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Mistress Hannah s Pathetic Husband Part 4

The third and final day of my transformative weekend started poorly. I had aches and pains all over. My neck and back and thigh muscles were sore. I had a little irritation from body hair that was growing back. And of course, my asshole felt all stretched out and very tender. I wondered if it would ever feel tight again. I also wondered what the evening would hold. I couldn't imagine that it would be anything more humiliating and degrading than the previous evenings. I wasn't wearing a buttplug...

My Sissy Summer Continued part 2

Inside my cousin's room, I stripped naked and headed straight for her panty drawer. I felt giddy with excitement as I looked for the sexiest lingerie combination, sifting through her silky garments and pulling out a pretty pink bra and some panties. I reached back into the dresser drawer, desperate for a garter belt and stockings to complete the set. I was shaking as I put on the garter and clipped on the stockings.I glanced over at my reflection as I approached the mirror, applied some...

Jessie s Reward

It had been an unusually long and hard week at the workplace. The week started on the wrong foot when a major project was likely to be delayed by a month because of a supplier issue. Stress was adding up through the week as my manager kept demanding that I get the project back on course by week’s end. Come Thursday, there wasn't an end in sight. I was thinking my job will be on the line. I was near the breaking point and I knew I had to do something, but what? Soon I found my thoughts drifting...

Happy to Be Used Pt 3

I replayed the weekend events literally every moment of my life for the next three days. I could not stop thinking about everything I had done and everything that had been done to me. I had planned a visit to the glory hole for so long I could not believe it had happened.And all those thoughts were, of course, drowned in the sea of memories of what had actually transpired. My plan had become entirely unplanned and it was better than anything I could have imagined. A truly remarkable day I would...

Derek and Amy Matt makes three

My lover and my husband are in separate rooms changing into the clothing I've laid out for them. When they're finished they'll come into the library where I'm sitting waiting for them. This will be the first time they've touched each other and I'm not going to miss a minute of it. I'm sitting in a big padded chair diagonal to the door. My husband, Matt, comes in first. He looks more comfortable in his dress than I ever imagined he would. The dress I picked out for him reminds me of that...

A boy s femininity awakened Part two early girlhood

Sissy boy John was petticoated at Secondary School after falling foul of Jenny Tough, a school bully. During his week of penance, John found that he was more at ease and happier amongst girls than with boys. John decided, therefore, to explore his feminine side by trying to live as a girl. John’s Mum was shocked when he first arrived at home wearing a schoolgirl’s uniform but calmly listened to his story.“Well, sweetie, this is a bombshell. You’ve always been a sensitive boy, but I never...

The Compromise Part 1

My wife, Ally, and I have been married for eight years. What once could be considered a torrid love affair had subsequently lost its sexual passion. We don’t have any children, both being career focused, but our sex life had become quite stagnant from the steady grind of life and over-familiarity we had with one another’s sexual tastes. That is, until one crazy night changed everything. About one year ago, we were fighting constantly. We didn’t know why, but we were both at our wits end with...

My wife takes what she needs and wants

I'm a very lucky husband. I have an extremely sexy wife, who is open minded, and loves to please. If she has any faults, it's that she doesn't realize how sexy she is. At 37, she has extremely long red hair (which she jokingly calls stripper hair, but it's actually the truth because it's so sexy how long it is and how it falls against her backside), really fantastic legs, nice curves, lots of freckles all over, and some amazing breasts. Oh those breasts, that I not only love to enjoy but am...

The Compromise Part 2

Andre and his three girls, me being one of them, piled into his car. Andre assumed his role as the driver, Mikayla grabbed shotgun, and my wife, Ally, and I got into the back seat. My heart pounded in my chest with nervousness, as this was my first time going out en femme.Ally no doubt saw the fear in me and scooched closer, taking my hand in hers. "Baby, don't be scared. We're just a couple of girls out on the town tonight, okay? We're not Sam and Ally tonight, we're Ally and Sarah. I want you...

Dreams come true Part 1

Here I am, tied up and being fucked by the biggest and first cock I've ever had. "How did I get here?" I think to myself and begin to think back on how this came to be. *Today is Thursday and I see a huge box at my front door. Knowing that I'm not expecting anything my curiosity has the best of me. I take it in and open it to find two more boxes and an envelope. I start with the smaller of the two boxes. As I carefully open it, I find the sexiest lingerie set that I have ever seen. I find an...

My Oddesy 1 Glen here and gone

"But mum. I'm too sick to go to school."I give my best fake cough. It was late senior year and I had been busting my balls for months. I just want a day at home alone. She finally replies after a minute of withering glares."Fine. I'll call the school. But you're seeing a doctor Monday if this persists. I'll be back around five.""Sure. Whatever." I lay perfectly still until the sound of my mums car fades away. Then I throw back the covers and run down the stairs to the front door. The deadbolt...

Adventures in a Woman s Body Chapter 2 Tease and Please

After I got out of my house, I walked for about 20 minutes to get to this fancy restaurant I made reservations for. It was a long and tiring walk, but I loved cat walking in my sky-high stilettos and hearing the click of my heels with every step. I couldn't pay much attention to what was going on around me as I walked down the streets. I was focused on swaying my hips and crossing my heels with every step, showing the signal that I’m one hot and slutty girl. At the same time, I was also...

Carla Meets Mister Theobald

Karl Baxter was an unmarried man aged forty who spent a lot of his time as attractive thirty-something Carla Baker. Throughout his twenties and early thirties, Karl had had sexual liaisons with both females and males but if he were to express a preference at that time it would have been for cock rather than cunt. At about the age of thirty-five, Karl had started to dress, from time to time, as a female although in the early weeks and months of doing it he never ventured outside. As confidence...

Freedom What The Hell Do I Do With It

Freedom? What to do with a large lottery win. So, I returned to the world of being a single man. A liberation of sorts, a return to uncertainty at a certain age. It is a scary place to be, ejected from the family home and to set up again. Sure I have the comforts. Sure, I have all my books, the CD’s, plenty of DVDs. Ok, the furniture in the new place isn’t that good yet and I could do with a new mattress, but hey, a few weeks and that will be put right. I can get on and decorate the new...

Initiating Stephanie

* Discovery *The first time I set eyes on her, she was wearing the sluttiest underwear one can imagine. Totally oblivious to my presence, she was admiring her scantily clad body in the full-length mirror on the wall. The lingerie was black, my favourite colour, sheer in texture and cut to a design that left little to the imagination. Black leather, ankle boots adorned her feet and complimented the black hold ups she was wearing. She was admiring herself in a full-length mirror and hadn't seen...

Afternoon Delight

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

My First Boyfriend Part Three

Steve and I had spent our first night together as a realcouple and in a real bed and it was wonderful. I had intended to wake him up with a blow job but he was already gone when I woke up so I had the whole day to wait for him to return from work. I spent the day just like a housewife would. I wore a house coat and some fuzzy slippers and after cleaning up the place sat down and watched women’s shows all day. I was nervous all day about going out dressed like a girl for the first time and tried...

Carolyn Makes Her Way part 3

Once I dragged my tenderized ass out of bed, tender because Mike had used a cane on me last night, I dressed in pantyhose, a navy blue, loose skirt, a cream colored satin blouse, black pumps with four inch heels, and a bra. After applying my makeup I took a look at myself in the mirror, making sure I looked good enough to conduct an interview at the leather goods store we were opening in just a few days. I decided I looked business like enough. My first order of business today was a stop at the...

House Sitting for the Holidays part one

My friend Teresa was planning her summer holidays but was beginning to stress about leaving her home unattended for such a long time. She lived with her husband in a large house in the middle of nowhere and the two of them were planning a cruise, which meant the house would be left empty for the next eight weeks.She invited me over for lunch and after the meal, we sat down in the front room for some drinks. She didn't seem herself so I asked her if she was ok?"We really need this," she said....

Erica Loves It Part 1

For my entire life, I've always thought it was so unfair that girls gotto wear all the really cool clothes. They were softer material, better color choices, and looked so much better. In fact, when I was very young I wore dresses whenever I got to play with the girl next door, but that was always for the tea parties and such we liked to have. But by the time I discovered sex and masturbation I really did want to wear a dress and not just for a tea party. When I was sixteen, I began wearing...

Weekend Discovery 3

Simone was left alone in a room that held the most extensive collection of lingerie that she had ever seen outside of a retail store. She was amazed that she was as turned on as she was and not shocked at the current events. She had gone to her boss's house to confess just how much she wanted him and to see if the feeling was mutual. She was momentarily heartbroken when a stunning blond answered the door. Simone discovered that the stunning blond was in reality her boss, Andrew Lippincot. It...

Three nights in London night 2 Irene is going out

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

A boy s femininity awakened Part one

In the North East of Scotland, large families were the norm even up into the 1950s. So, when I attended the local Primary School, there were scores of children of my age there, all shapes, sizes, and temperaments. This meld of kids meant that I didn’t stand out from the crowd despite being a softy. My time at Primary School was therefore quite comfortable and peaceful, but this situation changed when I moved up to the Senior Secondary School. The overriding ethos of the school was that boys...

CD Mistress Cheyenne can t fight the craving for Candy

Almost two long weeks had passed since my first meeting with my new slave Candy. Our first encounter was special and my sexy new sub had not left my mind since he walked out of my door. His juicy ass and hard thick cock have filled my thoughts each day since. I had found myself wildly attracted to Candy and lusting for him constantly. After deciding that ten days was long enough to make him wait I called Candy to set up another meeting. His phone barely got a full ring out before he...

From inside to full time

With the changes in my persona, there were a few in Tina’s. Again, not massive earth shaking changes but changes none the less. One of them was how we interacted especially in public. We were more like friends than a couple. No one would have been able to notice anything other than two people that knew each other really well. I once asked her about how she was acting. Tina stated, “Well, do you really think we should act like 'husband' and wife? I mean honestly you hardly appear husbandly. We...

Second Encounter Ch 6

I am breathing heavily but fully fulfilled. "Wow, Monique," you pant, "You took five loads of cum! How do you feel?""Wonderful," I say, dazed and content.We rest a few moments, and then Jill says, "That was great. How about a daisy chain?""What's that?" you ask innocently."You'll catch on pretty quickly," she responds as she takes Jasmine's cock in her hand. "I've always had a taste for dark meat," she says and gives it a lick."And I must return the favor, Monique," Jasmine says sweetly,...

The Wedding Proposal chapter IV

The first week at sea was wonderful. We set off to the Mediterranean, and the sea was calm and pleasant. A refreshing breeze made slight ripples on the quicksilver surface. I guess we would curse the heavens if we had to rely on sailing wind, but in the motorized yacht, it felt like a blessing. There were no other people around, and I could fully succumb to my feminine side. I spent long hours sunbathing on the deck, wearing nothing but a small bikini or bathing suit. My friend, or husband as I...

Miss Tiffany Fulfilling Her Dream

Finally, I had everything I needed to dress up for a little fantasy today. I had always thought my neighbor Steven was extraordinarily handsome and sexy. At six-feet-three inches, Steven is precisely what described as tall, dark, hard tone and muscular. Tonight, I would finally have my chance to fulfill a fantasy to show him just how much I wanted him. When I was in my teens, I always heard he was a ladies man with many women lusting and chasing after him. So I always lusted every time I...

Awakening

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

From Sam to Sarah A genre bending story of sexual and personal discovery Chapter 2

The anticipation was eating me alive. My girlfriend, Aubrey, a strikingly sexy, gorgeous, blonde, polyamorous, bombshell grad-student and I had been living together for about three months. She had taken my virginity and was the dominant one in the relationship. She had been fucking another guy, Scott, every other weekend for about two months, and I had finally asked if I could be there in the room next time he fucked her.She sat there, pensively deliberating. Her adorable eyebrows were...

First Encounter Ch 2 Getting To Know You

Our lips part and I begin to place small kisses on you neck. My hand leaves your shaft and comes to rest on your left nipple, which is quite erect and sensitive. My mouth replaces my hand on your breast, and I begin to flick my tongue over your nipples. This causes you to moan and stroke my shaft harder."Careful," I pant. "You don't want me to explode too soon."I continue my kissing down your chest, and when I reach your navel, I reposition myself on my knees on the floor. You spread your legs...

Confessions of a Sex Crazy Cross Dresser Part 4

Hi Everyone, I hope you like these chapters, please let me know if you want the next two. Chapter 7: Triangle of Fun I slept great that night with a full stomach of drink, food and Peter’s cum. I woke up on Friday and thought this is going to be a hell of a weekend. I played around with my cameras and had finally figured out how to use the self timer on the 35mm and how to use all the options on my movie camera. They were both relatively new as I bought them in Phoenix, just before moving back...

Chelsea s New Slut

I was wondering why Chelsea wanted to go swimming with me that day. She had never shown interest in hanging out with me before, but I figured why not go for a swim with friends. I thought she was way out of my league; she was 5’ 9’’ with beautiful straight black hair and huge double d breasts. I was just 5’3’’ and a science nerd. I mean she said it was just between the two of us, and my friends had told me she does this with many people. However I found it particularly...

A Visit

My wife knew of my enjoyment to wear women’s lingerie when we married and over the months that followed our honeymoon she had often wanted to see more of me dressed up. I always enjoyed these times although they were not as frequent as I would have liked them to be. One Friday, after a rather long and difficult week at work, I returned home and was greeted by a tender hug and a loving kiss, as was the usual in our house. We settled into our normal routine and I thought that the weekend...

Leigh and Leila Fantasy of a First Night

“I don’t know when to stop talking, do I?” I asked. You smiled and kissed me again. It took my breath away. I closed my eyes and let myself get lost in the feeling. It was like nothing I’d ever imagined, nothing I’d ever felt before, nothing I could imagine living without.Your fingers moved just the slightest bit. I nearly came, my cock straining hard against the white satin thong. Your hand was warm on my thigh, your palm and pinky resting on the lacy tops of my stockings, the other fingers...

The Transformation of Ms K Part 1

By day, I'm an average Korean guy, a bit on the fat side, my whole life I haven't been very attractive to women. I'm very timid and shy as a boy, very much a beta. I never even had sex until after college and my dating life has always been pathetic. I've always had a bit of a tight rubber and latex fetish. As I became older, I began buying some pieces of latex and dressing like a submissive rubber boy, tight leggings and tops and rubber hoods. Movie villains dressed in tight leather outfits...

Busted by a bud

It's a hot summer day in 1994. Nowhere is a small, fairly poor, rural Illinois town; the kind of town where nobody locks their doors. Summer seems to be an average 19 year old. He goes to a small community college and works on the weekend's. He's kind of quiet and doesn't like to be around his parents. Both parents have jobs where they have to work the night shift. Summer's mom works for the hospital and his dad has a factory job that he's had since he got out of high school. They married...

Practice Makes Perfect Jenni s First Blowjob

Who was this girl? Just minutes ago, Missy was giving me an incredible blowjob. Now she was casually reminding me to make sure I turned over to balance out my tan lines as she sipped from her glass of water like nothing had happened. I was looking straight up at a nearly perfect sky for a September weekend day, feeling the warmth from the sun beating down on me. Three months ago, I was playing dress-up with this girl as a dare and somehow it had progressed to being her little sex project. Part...

All the Way Part 1

I'd only been married a little over a year when my wife came home early and found me jacking off using a pair of her panties and to be sure, this wasn't the first time. There I was lying in bed with her wispy little nylon panties wrapped around my dick and cumming like nobody's business. I was so wrapped up in my own pleasure that I hadn't even noticed her standing in the doorway watching me. “Are you having fun?” Her voice scared the shit out of me and my erection faded much faster than...

Lisa Lee Xdressing Adventures

I have been crossdressing since I was about 14 and by the time I was 18 or so I was meeting with guys I met online for sex and I loved it! I got married to a hot and sexy lady when I was 23 and I thought that might take care of my tranny urges but in reality it only made it worse. I now have to go long periods between playing dress up and it’s often all I can think of so when I do have the opportunity I tend to get pretty wild, like I did a few weeks ago…. My wife went...

Sissy Blane and the Hydraulic Inevitable

The story so far: debt-ridden Sissy Blane's first obligatory date with Mr. Plumrose is about to take place. '...there's nothing good or bad, but thinking makes it so.' The truth of the old saying occurred to me as I awoke on the fateful Friday and was surprised to discover that I was looking forward to the events of the coming evening.Arising from my bed feeling energized I bounced downstairs to make a breakfast of oatmeal and raisins and some french-press coffee. I decided that would be it,...

Jessie s Path

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

Jenny Mike Romantic Picnic

It was close to 10 a.m. and I was still in bed with Michelle sleeping peacefully next to me. Last night had taken quite a bit out of me. Having been used and fucked by two cocks was a huge turn-on. ‘Mike’ and ‘Carlos’ had given me quite a workout! I received the fucking of a lifetime. Sex with Michelle had always been great, but having a third person added a totally different edge. The only thing I regretted was that Michelle didn’t cum. Although Michelle had had a great time too, it had all...

Mom s Old Boyfriend Part Two

Having adopted my mother's appeal for wearing sexy clothing and turning on men, I had just sucked her rich former boyfriend's cock while she flew to Las Vegas for a long weekend with her new rich boyfriend. Mom had a love for the jet-set lifestyle and I was sure she was enjoying staying in an exclusive hotel and fucking her new boyfriend's brains out when he wasn't at the table gambling. They could order room service and stay in bed and fuck, all day. She would keep putting on new sexy...

Emmy s Games Part 1

“Put my panties on,” says the text message from Emmy. It is 9:30am and I have just woken up. I look across to the bedside table and see Emmy’s panties sitting there all dried out from last night's shenanigans. I lean over and pick them up, and can’t resist the urge to hold them to my face momentarily and savour their aroma. I do as the text message asked and put on Emmy's cotton panties. They are not what I usually wear, not quite as slutty, but the fact they are hers has me rock hard the...

My Early Story

From my earliest memory, I liked trying on girls' things. My mom’s slips, sister’s panties, even my aunt’s nightie, (that is another story). I even went as far as dressing up completely when I was home alone. Mostly I wore my sister’s things. I loved her short shorts and halter tops. We were about the same size even though I was a year older. I didn't necessarily want to be a girl, just dress up and pretend. I loved to feel like a sexy, pretty girl. But, of course I always hid it from...

First time crossdressing with a friend

My lovely new Malaysian friend emerged from the bathroom, moving shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front.My heart leaped at this gorgeous sight. He had advertised that he wanted to hook up with someone who appreciated fembois, and I was very eager to indulge his fantasies and mine!We had agreed that we were going to enjoy a girl's night together, and so he started playing some lesbian porn on his computer....

Not Crossing The Line

When I was a kid I had a book called, ‘What Do People Do All Day?’ It made a start at teaching me about the variety of jobs that exist in the world. As an adult I feel it would be equally beneficial if there was a book as simple as that one which answered the question, ‘Why do people do the things they do?’ Part of the trouble is that I often do not even understand my own motivation, particularly for those things I feel uneasy about sharing with others. For my normal side, I married an...

Noodles Part 8

"Oh, yes. I've been needing this for a week, Baby," Mark moaned, as my lips closed around the head of his cock.I licked and sucked Mark's cockhead, feeling it swell, gripping his shaft, tightly. Mark knew how much I enjoyed giving him that pleasure. It made me feel so desired, and beautiful. I didn't want to finish him though, since we had a long day and evening ahead of us."I love your cock, Baby," I started. "I don't mean to tease you, but I just want to edge you for a little while. You need...

Sexy Stewardess on a Hot Flight Part Two

My trip to Catalina with a handsome pilot and two of his friends turned out to be a working sex vacation for me. So far, I had already given a great blow job to the pilot, Phillip, on take-off. Then I sucked off his friend, Harry, who also sucked on my titties and played with my clitty dick through my white lace panties. Now, I was ready for the big prize, sucking Dick's big ten inch man tool for him like a slutty stewardess would.I don't know how many other stewardesses get to suck off three...

My Sexual Odyssey Part V A Real Whore

The next morning as I awoke, I realized that in just a few hours I was to re-experience the previous day’s activities. This seemed too much too soon, but I had agreed. Of course I could always cancel, but then if I did so I would wonder how much I’d miss it and whether I would have acclimated to the frequency and intensity. I decided to just forge ahead and so I got dressed and left for work, girly clothes under my street clothes and wig in hand. I thought to myself, “This is ridiculous.”...

Neighbor fun

It was a typical Friday night. I would hurry home from work to complete my ritual. Take all of the necessary steps for a lot of anal sex, shave all over and transition from a male to a female. I put on a typical “uniform” for the trip to his house. A lacy black top with a lacy black bra under (looked more like a teddy than a top), a short pleated black skirt, black stocking, garter, and fuck me shoes. I wore his favorite wig, long straight blond hair and just enough makeup to be subtle. I was...

My First Time

The sheer thrill of what I was about to do was bursting through my body. My nipples tingled at the thought and my heart was pounding in my chest. I pinched one of my nipples until it hurt, just to prove that I was not imagining it. I simply couldn’t wait to see Mark. Three hours to go before I would stand in front of him and let him touch me, caress me and fuck me if he wanted to. All I had to do was get ready. I showered, not once but twice, making sure that every part of me was clean and...

Uncle Joe

I had just returned from a long solitary afternoon walk in the forest. The house looked really pretty in the snow, with its fairy lights adorning the rafters and windows. In fact, it was quite picture perfect, so I stopped to take a photo. I framed the house against the white valley in the background, making sure that I included the lush green fir tree to the right of the house and avoided the somewhat tacky lighted plastic reindeer in the middle of the garden. The sun was low in wintery...

Laying the Groundwork

My fiancée and I always have been a bit more adventurous than the average couple when it comes to sex. While we both enjoy the sensual feeling of pure, romantic love-making, we also tend to get a bit rough and voracious when the moment calls. In the past, we had experimented with some anal play, with me initiating most of the contact on her. Fortunately for me, her hands also had wandered a few times in the shower together. Nevertheless, this was the extent of our pushing the boundaries from...

The Car Wash

I woke up early, because I had some early morning business to take care of. Since business was in another town a few hours away, I decided I would dress up a little gurly for my drive there. I figured I would wear some short-shorts, and change after I got to my destination.So, since I woke up a little horny, I cleaned myself out, and jumped in the shower. I shaved my face, and shaved my legs. Washed my long hair and spent a little time playing with myself. I got my six-inch cock nice and hard,...

Happy To Be Used Pt 2

As soon as I felt him touch the plug I knew things were going to change. He had already taken control of me, and the situation, and knowing that I liked things up my ass would only give him more encouragement.His hands quickly figured out that I had something up my ass and he played with it for a moment before I felt him lean forward, pressing his weight against my back while his right hand never left the plug on my ass. He brought his mouth to my ear as he whispered, “So you like having things...

A New Beginning Part 3

It’s been a while since I’ve written. For background, I’ve got a wonderful relationship with my wife Joan and an ongoing affair with my step-daughter Ellen. It’s possible since Joan’s job keeps her out of town for extended periods of time. Both of the women in my life have the same sexual tastes and to say things get kinky is an understatement. Ellen was very much in dressing me up from the start of our relationship. It’s something that Joan liked to do and I was all for it as the sex was HOT....

Telling Mom I m A Crossdresser part 13 Missy s Turn

Sorry not much sex in this one but its a lead up to 13.5 and I hope you enjoy both of them. Once mom and I had gotten our car back, we took it out for a spin and I have to say it worked and looked like new. It had everything from a new paint job to new parts in the engine. Now in all honesty, I did have to go back a few times and give Ray a few blowjobs to help pay for them but it was definitely worth it and I didn’t mind sucking his huge cock anyway. Mom helped as well by going over to “visit”...

Exploring Even Further

For the rest of the week I was a total wreck, dreading, craving, anticipating, and fearing, the arrival of Jerry’s wife and Rocketman69, whose real name I'd discovered was Jim. Just thinking about all of the possibilities had me literally trembling with lust and, at times, fear. Jerry, too, was in a constant state of arousal. Neither of us could believe what a slut I was becoming.After work on Friday, Jerry dropped me at the hotel before going to pick Sarah up at the airport. I gathered...

The Lady In 237

We find Nick in the men's locker room dressing for his job. As he tied his tie and slipped on the blazer he vowed that tonight he would find a way to introduce himself to the stunning female guest in 237. Nick worked as the 6 PM to 1 AM van driver/bellman for a large hotel near the airport. The holiday travel season was in full swing and it seemed that he was forever running to the airport to pick up a guest.It wasn't a bad job all things considering. Although the hourly wage sucked but the...

House Sitting for the Holidays Part two

By the end of the first week, I had completely transformed into a girl. I no longer wore men's clothing and my daily routine now consisted of showering, shaving and practising my makeup techniques before deciding on what outfit I was going to wear next. I had completely succumbed to feminization and needed to dress slutty in order to feel fulfilled.On this morning I rifled through the wardrobe looking for a sexy outfit, holding my breath as I came across an inappropriately short sequinned blue...

It Wasn t Love But It Sure Felt Good

Al called me first thing Saturday morning to express how much he enjoyed our time together last night. He also asked if we could do it again soon. I told him that we could this coming Friday if he was available. I could show him some of my other outfits and the pictures that he took of me as well. He gleefully responded that it was a date.As the week progressed ever so slowly, we spoke at least twice a day and were both looking forward to Friday night. I spent my free time trying to decide on...

First time with a man

I have been crossdressing since the age of 11 years old. I never really considered myself anything other than straight. Up until I turned 19. I often fantasized about other guys when I was dressed but that's as far as I took it. The year was 1984 and one day I decided to stay home from work to play. I get dressed up in a pair of purple satin string bikini panties,matching bra,black thigh highs and garter and a short silk spaghetti strap nightie,that barely covered my ass. After playing around...

My Road to Cross dressing Part 3

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...

Michelle Gives It Up

When my best friend, Jimmy, left my house late that afternoon he was a very well satisfied guy, sexually. For the two years prior we'd had quite a few mutual masturbation sessions. This had progressed from jacking off while talking about various girls we knew in school to jacking off each other. Of course, at that time neither of us had actually done anything with a girl, but that never slowed us down - quite the opposite. One day he convinced me to wear some of his sister's clothes, namely a...

Jessie s Time for Payback

After Dan left me with his cum dripping out of my ass, I kept replaying his words before he left. “Jessie, you were amazing! I can’t wait to tell all the guys at work about this!” It was Friday night. Dan was the first one to make me feel like a woman, but now I had another dilemma. How am I going to face him and all of my co-workers if he indeed tells everyone about me? I woke up Saturday and took a nice relaxing lavender salt bath. While soaking and exfoliating my skin, I reflected back on...

Dressmaker s Dummy

I was happy now that Kasia and I had moved in together. Not only did it mean that we no longer had to take turns going to each other’s place, but it also meant that I had closer access to a supply of her soiled panties. Kasia was a cute Polish girl, 23 years old, with deep blue eyes, shoulder-length hair trimmed in a cute bob, and a body to die for. We had decided trying to live together to see how we would manage as a couple, with the intent of marrying the following year if all went well. So...

Born to Be a Babe

I don't know why I started wanting to be a girl. But I do know when it started.I was sixteen when I first started looking at photos of sexy models wearing lingerie in Cosmo. These beautiful, statuesque women wearing the sexiest clothes I'd ever seen turned me on so much. In fact, I was more turned on by looking at these women in lingerie than I was looking at the naked women in other magazines.There was something mysterious and alluring about the sexy little bras and panties and garter belts...

Fucked in the Fitting Room Part One

My boyfriend, Allen, loves to wear women's clothing. It's something he's been doing awhile now, probably three or four years. We both get very excited about going to our local department store to hunt for new additions to Allen's wardrobe. Last night we had one such shopping trip and we both had a luscious time."Grab a buggy," said Allen when we entered the store. "I plan to load up tonight.""I bet you do," I said and winked at Allen. Allen is six feet tall and built rock solid from head to...

Learning To Be Submissive Part 2

I arrived slightly earlier than I was meant to. After our first meeting I had been given specific instructions. Jack had allowed me to shower and change back into my normal clothes. Once I had returned to the kitchen, I found a note with a key. "Today you excelled yourself, but you have more to learn. Next week on Monday you are to come directly here after you finish for the day. I will arrive home at 6. Here is the key. Instructions will be waiting for you. Jack." I had been in college that...

From Anton to Antonia

The first sex I had with a couple was my boss and some woman we just met in a hotel bar. I liked it, so the boss told me to put out an ad. An advert in Craigslist for my area was all it took. Posted in the casual section under M4WM and a photo of me from the shoulder down, I had a flood of answers. I chose Julian and Rosemary, they were mid- thirties, still twice my age and arranged to meet. Nervously I sat in the bar and looked around; we had only sent each other photos of cocks and pussies,...

Adventure in St Louis

A NIGHT IN ST. LOUIS Work can really suck. At this moment I am sitting on an airplane wrapping up a three day business trip. Thank goodness I know how to make work fun. If someone gives you lemons, I say make lemon meringue pie, because lemonade is not good enough. What I am getting at is you have to make the most fun in your life, because life is too short. If you have a passion, make the most of it and enjoy your passion. My passion I have to keep hidden most of the time, but when I travel...

Ladies Night at the Leather Bar Part 3

The aftermath of Round One found Carter and me cuddled together on one of the couches in the huge fuck room at the Roughrider Bar. We were soon joined by a cum covered Chloe, who sat, leaving me in the middle. I laughed and sang to her:"Rebel rebel, what's on your dress? Rebel rebel, your face is a mess. Rebel rebel, how could they know?Chloe joined me for the hook line, "Hot tramp... I love you so!"I moved in on her for a kiss, "Hoooo-hoooo, baby! You smell like the bucket at an adult movie...

First Encounter Ch 5

I feel a strange mixture of exhilaration and terror with my first step out into the wild dressed as a woman. What if I see someone I know? Highly unlikely since I'm in a large city fifty miles from my home town. What if someone clocks me and makes a vulgar remark? I express my fears to you."We're not breaking the law, Monique," you respond rationally."I know, but it just feels so different," I reply. "Well, that's the point, isn't it?" I can't argue with that logic and shove my fears to the...

Mistress Sarah plays mind games

I woke up at 7am when my alarm went off, I was wrapped up in a pink quilt, Mistress Sarah had obviously thrown it over me as I slept. It was soft and comforting despite the fact that I had been sleeping on the floor in the hallway. I had been banished from the bedroom after I had cleaned her strap-on. I had stayed close to the door listening to the sexual tones of Mistress Sarah. I unravelled myself from the quilt and admired the black silk negligee I was wearing..It was a short and simple...

My New BFF Part Three

The light shining in the window woke me up. It took me a minute to realize I was in Tiffany’s bed and started to remember and replay the previous night in my mind. Her right arm was hanging over me as she spooned me. I could feel her perky breasts against my back. My cock was sticking out of the crotchless panties I was wearing. The lace was stiff from the dried cum all over. I still had a wig on, but it was out of place from sleeping with it on. I didn’t want to wake Tiffany, so I...

Trio

Dusk. As he turned off the highway into the country park hotel, Nick was relieved to note that its car park was barely a quarter full. Pulling his overnight bag from the back seat, he headed for the brightly-lit reception lobby. A giggly gang of women were disembarking from a mini-coach. Most were clearly very drunk.In the hotel's spacious lobby he quickly spotted Mark, clean-shaven, casually-attired and seated on a sofa reading a car enthusiasts' magazine. Nick, still in his business suit from...

Jack s Dirty Secret

Jack and Mary had been married for ten years or so. Mary never thought that Jack would keep such a large secret from her. She sat at the house all day and did laundry, Jack's and hers. She never usually did his since he's picky, but she was bored and it needed to be done. As she was putting away some of Jack's clothing in his dresser, she saw something. It was a shiny pair of silk gray panties. After that, she had noticed the pantyhose and the different types of thongs. Is Jack cheating on...

My Mother s Boyfriend My Slut

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

The Cabin chapter I

The latest months had been quite rough on me and I’d been looking forward to this trip for a long time. My girlfriend had left me, muttering something about me not being manly enough for her. In reply, I had buried myself in work and self-pity. When I finally came to my senses, I knew I had to take a break. My backpack was burdened by everything I would need, which wasn’t much. I normally travel fairly light. I was walking amongst trees and small lakes with a whole week of solitude and...

Paris Sex Extreme

Seated in the famous Champagne Bar of the Euorstar Terminal at London's St Pancras Station, Nick toyed with his champagne flute. With one eye on the giant overhead clock, he was getting anxious about the departure of the Paris train. Then he saw Cathy approaching. She looked stunning, turning several heads as she alighted from the escalator. She was wearing a long-sleeved double-breasted cerise suede jacket, nipped tight at the waist and flared out in pleats over her hips, the shortest-possible...

Mistress Lucy takes control

Belle had finished disrobing and stood in her bra and thong, both pink, following Lucy's command. The latter stood in front of her girlfriend and, with a light touch of the shoulder, pushed Belle down on to the bed. Belle looked up at Lucy expectantly, eyes wide. Neither girl wore any makeup; they'd been awake for a couple of hours and, having spent the morning in the kitchen loafing around in their pajamas, drinking endless amounts of white tea from their cafetiere, both girls were just about...

Christmas Shopping

My favorite thing about the holidays is that I can freely shop for lingerie without feeling nervous. Plenty of guys buy sexy underwear for their wives and girlfriends so there is always a feeling of freedom at this time of year to shop and take my time. I could really spend hours in Victoria’s Secret looking at all of the pretty, lacey thongs, boy shorts, bras, and garters. On this trip I wound up with a new sexy pink thong and bra set with black accents, with a matching garter, and silk...

Mistress Hannah s Pathetic Husband Part 7

It was 8 months since the first time Mistress Hannah had ordered me to put on her panties. In that time I had become both more of a man and more of a sissy. When we went to the theater club on Sunday nights, I had a variety of dresses, wigs and shoes to choose from. My aerobic workouts had boosted my stamina and I had gotten good control over my premature ejaculations. I still occasionally used the breast and cock pump, but my cock had not achieved the 5" I had hoped for. It topped out at...

Dan a k a Becca

Dan had been fascinated with women’s panties since he had found a pair belonging to his sister accidentally mixed in with his clothing. He had rubbed them against his face feeling the silky smoothness. He kept them for a few days until he heard his sister asking about them, then made a pretense of finding them stuck in between the washer and dryer. After that, whenever he had the chance, he would try to sneak in a few strokes against his cheek with a pair of her panties. When his sister threw...

The Wedding Proposal chapter II intermission Wedding Night

I could feel his hot breath on my face as my red lips slowly retreated. He drew air in through his nose, savouring my perfume and smiling back at me. My hands left his crotch and gently moved up along his tight torso. The slightly contoured muscles felt warm through the stiff cotton shirt. My long fingernails complicated the unbuttoning of his shirt, but I approached my goal one button at a time, all the while saturated with tension and expectation. At the same time, he began pulling his pants...

The Feminisation of Michael Chapter 5

The Feminisation of Michael. Chapter 5 I found out later that I had been in a coma for two months. I was unrecognisable and unconscious but still just alive.I remember waking up and being totally lost and I didn’t feel like me. Sue was there when I woke and the memory of her face returned as did the events of the run up to that fateful night.When I first woke, I couldn’t feel anything from my neck down and wondered if indeed I was paralysed. I felt the lace of a nightdress and looked...

A helping hand

It all started a few years ago. I was dating a girl who was bisexual. So much so that she wanted me dressed as a woman for sex. To begin with I was not sure, but eventually I came round to the idea. It was mainly just some lipstick and perfume. After a few months we split up, but I continued to dress up. One day I decided to venture out as a woman. I lay in bed thinking what I should wear. I showered, shaved my legs and under arms. I had decided to wear a pair of black satin panties, a black...

A Terrific Threesome Part Two

When I told Sherry about the handsome maintenance man with the thirteen inch cock, she said, "He sounds delicious." I explained how he caught me wearing her panties and wanted a blow job right away. How I offered him a beer and a blow job and what a good fuck he gave me, too. We felt like two girlfriends talking about a big stud we both wanted badly and we were both very happy. "Oh, you naughty girl. I can't believe you were sucking and fucking our big maintenance man while I was gone. And now...

Picked up in the Toilets

Here I was just turned 16, I liked to dress in girl's clothes and was very curious about cock, no about sex. Oh, god yes! My hormones were driving me mad with the desire to not only dress up whenever I could but also to have sex. Anything I saw in newspapers or magazines about women, girls or with sexual meaning had my mind just a blur of indecent thoughts. This particular day I had been shopping and needed the toilet. The shop I was in didn't have any so there was only one thing to do - that...

A Sister s Bet Part One Lessons

My sister, Jessica, and I have always been competitive. She’s twenty-one, a year older than me, but I’ve been told we bear a strong resemblance to each other.I picked on her a lot, although she would get me back. Sometimes I would ask her, “What’s so special about being a girl? Jeez, I would think being female would be such a hassle. Wouldn’t it be easier if you had been born a guy?”She retorted, “Why on earth would I want to be a guy? I love being female.”I shook my head. “I don’t get it.”“You...

Womanly Pleasure Ch 1

When Clark and Mike step into their personas of Sophia and Olivia, whom they live as almost all the time these days, they appear to the rest of the world as two goddesses. They are both very much male, with no surgeries or hormones to make them more feminine, but rely, however, on alternate means to deceive the eyes of those who see them. Both are Caucasian, fair skinned and have natural, wavy, mid-back length hair. Sophia’s is a chestnut brown and Olivia’s is a platinum blonde. Sophia stands...

Wife s crossdressing fantasy Part 3

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. My Wife's Cross dressing Fantasy 3 Then my wife looked at me and said “Happy anniversary darling.” How did she know the effect this experience would have on me. I was changed forever. It was such a wonderful experience. She deserved that I come up with something just as exciting for her, but what? I thought and thought, but I couldn't think of anything to equal what she did for me on our anniversary....

naughty weekend

I'm bi and it started when I was about 15, just wearing my sisters kickers and thongs. The excitement of it, the feeling of the flimsy material barely covering me. I kept this up for 3 years until recently id been talking to a guy online who called himself seb, a guy who described himself as 'Tall, dark & handsome.' A phrase which never really ever meant much to me, this was all up until I met him for the first time. I'm pretty broke at the moment, especially living alone. Seb offers to...

The Feminization of Michael Chapter 1

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

Mack and Me

I am a 36yr old black crossdresser who only came out the closet about four years ago going to cd bars and clubs to dance and so forth but this is about a dream I had reasonly about a guy I've been chatting with online, now we never have met yet but I do know its just a matter of time anyway here is my dream. I was out for a night of fun in one of my regular clubs dressed for the kill in a short red pleated skirt red top and four inch open toe shoes, I was having a drink with one of my regular...

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