Tag: forced crossdressing

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.

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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!

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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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Forced crossdressing

forced crossdressing

I went over to a friends house to hangout. I was going to the bathroom when I walked past her brothers room. I could not help but look in on him. He was in front of the mirror with a hair brush. He looked as if he was trying to be a girl. He was flicking his make believe hair to the side and putting his hands on his hips all while he was in just a towel.

I barge in his room, giggling. “What are you doing?” He looks at me as if he is embarrassed. “Hold on!” I run to my friends room and I grab the pinkest panties I can find, and the pinkest dress along with some make-up and heels.

I demand that he gets naked right now, and that if he doesn’t I am going to tell everyone! I take out my phone and start recording. He lets the towel off. Out comes this floppy little Winnie. Wow. “Put these on you little sissy girl.” I hand him the panties, dress, and heals. He begs not to.

“Do it!” He finally gets dressed. I start applying his make up. He looks like the prettiest bitch ever. I start seeing something poke through the dress, must be his Winnie. “You are going to need to tape that in-between your thighs. Girls do not have that!”

He does what he is told, even though that cock wants to rip the tape off. I make him prance and dance around the room as I still record every second of it. He likes it. I can not stop laughing. We walk to the bathroom and grab the house plant in there. I hand it to him. “Here you carry this since you are worthless and you need to replenish the oxygen you take in!”

He is so pathetic I am going to make him carry a house plant around! OMG I love this. I can not wait to show everyone if he is not a good boy. “Get on your hands and knees and kiss my feet, worship the ground I walk on.” I am so glad I was nosy. Now I have a pretty pink little slave girl to have fun with.

Introducing Nancy <3

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              This little game that I play with the men in this little old town keeps the boredom at bay. Hah to think that the twisted ideas that float through my mind and men actually pay me to punish them. I love when they call me Mistress, Madam, or Most High.  I love it when they beg me to allow them to bust their nut but the fun never stops there I make those little fuckers eat their own cum. Because you know what as soon as they make a contract with me I own those fuckers. They pay me to own their asses. That’s just what I do I treat them like the lost little boys they are behind closed doors. I remember this guy he really got off on sucking another man’s cum out of my ass then being forced to swallow it and if he didn’t comply I’d take my paddle and strike his disobedient ass across the face until his listened to his Mistress.

           I do not handle my rules not being followed well when you’re talking to me it’s my way or the highway you pay me to keep you in check not the other way around. I way more fun that way and I freaking love it if you don’t listen like a good little boy Madame Nancy will punish you. Got it? You will not like it if I have to take out Mr. Good stuff and teach your little ass a lesson! We will have safe words just in case I get a little too rough with you. My favorite safe word is Pineapples haha if things get a little too demanding for you just say the word and we’ll ease up no problem. I like teasing you guys especially men with small cocks like seriously what the hell do you think you’re doing with that pencil dick? Ha! I love getting big strong men all dressed up in heels, cute little frilly dresses and loads of makeup. I’ll turn you into my own little sissy boy whom I’m gonna train to take my 9 inch strap that I will fuck you with if you get out of line. All I want to hear from you is Yes Mistress! More Mistress!! Please Mistress!! Don’t Stop Mistress!! Understood guys 😉 

Can you handle me?

Sissy humiliation

You want to be my sissy you have to prove it. I want pictures of you sucking on a big fat black cock, I want pictures of you in women’s panties. I want it all. My real life sissy’s understand that Sissy humiliation is just as fun as being forced to put on make up, women’s clothing and prancing around like the sissy you are in public. Humiliating my sissy and watching her prance around worshiping me makes my pussy wet. I love creative sissy’s! I love music and my sissy’s all have to sing to me. Sing to me about how you love to suck big cock because your tiny cock is like a clit! Little dicks like your’s makes me giggle. You can bet I will post every single photo you send me!! 

Phone Sex Therapy?

phone sex therapyPhone sex therapy is what every married man needs. Face it men, if you are married you are not satisfied. Maybe your wife has stopped giving head or putting out since you put a ring on it. Perhaps as she has aged, she has become less adventurous in the bedroom and you have developed some kinks you do not feel safe sharing. Some women are so uptight about things, I can understand why you may not want to delve into them with an uptight prude. You could end up in divorce court. That is why this phone sex doctor is always in. I love being a non judgmental phone sex therapist. I hold the dirty little secrets of many married men. I spoke to a guy today who likes to wear women’s panties. He is too afraid to even steal his own wife’s panties, so he sought my advice on what to do. Way too many women think their husband is gay or a pervert just because he likes the feel of something feminine wrapped around his pecker. Panty boys aren’t all sissies or latent homosexuals. We all posses a duality within us. I would even say we are all naturally bisexual. Societal norms  push us to be one way or the other. I encourage bisexual behavior in men and women. So when I speak with a panty boy, not only do I send him shopping for a pair of his own frilly panties, I encourage him to seek out a bisexual experience. My caller today I sent to Victoria Secret’s to purchase a pair of pink panties, then I sent him to his local adult book store to suck some dick at the glory hole. Turns out he really enjoyed sucking a random cock. I told him men at glory holes are usually married men on the down low. He never thought of himself as bisexual just because he likes to wear panties, but my philosophy is always how do you know you don’t like something if you don’t try it? A good therapist explores your boundaries, even pushes them. Just like wearing panties doesn’t make you queer, neither does sucking cock. I can help you explore your bisexual side too. Maybe even push your boundaries.

Forced crossdressing

forced crossdressing

So there is this hot guy but I found out he is a little bitch, I may have forced crossdressing on him. But do not get me wrong he liked it. I invite him over so we can hangout and have some fun. We see my next door neighbor outside checking his mail. I of course am a woman and have a pussy so I check the guy out. I wanted to see if he has a big cock.

Well to my surprise I look beside me and there is my friend also staring a little too long checking out his nether regions. I was a little shocked so I told him that there was only room for one bitch in this house and if he wants to be one he needs to prove himself. I look down and he automatically gets a stubby in his pants. How cute, I giggled. Alright bitch follow me. I show him to my closet where I pick out the most wonderful pink fluffy dress that has frills all over.

I tell him to tell me how much of a whore he is as he puts on his new outfit. I pick out some pink heals and have him put them on. I find some puffy white panties and make him put them on over his back door pussy and his wittle nub. I tell him that he is pathetically pretty. I mean come on, start acting like a little preppy bitch, do not hold back. I tell him to say in his best girly voice that he is a cock sucking, cock loving whore. I tell him how to suck a dick and get him a banana to practice on. What a little bitch he is! The good news is- is that he has potential being a cock sucking whore.

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Sexy legs Phone Sex

Sexy Legs Phone Sex

My dad would always tell my mom what kind of underwear and stockings to get. I felt he had something to hide. Every time we go to the store, He would pick a pair of underwear up and hold them to his waist. Then tells my mom she would look good in them. I even caught my mom stroking my dads cock with her legs. Like he had a leg fetish Or something. I caught him always putting underwear on, And stockings on while mommy was at work. I didn’t want to say anything to mommy because I thought she knew. Well now that I understand that my dad had a panty fetish, And he would choose the stuff he looked good in for his wife. I got hooked into dressing men up. I love to force you in some sexy panties, And stockings. Maybe a little dress on top of it all. “Giggles”. I know that you have hidden fetishes. Panty fetish, Ass fetish, And love to see me in stockings. I love to stroke your cock with my beautiful smoothed legs. That’s why I’m dressed up, All lotioned down. You know that little next door neighbor you secret love. You are waiting on the day that you can have her to yourself. You see her everyday wearing some sexy stockings and panties. I would love to be her. I come over and ask for some sugar, And you give me more sugar then i bargained for.