How I Became A Cuckolded Sissy: Part 1 free porn video

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How I Became a Cuckolded Sissy: Part 1 By willow619 Allie and I had been married for three years. Our sex life had become bland, routine, and, frankly, I preferred masturbation to the work it took to cum by intercourse. I was pretty sure that Allie felt that way, too. You see, my cock is, at best, 5 inches. My touch, or my tongue, on her clit seemed to be much better received than my cock in her cunt. I've always been a crossdresser. I can remember being in first grade and wearing my older sister's clothes and pretending I was on a date with a boy. Before we married I told Allie about this. She treated it as something that would go away once we were married, and never mentioned it again, no matter how often I referred to it. Then in June things changed dramatically. I'd kept some magazines showing cross-dressers, and jerked off with them. I always hid them, until one day when I forgot, and left one on the floor next to our bed. It showed a crossdresser serving a couple, being humiliated and tortured by them. The man in the pictures had a huge cock, at least 10 inches. Allie found it while I was at work, and when I came home she was reading it while sitting in the chair next to our bed. "You fucking sissy!" she said as I came into the room. "I thought you just fantasized about this, I didn't realize you actually did it!" "But Allie, dear," I said, "that's all I do. Sure, I jerk off looking at these pictures, but I haven't done it yet." "Yet?" Allie smiled, and I knew I was in trouble. "Yet? So you admit you want to do this, and might, if the opportunity arose?" "No, dear," I said. "I would never be unfaithful to you, with a man or a woman!" "Well, how about if I was part of the process - changing you into a sissy slut - Then it wouldn't be unfaithful, would it? And you would like that, wouldn't you?" I was confused. What was she proposing? Was she teasing me, or did she have some odd plan in mind? The few moments I took to reply gave her the opening she wanted, and she ran with it. "Strip. Now!" she said. I did as she said. In five seconds I was standing naked in front of her. Then she took off her outer clothes, standing in the black slip she knew I loved - to see and, in secret, to wear. My cock got hard from seeing her, and in anticipation of what was to come. She grabbed my cock and squeezed it so hard I almost fell to my knees. "Yes, dear, I know you like to wear this slip. You may not cum in it, but you forget the little stains your pre-cum leaves. Well, today you will wear much more than this." She threw back the sheets on our bed, and there was an entire feminine outfit. First she handed me a pair of pink panties. "Put these on, sissy. Actually you need a sissy name. I will call you Willow. I will explain why later. Put the panties on now, Willow, and then the bra." The bra was also pink. I put it on backwards, so I could clasp it in the front. Allie smiled. "I see you've done this before." I blushed. Of course, she was right. Once I was in bra and panties Allie came close, and caressed my cock through the panties. I almost came at her first touch. As I panted she drew back. "No, Willow, you will not cum at my touch today. I have bigger plans." She stressed the word 'bigger'. Then she gave me a pink slip. It was the same fashion as the black one I loved so much. I almost came putting it on. Allie smiled at the look on my face. "Yes, dear, I know. It took me a while to understand, but now I know how you feel." Then Allie gave me a sundress. It was floral, and it swirled as I put it on. I was in heaven - or I would have been, except I was still so confused as to what Allie was doing. Why had she bought these clothes? (I knew her wardrobe, and neither the dress not the lingerie were part of her collection) She then gave me some high-heeled shoes and told me to put them on. As I bent over to do so Allie yelled, "Hey sissy!" I looked up to see our video camera in her hands, aimed at me. "I see you looked up when I called you sissy. Now look at the camera and say, 'I am a Sissy!'" I looked at the camera and, in a quiet voice said, "I am a sissy." This wasn't good enough. "No dear," said Allie, "say it like you're proud of it." "I am a Sissy!" I said loudly. "Play with your little cock in your panties, and tell the camera how much you want a real cock." "But Allie..." I started to protest. She slapped me across the face, without losing the focus of the camera. "Do as I say, sissy, or your family gets the tape I've shot so far!" I was confused. Why was she so demeaning when she had brought me to this point? But I couldn't risk her carrying through on her threat. I looked at the camera and, as I played with my cock, said, "I really, really want a cock to suck." "Good, Willow. Now I have you on tape, and if you do not do as I say your family - and your coworkers - will soon have a copy." Now I was getting scared. Where was she going with this? "Now that I have you on tape, looking like you, it is time to make you look like a real girl." She then took a blond wig out of a box and held it up. It was made with long, full curls. She put it on me, and turned me to the mirror above our dresser. I looked, and was stunned. Looking back at me was a pretty girl in a floral dress with long blond curls. Though I had no padding, the bra created enough of a breast to make my dress stand out in just the right way. I stood there for a few seconds, long enough for Allie to grab my hands and pull them back. The next thing I knew my hands were in cuffs behind my back. I started to protest, but Allie slapped me across the face so hard I started to cry. "Yes, Willow, cry, you little sissy. But before this night is over you'll be crying in both pleasure and pain." Allie took the handcuffs, and pulled me back to a straight- backed chair in the corner of our room. She pulled my cuffed hands over the back of the chair and sat me down hard. "Now Willow, you will see the 'dark' side of your fantasy! Michael, you can come out now!" Then out of the bathroom adjoining our bedroom came Mike. Mike was a friend of ours, a backstage director of our local theater. And he came out with a huge smile on his face. "Hello, Willow," he said. He was wearing just a pair of burgundy bikini briefs. Through them I could see the outline of a huge cock, at least 9 inches while just semi-hard. Allie went to Mike and kissed him, and rubbed a leg up and down his front. He kissed her back and fondled her breasts. I started to protest, and they both laughed at me. "Silly sissy Willow, Mike and I have been lovers for a year now. What you see is nothing new!" Allie told me. I was stunned, and stared at them with my mouth wide open. "Yes, dear, open that mouth. It will be filled soon," laughed Allie. "Did you really think that your pitiful excuse for a cock could please me? God, no! Now you see what it takes to really please a woman!" She caressed Mike's cock as she said this, and now I could see that it was a good 11 inches when hard. "When I found that magazine this morning I knew that it was time we stopped the charade. I was pretending to be happy with your lovemaking, and you pretended to be a man! Now you and I will set the record straight. I need Mike's cock, and so do you!" I must admit that my own little cock was quite hard. I had long thought about being a lover to Mike. And now here it was, the opportunity I'd dreamed of! But these circumstances were hardly what I'd hoped for. Or were they? Mike moved towards me, placing his cock in my face. "Suck it Willow, suck my cock you sissy." I started to lick his cock through his briefs. In a few seconds I forgot my circumstances - hands cuffed behind me while I sat in the chair in drag - and concentrated only on his magnificent cock. I licked it and sucked through the briefs, and then Allie handed Mike the camera. "Pull down my briefs, Willow - with your teeth." As Mike filmed the episode I did as he told me. I pulled his briefs down with my teeth. Then, without being told to, I took his huge cock into my mouth. "Oh, yeah, be a good cocksucker, Willow! I want this on film. Maybe I'll post this on the internet!" I took his cock into my mouth. First I licked the head, then I tongued it up and down, up and down. Then I just started to take into my mouth, in and out, in and out. Just when I thought he was going to cum in my mouth he pulled out. I knew why he did that, so I begged to be released from the chair. "Please, Allie, let me go. I need Mike's cock in my ass, and he wants it there too!" Allie uncuffed my hands and laughed. "That, dear Willow, is how you came to that name. Like the tree, you also bend so easily!" I brought my hands forward and rubbed them where the cuffs were. Mike grabbed my hands and pulled me up. Then he pushed my head down. "Grab your ankles, Willow!" I did, thrusting my ass up. Mike pulled my panties down and split my cheeks. He put the head of his cock against my ass. Without thinking I said, "Oh, please, please!" Then he pushed hard, and that monster cock pushed into my ass. I came the second Mike penetrated me! Mike started thrusting, in and out. I cried with both the pleasure and the pain of the act, as Allie had predicted. I thrust my ass back hard to take as much of Mike's cock as I could. Our flesh slapped together until he grabbed my hips hard, and thrust so hard into me I thought his cock was halfway up my body. "Oh, shit!" he screamed as he came in my ass, shooting and shooting his sperm into me. I screamed something unintelligible, and had my second orgasm of the evening. We froze like that for a second, then Mike pushed me off him and onto the bed. I lay there for a minute, still feeling Mike's cock in me, even though it wasn't there any more. I heard Allie gasp, and looked up to see her with her finger on her clit, cumming as she took in the aftermath of Mike's making love to me. As she slowly calmed down, Allie said, "Now the preliminaries are over, and it's time for the entertainment part of our evening!" I shuddered with the sound of her voice. What it seemed to portend scared me. I was to be proven right. TO BE CONTINUED

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SISSY CUCKOLD MEETS WIFE'S LOVER by Throne "But why can't you just go out with him? I mean, why does Jake have to come into the house?" My wife Tessa put her hands on her wide hips and gave me an impatient look. "Really? Would that be polite? To make him stand out front? I decided it's time for him to meet you, Frankie, so that's all there is to it. When I tell him about my sissy husband he's always interested in meeting you." "You keep saying that. Except... I mean... look...

3 years ago
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Obedient Sissy Cuckold

Obedient Sissy Cuckold by Throne I was wearing a little-girl style dress with capped sleeves, short arms, a wide cloth belt, and full skirt. It was yellow, with a design of green leaves and red roses. Along with that I wore knee socks and Mary Jane shoes. My wife Sylvie stood in front of me, checking everything. She reached out and straightened my wig, which was a mass of golden curls that fell to my shoulders. Then she stepped back for another look. With her hands on her wide...

2 years ago
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Silent Sissy Cuckold

Silent Sissy Cuckold by Throne Danny stood in the corner of the bedroom, watching his wife Tandy get dressed. For most guys, especially if their spouse was as pretty as her, it would have been a pleasure. Not for him. First of all, he was naked except for a pair of very brief panties, lavender ones, through the filmy material of which it was obvious that he was locked in a chastity tube. Second, his collar-length blond hair had been styled. It was cut into bangs and turned under at...

2 years ago
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Cuckold Sissy Pimped Out

My wife and I have been exploring he cuckold lifestyle for a little over 2 years now. I love watching her getting fucked and having her pussy stretched by a well endowed man. When we first started doing this, I would just watch until the other guy left and then I would get my chance to reclaim her. After we had a few experiences, she started to include me a little more. At first she would just stare at me while the other guy was fucking her. That is still one of the hottest things I have...

3 years ago
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Sissy cuckold pt2

"Now for your turn" leers the old bull, stroking the mushroomed head of his gnarled old cock.The old man starts to get hard again and grabs the husband's head. He slams his cock back in the husband's mouth, brutally facefucking him. "Is that what you want Sissy? To be Daddies pantied cocksucker? "The husband chokes and gags on this vile old man's big cock, tears streaming down his face as he pounds his face. The husband feels the old man's potent cum-filled bull balls slapping his chin.The...

3 years ago
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How I Became A Simpering Sissy Slut Part 2

Author's note: Thanks for all the positive reviews Lady's, Men, and Gurls! It fills me with joy to see that people enjoy my little twisted tale so far, and it makes my clitty hard just thinking about the fact that someone somewhere has wanked to something that I have created. Without further delay here comes part 2! How I Became A Simpering Sissy Slut Part 2 When I woke up I was in a large 4-post bed covered by luxurious pink satin sheets. My head was pounding so hard it...

4 years ago
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Turned into sissy cuckold slave

Glen always got k**ded about how young he looked. Even on his wedding day, three months ago, someone had called him 'the baby-faced bridegroom'. He took it all good-naturedly. After all, he was quite short and slender, and really did appear to be in his teens. At 21 he still got carded in liquor stores. He didn't get carded in bars because he never drank there. Even the neighborhood place, which was completely tame, seemed too rough to him. Maybe that was why he felt so comfortable with Leesy,...

4 years ago
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How I became a Sissy

This is a true story some of the actual words may have been altered slightly but the events are the same Please feel free to email me with any comments you may have Kelly is interested in hearing them. Thanks. How I became a Sissy By Britney Hi my name is Dave and this is the story of my relationship with my girlfriend Kelly, and some unexpected changes that occurred between us. I guess I shall start around the time period just after my 23rd birthday. Kelly and I had...

3 years ago
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How I Became a Simpering Sissy Slut Part 1

How I Became A Simpering Sissy Slut Part 1 I had been a closet crossdresser for most of my life. Ever since the first time I had stolen a pair of my mother's panties and jerked off with them I became obsessed with female clothing. I loved it all, panties, skirts, blouses, dresses, heels, the more girlie the better. Satin items were my favorite! I just loved the feeling the soft, silky material sliding across my skin. By the time I was 18, I had a whole chest filled with female...

4 years ago
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How I was cuckolded without knowingThe transforma

This is a true story about how I was cuckolded without wanting to be cuckolded. I started out a dominant man wanting to be with women and over the last 12 years have become a bisexual male that wants to be dominated by a white woman or a black male. It all started in 2001. I was 26 at the time and very confident in myself and was dominant in nature. I had a much younger girlfriend who was 18 going on 19. Her name was Jessica and was not the kind of girl you take home to mamma. She had quit...

3 years ago
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How I Became a Sissy Baby Girl

"How I Became a Sissy Baby Girl" By SubTonya http://fetlife.com/users/1235591 "Well, here we are," I thought, as I parked my car in the driveway of the house. Yep, the address was right: 136 Pinecrest Drive. Taking a deep breath, I grabbed my bag, walked up to the front door, and pushed the doorbell button. After a few seconds that seemed like hours as I stood waiting, the door opened, and a gorgeous brunette smiled at me. My breath caught; I had seen her photos online, even some...

4 years ago
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Im A Cuckold Sissy

I'm A Cuckold Sissy by Throne My wife Tracy is observant and clever. During the first months of our marriage she noticed my natural submissiveness and how I loved her clothes. I didn't want to wear her panties and stockings. Their appeal was more like a fetish. Except that a fetish is usually exclusive to one thing, like shoes or furs. I liked everything she wore, from a full length leather coat to ankle socks with lace around the tops. The clothes were exciting enough in...

4 years ago
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Cuckold Sissy

Cuckold Sissy It began at my wife's Christmas party. Consuming too much wine, my lovely wife wanted to dance with everyone. She was having the time of her life but everything changed in a matter of minutes. As I watched her change dance partners, Marcus, a large muscular jock finally got his turn with her. Fortunately, or unfortunately, the music changed to a slow dance. Ann seemed to just melt into his arms and body. She was tired and drunk. Marcus moved slowly with her, holding her...

2 years ago
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Sissy boy cuckold

Sitting upstairs in the bedroom, I grabbed my laptop and sent my husband an email. It read simply "go upstairs, clothes on the bed". I knew he wanted me to take control in the bedroom and although I wasnt entirely confident I could do this as well as he would like I had decided to give it a try. Tony was still at work and wasnt due to arrive home for another thirty minutes or so leaving me time to get my last minute preparations ready.Arriving home to a dark and quiet house Tony went straight...

2 years ago
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The Cuckolded Reviewer Part V

The whole thing seemed so bizarre, there was sex but no sex was taking place. I followed the two of them from the bathroom into the bedroom: Trish lead the way pressing her towel against the front of her body. Abe followed, naked and sporting an erection, and I was behind them both. Both mine and Abe’s eyes were fixed on Trish’s pert bottom, naked and wet, as it moved with each step she took. Both of us had erections, although mine was very much curtailed, and both of us wanted her. Yet, no...

Cuckold
2 years ago
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Cuckolded by a forceful Dom ndash last 2 months

THIS IS PURELY FANTASY - part 3 of 3 partsInto the fifth month Cuckman suggested that my wife take part in a proper boudoir photo shoot. He would arrange an appointment for her to attend a studio and be made up and then photographed in sexy underwear. Cuck then said that the studio he had in mind was near to him so I would have to book a hotel and pay for it for her stay as it would be more convenient. The shoot was to be late afternoon so she could travel up and check into the hotel before...

4 years ago
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The Cuckolded Reviewer Part III

Nothing I had read from the accounts of cuckolded husband prepared me for the next ten days. I had read many first time cuckolding accounts but none really seemed to give me a full insight into what I would go through. I knew the moment that I got off the bed wearing my new attachment, that things were never going to be the same again. Trish was already racing ahead of me and setting a pace that I just couldn’t keep up with. For one thing, if I was going to write a cuckold story it would never...

Cuckold
2 years ago
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Cuckolded By A Couple

not mine but hot Cuckolded By A CoupleA true cuckold story that happened in the fall of 2011. We are Chipair at SLS. Let us know if you like this sort of thing. ;-)========================================================My wife and I had been playing cuckold games for a while and we had down a nice routine. One of our problems however was that we were having a hard time finding nice guys who had cocks really bigger than my 7 inches. It seemed like a lot of guys lied about their size. Some were...

2 years ago
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Sharons Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party(Prior chapter is Sharon’s Sissy Saturday)The next morning Mistress was kind enough to let me sleep in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I...

4 years ago
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Sissy dannis birthday party

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

1 year ago
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Willingly Cuckolded for Love

Summary - A happily married couple both submit to her Dom ex-lover.Willingly Cuckolded for LoveWarning: Please note this is a story about cuckolding that includes gay submission...if these do not appeal to you please don't read.0. PrologueMy wife is the complete package. She is beautiful (blonde hair, green eyes, 36C breasts, legs to die for and a smile that would melt Jack Frost); she is intelligent (a hotel manager by trade, an avid reader, politically involved and challenges me at every...

2 years ago
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Sissy cuckold husband

Like many husbands, I've wanted to see my wife fuck other men. I like the idea of being a cuckold. I had thought my wife Pam had been fucking a man but I had never seen it. One afternoon a friend of ours came over while my wife was at work. His name was Marcus. Marcus was a big young black man, very nice looking. He was wearing jogging pants and I could see his dick moving in his pant leg. Swinging back and forth. He told me that he had been fucking Pam for over 2 months. He planned on...

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