Sissy Story Chapter 04 free porn video

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Black silk shirt, short black leather skirt, black hose, black garter belt, black panties, black bra, black patent leather 5-inch heels and black onyx disks for earrings were, I thought, the perfect outfit for Campbell’s Happy Hour. Campbell’s was the most popular bar downtown and its happy hour was legendary, not for the prices, but for the customers. I’d been there before, and knew a couple of the staff, including the manager. He liked good-looking clientele--they dressed up the place, so he liked me.

It was 5:15 when I got there. Mom and her cop were already in a booth, which was definitely a less desirable place to sit than a table, but perfect for people watching. They came to see, I came to be seen. John was there, looking nervous and holding down a table. The manager nodded to me as I entered the bar. I waved and strutted through the gathering crowd to our table and waited while John held my chair. I acted like every eye in the place was on me. John got a dazzling smile. I settled into the tall chair with my legs crossed like I was sitting on the peak of Mount Olympus.

“Get me an Aggravation from the bar, John. With a straw, one of those nice thin red straws they have. Tell the bartender to put it in a tall glass and use ice cream instead of regular cream. I’ve come here before, they’ll probably remember, but it takes an ounce and a half of scotch and I like mine with a full ounce of Kahlua. And tell them to whip it, John, I like it whipped.” My smile never wavered as he went full bore to the bar reciting my instructions. I looked around at the crowd and noticed numerous gentlemen eyeing me. At Campbell’s, as it got crowded, people just plopped down in the chairs, or took them from the table to their table. It was all very informal.

As surely as night follows day, as soon as John left for the bar they started calculating their chances. The first guy to rush to the table opened with a “Hey Beautiful, did that creep leave you here all alone?”

I turned and looked him up and down. A jock type, he had black hair and tan skin and a big white smile with thousands of dollars invested in dentistry. I didn’t return his smile, “The fellow you seem to be referring to is at the bar getting my drink.”

I went to my phone and paid attention to it instead of him. John was at the bar, the guy had my drink in the blender and John didn’t know what to do. He decided to come back to the table, “They’re almost through, Sissy” as he came up.

“Thanks, John, you’re so sweet,” and a big smile, “I know I can be a pain,” which would normally do it, but the fellow just stood there waiting with his hands casually in his pockets for John to leave again. The manager was watching this little drama play out and started easing toward my table. He gave a bouncer the high sign and the bouncer started toward the table with a great deal less subtlety. The crowd parted for him like the Red Sea parting for Moses. He stationed himself between the crowd at the bar and our table and watched. John stood there waiting, determined not to leave until the jock left. So the manager took the opportunity, picked up my drink from the bar and brought it over.

“Here you go, Sissy, it’s great to see you again, you don’t get in here enough.” He put down a napkin and put the drink on it.

I smiled at him, “Thanks Hugh. Have you met John?”

“No. Glad to meet you, a friend of Sissy’s is always welcome at Campbell’s.”

John gave him a “Hi, thanks” and sat down.

The manager motioned one of his minions over and pointed toward the extra chair, “Put this at one of the tables in the back, Sissy and John don’t seem to want a lot of company”. He looked at the jock pointedly.

The bouncer, the size of a small Mack Truck took this as his cue and came up to the table, “Hey, Sissy, great to see you again, how you doing?” He put his arm around my shoulder and smiled, but it didn’t really look totally like a smile.

“I’ve got no complaints Rico, really. Have you met John?”

“Glad to meet you John” and he offered a hand the size of a basketball.

Then his smile vanished and he looked, without saying anything, at the jock, who finally got the hint. He took his hands out of his pockets and backed away, back to the bar, from whence he had come.

“I’ve got this, Hugh,” the bouncer said, and casually sauntered over to the jock and his group at the bar where he they all engaged in a fairly serious, though not intense, conversation. At the end of it he was making that face which passed for a smile, and he shook hands with everybody in the group. The jock and his friends leaned back over the bar finished their drinks and left.

“Geez, you know everybody,” John commented.

I smiled at him, “Not everybody, John, but I’ve been here a few times and I know some people. Hugh didn’t know me well enough to get my straw, for instance.”

I watched John head back to the bar and get one of the red, thin, tall straws and bring it back.

I smiled. “John sounds so old and mature. I like Johnny better than John.”

“You call me Johnny, then,” he said.

I really shined on him then, twisted in my chair in response to a noise to emphasize my breasts and re-crossed my legs. My smile showed my dental work to good advantage, too.

“Thanks for the straw Johnny, it’s the right one,” I puckered my lips on the straw and sucked.

“That hits the spot, Johnny.”

He looked confused. He looked confused a lot, but that was part of his charm. He watched me and I smiled at him before he finally came out with, “I work down the street in the Turnbull Tower.”

“I don’t work.”

“I’m a tax lawyer. I work at the biggest tax firm in the state.”

“That’s nice. Johnny what did I tell you I like to talk about?”

He looked chastened. “Uh, fashion and what you’re wearing and you, you like to talk about you.”

I smiled, “That’s right, Johnny, very good. But just knowing something is only part of it, using that knowledge is the other part.”

“You look beautiful.”

“Thank you Johnny.”

“You look very sophisticated, all in black except for your lipstick and nail polish.”

“Thank you Johnny.”

“How have you been?”

“I’ve been well, Johnny. Do you like this outfit or the red hearts outfit better?”

I turned to a noise and let him see my breasts and legs and shoes and then turned back to him. He was struggling.

“Well?”

“They’re both beautiful.”

“That’s nice Johnny, but you surely have a preference.”

He looked at me and settled for “Those red hearts were perfect for the Italian restaurant and the sophisticated black outfit is perfect for Campbell’s. You’d look beautiful in anything.”

“Oh, Johnny, do you really think so? That’s sweet.” My smile was the best yet. “Scoot your chair over here closer, you’re hard to hear over there.”

Johnny got up and moved his chair over toward me.

“Closer, I don’t bite, much of the time,” and I gave him another smile. My jaws were starting to hurt.

He put his chair closer. I drug it over touching mine. He sat down, honestly, on the right side of the chair so he wasn’t touching me.

“The chair can’t get any closer Johnny. If you don’t sit in the middle of the seat you are going to wind up with an unsightly crease in your butt.”

He turned red and moved to the center of his chair. I scooted over so I was touching his leg with my leg. I casually put my arm on his chair back and started fiddling with his hair while I took another sip of my drink and looked at him.

“Now, what were we talking about?”

“You. We were talking about you,” he blurted out.

“Oh yeah, and I wanted you closer so I could hear you better.” I looked at him out of the corner of my eye and took another sip.

He said, “Your shoes are pretty.”

I pointed my toe and looked down, he followed my lead.

“You like these?”

“Yes, I love them.”

“You don’t like open-toed shoes?”

“Yes, yes, these are just perfect with your outfit, though.”

“Thank you Johnny,” and I smiled and played with his hair.

I waited and he finally said it without prompting, “Those black stockings are pretty,” and that got a conversation started. I smiled and thanked him and, just like that, he complimented me on every single thing I was wearing he could see, one at article at a time telling me how perfect I looked in it, how beautiful I was. My side of the conversation consisted of thanking him for each compliment and smiling and toying with his hair.

He looked relieved as if he’d figured out the code. The conversation became more interesting. I described what I wore on our first date and he told me how good it looked on me and how perfect it was. Johnny had figured out his first lesson. Most of our conversations after that became about me my clothes and fashion for a while. I was going to love training Johnny. He had absolutely zero interest in clothes or fashion when he met me, you could tell by his clothes, but that didn’t matter he was determined to learn. Maybe his wardrobe wasn’t any better after one date, but he noticed mine. It was a start.

We went out a couple of more times after that and I started giving him little kisses on the cheeks or even a peck on the lips when he did what I wanted. Our little visits could still be excruciating while he desperately tried to figure out what to say, but it was progress, undeniably. One day I invited him over for dinner. I explained that I lived with my Mom and I wanted him to meet her. He asked me what to wear, a dozen other silly questions that I didn’t answer at all. Finally he got the hint and we talked about me. Johnny could be maddening, but he was definitely trying hard.

Our dinner was catered by one of the best chefs in town. Mom and I got a full course French dinner with all the trimmings. I got Johnny meatloaf and mashed potatoes. We drank wine while he drank a coke. He didn’t say anything, at all, just talked about me and how pretty I was and what a great outfit I had on. After dinner I settled him in the media room, turned on the TV to some channel that played ‘50’s westerns, and went back to the kitchen to talk to Mom.

First, we laughed then she said, pointedly, “I see you’ve found someone who has the same favorite subject as you, which happens, by coincidence to be you.” She smiled as she said it.

I replied casually, “It’s been a struggle getting him to this point, but fun, definitely fun. Well, back to the grind, I can’t have him thinking about anything but me for too long.” I went back to the media room with a big smile on my face.

The first thing I did without any hesitation, was march straight to the TV, change the channel from the show he was watching, and put it on the Fashion channel. Without saying anything I went to the sofa and sat down beside him and started playing with his hair. After a couple of minutes of silence I said, “I think I’d like your hair longer” without any explanation.

After a couple of more minutes I announced I was bored and looked at Johnny and asked, “Would you like to see my room?”

His eyes were big. “Yes.”

So I got up and he did too and I started out of the room, Johnny following. I stopped, “Johnny, the TV,” and waited impatiently for him to go turn it off. Then I gave him the remote and made him put it on top of the TV.

He followed me up the stairs and I made sure he got a little peek up my skirt at my frilly panties. When we got to the room, I got a straight back folding chair and set it next to the bed. “Sit,” and I pointed to the chair.

I sat on the edge of the bed with my bare legs crossed and started playing with his hair again and I repeated, “Your hair needs to be longer,” you can’t give a lesson too many times. This time he responded, “Yes, if that’s what you want.”

I looked thunderstruck, at least that was the expression I was trying for. “My goodness, it’s not what I want, it’s what I want you to want. It’s a philosophical concept I like.”

“Yes, it’s what I want too,” he repeated.

I smiled and patted his cheek and gave him a little peck. “That’s a good boy. Now, would you like to see me put on a fashion show for you, to show you some of my outfits?”

“Yes, I’d like to see you put on a fashion show.”

I smiled. “OK. Sit here while I change.” I then left him sitting quietly while I threw on a pair of leather pants, open-toed high heels and a frilly blouse with a cool wide brimmed hat. I looked through the opening in the closet door and he was looking around the room. I waited until he was looking away and pounced out of the closet.

“Oh, I thought you’d be waiting for me to come out.”

“I was, I was.”

“Did you think I was going to appear over there?”

“No, no, I thought you were coming back from the closet.”

“Then why were you looking over there?” I did my best to sound sincerely perplexed.

“Ah…I was just looking around.”

“At what?”

“I was looking at your room.”

“Oh, I thought you wanted me to put on a fashion show.”

“I did, I did.” He hesitated just a second as I looked at him as if I were trying to figure him out. Then it hit him, “You look beautiful.”

I smiled, “Why thank you Johnny. I was honestly wondering if you thought the room was more interesting than me.”

“No. No,” and he told me my shoes were fabulous. I smiled and sat down on the bed. “Thank you Johnny. You don’t think this is too much?” I leaned back on the bed and lifted my legs and put my feet and shoes in his face.

“No, no.”

“It’s not? Do you like them?” I put my hands behind my knees to support my legs and kept them in his face.

“Yes, yes I like them.”

“Then why are you looking at me and not my feet?”

He turned his eyes immediately to my feet that were right under his nose.

“Hold them up for me, me holding them up is getting tiresome.”

As soon as he rested my feet in his hands I released my legs and supported myself on my elbows on the bed.

“Your feet are pretty.”

“Why thank you Johnny. Do you like the polish?”

“Yes I like the polish.”

We sat there a couple of seconds with him holding my feet and examining them. He didn’t even sneak a peek at me. I smiled.

“If you’re not through looking at them and you’re getting tired, I can put them on the floor and you can get down on your knees and look at them”, I said with my most innocent voice.

“I’d like that,” he said.

“OK’ and we sat there a couple of seconds more. “Put them down on the floor and get down on your hands and knees and look at them.”

He didn’t even hesitate. He put them down carefully on the floor and got down on his hands and knees in front of my feet. I started playing with his hair.

“Just a second, I can make this more fun,” I said as I got up, “Stay there” and he stayed on his hands and knees while I got a small table lamp with an LED bulb. I brought it back and clipped it to my headboard and turned it on. The bulb was bright.

“You can adjust it, if you want, to shine right on my feet.”

And, Lord help us, he did. I was playing with his hair and smiling really big, but he didn’t see as he was concentrating on my feet. After a couple of minutes, I got bored and said, “That’s enough of that. You can stay down there if you want though, we can talk like this.”

I switched off the light and we talked about the rest of my outfit. He said I was beautiful over and over. I showed my approval by smiling and thanking him.

After a while, I asked, “Would you like to see another outfit?”

“Yes.”

“Good.” He started to get up. “Stay down there, there’s no need for you to be getting up and down” and went to the closet. I put on some very short shorts and cute yellow wedges with huge heels and yellow ribbons and a yellow crop top.

I went back to the bed, sat down and switched on the light and said, “Now adjust it.”

He put it on my feet and looked closely at them for a couple of minutes, then I switched off the lamp and we talked about the rest of my outfit and how pretty I looked in it. It was heady stuff, no doubt. He was very cute, complimenting me over and over.

After I tired of this I got up, said, “Stay” and went down to the kitchen and got some doggie treats I’d bought for this occasion and went back to the room carrying them in front of me so he could see. I sat back down in front of him again and asked, “Do you want to play a game with me that I’d love to play?”

He must have know what was coming, so he hesitated a second before he said, “Yes.”

I put the doggy treats beside me on the bed and clapped my hands, “Oh, good. We’ll have fun.”

I took a treat out of the bag, and held it between my two fingers in front of him, “Now beg” and smiled my best smile.

He hesitated again, “Please?”

“No, no, put your hands up and open your mouth with your tongue out. Don’t you want to play?” I pouted.

“Yes”, he gurgled, “I want to play.”

“OK, now let’s start again. Beg.”

He got up on his knees with his hands in front of him bend down with his tongue out and mouth open.

“Good boy, good boy.” I put the treat in his mouth and rubbed his head as he ate it.

“Oh, that is fun. Are you having fun?”

He said, “Yes.”

I looked disgusted. “No, no, you’re not doing it right. Get on your knees and bow down and wiggle your ass and kind of bounce and be enthusiastic. Dogs can’t talk. You know what I want, do it.”

He did as I’d described. I held another treat in front of him and had him beg for it.

“This is fun.” I looked at him slyly, “Would you like it if you had a bowl on the floor with food and a bowl with water you could eat while Mom and I ate. It would be so much fun.”

He wiggled his butt and bowed up and down and shook his head with his mouth open and tongue out.

I laughed, “Well maybe we’ll do that then, if you want to so bad.” I smiled and had him beg for another treat. I rubbed his head and said, thoughtfully, “I’ve never had a dog.”

“Well, time for another outfit.” I went to the closet and stripped. I put on a gaffe to hide my dick as well as possible and put my frilly panties and bra back on. I took the chastity device off the shelf and threw it on the bed, and, after a couple of seconds, followed it. This time, though, I didn’t sit on the edge of the bed. I laid down on my elbow. The illusion wasn’t perfect, but I think it was OK. I motioned Johnny to the floor, right next to the bed, close to me. I got my phone and started playing with it while idly rubbing his head. I scratched behind his ears and remarked again, just so he didn’t forget, how much fun this was.

A half an hour or so passed and I put down my phone. Johnny had his chin on the edge of the bed and I was stroking his head. I stopped and picked up the device and examined it closely, making sure Johnny could see all the parts. I looked back at him a couple of times then back at the device before putting it down and stretching, holding my hands in the air in fists. “This is great.”

I had him beg for another treat. “You do that begging really well, Johnny, I like that, it makes me smile. You want to do some other tricks?” I smiled like it was the most important thing in the world to me.

He bounced around with his tongue out and wiggled his butt.

‘OK.” I held out a treat in my two fingers. “Roll over.”

He sort of rolled over. I made him do it over and over until he got it just like I wanted. I gave him the treat and he jumped up and down. I put my hand in front of his mouth and he licked it. I giggled when he did, “Good boy, good boy!” and gave him another treat.

I put up the treats and looked at him. “This is, without a doubt, fun, Johnny. But we’re almost out of treats,” I said disappointed. “I didn’t think you’d want so many. I’m going to have to keep plenty around the house. I guess that’s all for that game tonight.” I motioned him back into the chair and leaned over on my elbow facing him.

“This is what you want, isn’t it Johnny.”

He looked at me. “Go ahead”, I said seriously, “Tell me the truth, you loved this game, didn’t you?” I picked up the device and started idly feeling it.

“Yes, Sissy. I loved playing your dog.”

“Johnny, I don’t want you to love playing my dog. I want you to love being my dog.” I looked at him seriously. “Didn’t you love being my dog?”

“Yes. I loved being your dog.”

“Great,” and I was all smiles. I put the device on the nightstand behind his chair.

“We are going to have fun. Next time you come over for dinner you can eat out of those bowls on the floor while Mom and I eat. Maybe you can beg for table scraps from Mom and me. Wouldn’t you just love that?”

“Yes. I’d love eating out of a dog dish and begging for table scraps.”

“I knew you would Johnny. Now when would you like to come over again?”

“Tomorrow?”

She laughed. “I’ve got to get some dishes with your name on them, and maybe a collar and leash and a couple of toys for you to fetch for me. That will be fun. Would you like that? We could play in the yard.”

“When will you have all that stuff?”

“I tell you what, I’ll send you a picture with it all when I have it, and you come over that night, at 6:30, so we have time to play before and after dinner. Maybe Mom will throw your toys for you, too. Won’t we have fun, Johnny?” I smiled and stretched so he could admire my body.

He answered immediately, “Yes, Sissy.”

“Good. I will too.”

I sat up on the edge of the bed and started kicking my feet and picked up the device and started idly fingering it. Finally he got the hint.

“What’s that?”

“This”? Here, and I gave it to him. “Look at it, tell me what you think it is.”

He looked at it and, after more examination than was truly needed, said, “It looks like it’s some kind of metal belt.” He gave it back to me.

“Yes, I guess it does. Since you want we’ll play ‘guess what the device is’, we’ll have fun. Now, what do you think this is for?” I pointed to the cup inside the metal frame in front.

He cleared his throat, “Ah, it looks like it’s for a penis.”

“Why yes it does. Whose penis?”

“Mine?” He ventured.

I laughed. “That’s not what I meant, but there are no wrong answers so we’ll accept that. I think the best answer is that it is for the penis of the person wearing it.”

He reddened and said, “Oh. Yeah.”

“See, the penis fits right in here”. I pointed to the lock. “And what do you suppose that is?”

“That’s a lock.”

“Very good, Johnny. What do you suppose it locks?”

“The belt?”

“That’s good. See, the tip of the penis fits in this hole so the wearer can urinate when wearing it.”

He reddened again, “I see.”

I looked dubious. “OK, Johnny, let’s summarize what you’ve learned about the device. First, when the device is closed the penis of the wearer is behind that belt in that cup secured with the tip halfway through that hole. What happens when the belt is locked with the device closed?”

“The penis is locked in that cup.”

“And when does the device absolutely have to be unlocked?”

“Undetermined, since the wearer can urinate wearing it.”

I smiled, “Very good, Johnny.” I handed it back to him.

“Why?”

“Ah, I like philosophical questions, Johnny. Why? As an example, take us, for instance. I know, under most circumstances, you are going to go home and masturbate tonight until you can’t masturbate anymore. That would make next time less fun than today, even though we might be doing things that actually should be more fun, because you would have sated yourself sexually and expect to every time we meet. If, on the other hand, you were locked in that device and I had the key, you couldn’t masturbate and tomorrow, or the next day, or whenever I got the supplies we need for next time, or even whenever I got bored with other things, I could tell you to come over and then you’d still have that sexual edge.” I looked at him.

He immediately and steadfastly denied it. “I won’t masturbate!”

I laughed and put one bare foot on his chest and pushed him back and put the other one under his nose and said, “Look at my feet. Now look at me and convince me that you will not masturbate when you get home, and, after you do it the first time, just keep on. Go ahead, convince me.” My big smile mitigated the harsh tone.

He hemmed and hawed. I said, “Go on. Convince me.”

He looked down at his shoes and I rubbed my bare foot under his chin. “Now that’s honest. You can’t convince me, so you’re not even going to try, because we both know that’s what you’ll do. In fact, we both know that’s what you’ve done after each and every one of our dates, haven’t you?”

He said quietly, almost a whisper, “Yes.”

“There’s nothing wrong with that Johnny, I like you thinking about me. The only thing that bothers me is that I don’t believe you think about me all the time. Don’t deny it sweetie, we both know after you’ve done your little perverted act until you can’t anymore, then you only start thinking about me when your sexual drive kicks back in. It’s natural. I think it’s cute. In fact, if you want, I’ll give you this pair of panties I’m wearing right now for you to take home and wear over your head while you’re masturbating. How’s that? You can even buy me a few pair specifically for that purpose, wearing them so you can smell me while you are wearing them on your head. I don’t mind at all. But Johnny, if you’re wearing this, you’ll have that sexual edge all the time and you’ll be thinking only about me. I like boys like that.”

He looked shocked.

I continued, “So we agree that you’ll act more like I want if you are wearing this,” and I took it from him and held it up. “Don’t we?”

“Yes”, he looked at it and reached for it. I gave it to him with a smile. He said, “I guess I could wear it until I came over again.”

“No, Johnny, I wouldn’t want that. I’d only want you to wear it if you were going to wear it all the time and give me the key, so I can control access all the time. Try it on. Don’t lock it if you don’t want.”

He looked at it, and me, sitting there.

“Go ahead, strip down, I’m not shy. Take off your pants and underwear and just try the device on.”

He slowly took off his loafers and pants and hesitated before finally taking off his briefs.

“That device looks better with boxers, Johnny.” I got up on the bed on my elbow and watched him put his penis in the hole in the cup and put the belt on.

“That’s cute, Johnny. I like that. Walk around and let me make sure you’re as comfortable as can be expected, because if you aren’t comfortable, I’m not going to let you wear it. No matter how cute it is on you.” I scrunched my nose and then smiled. I went to my closet shelf and got the instructions for it. “You’ll have plenty of time at home to read this, and understand it, in case it needs any adjustments”, and left them on the chair.

Johnny walked around the room and came back in front of me.

“You know, now, if you lock it and leave me with the key, I don’t feel any obligation at all, ever, to give you the key again, right? I mean we agree that you belong to me without any reservations, at all,” and I tempered it with my best smile.

He gasped and then said, “Right.”

“Good, just so we understand one another. Now lock it.” I stood up in front of him with my legs slightly spread and my hands on my hips and looked at him and smiled.

He looked at me and fought with himself. I loved watching him. This alone was worth the aggravation. Finally, I heard ‘click’ and I controlled him.

I got up and put my arms around his neck and kissed him, actually kissed him, no tongue, but a real kiss on the lips. “That’s so cool Johnny, now we’re all fixed up. We’re a couple. Do you want that underwear to take home?”

He swallowed.

I said, “You won’t be able to beat off, but you can still wear them over your head when you go to bed so you can smell me.”

“OK. I’d like to have the underwear.”

“Great”, I went to the closet and changed into another pair. “Don’t forget the instructions.” I thought about taking my panties off in front of him, but I didn’t want to let him see the gaff. I wanted the first time he saw me without panties to see my dick. I put on a pink pair and took the white ones to him and stuffed them into his pants pocket and moved my hand around until I felt the device.

“We’re going to have so much fun”. He went down to the front door, where I gave him a kiss with tongue and everything, and sent him on his way with a “Nitey-nite, sweetie. See you whenever, wait for me to call,” and gave him that big smile.

I ran to Mom and immediately asked, “Did you get it all?”

She laughed and said, “Yes. I’ve raised a devil. A fun devil though. He is going to chase a rubber bone for me until his tongue hangs out.”

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Sissy Hotwife Spa Story

I have booked us a room at a nudist spa just off outside London for a couple of nights.Before we go there we do some shopping, you choose some stockings, knickers and a little mini skirt but they are not for you, they are for me. We also bought a dildo, lube and condoms.We go into the spa and are showed to our room and drop our gear. We strip off and make our way down to the spa. We go out into the wet area and start with a swim and splash around naked for a while. Then we go to the steam room...

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...

3 years ago
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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...

3 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - 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 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...

4 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d 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 only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy 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, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

2 years ago
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Sissy Story Chapter 05 Finale

All the stuff, some dishes, the leash, the collar, the toys, a chew bone and a ball with a bell in it, a couple of bags of training reward dog treats, and some dry dog food, were ready the next day. His dog tag and dishes with his name on them would take a couple of weeks, but I thought that was way too long for the first time in a chastity belt. I wanted him fired up, not frantic and thinking of ways out. I felt like it was most important to start having fun. Mom agreed, so I sent off...

2 years ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - 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 Jamie, ...

2 years ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
2 years ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

4 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. 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 portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

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