Tiffany Crosses the Color Line
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Tiffany Completes Her Training and Is AuctionedCHAPTER ONE** Kaitee reads Tiffany's emails back to her, takes photos of her in a variety of sexy outfits then has her service a steady stream of men. **-------------------------------------------------------------------------NOTE: This is the last of a set of three trilogies. It picks up where "Tiffany Gets Decorated" and "Tiffany Crosses the Color Line" left off. To learn more about these characters and how they got into this situation, you may...
Tiffany Taylor had grown up in a rough estate named Butterton, crime was rife in Butterton and there were gangs of youths on each street corner. Just about everybody who had grown up on the estate had turned to crime, d**gs or had ended up in prison. Throughout her c***dhood Tiffany hated living in Butterton and couldn’t wait to escape from the estate were she just never felt like she fitted in.Tiffany was the eldest of two sisters, her sister Sarah was three years Tiffany’s junior. The mother...
Part 1 Tiffany was furious with her parents. What were they thinking, sending her to this godforsaken place? She wouldn't have minded a summer in Rome or Paris but no, they had to send her to Istanbul. Just because she got in a little scrape back home in Tennessee, her parents decided that she should spend some time with her uncle, a career diplomat, and his Turkish wife. Istanbul! It was foreign to her in every sense of the word. The smells, the language, the cuisine and the customs were...
Tiffany sprinted from William’s office sobbing her eyes out and straight to the bathroom where she washed her mouth out with cold water. She brushed out the dried up cum that had become matted in her long locks and scrapped her hair back into a ponytail.She headed to her car and sped away from the haulage yard and back to her house where she enjoyed a nice hot shower, she desperately scrubbed her face and hair hoping that it would make the memory of what just happened in William’s office...
" ... but don't you think he's too young for that?" Mom asked and I held my breath waiting for his answer. "He's going to be thirteen," Dad said. "That's old enough, believe me." "I don't know," she sighed. "It's a lot of money and..." "When I was Josh's age, I wanted one more than anything else in the world," he cut her off. "My parents couldn't afford it, but we can. It'll be good for him, you'll see." "I hope so, John," she agreed reluctantly. They were quiet...
I had knee replacement surgery. Big improvement. I could walk without pain. They didn't tell me the truth about the convalescence, though. It was much slower than anticipated. Based on their schedule, Tiffany and I had scheduled a week long Caribbean Cruise. Several weeks before the cruise, I realized that I wasn't going to be in tip top shape. When I took the pain meds, I was a zombie. Sleeping 20 hours a day. When I weaned my self from the meds, the pain was really annoying. Back to...
Tiffany looked out the window as the plane approached for landing. Florida looked so different from her home in Ohio. Of course she looked forward to the warmer weather.She was still surprised that her mother had allowed her to go and visit Uncle Dave. He was kind of the black sheep of the family passing on working on the family farm in favor of something to do with the internet.Most if the family had nothing to do with him except for Tiffany's mom. Over the years her mom had quietly slipped...
CHAPTER ONE**Tiffany and David meet for her first humiliation in a restaurant.**Tiffany looked at me, her big, dark, almond-shaped eyes staring at me over the rim of the glass. It was her third glass of water -- lukewarm, no ice -- and she drank it in one long draw. Then, she set the glass on the table and lowered her eyes."Does that please you...Sir?" she said softly. There was just the slightest hint of anger in her voice. I smiled. It was silly, it still felt awkward, but it was feeling...
One event in my calendar that I always look forward to is Sabrina’s sexy girlfest. It coincides with her husband’s annual golfing vacation and enables five horny women to meet up at her delightful country house for a weekend of sexy female fun. We enjoy a simple diet of fruit, champagne and orgasms and when we're all in the hot tub together we share some of the highlights of our sexual encounters during the previous year. I use a small Dictaphone to record all the graphic details so it’s a bit...
HardcoreMark guided them to the Sky Bar on the highest deck. Obnoxious modern music was playing, but it wasn't too loud. After receiving their drinks, Mark commented. “ You are a great fuck. Your pussy is tight and you are flexible. You suck cock well too.” Tiffany smiled and looked down into her drink. Her head was reeling. She must have wanted this to happen. Why else the change of outfit? Something subconscious, she guessed. “Go into the ladies room and push two fingers as far up inside you as...
I awoke from my drug induced nap just in time for lunch. I was laying on my back gaining energy when she opened the door. “Hey baby, I missed you.” I was stroking my cock and leering at her. “Nurse, I need some help here!” Tiffany had an expression halfway between a grin and a grimace on her face. “Just a second, let me visit the ladies.” She inspected her self and found a small semen deposit on her hair near the top of her head. She cleaned it with a washcloth and came over to the bed. “Well,...
Hay sweaty what do want to do for your birthday? Well mom the girls from my cheer leading squid are come for a sleep over can we get some pizza and can you get Dewitt out of the house for the weekend? He’s always trying to seek peeks at us when every the girls come over. Don’t weary sweaty I well handle him, my stepmom walked out tiffany’s room (my stepsister ) an striate in to my room with out knocking, there I was standing in front of the murrain naked with my cock in hand just jerking off...
Hay sweaty what do want to do for your birthday? Well mom the girls from my cheer leading squid are come for a sleep over can we get some pizza and can you get Dewitt out of the house for the weekend? He’s always trying to seek peeks at us when every the girls come over. Don’t weary sweaty I well handle him, my stepmom walked out tiffany’s room (my stepsister ) an striate in to my room with out knocking, there I was standing in front of the murrain naked with my cock in hand just jerking off...
Tiffany returned to the cabin as I awoke from another nap. We spent the afternoon walking around the ship and marveling at the number of things to do and see. Ice skating rink, sports bars, buffet, burger shop and of course bingo. But the wave machine was the most interesting feature. Powerful pumps created a moving current and people (mostly men) were lined up to try their skills. Many lasted only seconds before the current knocked them to the side of the tank, but some guys were pretty...
Tiffany by Regal It was almost closing time when the bell on the bookshop door dinged. A beautiful and voluptuous young woman entered, an urgent look in her eyes. She smiled slightly when she saw the clerk and let out a breath, but the look in her eyes remained. "Uh, hi," she said. "Sir? Do you remember me?" "Of course I do," he replied. "You're Tiffany." "Yes, but do you REMEMBER me?" she asked in a desperate voice. "Of course I do," the clerk repeated...
"Tiffany" After another week long vacation in New York City I was back on the plane headed south along the eastern seaboard. But we didn't get far because only minutes after take off we were diverted. Weather and delays had forced an overnight in Boston once again. After making the trip three or four times a year I had by now gotten used to the layovers. I got off the plane, then went to retrieve my luggage and was soon wheeling my suitcase down the concourse as I juggled my purse...
My name is Dexter Lannin. My wife is Tiffany. Tiffany is five-nine, two inches taller than me, a bit overweight, but voluptuous rather than fat; and she is cute. She's a brunette and wears her tresses a trifle longer than shoulder length. Me? As I indicated, I'm five-seven, one-fifty, brown-haired; but losing it I'm afraid. Well, whaddya gonna do. I'm a bouncer at a local country-western bar and dance hall. I was a fighter in my youth, golden gloves. Joined the Army when I turned eighteen,...
I had worked for Mr. Maxwell since leaving school, and though it mightn’t suit everyone, I’d enjoyed the last twenty years. I like living where I was born, and small-town Scotland still places commerce a rung above the more recently-invented professions. I was already as good as manager of Mr. Maxwell’s shop, with a smooth path to succeeding him on his retirement, and in most ways life was good. I fished and shot, sailed, studied local history and took pictures, but never joined the clubs. I...
Tiffany sat comfortably in the sporty red convertible's passenger seat. Dinner had been great, and the fancy restaurant had given her the perfect excuse to buy an expensive green dress. Normally her parents would have objected, but it was the day after her collage graduation and getting them to open up the purse strings for a graduation gift was easy. “Did you have a good time tonight?” asked Brandon, her date. Tiffany smiled at him enticingly and brushed her deep red hair behind her ear....
There Was This Girl 6 – Tiffany I was just on the way to pick up a new plane. New to me anyway, and I didn’t want to mess around with the service center when I left for home, so I stopped in at the Safeway just down from the airport near Fountain Road and Murray and ran in for some goodies. I’d spent the night in the hotel, flying in from Lambert the night before, which was Monday. It was already Tuesday. Time flies, right? Anyway, I went into Safeway, getting ready to veer left into the deli...
Tiffany stood at the window watching the rain come down. The rain always put her in a foul mood. At 25, she felt like a has-been, as if she had already reached the pinnacle of her life. 18 years ago she had won a state and regional championship in freestyle gymnastics. And then a year later she had won a U. S. championship, then a world championship. At fifteen, she had actually won a gold medal at the Olympics. She loved gymnastics and still worked out on a daily basis. She was still lithe and...
FetishOne of teacher of the student council was speaking on the phone with the principle. The teacher name was “Donald Smith” “Well there you go. I am confessing. I slept with my college student Tiffany and the little bitch now black mailing me. She been doing it for years Ms Henderson” Donald said talking on the phone “mmmmf” Ms Henderson said on the other end “What!!?” “Sorry unless you mmmm have any proof of that said pictures came from her, mmmmm you ooooo have to drop it. So far we only have...
BDSMI was rested and refreshed by the time Tiffany returned. She was exhausted. Her pussy was raw and her lips were puffy from so much cock sucking. I didn't know this, of course. “I need a little rest.” she said as she closed the bath door for a self inspection. “I feel pretty good, I'm going to head up to the surf bar.” I called through the door. “OK, have fun. I'll be in dreamland.” Tiffany answered. She was relieved to be alone for awhile and be able to rest and clean up from the...
When I was 18 and studying for my final exams I found I couldn't sleep. At first it wasn't too much of a problem; after all I needed to study hard if I wanted to get into the college of my choice.However after nearly eight days with only the occasional cat nap to keep me going I was starting to feel rather unwell.Certainly my Mom had voiced her concern about how pale and ill I looked but Dad told her I was a teenager and that I had exam nerves. He was right about that.It didn't help that my Mom...
"Tiffany" "Curtsey for Henry Tim sweetie." Madge said with a giggle as I minced and swished around the living room in the frilly beribboned taffeta dress complete with a layered, white chiffon petticoat. I did as I was told then standing in front of Madge and her friend Henry I wobbled on the stiletto heels then knelt a feminine curtsey! "Isn't sissy boy just darling?" Madge giggled as Henry looked me over and stifled a giggle himself as he noticed my face reddening even through the...
Sometimes I get frustrated over silly religious people, but then I remember how many porn stars religion has created. If it weren't for the poor parenting of churchgoers, how many bitches would be sitting fully clothed in an office somewhere instead of sucking cock on The Casting Couch? Thousands.More Mormonism, More-man-jismIt turns out authoritarianism isn't good for humans from a global level to an individual level. However, we need some personalized individual oppression so I can...
Twitter Porn AccountsIt was a normal day at work. I was tired and I called home to see if Tiffany needed anything on my way home. She said, "No, but that's for checking". Then I said, I will be home in a little bit. She mentioned that a friend from work was over and they were trying out some new drinks. I said ok, thinking nothing out of the ordinary and hung up. I got home in a little bit and came in the front door. I didn't see anyone. Looking around a bit, I started to wonder. Then I said, "I'm home". She...
I flirt with the ladies. It is just something that I did. I did it without even thinking about it; it just came natural. None of them were ever going to take me up on anything I said and I knew it. Christ, I was fifty-two years old and the girls I flirted with were all in their twenties and were married or had boyfriends. Besides, they all knew my wife and thought that we were happily married. We weren't. Weren't happily married I mean, and hadn't been since the day two years ago when I...
Only an hour ago, she was with her boyfriend, Jay, in the living room. Her parents were out, dining with wine and steak for their anniversary. Tiffany wanted her first time to be gentle and sensual, like in those coming-of-age flicks. However her boyfriend, unlike her, was experienced in sexual intercourse. With a petite, five-foot, one hundred and ten pound body, she was an adept gymnast at her high school. Though she was a seventeen year old, her boyfriend was a twenty-three year old. He was...
This may be archived/posted anywhere. Just give credit where credit is due, thanks! Tiffany By Pretzelgirl She wears a pale violet sweater And I'm so glad I have met her. She tackles life so un-fettered. She's kind to all she sees. Hair hangs down across her eyes. Her baggy jeans are oversized. (And she has nicely rounded thighs!) Her name is Tiffany. She's not afraid to laugh. And she stands up on behalf Of the weak and low and needy. She is Tiffany. She...
This is a true story based on real people and events, names have been changed of course...You could say I grew up very sheltered. Even when I started high school I was not allowed to date, go to parties or even listen to secular music. My parents were very religious and quite strict. I wasn't even allowed to talk to boys by myself. I go to an all girls catholic school. It's a lot of fun, but it sucks not having any guys around. But I like my friends and enjoy going to school.I'm turning into a...
Tiffany Comes Calling by Deputy Duffy Part 1 I got a call from my cousin Tiffany one night. It had been years since we'd spoken. She grew up around these parts but moved away years ago. It was an awkward conversation. I knew she wanted something, but she just couldn't seem to spit it out. She finally said that she'd write me. A week later, I got a large tan envelope containing some papers...old papers. I started reading.... ******************************** It's me again....
Sadly this wonderful story is just a fantasy, but who wants to make something similar a reality!?!The evening had taken a while to arrange, but had finally arrived. All 5 guests turned up within 15 minutes of each other and as they did, I fixed them a quick drink and showed them into the living room to get to know each other. Alan was a suited businessman in his mid thirties. Dave and Brian were dressed casually in jeans and Tshirts and both in their mid forties. Jeff and Keith were my age,...
This is my first story so please don’t mind and few pieces are real in this story. I will start with story rather than boring you and when I was a kid, I used to love smell of woman’s bra and panties and when that smell turned me into cross dressed I did not realize. By the time I hit my puberty I was very excited about cross dressing and used to cross dress whenever I used to get any chance to cross-dress in private. Soon after and I joined an engineer college which was mostly dominated by...
Gay MaleI love to cross-dress! I love everything about it!Like most of us cross dressers, I love everything about ladies undergarments. I like seeing lingerie in ads, in stores, on models, on TV, on women, on men and of course on me! I love the feel when I am dressed up. I love the taboo of wearing them. I love the thrill of being “underdressed”, which is wearing lots of lingerie under your manly clothes, when I go to work. I especially love the incredible horniness and lack of all boundaries...
Addiction lets you do anything.. I addicted to cross dressing, addicted for the femininity.. Hi, I am 24 old close door part time cross dresser from Mumbai, regular reader of ISS. Narrating my own story for first time. I am good and beautiful looking, 5’3” height, perfectly slim as like every “women” wants to be and every man feels to hold, as I kept it with having exercises and yoga because I feel sexy with it.. I started cross-dressing when I was only 12. I haven’t knew it was called as a...
My bride to be cheated on me as a girlfriend, again when she was my fiancé, and thereafter as my hot wife for 23 years. I guess the stars aligned for us.Me-For some reason I turned to slutty, tight black satin gloves in bed, without ejaculation, a year before I accidently discovered masturbation and gushing in the bathtub. I was 12 the first time I ejaculated, rubbing my cock with slippery shampoo. An overwhelming surge of floating and pleasure washed through my virgin boner as my sudsy palms...
The weekend started off the same as any other for Dhiren. He threw off his drab male work clothes with alacrity and stepped into the shower. He shaved his face, legs and pubic area as was his custom, then, after turning off the tap, moisturized his legs, stepped into a pair of lacy pink panties and hooked on a matching bra. The feel of the light, soft, feminine fabric had always been a thrill to Dhiren, ever since that fateful day when, aged fourteen, he found himself alone in the house all...
Gay MaleI had dressed up since I was a teenager but it was only occasionally. Usually, it was just lingerie and it was always for me and just for masturbation. It was about ten years ago that I decided I wanted to go further and start using makeup and breast forms and wigs etcetera.Quite by chance one day, I rang an old friend just for a chat. I found out that he had rented his house out while he was travelling. The person on the other end of the line was a woman, or so I thought. We got talking and I...
CrossdressingA Cross Dressing Fantasy – Chapter 5In the low light of our bedroom, late on that Friday night after Beth had transformed me from a former cross dresser into her new girlfriend she had asked if I liked being her girlfriend. I did not hesitate for one second, “Yes Beth,” I said lying naked against her naked body, “I love being your girlfriend, something inside of me seems to have changed and this seems so natural and I feel complete.”My crotch was wet with my cum and her creamy arousal but I was...
Introduction ------------ Following on from my first instalment, here is another true story. As before, I have tried to remember events as accurately as I can, but of course all speech is paraphrased. I hope there are people out there who enjoy reading this, and perhaps it will inspire people to go ahead and indulge their fantasies. Whatever your kink, there's probably someone out there who will be into it too, and it's not a crime to enjoy life! Curiosity... ------------ So...
I had recently moved in a townhouse unit in Oklahoma. Still trying to adjust to the new neighborhood, I was also doing my best to keep my hobbies a secret. You see, I am a cross-dresser by passion. But my new neighborhood is strictly catholic and I can imagine the uproar my fantasies might stir. My next-door neighbor was an old man in his 60’s. He looked younger and stronger than his age. But, my secret unfolded and the neighbor fucked me for cross dressing. Within a couple of days of...
Cross DresserConsequences 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 family was middle class mutt of a family. My mom brought two daughters and one son, Tammy, Lilly, and Teddy, or “Tee” as we call him, into the marriage; she had with my dad, and they had two, my brother and me. My full brother’s name is Ken, and I’m Sam. My dad was an accountant and a part-time college professor at the local community college, and my mom stayed at home as a housewife. We were all dragged to church every Sunday and when we became of age we were allowed to choose whether or...
When I was 12, I went to shop for shoes with my mother. I would walk around the store, making my mother laugh out loud. The onlookers at the store, would often look at me in astonishment and wonder, “How is this little boy handling pencil heels so well�. My mama knew it back then that I was born different and she fought the world to make me who I am today, a proud cross dressing gay male. It was my first prom and I was nervous. I was worried that I will be made fun of at school, but my mama...
Cross DresserHi sexy people. Hand shake to guys and boobs shake to girls. I appreciate your comments on my previous stories. I’m going to narrate one more story which could be few people’s fantasy – Cross dressing. So let’s get started. Well one day I was hanging out with my fellow colleague Sindhu. We were quite close, as in, we have had sex couple of times earlier. But we were not committed. In fact she had a boy friend who was still a virgin. That means Sindhu never had sex with anyone else. We were not...
Caught Cross-dressing by my wifeCaught cross-dressing by my wifeI have always been a cross dresser and enjoyed it. When I got married I put all my special clothes in the basement and lived a normal life. One day I was home from a trip early and found my wife was doing the laundry. There on the top of the pile were her pink knickers. I remembered I loved the feel of silk on my body. She left the room and I picked them up and I was running my hand across them and soon I was feeling and rubbing my...
Indru tamil kama kathaiyil ilamaiyaana magalum pinbu vithavai ammavaiyum eppadi usar seithu matter poten endru ungaluku solugiren. Suvarasiyam athigam irukum kama kathaikul selalam vaarungal, en peyar karthik. En veethiiyil oru pen ilamaiyaaga sexiyaaga irupaal, avalai thinamum sight adithu kondu irupen. Thinamum aval kalluri sendru varum pozhuthu iru velaiyilum sight adika arambithu viduven. Aval peyar nandhini vayathu 21 irukum, avaluku veetil aan thunai kidaiyaathu. Veetil oru amma iru...
Hello everyone I wanna tell you all about my cross dressing fetish and how it all started. Before I begin let me start by telling you all a bit about my family and myself. We are a family of three, my mom, dad and myself. Both my parents worked which gave me a lot of time to be alone. Although both of them worked it was my Mom who was the main bread earner of the family. Her name is Shikha and she is the vice president of a private company and earning a good salary apart from amenities like...
LesbianI was bought up in a time when taboos about something alternative like transgender people or cross dressing was still considered to be a no go area. Society made one feel that you were an out cast or mentally ill. Luckily times have changed and it has become much more acceptable, even though we still have a long way to go. I first started dressing when I was about eighteen. My sister had this old green dress that she had thrown away. I remember liking that dress and secretly retrieved it from...
CrossdressingI glanced at my watch. I noticed it was almost 4:30 in the afternoon. The underground parking garage was filled with cars, but as of now no one else was around. Most folks were still working inside the building. That was just the way I wanted it. I was leaning against the trunk of my rented car, which had the hood up. There was nothing wrong with the vehicle. It was just a good way to stake out the place. Anyone who happened to notice me would think I was just some unfortunate guy having car...
True tales of submission and cross-dressing : Chapter One - Meisterin It is my intention to write a series of true life stories, detaling various encounters and adventures I have had. I know the site's called "Fictionmania", so I hope my contributions are not unwelcome. The stories are not as racy as most of the fiction posted on here, but remember than these stories are real, and described to the best of my memory (of course all speech is paraphrased). Hopefully the fact that these...
It had been an interesting six months that led Andrew here. While home for winter break, his parents announced he wouldn't be returning to college. His mother, in particular, had decided the investment was no longer worth it. His father supported her decision wholeheartedly. Andrew was told that new opportunities for young men with no degree were opening up in their area. He had no idea what kind of jobs his parents meant, but he took them at their word. Mother allocated him a weekly stipend...
From the first time I dressed, there was always a sexual element. I used to find the time to wear something feminine and wank myself. It went hand in hand, so to speak. One of the things I loved doing was getting dressed up and laying on my bed with my legs over my head and wanking.When it was time, I would cum in my own mouth. I did it so many times but it was always uncomfortable, but I used to cum anyway. I didn’t swallow but spat it out, every time. I also used to kneel in front of the...
CrossdressingWell, It was a summer day and Tiffany was just looking at the movies and pictures I had on the computer and had something on her mind. We had her nephew over to spend the night and it was a good excuse to say we were going to go out for a while so he could babysit. She wanted to drive to surprise me as to where she was taking me. I kept asking and she kept saying, "You will see, Besides I was looking at some of the movies and pictures and I want to try some of them." My mind was racing as to...
My wife had an opportunity to do a month long meditation retreat in Bali, she said she knew all of my worries and planned ahead to make things easier for me, her older sister by 2 years was going to come stay with me and help with the house and k**s. That when she returned she would be my sex toy o do with as i please for a month and has set it up so each night i would receive a personal video of her playing and talking sexual for me in my e-mail each day. she had been making them while i was...
------------------------------------------------------------------------------------------------- The next few days were agonizing for me. I was on pins and needles, waiting (and hoping) Chris would finally call me. I felt so stupid, checking my cell phone every chance I got, or keeping my cordless home phone with me at all times while I was at home. I didn't dare leave the house except if absolutely necessary (I realized that I REALLY needed to go grocery shopping), for fear of missing...
------------------------------------------------------------------------------------------------- Hi! My name is Tiffany, or "Tiff", for short. This is the story about meeting the man who changed my life, Chris, and how I was finally able to "let myself go", sexually. I guess Chris was the guy that allowed me to finally express my sexuality and got me to "cut loose my inner slut"! First, let me tell you a little about myself. I'm 28 years old and live by myself in Miami. ...