Category: Forced crossdressing

Sexy phone chat with a small dick man

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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!! 

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

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?

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?

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Phone Sex Therapy is Perfect for Sissy Humilation

phone sex therapyPhone sex therapy is a very popular form of phone sex. Think about it. It makes perfect sense to talk to a sexy mature woman about all the things you cannot share with your wife. We have a company sissy. Perhaps you have seen her page. We all blog about her. She is a money pig who craves attention but is so pathetic she has to pay for her sissy humiliation. I had the pleasure of speaking with her and her goddess, our bitch in charge here at WBMT, Levi. You think you have a good idea how shameful and pathetic a sissy is by reading blogs about her and seeing  pictures of her, but trust me none of that does our sissy any justice. Our company sissy is the biggest sissy I have ever spoken to in my career as a phone sex therapist. She has her dresses and bunny outfits specially made for her. Makes sense in hindsight. One cannot just walk into a Lane Bryant store and expect that they have a playboy bunny outfit or a baby doll dress in a size 18. Sissy doesn’t exactly have a girlish figure. She has to pretend to be a man for her wife and her day job. I teased her that she must have gone to acting school to be able to fool so many people into thinking she is a normal red blooded middle aged man. She sings little songs. I just about peed myself hearing her sing Sissy Girl to the tune of Barbie Girl, that cheesy 90s song. She is quite creative. But, she is a real sissy. She is not pretending on the phone. She is pretending at her day job. The one she needs to support her Goddess and those who work under her. I talk to a lot of sissies on the phone, and few are career sissies like our company Sissy Fairy Fag. She is pathetic and shameful, but also honest, creative and genuine. I am glad that she feels comfortable in her own skin to be outed and shamed by this company. Are you so brave? I doubt it. I have never been sent a sissy picture by one of my other sissies that shows her face. I have never gotten the sense that my other sissies are still sissies when not chemically altered. Sissies you have some big pumps to fill. Are you up for the challenge?

sissy humiliation

Have you seen the rare Sissy Faggy Easter Bunny?!

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I don’t know about you but I love going to YouTube. I happen to be looking for a little humiliation for tour infamous site sissy Michael. I found this video of a faggy pink bunny!  As I waited for the video to load I started laughing! I knew that Faggy pink bunny Michael and she was walking around showing off her beautiful long waxed legs. Her humiliation day was video tapped and posted on YouTube for all of the world to see! On her recent sissy day Sissy Michael was humiliated by a 28 year old college student. She is our 28 year old goddess in training! She made a sign for sissy Michael to wear all day long. I love that this 28 year old humiliated our faggy sissy and Made her wear a sign all day long as she was dressed up as if that pink bunny. Sissy Michael gets off on being humiliated, so let’s help her squirt her sissy dick milk out of her tiny little cock and tingly balls. Let’s make Faggy Sissy Michael squirt his sissy cum so much as she waits to see if her wife finds out she is married to a faggy sissy Easter bunny!

 Cheapest phone sex

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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