Tag: forced crossdressing

Manny

sissy humiliationMy lovely pet and long term client, Manny has not only assisted in keeping me in the lifestyle I am accustomed and deserve, but also has brought me so many hours of joy from my deliberate humiliation and feminization of him. He’s delightful. The type of fuckpig that wins over a pretty dom like myself’s heart because he shows such strength and determination to go beyond his boundaries day by day. I remember vividly training him to enjoy the taste of his own dirty ass…..I like to call it his Man-gina. Exploring with dildos; first small and standard sized, but soon extra large, inflatable, and gape producing he eagerly awaits the end of our session so he can push past his prolapsed anal muscles and fish out my methods of abuse, only to lick them clean hungrily, tasting the sweet boy cavern I made into a makeshift vagina for him. Just thinking about it I can hear him slurping up the length of the double headed 18 inch dildo I jam packed his anus with. Like the sweetest of ladyboy’s I’ve made he stays on the floor, writhing in pleasure  as he suckles every bit of his own fuck juices from the dildo. In perfect form, with his pretty ruffled pink panties pulled to one side. Making little bitch boy’s pretty and slutty beyond compare is what I was put on this earth to do. Just as my sweet cum slut Manny Man-gina.

Sissy needs crossdressing lessons

Forced crossdressing

I really get off on seeing my sissy hubby in nice high heels. I find it hilarious and I hope that he internally finds it humiliating. I decided he’s going to have training weeks. This week, fabulous footwear! Men aren’t physically equipped to do what women do with heels on. Women have the right muscles to wear heels and own them. I’m going to train my sissy hubby to just deal with the pain and humiliation and wear the heels. Unfortunately for him, I like nice high heels, so that is what he gets. Now a days it’s not too difficult to find the sexy high heel shoes that will fit men’s feet. So I ordered a pair for the sissy. Today is his first day in the heels, trying to do his household chores. This will be interesting. Want to learn to be a proper sissy too?

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Control

Forced feminization

My name is Envy. And I love having control over men. I get off on making big and strong men into weak, little girls. They come to me wanting me to take control over them. I dress them in pretty dresses and lace panties. I even put them in wigs and do their make-up. My number one client is a federal judge. He comes to me because he’s a powerful man who’s always in control, and he wants to hand over that control and power to me. I dress him up like a beautiful woman and make him to house chores around my home. He’s so weak when he’s with me and that’s the way I like it. For a special treat I’ll invite my friend, Leroy, over and the judge loves him. Leroy is six foot tall, black god with a 10 inch dick. I make the judge get on his knees in that pretty dress, and open his mouth wide to suck that big, black cock. The judge loves every second of it and he always comes back for more. Do you need me to take control?

Phone sex therapy with Felecia

His worst nightmare was being stuck in a room with two horny women as the same time. Any man would say this was their dream but Jonah thinks it would be hell. He came to me for some therapy and I thought it was about time to come face first with his fears. I brought in my secretary and he became uncomfortable quickly. She started rubbing her hands all over my body. Teasing my pussy through my panties and you could see Jonah mid panic attack. I giggled and told her to un zip his panties.

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He tried to stop her. He grabbed her hands and told her “NO!” I got in his ear. “Jonah, breath for me. Take a nice deep breath in and slowly exhale and let go. We know you have a tiny cock. We know you are scared because you do not want anyone to know that two sexy women makes your tiny cock hide.” He was a little sissy. I was going to show him that even I could make a woman cum. He just needed to be a anal sex whore because that is all he was going to be good for! We slipped off our sexy lingerie. After forcing him in it and laughing at how tiny his cock was compared to our clits! I made him watch as I did what he has never been able to do. I made him watch a woman cum!

Forced crossdressing with Envy

Forced crossdressing

I’m Mistress Envy, and I’m always in control. If I allow you to be in my presence there’s something you must understand and never forget…you are beneath me. You are my pet. I even have a leash for you to wear in my home. And I like my men in dresses and makeup. You’re a female pet. Let me put red lipstick on your lips, mascara on your eyelashes, and burettes in your hair. Let me turn you into a sexy bitch. We both know you have a tiny dick that could pass for a big clit. LOL! Let me put you in high heels. I’ll show how to twist your hips when you walk across the room. Maybe, I’ll invite some real men over for you to entertain. We both know you want me to make you do things you’ve never done. You’ll be my pretty little bitch. I’ll call you “Sara”, yeah you look like a “Sara”! You’re my plaything, my doll to dress up. And if you don’t obey me, there will be hell to pay. You sexy little bitch!! I promise we’ll have a good time. Call me. I’ll be waiting.

Forced crossdressing sissy hubby

Forced crossdressing

I love to make my husband crossdress. He acts humiliated but I know he really loves it. How do I know? He gets hard when I tell him to put panties and a bra for his day.

I enjoy making him mash his cock outside of the panties and jerk off while telling me what a good girl he is. Last week I made him go fill my car with gasoline and he had to wear a tank top, you could see the bra clearly under the fabric. I thought it was hilarious, he did not, but he also knows better than to anger me with protesting. I’m not sure what I am going to have him do today. Maybe he will have to go to the grocery store and buy me feminine products, and when the sissy gets back…I’m going to throw what he bought in the garbage and let him know it was just for my own kicks.

Sissy Humiliation with the Biggest Sissy of Them All

sissy humiliationI love sissy humiliation calls. We have a site sissy that belongs to our bitch in charge, Levi, however we all get to poke fun of her too. What kind of a sissy are you if you can’t handle some ribbing, right? Sissies are here for our amusement and humiliation. As a mature sexy woman, I get my share of sissies, but Sissy Michael really takes the cake in the world of sissies. She is a teenie weenie sissy. In fact, Sissy Michael has such a small dick, it belongs in panties. Mistress Levi has had to put her little weenie under lock and key before too. It is just a nub! Don’t feel sorry for this sissy, however. She loves public humiliation, especially small dick humiliation. She loves to have her clit stick teased.

small dick humiliationJust take a good long look at these shameful pictures? I know what you are thinking. What self respecting man would be seen dressed up all frilly like a tinker bell transvestite? The answer to that is no man, just Sissy Michael. Let me share a shameful secret with you. This sissy is not just a sissy. She is a poopy panty princess too. Under all the pretty white lace lies a dirty secret. A really dirty secret. She is pooping her pretty little panties  underneath that pretty dress. Sissy Michael is such a loser. No make that LOSER. And, not only is she a  poopie pansy, she is a little fudge packer too.  She has an ass fetish and prances around public places like the mall begging for her sissy fannie to be stuffed. Can you imagine being at the mall and running into this crossdressing pansy begging to get a fanny stuffing? I laugh till I am crying every time I think of her being so pathetic! Mistress Levi has her work cut out for her.

Please stop by Sissy Michael’s page so you can see for yourself the most pathetic sissy in all the Internet.

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Sissy humiliation !

sissy humiliation

Ready! Okay! Give me a “S”, give me a “I”, give me an “SS”, give me a “Y”! What does that spell! SISSY! Look at this cute teenie weenie sissy of ours! Isn’t she just the cutest cheerleader you have ever seen. See this is our little cross dressing pansy who dresses to impress and heads all over town.

This prissy little sissy has tons of little secrets, well they are not really secrets. I am so sorry, I couldn’t stop giggling as I type this! Well, you see she is a big girl so I am just going to come out and say it!

She is such a fruity fag. She has the most pathetically cute teenie weenie you could ever gaze your eyes upon- along with itty bitty little marbles that fill up with clitty juice! I mean come on, how could you not tell- look at that short skirt!

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Who wears short skirts? She wears short skirts! Anywho, this sissy pansy cross dressing tooty fruity piggy is the most worthless of all worthless sissy girls out there in the earth. I mean with a clitty like that, who wouldn’t feel like a walking doormat.

Do not even get me started on that back door wittle pussy hole. No worries, this frazzle dazzle sissy girl gets it worked open very often! I just can not help but to tease her, letting her know how good she looks walking around embarrassingly in a cheer outfit.

I can not wait to see her bend down in that little skirt so I can giggle when her frilly little panty’s pop out! When she leaps in the air for joy and her itty bitty clitty dangles in the wind, I wont stop myself from pointing and giggling at it. She is just so pathetic, I can not help but to be captivated by her.

She knows how to werk it! Don’t you, you little panty wearing prissy pansy sissy!?

Bend over

Sexy Dominatrix Clarissa

 

One of my sissy bitches gave me a gift. He gave me a Louie Baton  purse. I told him he was a good boy and I let him lick my cunt and asshole. I even let him get his dick wet for a few minutes until I learned that it was a knock off. I was so angry that I had to punish him for not paying attention because he knows that I only like the best and that is what I deserve. Especially since I take such good care of him. I make sure I take care of this body, keep my pussy pink and wet, make sure my ass hole is lickable and that I even allow him to look upon me. He is now my little bitch maid and I had to use some devices on his cock to let him know I mean business. Never give me a knock off. I deserve only the best if you are going to be my sissy bitch.

Tease and denial phone sex Felecia

My little sissy could not keep his hands off his tiny little clitty. No matter how many times I spanked him he just would not stop trying to rub it and get off! Can you believe how bad my sissy was being?! He needed to be punished. I dressed him up in a beautiful little frilly dress, I put a cock cage on his tiny clitty and some panties!

Tease and denial phone sex

We didn’t forget the make-up and wig! I sent him out to go get cucumbers, Bananas and some lube oh and condoms! He was so sad that I forced him to walk and take the bus to the store dressed up! He thought someone was going to take a picture of him and it be found on fb and then his wife would find out. Well if he wasn’t such a disobedient little sissy faggot then he wouldn’t be humiliated so badly! When he finally got back after an hour! He was in tears! Covered in spit, he even had this guy throw poop at him! He said it was the worst day of his life, but when I pulled up his frilly skirt I saw that his tiny clitty was rock hard and drooling!

Sissy humiliation

I knew he loved it! His punishment wasn’t over yet! I told him to tell me all the mean things that those mean people told him! I pulled out the bunch of bananas and started to fuck myself in front of him! He was begging me to let him taste me after he had such a bad day! I giggled and continued to fuck myself with that banana! Watching my little sissy cry and beg to cum! He shouldn’t have been such a bad sissy! I think I’ll keep the key to his cock cage and let him go home for the week not allowed to rub his clitty or even play with his own wife!

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