Category: Sissy Phone Sex

Tranny Phone Sex in the Alley

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Do you like tranny phone sex? When you call me, I will ask you if it is just fantasy for you, or if you have bona fide experience with a special girl. Your answer doesn’t matter, either way, I will fuck your sweet ass, virgin or touched. I just think it’s great when you tell me that this one time in band camp you sucked the cock of a pretty girl. Or you picked up a hot chick at a club, brought her home to discover she had an appendage. It happens to me all the time. Guys pick me up clueless that I have a ten inch cock. I tuck well. I like the element of surprise. Last night I was at a bar, not a metropolitan one either. More like a dive bar. I was in jeans, boots and a tight baby doll to show off my rack. I wasn’t looking to hook up. I just wanted a beer and to play some pool. Getting lucky was just bonus. The guy who approached me, asked if I was a special girl. I could see by the bulge in his pants, that he was hoping I was indeed a transsexual. I wasn’t sure how he knew. To find out, he has been with special girls. He was shocked to find one in his local dive bar. We went behind the bar, in the alley and fucked. I pulled his pants down and fucked his ass like a little bitch. His ass was tight, but I could tell he was no virgin. He came with me just in his ass. I was happy to give him a reach around, but he didn’t need one. We went back in the bar with the freshly fucked look. We went back to the alley several times. I’m sure folks knew we weren’t smoking. I might have to go to dive bars more often.

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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.

Paris Knows Best!

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My sugar-daddy sure did have a dumb look on his face watching me pick out lacy panties today. I guess he was a little confused as to why I kept choosing lingerie that was clearly too big for me but he knows the drill- Princess Paris knows best!

After putting together quite the collection, I start heading toward the dressing room and I got the wildest idea: Why save humiliating him for when we get back to my place?

The super-hot baby-bitch running the changing area motions for us to tell her how many items I need to try on and that’s when I drop the ball, knowing it’s going to freak her out and absolutely mortify my sugar-sissy. Without skipping a beat, “He has 15 items- and would you mind helping me decide which he should get?”
I get the feeling she’s into it even though her face is showing embarrassment, she snatches up our collection and we edge my darling slave into the changing room. “Come out and show us how they look, ok???” and I’m grinning ear-to-ear because I’m pretty sure I’ve never seen a man’s face this red in all my life, but again my financial-bitch knows the motto: Princess. Paris. Knows. Best.

He walks out wearing a G-string, that I selected on purpose, knowing his silly looking cock would be sticking out the sides and just look hilarious! I can’t hold back my laughter and I ask him, “You like it when girls laugh at you, right? Show us your asshole!” I see the unmistakable look of pleasure-pain come across him, he doesn’t really want us to see his hairy man ass but I need to size him up for dildo-pegging later. He nods and does as he’s told because “Paris knows best” is the law of the land.

Finally more of the girls who work there have shown up to the dressing room to watch my little freak show. I decide he has had enough for now and we make our way to the check out. He suggests for a moment that I must be done for the day, I cut him off and he doesn’t try to argue. My darling pet nods his head while handing me his American Express and recites the golden rule for me one last time: Princess Paris knows best.

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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Teasing Teen

Tease & Denial Phone Sex

Blushing, you look over at me, and I can tell you’re staring down my shirt. But I don’t mind. I did it on purpose because I love how nervous it makes you when I start to tease you. Seeing you squirm in your seat, trying to hide your throbbing cock gets me so wet and worked up. Laying on the rug, I pull off my top and lean back. Your jaw is on the floor as I wiggle out of my shorts, leaving me in just a white thong. But once I pulled that to the side and started rubbing my clit in little circles, your knuckles looked like they might entirely break off a chunk of the bench you were sitting on, you were clenching your fists so tight. This only made me wetter, and soon, I threw my panties off to the side, where they landed right on your head. Oops, heehee! Spreading my legs apart so you could see my slit, I fingered both my ass and pussy while you watched, speechless. You pulled off your pants and tried to come fuck me, but as usual, I turned you down as I finished myself off right there, squirting right in front of you, even getting some on your pants. But still, you could not touch me. Giving you a kiss on the cheek, I get dressed and head back home, but I leave my panties with you 😉

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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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!