Sissy The Redhead: Making Of A Slut Part I free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Part I


She was out mowing the lawn again. That little red head across the street. She was probably thirteen or so. Maybe fourteen, and she had long thick curls of deep red hair. The kind that looks dyed, but isn’t.

Her titties were just coming in, but they were coming fast. She must be pushing a B cup by now, only she wasn’t wearing a bra that day, just a tight little baby tee that said “Candy” on it that showed off her tight, flat waist. The shorts she had on didn’t hurt in the showing off department, either. They were jean shorts that were cut off no further than the crotch, and so tight they must have been left overs from when she was ten.

I sat on my screened in front porch sipping my sun tea, letting my fingers trail across my shirt, over my tits, feeling my nipples harden to tight little pebbles as I watched her. She was so tiny she had a hard time pushing that lawnmower, which made her sweat a great deal. Her shorts would ride up into the crack of her ass and she’d have to pause to pull them out. Each time she did that, my breath caught in my throat.

Whenever she’d pass the stoop leading up to her front door, she’d stop for a drink out of her water bottle, rest with one hand on a thrust out little hip, and pull at a few long, red strands of hair that had stuck to her pretty face, all the time her breasts heaving from the labor.

I thought about what it might be like to peel those sweaty shorts off and slide them down her skinny legs. How her innocent little pussy would smell as I pulled apart the lips and licked her from her tight ass up to her hardening clit. I pictured my hands running over those pert tits and squeezing her nipples, making her moan and writhe under my experienced, womanly touch. Giving her her first real orgasm.

Before I knew it, my tea was forgotten and I had my hand shoved down the front of my shorts, three fingers jammed up into my cunt and a thumb on my clit. I was already close to cumming and was stunned at how fast these thoughts about a young girl were getting me there.

Then I began to imagine that my husband, Jim, was watching us. Watching me thrust my tongue into her small hole, hearing her girlish squeals increase until she would go stiff, and her fresh cum would pour out of her tight, young pussy and fill my mouth. When I pictured him seeing that, and shooting thick ropes of hot cum all over both of us, I went over the edge and exploded into my shorts. By the time the shuddering let off, and I pulled my sopping hand away, the chair I was sitting in had a big wet circle soaked into it and the redheaded girl had finished the lawn.

That night, after solitary dinner as my husband was away on business, I decided to take a hot bath and treat my pussy to a clean shave. As I relaxed in the soapy water, I wondered about the redhead girl and what her bush must be like at her tender age. I imagined it was lightly covered in a soft, downy fuzz, the same color as her hair. I finished shaving myself smooth, then brought myself off three times thinking about how that hair would feel on my lips. By the I toweled off and went to bed, I had made up my mind to talk to that girl the next day. No matter how irrational it was, no matter how wrong, I devised my plan, and would carry it out.


The next morning, I hussied myself up in a very short denim skirt, the kind that would show my baby-smooth pussy and pretty little asshole if I bent over at the waist. I put on a hot pair of elevated fuck-me sandals and tight white tank top, braless of course. I looked myself over in the mirror. Hot! I’m only 31 years old, and look better than anyone I went to high school with. My husband says I have a “Preying Mantis” body. Long legs, a long, skinny stomach that climbs up forever before reaching a pair of high, tight small C sized tits. They are perfectly balanced with the rest of my body, and the little nipples sit high on the boobs, pointing slightly up with all the perkiness of a 20 year old college girl. My arms are as long, and slim as my legs, toped with the smooth, rounded shoulders models have. Add my dirty blond hair and big green eyes to the package, and it’s no wonder I’ve been offered money in the thousands by men who wanted me.

Satisfied I would make even the straightest young girl consider what I was after, I walked across the street to put my plan in motion. I was hoping her parents were at work when I knocked, and I wasn’t disappointed. even better, she must have just gotten out of the shower, because when she answered the door, she had nothing on but a towel. Not a full bath towel, but something about the size of a hand towel. Granted, she was small enough that it covered all the important parts, but god, I got wet just thinking about how easily it could slip off.

“Hi, um, I live across the street?” I was more nervous than I thought I was.

“Uh huh.” She was looking me over, her eyes lingering on my tits, which I knew without looking were sporting hard little nipples. That, I figured, was a good sign.

“Well, I saw you mowing your lawn yesterday and I was wondering if you’d like to make some money. You, know, mowing mine?” There, that was easy.

She finally pulled her eyes off my chest and looked me in the eyes. She had a gorgeous face. Big blue eyes, a light dusting of freckles, just enough to accentuate her youth. And while my features were what you’d call delicate, she had those high, strong cheek bones Irish girls always have, but they were still mostly concealed under an innocent layer of baby roundness. God, she was delicious.

“How much,” she said. Smart girl, I thought.

“How’s $50. sound?” Her eyes lit up. I knew that would at least get her over in my territory. It would be much easier to seduce her on my own turf.

“Sure, I’ll be there in fifteen minutes.”

She was there in ten, wearing a different pair of cut-offs, these even shorter than the last, and a different baby tee, also tighter than yesterday’s. This one said, “Try Me” over her tits.

“Hi,” I said when she pushed her lawn mower to a stop in front of my screen door. “So, what’s your name?”

“Sissy.”

“Nice to meet you Sissy, I’m Charlotte.”

“Hi,” she said. Up on my porch like that, I stood about a foot and a half higher than if we were on equal ground, which gave her an excellent view of my legs where my skirt ran out. In fact, if my skirt were to ride up, just a little, I’d bet she’d have a good look at my moist lips...

“Just come onto the porch when you finish, Hun,” I said. It took her a second to look away from my legs. “I’ll fix up some iced tea and we’ll square up, okay?”

“Okay.”

I sat back in my chair and watched bend over to pull the cord on her mower. I was in luck, because it took her a few tries to get it started, and from my angle, I could tell she wasn’t wearing any panties under those shorts. With each yank, they would ride further and further up into her crotch until I could clearly see her puffy lips peeking around the edges. I already couldn’t wait until she was finished.

After about an hour of me leering at her sweet little body heaving at the mower and soaking her tee shirt completely through, turning it almost see through and showing off her hard breasts and nipples, she shut off the mower, and came in.

“Well, you look tired,” I said. “Why don’t you sit down and I’ll get you a drink.”

“Thanks,” she said, and plopped down in a chair.

I went into the kitchen and came back out with the iced tea. I set it down on a low end table, and with my back to her, I bent down very slowly, with my legs slightly apart, and allowed my skirt to rise half way up my ass. I could feel her eyes glued to me, so I took my time arranging the glasses and pouring the tea. When I turned back around, I was pleased to see a sheen had formed over her eyes and her mouth was slightly open. I knew that look well--arousal. My plan was going quite smoothly.

“So, Sissy,” I said, in a soft, husky whisper as I handed her a glass. “What do you like to do for fun?”

“Um, nothing much. Just hang out, I guess.”

“Do you have a boyfriend?” I asked. She looked a little shy at the question. “Its okay, its just between us girls.” I threw my best seductive smile at her, complete with my irresistible glass-eyed bedroom gaze as I sat down across from her. I made sure my skirt rode up nice and high, and my legs were spread enough for her to get a good look at my bald, wet pussy.

“Um, no,” she giggled, looking down at my crotch.

“Oh,” I played coy. “I suppose you aren’t old enough to like boys yet.” I knew that wasn’t true based on the outfits she wore, but I wanted to feel her out a bit before I made a move.

“No,” she sounded a little offended. Good. “I’m old enough. I’m old enough for lots of things.”

“Oh, really?” I leaned foreword, my smile teasing, my firm breasts bobbing close to the top of my tank top. “What sorts of things?”

She was staring down my shirt, the lust building in her eyes at this point. I had a feeling boys weren’t all she was old enough to like.

“Um,” was all she managed to answer.

I decided it was now or never, so I reached up, grabbed my own breast and started to slowly massage it, the whole time staring into her eyes. “Maybe you like these sorts of things?”
She nodded her head slowly.

“Uh huh,” she said, her own hand mirroring mine as she began touching herself.

“Have you ever been with a boy?” I asked.

“No, not yet,” she said, never taking her eyes off me. “But I have fooled around with girls.”

“Really?” I asked. I didn’t even try to hide the excitement in my voice. “You like fooling around with girls?”

“Yes,” she said.

“Do you want to go inside where its a little more private?” I asked.

“Uh huh.”

I stood up and took her by the hand. I led her up to my bedroom and we sat on the edge of the bed. I couldn’t believe this was going so smoothly. Just yesterday I was fantasizing about tasting this little girl’s fresh young pussy, and now she was sitting on my bed, her little chest heaving with passion as I ran my hands over her tits. When I leaned it to kiss her neck, she let out the tiniest sigh and began rubbing my tits. Oh yes. She had done this before.

Then I kissed her on the mouth. She opened up for me and met my tongue half way, both of our breathing speeding up, our hands frantic now, groping one another shamelessly. I couldn’t take it anymore. I pushed her back onto the bed, perhaps a little roughly, but I didn’t care. I was going to have this pretty young girl, and I was going to have her now.

I unbuttoned her shorts and pulled them to her knees, then I lifted her legs up, exposing that tight little pussy. Her fluff of hair was exactly as I imagined, but I didn’t waste any more time looking, I leaned in and ran my flattened out tongue up her slit. She tasted a little like sweat, but she was soaking wet with her own juices, too. Those tasted sweeter than any I had ever tasted before.

I split her lips with the tip of my tongue, delving into the smooth entrance to her hole. When I did, even more wetness slipped out into my mouth. Form there I traveled up to her clit, flicking it back and forth, making her squirm. She started bucking her hips up into my face, rubbing her whole cunt along my nose and chin, allowing my tongue to dive into her tight little hole along the way. I decided to tease her a little, and I pulled away.

Then she kicked off her shorts and pulled off that soaked baby tee, and laid back, totally naked, exposed to me, and began fingering herself. I almost came right there, looking down at her small body. Thoughts of how wrong this all was, and how into it she was only made me hotter. I pulled my top off, but didn’t bother with the skirt. I just hiked it up to my waist, turned around, and straddled her face. She wasted no time latching onto my hips and diving into my dripping pussy.

“Oh my god!” She had definitely had practice doing this. Within a minute I was screaming out, grinding my cunt down onto her pretty face, and filling her eager mouth with my cum. That good little girl drank every last drop.

Once my orgasm died down, I crawled off of her. She was still fingering herself, so I figured she might like to play with one of my toys. I reached into my nightstand and pulled out a small rubber vibrator. She cooed when she saw it.

“Its not too big for you, is it?” I asked.

“No, I have one about the same size at home,” she said. “Only mine doesn’t vibrate like that.”

“Well, you dirty little thing. You’re in for a treat.”

I began with her clit, letting the toy bring her almost to the edge. She writhed and moaned. Her juices were flowing freely now, soaking the bed underneath her, filling the room with her spicy aroma. Then I slid it into her and began pumping it in and out, the whole time sucking and nibbling on her clit. Her moaning increased with each thrust, and I could tell she was close. Then she shocked the hell out of me.

“Charlotte, God! Put it in my ass! Please!”

Well, I wasn’t one to deny a hot young girl what she asked for, so I placed the tip against her tiny back door, and began to work it in. Sissy, however, had other plans. She wanted it in her ass and she wanted it now. She thrust her hips foreword and the whole thing, all 5 inches of it, disappeared. With my mouth clamped down around her pussy, and because she was so small, I could feel it vibrate her whole lower half. She must have loved it, because within a minute, she tensed up and I felt the insides of her pussy push outwards. The next thing I knew she was squirting into my mouth, and screaming at the top of her lungs. And when I say squirting, that’s what I mean. It was like she was peeing, only it was definitely girl cum, and about a pint of it shot down my throat, filled my mouth and ran down my chin, covering her and me and my bed.

We laid there for a while after we both came down, stroking each other. She wouldn’t let me remove the toy from her ass right away, so the only sound was the muffled buzzing and our heavy breathing.

“Will you teach me how to do it with a boy?” She finally asked.

“Sure, Sissy,” I said. “You can come over anytime you like, and I’ll teach you anything you want to know.”

“What about your husband?” She asked.

I smiled at her. “Who do you think I’m going to teach you on?”

To be continued...

-->

Same as Sissy the Redhead: Making of a Slut Part I Videos

3 years ago
  • 0
  • 9
  • 0

Sissy the Redhead Mammas Price Pt VI

Introduction: I only have one more chapter planned, but if the response is good enough, I have a couple of really filthy ideas to add to all of this. Let me know. Sissy the Redhead: Mammas Price Pt VI My kids had been on their walk for a couple of hours now. Of course I knew better. I was sure they were across the street involved in some sort of hot, sticky, depraved and illegal sex act with either one or both of my classy neighbors. I didnt mind. They were my kids, after all, and were bound...

3 years ago
  • 0
  • 13
  • 0

Sissy the Redhead Mammas Home Pt III

Introduction: If you dont like stories that involve incest, I suggest you stop here. The rest of these chapters will have increasing amounts of it. If you like that sort of thing, its only getting started. Sissy the Redhead: Mammas Home Pt III I couldnt wait to get out of the car when I pulled in out driveway. A six hour drive home from picking up my sixteen year old son from his fathers, and the whole time I felt his eyes on my legs and chest. Granted, I was wearing a hot leather mini-skirt,...

2 years ago
  • 0
  • 6
  • 0

Sissy the Redhead Her First Cock Pt II

Introduction: They wil continue to bet better and better Sissy the Redhead: Her First Cock Pt. II I couldnt believe my plan had worked so well. That hot housewife across the street was even more game than I had thought. I had dressed as slutty as I could, digging out clothes from three years ago when I was only ten years old, squeezing into them, and flaunting my tight little thirteen year old body all over the yard pushing the lawn mower. It only took twice before she came over an made her...

2 years ago
  • 0
  • 6
  • 0

Sissy the Redhead Big Brother and Mamma P tIV

Introduction: If you like the last one and this one, stay tuned for more Sissy the Redhead: Big Brother and Mamma Pt IV This summer is going to suck, I said to myself as I walked back to my moms house after wasting an hour not catching any fish. After all, I didnt have any friends around here, we lived out in the country, so I couldnt walk to the mall and meet anyone, and I had to live with my mom and my little sister. As a sixteen year old boy, I needed something to do. I had only been here...

3 years ago
  • 0
  • 13
  • 0

Sissy the Redhead The College Plan Pt VII The Finale

The last few weeks have been unreal. That night after my mom confronted Charlotte about everything, Jim had come home. Charlotte and Mom sat him down and explained that he was basically going to be providing for all of us now, but there were two tradeoffs. First, he and his wife wouldn’t have to go jail, and second, he had three women to choose from whenever he wanted them. Sure, he would have to share them all with my sixteen year old brother, Luke, but he didn’t seem to mind at all. ...

3 years ago
  • 0
  • 20
  • 0

Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

4 years ago
  • 0
  • 21
  • 0

Sissy Slut Amanda Part 1 The Beginning

The Story of Sissy Slut AmandaThis is a story of fictionPart 1: The BeginningWhen I was twenty-three I meet my Sissy Slut Amanda for the first time. Now he was only eleven at the time and it would be many years before I would know him as Sissy Slut Amanda, but still funny to look back at now. The first time I met my future sissy slut, he was Mark, son of the woman I was dating. He seemed like a nice k**, very shy and timid but sweet nonetheless. It’s wasn’t too long after our first meeting...

3 years ago
  • 0
  • 13
  • 0

Sissy Slut

Part 2 I was born Kelly Stark. I grew up in a town of about 60,000 people. It was big enough that people minded their own business but small enough to allow kids to be able to breathe. Looking back, something was wrong for as long as I can remember. I'm not going to bore you with details about my family or any of that. Let's just leave it that as a kid I sometimes wore my sister's clothes. I would put on her clothes and jack off and pretend I was her with some boyfriend of the...

2 years ago
  • 0
  • 15
  • 0

Sissy Slut Gets Caught 1

Sissy Slut gets caught #1 Hi, my name is Marcy and I've been a cross dresser for years but have always limited my play to indoors. I've acquired quite an extensive wardrobe through on-line shopping sources and eBay always purchasing items that only a slut would dare wear. I'm especially proud of my collection of 5 and 6-inch pumps in a wide array of colors. Among my most prized possessions are the three sets of titties I had custom made by a Hollywood special effects/makeup artist....

3 years ago
  • 0
  • 15
  • 0

Sissy Sex Therapist

SISSY SEX THERAPIST by Throne "But honey," Darren said in a whining tone. "You can't mean that. How could I be a... a sex therapist?" His wife Kelly smirked at him and said, "You have to understand, Darla, that a sissy like you could be very valuable in helping some men to deal with issues they have in their sex lives. For instance, the new guy I just started dating, Brad. He doesn't understand the whole sissy mindset, and how useful a weak feminized husband like you can be in...

4 years ago
  • 0
  • 33
  • 0

Sissy Stepson Part 4 Stepmothers Test

Part 4 - Stepmother's Test She crossed her legs and began dangling her high heel again and Carl became excited. His sissy stick started to stick up as he watch the dangling show and fashion models prancing on the run way. He had no where to escape and his stepmother noticed her panties bulging with his sissy cock. She nonchalantly let the shoe fall on the carpet and said, "Well, missy are you going to pick my shoe up and place back on my toes or can't you get up!" "Yes, ma'am, I...

4 years ago
  • 0
  • 16
  • 0

Sissy the Redhead Mammas Price Pt VI

My kids had been on their “walk” for a couple of hours now. Of course I knew better. I was sure they were across the street involved in some sort of hot, sticky, depraved and illegal sex act with either one or both of my “classy” neighbors. I didn’t mind. They were my kids, after all, and were bound to be at least as horny as I was. The only problem was, I was feeling left out. Fucking my sixteen year old son, Luke, was a pleasure I had only enjoyed once, yesterday. And I...

2 years ago
  • 0
  • 20
  • 0

Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

4 years ago
  • 0
  • 11
  • 0

Sissy Slut to Master S

When I finally got the first padlock off and then the blindfold I realised two things! One, Master had removed all the tags I had put on the keys which would make getting out of my bondage a whole lot harder. And two which was most thrilling was that having removed all the padlocks the only key I did not have was the one for my chastity cage. With a shock I now realised my Master was also my key holder. I remembered in our emails that I had confessed that my wife and I had not had sex in...

3 years ago
  • 0
  • 11
  • 0

sissy slut chat

me: just got out of the tub where I pissed into my mouth and drank it and pissed all over my face and body, now I dripping and tasting my pee and love it Sent at 10:15 AM on Sunday Candy: U are a lucky slut me: i was thirsty Candy: I am thirsty too... me: do what i didi love itmy other fave is peeing into the baby bottle and drinking it from nipple Sent at 10:19 AM on Sunday Candy: I m going to toilet for licking piss like a dog ..u want pics?? Sent at 10:21 AM on Sunday me: yeswe both...

2 years ago
  • 0
  • 15
  • 0

Sissy the Redhead Running the Show Pt V

After I finished quivering, Charlotte, Jim and I dove into their pool to rinse off the sweat and dried up cum. The two grown-ups caressed me as we floated there, and kissed my tight young body. I felt like a little goddess. I could make these people--who were experts on sex and making each other cum--get off like they never dreamed was possible. The best part, was that I was having better sex than 99% of the people on the planet, and I was only a little thirteen year old girl. As...

4 years ago
  • 0
  • 27
  • 0

SISSY SLUT KATHY CAUGHT BY NEIGHBOR

I'd just turned 18 when he caught me in their bedroom dressed in his wife's lingerie , knowing I'd been caught sent a rush of sexual nervousness and arousal through me so intense . I was glad he found me like this Don was what Kathy has wanted for so long , a straight mature husband she could seduce . I'd discovered my attraction to other boys at an early age , i was just shy of my teens when I met a friend ,Tim. That's when I realized that my life would be full of things I could only share...

3 years ago
  • 0
  • 11
  • 0

Sissy the Redhead Her First Cock Pt II

I couldn’t believe my plan had worked so well. That hot housewife across the street was even more game than I had thought. I had dressed as slutty as I could, digging out clothes from three years ago when I was only ten years old, squeezing into them, and flaunting my tight little thirteen year old body all over the yard pushing the lawn mower. It only took twice before she came over an made her move. And, my god, what a move. I’ve never cum so hard. Even when Mom and I fool around....

2 years ago
  • 0
  • 17
  • 0

Sissy the Redhead Mammas Home Pt III

I couldn’t wait to get out of the car when I pulled in out driveway. A six hour drive home from picking up my sixteen year old son from his father’s, and the whole time I felt his eyes on my legs and chest. Granted, I was wearing a hot leather mini-skirt, and a halter top that showed off my flat stomach and huge double d tits, and it’s not like it didn’t enjoy the attention, it’s just that six hours of having a hot, wet pussy I couldn’t touch made me really cranky. Especially since my...

3 years ago
  • 0
  • 14
  • 0

sissy slut is humiliated and loves it

New story: I get off the plane in Fort Myers and you are there to pick me up. I get in the back seat of your vehicle and you tell me to open the bag. I look inside and it's a pair of vanity fair full-bottom panties, pink acetate and practically see thru. A full, open-bottom panty girdle with six thick straps and white; a pair of wolford white thigh-high stockings and a pair of sandal strap five inch stiletto heels, white. The ensemble is finished with a pink chemise, silky and smooth as candy. ...

4 years ago
  • 0
  • 18
  • 0

Sissy Erotica Slut at the Truck Stop

A Night to Remember He loved being a sissy slut. He used to cruise truck stops, feeling the manly musk of sweaty truck drivers and other passengers. This old sissy slut would cruise the truck stop and check out who’s interested in getting their dick sucked in the bathroom, and then right there on the parking lot, he’d suck someone’s hard dick like there’s no tomorrow. He also loved to visit the cruising spots and public restrooms – they’d give him the much-needed pleasure. It was a nonstop fuck...

3 years ago
  • 0
  • 20
  • 0

Sissy Becomes a Slut

So by this time I was a sissy with two lovers Peter and David the brothers next door. They were quiet different from each other, Peter tended to be the gentler of the two. When he fucked me, he would carress my sissy body, lick my nipples and toy with my boi clitty. When we had the house to ourselves we would make a date out of it. We would kiss on the couch and explore each others bodies, he would take me upstairs to the bedroom, I wouold suck his fabulous cock and he would then hike my legs...

2 years ago
  • 0
  • 14
  • 0

Sissy Slut for Master S

Sissy Slut for Master S. I unlocked the hotel room door and stepped inside. The suite had two single beds so I placed my overnight case on the first eager to unpack. First out was a pair of thigh high, black PVC stiletto boots. Next a pair of black fishnet stockings along with the suspender belt to hold them up. My black PVC leotard. Black shoulder length PVC gloves a recent buy and my black rubber hood. The final item to make me look like a complete slut was my take tits! Bondage...

2 years ago
  • 0
  • 26
  • 0

Sissy Slut Training Rules

There are a few things a Sissy must understand in order to attract, and then keep, her Man. Let’s look at them, these Sissy Rules.1. Men are superior to you. This is rule number one for good reason: it is a simple statement of fact. It’s so important that many questions that a potential Sissy may have can simply be answered with reference to this rule. And from this point on, references to real Men will start with a capital letter. So great is the level of superiority of a Man over a Sissy,...

4 years ago
  • 0
  • 14
  • 0

Sissy Slut

Sissy Slut by [email protected] ? I was naked and kneeling in the corner of the room furthest from the door. My head was bowed and my forehead touched the floor. I was shivering in anticipation because I had been that way for what I guessed to be more than half an hour, although it is hard to tell in such circumstances. Finally I heard the door open and the sound of stiletto heels on the painted concrete floor. They came towards me but I did not dare to look up. I knew that to do so would be...

1 year ago
  • 0
  • 20
  • 0

Sissy Stepmother

Sissy Stepmother A Pantyboy Profile INTRODUCTION Cheryl here. You remember me. The 20-year-old pantyboy extraordinaire. Every man's naughty, secret, wet dream. Raconteur without equal. In "Service" and "Test Driven," I told you about Amy and Judy, two of my lovely roommates, fellow pantyboys and like me, covergirls for "Panty Boy," the only publication worth buying, besides some of those Spermco comic books about us "special boygirls" and the "Sunday New York Times." And Panty...

3 years ago
  • 0
  • 9
  • 0

Sissy Dogging Slut

I sit nervously twitching as I speed through the night my locked up clit twitching with excitement. Why? Because I am heading towards the local dogging spot and I know when I get there I will be a big attraction because of what I am wearing. That is, pink PVC thigh high boots, pink fishnet stockings held up by a pink leather suspender belt. As you have guessed bit of a theme going on here! A pink PVC mini skirt which is in fact was more of a micro skirt since it only covered a quarter of...

3 years ago
  • 0
  • 12
  • 0

Sissy Slut Maid

"They'll be here soon, go and get changed baby" My boyfriend said to me. I knew straight away what he meant. Every time his mates would come over, they liked me dressed up as a sissy maid to serve them in any way they pleased including, fetching them drinks, food or just being their foot stool. Once they all felt the need, they would all fuck me at the same time. My boyfriend, Owen, loved to dominate me and share me with his mates. I headed up stairs to get changed. Found my maid outfit, and my...

3 years ago
  • 0
  • 15
  • 0

Sissy Mission 4 Southern Belle Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 4: Southern Belle Sissy By Cheryl Alison Mistress believes in community service. So when she dropped the ad on my desk at home, I knew that I would be a faithful community servant within a short while. The ad read: Southern Belles Needed The Ladies' Auxiliary needs...

1 year ago
  • 0
  • 14
  • 0

Sissy Puppy Fifi Part2

Chapter 2 I tried as best as I could to get comfortable curled up in the corner of the room. At first I kept squashing my tail which either caused the vibrations to start or pushed the plug further inside. I had eventually worked out the best position to lie in when Mistress appeared. "Time for bed Fifi," she said as she attached the pink lead to my collar. I was then led through the house and up to her bedroom. This was a strange feeling to enter her bedroom not in my usual maid's...

2 years ago
  • 0
  • 15
  • 0

Sissy Therapy

My advertisement read: MEN Interested in sex with other men but don't know how to proceed? Looking for a safe, friendly way to find out if this is for you? Obsessed by online bi/gay/sissy/crossdressing porn but frightened to meet someone? Is your marriage at risk because of your desires? I can help! One four-hour sexual therapy session will help you to decide if this is right for you, and will help you to understand your desires. Don't suffer alone, I can...

2 years ago
  • 0
  • 17
  • 0

SISSY DANI PART3

CHAPTER THREEMistress Jennifer and Mistress Susan's plans to create an entire"harem" of transformed men and boys continued apace. The lure ofTeasing Tammy (the transformation name of Susan's teen-agedbrother Tommy) proved quite effective. Each of the young men (theyoungest just 14, the oldest 22) the little tease brought back tothe home we all now shared was turned into a different kind offeminized sex-toy, all designed to please the Mistresses andtheir dominant friends.The little...

1 year ago
  • 0
  • 10
  • 0

Sissy the Redhead Big Brother and Mamma P tIV

“This summer is going to suck,” I said to myself as I walked back to my mom’s house after wasting an hour not catching any fish. After all, I didn’t have any friends around here, we lived out in the country, so I couldn’t walk to the mall and meet anyone, and I had to live with my mom and my little sister. As a sixteen year old boy, I needed something to do. I had only been here an hour and I was already bored out of my skull! The worst part was, I’d been stupid horny lately, and my...

2 years ago
  • 0
  • 13
  • 0

Sissy Slut Adventure

In this story, I want to talk about how I became who I am. Part 1 - Discovery When I first discovered sexuality, I was always fascinated by the female perspective of sexuality. A man just pleases his needs on a woman, no matter if he thrusts her pussy until he busts or if she sucks his meat until he releases his lust into her mouth. A woman on the other side is always not only a lover, but an object of lust. Whenever it comes to sexuality, women are degraded and objectificated and...

2 years ago
  • 0
  • 15
  • 0

Sissy slut training ends with 3 BBCs part on

From The first time I met mistress X I knew she was the one .She knows what I'm thinking sexually all the time ,it's like she is reading my mind sometimes so that's why we both get along so well .I'm going to tell you about our first meeting because that will give you an idea as to how this very kinky sexuall fetish I had came true .It was a couple of months back and I put an ad in a sex paper for a Dom mistress to teach me how to act like a women .Mistress X replied so we met for a chat and...

2 years ago
  • 0
  • 31
  • 0

Sissy sluts first cuck suck

Her husband's mind raced as he watched his big beautiful woman tottering in high heels between these two black men, one with his arm around her waist, playing with a breast, the other with his hand up her skirt, grabbing and squeezing her arse. So this is it, he said to himself. Inside the flat she was immediately pushed to her knees before the two powerful men, her hands already fondling the bulges in their sweatpants. 'This is what you wanted, wasn't it, sissy?' She said, her hands pulling...

3 years ago
  • 0
  • 97
  • 0

Pauline The Slut Part 32 Therese Humiliates Pau

Therese looked at the scene before her. Her father and brother naked, her grandfather’s cock sticking out of his trousers and her grandmother eating her mother’s cunt, both of us naked. Beth with the camera, filming. “God, the slut is only in the door and she’s gone sex mad.” she said referring to me. She went and sat on the arm of her father’s chair putting her arm around him and kissing him on the cheek. My father was now hard again. He pushed my mother out of the way and started to fuck me...

3 years ago
  • 0
  • 10
  • 0

Sissy slut training ends in 3 BBCs final chapter

Well after getting fucked in the car park on the front of the limo by the driver my arse is ready to be fucked by my three black bulls.I have been waiting a long time for this and now I am ready for to be fucked like a slut my arse is Gunna get stretched to it's limits by these black studs cocks .The limo pulls up outside the apartment and my heart starts pounding so hard with excitement I can't wait .We go upstairs and as soon as we get in the door I'm sorounded by all the guys they are...

3 years ago
  • 0
  • 19
  • 0

Sissy Stepson Part 1 Stepmothers Trap

Sissy Stepson Part 1 ? Stepmother's Trap Carl Monet was a shy boy of about 15 when his widowed father married Rita Parker. Mrs. Parker was 20 years younger than Carl's father Larry. Carl was very shy and sheepish toward his new stepmother and the new Mrs. Monet was rather cold and distant towards him. Carl's father was gone quit often on trips abroad for weeks at a time and Mrs. Monet was often gone shopping with her sister Maryann and her mother Regina. Carl was...

3 years ago
  • 0
  • 29
  • 0

Sissy dannis birthday party

My last "true life" story was about how I became Heidi's sissy crossdresser "Danni" - I only explained the initial experience of Heidi coming home to find me in one of her dresses - followed by spankings, punishment and eventually getting pegged by her wearing a strapon. Of course there is MUCH more to what happened next (like being taken out in public and going shopping, to hair salons, etc...), but I'd like to for now jump ahead to what happened to me on my 19th birthday. By then I...

3 years ago
  • 0
  • 19
  • 0

Sissy Therapy Case Study 2

Sissy Therapy - Case Study 2 Shelly's latest client is John who is obsessively addicted to smooth, shaved men's asses, ideally covered by skimpy women's panties. Shelly helps him to come to terms with his desires and learn a lot about himself as well. Oh, lots and lots of sex as usual... ;) Hi, I'm a sexual therapist. Sort of. No qualifications, my only experience is what I've gained on the job. This is my second 'case study' which took place a few months after I started. To recap...

1 year ago
  • 0
  • 23
  • 0

sissy wants to be black mans slut

Hi Sweeties! Guess what? Well, adult arcade sissy, Miss Terilyn Bardot, got her ass whipped but good the other night. It happen at an adult video arcade in Providence, RI.One of the reasons Terilyn likes going there is because they could care less what kind of sex goes on in those preview booths. in fact they installed larger booths that hold up to 6 occupants. A lot of the adult bookstores, mainly the ones in Massachusetts, have signs posted to the effect of no sexual behavior allowed, or, one...

1 year ago
  • 0
  • 19
  • 0

Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

2 years ago
  • 0
  • 15
  • 0

Sissy Sisters Party

SISSY SISTERS PARTY by Throne Bob Clump, the friendly retired guy at the end of the street, was taking advantage of the mild weather of late Spring. He was sitting on his front porch enjoying a fine cigar. Or at least a cigar. Those fine ones cost a lot more than what he smoked. As he sat there, a car pulled up across the street, in front of the house diagonal from his. In the dimming light of dusk he saw two figures emerge. The first was a woman, quite attractive in a slender,...

3 years ago
  • 0
  • 14
  • 0

Sissy Girl Party

SISSY GIRL PARTY by Throne Danny felt so ashamed, standing there before his wife Melba in a pink and white party dress that would be appropriate for a nine year old girl, not a grown man like himself. He cringed inwardly and unconsciously took one of his short pigtails and wound it around his finger. His feet were shod in pretty ballet-type slippers, pink ones with little rhinestones on them. "You look so sweet, Dee Dee," she said with a smirk that he knew all too well. He had...

2 years ago
  • 0
  • 9
  • 0

Sissy Slut for Master S Finale

In the last month I had agonized over confronting Penny with the revelation that I was a bitch to Master S and ask her if she was as well but could never get up the nerve to do so. If she was Master's bitch she definitely had a mean poker face. So when I had got the text from Master to be his bitch once more I eagerly jumped at the chance. Since I was still in chastity I desperately needed relief. So here I was once again in the hotel room having endured the scorn of the receptionist....

2 years ago
  • 0
  • 10
  • 0

Sissy Princess To Slut 8211 Part 2

The gist of this story’s prequel: I am Shakti, a sissy boy who used to try my sister’s clothes. My father fled when I was 4. Years later during college I was fucked by my father without even knowing. Please comment on this story and share it. Story Continues: “Who…who are you?” I asked trembling. “How could you not remember me? Shakti, I am your dad.” I was still in shock. “What are you saying?” I stammered and it was radio silence for a moment. Then without saying anything he went. I went...

Gay Male
1 year ago
  • 0
  • 6
  • 0

Sissy slut wife on cruise ship Part 2

I wake up to what seemed like a dream last night, but I'm still in the tight little panties, and have dried cum on my cheeks and lips. Was Pete serious... nah, he was just messing, its over, and maybe i can get some action with any spare women on the ship. I hop out of bed, slipping the panties off, and go to my closet. To my shock, hanging in the front is a cabin maids uniform... accompanied by a note saying to be wearing it, in the cabin at noon...and also a snap of my cum covered face with...

Bisexual
1 year ago
  • 0
  • 11
  • 0

Sissy Tranny Annie Slutty Fantasy

I have been dressing since an early age, dressing in my mothers stockings, suspender belt, bra, panties and heels. I used to feel my smooth legs and my cock would get hard straight away. I love how my cock looks when im dressed as a sissy slut and from that early age all ive ever wanted is to have a horny guy in front of me, with his cock hard knowing that he wants to fuck me. My fantasy and dressing got a lot more sluttier when I first in with my first love. Her name was Claire and she loved...

3 years ago
  • 0
  • 22
  • 0

Sissy Bachelorette Party

'You want it again?' She said, as she climbed between my legs, spreading them with the force of her knee. 'Yes Mistress.' I said, turning my head to the side. Her gloved hand grabbed my chin and turned it towards her. 'You want to be my girly lesbian bitch?' She said, as she tweaked my puffy nipples with her other hand, the dry latex chafing me. 'Yes Mistress - I want to be your girly lesbian bitch,' I rubbed my horny cunt against her stocking clad leg, ignoring the pain, wanting, no, needing...

1 year ago
  • 0
  • 26
  • 0

Sissy Julian Chapter III Further Development

Just when Julian's Lake Orenda experience seemed perfect, even if he is not about to admit it, circumstances change. But then Julian and the twins were very naughty boys, and we all know what happens to naughty sissies. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to...

3 years ago
  • 0
  • 27
  • 0

Sissyboy Conversion Therapy

One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...

1 year ago
  • 0
  • 32
  • 0

Sissyboy Conversion Therapy

One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...

1 year ago
  • 0
  • 25
  • 0

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...

3 years ago
  • 0
  • 18
  • 0

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
  • 0
  • 27
  • 0

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
  • 0
  • 12
  • 0

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
  • 0
  • 22
  • 0

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...

Porn Trends