Lane Bryant Sissy free porn video

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Lane Bryant Sissy By nysilksissyboi Wow, Who ever would have though a chance visit to a mall to handle a panty fetish, would have my life end up the way it has! Ever since I can remember as a kid, I have had a silk/satin fetish, even would steal my sister's panties as a kid and wear them, a few times a dress or slip but nothing more than that. AS a teenager and in college, I bought myself men's silk underwear and nylon briefs and a few robes and shorts to deal with my fetish. But only once I got into my early 30's, did the desire to wear silk panties hit me, they looked the best, felt the best and the nicest colors and patterns. I knew I was gay, and had been in a few relationships, but I am masc. and was the top, and yet as I sit here and type this, I see my red fingernails, my gown is flowing over my legs and I am still in shock! It all started when I was 34, I had always ordered my panties online, but one day at the office, I was feeling so horny and yet so confident and sure I decided I was going to the mall to get me some new panties and a nightie or 2. Now keep in mind, I am a big guy, tall and even husky, but smooth. So, I have to shop at the bigger gal's store. The day seems to fly by and I immediately drive over to the mall, it's dead in there, so I feel a bit relived and walk right to the Lane Bryant Store. I go to the back of the store and they have some nice tables covered with sexy satin panties, I am real nervous and yet I am so drawn to wanting to buy these sexy panties, the sales gal asks if I need help and I of course tell her "NO!" As I start to pick out a few pairs of panties, I feel like I am being watched. I glance over and see a distinguished looking gentleman in a nice suit and tie. He is about 6'5 (nice and tall), in his late 30's/early 40's, and kind of slim but sexy looking. I figured he was here to get his wife a gift as he was looking at the blouses and skirts. But he seemed to keep looking at me. I thought maybe he was thinking I was a weirdo, as I was some big guy pulling panties off a table! I was in such a groove, I bought 20 new panties and 3 new nightie, one long and 2 short. I took it all to the counter and of course the sales gal, took her time ringing it all up and folding everything so nicely. I noticed that man was behind me with a sexy silk blouse in his hands to purchase. I got a whiff of his cologne and he smelled real nice, but smelled and looked so straight. I was still nervous thinking he may have thought this was all for me, but of course, it was! The grand total was over $200 and gave the sales gal my credit card, she then told me of a promotion they have for anyone that purchased over $200 and I needed to sign up. She took a clipboard, and asked for my name. I said "Karl" she proceeded to ask my last name, and my phone number so they could call and remind me of the sale promotion. I didn't think anything more of it and took my bag of goodies and rushed out of the store to go home and try them on. Two Days Later, I got home from work and I checked my phone messages, I had a message from a Tom of Lane Bryant. Telling me, I had won a ticket to see a fashion, free merchandise and their new line of men's clothing. (Though I hadn't heard they were going to add a men's line and wondered how they knew I was a big and tall man). I was told there would be a room for me in a nice hotel in NYC for tomorrow night (Friday), the room would be paid for and in the room would be much more details upon my arrival. This whole thing seemed odd, but yet somewhat exciting, when I talked with the man on the phone, he said a packet would come in the morning, and since I won, I would have to be the one to attend "not my wife" but I can use the merchandise prizes to get her whatever I wanted. He said this was a show they offer to men to see what outfits they like their women in. We hung up and it almost sounded like he said. "Karla, I will see you Friday night." but then again maybe I wasn't hearing right! Well, I had planned to take Friday off anyway. So I went to bed that night all excited about my free weekend downtown, I figured if I don't like the show and stuff, I can at least slip some panties on and go to a few clubs. The FedEx guy showed up at 9:30, the packet had pieces of paper in it detailing the directions to the hotel, what to do in order to check in and said the rest of the details would arrive at the hotel later. None of the papers had any Lane Bryant logos which seemed odd, but again it all still looked ok, to make sure I called the hotel and they did in fact have a reservation for me, they said it was the "Queen Suite" - I laughed. So, I jumped in the shower, packed my bags for the weekend (of course put a few panties in there) and headed off to the city! I got there by 3 pm as the letter requested. I went to the front desk and checked in, they only asked to see my id and said all the charges were covered. They gave me a key to the room and said to enjoy, I asked where the fashion show was, and they said they didn't have one, but it could be at another close hotel. I went to my room, I walked into a beautiful room, it had a large bed with a red satin comforter and pink satin sheets. I waited for the bellman to bring my luggage, but didn't seem to show up yet. Suddenly there was a knock at the door, a bellman had at least a letter for me. I took the letter and opened it up, it told me the show would be at 5, someone would come pick me up, and I was to take a shower and in a few minutes, new clothes from their new line would arrive and I was to wear them to the show. I wondered how they would know my size? But I was gullible, I stripped and jumped into the shower, I took a nice hot long shower and stepped out, I dried off and walked into the bedroom, I noticed a box on the bed and my clothes that I wore to the hotel were missing. I opened the box, on top of the tissue paper, was an envelope addressed to "Karla", I was in shock, I ripped open the envelope and started to read: Karla: I know you want to be a sissy, I can tell you like the finest silks and satins and want to be a man's sissy. In the box is a cute outfit for you that I expect you to be in when I arrive, make sure everything is on your body when I get there, if not, I will report you to hotel security and the police. NOW GET DRESSED! Boy was I scared, but what could I do, I had no other clothes, I call the bell desk, they couldn't find my suitcase. And I was naked in my room. I looked under the tissue paper, first was a sexy pair of purple panties, I slide them on, followed by garter and stockings, there was a purple satin bra, and then a pink satin blouse (it looked the same as the guy that was behind me at Lane Bryant on Tuesday), Now it was all coming together, He must have overheard my phone number and he was watching me closely when I bought those panties, but why did he bring me here and what was going to happen, I slid the blouse on and then their was a silk purple skirt followed by heels (thankfully not to big), In the bottom of the box, was lipstick and perfume, I looked at the clock it was 4:55, I quickly went into the bathroom and put on the lipstick and perfumed , I looked in the mirror and though I had a mans hair cut and looked like a man, the clothes looked great and they felt just as great. My cock was now hard as well, I was not sure if it was from the silks or the anticipation of what would happen. The phone rang, of course, I jumped, I answered it. "Karla are you ready?" "Yes SIR!" I replied. "Go lay on the bed with your face down in the pillows, do not move until I tell you." he immediately hung up. I did as I was told and went to the big satin bed and laid on it with my face in the pillows. Suddenly I heard the door open, I heard him walk in, as he did he came over to the bed, he told me not to move and slid his hands up my legs, under the skirt and massaged my silk coved ass, he pulled them out and suddenly, he grabbed my head and told me to close my eyes, as I did, he blindfolded me with a silk scarf. He ordered me to roll over, as I did, he tied my arms to the posts and then my legs, I was there tied up all spread out. He walked away, but then I suddenly heard sounds from a camera, he was taking pictures of me, now I was getting scared. I yelled. "What are you doing?" He quickly slapped me across the face, told me I do not talk unless granted permission and if I yell again he will gag me as well! I told him I saw scared and *bam* he slapped me again, he told me I am not to talk. He stepped away, it was quiet, I heard him again when it sounded like he was undressing and I heard his zipper go down. "I told you Karla, not to talk, and yet you did twice, for that you will prove what a great cocksucker you are. Right?" With that I could feel his warm cock near my lips; I was so scared yet at the same time felt so horny and excited. I started to lick around the cock as he swirled it around my lips, he started to push against my face, and so I opened my mouth, he slowly slid his hard cock in, it was nice and smelled so clean. I licked on it and started to suck it more and more, his hands grabbed my head as he started to fuck my face. He quickly stopped and told me that from now on, I would be his sissy boy slave, no exceptions and no way out. I would belong to him and do all the his needs and wants. He jammed his cock back in my mouth and asked if I agree. Hell I wasn't thinking about what he really said I was horny and figured this was just some sex game to him. He told me if I took his cum, I would be his wife forever. 'Yeah right.' I thought. He pounded my mouth with his cock, then all of a sudden he shoved a huge load right down my throat. He made sure every drop was left in my mouth for my enjoyment! He pulled out and told me from that point forward I was now his and would do all he wanted. He got up, got dressed and started to untie me, he took my blindfold off and he was in fact the man from Lane Bryant. I told him that this was fun, a bit different, and said I had better get going, *BAM* again he slapped me, told me this was no game, I was to do only as told, he then pointed to the TV and there was a video of me getting dressed, followed by his cock in my mouth. He proceeded to tell me, that if I want this kept quiet and no one else to see "our movie" then I would do all that he asks and requires! He had me get up, I was scared and nervous now for real, I wasn't sure what he wanted, the game seemed cute, but I wasn't certain I wanted more. He grabbed a bag he had with him and pulled a wig out, he told me to go in the bathroom and put it on; we had an appointment to go to. I went into the restroom wondering what he was talking about. "What appointment?" I wondered. I never had put on a wig before but slid it on as best I could and walked out, making sure I said nothing, I didn't want to get slapped again. He told me we were leaving, he was going to make me ever more feminine for him. I was instructed to stay near his side, not to speak and to not make eye contact with anyone other than him. Now, I was really scared, yeah I was in drag and a wig, but I wasn't at all passable, I knew whoever saw me, would think I am some linebacker in a skirt and blouse. But what could I do, he grabbed me quickly gave me a big long kiss and as he did he grabbed my silk covered cock, squeezing them. He whispered in my ear, "You better behave and don't you dare disappoint me or try and run!" With that he opened the door and nudged me out. We walked down to the elevator, and thankfully no one else was in the hallway. The elevator door opened, we walked in, thankfully again it was empty, but suddenly it stopped on the tenth floor and two teenagers walked on, I kept my head down, but I could hear them giggling and yet wasn't certain if it was at me. Finally the elevator opened at the lobby, the kids walked out first, then Tom grabbed me by the arm and walked me towards the front door, fortunately the lobby was slow, but of course the bellman, opened the door for me and looked right at me with a peculiar smile! Tom hailed a cab, opened the door for me, and told the cabbie what street intersection we had to go to. We drove along for about 15 minutes, I could see the cabbie looking back at us with a smirk on his face, but he drove us to our destination. It was a huge building with no signs on it, I was still confused as to what was going on, Tom led me to the front door and we rang the bell, the buzzer sounded and we walked in. Tom again grabbed my arms and we waked down a long hall way, till we got near the end, he knocked, and a beautiful woman answered, She was so excited to see Tom, she greeted him with a kiss and asked who I was. Tom said, "Tina, this is going to be my wife, Karla, take her and do all that is necessary! I will be back in 3 hours, if She gets out of line, you know what to do." With that, he pecked me on the cheek and left. Tina looked me up and down and told me right off. "Karla, Tom is a great friend of mine, I am glad to see he has founded what he always wanted, - a wife. We have our work cut out so let's get started." I felt since Tom was gone I could speak, I told her I was scared and didn't want to do this, *Bam* then she slapped me. She told me I was not allowed to talk, Tom was a good man and I was to do all he wanted, she would help me, but I had to listen! She told me to follow her, we went through another door and inside was a Beauty Salon. It had 4 chairs, one woman was getting a perm and never bothered to look up when I walked in. I noticed other then Tina, the only helpers were very effeminate men, in tight black spandex outfits and yet pink collars. One of them, his name was "Sissy" was helping the woman with the perm. Tina called for Prissy, and Missy to help her with me, the first thing they did was order me to strip in the changing room and the lay on the table. I still wasn't certain what was going on, I thought this had to be a dream and I could wake up and it would be all over. But, I lay on the table, Prissy came in and strapped me down, Missy then came in and started to spray a liquid all over my legs, and arms, my armpits and even my crotch. He then unstrapped me, rolled me over and did the same. He had me get up and go into the shower room, where they both proceeded to wash me down and I noticed all the hair on my body was sliding down the drain! They toweled me off and handed me a very pink satin pair of panties and a satin robe to put on. With all this attention from guys, my dick got real hard, especially as they slid the panties on me. Suddenly Missy slid her mouth on my cock, Prissy whispered in my ear that Tina hated to see hard cocks and they would help me Missy was sliding her mouth up and down my cock boy it felt good, he really knew how to suck, he was working my cock up and down I was going to explode quickly, before I did, Prissy shoved my pair of panties in my mouth to gag my moans. Missy was still working my cock hard and took his hand to squeeze my balls, as he did that I let loose and shot my load into his mouth, but as I enjoyed the feeling of shooting my load, I felt this hard pinch in my ass. It really hurt. I quickly turned around and saw Prissy pulling a syringe out of my ass. He looked at me and smiled, Missy then whispered in my ear, it was a double dose of hormones to get me started! Here I thought I was getting an innocent BJ and instead it was to trick me into getting a shot! Missy pulled my panties out of my mouth, slides them back on me, and led me to one of the chairs. Tina quickly came over, "Karla is everything all right, I am not sure but suddenly I sense your already getting more like a lady!" She giggled and had the boys strap me into the chair. "Now let's go a few steps further, shall we?" She ripped the wig off of me, and started to work on my hair, as she did, Prissy worked on my fingernails and Missy did my toenails. I never had felt so pampered, yet I am not sure what the outcome of this would be! Prissy stopped and gave me a cup of tea, He resumed what he was doing and before I knew it, I was feeling very drowsy. Next thing I recall is hearing Master Tom. "Tina, what a great job you and the girls have done, she is great, she will make a great wife, it's great to have a sister like you." Tina fired back. "Tom you know I just want to see you happy and I am glad Karla is the one for you, I can't wait till the wedding, now get her out of her and make her the real woman she needs to be!" I opened my eyes and in front of me was a mirror, my hair was beautifully done, it was even colored! My ears were sore and then I saw I had two earrings in each ear, both my fingernails and toenails were a nice shade of pink and I ever noticed my face had make-up all over it, I did look a lot more feminine. But I still wasn't certain what was happening and why, Master Tom then walked over, he planted his lips on mine and forced his tongue in my mouth as his hands went all over my body. He pulled his mouth off me, and said this would all make sense soon and he would tell me what is going on but first we had to eat dinner. Just as he said that, Missy showed up with a new pair of gold silk panties and then he slid them on me, Prissy came in and put my stockings and garters on, with a matching gold bra. Missy said for now, he would have to stuff tissues in my bra and so of course he did. Master then pulled out of a garment bag, a nice long red satin gown and slid it over me. He then took me by the hand and said. "Let's go eat!" We left the salon and the building out front was a Limo, Master Tom opened the door for me. I slid in the car and he sat right next to me, insuring his hands were on my legs. The driver sped off and Master Tom started to put his tie on. We pulled up to a very fancy restaurant, the valet opened the door and I slid out as best I could to look ladylike and figure out these dang helps. The valet saw I was struggling and asked, "Ma'am can I help you?" Ma'am I thought wow that was a first, he helped me up and Master ToM took me by the arm and walked me into the restaurant. Everyone in there knew Tom, we even were given a private table in the far back of the room, where no one could really see or watch us. We sat down, the Waiter came over and asked if we wanted anything to drink. Tom told him, "We are celebrating tonight, Karla has agreed to become my wife, bring me the best bottle of wine you have!" As the waiter left, Tom grabbed my face and pulled it to him, he again kissed me hard and told me he was so happy he saw me at that Lane Bryant store. He reached into his pocket and pulled out a beautiful expensive ring with a huge diamond. He grabbed my hand, slid it on my finger and told me how glad he was that I was going to be his wife. As he said that, a bright light flashed and I heard the whole restaurant applauding. I looked up and saw a cameraman, and everyone was staring right at us. It seemed so embarrassing! But yet, there also was a nice feeling to it and I started to think this might not be bad after all. The wine came and we had a celebratory toast, over dinner, Master Tom started to explain things. He knew he was gay, but had an important job that required him to either lead a closeted life and have a few safety dates or find a male that wanted to live as a sissy boy wife for him. Since he was tall, he preferred taller woman and really liked plus sized woman, He had a few dates, but none was what he really wanted. Then one day, he saw an article about Lane Bryant. The story had mentioned that Lane Bryant's best customers were men, men that were not buying clothes for wives or girlfriends, but instead for themselves! So he developed a plan to scope out some stores and if he found the man he liked he would grab onto them. He told me I would have a great life with him, he had enough money to keep us both happy and as long as I was obedient, did all that he wanted, he would give me that great life. Finally, he said I could talk. I told him I was scared, nervous and yet excited all in one. I liked cross-dressing some, but wasn't ready to give up my regular life and live as a woman. I told him this whole evening was exciting and great but I wasn't certain I could get used to it or wanted to. He slid his hand under my gown all the way up to my panties, he was caressing my cock under the table and again kissed me hard. He pulled his lips off and was still caressing me when he told me that I would have to get used to it, all would work out and there was no turning back, the more he talked the more he squeezed my cock and balls. They started to hurt, I winced and as I did he slid his tongue in my mouth, he kept squeezing and tears welled in my eyes. He told me I was his wife and I better get used to it. After that, we got up left the restaurant, every table we passed, people were congratulating us and telling me what a lucky lady I was. We got back into the limo and sped back to the hotel. We got to the hotel rather quickly and right into our room, Master Tom told me to go into the bathroom and take a nice bubble bath and to make sure I douche real clean, he would shower in the other room and meet me back in the bed in 30 minutes. I walked into the bathroom and noticed the douche kit was set out and ready on the countertop, a sexy night and panties were also laid out and my bath was already drawn I stripped my gown and bra and panties off, (threw all those tissues away). I noticed my nipples were more sensitive then normal and started to wonder if the shot was kicking in already. I slid into the warm sweet smelling bathtub and laid my head back to think what I have gotten myself into So I soaked for about 15 minutes and then it hit me, I had to douche, as I said before I was always a top before and liked my bottoms clean as well, but never had to do it myself and if he wanted me to douche then it could only be one thing, he planned to fuck me that night as well! I always wondered what it would be like to get fucked and guess now I was going to get my chance. I took the enema bottle filled it up and did my thing; I made sure my insides were nice and clean. I grabbed the panties they were such a soft silk and royal blue with black lace, the nightie was baby doll length, no doubt short enough to give him access to whatever he desired. I saw a bottle of perfume on the counter and figured what the heck and sprayed myself all over to smell real sweet for him. I walked into the bedroom of the suite, he was lying on the bed in only silk boxers, He told me to come lay next to him. AS soon as I lay down he rolled into me and started to kiss me, aggressively, with his hands caressing my body. His hands worked down to my breast and he rubbed them for a while, he kissed my mouth, then my ears and sucked on them and my neck, he then slid under the nightie and started to work on one nipple at a time, one nipple would be in his mouth being licked, sucked or lightly bitten and the other nipple was being teased by his hands and fingers. He would alternate his mouth from nipple to nipple, it seemed for a good half hour making me moan and groan. He worked even lower and pleasantly surprised me by taking my cock in his mouth. He slowly licked it at first, tip to the base up and down, all around, eh then slowly built up a nice rhythm, I was so close to blowing my load when he stopped and pulled my panties totally off, He then buried his face in my ass and was eating my hole, boy he was good I could feel that tongue sliding all over and in and out, he was making me crave his cock in there. I never had a better feeling before. He again stopped as soon as I enjoyed the rhythm and went back to my cock and again took it slow to start and built up a nice rhythm again, but then he sped up I knew I was going to cum but he wouldn't pull off and suddenly I shot into his mouth, he seemed to take my whole load, but after he drained me he came up and kissed me and fed back to me all of my cum and told me to swallow it all! I never had my own cum before and yet now I was getting it whether I wanted it or not. When he pulled his mouth off mine, he looked into my eyes and asked if I was ready to be his real woman, I told him truthful I wasn't sure. With that, he spread my legs and lubed his cock up and said, "Okay Karla this will make you my woman, after this, you will be mine and you will love me forever and I will love you the same." With that being said, eh slowly put his cock at my cunt lips, and slowly slid his cock in. He pushed his cock all the way into me and started to slide it back and forth, the point of almost coming out and sliding it back in, each time picking his pace up and other times slowing down, occasionally thrusting and jamming his cock deeper and deeper in me... Most of the time, when I had fucked someone, if I gave them 15 minutes I thought I was doing well. But with Tom it was close to an hour, he wasn't just fucking me, it was love making. As he kept thrusting his cock in me his hands and mouth were all over my body. I could tell he was getting close, when he stared to fuck me, it had hurt, but as the session went on, I loved that feeling of his cock in me, It was so great to feel a man like Tom deep in me. His pace was really picking up, he looked me deep in my eyes and asked if I was ready to be his woman, I was so loving his cock in me, I was ready I told him, I was really falling for him, he had broken me by now and that hour of lovemaking made me want and need him so badly. I looked back into his eyes and said, "Yes! TOM, I WANT TO BE YOUR WIFE!" With that, he shot a huge load deep into my hole. He made sure every drop was left in me, when he finished he collapsed on me and said he just marked me as his woman. He reached over a grabbed a butt plug and shoved it into my hole, telling me he wanted his love juices to be in me all night so they will dry into me, marking me as his. Well as the night went on, 2 more times he pulled that butt plug out and put his own cock back in me and two more huge loads. I have to admit I was falling for him and I was ready to do all he wanted. One Year Later Well, its been a year since that first weekend, 4 months ago, Master Tom and I got officially married, though few knew what I had on under my dress and panties. Over the last year, I have really fallen in love with Master Tom, he has bought me the nicest clothes, had me get hormones, some minor surgeries to make me look a bit more feminine (but we will never have the final surgery done, he likes that little thing between my legs) and now I am living 24/7 as his woman and his wife and I couldn't be any happier. When he comes home, he always has another way of making me real happy. I have grown to love our long hot love making sessions, I can't help but thing how glad I was that I finally got up the courage to finally go to that Lane Bryant Store!! Hope you all like, one day I do hope this really comes true for me. Feel free to email me [email protected]

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Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

3 years ago
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What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

2 years ago
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I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

3 years ago
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I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

2 years ago
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My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

4 years ago
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Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
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Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

3 years ago
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Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
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Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

2 years ago
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Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

3 years ago
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Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
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The Making of a Sissy

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...

3 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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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...

2 years 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...

2 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...

2 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...

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...

2 years 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...

4 years ago
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son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

3 years ago
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Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

2 years ago
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Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

2 years ago
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sissy

Thanks Megan for the courage to comment. I like constructive criticism, and in addition, would love to be your toy! This chapter is dedicated to you!After returning to my house, I realized that our shopping trip did not accomplish what we set out to do, which was to get more panties for me to wear. So as not to disappoint Elaine, I dressed, the panties in place of course, and returned to the store. Not sure what to expect I walked slowly through the door.The salesladies smiled and said, "Look...

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