A Sissy (S)exercise Fantasy free porn video

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I stopped going to the gym about six months ago, when money got tight and I had to find ways to reduce my expenses. I usually don't get to the gym much in the spring or summer months anyway, so it was an easy expense to cut. I hate going into the office all sweaty, so I avoid working out in the mornings, and the last thing I want to do at the end of a day is trade one dark, windowless space for another.

Of course, as the holiday weekend passed and the summer heat began to beat down, I found the lack of exercise taking its toll on me. I wasn't at all happy about how I looked or how I felt, and I'm talking generally, not from a gender/sexuality perspective. I kept making plans to start exercising again, to get outside and do something in the morning, when I could count on having time to come home, relax, cool down, and shower before driving to work in air-conditioned comfort.

It didn't work. Every week I would make plans, and every morning I would find an excuse not to get out. I just couldn't find the motivation.

Ironically, it was during a quick trip to Wal-Mart to grab some comfort munchies -- Doritos, Cheese Sticks, and Rainbow Chips Ahoy -- that I finally figured out what the problem was. I was walking by the women's clothes when I spotted the cutest black-and-pink workout set. It sang out to my sissy heart, called me away from the snacks I didn't really need anyway, and demanded that I submit to its Lycra embrace.

Without a moment's hesitation, I walked over and began rifling through the racks, looking for my size. I won't lie and say I'm a perfect sissy size six, but I seem to be about average, and never have an issue finding something cute in my size. There were lots of other cute color combinations, and I thought about getting a different outfit for every day of the week, but the empty spot in my wallet convinced me that two would be enough. The outfit that had originally called to me featured a pair of black shorts, with an inch-wide pink strip up the left side, and a pink top with a three-inch wide band of black running just below the breasts. The second outfit I picked up was the mirror image of the first, with predominantly pink shorts and black top.

I quickly grabbed a couple pair of white ankle socks with tiny little pink pompoms on the back, and then headed directly for the shoes. As I sat there trying on women's running shoes, gleefully ignoring the disapproving looks of the blue-smocked old bag who kept haunting the aisle, I found a renewed sense of purpose washing over me.

The reason I hadn't been able to motivate myself to exercise, I realized, was that I really didn't care how I looked as a man. In fact, I wanted nothing more than to forget that image, and to never see myself like that again. That was hardly a revelation to me, but realizing how desperately I wanted to look good as a woman, or even as a sissy, I began to understand the strange dichotomy. Even though the man who trudged into work every day shared the same body as the sissy who pranced around the house every night, they really were two different people. I couldn't get motivated to make him look any better, but I was super motivated to make her look good.

There was a pair of pink canvas sneakers that I absolutely, but they offered no support for running, no matter how much I tried to convince myself otherwise. In the end, I settled on a pair of plain white leather running shoes, but bought myself a pair of bright pink laces to put in them.

On my way to the checkout I picked up a bag of pink and purple scrunchies for my hair, along with some baby-powder scented antiperspirant. I already had a few padded panty girdles at home, to provide some definition while flattening out my sissy bulge, along with some padded sports bras that would fill out the Lycra shirt nicely. The watch I wore everyday was a thin, purple girls sports watch anyway, so my workout outfit was complete.

*******

Sure enough, when the alarm went off the next morning, I was up and out of bed in a heartbeat. I was excited about exercising again, and determined to start developing the kind of sissy curves I would need to land myself a real man -- preferably one who would take me away from it all, trading my tie for a studded leather collar, but I'd just as happily settle for one who would fuck me silly and leave me leaking cum.

As I dressed, I felt my entire personality change. It was a transformation that usually only came over me after work, when I traded dress shirts for blouses and pants for skirts, but one that I hadn't felt so strongly since the first time I had Nair'd myself hairless in the shower -- and then lovingly caressed my wondrous, impossibly smooth legs until the water ran cold.

Before I could look in the mirror and spoil the illusion, I opened the treasure box atop my dresser and pulled out my new glasses. Thanks to my allergies, I'd never been able to wear contact lenses, so I usually had to prance around blind, rather than let my black, boring, boy's glasses ruin my carefully constructed façade of femininity. Thanks to the miracles of online shopping, and a great summer discount I'd stumbled upon, I finally had a pair of prescription glasses that I could happily wear while dressed as my soul demanded.

The frames were much thicker than my normal glasses, but the plastic was a shiny purple, with tiny diamond-like sparkles all over. The lenses themselves were just over half the size I was used to, but nicely shaped, with almost a retro cat's eye look to them.

They were perfect. I slipped them on and smiled at the pretty sissy in the mirror. We were perfect.

My plan was to ride my bike across town to the public track, run (or at least jog) a full mile around it, and then bike home. I estimated that would give me a solid hour of exercise, and would definitely work up a sweat. I felt a little self conscious about being so publicly exposed as a sissy, but I knew traffic would be light at five o'clock in the morning, and the only other people on the track would be serious joggers who wouldn't care about anything but their time.

Finding two nearly-flat tires on my bike didn't exactly get me off to the best of starts, but the gas station was only a few blocks away, and only a little bit out of my way. I struggled up the hill to get there, fighting gravity as much as the slack tires, but I looked at it as added exercise. Fortunately, I'd thought to pack some change in my fanny pack along with my house keys, so I was in good shape. I popped my fifty cents into the machine and quickly set to filling my tires.

While I was doing that, a big-ass pickup truck backed into the space next to. The driver made me a little nervous, especially when he climbed down out of the cab, but he just smiled and waited patiently. When I was done, he asked if he could have it, and even handed me a quarter to split the cost. His tone was so warm and so polite, I wondered for a moment if he might be the man to fuck me silly, but when I thanked him for the change, his whole demeanour changed.

I took the hint and quickly got on my bike. As I pedaled away from the pump, I heard him mutter, "Fucking sissy faggot. Oughta be forced to wear a sign, I tell ya."

Suddenly, the flat tire was the best part of my morning. Sure, it may not have been meant as a compliment, but he'd just validated my sissy femininity in a way that no mirror ever could. I was tempted to ride back and blow him a thank-you kiss, but I knew that would be pressing my luck.

I had a moment of fear as I pulled out of the gas station and saw a police SUV turn the corner behind me, but he passed me by without incident. I wasn't wearing a helmet, and the light on my bike had needed fresh batteries for over a year. Neither was enough to get me a ticket, but I'd had a few stern warnings over the years, and I didn't feel like putting an end to my morning exercise for something so boring as a lecture quite so quickly.

*******

When I finally pulled into the park, my chest was sore, my legs were rubbery, and I was completely out-of-breath. Clearly, I was in worse shape than I thought. I spotted a police SUV parked in the church parking lot across the street, and idly wondered if it was the same one that had passed me earlier, but didn't think much of it. The cops were always parked there, and I felt a little better knowing there were watching eyes to protect me in case some macho runners decided to take offense to sharing the track with an effeminate sissy.

That was assuming, of course, he was the kind of cop to give a damn, instead of turning a blind eye to a little pride-bashing.

What I had planned to be a run quickly became a jog instead, and even that didn't go well. I was on my second lap, coming up to the half-mile mark, when I hit the wall. If I'd been driving, I might have pushed through it for another lap, but I knew I still had a half hour ride home ahead of me. So, a little disappointed in myself, but more determined than ever to get back in shape, I finished the lap and headed for my bike.

As I took a long sip of water from my bottle, I realized I was a sweaty, trembling mess, but I was a sweaty, trembling, sissy mess, and that made all the difference. I was quite proud of myself, and eager to do this again tomorrow. Finding my second wind, I hopped on my bike and rode out of the park, and into the street.

That's when the cop flashed his lights at me and waved me over.

Crap.

Hoping to make it quick, I checked for traffic, and then rode across the road and into the church parking lot. As I approached the SUV, however, he began backing up, still waving me forward. He only stopped when he was against the back fence, beneath the shadows of the trees overhead. It was a little creepy there, right next to the graveyard, and definitely more secluded than I felt comfortable with. All I could do was hope that somebody had seen me heading out from the track.

"Good morning, officer." I tried to see some glimmer of emotion behind the mirrored sunglasses, but he was giving nothing away.

"Park your bike by the fence, and then get in." He pointed to the passenger side door to emphasize the point.

The rational, cautious, masculine side of my brain was screaming for me to run. It told me what a bad idea this was, and chastised me for being so stupid as to even consider getting inside that SUV with a power-tripping cop. The sissy side of my brain, however, told it to shut the fuck up and watch.

The moment I slipped inside, he raised the windows and locked the doors. I was scared, but it was a good kind of scared . . . the kind that makes your panties wet with pre-cum!

"You look like you've had quite the workout." He smiled at me and removed his glasses. He had the most amazing blue eyes, bright and piercing. They were the kind of eyes that could just as easily sweat a confession out of somebody as seduce one. "My, but you are sweaty! You look like you're about ready to drop from exhaustion."

I nodded, afraid to do otherwise. "Yes, sir."

"What do you have to drink in that bottle of yours?"

"Just water, sir."

"Just water?" He shook his head softly. "You should know better than that. If you're going to be working yourself so hard, then you need to inject a little protein into that body." He laid his hand on my thigh, just high enough that his pinkie finger was brushing the tip of my cock. I felt a jolt of electricity shoot through my body at his touch, and it had nothing to do with the Taser on his belt! "Really, if you want to maximize your recovery, you should be sucking down something a little more . . . solid."

I couldn't believe this was happening! It was so wrong, so inappropriate, and so completely my fantasy. Here I was, locked in a well-insulated SUV, with a cop who had, no doubt, a solid explanation and alibi already prepared to explain my presence, should things go wrong. He was so totally coming on to me! The only question was whether he knew I was a sissy, or whether he thought he was chatting up an awkward young woman.

"Every woman can use a protein shot once in a while but, to be truly happy and healthy, a sissy girl should ensure he has at least one daily." He fixed me in place with a knowing wink.

Bingo! With things suddenly clear between us, I felt my cock growing beneath his touch. "Yes, sir." I licked my lips seductively. "Not that you mention it, I am rather thirsty, sir. A good shot of protein might just do wonders for me."

Suddenly, I felt the chair lower itself beneath me, even as it slid back a few inches. He let go of the adjustment buttons and smiled. "There's not as much room as there'd be in a stock SUV, but I think you'll find enough room to get down and comfortable on the floor.

He was right. I slipped off the seat and knelt quite comfortably on the floor. I had to crouch to keep myself beneath the dashboard, but since that brought me closer to his crotch, I don't think either of us had an issue with that.

I watched, mesmerized, as he began stroking himself through his police blues. I could see his cock swelling beneath the zipper, and felt myself beginning to lean forward. As I reached out, he took his hands away, giving me full access. I all but ripped the belt off of him, but then took my time unzipping his pants. The last thing I wanted, at that point, was to catch his skin and have him toss me out of the SUV, horny, bruised, and completely unsatisfied.

The moment the zipper reached the end of its journey, his white briefs began straining upwards towards me. I'd never been quite so forward before, but something compelled me to lean over and nibbled his shaft through the cotton, inhaling the overwhelming scent of musk and sweat as I did so. Clearly, judging by the smell, he was near the end of a long shift, but the more he smelled like a man, the more I wanted to do this for him.

Suddenly, I felt a gentle cuff upside my head. "Maybe another time, sissy, but we're a little pressed for time here." He lifted his ass off the seat and helped me pull the pants and briefs away from his cock. "Get sucking."

Oh my god, it was glorious! I'd sucked longer cocks before, but never one quite that thick. I wasn't even sure I'd be able to get it in my mouth, but I knew I'd make the effort -- and then some! The moment I lowered my face to his cock he grabbed the back of my head, pulled me close, and thrust his hips up towards me at the same time. Before I could even take a breath, I had five inches of thick, hard, cop-cock buried in the back of my throat.

My jaws hurt, and I felt like I was going to gag. It was the most glorious feeling in the world.

He was too thick to really suck the way I'd like, so I settled for licking and slobbering all over his shaft, while he held me in place and fucked my face. He was a demanding lover, and one who knew what he wanted -- and just how to get it -- but he wasn't careless. His thrusts in and out of my mouth were well-placed and well-timed, allowing me just enough time to breathe between mouthfuls of cock, and never pressing too hard or too fast into my throat.

It wasn't long before he was moaning softly. "Good girl."

Those two words filled me with such a sense of sissy pride that I came in my panties. He must have felt it, because he quickly shoved his hand beneath my shorts and caressed me with his callused palm. It felt good, but I was so sensitive from coming, I cried out and tried to pull away. Of course, I couldn't really go anywhere, impaled on his cock as I was, but the effort was there.

When he pulled his cock all the way out of my mouth, I wanted to cry. I immediately lunged forward, only to be snapped back by the hand in my hair. The pain brought tears to my eyes, but what he did next made it all worth it.

"Sissy protein isn't nearly enough to maximize your recovery, but it might be interesting to see what it does for your performance." He began stroking his cock, smearing my spent cum all over it, until it glistened in the early morning sunlight. "I want you to lick me clean, from balls to head and back again, until I tell you to stop."

He didn't have to tell me twice! I dove in and wrapped my lips around his balls, taking them into my mouth and gently cradling them with my tongue. I felt a few pubic hairs stick in my teeth as I let go, but I knew I would leave them there all day as a reminder. I ate my own cum on a regular basis, so I needed no encouragement to begin licking my way to the head. I worked slowly and gently, caressing his shaft in an 'S' pattern as I slurped down my dripping cum. When I reached the top, I pulled back and kissed the tip. I could see a drop of pre-cum glistening there, so I darted in with my tongue to sneak a taste.

It tasted so much better than my own, so much stronger and so much more pungent. I was ravenous with my hunger for him and began licking my way back down the other side so I could get him back in my mouth again.

"Oh, fuck, you're good." He held my head in place and pushed his cockhead just past my lips, resting it on my tongue. "Just hold it there," he panted, his breath coming quickly, "and savour every ounce of your protein injection."

It only took a few strokes of his cock before I felt him begin to twitch in my mouth. I was so hungry, and so excited, I wanted nothing more than to watch his beautiful cock as the explosion welled inside it. I knew what was expected of a proper sissy, however, so I looked up at his face instead and favoured him with my most grateful, submissive smile of sissy pleasure. I continued to gaze into his face adoringly, broadcasting my satisfaction with my eyes, as his cock exploded.

I don't know if it had been a long time since he'd last cum, or whether he was always so intense, but his cum literally blasted the inside of my mouth. It exploded like a volcano, coating every inch of my mouth with hot, wet, sticky cum. It was so thick, I couldn't easily swallow it, and I was having trouble getting a breath. For a brief moment I actually thought I might suffocate -- a happier death I can't imagine! -- but he took pity on me and slowly withdrew from my mouth.

When he smiled, I finally allowed myself to look away from his face, and gleefully watched the softening slab of man flesh withdraw from my sissy lips. We were still connected by a thin strand of cum, and that image made me cream my panties for a second time that morning. I reached out, freed the string from the tip of his cock, and then lifted my hand so that the cum fell onto my face with a plop. I gently rubbed it in, luxuriating in the feeling of his seed on my skin.

All the while I was gargling with my thick, viscous pool of cum, until there were spermy bubbles popping on my lips. It felt divine, and tasted even better. I poked my tongue out and wiggled it around for a moment, putting on a bit of a show, and then began swallowing. It took a dozen good swallows, but I finally had the bulk of it down, although I would be tasting cum all day long.

Or so I hoped!

"There." He nodded officially as he began tucking himself back into his pants. "Now that I have done my bit to serve and protect, to help a sissy citizen get home healthy and safely, I can get back to work."

"Thank you, sir." I noticed a smear of cum on the back of my hand and licked it off. "I'm sure my recovery will be much quicker. mmmmmmmm

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Sissy Sabrina Goes Out On The Town 2: The Trouble with Fantasies By Sweet Sabrina I couldn't think of any reason to argue, and I certainly had no place other than home to go. Dressed as I was, I couldn't exactly go to the office or the health club after all. So I followed Juan's instructions and went directly home. I wasn't really surprised to see in the driveway the BMW that I had rode in from the club to the hotel, but I was still scared by it. For the first time ever I entered...

2 years ago
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Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

4 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

3 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

2 years ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

4 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

2 years ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

4 years ago
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Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

3 years ago
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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
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Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

3 years ago
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Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

2 years ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

4 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

4 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

3 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

3 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

2 years ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

4 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

2 years ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

4 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

4 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - By: Beverly Taff List of Characters. Me, Michelle: A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine, AKA. Uncle Penny: My transvestite uncle. (Aunty...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

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