Diva The Girl who tried to break Ben s Dick
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I was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and wearing sexy lingerie.One of my early experiences was when I was 18 going on 19. I had been to a thrift store and purchased several items of ladies...
This is an introduction to my crossdressing experiences – touching upon highlights along my journey. I will write more about these, and other encounters in detail, in time. These really are all true stories, no embellishments whatsoever.I had always been fascinated with women's clothing, specifically tights (pantyhose) and anything silky and sheer, like slips and sheer blouses. I would typically be drawn to anything black, but did have a fondness for nude tights and white slips, also. I usually...
“IT’S A LITTLE LATE FOR BREAKFAST,” Dad said when he saw us at the door. “Would you like to join us for lunch?” “Sorry, Dad,” I said sheepishly. “I was drawing. The time kind of got away from us.” Dad nodded his head. Mom came to the door, raised one eyebrow at me, and we headed down to lunch. We sat in a little café and it was apparent to me that something was bugging my folks. There wasn’t much I could do about it unless they asked something. I certainly wasn’t going to provide details...
WITH THE LATE FLIGHT TIMES, I’d persuaded my folks to wait until breakfast to meet Lissa and Melody. Mom was disappointed, but we would have Friday and Saturday together and then we’d each have to go our separate ways on Sunday. Melody’s parents were slated to arrive tomorrow around noon. I just wanted a little time to get reacquainted with my lovers. There was a man standing in front of our door with a bouquet of flowers. As soon as he saw us approaching he rushed straight up to...
Judy used several sites over the years to find her friends with benefits. She never tells me until afterwards what she has done. It’s rare she tells me anything in advance. One day she advised me the k**s were at my parents and she was entertaining that night and I would have to stay in the family room. My curiosity was getting the better of me.She went and took a shower and asked me to come in and shave her pussy. She had me paint her fingernails and toenails. Once she was ready she put on her...
Here are the usual disclaimers this story is for adults only if you are viewing this andare not 18 years of age or older please close this page immediatly.There is no cross dressing in the story but this is how I began my transformation fromregular boy into cock suckking teenage crossdresser.We were having a really hot heat wave. i meat with my older brother (wear red shorts, and a black T-shirt) wanted me to get out of the house and off the computer so she suggested a movie. I felt wierd going...
Any ways, it had been awhile, and I wasn’t in any sort of relationship at the time, and the thought of being with a tranny again had started to be on my mind. Luckily, this was before Craigslist dropped its casual encounters section, so it was relatively easy to look for hook ups, and being there was a TS/Crossdresser section, I could easily contact one. I remember looking through postings, hoping to find one that was attractive enough, because as I’m sure you know, many cross dressers and...
it should be noted that i did not ask for this disposition to crossdress, rather it was presented to me quite by accident. circa 1958...grade school PTA fashion show. PTA fathers were asked to put on a fashion show dressed as their better halves. my dad was right in the mix. I remember he wore some mid calf, grey business suit w/jacket, tan stockings and black heels. i remember this because he practiced dressing days before the show. he wore some makeup and a wig. not very passable, but not...
crossdresser – trans – interracial – lgbt – first time – virgin – black cock – crossdressing – natural tits – braI've been crossdressing for much of my life, as far back as I can remember. I would even go to sleep as a k** and pray that I would wake up in a girl's body. In the last few years, now that I live by myself, I spent about $1,000 on a whole wardrobe of women's clothes for myself - bras, thongs, dresses, tops, stockings, lingerie, make-up, perfume, etc... I have also been overweight...
The streets of Pomona live two lives. Like maternal twins, they coexist in parallel, appearing as virtually identical to those merely passing through its old and storied neighborhoods. During the day, with the sun high overhead, myriads of people — whether they’re commuters traveling like drones or soccer moms distracted by their busy lives — they choke the streets in a constant pulse of life. Each person is absorbed by their own petty concerns, each oblivious to what is happening on the...
CrossdressingIt was a 200 mile journey from the city to the outskirts of a small town by the countryside where I live, I have hitchhiked this road many a time but this day proves to be an exhilarating adventure into my first cross-dressing sexual encounter, I had my large backpack I carried with me with my belongings including in secret my lingerie, heels makeup etc. about 60 or so miles out a 4 wheel drive hauling a horse trailer pulled up alongside me, rolled down the passenger window a man who seemed to...
In this story, I'll go in depth on how I became the "girl" that i am today. It all started when i was about 5 years old. I obviously wasnt sexualy active way back then, but thats the age i remember i fell in love with pantyhose. One night after my parents came back from a wedding, i was home with my brother and sister. They came home, changed and what not and went to bed. well my mother who changed in the bathroom left everything that she wore in there. i happened to pick up her pair of sheer...
A couple of months ago, I was contacted by a crossdresser here at Xhamster. She has asked me not to reveal her identity.We arranged to meet one night at a motel near the Pittsburgh International Airport. I arrived at the agreed time, but when I knocked on her door she told me she wasn't ready yet and asked me to wait half an hour. I agreed.Half an hour later, I returned to her room, but she still wasn't ready. She was apologetic, and asked me if I would rather come back in another half hour, or...
For once, I actually decided to look at some of the other categories on the streaming sites I'd visit. So many things came up under fetish. Some of it I don't get but to each their own. A BBW was mixed in with the fetish and as I had expected before hand, it wasn't my cup of tea. Several videos had girls dominating guys in leather or latex outfits. I liked how tight they were, showing off every curve of their body, leaving little to the imagination. Upon thought, I had never been...
My email id is Do not forget to let me know how this sex story was. Who knows, we might get even lucky if everything goes well ;) Clean shaved men inside female clothes (or people who are known by the name crossdressers) are my new found favorites. Believe me, I always make it a point to taste every bit of them with passion and fire. My hands and tongue never leave an inch of their body. Hairless, like women and the ‘EXTRA’ jackpot called ‘COCK’, is simply divine. This is a story of how a...
Gay MaleMy email id is Please contact me for any queries, doubts or proposals. I usually work late nights, and leave home by 1 am. I take a rickshaw for home, which happens to cross this one spot where post-midnight you usually find young crossdressers here on business at the side of the road. They are dressed mostly in skimpy western outfits, some of them are really attractive. That’s saying a lot coming from me, for a 26-year-old straight guy. I’ve never been bi-curious either. It’s been months I’ve...
Gay MaleOF COURSE IT ALL MADE SENSE. Logical. Not to mention, the only thing we could do. Not only were Lissa’s kids sick, she was coming down with it, too. She simply wouldn’t—or couldn’t—travel. I decided on the spot that I wouldn’t go either but the heated argument that ensued left me at three to one against my canceling the trip. Lissa said she would send instructions to Allison on coaching me through my first round. Sam would be headed out on Tuesday, but there was no way he’d make the early...
IN THE MORNING, Allison was all business, and she proved herself an efficient coach/manager. We were up early and headed for United Center where the Bulls play basketball and the Blackhawks play hockey. They bring in big boxes to set up each racquetball court complete with floor and ceiling. The one at center court was Plexiglass so spectators could sit around on three sides. The end wall was solid. With the seating pulled back to the hockey boundaries, there was room to set up twelve...
AS SOON AS I GOT OUT of the arena and we headed back to our room, I started texting Lissa and Melody to tell them what had happened during the morning. It was so cool. I knew Melody was still in class, but I expected a response from Lissa. It didn’t come for quite a while. Then... “I’m so sick. Boys are running around like crazy. Jack and I are taking turns puking in the bathroom. Wish I was there. Congrats.” I was going crazy. It was just coming up noon on the coast and I waited till it...
I CRASHED AND BURNED against the thirteenth seeded player from Loyola Marymount in my first match of the morning. I played well, but I was just plain out of my league. The guy had an incredible match. It made me wonder how I’d ever managed to hold my own against Karl on Monday morning. I guess I just wasn’t in the zone. That put the pressure on for my next match. I had no time for remorse, as the next elimination round was at eleven and I was fighting for my life. This was another of the...
ALLISON’S EYES BURNED INTO ME. I cringed, at least in my head—yeah, if looks could kill. I could almost feel my brain frying. Great timing. Does this feel right? “I hope you mean: are you hard; am I wet; and is your cock lined up to penetrate my steaming twat?” Allison growled. She thrust her hips toward me, trying to force me into her. I backed off. I wasn’t teasing, exactly. Crap! What was I doing? “I’ve wanted this for a month, Tony. It feels good. Don’t get all moralistic on me now.” “I...
ALLIE LEFT THE SHOWER before I did and used the hair dryer. I kissed the back of her neck as I slipped past her out of the bathroom. I dressed for a day with the ‘rents and held a whispered conversation with Lissa and Melody before Melody had to go to class. The two-hour time difference meant that I caught them just after they’d stepped out of the shower. “Well, lover-boy, how did it go last night?” Melody asked. “Not like you expected,” I said. “You mean you didn’t... ?” “Not...
“WHAT ARE WE GOING TO DO?” Lissa asked. We were cuddled in the bed, hot and sticky from hours of making love, but unwilling to break the contact among us for even as long as it took to go to the shower. The two-hour time change for Lissa and Melody had worked in their favor as midnight didn’t seem late and one a.m. was still prime time. “We could just stay like this and order room service again,” Melody suggested. She was completely relaxed and still enjoying having me attend to her right...
“MELLY!” LEXI SAID as she approached us across the hotel lobby. When she released her mother from a hug, Melody went on to the formal-looking man behind Lexi and greeted her father. Who wears a suit on vacation? I thought. “Hi, Daddy,” she said, smiling at him. He didn’t hug her, but put both hands on her shoulders and leaned forward to kiss her forehead. Lexi had moved on to give Lissa a hug and then smiled at me and did the same. She glanced over her shoulder as if to make sure her husband...
A BOTTLE OF CHAMPAGNE was on ice in our room with three glasses and a box of dark chocolate truffles. The truffles were my Dad’s idea and he’d taken care of it. “More of Allie’s admirers?” Lissa asked, surprised. I acted all innocent and just shrugged my shoulders. “Was she singing or having an orgasm?” Melody asked. “Mmm. Truffles!” We decided to take a shower before we indulged in any kind of decadence, but the lure of champagne and chocolate—and our overfilled stomachs from pizza—kept...
“TONY!” DAMON YELLED into my ear. I held the phone away slightly. I’d surprised the boys by calling to read them a bedtime story over the phone. “Did you go away?” he asked. “Just for a while, buddy,” I explained. “I needed to come and visit my mommy and daddy.” “Meddy is with Gramma Lexi,” Drew supplied. He was already sounding more grown up than when I left him. “When you coming home, Tony?” Damon asked. “We miss you.” I almost broke down crying. “Soon, buddy. Soon.” I’d been home...
AT SIX-THIRTY SHARP, a bright red pickup truck came tearing down our driveway in a cloud of dust. Beth’s Dad bought her the 4x4 for her eighteenth birthday. “Boys love girls in trucks,” he’d said as he handed her the keys. We’d all laughed because she had to have the seat customized so she could reach the pedals and still see out the windshield. Beth barely topped five feet, but she loved that truck. I stepped off the front porch and sauntered toward where she’d stopped, but I was still...
“OH MY GOD!” she gasped. She stood studying the painting. “Oh my god,” she repeated. She moved back from the painting and then moved forward again. “Oh my god.” She sat on the foot of my bed. “She’s crying for you. God, Tony, why is your girlfriend crying for you. She’s begging you. Oh my god.” Tears ran from Beth’s eyes. “Beth. Hey Dumpling,” I said as I stroked her shoulder. “That isn’t my girlfriend ... exactly.” “Exactly? What does that mean? Wait!” Beth hadn’t stopped looking at the...
I STOOD IN THE DOORWAY, staring again at the little twin bed in the room I’d grown up in—Allison’s picture no longer draped. I’d been ‘home’ for more than a month and I wasn’t sure how I could bear to go into this room again. I had to talk to Mom and Dad today about going back to Seattle. And somehow I had to get Melody there with us. Mom and Dad had come in to see the painting when I told them about the unusual night I had with Beth. Dad had given me a hug. Not just a squeeze or a man-hug,...
SUNDAY AFTERNOON, I was getting a little anxious. After a weeklong, 3,000-mile roundtrip to Boston, I was bringing my girlfriends—my family—home to my parents’ house in Nebraska. I pointed out sights to them as we entered Nebraska. From the time we turned west on U.S. 30, I was like a three-year-old at the steering wheel, even pointing at the horses and cows in the field. “There’s where I went to high school,” I said. “Man, it’s changed already. Big renovation this year.” “Aw, that’s...
MOM’S IDEA of a little Fourth of July barbecue amounted to about thirty people gathered in our backyard gabbing and eating for six hours. Many of the people who were watching the game in the morning were also at the barbecue. In addition to ribs, burgers, and dogs on the grill, Mom had baked apple, cherry, and strawberry/rhubarb pies. Everyone who came brought food, too. It was a Midwestern spread that you can only dream about in Seattle. Baked beans, potato salad, deviled eggs, macaroni and...
I THOUGHT ABOUT TALKING the girls into losing their jeans, but it was cute the way they were wading in the creek with their pants legs rolled up. They continued to cluster around the rock where Beth sat and I figured that would be as good a setting as any. I got my sketchbook set and then plugged my mp3 player into a tiny speaker I’d seen advertised on late night TV a couple of weeks ago. It filled the clearing with an eerie note of flute music. “Shakuhachi!” Beth shouted. “Beautiful. A...
From a young age I liked dressing up in womens lingerie and clothing.... as I got older I grew up over weight a little and more so the older I got..... by the time I was I was in my late teens I had nice size breasts....nice enough to fill a bra. So worked up the courage to buy some lingerie online and when I received it in the mail I was so excited. I couldn't wait to try everything on.... I had brought a white lace bra, matching panties and white suspenders and stockings.....I tried them...
When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5'10" in height. She is also a fairly busty woman with a 30DD chest with about 35" hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...
CrossdressingWhen I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5’10’ in height. She is also a fairly busty woman with a 30DD chest with about 35′ hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...
I am a bisexual cross-dresser/sissy and have been enjoying my life as such for many years. It all began for me when a friend asked me to look at some of his 'girlie' magazines.We went up to his bedroom and looking through the magazine got Chris really excited and he got his cock out and started to masturbate. I couldn't take my eyes off his cock and I slowly reached out and touched it and when he removed his hand I curled my fingers around his erect shaft and began to slowly wank him.I just...
CrossdressingIt finally happened. I got a response! I’d been corresponding with him on Craigslist, but then suddenly Craigslist personals were banned. I tried to reply to the Craigslist generated email that I thought was his, but I’d deleted all of his email’s in a moment of weakness. Now I had no way to get in touch with him. He’d posted about hosting crossdressers and providing a safe, relaxed place for us to fulfill our fantasies. He said he would be gentle. I’d told him who I was, that I liked to wear...
Before I start the story I want to describe the setting so you get a better idea: it's a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that's for sure. The layout of the motel is a rectangle. The rooms surround the rectangle's perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...
CrossdressingHey, this is my first story that I am writing but not definite new to the glorious crossdressing field, Kindly forgive me if there are any mistakes, suggestions are welcomed people who are moving to Bangalore or in Bangalore if they want to my friends or a hook up we a cross dresser can contact me at m First, I don’t have a perfect girl figure but I wanted to be dressed as a girl, do a girl activity from a long time but it didn’t come true. I always used to wear my mom’s clothes like bra &...
Gay Malehiiiiiiiiii every one here's kiran from india ,punjab first of all its not a fictitous story ,it is a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs............................... me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy...
CrossdressingDiva exited a lot as she walkd to her anal trainers room..she was just 18 with a tight pussy opend a very few times-not properly-n wth an unopend anxious ass...she enterd th room..she lukd for james,she knows his name..th bathroom door opnd a macho man cmpletly nakd wth a 10inch cock hangin down..reachd her.without any bullshit talks he kissd her with palms undr her bare buttocks..remvd her top,bra..her cherry nipples shown.he startd tenderly kissin it thn turnd in 2 suckin hard ,rubbin hard...
When I was out on my own I started to buy a few things' mostly panties and thigh high stockings then a skirt and a blouse things that where ease to get to fit me. From there I learned to find my size in dresses and shoes this started to put my wardrobe to gather, but I still needed a wig and makeup so it was back online for more shopping, With lots of practice I became pretty good at putting on my makeup, plus doing my wig hair and a waste cincher I looked pretty darn good if I say so my...
Chucky open’s his eyes as he awakes, looking around at his familiar surroundings in his bedroom. Band posters, comic books and video games all over the floor. His parents always gave him crap about the things he liked and tell him the typical “you’re too old to be into thoses kinda things!” He didn’t care though. He stepped out of his bed in his black t-shirt and grey track pant’s that he wear’s to bed and walks over to the window to look out as he...
I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts. This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started...
hiiiiiiiiii every one here’s kiran from india ,punjab first of all its not a fictitous story ,it is a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs…………………………. me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy with each other...
Before I start the story I want to describe the setting so you get a better idea: it’s a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that’s for sure. The layout of the motel is a rectangle. The rooms surround the rectangle’s perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...
I am not a good writer but this was the hottest night of my life.I was out of town on a Business trip, staying alone at a nice hotel. After a long day of meetings, I was sitting at the Hotel bar drinking a glass of Scotch.The bar wasn’t crowded but wasn’t empty either. The seat next to me was open. Wasn’t long before what I initially thought was a woman came in and sat next to me. She said hello and ordered a glass of white wine. I realized then that she was a Cross Dresser. she looked to be...
TinkerbelleMy sister , Candy, and I were fraternal twins, but looked nearlyidentical. Pretty much the same height weight and build. In high school,she was always teased about having small tits and I was always teasedbecause I was small, thin and had a big ass for a guy. Because of this wewere extremely close. Best friends really. We spent nearly all our timetogether.After college she became a consultant and I became a math teacher. Becausewe were so close, I spent lots of time at her house...
Hi guys im a cd from Orange County and i had the sex ever last night with someone I never expected. So it was around 1 and i had just soent the night with my “friend” well I had just blew him and watched a movie and he got me an uber so i kissed him and left when tge uber came and I went on my night. He told me it was a white truck and espanic i went in and told me my “friends” name and we drove off. It wasnt even 10 seconds and he said what was my name i told him i was “. “ and he said nice to...
Its 18 months ago. I had now become comfortable wearing womens clothes. I had been experimenting for around 3 months. I gradually started to get more confident in both my clothes ......and without. I started to dress more like a slut. Short skits. Suspenders. Corsets. I had also become more comfortable with my body as well. My hole was tight as could be. Like everyone, i started with fingers, one, two .....before moving on to small toys. After a few months, i had graduated to a 9 inch...
I had never really been with another man before and I had always thought about it as I dressed up as a slutty girl and played with my little toys to orgasm. I'm a little tall at 5, 9 and with heels a monster! I have an average body, nothing feminine, but not out of shape and a nice big bubble ass.Until that night. I had been sent to Dallas for a business trip and was super excited to dress up in my hotel room and play around! I played around a couple days in my room and just got dressed did...
Only a few years back in my young 20's i discovered Craigslist. I had no idea something like that existed and was immediately drawn to it. After building up the courage to meet up with a few guys a couple times i found an add in the T4M section. I got instantly hard when i seen this girls pictures. A slim sexy girl with an ass to die for and a desire for Cock. After some back and forth emailing for a few days we agreed to meet in her place.I went around to her place late that night when the...
I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts.This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started joining...
It started in 1976,around August,I had just met John a guy my around my age,who lived alone near me. He wasn't shy to admit he was gay,and I was curious,and I told him one Friday after we got back from the pub about my interest. Before I knew it John & I had undressed & I had Johns cock in my mouth,sucking him off,& he soon quaked into an orgasm,cumming in my mouth so fast I gagged slightly before I managed to swallow most of it.John was keen to make it a pleasure for me &...
It was still snowing outside and I wasn't going to be recieving any visitors today so I decided to treat myself and while the day dressed how I wanted.... I had set the heating up high at my place, so I could wear one of my sexy side tie bikinis which show off my sweet little ass so well. Having enjoyed the view in a full length mirror and got some self shot snaps, I found myself sitting at my dressing table wondering how to amuse myself next.... Looking at my face in the mirror I noted a...
“Oh Ramesh! I am so happy that you came today.”, I pressed my boobs against his chest and wrapped my arms around him, as soon as Ramesh entered in my flat. And he grabbed be in his arms too like a real man. He began to touch my body and moved his hands all over my back and lower waist. I was titillated by his sensual touch. “Where else I could be, my darling.”, he said and slowly slipped one of his fingers from the back of my saree blouse. He was feeling my bra strap with his finger. We two...
durring the day,i'm working i'm dressed in my work clothes,but when I come home I take a hot bath washing all over my body,then shave my legs,arms chest,and face.I even add babyoil in the water so that my skin becomes soft.then I will clean myself ass inside/out.then as i'm drying off i'll start ptting on my makeup,this takes me about an hour,I like taking my time so that my makeup looks perfect,so that when I put my wig on I'll have that female look.then go in the bedroom pick out something to...
This is a work of Fantasy. I hope you enjoy.Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.I didn’t consider myself bisexual,...