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Whores and Pimps - Part I
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... Read full Story
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Polish Maid
'You want to get tips,' I explained to Marek, our Polish cleaner, 'You should be more a maid more like her.' Across the street was a girl of about 19, dressed in a fancy dress French maid's costume stumbling home, presumably from a party the night before. She was dressed in a tiny black dress, l... Read full Story
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Fantastic Weekend - First Touch
It finally worked! After a year of posting ads on Craigslist, and what I'd decided was my last attempt, I got results. It was short and to the point, "Panty Sub Seeks Oral Top." As is normally the case, I got a lot of one-line responses and picture requests, but buried in there were two gu... Read full Story
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My girlish desires
My girlish desires, I am happy to spend my weekend at home to live my life as a woman. I apply a depilatory cream to my body, which I leave to act for a few minutes before going in the shower. I take this opportunity to do an enema to avoid unpleasant surprises during my girl games. Then, using ... Read full Story
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Danielle's First Meeting
Daniel stood on the front porch and waited for his date to arrive. Well, Daniel at this particular time was actually Danielle. You see, Daniel was a crossdresser. Danielle was his female alter ego. He was 37 years old, medium build, average you might say and stood 5-feet-10-inches tall, weighing in ... Read full Story
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Chrissie and Julian
One of my oldest and wealthiest clients is a foreign born gentleman I'll refer to as Julian. I don't see Julian as often as some of my other clients but always look forward to a session with him. I think the reason I so enjoy my time with Julian is because I never know what to expect from him. Whe... Read full Story
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Taste of My Girlfriend's Dildo
I can't think of anything I'd rather be doing than sneaking into my girlfriend's wardrobe while she's out and trying on her lingerie. The moment she leaves the house, I head for her garter belts, bras and knickers. I don't have anything to put into her 36C bra cups, and my cock barely fits her p... Read full Story
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Yahoo boi
I was about 22 or 23 and it was the summer time. I was already mega into cross dressing and web-chatting for older gentlemen, but only then for the internet. hungry for someone to touch or hold me for real, I began to search craigslist for older men hosting or looking for other men,. I would send th... Read full Story
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First time buying cross dressing undies and more
First off I had a sister that was 3 years older than me. In my freshman year of high school I hit the point I wanted to know what ladies under wear felt like. My sister had a strict no entering her room policy. So the summer after she graduated she went on a two week trip. My parents went to wor... Read full Story
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Crossing lines
It had always been a fantasy of mine. I have very feminine features and long natural straight brown hair. Which recently I had shortened to chin length. I have been dressing in womens clothing now for many months and had decided that this was the night in which I get made up totally and head ou... Read full Story
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My Wonderful Secret Chapter 2
I felt like I was going to explode inside. Such was the anxiety, excitement, fear, horror, and arousal I was experiencing. I had no one to talk about it with. I had no one to tell that I had been caught dressed as a girl. I had no one to share the secret that Mark had taken me home and treated me li... Read full Story
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Such a whore
I finnaly made this happen a few days ago ! i have been crossdressing for as long as i can remember.I still remember when i snathed a pair of my cousins panties when i was young i dont know theres is just something about womens clothes that just intrigies me . Any way growing up i always masterbate... Read full Story
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The first sex! A dream for a little sissy slut!
We decided to meet at your place, I enter quickly and immediately go into the bathroom to get ready for our spicy evening. I'm already shaved and wearing stockings, leopard print panties matching bra. In the rush I'm doing makeup, I get dressed in little black dress, barely covering my bum! I put a ... Read full Story
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Waking up daddy...
I walk in your bedroom...wearing a white teddy and white stockings...and gently climb on your bed. You are sound asleep, lying on your back. I slowly pull the covers, hoping it won't wake you. When I reach your crotch area, I notice you are naked in bed...that is perfect, considering what I hav... Read full Story
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A Night of Lust
I was out at a night club with a few friends, and we were there for for a while before I noticed this sexy, rather short girl across from me at the bar looking over. I could tell, even from this distance that there was something special about her, I wasn’t sure what that was quite yet though. The mo... Read full Story
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Shawshank affair
Courtrooms can be a scary place. They smell like older leather, the wood paneling has been polished with oil and each sound penetrates your body like a loud smack from a cap pistol, which echoes in the forest, especially the gavel smacking on a block from the Judge. I felt strongly that I would be f... Read full Story
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intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
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Wife got suspicious...
Wife got suspicious... I ended up having a relationship with a married man I'll call Tom. I didn't know he was married until he told me we had to stop kind of like dating because his wife was getting suspicious. We met online, he was a guy who liked crossdressers like me. He was pretty cute... Read full Story
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BANGING AROUND BANGKOK
BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... Read full Story
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Tourmenter ⚧️ ⚧️
Sasha attendait avec impatience ces vacances en famille depuis peu de temps. L'invitation était courte mais faisable et même si elle se sentait un peu pressée à son goût, tout se passait bien. Elle adorait sa caravane. 'Glamping'... camping glamour... convenait à son idée du confort e... Read full Story
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OH, FRERE! ⚧️ ⚧️
C'était le début de la séance avec le psychiatre. La femme aux cheveux argentés avec de petites lunettes de lecture à monture écrivait déjà dans son carnet. J'ai admiré son choix de mode d'un élégant tailleur-jupe gris avec un chemisier blanc. Ses simples escarpins noirs étaient élégants et montraie... Read full Story
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LES SEINS VOUS RENDENT STUPIDE ⚧️ ⚧️
"C'est jolie!" "Oooh... Sexy !" "Salope !" Ce ne sont là que quelques-uns des descripteurs que j'ai utilisés lorsque j'ai "fait du lèche-vitrines" en ligne. C'est l'un de mes passe-temps préférés. Aller sur divers sites de lingerie et regarder des soutiens-gorge, des culottes, des bas, des jarret... Read full Story
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A Schoolgirl Story Chapter 2
I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... Read full Story
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Brotherly Love, Sisterly Love Chapter 2
"RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents ... Read full Story
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LE NOUVEAU COIFFEUR ⚧️ ⚧️
Carla et moi venons de déménager. Elle voulait se rapprocher de la clinique où elle travaille en tant que spécialiste de la FIV. Bien que cela signifiait un peu plus de trajet pour moi jusqu'à la bibliothèque où j'ai travaillé la majeure partie de ma vie d'adulte, j'étais heureux de ... Read full Story
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REGARDE-MOI MAINTENANT ⚧️ ⚧️
Il y a quelques années, à mi-parcours du premier mandat du président Pelosi, j'ai surmonté mon inclination habituelle à éviter les risques et j'ai accepté une invitation à visiter l'appartement de deux femmes - de parfaites inconnues - qui venaient de découvrir que j'aime porter des culottes. Becky ... Read full Story
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New Job, New Life as as Sissy Slut Chapter 2
I was left lying on the floor, my face completely covered in cum. I was wearing lingerie and a dog collar and I had just been fucked long and hard by my "boss." My virginity had been forcefully taken. The thing is that I loved it. I loved being manhandled by this muscular man and I really ... Read full Story
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Click, click, click....
Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will th... Read full Story
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One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
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Roberta, Molly and Ed
Friday "Commander Cromartie?" Lt. Commander Edward Cromartie, USN, turned toward the voice that had spoken his name. He saw two female naval officers, a tall willowy light-skin Black woman, and a short Asian one. The Black one was wearing the uniform of a full commander, the Asian of... Read full Story
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Every Year
Imagine me. A slim eighteen year old boy, dressed. I mean Dressed. Dressed up that is, in my sister's clothes. I felt good, very good. In fact I felt incredible. I had done this several times before when my parents had been away but never to this extent. They were away for two nights, visiting Uncle... Read full Story
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Fifties Housewife After the Party
I had not fallen asleep after Darren had, exhausted, after the party and the incredible lovemaking we had shared. I just couldn't come down from the high and emotions of the whole direction we had taken. I was lying spooned against him, his warm cock nestled warmly against my ass. My nightgown seeme... Read full Story
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Double Wedding
I was about to marry my childhood sweetheart Paula Rother. I loved her and she loved me but it hadn't been straightforward. After school she went to Manchester University while I went to work at a local accountants as a lowly paid junior clerk. She said we where inseparable but during the two years ... Read full Story
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R Is For Roleplay
Chase Abernathy was exhausted. A combination of a heavy meal and a long flight had conspired to make him feel as if he’d just completed a triathlon. His shoulders ached from carrying his on-flight bags, his legs were sore from standing most of the day and his mind was numb from the effort o... Read full Story
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Angel Chapter 6
This is an entry in the Literotica Winter Holiday Contest, and is part of an ongoing series on the life of Angel Jones, a beautiful young T-girl in London. For more detailed information on her and on the other characters who appear in this story, please see previous episodes. Angel Jones was uns... Read full Story
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Traci the Maid
Traci had gotten a job as a maid in a rich man's house. She looked just like any blond 26-year old woman - long legs, slender waist and high size C breasts. She had a heart-shaped face and giggled at all the right times. Only Traci had a secret that nobody at her knew job knew about - she had a 6&qu... Read full Story
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VENDU PAR MOTHER ⚧️ ⚧️
J'ai eu 18 ans en février et j'ai obtenu mon diplôme d'études secondaires en mai suivant. Je vivais toujours à la maison et, en raison de difficultés financières, je devais fréquenter un collège communautaire gratuit et local. Ma mère et moi étions les deux seuls dans la maison car mon p... Read full Story
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Betrayed Chapter 4
I really wasn't surprised when Dianna directed me into the parking lot at Ringers. It was only a few blocks across town from my new home; a five-minute drive, if the traffic wasn't killing at the time. Consciously, it had not been a factor in my decision to take the new place. Sub-consciously... wel... Read full Story
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Fender Bender Chapter 9
My name is Robert, I have been cross dressing since I was 14. I turned 18 last summer and this story takes place during my senior year in High School. I am 5'9" 160 pounds, blonde hair and blue eyes. When I am dressed I call myself Vicki. __________ I had met Julie at a recent party. Well... Read full Story
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Flowers in the Heart
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
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New Job, New Life as as Sissy Slut
I was nearing my thirtieth birthday and times were getting tough financially. I had gotten laid off from my job and was collecting unemployment and doing some part-time work helping out friends with odd jobs. One of them suggested that I look into cleaning houses. I've always been very neat and peop... Read full Story
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New Girl
'Hey girl, watcha doin?' To this day, I don't know why I answered like I did. 'It's Jess!' 'Pleased to meet you, Jess! I love that show too! You actually look like Jess from that show 'New Girl'!' 'You're kidding me, right dude? I don't look at all like Jess, and that is not even my ... Read full Story
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The Weekend
The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... Read full Story
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Darling Nikki
Chapter 1 - The Setup "I'm going to catch him!" Samantha thought to herself as she looked at her disheveled panty drawer. She now had proof that her roommate, Nick, had been wearing her clothes, but had to catch him in the act. She did a search online for ideas on how to catch him. She ... Read full Story
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My Wife's Secret Fantasy Chapter 1
PART ONE: REALIZATION The old saying "you never really ever know some one" is quite true when it comes to my wife Debbie. Debbie has always seemed to come up with new surprises to keep our marriage stimulated and adventuresome. As I've recently found out though she seems to have been ke... Read full Story
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Sales Training
Gary Michaels had been very successful in heating system sales during his first five years with his company, however the past two years had been very disappointing. So disappointing, in fact, that he had been called on the carpet and told to begin producing or else find another job. Gary really like... Read full Story
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HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
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DEVENIR CASSIE
L'argent était difficile à trouver dans notre foyer. Être l'aînée de quatre enfants et ma mère étant une mère célibataire mettent nos ressources à rude épreuve. Nous avons rarement eu de l'argent supplémentaire dans notre famille à dépenser pour des choses comme manger au restaurant ou aller au ciné... Read full Story
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The Trip Part 3
I soaked in the tub for close to an hour, thinking about my predicament, it was only the second day of the trip, I figured if I was going to get through the week then I just had to resign myself and do whatever Joe asked of me, sex is just sex, I reasoned, it doesn’t matter who or how many peo... Read full Story
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HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
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The Clinic
I got out of my cab and looked up at the Clinic. It was a small, nondescript hospital. I was still pretty nervous about this treatment since I wasn't even sure of the details. But it was either this or go under the knife. This problem had to be dealt with. I picked up my bag and went into the lobby.... Read full Story
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Sabbatical or Continuous Gang Bang?
My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller. My... Read full Story
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Finishing School for Shemales
Mistress K looked at the school report and smiled. She wouldn't describe herself as an evil bitch, but plenty had. She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or ... Read full Story
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Open Wide
"Turn your head slightly to the right," she told me. I turned and my face bumped up against her left breast. "Oops, don't you bite that now," she said. "I wouldn't do that," I replied. "You better not 'cause you'd make a hole and I'd fly backward ar... Read full Story
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First Time Buying Lingerie
As a youngster, I couldn't help but notice the carousels of hosiery on display in various shops that my mother would visit. Displays of stockings and tights (pantyhose) for the discerning housewife. Brands like Pretty Polly, images of nylon clad legs on the glossy cardboard and a see through window... Read full Story
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Sultry Mistress,
Sultry Mistress, Natacha has now been living with me for over a year. It is a cerebral and perverse Domina who immediately wanted to submit me to her desires. She took power over me by making me discover my femininity during role-playing games. Like a spider, she imprisons me in her web a ... Read full Story
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