Category: Sissy humiliation

Ready 4 Ur Humiliation?

sissy humiliation

I bet you still got that tiny ass cock don’t you? That’s okay; I came prepared this time since you disgraced me last time when I saw how puny your clitterdick is. I’ll tell you what I’ll let you do though! You can watch a real man fuck me up the ass like you wish you could do. Maybe he could teach you a couple things while you use your thumb and index finger to try to rub that tiny cock of yours. Unfortunately, I could never let you fuck me with that stub. No woman will allow you to fuck her honestly, but at least you get to see how a real man can use his cock to please a woman like me. My favorite kind of cock is a big black veiny cock! Once you go black, you can never go back baby. Nothing against you… you just don’t have the rhythm or the right size tool for me! I only take cock from REAL men and can’t help but laugh and relish in sissy humiliation! Sorry loser.

Sex Therapy Needs a Second

Tease and DenialI received a call from a true sissy today. He wanted to get off, but he couldn’t without guidance and a helping hand. I got some help from my new young friend, Trudy, who came over and gave me a hand. I had Trudy help him dress in some frilly girls’ underthings, with a cute little design on them. Then, I had her lead him around the floor for a minute, to see how well he could listen. He obeyed commands very well, so I let her have him eat her puss. I, of course, stood behind Trudy and played with her beautiful, perky tits while he did it. I talked him through various spots to hit, ways to lick and nibble and suck.Sexy chicks

After that, I let her climb on his back and I had him walk her around the room a couple of laps. When he finally got good and worn out, I had Trudy tie him to the table and work her magic on his cock and balls while I stood over his face and let him stare at my puss. I leaned over and took Trudy‘s face in my hands, and I kissed her deep, tasting his cock and balls on her tongue. I had her stand over his face and let him eat her sweet young pussy out for a bit, while I drilled his tight little asshole with my magic wand. When all was said and done, I let Trudy ride his hard cock until she achieved all the pleasure she could handle, denying him the right to cum until she was done. When he did come, it was with my wand massaging his prostate and Trudy‘s cupped hands catching every drop. I made her feed it to him before he was allowed to get back up and take his leave. Sissy humiliation

Sexy phone chat with a small dick man

sexy phone chat

Okay so I have this girl from school that I have been friends with for a long while. Me and her are rather close and her man keeps hitting on me when she is in another room. Normally, I would always be down to be man stealer but I can tell he has a small cock.

Well in fact to clarify my thoughts more, my friend has always expressed it to me that he was not ever packing a big package. So every time he makes his comments and moves, I usually ignore it but not this time. This time if he wants to fuck around, I will fuck around with his tiny cock self.

He goes ahead and makes his comments so I call out to my friend and she rushes into the room. I slowly walk towards her and grab her face and start making out with her. I reach under her shirt and start playing and grabbing her tits in my hand.

“You see, you have not been taking care of her very good, you have a tiny dick- don’t you?” I mocked him. I know he was getting turned on but I never saw a bulge in his pants. That tiny I guess. His girl was moaning and enjoying my hands all over her body. I was going to make her cum over and over again.

See you can not do this to her can you? She needs a real mans cock, she is even getting off on a woman’s touch. You have some things to learn, so you can either grow a bigger cock with some supplements or you can dress up like a woman. OR I can get another man over here with a really fat big dick to fuck her right?

What’s it going to be?

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!! 

Mature Phone Sex Women Understand Your Cuckold Phone Sex Needs

mature phone sexMature phone sex women deliver the best cuckolding calls. Not that a hot teen slut can’t shame you for having a tiny dick; they certainly can. I understand how hot it is too for a loser to be teased and taunted by a pretty young thing way out of his league. But that hot teen slut doesn’t understand the nuances of cuckolding like a woman who has been around the block a few times. I have been with a lot of men in my 40 plus years. A variety of cock sizes too so I know how much better a thick long cock feels in my pussy. To a young girl 6 inches is often big because she has not birthed babies yet. She still just has a tight puffy slit. I have the pussy of experience. My pussy is stretched out and used up. It is the pussy of a size queen mother. A young girl may like to laugh at your tiny pecker, but she has not  yet had pussy ruining cock. And when you think about it, that is what you want for your wife, even yourself. You want to see her with a cock so big it gapes her pussy wide open, even ruins it for your dick. Not that she likely fucks you much anyway; but just imagine the extra layer of humiliation that comes when you flop out of her well fucked holes. A young girl is tight still, she can feel your tiny weenie. Me on the other hand, cannot. And, on top of the lack of sensation in my pussy from your tiny prick, you are constantly falling out of me making me laugh. I get cuckold phone sex because I have years of experience laughing at little cocks as they fall out of my well used pussy. I also know how to make a little loser like you fluff dick.

I’m not the only seasoned cuckolding mistress on the block either. Check out my fellow size queens at cuckoldphonesexexperts.com.

cuckold phone sex

Sissy is forced to take a big cock in that sissy pussy

Ass fetish

You should have heard this pathetic sissy faggot crying the first time he had a cock put in his ass. He didn’t know he was such a dirty little pathetic sissy faggot until I convinced him that he was. He came to me a powerful ceo of a major company. He was in charge, but at home he was weak. He wanted to learn how to stand up to his wife and him be a man. I told him to stand up. We started working on powerful breathing technique. He was deep in thought when I grabbed his little tiny cock. His eyes opened wide and he turned to grab me and kiss me. I squeezed his tiny cock and laughed at his discomfort. I told him to drop his pants, he did like the good little bitch that he was. He seemed proud of his tiny little pathetic sissy cock and his tiny little balls. I squeezed him again and whispered in his ear… This is the reason why she walks all over you. You have a tiny worthless little cock. I bend him over my desk and made him spread his ass cheeks apart. He knew what he was, he knew how pathetic he was. He moaned as I slid my fingers up and down his sissy asshole. He pushed his ass against my finger and he moaned. He asked if I had something bigger. I sure did. I brought in my male secretary. I pulled his big black cock out, covered him in lube and told him to fuck that dirty pathetic sissy pussy. Listening to him cry because of how big it was will teach him not to ask for more than he can handle again.

Sissy Humiliation

sissy humiliation

I am a switch – I go from the best girlfriend to the best sissy training phone sex princess ever. I’ve been very focused on humiliating my new favorite loser. He actually used to follow me around in high school, such a creep. Now he’s came crawling back to me, but for lessons on how to be a sissy whore. I was more than happy to help, and I’ve been spending all morning perfecting his sissy maid training. He had to really max out his credit card to make me happy! I bought him and myself tons of whore clothes, and makeup. Let’s not even get started on the shoes! I only had to make a few phone calls and my friends were there to humiliate, and of course fuck his tight sissy ass! He honestly tried to tell me he’d never sucked dick before, and never even had one in his ass. I knew he was full of shit though! Soon he was my bitch, and loving every second of it.

Sissy humiliation with Felecia

Sissy humiliation

As your therapist I urge you to let it out. Be honest with yourself and admit what you are.. You have been searching for tranny porn at trannyphonesexchicks.com .. you know looking at all of those big tittied women and their big thick tranny cocks makes your tiny cock drool. Don’t look at me like that! You know damn well that your cock is getting hard right now just being exposed a little bit.. I know you are a tranny cock lover… but we need to get to the bottom of your love for tranny fuck whore like those.. I think we both know that you want to dress up in those sexy clingy closes just like women. You want your hair and nails done.. but you want to suck big thick cocks of strong powerful men.. Just like most men who have big corporations you are really a little dick bitch who wants his ass pounded by strong men. Now how should I tell your wife that you are a sissy cunt.

The Best Phone Sex is Sissy Humiliation

best phone sexThe best phone sex is sissy training phone sex. For me it is at least. Maybe not so much for my sissy callers. You see I make sissies prove themselves. Nothing annoys me more than fantasy sissies. I want my sissies to do humiliating tasks and send me photos. I want to know they are really wearing women’s panties because I prefer real sissies. I train my new sissy callers to my particular tastes. I love sissy humiliation, so every new sissy caller has an embarrassing task they most complete before calling me a second time. My latest sissy needed a lot of help. He gets high and gets sissified. He always insisted that if it were not for some high end cocaine and pharmaceutical Mary Jane, he would never have sissy thoughts. Bullshit. We all know that when you are high or altered your freak flag flies high. That is when you are at your most honest. You do not deny yourself feelings of guilt or let societal norms dictate your behavior. So guess what? If you are a sissy high, you are a sissy in need of a sissy trainer who will push you to be the perfect sissy all the time.

sissy humiliationMeet Katie, formally known as Ken. Her first task was to buy some pretty lacy panties. Her little clit stick would be lost in boxers. She had to be clear that she was buying the panties for herself, not a wife or girlfriend because women deserve bigger than an inch worm. Her second task was to write humiliating things on her feminine body like “tiny dick loser” and “I clean bull’s spunk.” Of course I needed pictures so I could post on my blog and know she was being a good little obedient sissy. I made her text the picture to ex girlfriends and apologize for not realizing sooner that size matters . I helped her pen an ad for Craig’s List to find a big black daddy to help her  hone her cock sucking sills.

Katie has come a long way in a few weeks. With her sissy trainer / phone sex therapist helping her, she will become the best cock sucking sissy faggot out there. Do you just need a sexy no nonsense sissy trainer to be the best sissy you can be too?

The Therapist is IN.

phone sex therapy

He sat in front of me sobbing into his hands. I patted his leg, telling him that things were going to be ok.  I’m a phone sex therapist and I help men in need. “My cock is very small and I can’t get any pussy. My girlfriend left me.” I asked him to show me his problem and he unzipped his pants to reveal the ittiest, bittiest penis that I had ever seen on an adult man. I tried to stifle a giggle. “It’s a little bit small.” I admitted. “maybe you can compensate by learning to eat pussy?” “No, doc.” he stuttered. “I want to be a girl and I want you to teach me.” I was dumbfounded. How do you teach a man to be a girl? I began to question him. “Are you turned on by cock?” I asked. He smiled and nodded. “I want you to fuck me.” My pussy got a little moist as I pondered this thought. I reached into the bottom drawer of my desk and brought out a huge black cock left behind by a previous client. His face lit up and his tiny pecker began to swell. I put it on and stuck it in his face. He greedily gulped my dick like a pro. “Make it wet for your pussy.” I ordered. “Now turn around.” I poked my giant cock head right up against his man-twat. “Now push. Take my dick, you little faggot.” he whimpered as he impaled himself on my thick blacksnake. I hammered that ass good, making myself cum, as he blew his little dicklet all over my floor.

Are you in need of some special therapy, too? Bare that ass and get on your knees. The therapist is IN.