Category: Sissy Training Phone Sex

Sissy Boy Application

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I need a new sissy boy I realized today. I figured it out when I was editing my blog and the thought occurred to me that I could use a footrest at the very least. Someone new to wear my favorite hot pink latex gimp mask and who would love to clear in between my toes for me while I work. My new pet would need to be a great listener, be able to obey orders and multi-task many different duties at once. Anal training is to begin immediately following orientation- I have a large collection of butt plugs and other toys to spread your hairy man-ass for my delight. I also have oodles of gadgets for nipple play- even a little baby pink taser for keeping my pets that like a little shock now and then. If my platforms need cleaning, you will lick them until they are shined. If I need a place to ash my cigarettes, you will open your mouth. And if I need a place to sit, your face is my new throne. If you’d be interested in hearing more about the position call me. I’ll be conducting the interview process until the position is filled.

Sissy must have been very naughty

sissy phone sexWow our little site mascot must have been a naughty girl because Goddess Levi has asked all of us to humiliate her pathetic sissy ass. I can’t imagine what that wimpy little bitch has done, maybe she wasn’t voting properly or maybe she’s been a stingy sissy, who knows, all I know is that I am getting a chance to tell the world what a poopy panty wearing, shameful little sissy she is! 

humiliation phone sexLet me tell you all about sissy, she is a fake man lawyer that dresses up in her fake man clothes and goes off to work trying to be all manly all day long. But under those man clothes she is wearing panties and a bra and trust me… everyone can tell. Sissy thinks that she has everyone fooled, that they believe she is an important man but behind her back they are all laughing at her, you can believe that for sure! It’s in the way she talks, all her movements, everything she does is effeminate and weak as hell!

mistress phone sexI really don’t know why sissy bothers to try to hide what she is, she should embrace it and just be the bitch she was always destined to be! Oh well, some people just will never give up their lies, I guess sissy is probably one of those kind of people… even tho we all already know her secrets!

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I wanna help you cum

Bisexual Phone SexI love a man who has no shame in telling me exactly what he wants. That’s what I’m here to help you with today. I want you to sit right here with me, and tell me everything. What you’re into, how you like sex, favorite position, etc. Then I want you to act it out with me. Do you love it when a woman gets behind you with a strap-on, and slides it deep in your ass while you stroke your cock for her? It’s alright baby, I want you to stay nice and still, while I prep your ass and get you ready for some deep anal fun. We won’t stop until you’ve come all over yourself, and you’re satisfied. One of my favorite things to do with one of my clients is bend him over, and slide my vibrating butt plug in his ass, turn it on, and climb right on top of his thick throbbing cock. I can feel every inch of him vibrating inside me, and it’s milking his hot little prostate, so he can cum deep inside me. I know his wife won’t do it for him, so our therapy sessions he gets to do the things that he can’t everyday. I lvoe being able to please, and get you to tell me all your deep dark fantasies. What’s your deep dark secret? Come tell me!

It’s time for sissy phone sex!

sissy phone sexIt’s time for sissy phone sex bitch so get dressed! My sissies can’t be some fucked up manly looking bitches either, I expect you to shave off all that ugly man hair and dress up pretty. I want to see you made up and your hair done, if you are gonna do this shit you better do it right or don’t bother to show up at all! Once you are looking good it will be time to go out and play… and you are going to be the main entertainment so you better get ready. I’m going to make sure that you get all your fuck holes stuffed, you need to be treated like the whore you really are! You may get to be a “man” at work but when you’re with me you are nothing but a little bitch boy!

Your Cock is Too Small

Small Cock Humiliation Phone Sex

I’m that girl next door you desperately want to fuck, but can never have because you’re too much of a little sissy boy to make your move. And even if you did, I would tease your cock until it was nice and hard, only to send you home with blue balls, just because it makes me wet to make you work. You see me wearing daringly short skirts on my way out. When I’m wearing those tight yoga pants that are kind of see through with no panties, do yoga in the back yard, I see you struggling to mow your lawn with that pathetic excuse for a boner. I laugh at your incompetence! I come over to your house because I know you’re home alone right now. I tell you to strip for me, and because you’re a little bitch, you do. Your cock is barely big enough to fill your hand. I laugh at how tiny it is before I tell you to stroke it, if you can stroke something that small. I can’t even tell if you are hard! I could let you experience what my warm, wet pussy would feel like engulfing that itty bitty pecker because it would be quick and painless, but why bother? Instead I’m going to leave, giggling at the sight of that bump you call a cock.

Buckle up sissy it’s time for humiliation phone sex!

humiliation phone sexBuckle up sissy, it’s time for your humiliation phone sex session! Oh, what’s that sissy? You don’t want to be humiliated? Hahaha well that’s just too fucking bad, now isn’t it? Look at you, dressed up in your girlie clothes with your tiny clitty covered in your silky panties, did you really think you weren’t a laughable mess? Let me get something straight with you right off the bat… I am a Goddess and YOU are not! You are not pretty, you are not a real woman, you are not anything like me! So why would I treat you like you are??? You are pathetic, thinking that you can hide your sissy side from everyone around you… trust me faggot, they ALL know what you are! You are too effeminate to be mistaken as a real man… and too ugly to be mistaken as a real woman! No, what you are is a sissy, nothing more, nothing less and what you deserve is humiliation and shame!

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Gym fuck jealousy

I knew the bitch at the gym was jealous of my perky ass tits, what I did not know was that her old man was jealous of my cock because I had a bigger dick than he does. I think the truth of the matter is she wants to ride my big black cock while admiring my pShemale Phone Sexerfect titties, all while her guy watches because he knows deep down that I can satisfy his girlfriend better than he can. I think I am gonna ask her next time we are in the locker room and I catch her staring at my titties or my cock if she wants to just get on and take a ride. I know she will jump right on it. I will bend her over that bench and pound the shit out of that ass. I will make her so raw she aint gonna be able to walk for days. She is gonna want it every time she works out after I get done with her.

Big Black Dick

Tranny phone sex MayHey sexy baby is what the latest one said to me thinking I was sweet and innocent, so to his amazement when I turned around and lifted my skirt asking him if he wanted my big fat cock in his asshole was a priceless moment. The funny part was he caught me later and asked if I was serious. He really did want my cock in his asshole. SO I gave it to him. I made him get down on his knees and suck my cock. Nice and slow at first, and then I rammed my fuck stick in the back of his throat until every ounce of my jizz was inside his belly. I then instructed him to get his ass on all fours and bend over and take my hard cock like a man. I rammed my big black dong into his ass hole so hard he cried and bled. I fucked him so fast and hard that he squealed in delight and pain and I reminded him that I was a better man than him and a better bitch too!

Sissy needs her strap-on phone sex humiliation!

strap-on phone sexMy naughty little sissy needed some strap-on phone sex punishment yesterday because she had quite the attitude problem. You see, my little sissy bitch wants to be as beautiful and perfect as I am even tho we both know that will never happen. But every now and then she gets a little uppity and real snotty, she tries to act like a princess and completely forgets her place! When that happens, I need to quickly slap her back to reality and put her back in her place! I am the fucking Goddess here and no little dick wannabe faggot is going to act like they are in any way better than me! That’s why I slapped the little whore across the face and told her to go fetch my biggest strap-on cock, she whined and cried but she fetched it right back to me and helped me put it on. Then I shoved that giant cock down her throat and fucked her face until she was gagging and choking. Little sissy bitches with a mouthy attitude need to get that fucked right out of them! Then I bent her over and rammed that giant rubber cock right up her little man pussy and fucked her till she screamed. By the end, she had definitely lost her attitude, she even begged for my forgiveness!

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cuckolding phone sex: be my dog bitch

cuckolding phone sex

Do you want to be my sissy boy? Oh baby I think you do! ===giggles=== I want you to get on all fours. Be my little dog bitch. I will have you naked and a collar around your neck. I have the leash in my hand. I will guide you onto my bed. When I spread open my legs you better be a good dog and eat your master’s pussy. My cunt is soaking wet and ready to be licked. Lay between my legs and start sucking and licking on my hard clit baby. I take you by the hair and shove your face down. eat that fucking delicious cunt baby. suck my pussy harder!

I’m over this baby. you may eat good pussy but your cock will never get wet inside this cunt hole. I kick you off the bed like the mutt you are. I take out my dildo and start fucking my tight bald cunt. It feels so fucking good. You could never satisfy me like this. Go lay down in your corner like a good doggy.