Category: Forced feminization

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!! 

Our Search Is Over

best phone sex Our annual company vacation is almost here and it is growing by leaps and bounds. Our company is getting bigger and we all need a week on the beach in the sun searching for tube steak that is grade A prime beef that is ready to please and tease all of our horny, wet pussies.
Our only problem is that we need a Sissy that we can tease and cuckold for entertainment. We need a maid to clean up behind us so we have nothing to do but play.
Our Sissy needs to be willing to cook and clean and be at our beck and call 24/7 for an entire week.
We will not tolerate complaining. We will not tolerate having to wait for a drink to be served or a towel to be fetched.
The hot tub and pool must be maintained the entire time and ready for any one of us or all of us.
Our meals must be served in a timely fashion, breakfast, lunch and dinner and they must be hot. Nothing but fine dining caliber will be accepted.
After an exhaustive search I think that our very own company Sissy would do nicely.
She knows her place and has been trained well by the Head Bitch In Charge around here.
Pack your bags Tinkerbell and don’t forget that collar with the bell on it so we can keep track of your every move.cuckold phone sex

Femdom phone sex with Felecia

Femdom phone sex

Femdom phone sex is my favorite. I can counsel you as to why you have feelings about being s sissy but I really want to make you realize what a sissy slut you are. It was my second session with Mathew. He feels bad about himself. He has gained about 50 pounds, his wife doesn’t want his fat sweaty body on her and his cock is tiny so she really doesn’t want him. He is so fucking sad it is making me feel the blue’s. I decided I was going to be more hands on this time. He walked into my office to find me with my legs spread open wide with a big long cucumber in my pussy. He just stood there and watched me fuck myself. I continued to fuck myself as I told him the truth. “Matthew, you are a weak man. A REAL man would pull this cucumber out and fuck me with his rock hard cock. You just stand there watching me.” I came as I criticized him for having a tiny worthless cock. “No women including your wife wants you to just watch. Because you watched like a little bitch you are going to pay me to watch you fuck your own sissy asshole with this cucumber.” He bit his lip, dropped his pants and bent over as he spread his ass cheeks.

Phone sex therapy

I teased his sissy asshole with the wet dip of the cucumber. He started to ask me to let him know when I was going to put it… I shoved the cucumber in his asshole stopping him mid sentence. ” I didn’t give you permission to speak.” I fucked him in the asshole till he came all over himself. I handed him the cucumber with a recipe and a bill for his session, the cucumber and the recipe. I told him to use it and make a cucumber smoothie to help him lose some weight. He walked funny lost in his head as he walked out leaving me cash to cover his bill and a very big tip.

Ass fetish

interracial cuckold phone sex with Loretta

Small dick humiliation

I just love having a interracial cuckold phone sex bitch. He called me today, begging me to be with him. Begging me to take control of his tiny 5 inch cock. I could not help but laugh at his tiny little cock. As he was begging me he was growing in size but not by much. His tiny little worthless cock was never ever going to be inside of me but I know we could have some fun. I have this big thick black cock that I just love to have filling me up and I know it would be so fucking hot to watch you getting that nice big black cock hard for me.

interracial cuckold phone

I told him to grab his ankles and bend over. He was a good little sissy cuckold and did exactly as he was told. I grabbed my favorite expanding anal plug, lubed that big black inflatable anal plug and pushed it into his asshole. His little cock was getting harder and harder I wanted to make sure he was not going to cum with out my permission. I put a cage on that tiny worthless cock. When my big black cock friend walked in I told my cucky to get on his knees and please my big black cock. I told him to get it nice and hard for my pussy!! I love watching him suck big black cock like a good little cuckold slut! 

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?

Felecias’ Phone sex therapy can help you please your wife..

Phone sex therapy

Shhh shhh, don’t you cry! You silly man, you came to me. Remember that fact. You cam crawling to me, begging me to teach you how to please your wife. You want to make her happy but you just don’t know what it is that makes her so unhappy. Now take a nice deep breath as I push this fake cock deeper into your tight asshole. You have found porn on her laptop.. Porn with women in charge and you want to make her happy.

Domination phone sex

That is where I come in. I will turn you into an anal sex whore who craves a big cock deep in his asshole.. Take this big fake cock as I thrust in and out of you. Wipe those tears.. or I’ll give you a reason to really cry.. Your tiny cock wont make her happy.. but letting her fuck your asshole will!

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.

Sissy Humiliation with Farah

sissy humiliationSissy humiliation is so much fun. When I was younger, the Internet and smart phones didn’t exist. Phone sex came around in the 80s, however the women, were how should I put this nicely, not as pretty as they are today.  You had no way of seeing what they looked like, unlike today where you can see us first before you call. The original phone sex sluts worked in a warehouse in some cubicle with a headset on, not out of the comfort of their homes like today. A lot has changed since I was young, including sissy humiliation. The Internet has given birth to a new brand of sissies. Pathetic, cross dressing, cock sucking, shameful, pansy sissies who beg to be outed and publicly humiliated. Growing up, a boy got called a sissy for crying. Now you are a sissy when you have a limp tiny dick, enjoy public humiliation and forced feminization. And, when you suck dick wearing something pink and frilly. Now, the folks behind sissy humiliation are not the boys on the playground, they are hot sexy women like me. Bitches in charge who recognize the desperate plight of the modern sissy. Women like me who understand that some men just belong in panties and a frilly dress. Some boys aren’t really boys, just girls trapped inside a loser male body. Some women recognize the shameful nature of  these man girls trapped in the wrong body, trying to act like someone they are not. These individuals need sissy training to become who they were meant to be. Full fledged sissy maids waiting on goddesses like me to dress them, shame them, out them and put them to work for us. Sissy school is now in session thanks to the modern world and hot sexy MILFs like me. Think you can handle it sissy?

sissy humiliation