Category: Forced crossdressing

You’re going to love this mature live chat

sissy humiliationAre you a sissy sitting there at your computer wishing you could just get up the courage to call me? And even if you did manage to muster up the balls (that you clearly don’t have), will you be able to handle our mature live chat? I won’t be easy on you, so here’s your warning. You see, I have a special place for all you sissy bitches, you are my personal fetish, my favorite thing to play with. And with that comes the realization that I won’t be kind to you. I will make fun of you, tease you, laugh at you, make you wish you could be me and fuck me all at the same time. I’ll test all your limits, I’ll take all your money… because  once you get a taste of me, you’ll be addicted to me. You sissy bitches always are, you’re all the same. Just begging to dress up in the prettiest little clothes, to feel my soft panties on your cunt and the pressure of a giant cock fucking your ass. I know you don’t want to admit it, but I’ll soon get it out of you one way or another. I don’t like a sissy who won’t admit what a cum loving whore he is, how you just wish you very existence as a man would transform to a beautiful woman just like me. You crave to feel breasts of your own and you wish the tiny cock of yours would just turn into a smooth pink pussy already! Well you’re in luck your Mistress has a plan for you… will you be calling me to find out? I know you want to, and I know you will – you’re addicted to me my little sissy, there’s no denying it anymore.

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Best phone sex with Gwen

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When females get together we tell each other every thing! At the spa I met the very sexy Claudia. She was telling us about the big black cock she fucked before she came over. I saw the ring on her hand and asked her if her husband knew she fucked other men. She laughed and told me her husband watches her fuck other men. She told about how tiny his cock was. We started laughing and talking more and more. I found her to be so sexy and in control of her life.I wanted to fuck her and make her husband watch!

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 I asked her if I could see how tiny his cock was. She was more than happy to take me home to find her husband dressed up like a maid. He had a cock cage on and kissed her feet as soon as she walked in the door. She told him who I was and that he was going to watch us fuck. I was wet instantly listening to her humiliate her husband! Claudia made her husband strip down and show me his tiny hard cock. I laughed at him and told him he couldn’t even fuck a virgin who could feel his tiny cock! 

Good help is hard to find.

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I just love a good little Sissy. I have this one that I keep as my very own little sissy maid. I dress her up in the most frilly maid outfit and love watching her clean my place. I keep a lovely riding crop with me it keep my pretty wissy sissy in line. On her hands and knees she’ll scrub my floors with nothing but a toothbrush and her ass in the air to show off her pretty little panties. I love watching her blush with embarrassment as I get to see the way it rides up into the crack of her ass and how it holds in her balls and small dick.

 

It pleases me when she uses her manners and acts like the proper lady I taught her to be, otherwise I’m forced to make her bend over and get a swatting.

 

You wouldn’t be a bad little sissy maid would you? You’d do everything I’d ask you to do, wouldn’t you? Be a good little girl and you’ll get rewards, but be a little girl and you’ll get your bottom spanked.Sissy maid training

Forced crossdressing with Felecia

 

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He asked me what turned me on. He never thought I would be into this. I love sissy’s, and I love dressing them up. These little bitches don’t know what they really get themselves into. I love teasing them about their cocks and making them suck my fake cock. Its not THAT much bigger.. Well I guess it is. I force him into a pair of sexy panties and garter belt set. I just love how cute their tiny cocks look surrounded by lace and satin. I put their tiny cocks in a cage but I do promise I will still fuck them. The just don’t realize that I am going to fuck them with my big hard cock after I forced them to cross dress. They wobble when they try to walk, their ankles bending under the height of the heel and the weight of their fat bodies. Their cocks drool and drip out of its cage. This man is my new sissy whore and he is gonna love having this cock shoved up his ass.

 

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Forced Feminization with Phone Sex Mommy Farah

forced feminization hot MILFThere was something about him that attracted me. It was not sexual, but sensual. I didn’t want to fuck him; I wanted to dress him. His body was feminine; his mannerisms too. He needed the right woman; he needed forced feminization. I texted him to come over. Of course he thought it was to fuck. When he saw me in my bra with matching panties and garters, I knew he was more turned on by my sexy lingerie than my hot body. I know a sissy boy when I see her.

phone sex mommyI opened my closet door, showing off my collection of vintage and modern lingerie. She was drawn to my pretty pink garter collection. I knew she just needed a phone sex mommy to dress her, to encourage her feminine nature. I helped her slip into a pair of white silky thigh highs and a lacey pink garter belt. I explained that the garter frames her heart shaped ass perfectly; as well as makes her feel centered to walk seductively. She picked out a pair of classic pumps to match the outfit.

best phone sex mommyWe found a beautiful pink and white corset to complete the look. She was a natural in my sexy undergarments. I have loved lingerie since I was a little girl. It is just so feminine, so sensual. It brings out the seductive woman in us all. But she was right, her body needed some work to rock the outfit best. I shaved her legs, her chest, her back and her arms. A completely smooth body enhanced her sex appeal. Added a wig and some makeup, and even some of my studs would be fooled. She is coming back for cock sucking lessons. Sometimes it just takes a mature sexy woman to recognize your true potential. Would you like to play in my closet?

Sissy humiliation Jingly jangly pink bell wearing faggot

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Okay well we have a little pet piggy named Michael. We like to tease her a lot. She is known as our stupid Jingly jangly pink bell wearing faggot. She is so ridicules! Pink is her color, don’t you think? It is pretty just like a little piggy or a little bunny!

 She is Goddess Levi’s property, and she is nice to let us all have a good laugh at her often. We get very mean with her, making her dress up in woman’s clothing and also by making him do silly things. We like calling that piggy all kinds of names and embarrassing her.

She is on public display for everyone’s satisfaction of a good laugh. The latest endeavor that she has had to endure was wearing a pink outfit that showed her, not so sexy knobby knee legs, high heals and a collar.

 She had to go from place to place barking like a little bitch and striking a pose, every time a person was around. We took pictures as part of her punishment, and now posting them online for everyone to see for her to be on display and get public humiliation!

She is not very good at listen- which is why we punish her so much. So every time she didn’t do as Levi said she would make her dance like a little ballerina and sing.

She must feel pretty! That is the next jingle this little piggy should sing!

 She is indeed a pretty little piggy, don’t you think?

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Best phone sex with Felecia

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I had a sissy one time who was a nasty freak.

He was about 250 and 5’6. Short fat man who wanted to be made fun of.

I called him pig dick.

He was one of those guys who would just want to punch when ever he opens his mouth.

Lucky for me he had a pantie fetish.

I would wear the same panties for a few days, put them on right after sex.

I let those panties get crusty, smelly and ugh I hated wearing them. But the money he paid me to wear them was worth it.

He paid me money to make fun of him, to call him names, Tell him how tiny his cock really was.

But most of all he paid to clean my house.

He would walk in the door, wearing nothing but a thong, thigh highs, 5 inch heels a pig nose and nipple clamps.

The very first thing we would do is grab those nasty panties, shove them in his mouth and duck tape his mouth hole closed.

Then I would enjoy watching my little piggy clean my house.

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Look at you, the perfect specimen for me to play with. Go ahead show me, I know that thing is useless and small. I think your more feminine than manly. Undress for me, I want to look at you. That’s what I thought, bird chested, swollen clitty toting slut. 

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Put these pink lingerie items on for me, the pink panties, white lacy camisole and the pink stockings. Now you will obey me and put these pink booties on. Your a whore aren’t you? Tell me how much you like sucking cock, whore. I did not give you permission to disobey me. Get on all fours. I am spanking that whore ass of yours you pathetic slut!

Get up, are you going to obey me now, whore? Well it is in your best interest. As I say this three big black guys walk in naked. Their long black dicks hanging. Get down on your knees and assume the position whore. Do It! Suck that nigger cock you pathetic little whore. You will drain those black balls down your precious throat.

 

 

Hunting for a Sissy!

Sissy humiliation

Our favorite Sissy who we talk about constantly had a Sissy Day!!!

I had the pleasure of talking to our Sissy, well it wasn’t me talking it was more of him whining and being a little dick sissy fag who didn’t want to do what his Mistress told him to do!

Listening to him whine and beg made my ears bleed!

I was so tired of listening to him whine and then the most amazing thing happened.

I heard Phoenix slip out of his mouth.

I started laughing.

I am very familiar with the Phoenix area.

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Since our little fairy sissy was bitching so much about handing out her business cards on her Sissy Day I took it as my personal duty to make sure I found her. 

I went to Superstition Springs Mall in Gilbert looking for the sissy fag.

I was hoping to make her be my sissy slave for the day!

But She wasn’t there. 

Then I drove to Arizona Mills Mall and guess who wasn’t there! Our little Sissy FAG! 

After another stop at a few strip malls in Phoenix I went to Chandler Fashion Square.

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I couldn’t find out little piggy sissy any where. 

I even stopped and asked a few men, if they had seen a little faggot dressed as a piggy handing out cards.. No one saw anything. 

I purpose that The Sissy’s Mistress makes her little cock fagot sissy RE-DO her sissy day and make her hand out 2500 cards this time! 

My feet are sore, I am annoyed with our Sissy Faggot. 

I wanted to watch her pass out her cards..

Maybe even make her my pet piggy for the day. 

Oink, Oink

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Small Dick Humiliation with Maggie: Are You a Prancing Panty Wearing Fag?

small dick humiliation GFEI enjoy small dick humiliation. Personally, I think any guy with less than 4 inches should be publicly shamed. How can you call yourself a man with such small inadequate equipment? You can’t. A few months ago, I had a party at my place for my department. Fellow grad students and professors were invited. This old crotchety professor of mine actually came. His invite was perfunctory; I didn’t think he would show. He made quite an impression too. At one point in the evening, I realized he was MIA. So I went looking for him. The bastard was in my bedroom trying on my panties! An Art History scholar was prancing around my bedroom in my red panties.

“What the fuck do you think you are doing, Fag,” I yelled loudly? I got his attention though. He stopped prancing dead in his tracks. I demanded he take off my panties pronto. And that’s when it hit me. He was NO man. I laughed hysterically. “Excuse me, but I guess you need to be wearing panties. That little thing will get lost in boxers,” I giggled. He had nothing but a clit stick. Well this explained why he had been divorced 3 times and was always cranky. No way any hot chick was fucking him, brains or no brains. Girls want something they can feel. Squinting, I still could not see it. I pulled out my cell phone and snapped several pictures to best capture his short comings. He pleaded with me not to expose him. “You outed yourself fag the moment you helped yourself to my panty drawer,” I retorted.

I ordered him to prance around like the silly fairy he was. His face turned red from embarrassment. He had yet to experience true shame. I made him put on lipstick and eye makeup, even a pair of my heels. I sent him back to the party. “You are no longer a guest, but my sissy maid,” I quipped at him. “Now go serve my guests whatever they want.” I knew when he reached the party because I could hear the laughter even from the other side of the house. I returned to my guests. That was when the party really got started. No one liked this professor, so no one had an issue with humiliating him. Well humiliating her. My clit was bigger than his dick, making me twice the man lol.

Sexy dominatrix sissy trainingWe now had a private department sissy maid. That party was just the beginning. I own that prancing fairy fag. At the party, she had to serve the drink and food in nothing but my heels. She had to pull up everyone’s car. Even had to suck some cock so she could understand what real dick looked like. She blubbered like a baby; pleaded for mercy; begged for forgiveness. But, pay back is a bitch. Now at every grad student party or department function or when any of is feeling cruel, we make her prance around in panties or naked and recite humiliating little ditties while waiting on us hand and foot. Oh yeah, and we all get As in her classes.

My time is precious. So it is nice to have a sissy maid to do my laundry, clean my house, and take care of my guests’ every whim. A sexy girl like me should spend all her free time fucking and having fun anyway. Don’t for a moment mistake my girl next door look and think I’m some sort of innocent door mat. I am smart, sexy and always in charge, especially if you are a prancing sissy fairy fag with a clitty stick.

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