Crossdressing With My Mami
- 4 years ago
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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...
Hello indian sex stories dot net friends , my name is preeti(fake name) age 20. Ye baat kafi purani hai lagbhag 3 saal pehle ki . Mai ek part time crossdresser tha aur mujhe meri chachi bahut pasand thi aur hain . To mai jab vo aur ya koi b ghar pe nahi hota tha to mai unke room mai jake unke innerwear pehnta tha . Aur jaise ki mujhe bondage bahut pasand hai to chachi ke kapde pehnke self bondage karta tha jab ghar pe koi ni hota tha . Isi tarah ek din ghar pe koi ni tha aur mai chachi k room...
CROSSDRESSING CHARLIE Episode 11 UNDER HIS THUMB Prue watched him get into the car from the top of the steps. Dave, who was still standing outside of his car, stared at Prue maliciously. She returned the gesture, glaring intently with apprehension before watching him swing into the car. Dave was quieter than usual as he settled himself at the wheel. He looked unnerved, doubtful, and even a little irritated. He turned the key in the ignition and the engine revved up like a vicious...
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...
The act of crossdressing for sex is incredibly arousing. It gets me in the mood for the debauchery to come and allows me to come Brooke the cock loving whore. Even having been dressing for over twenty years, I still look forward to it. Adding to the experience I like to dress while my lover waits in another room. I want them to sit there thinking about what I am doing, what I’m putting on, what I will look like when I enter the room. I want their imagination to flow, and I want their cock...
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...
I placed an advert on Craigslist as I fancied something new. I'd been crossdressing for a while and had met a few people for fun but wanted to try something a bit more exciting. My advert was looking for someone to meet in public for sex with me dressed in lingerie. A few replies came but the one that caught my eye wanted to meet in an adult cinema in London near city road. I heard of this place and fancied trying it out. We agreed to meet at 11am in a coffee shop nearby and go to the cinema...
I have been crossdressing for several years mostly at home going to the theaters some and to local bars. I was on my way to the Theater one night and stop at a service station and was being hit on by a couple different guys. I flirted back a little then one guy came up to me at the gas pump and said I would love to eat that pussy. I smiled and said maybe next time. When I got home it got me thinking that maybe I should go on a CD date. I looked on a couple dating and personal sites and one...
Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 3 At the rehearsal on Friday night Mrs Cartwright asked me how my mother was getting on with the dresses for the show. "She has just about finished two dresses for me, including the wedding dress," I said. "I'm sure they will be very pretty, she did so well with your costume for Dorothy last time I can't wait to see them," replied Mrs Cartwright. I...
Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 4 Oh no, I thought, I sensed that dizzy feeling coming over me again, there was so much going on in my life I didn't understand, with my mom, with Jason and with Aubrey as well and now Janette was going to tell me about mom and dad and being brave. I sat with my own thoughts for a while and then I noticed we were not driving home. "Where are we...
CROSSDRESSING CHARLIE Episode 2 HIGH WAISTED SKIRT "Oh Charlie, you're burning up!" said Mom. She took her hand off of his forehead and read the thermometer. She then left the room to get some medicine. Charlie took the thermometer out of his mouth, held it up against the lamp on the bedside locker, grabbed his hot water bottle and placed it on his face. He left it there for a few seconds before he heard approaching footsteps echoing from the hallway. He slipped the hot water...
CROSSDRESSING CHARLIE Episode 3 RELINQUISHMENT Charlie stared at the door as if it were a wave of fire rapidly heading toward him. His eyes watered and his hands trembled with shock. His could hear his mother's heels clicking against the shiny wooden floor getting louder and louder as she approached her bedroom door. Then, something electric shocked Charlie's brain which broke him free from his frozen state as adrenaline pumped through his body. He jumped to his feet and turned for...
CROSSDRESSING CHARLIE Episode 4 Lust The sky was blue. Yes, just blue, not a cloud to be seen. Every so often a light sliver jet could be seen, trailing white smoke behind it. The sun hung over the city like a warm light bulb, belting its warm rays unto the necks of people within the hustle and bustle of the packed streets. People wore shorts, t-shirts, sunglasses and sun cream, making the most of the rarely seen good weather. The sounds of construction workers banging and drilling...
CROSSDRESSING CHARLIE Episode 5 RACHEL'S DATE Rachel sat in front of her makeup station brushing her hair whilst humming a soft happy tune. She had just dried her hair after getting out of the shower. She was dressed only her in bathrobe as she wasn't in the least bit cold because outside the sun was splitting the rocks and melting the tar on the roads. As soon as she was done brushing her hair into a silky shiny doo she walked over to her chest of drawers and began to put on her...
CROSSDRESSING CHARLIE Episode 6 THE TENNIS UNIFORM Since Charlie and Rachel's day of sorrow three weeks ago, much has been altered in their lives. For a brief time they became closer than ever as they shared their feelings with each other. Emotions of pain, jealousy, hurt; anger and betrayal were common occurrences of feeling in their deep immersive conversations. Despite the fact that their mother felt alienated and that she was alone in the universe she still felt a glimmer...
CROSSDRESSING CHARLIE Episode 8 FAMILY AND NIGHTMARES His eyes opened quickly. The first thing that came into view was his bedroom door. His heart slowed down as he exhaled into his pillow. It was just a dream. He thought. Well of course it was! His eye's swirled about in their sockets like a startled animals as he rolled over onto his back and licked the inside of his mouth. That usual morning taste was in his mouth and he couldn't wait to get his hands on his toothbrush. He...
CROSSDRESSING CHARLIE Episode 9 EVERYBODY'S CRAZY "What are we going to do now?" Charlie yelled over the loud rush of passing cars. "I don't know!" cried Rachel, tears streaming down her face. "Well we can't just hang around the streets all night!" shouted Charlie. Rachel didn't say anything back. She continued to walk briskly ahead of Charlie as if she knew where she was going. Dusk was rapidly descending into night and the skyline of the distant city buildings was...
CROSSDRESSING CHARLIE Episode 10 PRUDENCE SVAHNSTROM The moment that Charlie was told that he would be moving out of his current home he could not help but feel a little sad at first. However, the more he thought about the prospect the more it made him feel hopeful for a brighter future. For so long he had been stuck in a never-ending chasm of darkness and now there was a light at the end of the tunnel. It was something to look forward to, something to root for and above all else a...
CROSSDRESSING CHARLIE Episode 12 SEVENTEEN It is the 12th June, ten days after the shopping/cinema date and Charlie has not heard from Dave. He sits in the back garden on his deck chair, staring out into the dusk sky as the sun slowly sank down behind the distant housing estate. It is a warm mid-Junes evening and the sky is painted with pinks, reds and oranges across the dark blue canvas. Even the stars were beginning to protrude through the blackest parts of the sky. It is truly...
CROSSDRESSING CHARLIE Episode 13 HIDE AND SEEK TWO YEARS AGO... Dave watched the raindrops roll down the windowpane and morph into one another before they dripped away. Outside, it was pelting down so hard that it looked like the rain was coming up from beneath. He watched people scurry down the street with umbrellas, newspapers, and briefcases over their heads to protect their precious haircuts. It was dreadful weather. However, he was safely inside a nice warm caf? with a cup of t...
CROSSDRESSING CHARLIE Volume One Episode 1 THE SCHOOL UNIFORM The thump of the car door made Charlie open his eyes. The sound of a second door slamming made him sit upright in the bed like a startled squirrel. He listened carefully. The ignition jerked several times before the engine started up. He was still as a statue as he listened to the low rumble of the car reversing out of the driveway. He scurried across the blankets, jumped off the side of the bed and stumbled over a pile...
CROSSDRESSING CHARLIE Episode 15 CRIME AND PUNISHMENT Dave's long, golden hair hung gloriously down over his bosom, and down his back like an unrolled curtain of soft velvet. Covered with an explosive overdose of fake tan, his skin looked radiantly false yet hotly sensual. His face was painted like a dolls and his makeup was over the top and trampy. Like two fluttery butterfly wings, his lashes were thick, dark, and long. His lips appeared plumper as they were coated with neon-pink...
CROSSDRESSING CHARLIE Episode 16 THE GREATEST CHANGE Everything in Charlie's life became slow and dreary after a period of unexpected escalation. Yes, he returned home to his family after nearly being kidnapped by a psychotic blackmailer. However, that did not mean everything would immediately return to normal. There were still a lot of unanswered questions pressing on the minds of those who loved Charlie and he knew they would start asking sooner rather than later. He had prepared...
This is from the early 1990s, when I was in the occasional habit of crossdressing in lingerie and bottoming. I don't do that any more for several reasons, mainly because at my age I just don't have the body for it any more. About 20 miles from where my wife and I lived, on the outskirts of one of America's largest cities, there was an unofficial red light district. It was basically a very poor little village that had opened its boundaries to adult businesses in order to attract some kind of tax...
Never in your life, you thought you will be entering my school walk-in crossdressing as a girl. If you told yourself this two years ago you will be laughing at your face. But here you are swallowing your guts down into your stomach and pray to God that today is the day you die. Facing the high school doors that separate you from the inevitable humiliation. You close my eyes and push the doors open, immediately multiple eyes lock onto you. Freeze Frame Record Scratch. Let's go back all the way...
Transsexual100% fiction! My brother & i boarded the train bound for grandma's. During the 3 hour journey we had plenty of time to talk about the good old days when we would get into trouble chasing her chickens & how she would bake for us. She was very lonley these days & had asked for us to pay her a visit. After getting off the train we made the short walk to her house. Grandma was delighted to see us & as usual had baked plenty for us. She was very elegantly dressed in blue satin blouse,black skirt &...
IncestI forgot about my dvd and took the picture. It was inspiration for several orgasms. A long black haired wig hung down to his shoulders and a black leather corset was squeezing his body tightly. I only wished that the picture went down further so I could see his cock. Part of me wanted to tell him that I knew. At least then, we would both have someone to share this interest with. I figured I’d talk to him about sexual interests and fetishes, see where it led. “So…Joe. What kind...
I have enjoyed reading the stories written by men to get a better understanding of what it is like to crossdress. As a woman, I find that I really enjoy and am very aroused with a feminized man. I guess I have always been a bit of a tomboy and enjoy doing athletic things, so being with a man that is the opposite seems natural to me. I used to play gender swap cross dress role play with my ex boyfriend. It started one afternoon when he came back from playing basketball. I had just finished...
Walt and I headed out to the living room and as i sat down, Walt went into the kitchen and came back with two beers. As he sat down next to me he handed me a beer and for the next several minutes we sat there quietly drinking our beers. Walt finished his first and after he put his empty can aside he looked over at me. "You were fuckin' great" he said as he moved his hand over and laid it on my crotch. We were both still had on our outfits and as he now started to caress my crotch, I looked at...
Jack let himself in the front door. It had been a long day at the store. He’d noticed Ray’s Porsche in the garage. “Honey, I’m home.” From the kitchen came a sweet “Hi Janice how was your day.” “Pretty rough.” “Well just sit down on the couch and relax. I’ll have dinner ready in jiff.” They had divided up the house chores and Jack was glad that Ray had taken over the cooking. The meals were always delicious. Ray walked in...
I had seen porn mags and had learned to jerk off from a couple of friends at school. I loved it and would jerk off every time possible. My mom left for work later than my dad and I saw her often in just panties and bra coming out of the bathroom before she would dress and leave or work. She was about 5'5", just a little chubby with big breasts and big nipples. I had noticed her hard nipples when she was in a bathing suit. My mom was often in my mind when I jerked off. Not only did I think of...
I was feeling horny so I put on my blue satin dress with white polka dots, satin panties, my white satin gloves, garter belt & flesh colored stockings. Then I put on some deep red lipstick and lip gloss and topped it off with my blonde wig. When I looked in the mirror and saw the sweet hot girl looking back at me I knew I’d find a guy who wanted to fuck me tonight. I posted a picture of myself on Craiglist and within minutes I had half a dozen guys messaging me so I invited them all over. ...
Expecting my lover to be sitting there impatiently waiting for me I am surprised to see him leaning against the wall calmly. He too has changed his outfit from when he first arrived. At the door he seemed rather plain and I was kind of disappointed. He wore a T-shirt and jeans with some fairly tired looking boots. I hadn’t noticed him carrying anything else so I assumed I was the only one to be in leather. As it turned out I was absolutely wrong.Before anything else what struck me was how hairy...
Carmen and Ann had taken off for a ladies day of shopping and such and just as soon as they had left, Walt called me up and after a bit let me know he was in the mood for a little kinky stuff. I finally got him to admit he was wanting to dress up in a nice sexy outfit and was wondering if i would like to too and come down for a little fun. I agreed and went into my closet and came out with a nice black lace bustier with straps, black stockings, panties and a pair of black, ankle strap high...
what they don’t know is that I still dress in women’s clothes to this day.I always longed for my sister to leave the house so I could sneak into her room and wear her panties. My parents running on on me wasn’t a problem because my dad lived across the country and my mom had to work two jobs, so growing up, I pretty much raised myself. I was a year younger than my sister, and when she hit puberty, that’s when the fun really began when her wardrobe updated with bras, thongs, crop tops, short...
I always knew that I was a submissive little sissy. Ever since I was little. I would raid my mother's panty drawer while she was away at work. I would always look for the pretty colored ones and ones with lace. They felt so soft against my smooth ass and sissy clit. I would run to the bathroom with my armswrapped around panties of different varieties. As I locked myself in the bathroom I could feel my sissy clit throb and drip pre cum. Quickly, the clothes of my pretend life would find their...
Some years ago i whent to a gigant techno party I dicide to go and dress as a bitch Well i was there dancing in the trance floor i was so happy to get to this place and dress sluty .I was dancing at the back of the dancefloor sudently 3 men where getting closer to me and we finally dance togthere and having fun. One of the guy whent to get drinks for all of as , so we drink all toghtere that was my mistake ! The guy have droped some d**gs in my glass after 30 minutes i started to feel strange ....
I was feeling horny so I put on my blue satin dress with white polka dots, satin panties, my white satin gloves, garter belt & flesh colored stockings. Then I put on some deep red lipstick and lip gloss and topped it off with my blonde wig.When I looked in the mirror and saw the sweet hot girl looking back at me I knew I'd find a guy who wanted to fuck me tonight.I posted a picture of myself on Craiglist and within minutes I had half a dozen guys messaging me so I invited them all over.The...
I had been chatting with a guy on line for over a year and a half doing video chats and even having video sex with him watching me do things with my dildo as I would watch him jerking off until he would cum it was all so fun then one day he asked if he could come see me. I was a little hesitant at first after all the things I had been doing and telling him about the men I had been with, he always said one day he was going to see me and do all the thing those other guys I had been telling him...
I am Abhishek. Since childhood, I have been little feminine in nature, for which I have even been bullied sometimes. I have been blessed with really soft, smooth and fair body, with not a single trace of hair on my body and face. I have a slim and athletic body, and if you saw me from back, you might mistake me for a teenage girl. This incident that I am about to narrate, happened when I was studying in class 12, with my teacher whom I always thought was female until that rainy day in...
Gay MaleHello, friends its Arya Anand here with an another story. If you are looking for a hardcore sex story then this plot is not for you. I was a typical kind of boy who likes to explore a lot from childhood. All simple thinks were wonders to me… It was all about in the case of sex. For me it was a wonder and I became too much addicted to it from my childhood. I just want to explore my world. But in our society sex was a social sin, so I depressed all my wonders in my heart and explored as a good...
Mom opened my bedroom door. she stood there in the doorway and stared at me obviously repulsed. after 10 or so seconds she closed the door and walked away.i was mortified. i was kneeling on my bed, with her clothing catalogue open at the lingerie section laying on the bed before me, hard cock in hand. But most embarrasing.....i was wearing my mom's black bra, suspender belt and black stockings....her black panties were thrown onto the bedroom floor, cast aside when the urge to cum had become...
I had been driving around for a few weeks at night fully dressed as a girl getting on the highway when I got next to a trucker I would slow down turn on the light in my car and let the trucker look in seeing my legs. I was sure they were seeing a lot because my short dress or skirt was way up on my thigh, a few times I let it ride up very high even showing a little panty, at times I would have a row of trucker speeding up riding on the side of me honking and blowing there horn all this was...
It has been two years since my parents died in a car crash coming back from holiday. My younger brother, Greg, went to live with our grandparents until my grandfather had a stroke. When my grandmother couldn't take care of my brother, as well, he moved in with me. Things were going fine, with Greg attending the local Polytech, like me. I was earning a teacher's degree, and Greg was studying carpentry.Several months passed, and I noticed strange things happening around the house. It seemed that...
The meeting had been arranged for Friday morning, this would be the first time anyone had seen me dressed. I felt nervous and excited at the same time, I planned to wear a pair of nude sheer tight, black satin thong, black high heels and a shimmering silver, figure hugging, long dress with a split up to the thigh.Friday arrived and after getting up, I slipped on my tights and thong beneath my work clothes. I set of on the short drive to Antonia's, upon arriving I was greeted by her dressed in a...
Cross-dressing Days with my Girlfriend and Boyfriend By Cindybelle "Come into my room Timmy, it's time to start getting you dressed," said Cathy my eighteen year older sister. It was the day of Janette's wedding -- she is my eldest sister, twenty two years old and she is marrying her college boyfriend Mike at 2 o'clock this afternoon. I'd better explain that I'm Timothy, eleven and a half years old and I'm going to be the ring bearer at the wedding. It...
Cross-dressing Days with my Girlfriend and Boyfriend By Cindybelle PART 2 The next morning when I got up, very late, the first things I noticed were the clothes I'd worn last night scattered on the floor, Aubrey's white party dress and her shoes, and the tights and panties that Cathy had provided. Looking further I noticed someone, probably mom or Cathy, had also returned the orange satin pants and top from yesterday plus...
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 MaleOnce my Uncle and I established a relationship based purely on hot sex while I was dressed as a girl,he would always make plans for us to get together. He soon got his own place,it was on the other side of town and I thought it would be difficult to get together now. One particualr weekend,he called my parents and asked if I could stay over the weekend and help him do some yard work,and my folks said "sure". They didn't think anything of it. Friday night arrives and I pack only lingerie,panties...
IncestThis is not my story. But loved it so much that I was not able to stop myself from sharing with you all.. please do give your response to As I waved goodbye to my wife as she pulled out of our driveway for a weekend business trip a smile began to grow on my face. Anticipating another entire weekend all alone, and thinking of my plans to indulge my deepest fantasies, caused goose bumps to run up and down my arms. Heading back into the house I grabbed a cool glass of water to quench my thirst...
LesbianHi back again… This is my friend new story. I met him in London last week .his name was mike. So let start… It all started a few weekends ago when I (mike) had been incredibly horny and my girlfriend was out of town. She wasn’t expected to be back for another two days and I needed some relief. She always wore really sexy panties and I loved the way they felt when she would grind up against my bare cock during foreplay. Being as horny as I was I went to the dirty clothes hamper and found the...
Gay MaleMy girlfriend and I had been dating for several years and our sex life had basically become non-existent. It had been at least a year since we last had sex, and probably another six months before that. The problem was, as much as I loved her, I had developed a different kind of attraction.For some deep-rooted reason, I had grown a craving for ladies' clothing. Lingerie, stockings, high heels; all drove me crazy with lust. Eventually, this led to me dressing and wearing slutty outfits, gaining a...
Love StoriesRay Hirsch sat at a desk filling out form after form. It was amazing, the information that an employer required before you could start working at a new job: health insurance forms, Social Security, etc., and etc. He was now filling out a questionnaire on his background which would be used to conduct a security investigation, since his work might involve working on classified government projects. He stopped for a minute at the question: List any aliases you have used. “I wonder if I should...
Hi my name is Sunil(although I call myself Sunita). I 29 and I am a beautiful crossdresser with very nice body. I own three beauty parlor in Delhi, and I am always dressed as a girl. I go out wearing woman clothing and no one can say that I am a boy. Now coming to the story, it happened 10 years ago. I was 19 then. I was bottom crossdresser then also and had sex with many top guys until then. I was fair and my body was very girly. I had a round bubbly ass although my boobs weren’t developed...
Lesbianhi ppl i m rohit….i m 16 yrs old and i live in delhi…i love to crossdress when i m all alone. i hv been doing this sicne i was 13 yrs old.i used to wear my mom’s clothes n gaze myself at mirror. though i was not a gay but i wanted to try gay sex once by turning to a women. it was in d month of june when my parents had to go to noida for some work and i was left all alone at home for a week. one evening i thought i should try crossdressing and go out to enjoy in public n tease some ppl.i...
Gay MaleI arrived at my step dad's place and paid the cab driver, plus tips. My body was shaking with nervousness and found myself in doubt if I should do this. I got in the elevator and pressed ‘4’. I held my bottle of ‘Pink’ firmly in my hands and the elevator stopped and opened.I walked down the hallway to Steve's front door. Breathe in and breathe out. I rang the doorbell and I was just gonna tell him that ‘It is me, Brian’. But then, the thought of me sucking his cock and everything that happened...
Hi all! I am a family man with a loving wife, but she doesn’t know about my crossdressing. It just so happened that she had gone to her mother’s place during her pregnancy, and I got ample time for my crossdressing. I did all of my shopping on Myntra and bought myself some nice soft satin sarees, dresses, gowns, tops, high-heel shoes, a makeup kit, perfumes, and loads of bras. I was waiting for the delivery like a curious kid waits for their birthday gifts. Finally, the day arrived and the...
Gay MaleMy house is a small two-bedroom cottage with a study, lounge and combined kitchen-dining room. My bedroom has an ensuite. It is located in a quiet cul-de-sac in a quiet neighbourhood where everyone keeps to themselves. It is perfect for me. Perfect because I am single (due to a messy divorce where she got everything except the debts), perfect because I work odd hours, and prefect because I like my privacy; oh, and also perfect because I am a closet transvestite. Like most...