Dressing Up indian porn

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...

Crossdressing

Becoming Jessica

April 1987It had become a bit of a Saturday ritual. I’d cycle over to Matthew’s house mid-morning, and we’d spend the day doing boy stuff together. We were both into sport and keeping fit, so we’d maybe go for a three-mile run, do some fitness training in the garden, then watch TV or goof around in his room in the afternoon.Matthew’s mum and dad were very pretty laid back. They usually went shopping after lunch, and Louise, Matthew’s hot younger sister, was mostly out with her latest boyfriend,...

Crossdressing

A Weekend away

Stevie had always wanted to have a weekend away with a load of like minded people, i.e. trannies and admirers. He decided to find a place where he could do this and be the real Stevie, or his girly name, Lucy Lou. He searched the net and found a place about two hours drive away. He booked it and counted down the days to be there.He had bought some new stuff and had practised his makeup. Then the time arrived. He decided not to stimulate himself for the whole week before so he would be feeling...

Crossdressing

My First Sissygasm

This is a true story about the first time I felt the sensation of cumming like a girl. I don’t mean a prostate orgasm, where you ejaculate through anal penetration, but my first time feeling what I can only describe as a full body sissygasm. It was another night alone, dressing up in my apartment. I was feeling really girly and really horny. I took my time getting myself dressed up. After a nice long shower, I shaved my legs and any other annoying body hair. I got out, dried myself off,...

Crossdressing

Mom made me a Fluffer

For most of my life I never knew exactly what my mom had done for work, neither did I know who my dad was. As such I just continued with life and thought to myself that I would find out what she did in time.My curiosity first peaked when I was 16, I was looking for my moms purse so I could exchange some of the money I got mowing lawns for people around my neighborhood for different bills. My search eventually leads to her underwear drawer where I do find her stash of extra money so I can change...

Crossdressing

My First Dress

My First Dress by Sissy Susie It all started the day mum had to take my sister Sandra to London for the day. My sister's school orchestra were playing in the regional finals of a competition. As there would be a lot of waiting around mum had decided that I would spend the day with my aunt Caroline and my twin cousins Becky and Kirsty. I did not mind because although the twins were fourteen, two years older than me, they enjoyed things like football and we even played it together,...

Sex With Wife Who Doesn t Know

A little about myself. I have been married for 40 years. I work in a professional career and I secretly like to cross dress. My wife does not know, or, I suspect she might, but prefers to not acknowledge it.I started dressing about twenty years ago when our two daughters were off to college and we were empty nesters. Out of curiosity I tried my wife’s panties on one day while she was gone. It really felt good – different. I was not sure this was right and afraid of getting caught so I did not...

Crossdressing

Jessie s Path

One’s path in life has three primary sections. The first one is what made a person who they are. Everything from their parent’s genetics, to how they were raised, the environment they grew up in, and any uncontrollable outside influences causing a life changing event. The second section of the path is what we see, feel, hear, taste, and touch at this very moment in time. It is a collection of fleeting moments that may or may not influence us immediately, but could have a big impact on us...

Crossdressing

Vicky s Education

My wife was very pleased with how I had performed as Vicky. My cross-dressing had progressed from a sexual role play with my wife to her setting me up for my first sexual experience with a man. At the same time, she had picked up her own guy and had taken him back to our bedroom. She cuckolded me and had me clean up her pussy after I got home. From that time on, the only time I was not dressed up as Vicky was when I went to work or we had a family function. This was at my wife’s insistence. A...

Crossdressing

Porn Star Babe Part One

As a hot, 20 year-old girly boy, I was invited by another girly boy to star in a porn movie with her. It sounded fun and I was adventurous sexually, anyway. So, becoming an actress getting lots of big loads of cum from her handsome co-stars was very exciting to me.The movie was shot in a private house where I drove to with my girlfriend, Chrissie Licks, a pretty, 21 year-old, aspiring porn star. Chris was a cute blonde when dressed as a boy. He was also a call boy who was popular with older gay...

Crossdressing

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...

Crossdressing

Cindytranee meets the maintenance crew

This is a true story that happened a few years ago when Iwas living in an apartment complex while looking for a house. I had taken a small one bedroom on the 2 nd floor. It was very nice and private and I really enjoyed being there. This was the first time in years that I had lived alone and I loved it. It gave me the freedom to enjoy my favorite thing, cross dressing and having sex with as many people as possible. I had settled into a routine of dressing up every night and all weekend and...

Crossdressing

My Foggy Late Night Story

It was a cold, wet December night. Here I was in my room, feeling exhausted, and laying on my bed doing the whole Netflix and chill thing. I had just pulled a long afternoon and evening event with my college study group. We spent the day as total masochists painfully cramming whatever we could into our tired brains for our finals. It had worn me out so much that I didn’t want to do anything, including exercising, which was another problem I had to deal with since I hadn't exercised in nearly a...

Crossdressing

The Train Comes Off The Tracks

My life was in freefall for a while. It started with the divorce, losing my parents and most recently, the loss of my job. Not having any luck finding a good job in my field, I had to take a job as a security guard to pay the bills. Not what I expected to be using a master’s degree for, but hard times call for desperate measures.I was going to be a night watchman at a department store. There would be two of us working the overnight shift, Pam and myself, and since she had been there longer, she...

Crossdressing

Jessie s Fantasy Chapter 6 Turning the Tables

I was floored by what Tracy had said to me. “Because, the male Jesse is no more for the time being, it is womanly Jessie that needs to go.” It seemed that my love just told me that I had to meet up with my male friends tonight. My mind was going a mile a minute. I already fooled my friends once. But can I do it again? If I do, what is going to happen? What will I let happen? My stomach felt like butterflies. I was getting a little nervous. “Are you saying that you want me to dress up and meet...

Crossdressing

Now Or Never

He was nervous as he drove to the mall. He had to remind himself that nobody knew what was really going on, and that men purchased lingerie all the time for the wives and girlfriends. Except his purchases wouldn’t be for his wife, who had unceremoniously left him two years earlier with little explanation. He had revealed a few of his fetishes and kinks to her, which she had given off the impression that she was okay with at the time, but that had all been a façade. Apparently she wasn’t as okay...

Crossdressing

Being Christy Part 1

The summer before I went to university was hot. Really hot. It barely rained for weeks and when it did, it came down in torrential downpours. The air would get heavy during the course of the hot humid mornings and by lunchtime the clouds would darken and you could feel that it was going to be getting very wet, very soon. The day I first met Jenny and James I’d been into town in the morning, had a look in the record shops (this was when you’d still find the big chains on the high street, along...

Crossdressing

Mischa s First Time With a Man

I have been cross dressing for a very long time, but it wasn't until recently that I decided to go full time girl. I have very feminine features and learned to embrace them over time. I always wanted to be the live-in 'girlfriend' of an older daddy-type of man, who would let me please him all the time. The thought of being a man's personal companion and sex toy is extremely gratifying. There's no better feeling than waiting for your Daddy to come home from work, grabbing him a drink and sucking...

Crossdressing

My first boy experience

It was my friend, Karly's birthday. Her choice for going out to celebrate was a drag night at a club. It wasn't so much fixed on drag as it was on gender parodies and cross-dressing for fun. I had been a closet cross-dresser for a long time, although I had told a couple of girls I knew. Everyone was going to cross-dress and have fun, but I was going to revel in it. I had never been with a boy before, not even kissed one, but every time I was in women's clothing I wanted cock. During the...

Crossdressing

My 1st time with a man while dressed and 1st anal

The following story is true.I have been dressing in my wife's sexy clothes at home off and on for a while because I love the feel of hose and panties. My wife and I are swingers, actually we do mostly cuckold swinging but I am free to be with women if I want. I have sucked some of her dates cocks beside her. I love being on my knees beside my wife sharing a cock. One time we met a guy and she had came down with a bad headache, we explained that she did not feel like doing anything but we...

still more crossdressing fantasy

hey again - franny the tranny here looking to share more wanton acts of pantyhose lust with my new foundling - a fetish friend who fufilled my oral desire with gobs of cum all over my face - he had really touched my slut side as i savored his sperm but this satsifaction was short lived as i craved morei am such a pantyhose whore constantly dressing and reaching out to other pantyhose preverts on line - i enjoy making crossdress / encasement vids for posting - a regular addict to exploring my...

Crossdressing Fun

Hi everyone, Vinnie here from bglr . I am 26 and love cross-dressing and being a slutty girl. Been cross-dressing from college .When my senior made me wear his sisters skirt bra and top and he lip-gloss and makeup. I loved it when he got so hard and he sucked my nipples while i rubbed his cock harder. We are alone at his place so he was biting my nipples on the sofa. We bunked college so he could have fun alone early. Once i sucked him before in wash room in local church. He said i looked very...

Gay Male

Awakening

Since I had first started my maturing I had never really seen myself as being my male body. Whenever I would have sex dreams it would always be from a women’s point of view. Eventually, it became my second self. I didn’t especially hate my male body, I just was never especially fussed about it or at home in it. I had no frame of reference on whether my cock was anything to write home about because my only reference point was through porn. During my later years, I started to experiment with my...

Crossdressing

Once Again in silk Part 2

As sundown approached on Saturday I showered and got ready to attend the opening of an art gallery that a member of our organization was sponsoring. I selected the suit, shirt and tie and then I retrieved the white silk panties from the laundry room. I wonder if Darlene questioned herself on the fact that I accepted her request without protest? They were beautiful and just running my fingers along the cool silky smooth material brought back memories of being Melissa. I still had all the...

Crossdressing

The Lady In 237 Part 2

Now Nick's first instinct was to run as this situation was way out of his comfort zone, but then curiosity took hold of him and he held her tighter while staring into her eyes. He knew all about the LGBT community as they were part of campus life and he had no problems with them, but he had never been this close to one of its members and he had never seen one this attractive.Nick then gently pressed his lips to her painted ones and gave her a quick kiss. Just the contact sent shivers through...

Crossdressing

Changing Room

I had finally worked up the courage to explain to my wife that I liked to wear panties. I dressed off and on in her clothes for years, and she didn't suspect a thing. Before that, when I was single, I had taken to snatching the odd pair of panties out of the dryer in whatever apartment building I was living at the time. When I was a little boy I had always wanted to be pretty like a girl, and sometimes went through my mom's or grandma's things, looking for underwear that would make me feel like...

Crossdressing

Jessie s Office Interlude with Sue

I could not believe what a great time I had on my first date with Sue. Her planning was impeccable. From getting caught at the department store, to my new set of lingerie and clothes, and then a feminization session at the salon. Only to wrap this up with a surprise sexual encounter with Sue, her male friend Quenten, and all whom I met at the various retailers. It was a first date that I would never forget. I still was in awe at how Sue was able to plan the entire night, and have it happen all...

Crossdressing

Ashley s First Time With a Guy

Ashley’s First Time With a Guy DISCLAIMER: Story is merely fantasy and completely fictional. So please do not believe this happened to me or ask me questions about it, thinking it is true. I am writing simply because it is a fantasy and it’s just more fun that way So it all started on Valentine’s Day of that year. My wife and I had gone to dinner and got a hotel room for a romantic evening. And of course being the fun loving couple we are, we had a couple bottles of wine at dinner and decided...

Crossdressing

s he finds her man

My house was not more than 250 meters away from the bus stop where I got down; but the sudden and heavy downpour caught me totally unprepared. Being one those new housing colonies there were no houses or trees where I could take shelter. By the time I reached our new house I was drenched to my skin. My younger sister Putti who opened the door started laughing at my plight. My elder sister Manju, who came out a moment later, tried hard to suppress her own laughter and scolded Putti for not...

Crossdressing

Lisa Lee Xdressing Adventures

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 do have the opportunity I tend to get pretty wild, like I did a few weeks ago….

She Made Me Do It

Something inside me just grabbed hold of my male shackles and snapped them in two; discarding them into the depths of depravity. I had been writing stories about crossdressing and transsexuals all week. I had been looking at girly pictures, not the feminine girl ones, the ones that had dicks. Some of them were absolutely gorgeous, far better looking than some women and I wanted to be one of them. I really did. I particularly loved the ones with the pink underwear and black bows. I have a few of...

Crossdressing

My Mother s Boyfriend My Slut

Divorce often times traumatizes the children, but in my case, it set me free from all their arguments. Dad signed the papers and walked out the door on my seventeenth birthday; it was the best present he could have ever given me. I was finally free, I could go to parties and hang with guys. Mom was the lenient one who was always gone on some major trip. I was cool with it until she brought home a boyfriend. Coming home from Europe, my mom walked through the front door, shouting, “I’m home,...

Crossdressing

Crossdressing at the truck stop

Hello this is my first story I really hope you enjoy it I am a crossdressing truck driver and with my job I have a lot of time to enjoy dressing up in my truck. One night I was all dressed up in one of my sexy outfits watching some porn and thinking about trying to find a nice hard cock to suck. So I put an ad on Craigslist and got a few but none of them wanted to come to me then I got a message from a guy, he said that he was a driver and was at the truck stop. I ask him what he wanted to do...

Chubby boy out in public crossdressing with m4m Pa

Born with a slight hormone imbalance that decided to breakthrough during my high school years I began dabbling in cross dressing. I would go online with my webcam and dress up (college-age sisters intimates/skirts/low cut tops/leggings ect.) seeking attention from fellow male camers. My reception was overwhelmingly great and I was even given gift cards by some of these guys to go and buy more clothes to model/show off in. I got too chubby for my sisters clothes so I had reached a crossroads.. I...

That First Halloween Part 2

They parted company long enough for Guy to reach his own car and pull up behind the SUV that was already on the street. As he followed it to the Carriage Hills condos, he was unsure how the evening would end. Carriage Hills was a gated community and the SUV stopped long enough for Zorro to address the guard on duty in the shack.They proceeded to an underground parking garage and parked their vehicles and boarded elevator. They rode the elevator attached to each other lips and their bodies...

Crossdressing

Jessie and Sue

I felt like my life was spiraling out of control. It all started that one fateful weekend when my secret love of cross dressing was discovered by my coworker Dan. He knew he had me, and he had his way with me. Then came the next weekend when Dan invited me to his house only to have himself, Aaron, and Zach take turns with their sissy slave. And now last night, I was humiliated because of my performance with Tracy while being pegged by Karen and Sue. I was a wreck and it was the first day that I...

Crossdressing

Christina and Cheryl

Christina and I had been dating for nearly two years. Within six months into our relationship, I confessed that I enjoyed dressing in women's clothing. She'd been more than accepting and encouraged me to indulge in this. She'd bought me bras, made me wear panties, painted my nails, and given me make overs. Seeing how horny it would make me turned her on even more so.I knew Christina was bi and so I felt my cross dressing probably helped to indulge her love for all things feminine.One day...

Crossdressing

A Master For Julie Jizzbucket

I had spent the last couple months indulging in some mild cross dressing. After a few nights wearing clothes that made me feel so sexy and womanly. Until recently I had only worn panties, bras and a few sets of stockings and teddys that I had bought for an old girlfriend before she broke up with me to date a guy that had more money. I have also been going online to a site called Lush Stories to write some of my cross dressing fantasies. Once I had written a fair amount of stories, I found...

Crossdressing

Mike s new girlfriend

It started as a typical Monday really; I waved my wife off to work and then went upstairs for a long bubble bath and shave, as I stood drying myself and rubbing baby lotion into my body my cock started to grow as I got excited about the morning ahead. I quickly put on sweat pants and then raced to the outbuilding at the back of the garden to fulfil my cross-dressing desires. I opened the door to the outbuilding and pulled down the dressing up trunk from the roof rafters, my heart was beating...

Crossdressing

Truck Stop Tranny Sluts

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 could answer she was turning back for the truck stop! Candi and I are both bisexual crossdressers and we pass...

Crossdressing

My First Trip Out of the Closet

I have wanted to write this story for many years but I hesitated to do so out of my fear of the unknown. Since moving to Florida , I have pretty much been on my own for the first time in a long time. Let’s just say that now that I am older, I’m bolder! I no longer care who knows my sexual interests. It’s funny, because everyone I currently see understands my desires and approves of my different fetishes. Foremost of these, is my predilection to live my...

Crossdressing

Eat You re My Bitch Now

I was nervous as I waited patiently, watching the road. My hard cock was straining against the pink panties and the skimpy Victoria's Secret nightgown barely covered the bright red bra I wore. I stood by the window, looking in distance for my wife, Jenny's car.Jenny was just out on errands, one of which was dropping kids off at school. Officially, I was 'working from home', but in practice, I just had to check messages late in the afternoon. That meant, we had the house to ourselves with no one...

Crossdressing

My First Time with a cross dresser

Growing up, like many children I went through phases. I would climb trees and play football, then as I reached my mid-teens I continued these phases but also became a lot more sexually aware, thanks to the porn magazines and porn films usually belonging to my mates dads or older brothers.Now I am in my late teens and at college.One day my Dad made a pot of tea and breakfast.“Did you sleep well, son?” he asked as I entered the kitchen.“Not bad thanks, Dad, how about you?” I replied.“Pretty good...

Crossdressing

Vanessa s First Date

This is a memoir of my first time meeting a man. I'd been crossdressing for many years. I had many fun nights dressing up and playing with my toys but I wanted something more. I liked to get on the phone with guys and play around. I had my favorite toys to use, especially my eight inch dildo and my butt plug. I really got into my phone sessions, but I felt like I wanted to go further. There was a nice guy who I had been talking to for a while, and I got to know a little better than the average...

Crossdressing

Chris s First Anal Experience

A few days after my first oral experience with a man, I decided I needed tits like a real woman. I went online to a few cross-dresser sites looking at their breast forms. There was quite a large variety. I looked through the few bras I had to see which size fit and looked best.The 32B was cute and seemed proportional to my small frame. I ordered a pair of symmetrical forms and a pair of asymmetrical forms in a 32B size along with the medical adhesive to attach them. The confirmation noted it...

Crossdressing

Lunch Date With Clair

It was Tuesday morning and I had a rheumatology appointment in Maple Grove at 10:15 am. It was now about 7:30 and I thought I should start getting ready for my appointment and lunch date I had set up with Clair.When I talked with Clair on the phone last week, we decided an early lunch date would work for us. She told me to meet her at Biaggi's at 11:30 am and that she would be waiting.I jumped into the shower and shaved my body and legs. Making sure not to miss any hairs, I ran the razor over...

Crossdressing

Dan into Danni pt3 Sex as a girl with a girl

Back at Lucy’s room, Dan put down the dainty bags of lingerie and girly clothes that she had bought for him. He had been totally and magically transformed into a girl for nearly a whole day now, and every moment was a thrill. He was ultra-conscious of his body - especially his gorgeous 32C boobs, firmly held in the bra that had turned him into a curvy and sexy girl in the first place.Lucy closed her bedroom door. And for the first time in a while, they were definitely alone.“OK, babe, what do...

Crossdressing

My New Neighbor

I'm a slender, thirty-two year old, bi white male. I've been cross dressing since my teens and love the look and feel of wearing women's clothes. I'm not into all the heavy stuff like wigs, breast forms, padding etc. I mostly wear lace panties, bras, lingerie, garter belts, sheer nylons and heels. I was blessed with long legs, a slim waist, nice round hips and a very shapely little ass. As I mentioned, I'm bi and have had a few really hot girlfriends over the years. (I always steal a couple...

Crossdressing

Simran A Crossdresser Part 1

Well I still remember the day back in the summer of 2010. I had just turned sixteen and was introduced to the world of cross dressing in the most fantastic way possible.I guess introductions are in order. I am Simar, an average guy from India, who goes to college, has a great family, great friends. Well something you gotta know first. My family follows sikhism so I have a beard, a mustache and body hair which I cannot remove because of religious reasons. But it is a blessing in disguise because...

Crossdressing

Mike s new girlfriend part 2

The following Monday couldn’t come round soon enough. It had been a long, difficult and very confusing seven days at home, with my wife, Amy. I had been so distant and argumentative with her and I could see how upset she was. However all I could think about was Mike and how much I wanted to be back in his arms and have him make love to me again. Again, the morning started in the usual way. I guiltily waved Amy off to work and rushed upstairs to run my bath, shave and cover my body in baby oil,...

Crossdressing

Caught and the Consequences Part 2

Part 2 While sitting there I went through the usual stages, despair that I had been caught, fright as to what would happen next, would she still want me as her husband or was this going to be a third divorce, and that made me feel very sad as it suddenly dawned on me how much I loved her and I quietly resolved to do anything I could to save my marriage. It also made me realise that our relationship was already a sub/Domme one, in subtle ways I had not...

Crossdressing

Serving my master part 2

　 I’m a teenage white cross-dressing sissy: My master is a tall muscle bound black man. After my first encounter with him he told me to come home with him, as we walked to his car he had his hand on my ass. I felt so sexy as he fondled me. When we got into his car he grabbed me by the hair "Here’s the rule from now on I own you you’re my slave and I’m your Master, you will do everything I tell you, do you understand?" " Yes Master I replied". "Take off your clothes" he commanded. I was...

Crossdressing

Crossdressing Hooker and the Creampie

I've always had a feminine body, slim but some female curves so I've been able to pull of being woman in public a few times already. I started by placing an ad in the local erotic escort guide with some of my best pictures and immediately got replies from interested men. I decided to call one of them who wanted to bring a buddy and we set a date at a local hotel for 8 pm. I wanted to look amazing for the first time so I started by shaving and making sure I had no body hair...

Happy to be Used Pt 9

The next day I woke up very early. I would have expected to sleep in since I got home after 2:00 a.m. but the clock said 6:00 a.m. when I opened my eyes. I lay in bed reliving the events and my performance from the previous night. The sex was amazing. The double penetration was mind blowing. But what really kept me smiling was my convincing female performance.No one suggested I was a guy all night. No one hinted at knowing my secret. I lived an entire night as a woman and was treated like...

Crossdressing

Erica Meets Sarah Part 1

I woke up alone on Saturday morning in my nylon blue g-string and nothing more. I wanted to feel it the instant I woke up, my sexually charged femininity, I wanted to feel it all day. Today I'm not a man, today I'm the girl every man wants. Today I'm a slut, your slut. I showered and shaved myself smooth. Ridding myself of body hair was always the first step. Nothing could make me feel more feminine than smooth skin from head to toe. I plucked my eyebrows and moisturized. I moisturized...

Crossdressing

To Dress with Spirit

TO DRESS WITH SPIRIT "You know the locals say it's haunted," said my quirky friend Elena as we turned into the long carriage drive which led to the country house hotel in which I'd gained an internship. Her eyes were laughing as she said this, and I pinched her arm jokingly. "Pull the other one." We were both too worldly and rational to believe in ghosts. I'd heard the rumours about the hotel when I talked to people about the internship opportunity, and of course I'd dismissed...

Consequences of Cross Dressing

Consequences of Cross Dressing by Cindy Johnson ([email protected]) My dilemma was that I masturbated all over mother's gown and nylons and I frantically tried to clean everything up as fast as possible. I was frightened that it would leave a stain and I didn't know what to do but after twenty minutes of cleaning everything with soap and water, I felt like I was in the clear. I put everything back where it I found them and ran to my room reflecting on what had just happened. I...

My first halloween dressed

My First Halloween (Dressed) By tied2ava I had been invited to a Halloween costume party by a former co worker and had accepted even though my wife had refused to go saying her usual costume parties are stupid and a waste of time! After deciding to go I thought about what kind of costume I could wear? I thought of all the usual costumes vampire, bum, army solder, batman and so forth then came upon the idea of dressing up (I have been a deep closet cross dresser for years) I figure...

WWAC The Un pleated Non dress

WWAC: The Un-pleated Non-dress by Ashley B. D. Zacharias?I hereby call this meeting of the Wicked Women’s Adventure Club to order.? Lydia looked at the four women sitting around the table and nodded. ?I would like to take this opportunity to introduce our newest member, Miss Amelia Cox.? The four other members nodded at the young woman with the short blond hair and muttered soft words of welcome. She nodded back, nervously. The introduction was needlessly formal because she had met three of...

Dress to Impress

The clock struck two o'clock in the morning when Jack Robbeson walked into the sports club. Most of the last patrons were heading out by the time he was heading in. Jack was a classical night owl and thus, the night was his element. This specific sports club was a 24/7 kind of affair, but the nights were usually a graveyard shift. Just the way Jack liked it. The first thing people noticed about Jack was his tall stature and large, muscular frame. He stretched up to two meters high,...

First Cross Dressing Experience

Let me start the story and sorry if I make any mistake because I am excited to share my fun time with you people so I am an engineering student from Mumbai 20 years old. My name is raj (name changed) and used to have a big fantasy of dressing like a girl and wearing all those ladies cloths. I would like to make it clear that I am not a gay but when I dress like a girl. I feel like a girl and make me comfortable with a guy; at that time I get a girlish feeling which makes me horny and takes me...

Going Nova ch 3 The Dressing Room

The knocking persisted and Hazel croaked sleepily, “Honey, will you go see who that is?” Warrick sighed, sat up in bed, and stretched. He knew full well who it was. He rubbed his hand lightly on his wife’s naked back for a moment, thinking fondly about the previous night, and then got up to put on his bathrobe. He smoothed his bedhead over as he descended the stairs to the door. When he opened it, Elsie burst inside. “Hey Warrick! Is Brie awake yet?” she asked brightly. “Elsie, it’s far too...

Dressing My Son

I had been suspicious of Mark's visits to my panty drawer for quite some time, but it wasn't until I bought that nanny-cam that I could confirm it. You can imagine my surprise when I began coming home from work and finding video after video of my f******n year-old son dressed in my bras, my knickerss, my dresses and high heels. That was the kind of behavior you might expect from a little girl, not a young boy. What amazed me most was how often you did it, how shameless he was in what he took....

Pleasures at Dressing Manor part 7

Pleasures at Dressing Manor - by PRIM The story so far: Young teacher Miles Johnson has tried his best to rescue his pupil, Lyndon Blonding, 18, from the sissifying plans of his spiteful stepmother, Vera Hidebotham, who aims to turn her stepson into a girl. His Headmistress, Alison Forceman, accompanied the young teacher to the boy's home, Dressing Manor, outwardly to help him but secretly in league with Vera. The two males have been fed the feminizing drug Fem-Agra,...

SRU The Prom Dress

I rarely do stories in which the narration is in the first- person view, but for some stories it's appropriate. For some it's not. And I thought this story would seem better with first-person narration so I did it. It has more vulgarity than my stories would usually have, but the main character (who narrates it) is a male jerk, and that's how people like him talk, so I did it to make it seem more real. I decided to do this story, because my other stories were talking a bit too...

The Little Black Dress of Joy

The Little Black Dress of Joy. By Tanya H. ONE. I first saw That Dress in the window of a charity shop in the high street of the town where I once lived. An ordinary Saturday, just after midday, I had just finished work, an undemanding morning clinic, and had a middling, pleasant walk separating me from my house and a shower. I was 26, single, dark haired, apparently easy on the eyes and working as a staff nurse in a small, private, outpatients unit on the edge of town. They called...

Office Dress Up

Office Dress up [email protected] "Hi Honey, what have you been up to all day?" I was laying on the sofa reading a magazine. The rain had been misting through the morning and Lucy was unbundling herself in the foyer. Her sandy blond hair damped down just enough so that it twirled when she unwound the scarf from around her neck. "Just went down to salon and got my legs waxed." "Ouch did it hurt?" "No, it only hurts the first couple times. Maybe...

Dawn And Patti Move To Denver

Part One: Preparing to MoveI returned from two weeks in Kansas with Patti. During that time, she insisted I dress as a woman. This had worked until my purse spilled and Patti’s friend Brenda Hess picked up my driver's license. Fortunately, Brenda was very accepting, even encouraging me to transition into living as a female full-time.Patti and I were introduced to swinging with Brenda and her boyfriend, Martin. The initial purpose of my trip was to appraise the property Patti’s parents had owned...

Crossdressing

Girly Obsessions

All of my life from the time I was young to now at twenty-five, I have had an obsession with women. It is not that I like them (which I most certainly do) but more that I want to be like them, act like them, and most importantly dress like them.It started when I was very young and developed an interest in the legs and nylons of women which I found fascinating. The sheer and soft material was incredible to look at and to touch. I was entranced with the way girls' legs would look with them on...

Crossdressing

Evening In The Office

The normal workday had finished and I gladly filed away the tedious paperwork that I had been toiling with over the past few hours. Knowing that I wasn’t going to depart for a number of hours, I went to the common tea room and made myself a cup of coffee.Back in my office, I sat back, sipped my coffee and contemplated my plan for the next hour and a half before the evening students started to arrive. By now, the building had emptied of the usual complement of tutors and students, and so I knew...

Crossdressing

The Public Crossdressing Adventures of Mark Phone

"The Public Adventures of Mark" Phone Written by Rikki It had been nearly two weeks since Cindy had taken Mark out for his initial frolic in the public arena. It was the first time anyone other than Cindy had seen him dressed as a girl, and it had been staged so that it appeared as if he was a man who had been dressed as a girl shopping at a large department store. Only Cindy knew when the next little excursion would take place, and she was taking her...

Confessions of a Sex Crazy Crossdresser Part 9

Hi all, hope you enjoy Sandy's adventures. Chapter 17: Viva Las Vegas Peggy and I woke up in each others arms around 5 AM and we made love again. Then at 6AM when we both had to get up we showered and made love again under the water in the shower. We were avoiding the subjects of me leaving for Las Vegas today and her having to be at work at 8:00. I drove Peg to her apartment on the Northwest section of Phoenix and we exchanged phone numbers. I told her I would call her from Las Vegas and...

Crossdressing

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...

Crossdressing

Seducer or Seducee

Every year a city about an hour away from where I live hosts a big charity costume party that coincides with Mardi Gras. I had decided to attend the event as my female persona, Tessa. Since I don’t get many chances to go out in public I decided I was gong to go all out for this event. For the last two months I had been on a strict diet, more like starvation but I knew the results were going to help me with my transformation. I lost fifteen pounds and some muscle mass too. I had limited my...

Crossdressing

my first date with Ben

I had been chatting with Ben online for a while and we had talked on the phone several times before I decided to meet with him. I had met him through Craigslist so he knew what I was all about from my ad. We arranged to meet at restaurant for an early dinner so there would be plenty of people around. That Saturday, I spent my time getting ready. I showered and shaved smooth and used a nice lotion to make my skin super smooth. I took my time doing my make-up and went with a conservative look...

Crossdressing

Mistress Sarah Gives Evie an Assignment

Mistress Sarah led me back into her bedroom and sat naked in a chair in front of a large dressing table. She ordered me to fetch my maid's dress. It was time for me to learn how to properly dress her for a night out and she wanted me in full sissy attire for the event. Mistress Sarah watched me step into my sissy dress. She told me to turn around slowly for her as she pulled down on the pink silky fabric, ensuring the shiny dress cascaded around my legs smoothly and wrinkle free. She then...

Crossdressing

Jenny Learns Her Place

His hands held my hips tightly and his very large hard cock slammed into my asshole again and again, as if he were was going to ram it all the way out my mouth. I whimpered with each long stroke while my own small dick dripped the remains of my orgasm. It was amazing that he was hard so quickly after pumping my mouth full of sweet jism, some of it even spraying onto my face. “Oh! Oh! Oh! Ooohhh fuck me good, baby,” I moaned over and over. I'd known Bobby since grade school and had even enjoyed...

Crossdressing

Completing My Visit To Joann s Club Paradise

It was the second day at Joann’s Club Paradise. We finished our breakfast and decided to lay by the pool since we were all up late the night before. After a few hours, I told Gail I wanted to go to the salon to have my wig and breast forms checked. She told Tom and Vince we needed to fetch some “lady things” and we would return in an hour. Amanda was at the salon counter when we went in. She smiled and asked how we were doing. I told her my wig was looking messy and asked her how long I could...

Crossdressing

Rite Of Passage John Or Jennifer

John turned eighteen that day. His father was at work. His mother and sister Lisa were spending the day shopping, saying they wouldn't get back until very late in the afternoon. He decided he wanted to pamper himself, celebrating in the best way possible. That way was by dressing up as a female. John had been a crossdresser since he was sixteen. He believed he had managed to keep that part of himself hidden from the rest of the family.After taking a luxurious bubble bath, he carefully made up...

Crossdressing

Georgina s First Steps

Mary and Linda met at primary school, became best friends, and supported each other as they grew to womanhood. Both married at twenty. Mary's daughter Julie was born a year later, and I followed within a few months. For both of us, the first few years were a blissful blur of happy families. Sadly, this idyll changed when Julie’s Dad, soon to be followed by my own, succumbed to the wanderlust, and sought out pastures or at least lady gardens new. Life was now hard for the single mums, but they...

Crossdressing

Two Girls Are Better Than One

My girlfriend, Sherry, had nice, big C-cup titties and a face like a young Marilyn Monroe. Needless to say, she got hit on by lots of men wherever she went. She was also a nyphomaniac who liked to be fucked ten times a day, so we had a great sex life. She found out I enjoyed wearing lingerie, so, as part of our sex play, she would dress me up in her panties and bras and stockings and put lipstick and makeup and eye shadow on me. This kept me hard for her for hours and she really enjoyed all the...

Crossdressing

Brittany in the Dressing Room

She didn't understand what she was doing here, in JC Penny on a Wednesday afternoon. Her long distance fucktoy, Jordan lived on the east coast. She had, of course, sent him dirty pictures from dressing rooms while she shopped before; usually Victoria Secret dressing rooms. And she had even played with herself in a dressing room while he watched via Facetime. But every one of those times was in a store of her choosing; he had never before specified where she should go. What the fuck was going...

Toys

Bought

I love the transvestite lifestyle. Since I was sixteen, I have been boldly going out dressed to the nines as Cari in public. Now finally of legal drinking age, I go out to one of Boston’s gender friendly nightclub establishments on the weekend. I am lucky to be considered one of the prettiest and the most believable of the girls at these clubs. At five foot five inches tall and one hundred and thirty five pounds I have a body that looks good in almost any kind of dress!I have naturally blonde...

Crossdressing

Three nights in London night 2 Irene is going out

"Irene,wake up sweetie." Slowly the mist from my dream started to lift. Irene, who's that? I slowly became aware that I was holding something soft and cuddly in my arms. A Teddy bear? I moved and felt something tugging at my chest. Breasts? I opened my eyes slowly and saw the broad smile of a pretty redhead just in front of my face. "Wake up, pretty girl." In a flash everything from last night came back. Oh, my god, so it wasn't a dream! I sat up and looked down at myself. Through strands of...

Crossdressing

My first time dressed as a girl A True Story The

My first time dressed as a girl (This is a true story, the conversations in it are only as accurate as my memory can supply, as this happened Thirty years ago)When I was s*******n I was dating a girl from the local college. I lived in a medium sized college town in a western state and it was 1983. It was Halloween weekend and we were both drinking some wine coolers she’d bought, the drinking age was eighteen at the time and she was nineteen, and smoking some pot I had brought over. We had...

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...

Crossdressing

Dave and I

This is a work of fiction. Any resemblance to any person living, or dead is purely coincidental.Later that day we sat at the table talking about the events of the past evening. The phone rang. It was Dave on the phone. He wanted me to go out with him on Friday and he wanted me to dress sexy.. I had been with Dave only one time; it was at my anniversary party. My wife arranged everything. She invited her friend Kim and her male friend, Dave. I did not know she'd invited anyone. I was dressed en...

Crossdressing

Dawn And Patti Move To Denver Part Three

Part Three: A New HomeAt one-thirty, we left for the title company offices. First American Title Company was located less than two miles from the hotel, and the same distance from our new home. Teresa met us in the lobby.“Thank you for inviting Laura and me to the inaugural party tomorrow. I understand Andrew and Marie, as well as Harry and Jean, will also be there. We look forward to the evening. It should be a fun time. Let us get you the keys to your new home!”Teresa led us into the title...

Crossdressing

Afternoon Delight

I was stuck in the office on a pleasant sunny day in late summer, daydreaming about the afternoon of delight that lay ahead of me; I was meeting up with my lover, Kate, later that day. Kate is a girl I have been friends with now for a number of years, we met through some mutual friends and hit it off straight away. We are both in relationships of one kind or another but we are good together and it’s a little bit of escapism for both of us when we are with each other. Kate and I met occasionally...

Crossdressing

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...

Crossdressing

The Feminization of Michael Chapter 1

The Feminization of Michael. Chapter 1 How I had found myself in this predicament Ill never fully understand. Ok I guess it was my own fault but why I didn’t kick against it when I could Ill never know. I had been involved in a sordid night of drink drugs and sex with a young transsexual hooker! Including her/him putting a bra and panties on me! I didn’t know any of this until my wife, Sue, confronted me with the brown envelope with pictures and a blackmail note. I had been caught before...

Crossdressing

Spying on my sissy slut husband

Part oneI am married to a very sweet guy. We are both twenty-two years old and have been married for two years. Our sex life is great; he is very horny and affectionate. I never have to ask for sex as he is always willing and able.He is a Social worker and I am a nurse. We met while he was in the hospital where I work. He was working on a child abuse case. He isn’t a hunk by any means, in fact, quite the opposite; he is very feminine. Maybe him being this way attracted me to him as I had...

Crossdressing

Blueberry Fields Forever

I have been cross-dressing in secret since I was in my late teens. Over the years, I have accumulated quite a wardrobe and whenever I get a chance I like to get dressed. When there is little time, I just throw on a sexy bra, panties, and genderless outer clothes like a sweat suit and sneak off to the local adult bookstore in a totally non-passable condition. There I can usually find some dick to suck or someone to fuck my ass. Sometimes when the family is away, I get fully dressed in clearly...

Crossdressing

Adventures in a Woman s Body Chapter 1 Plugging Up

After two years of hard work, I've finally come as close to being a woman as possible. The hormones and drugs that I've been taking for the past five years have made my body and voice quite feminine. With the help of toning exercises, I now have long slender legs, a soft and juicy ass, very feminine hips and a thin waist. My skin is very soft, smooth, and white thanks to the skin care products that I've been using every day. Also, with the help of makeup, I look totally passable as a hot and...

Crossdressing

Teen Twink Sells Himself to Mature Men

My childhood was a little traumatic, growing up in a working-class family in South Boston in the 1990s. My mother and father are both pure-blooded, Irish Catholics, and I inherited their pale skin, freckles, and bright red hair. I was teased mercilessly and picked on by many of the other kids. They derisively called me a ‘ginger’, and some of the boys even bullied and beat me up. I couldn't defend myself very well either. I'm short, slimly built, effeminate looking, and even considered to be...

Crossdressing

Jenny and Mike Date Night

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 were in college in 2005. She was studying law, while I was in the IT field. We met at a college party and...

Crossdressing

Confessions of a Sex Crazy Cross Dresser Part 3

Part 3 of Book #1. Chapters 5 and 6. Please review and let me know if you want moreChapter 5: Da’ Place Adventures Sunday that week was definitely going to be a day of rest. After all my adventures on Saturday including a coast to coast airplane flight, I was exhausted. Collette called me and asked me if I wanted to get together tonight and I asked her for a rain check. I ran some errands during the day and late afternoon I spent watching a football game on my television and around 6 PM when...

Crossdressing

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