Get Used To It Sissy 5 free porn video

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Get Used to It! by Diana Prescott Chapter 6 I am still embarrassed as I got out of bed that Thursday morning. The thought of seeing Uncle Mark naked and having to use my hand to bring him to climax Saturday wasn't bad enough but I had to repeat it Monday night as well as last night. Last night he told Aunt Sharon to "show her the nail trick" and I had to use the nails on my free hand to softly tease his testicles to bring him further pleasure. At least night I managed to properly sense Uncle Mark was ready to blow his load as Aunt Sharon called it and got the Kleenex in time. I did get a little on my fingers. Uncle Mark said I should have to lick my fingers clean but Aunt Sharon overruled him and I was allowed to wash my hands in the bathroom. I still can't believe that they are going to make me do this to Ryan. I got dressed and went to face my day. After the boys had left for school and I finished cleaning the kitchen Aunt Sharon and I went to the beauty salon for our appointment. Cindy said my eyebrows needed some cleaning up in spite of having done it 4 weeks ago and I didn't notice any change as I did my make up this morning. I could feel plucking out what she called the few strays but when she showed me the results with the hand held mirror my eyebrows were even thinner. My hair which had started with a few auburn highlights a couple of months ago was now more auburn than brown and I swear there were a few stray blonde highlights. At least Aunt Sharon took me to lunch after our appointment. I had come to enjoy the one on one time with her. I just wish she wasn't going to make me do this to Ryan. At least Uncle Mark was somewhat nice to me most of the time. Ryan on the other hand still referred to me as "Sissy" at home and when he had friends over they taunted me and teased me, sometimes even trying to flip my skirt up. One time I saw them standing at the bottom of the steps trying to look up my skirt as I was going up the steps with a load of clothes. I told Aunt Sharon about it and she told me: "Boys will be boys. Get used to it sissy." Jerry was first home from school as always. Ryan got home from football practice just before Uncle Mark and after dinner the boys went to their room as Uncle Mark and Aunt Sharon watched television. Like always I sat with my back to the TV reading the new magazines Aunt Sharon and I had picked up. I saw Aunt Sharon leave and come back a few minutes and took me aside. "Ryan is ready for you Diana," she smiled. "His date isn't until tomorrow!" "I know but I feel you need a chance to get to know him on a different level," she said. "Its not like you are just going to walk in and grab hold of his penis and masturbate him. You need to relax and so does he so go on up." "I'm scared Aunt Sharon," I said as I started to cry. "When I did it to Uncle Mark you were there to make sure nothing happened and I was doing it right." "You will do fine Diana," she said as she gave me a reassuring hug. "Ryan knows what to do so just follow his lead." "Are you sure this right to do?" I said as I fought back the tears. "Yes it is honey, remember we are doing this for Ryan so he doesn't get in trouble," she smiled. "Now go check your make up and see to Ryan's manly needs." "Yes ma-am." I felt like a prisoner being walked to his execution as I climbed the steps. I checked my make up and freshened my lipstick and the next thing I knew I was standing at the door to Ryan's bedroom. It was closed so I knocked as I had been taught. "Come in Sissy." "You could at least call me Diana not sissy," I said as I walked in. "But you are a sissy," he laughed. "No I am not!" "Yes you are! Look at yourself," he sneered. "You're wearing a skirt and heels and here to jack me off. What else would be?" I thought about it as I looked down at my self. The red blouse hiding my bra from view, the short black skirt, the pantyhose, the black pumps, maybe I was a sissy. Ryan was sitting on the bed like Uncle Mark had done. I saw the box of Kleenex there as he patted the bed next to him as to tell me to sit. I sat down next to him not really sure what to do next in spite of the several nights of training. "Don't be shy Diana," he smiled as he put his arm around my shoulders. "Or you one of those girls that needs to be loosened up?" With that he leaned over and kissed me on the lips. He pulled away for a second before he came back at me, this time I could see his tongue sticking out. I felt his tongue slide across my lips and touch my tongue. At first I admit I almost felt like he was raping my mouth but after a few seconds it felt nice. Finally he let me up for air and glanced down at his boxer shorts. They were starting to bulge. He took my hand and place it on his lap. "See how a man reacts to a kiss sissy," he whispered in my ear. "Are your panties wet sissy?" "Uh, well uh ..." I blushed. "I figured so," he sneered. "Now show me how a sissy takes care of a man." I softly ran my hands over the bulge in his boxers and felt it twitch. I felt the bed shift as he stood up to step out of his boxers and then sat back down next to me, even closer than he had before. I took the baby oil from my purse and put a couple of drops in my left hand. I allowed the oil to warm for a second before I wrapped it around his rising manhood. as I stroked it I felt it it grow even more. I think Ryan was even bigger than his father as I looked down at the huge member. My hand looked petite as I stroked him. "Not so fast," he moaned. "Slow down and let me enjoy this." Remembering what Aunt Sharon had taught me I gave him a gentle squeeze and slowed my motions. I felt Ryan's other hand come across his body and softly lift my head so I was looking at his face. His eyes were aglow and a huge smile on his face. "Much better Sissy," he moaned. I felt his hand pull my face to his and he kissed me again on the lips. Why if I am a boy did it feel so good to have a boy kiss me? I was so confused but feeling light headed. He pulled away for a second before he came back at his lips, again his tongue in view. I have no idea why but this time I cocked my head, closed my eyes, and parted my lips. This time it was different than the first time his tongue invaded my mouth. The first time I felt violated with the rough motions of his tongue but this was nice. I loved the way it felt as his tongue probed the recesses of my mouth. I even slipped my tongue into his mouth and tried to mimic his actions. I felt his hand let go of my chin and find its way to my breast. Even wearing one of my heavily padded bras my nipple was getting hard as he massaged it. In spite of the distractions of his tongue and his hand on my breast I kept up my manipulations of his hard tool in my hand. I was varying the speed of my stroking as well as the pressure on him. I slid my free hand into his crotch and softly toyed with his full testicles with my nails as Aunt Sharon had taught me. Ryan broke our kiss and leaned his head back and moaned. "Oh God that feels so good Diana," he moaned. "You keep that and I am going to blow my wad." "Isn't that what you want," I whispered in his ear before kissing his earlobe. "You know you want to cum so cum for me," "Oh shit," he gasped. I could feel him getting even harder and the twitch so I reached over and grabbed a tissue. I held the tissue over his huge head with my right hand as my left hand went faster and faster. I looked up and saw the sparkle in his eyes. It took only few seconds more and I felt him explode into the tissue. It was a good thing I had several because he pumped and pumped what seemed like a quart of semen into them. Finally he was spent and I wrapped the soaked tissues in a dry one. "Oh fuck that was great Diana," he gasped as he tried to catch his breath. "You're a fucking natural with a cock in your hand! You are going to make a good little girlfriend to some stud someday." "Thank you," I blushed as I curtsied. "Too bad I can't get you to come in here every day before school and take care of my morning boner," he laughed. Ryan got up and started to pull his boxers on and headed out of the bedroom. I tossed the tissue in the basket and headed towards the bathroom. I noticed the door to Aunt Sharon and Uncle Mark's bedroom was closed. I knew what was going on in there as I waited to use the bathroom after Ryan got done. He came out and leaned over and gave me a kiss on the cheek. "Thanks for the hand job Sissy," he smiled. "I'm looking forward to a lot more of them." I went into the bathroom and washed my hands and touched up my lipstick which had gotten smeared from all the kissing. As I looked in the mirror I wondered why a part of me felt so dirty yet part of me felt a satisfaction. I remembered the look on Ryan's face as he pumped his load into the tissue while I stroked him. He seemed to truly enjoy it and I had brought that pleasure to him. I wonder if real girls felt the same pride in satisfying a man. I headed back downstairs. I am not sure why but I slept very well that night. Am I getting accustomed to being the family sissy? Maybe I am really a girl and was just faking it all the time before? I really wasn't sure but I got out of bed and took care of my morning needs in the bathroom. Ryan came into the bathroom as I was finishing up. He leaned his body into my back and I could feel his stiffness. "I got this boner just thinking about you wrapping that cute little hand around my cock later sissy," he whispered in my ear. "Maybe you would like to do it now for me." "You have to get to school," I replied "Guess I will just jack off in the shower thinking about you and how you are going to take care of me later," he laughed. I dressed and did my hair and headed downstairs to start my day. Ryan just stared at me at me as I made breakfast and even blew me a kiss when he left for school. I grabbed a cup of coffee and sat down at the table as Aunt Sharon came into the kitchen and sat down next to me. "How did it go last night?" I took care of him like you showed me," I replied. "He was fine last night but this morning he wanted me to do him again." "Typical male," she laughed. "So did you?" "No! I was still in my nightgown and had my rollers in my hair," I said. "I didn't mind doing it last night but I sure wasn't in the mood for it this morning." "Men are always in the mood so get used to it sissy," she laughed. Thankfully Aunt Sharon didn't ask for details. My day was my usual and we went to the homecoming game which they won. Ryan got home about 7 and he took a shower and about 15 minutes later I went up to his room. It was quite similar to the previous night but I had on one of my non padded bras and he took full advantage of my breasts. He tried to get his hand under my sweater but I stopped him. I have to admit it felt nice as he softy played with my breasts. I wonder if other girls feel the same way. The rest of the weekend went fine. After church in Sunday Aunt Sharon took me to brunch. She said now I was really one of the girls. We even talked about Ryan and even in spite of my seeing to him before he and Jenny went on a date eventually things would happen between the two of them. It is almost scary how much of a change has occurred in Aunt Sharon and the way she treats me over just a few months. In the beginning she was almost drill instructor like towards me. Now she almost treated me like a daughter. I still knew she was a strict disciplinarian, even more so to me than my cousins, but isn't that how mothers are with their daughters? I got up that Tuesday morning and was doing my make up when Aunt Sharon peeked into the bathroom. She told me to wear my gray dress today. I thought it strange as I never wore a dress during the week but did as told. I even wore the full slip under it. I was going to grab some breakfast this morning but Aunt Sharon said to skip it. Soon we were in the minivan and on our way somewhere. "Where are we going?" I asked. "You have an appointment for a check up Diana," she smiled. "You have not been to the doctor's since you have been here and I want to make sure everything is OK with you." "But a doctor! What about ah ..." "Relax my sweet niece. Haven't I taken care of you up to now?" she smiled at me. I smiled back so she went on "Trust me Honey, everything will be fine." I sat there scared but Aunt Sharon had seen nothing too bad had happened to me so far. Yes she made learn how to take care of Ryan's many needs but that is part of growing up. Had I been a girl right along I would probably be dating by now and have done it to my own boyfriend by now. Yes I was still a little unsure about doing it to my own cousin but I do have to admit there was something empowering as a woman helping a man to relief. Aunt Sharon filled out some papers when we got to the doctor's office. I sat quietly next to her in awe of the pamphlets scattered around the tables in the waiting room. They were about pregnancy, periods, breast self exams, ovarian cancer, etc. I suppose this was normal for the office of an OB/GYN. I was embarrassed in a way Not because of what the pamphlets were about but because of I felt I was invading an inner sanctum of women. Soon the nurse came out of a door and called my name. Aunt Sharon came with me as I followed the nurse. First I was weighed and measured for height, 5' 2 and 1/4" in my stocking feet and 104 lbs. Next came my blood pressure, temperature, pulse, and she listened to my heart. Finally she pulled a paper gown from a drawer and handed it to me. She smiled at me then Aunt Sharon and left. "What is this for?" I asked Aunt Sharon. "It is an examination gown Diana, you are supposed to put it on." "But why do I need to put this on over my dress?" "No you silly girl," she laughed. "You need to take your clothes off and then put it on so you have some modicum of modesty. Now take your clothes off and put it on." "Yes ma-am," I said as I struggled to unzip my dress with its back zipper. "This would have been a lot easier if I had just worn slacks and a blouse." "Very true Diana," she laughed. "It is all part of being a young lady so get used to it sissy." I saw a hanger on a hook on the wall so I hung my dress up before taking my slip and pantyhose off. I reached for the gown still wearing my bra and panties. "All your clothes Diana," Aunt Sharon smiled. "My panties too?" "Yes Diana panties too." "But ..." "Take your bra and panties off sissy!," she barked. "You think just because you are a sissy you get off easy?" "No ma-am," I said apologetically. "That's right little sissy!" she laughed. "Get your bra and panties off and put the gown and sit down on the examining table like a good sissy!" I did as told and sat down. The examining gown only tied at the neck so my backside was open and even after trying to smooth it out and hold it together I could still feel the rough paper on my bare bottom. It was several minutes before the doctor came in. Hello Sharon," she smiled. "I take it this is Diana." "It is," Aunt Sharon smiled. "Diana say hello to Dr. Hall." "Hello Dr. Hall," I smiled. "That is not how a young lady does it Diana," Aunt Sharon barked. "I taught you better! How try it again!" I got up off the examining table. "Hello Dr. Hall," I said as I curtsied holding the gown out. "Nice to meet you Diana," Dr. Hall smiled before turning to Aunt Sharon. "It is so nice to see at least a few young ladies still practice proper manners." "It is but it has not been easy getting them through her stubborn head,: Aunt Sharon smiled. :OK Diana, do you know why you are here?" Dr. Hall said as she turned back to me. "I ah guess for a check up," I said tentatively. "That is right," Dr. Hall replied. "You are 15 and it is time you had your first obstetric exam and see how things are developing. So let's start with your breasts." I felt Dr. Hall untie the gown and slide it down my shoulders. I held it up a little trying to hide my shrunken penis as she felt my breasts. She made some notes before turning to Aunt Sharon. "You are right about her development Sharon." she said clinically. "Have you had her measured yet for a proper bra?" "Not yet but I was planning on that next week," Aunt Sharon replied. "I would think by now she is a full A or even a small B cup and time to get her into something for proper support." "I agree and in my opinion she is probably a small B," Dr. Hall said. "Was her mother large like you?" "Not at all," Aunt Sharon laughed as she glanced down at her breasts. "I think my sister in law struggled to fill a B, unlike these monsters of mine." "Well a lot of women are even smaller than a B," Dr. Hall laughed. "Still even small breasts need proper support for comfort as well as minimize sagging." "I agree and I will see to it." Dr. Hall pulled my gown back up and tied at me neck. She instructed me to lie down on the examining table and soon as I was situated she grabbed my ankles and put my feet into the stirrups. I tried to hold my gown down and saw Dr. Hall smiling down at me. "I understand young ladies are embarrassed at their bodies but I have seen it all," she said in a reassuring voice. "The first time is the worst but you will get used to them." Dr. Hall slid my gown and I was there for the world to see. I could feel my cheeks turning red as she felt my penis. She made a few notes before she slid on a pair of gloves and she then examined my yet to drop testicles. She did remark to Aunt Sharon about my few hairs starting to grow there. I then saw her squirt something onto the her finger and wondered what that was all about. I sure wasn't ready for what came next. I shrieked in pain as I felt her finger slide into me. It hurt like nothing as she initially started to probe my anus. I couldn't see what she was doing but I could feel my little soldier start to stiffen. I was embarrassed and shocked but it did feel nice as she continued to probe. It seemed an eternity as she probed and caressed my insides before she pulled her finger out. She took the gloves off and tossed them into the trash can. Again with the notes, what is she writing down? Finally she finished and she smiled at me. "You can get dressed now Diana," she smiled. "Sharon I want to talk to you in my office." "Of course," Aunt Sharon smiled as Dr. Hall left the examining room. "You did fine Diana, I am proud of you," Aunt Sharon said as she helped me to my feet and untied my gown. "You get dressed and wait for me in the waiting room whil I go see what Dr. Hall wants to talk about." "Yes Aunt Sharon

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She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

2 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

4 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
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Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

2 years ago
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Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

4 years ago
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Used Sissy

I was now a fully fledged Crossdressing Sissy Slut even though still only in my teens I needed and craved cock..........any cock as long as it was loaded with spunk for me to swallow. I had been sucking cock at various toilets around my town and had met some really kinky bastards in my time but John was way ahead in his kinky ideas. He was a mature respectable male in his late 50's a white collar worker with a nice property in the country.....he was married and had 3 k**s so to any one taking a...

3 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
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Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

1 year ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

4 years ago
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Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

4 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

1 year ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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  • 32
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
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The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
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First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
3 years ago
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Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

2 years ago
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Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

3 years ago
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The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

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