoa. Her legs, warmed by the stockings, lay crossed to one side, elegantly covering what the skirt wouldn't....

Getting More Than I Went For

Recently I have started looking online for woman’s clothes that I could wear incognito. I am on the larger size so I was searching plus size stores when I found something on one of the websites. It was a black lace bandeau which seems to be a bra-like garment that you can wear without straps. It seemed very sexy and I thought, perfect, no straps and it should be tight enough that no one would notice.I couldn’t order and have it shipped to the house for fear of getting caught by my family. Then...

My Own Story

I have been into pantyhose for as long as I remember. I am not sure why I love them so much, but I can't seem to get enough, especially how beautiful women's legs look when they are wearing them.When I was sixteen I remember playing around my mothers nylon covered legs when she came home from work. She would always wear very sheer hose and had wonderful legs.During the summers when she and my father would be working I would try on her knee highs and would love the way they felt and looked. As...

Jack s Little Bitch

Steph had been gone for about one week out of her two week visit to her Mom. She'd asked me to pick up the mail and water the plants while she was away, because her boyfriend, Jack, was also going to be away for the month on a business trip abroad. “Jack wouldn’t remember to water the plants even if he was there,” said Steph, laughing. “At least I can trust you.” Steph was right inasmuch as I could be trusted to look after the place whilst both she and Jack were away, but sadly I couldn’t...

Noodles Part 9

"Oh my God, Dani!" Mark said, as Sally opened the door. "I can't believe it's you!" Mark stepped over to me, slowly, as if he really didn't believe his eyes. "If I hadn't seen you come in wearing that dress, I swear I wouldn't...WOW!"My face hurt, from smiling so hard. I put my arms out, for Mark to come kiss me. Mark closed the distance between us and gently kissed my lips, eyes open. Then he put his hands around my waist, turning me around to face the mirror. We looked at each other in the...

Being Christy Part 4

I looked down at the city, checking my bearings and searching for the landmarks I knew. The station, the canal district, the shopping streets. At least if this didn’t work out I’d be able to find my way back. It was a dark, clear night and the skyline glowed through the clear glass of the 20th floor apartment I found myself in.I was in a modern, open plan living room which took up a corner of the flat, giving me a clear 180 degree view across the city. I was so intent on the panorama in front...

Dawn Visits Kansas Chapters Twelve Eighteen

Chapter Twelve: MondayPart 1: Morning – County Clerk’s OfficeI woke at sunrise, eased out of bed, trying to not disturb Patti, gathered clothing, and went into the bathroom. Showered and shaved, I put on panties and bra, did my makeup, put on my wig and stud earrings. I slipped on my navy floral V-neck dress and tip-toed out of the bedroom, closing the door before slipping on my black open-toe two-inch heels.I went into the kitchen and started a pot of coffee, then to the office and powered up...

Car Park

I finally got the nerve to go out in public dressed. I've been dressing in private for years. It started with panties, Some of my wife's, some of in-laws that have stayed with us from time to time.I finally got the nerve to buy some at a store. So exciting, looking at panties wondering how they will look on you. Took a while to find my correct size; I like them tight not no so tight I fall out of them. Some were so big they looked my something my grandma would wear. I now have collected a nice...

Sissy sperm bank

I started the morning my favorite way, really the only way I know how: with my bull's big cock between my lips. This was one of those nice slow blowjobs that he liked to start the day with. I made it especially wet for him today, slobbering all over his thick shaft while lovingly looking up at his eyes. I grasped the base with my dainty hands and licked the head like a lollipop while smiling up at him. If this wasn't heaven, I don't know what is."Lollipop, lollipop, lolli, lolli, lollipop!" I...

Taking That First Step Part 3

Lance had arrived at the specialty shop as himself, a young man wearing women's lingerie under his jeans. He was met by the stunning Cassandra, the shop owner and his confidant. She treated him to a wig, lipstick, eye shadow and then directed to one of the changing rooms. Waiting inside was one of the sexiest lingerie combinations that he had ever seen. Upon exiting Cassandra reappeared clad in black leather, she looked tough and demanding. She escorted him to one of the couches where Cassandra...

My Sexual Odyssey Part IV From Slut to Whore

The next day as I went to work, I wondered what adventures lay before me. In a sense, it was up to me, in that I just had to put myself out there, not to mention put out. Still, the outcomes are unpredictable: I had no way of knowing ahead of time that a coffee date would turn into such a wild experience. When I arrived home I called Tom, and told him everything that happened the previous day. He seemed pleased for me, and encouraged me to continue with my adventures. I resolved to call another...

Confessions of a Sex Crazy Cross Dresser Part 11

Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy's adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When I finished shaving my new love muffin, I took a shower. When I was dry we got dressed together after a couple more...

Felix becomes Felicity Chapter 5

FELIX becomes FELICITY Chapter 5 ..My Mum and David had announced their impending marriage with a ceremony planned in about 6 weeks time. No guessing who was to be bridesmaids. The week before we were due to start back to school Jasmine mentioned at breakfast that Thomas wanted to take her to the cinema that night and that they had talked about a foursome me with Bradley . “Not a chance in hell,”I stated. My Mum smiled but then David butted in, “No I think you should go Felicity dear.” I...

Daddy not Dad

I discovered my bisexual inclinations fairly early in life, so by the time I was nineteen, I had done nearly everything you could do with any combination of genders and numbers. I'm a regular guy on the outside, but in private I am comfortable in both the masculine and the ultra-feminine role. I could pass on the street as a hot, high-heeled slut, blowing straight guys in their cars, or go butch, lowering my jeans to fuck a truck driver in the ass behind a truck stop. I loved it all.I also...

Sharon Goes The Distance

When I woke up Saturday morning, I knew it would be a very eventful day. My wife, Donna, had been making plans for quite some time, which included me dressing up as Sharon, my female alter ego. Three years ago, I had confessed to Donna my desire to wear feminine attire from time to time and she had embraced it more than I could ever imagine. In fact, she took pictures of me all dressed up or even while she fucked me with her large strap on dildo. We posted these photos on a free, picture...

His Mothers Clothes

It was now three weeks since seventeen-year-old Christopher Jenkinson had been caught by his mother Julie wearing his sister Catherine's old school uniform and she had given him two hairbrush spankings.The atmosphere between mother and son was a bit strained but the events of that fateful evening were not mentioned.Christopher still had urges to wear female clothing but he had so far refrained from doing so.Julie, on the other hand, was concerned that she had got sexually aroused by spanking...

Who is Bella Part One

It all started after a couple of week’s dating. I was nineteen at the time, and Velda was twenty-four. I knew she had strong opinions and was quite determined to get her way. She had spoken several times about women’s rights and how she felt that the balance of power between men and women had to change. For the most part, I could only agree with her. At times she seemed a little aggressive with her arguments, but in general, she was a sweet, beautiful girl and quite a tigress in bed. With her...

Always Up for a Party

I got home late. What a night! I had gone to the video booth at the bookstore horny as hell but in my wildest dreams I could not have imagined the outcome. Oh sure, I expected sex. I had yet to leave those dark little booths without a mouthful of cum, an ass full of cum or having my balls sucked dry but tonight … tonight! Not only had my ass been filled in the booth but at Trevor’s party I had been fucked like a cum slut, no doubt earning me a reputation as well as a nice little bonus. I smiled...

48 Hours Chapter 5

Chapter 5: Taking it all inExhausted, but satisfied, they lay in bed for a while until they were fully recovered and ready to face the rest of the day."OK, another quick shower I'm afraid, then let's get something to eat, I'm starving," said Lynn, sliding her legs out from under the duvet and onto the floor.Chris wasn't quite so ready, but eventually managed to unlace himself from the corset and get to the bathroom just as Lynn was finishing. He gave himself another quick rub over with the...

Dressed Up and Used

This is a continuation of my first story "MY First Time in a Dress". I love reading your comments, enjoy! I avoided Dan for the next few days by playing sick. I was not ready to go over to his house again yet. My ass was so sore the next day I had to have some relief. I was still having a hard time comprehending what really happened. I finally went to his house three days later. Dan was a kind of pissed. "where the fuck have you been" he asked. "I was sore so I didn't want...

Saturday With Al

After a great night of sleep, I awoke Saturday morning thinking of spending the day making love to Al.After coffee, I drew a nice hot bath and proceeded to spend the next thirty minutes getting clean and smooth. After drying off I applied liberal amounts of a lavender-scented lotion to keep me soft and smelling nice. I also made sure that my feet were quite soft as well, since that seemed to be his favorite place to start.While I was deciding what to wear, I called Al to see if he had any plans...

The Motel And Black Lingerie

I had been on the road most of the day, having travelled almost six hundred kilometers in an effort to visit some of my most important clients. So, it was a relief when I arrived at the motel and was able to check in and get into my room.After checking my e-mails, I decided to head to the bar for a relaxing drink before contemplating what to choose from the restaurant menu.The bar was nearly empty, with only the barmaid and one other guest in attendance. This was good – I really felt that I...

I met the man of my dreams

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 and heels. When I am done working I change into something more comfortable or slutty depending on my mood. ...

My first time outdoors

It had been about a year since my first time with a man and I had been with a couple more since. They were enjoyable experiences but I had failed to capture the thrill of the first time. I had continued to talk to guys online and a lot of them were trying to convince me to go for a drive with them to a secluded spot for some risky sex. I was reluctant for several reasons but the fear of being caught was both terrifying and thrilling and eventually I just had to give it a try. I had been talking...

Married Crossdressing Fun Ch 3

“Mikki?” Caz asked. “Yeah, babe?” “I’ve been thinking...” “Always a dangerous thing,” I said, cheekily. “Yeah, whatever. Seriously, I’ve been thinking about what happens next.” “What do you mean, what happens next?” “Well, you are really beautiful but I was thinking of stepping it up a notch.” My wife Caz is the most beautiful woman I know. I love her with all my heart. She is sexually voracious. We played a little game a while ago. She saw how turned on I got when she treated me like a bitch...

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 sexy panties, bras, slips and pantyhose, so I would sneak them into the bathroom at her house, put them on and...

Telling Mom I m A Crossdresser Part 14 Back to the spa and a familiar face

Part 14: Back to the spaI'm sorry this story is a fair bit longer then my usual ones however I didnt want to separate thes and have another story with almost no sex in the first one so soon. Having said that I hope you enjoy my story and please read the whole thing. I promise you will not be dissappointed. I woke up the next morning lying next to mom in her bed. I was wearing a pair of white stockings and a corset and mom had her bra on. After Thomas had left Mom and I spent the night licking...

A Nanny Femtastic 5

A NANNY FEMTASTIC! Chapter 5 ... I looked gorgeous now with my ample breasts and thin waist! I would really enjoy this upcoming holiday! The electrolysis treatments had continued, and I now was pretty hairless and did not need to shave or wax. I did however remove all my pubic hair and became obsessed with having a completely hairless body. This included around my scrotum and anal area. Felicity would also take me to a fitness and tanning centre where we would do an aerobics class...

Tammy Lisa and Karen part 1

It was Friday and the first thing I wanted when I got home was a nice warm bath to clean off the day's hard work. I filled the tub with hot water and added some bubble bath. I shaved my legs and underarms. As I slid under the hot water I looked at my toes peeking through the bubbles, and realized I needed to reapply some polish.After a long soak I got out, dried myself off and went to my bedroom. I looked for a nice pair of sexy panties to wear, but was not happy with what I had, so decided it...

My New Life As A TGurl Slut Introduction

I love cock. I've always lusted after cock and the older I got the more I wanted it. I've slept with getting on for a hundred girls and done things most men can only dream about, like lesbian thresomes with a girlfriend and one of her friends or some other babe.But secretly I craved big hard cock to suck and fuck. I've always wanted to please hunky, horny men and be their slut....but up until a couple of months ago I'd never been with another man or tgirl.OMG how my life has changed and I want...

Uncharted Territory Part 2

Cal couldn't believe what he had done, he just tongue kissed his best friend and he liked it. Maybe it was a result of the makeup and lingerie that his friend had dressed him. Whatever the reason. Cal really liked it."So are you ready to fuck this pretty girl in the butt?" His friend, John asked and Cal asked himself the same question.When his friend John suggested it, Cal was not put off as he thought he'd be. He knew about anal sex from the videos on the internet but was he ready to do it for...

The Shopping Spree

After a morning of shopping, I went for a hamburger. As I sat there with my bag of goodies by my side, a man in his early thirties sat down at the table next to me. He beamed a smile at me and said hello. It was unusual for people in the city to be friendly to strangers, but then again, he didn’t look like a man from the city. He must have been in his mid-thirties. His face was rugged, and his hair was unkempt. His clothing was clean, but it looked worn. I guess he must have been a manual...

In Her Shoes Part 2

please read the first part. After a short time of resting my feet on Peter’s bum I now slipped my foot back rubbing the sandal against his balls and cock. His knees started to widen slightly as I teased I could see his balls quickly rise up and tighten as they had before. His cock was now straight along my foot and his body was rocking back and forth in time with my foot. I could feel the pre-cum lubricating my foot and shoe it was obvious that he must be getting close once again as his...

A Night of Firsts pt 1

'Oh my God, this was the night,' I thought to myself. 'I'm finally going to go out dressed.'I work for a small company and get to travel a bit, but I've really only dressed in hotels when I could drive as flying with all my things makes me really nervous. The idea of me and a travel bag being examined and having a stranger discover my femme things just didn't do it for me.However, this time was different. As I only was going three hours away and staying in a larger city, I had access to a...

My night as my wife s sissy boy

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 noticed that most all of the lights were of in the house, it appeared that there was the flickering of candle...

The Foreigner

I had been chatting online with him for a while now, and he was keen to meet me. He identified as straight and was married, which is normally a deal breaker for me, but he was persistent. After a lot of chatting, I agreed to meet him at his place.When I arrived, he buzzed me into the building, and I went upstairs to find he had left the door ajar for me. Nervously, I went in. His place was a large, penthouse-style apartment. A door to my right led to a gleaming modern bathroom, ahead through...

My New BFF Part four

It was after two o’clock in the morning by the time we got back to Tiffany’s apartment. Both of us were not wearing panties under our skirts and I was tingling from the cool night air on my well reamed ass. Tiffany suggested we slip into some comfortable lingerie to sleep in. She picked out a long sheer night gown for me. I stripped down completely before pulling the gown over my head. After peeing, I climbed in bed next to Tif, spooning her, as we both fell fast asleep.It was late in the...

Another Road Trip Story Part 2

As Gary was returning from his car with his cases, he bumped into Silky who was standing in the living room. He had not redressed and was wearing a plain terrycloth robe. He asked Gary to join him in the kitchen before cleaning up. Steaming cups of coffee waited for them on the kitchen table. After taking a seat and enjoying the first sip, Gary noticed that his new friend appeared nervous."Is there something the matter?" Gary asked."I have a request that you might not like," Silky replied in...

An Unforgetable Experience

I will never forget the day Carrie enter my secret world. It was the summer I was 17, I had been dressing my sisters clothes since I was about 8yo. In more recent years I had started buying a few of my own clothes and lingerie nylons and make-up. It was a Saturday and I was home alone and decided it would be a good day to dress and be girlie, excited about my day I waxed my legs and bikini line painted my nails a soft pink and took a relaxing bath with lavender bath beads, feeling very sexy I...

Encounter With A Stranger

I have been dressing in women's panties and stockings for all my adult life. It's a huge turn on for me. I have always considered myself straight, but as I have got older I have become bi-curious, only when I'm dressed up though.I was out of town on a business trip and I went to Walmart and bought a pair of panties, stockings and a mini skirt. I then went to a gas station bathroom and put on my girly things under my man clothes. While I was in the men's room there was a message on the wall that...

Do it in Mexico

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 a getaway place if you will. This would be a great idea and an experience for me to dress up in public ,...

Wet crossdressing fiesta M M

Heading back through Texas I stopped off at the same porno shop in San Antonio, only this time I made sure to get myself a hotel room, because I already knew at that time I was going to get a man that night. I was in the mind set to please. Rubbing my cock all the way there until I got to the hotel room having it set up for wet sex. This time as well I remembered to shave my legs, dick and basically my entire body that seemed manly before I went I made sure before I left my mother’s house to...

Webmeets Diary Ch 03

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible.I'd been using the swingers' site for more than a year but still had not managed to fulfil any of my fantasies of bisexual threesomes. So it was a very...

An Old Friend Comes to Visit

Five o’clock finally arrived and it was all I could do to stop myself from doing handsprings out to my car. I’d really done nothing but fidget in my chair all day anyway. The only thing on my mind from the moment I woke that morning was my plans for the following week. An old friend would be arriving to stay with me and I’d taken the following week off so we’d have nine lust filled days together. Actually, Rob was more than a friend, he not only, had the biggest cock I’d ever taken, at nine...

Master s Reminder

I had been seeing Master John for about a year now and thing’s were going well, or so I thought. I arrived at his home like any other weekend in the outfit he wanted me to wear for my punishment. He would always choose the week before and I knew that there was no argument whatever he wanted he got. I hoped that I had got everything just right for him. Anything slightly out of place or wrong I full well knew that I would be punished severely. This particular weekend he had chosen for me to wear...

Have A Good Feel She Loves It Part Two

“Fucking Hell, have they all come on the same bus?” I said laughing as we walked into the bar and main room.In the twenty minutes since leaving the bar to go onto the patio the place had transformed. I left with the lone Franco holding the fort and returned to find around a dozen people milling around. Linzey was behind the bar and her husband was busying himself setting up the DJ stand in the opposite corner to the television screen, which was now playing some soft porn. “Not quite, the...

Date with my wife her story

Today started like any other day, except for one thing. My husband informed me as he brought me morning coffee, "Sweetheart, tonight when you come home, go straight upstairs, cleanup and put on the outfit I have laid out on the bed." He said this with a grin on his face. You know that grin like the one you see on a child's face as you enter the candy store. "But what if I need something?" I began to ask. "No, dear!" firmly he stated and then again with that smile.With a firm embrace and a...

For Better or Worse

I should have known something was going on when I got ‘invited’ next door to watch the football game while my wife was having a girl’s day with some wives at our house. I wasn’t much into football nor did I know the neighbors well either. I tended to keep to myself, which you will understand why later.We moved in just three months ago and while my wife really hit it off with the wife of our next-door neighbor, I hardly saw her husband, even on the weekend. Vivian was an outgoing and lovely...

Taking That First Step A New Chapter Begins Part 2

September had arrived and Lance returned to high school for his final year. He still found himself attracted to and flirting with all the girls and not the guys. He surmised that it was only when he was dressed as Lana did his choices change. He couldn't see Cassandra during the week as he worked out after school and then went to his part-time job.He got home in time to join his family for dinner. Afterwards there was studying and homework that needed attending. They did, however, talk on the...

Brittany s Adventures Part 1

You can say everything started at a young age when I started having this new but strange desire to look through my sister's clothes and underwear drawer. A little while after when everyone was out of the house and I made sure nobody was coming back I tried them on. It was at sixteen when I put on my first pair of panties and it changed my world forever. I still remember that magical feeling when the skirt fit me just right and curved my body into this beautiful feminine form.As a growing...

The Sexy Girl Next Door Part Two

Once a girl gets a big hard cock in her, there is no stopping her from wanting another one in her. At least, that's how it was for me after my first fuck with my neighbor, Ben. He had just fucked me with his twelve inch cock, with a big head on it and I loved it so much I couldn't wait to do it again. Our friendship was growing like our dicks were. And I was now having an affair with my next-door neighbor, who wanted to have threesomes with me and his wife, Jennifer. Being a sixteen-year-old...

Brent Lets Brenda Go Out And Play

BrendaBrenda walked into the bar area of the restaurant. As she strolled through, several of the guys at the bar just stared. She looked ravishing in a black cocktail dress, her three-inch heels, and long flowing red hair. She headed directly towards a table where another man and woman sat sipping drinks.As she approached, the man stood up and gave her a hug and kiss that would’ve started a small fire in the forest. Then before sitting down, she leaned over and gave the woman a kiss that...

First Night Nerves

My name is Timothy. I live in a large city in the English Midlands with my girlfriend Debbie. We are both 22 years old and have lived very happily together for over three years. We both work in a call centre for a large financial organisation. I am not tall – 5' 4" on a good day – and have always been very slim. I am blonde with blue eyes and very fair skin. Debbie is two inches shorter than me, with long brown hair and a lovely rounded figure, not in any way fat. We both enjoy fitness,...

A Fantasy to Remember

Halloween was rapidly approaching and my girlfriend of 2 years was planning something big. She had been a stripper for 10 years and was as kinky as they come. She and I had done a lot, so only a few of her fantasies were left unfulfilled. She had already had women and men, group sex, bondage, been a submissive and a dominate. We had a no holes barred policy. I could have any hole I wanted, anywhere, anytime. And I had! I was the only guy to ever wear lingerie for her though. Once she found...

Finally Pregnant

It was a lazy Sunday morning. My wife and I were sleeping in a little. As I went to bed last night, like I do most nights, I put on my sexiest female lingerie. I chose a tight little corset number that has garters attached. It was bright red so I also chose red panties and black stockings. I tightened up the waist to give me a more curvy figure. To fill out the bra cups, I chose some 3XL silicone breast forms. They give the perfect feel of real breasts. Heavy, perfect shape with nipples and...

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 of engagement were quite simple: kneel, kiss, lick, stroke and suck each new cock until it WILDLY BEGAN...

Friend Becomes My First Part 1

This is a true story of my first time having sex dressed a girlIt finally happened, and it was a dream come true. I started dressing as a girl when I was 17. For me, it started with a thong I stole from my mom's drawer which eventually went on to lingerie, to normal clothes, and all the way to dressing fully. Im now 24, and all I wanted to do was to show myself to a man and be the little slut I know I can be. I tried online a few times but being in the closet and meeting randomly made me really...

The perfect day

The perfect day… The time was drawing near. He would have the house to himself! The realisation of a whole 4-month's planning would now come to fruition. It had been a while since he had gone out all dolled up, and now was a fresh opportunity to see his progress as a woman. He had been busy – his make-up collection had swelled considerably, and the addition of several choice pieces of clothing had excited him no end. All his paraphernalia was brought down to the master bedroom where magic was...

An Introduction to Crossdressing Pt 6

After Steven leaves me at the table with Jackie and his new friend Chandra, I start to fill them in on the details. I tell them, “It’s really Jackie’s fault that I got fucked so good; since he was being so aggressive with his dance partner, I got jealous and grabbed Steven’s ass.” Then I continued with, “This led to Steven grabbing mine beneath my skirt, and then stroking my cock and balls under my panties.” Jackie interrupted with, “Forget about the dance floor, tell us what happened in the...

Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained.I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

My Mother s Boyfriend My Slut part 2

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. Feeling the splash along my sensitive skin, I rubbed my thighs together as my hands began working my tender...

The Subjugation

The hellish temperatures prevail as the term kicks off. No one can concentrate on the classes, mainly because of Jordan. His presence offends the prude girls, and the slutty ones can’t take their eyes off him. The only other teacher – who lives in the village – is perplexed, but I’ve asked her to be tolerant. Apparently, the boy hasn’t revealed his treatment to her nor anyone else. That’s an auspicious sign.My last year’s pets have grown. One of them is acting as if nothing had happened between...

Yes Captain

It had been a while since Sarah had a lover. She was aching to slip into something sexy and get a man going. She had been to a few clubs but found nobody that could fix her needs. That was until she arrived at work on Monday. Sarah was a copilot for a major airline. She entered the cockpit and met the Captain John. He was a good looking man. Tall, blonde hair, and a smile that would melt any girls heart. Like on any other flight they talked about things to pass the time. But this was different...

Bo s Dumb Luck Part One

The year I graduated from a school in 1987, I started working at the hospital full time.I was born in 1969, and the Woodstock gen was my parents; I grew up to excellent music, the smell of some pot and incense, and pretty loose morals. There were disciplines out there I follow. I believed in some; I do not believe in others.Dad is a mechanical engineer. Mom called him "your smart mother fucker", mom was always kissing dad; in return, dad was ever feeling her up, and they had lots of affection...

Dana Finds A Lover

I've been dressing since I was ten, always being careful to never be seen by anyone. The whole time I grew up I'd never had any girlie clothes of my own but I'd always worn my sister's things, even used her makeup. I always made certain that she never ran out of makeup too quickly. When I knew I had the house to myself, I would dress up and pretend I was a girl. These sessions ended in a great masturbation with something usually deep in my tight little asshole, or boy pussy or ass pussy, as...

Carolyn Makes Her Way Part 1

After tucking my penis and balls away, I started dressing with the basics: panties first, a sheer yellow thing, then my bra with the silicon helpers we girls so love and then a pair of black stay up stockings. Next, I stepped into a short green miniskirt which I loved primarily because of how it would reveal my bottom when I bent over and shot pool. After that came my blouse, a long sleeve silky cream colored number that I left the top two buttons open.Dressed now, I went to the vanity and...

Cindy s makeover

I would like to share my latest cross-dressing experience. Like many cross-dressers, I dress up part-time. I am married and my wife does not know of my fetish of warning woman clothing. My dressing need stems from my enjoyment to the attention I received from admires. I am new at this cross-dressing having only started dressing five years ago. Many cross-dressers started their fetish when they were young, preteen or in their teens. As a cross-dresser, I now pay more attention to woman's...

Confessions of a Sex Crazy Cross Dresser Part 6

Here are the next two chapters of Sandy's adventures Chapter 11: Photo Shoot and the Elevator Ride I slept great on Monday night after my craziest night of cross dressing. My body felt great as I slept in late. However, I had to admit, I felt like my ass had been torn up from Stan’s incredible cock. I realized now that almost all men wanted to get their rocks off with strangers. Stan and Bob were perfect examples, they wanted to fuck a girl or at least get a blow job. They were so happy they...

My First Time Out On The Town All Dolled Up

It was Christmas time but still warm in Los Angeles. I was living in West LA and heard about a club called Club Sex Addict in the valley, a haven for crossdressers. I had a fairly extensive warddrobe that I bought in a Culver City lingerie shop. I just bit the bullet and went there and told the girl who worked there that I was a CD and she would help my pick out sexy slutty stuff to wear.I'm middle aged but have been dressing up in secret for years, but I really had the urge to get out in...

My First Time In Public I The Slutty Girl

This is my confession number one.When it happened, I was much younger – probably twenty-three years old. I always considered myself an outsider, social gatherings make me feel uneasy. I still remember my first crush in middle school. I couldn’t express any feelings or emotions to that girl in my class, the one I felt for.I knew I had no chance; she was the outgoing “slutty” teenager that dressed more provocatively than the other and me the shy chubby nobody that no one would notice. Well, I was...

Call Me Julie part 2

After regaining some of my composure, I got to my feet and pulled Scott up to his. I kissed him and pushed him up against the wall locker and pulled his shirt up and over his head. I kissed my way down his body and stopped at his gym shorts. I hooked both fingers at the waist band and yanked them down. The most perfect cock I have have ever seen was straining against the pretty pair of panties. I then told Scott, "Don't worry Scott, you're secret is safe with me." as I licked his cock through...

My 2 AM Phone Call Part Three

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 alert than I remembered being in a long time. As I was to soon learn, I would need all the stamina that a...

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