sissy phone sex

Sissy Training Phone Sex with Hannah

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Sissy training phone sex is one of my favorite things. I love to dress up a good sissy whore and teach her how to be just that. A straight up cock worshiping whore. Just like me now that I think about it. I’d make you worship my cock, first, though. I’m about six inches so I do still consider what I have between my legs a cock. But you, you’ll have a clitty. I’d stuff it inside some tuckable panties so no one can see it or know it’s there until you strip.

Sissy Training Phone Sex

How about I put you in some leopard print bikini panties with hot pink lace trim, a matching bra, a short black skirt, and matching leopard print crop top and some cum fuck me heels? I know you’d love it! We can’t forget the makeup. I’d put some hot pink lipstick on you to match the pink of your lingerie. Then, I’d put some sparkly pink eyeshadow on with mascara and eyeliner to complete the look. Maybe a blond wig to go with it. Then, I’d bend you over, move your panties to the side, and fuck your tight ass. I may not be huge, but I still have enough to stretch you out a bit. At least enough to loosen you up for some bigger dicks. After I fuck you, I’d call some of my friends over and I’ve got some big-dicked friends. They would have a field day pounding that asshole of yours, that sissy pussy.

That’s how I’d train you to be a good sissy whore. You need to be filled and have your sissy pussy bred. You’ll need bigger and bigger cocks to stuff that whole of yours. Maybe I’d even take you to an adult bookstore or a glory hole. Strut you downtown and show you off. Maybe even charge people to fuck you. Then you’d really be a whore because I’d be getting paid for selling your sissy pussy. If you want some kinky sissy training phone sex then give me a call. I’d love to turn you into such a good slut. 1 888 739 9350 and ask for Hannah.

Cross Dressing Phone Sex with Hannah

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Cross dressing phone sex is some of the hottest shit ever. Technically, I do it. I’m a shemale, after all, and I still have a cock. Yet I wear some of the sexiest, silkiest lingerie. Anything from panties to stockings or pantyhose to bras. I even have my ears pierced and have tits. I’ve taken it a step beyond some cross dressing fun. My hair is long and I wear makeup. Just look at how pretty I am. I know you’re jealous, aren’t you?

Cross Dressing Phone Sex

You want to look as pretty as I do, but way sluttier. Oh, yes. Put you in some of the laciest, frilliest, pinkest things I can find. Put you in a wig with either red hot or hot pink whore lipstick. Make sure you’re in the highest stiletto heels. Oh, yes, we’ll make you look like a hooker, don’t you worry, baby. I’ll even give you some inserts for that bra I’m going to put on you.

But, if YOU aren’t into dressing then I can be the whore. I’m a cock-craving slut after all. I’ll take every one raw dog. And, I’ll suck your cock like you wouldn’t believe. One in my mouth and one in my ass. Oh, fuck yes! Give them all to me. One-on-one or a fucking gangbang, I’m absolutely 100 percent down. On my knees like a good little cum dumpster for you. See, I don’t always have to be the one in charge. You can take control of my mouth, cock, or fuck hole if you want to. I’ll obey and be a good freak.

So, if you’re a sissy who needs some lessons or you want to dominate the sexiest shemale, give me a call for some cross dressing phone sex. Let’s have a good fucking time together, baby.

Sissy Phone Sex with Sloan

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I’m just now getting home from a blind date. It was a very long night. Don’t get me wrong, the guy was nice and cute and has a thing for beautiful, blonde trannies..like me. He had a very nice dick too. But there was still something missing. And it wasn’t until I crashed into my bed that I realized what it was. He wasn’t a sissy boy. He didn’t talk at all about having a fetish of wearing silky bras and silky panties. That excites me. I love having sissy phone sex with sissy boys. To be able to punish a guy for dressing up and acting like a girl. So now I know my new boyfriend expects me to be the only one wearing lingerie at bedtime. That’s for shemales, and he’s strictly a masculine ‘boxers with briefs’ guy, and there will be no persuading him otherwise. So how can I keep my new straight boyfriend and his tasty dick and remain fully satisfied?

Sissy Phone Sex

It’s you, sissy boy. Let’s have sissy phone sex! I need you right now, and my boyfriend will never know. You can come over to my apartment whenever I’m alone, dressed in your best sissy garments and high heels. Looking so cute, but nothing like my beauty of course. I think you need that ass spanked so hard for being a naughty sissy. I’m so happy to spank it and make you pay. Rub your face in my sexy tranny tits. Get my nipples so hard. Speaking of hard, you need to suck my big shemale cock as punishment too. Deep throating my cock will definitely teach you that being a sissy is bad. Deep throat it while I smack that ass harder, making those cheeks pink. After all, pink is your color, you naughty sissy boy. If my boyfriend knocks on the door while you’re here, then you can just hide in the closet until he leaves.

Call 1 888 739 9350 and ask for Sloan for sissy phone sex

Sissy Phone Sex with Dru

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The moment the little bitch on the other side of the phone said I have my pink slutty panties on I knew this was gonna be a fun sissy phone sex call. I mean come on now you know anyone starting off saying they have on their slutty panties already knows what they want course the sexy tranny that I am is gonna make them beg to be pump full of that slut juice. So I asked them what makes those their slutty panties.

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Oh and did they not disappoint. This sissy boy went into full on details about what they have done in those panties mind you I am pretty sure half the tales they told me were from some dirty sissy phone sex fantasies. Now not to judge them or call them out for that would be just cruel and yes I can humiliate some of you but this slut was doing his best to feel as nasty as possible. Which often times means calling around and pimping themselves out to various hot tranny phone sex goddess’ like myself. So if that is how you feel like a dirty ho then bitch call away and let me help you out with your dirty, nasty, slutty desires.

Confess to me about those cocks that have pounded your pretty starfish or how many dildos you gobbled up on the weekend. Hell I know you have a full on train case of cock hidden under your bed and it is time to pull them all out and lets enjoy some nasty fun with each one of them. Oh and if you need help getting ready I am so ready for that too. Like I said I am here to help you become one nasty sissy phone sex ho!

As for that pink panty wearing one from earlier lets just say they are a touch cum drunk and sleeping things off. Seems they had a  bit of a limit when it came to how many dicks their pretty panty covered pussy could take. Or was it the inches that wore them out? Either way they are done for the day and well this sexy shemale is only just getting started.

Just ask for Dru by calling 1-888-739-9350

 

Sissy Phone Sex with Dru

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There is one thing I have on my mind today and that is to dress some little cock sucking whore into some pretty little slut outfit and well have them suck as many dicks as they possibly can. Yup its time for some sissy phone sex. Granted I wont be spending a lot of time dressing you up cause as a cock sucking whore the less clothing the better. Those hard dicks want that easy access to your fuck holes.

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Dont pout dear little sissy slut just focus on how many times your gonna be reapplying that lipstick of yours cause its gonna be smeared all over some thick veiny cock. Before you ask you best select a deep dark color of lipstick too for I want to see just how far you got down on that cock. Some barbie doll pink shade of lipstick just wont do. Perhaps some dark violet or well we do love a cherry red shade.

Focus on those panties, thigh high stockings and your fuck me pumps cause if your mouth skills are good hell you may attract a crowd which means a gang bang situation. Hey why stop at just being a cock sucking whore why not let that sissy pussy get some attention too. After all arent you a touch curious what it would be like to have a real cum squirting dick in that tight fuck hole vs a strap on cock?

Oh hell ya you are!

Well grab some pretty things and well those beloved dildos cause hey just cause your indulging in a sissy phone sex fantasy doesnt mean you cant actually suck some dick for your favorite sexy shemale!

You can reach me by calling 1-888-739-9350 just ask for Dru

Shemale Phone Sex with Sapphire

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Are you looking for a sexy and demanding a shemale phone sex mistress to sissy train you? Well then you’re a very lucky boy to have found me, aren’t you? Let’s get one thing clear from jump though. I take sissy training very seriously. If you fuck around, you will pay the price. Do you claim to be a panty-boy freak? Fine. Then march your ass right into your bedroom and steal a pair of your wife or girlfriend’s panties. Your little sausage and nuggets should be stuffed into her silky drawers before you even start dialing my number. Make sure you pull those panties up deep into that nasty crack of yours too. I want those sweet cheeks hanging out for everyone to spank and pinch as I drag you around on a leash and collar for display.

Shemale Phone Sex

A true sissy understands that his shemale phone sex mistress has the right to whore him out to all of her friends…and any strangers that she chooses to. I think you need a pretty silky bra filled with falsies too since you want the full sissy effect! They need something to squeeze as they fuck your mouth or ride your boy pussy from behind. Because you will not be stroking that little dicklet of yours….it’s all about you being the bitch and being used like one. I will dress you up, pimp you out, teach you how to be the best well behaved sissy ever. But you have to be fully committed and completely submit to the demands and teachings of your shemale phone sex mistress, or that will be the end of your training. Well? Get dialing little bitch! Lessons are about to start! And I am going to break you down and make an obedient and submissive whore out of you.

1 877 903 TRAN and ask for Sapphire for shemale phone sex

Sissy Phone Sex with Tranny Toni

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There are a lot of women out there who you could call for sissy phone sex. But a lot of them haven’t been in the exact same position that you are – looking manly and trying to feminize yourself. I had to do it all myself, but I am here for you if you need to talk about how to get started with the sissy training process. It would have meant the world to me to have someone to answer questions and help me out with everything from waxing, hair, makeup, and even sucking cock and getting fucked. I was so nervous and worried that I’d do or say or wear the wrong thing when I was just starting to feminize myself, so I really understand that it’s a big deal. I’d love nothing more than to help you with your transformation. I have a lot of empathy, but I can also be tough on you if I need to be.

Sissy Phone SexSo many sissies get nervous when it comes time to suck a real cock. They’re all for a dildo or strap-on, but when a real cock is in their face, they get shy. But that’s one more reason I’m good for you if you’re just starting out. I will stand right in front of you, grab the back of your head, and pull your mouth right down onto my big dick. I think you’re really going to love it once you wrap your mouth around a cock for the first time. You just have to throw caution to the wind and do it! Are you ready to give me a call yet? If you want a kind shemale with a sexy southern accent, just grab your phone and call me.

Just dial 1 888 739 9350 and ask to talk Toni for sissy phone sex.

Sissy Training Phone Sex with Trinity

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I’m determined to make you the best sissy ever! Sissy training phone sex with a hot shemale like me is not for the weak-minded. It’s hard work learning how to be the best sissy. I’ll teach you all about being more feminine. We’ll start easy and work our way up to the hard stuff.

sissy training phone sex

One of the easiest ways to start is by growing your hair. Not all of my sissies want long hair, and that’s okay but if you do stop cutting it and take better care of it. Before you know it you’ll have long and luscious locks and be the envy of all your girlfriends. Also, that long hair gives that hot guy you’ve had your eye on something to pull on when he’s pounding you into oblivion.

Another easy way is to practice applying makeup. Think it’s easy? You’re in for a culture shock. There’s primer, foundation, eye shadow, lipstick etc. And don’t get me started on skincare, because that has to be done before we apply our foundation. But don’t fret, I’ll send you a list of everything you need from A-Z.

Oh dear, have I scared you? Don’t run away yet. Here’s a fun way to be more feminine: Seducing the alpha male. Sissy training phone sex is extensive and hard, but I’m here to set you up for success. Once I have you all dolled up and dressed like the whore you’ve always dreamed of being I’m going to throw you to the wolves….literally lol.

We’ll go to a bar and I’ll make you sit on a barstool so that tight little black dress rides up your thigh and every man in the room can’t help but stare. The owner is a close friend of mine and I’ve told him this is your debut. Only the hottest guys have been invited and they’re here just for you. Sorry my little sissy, but none of these guys will be leaving until you’ve made each and every one of them cum. No time to look, shocked babe, it’s time to get started….I told you sissy training phone sex wasn’t gonna be easy!

Cum train with Trinity at 1-888-739-9350

Sissy Training Phone Sex with Rosalind

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Hi sissies to be, are you ready for girly lessons? I love hearing from panty boys and curious would-be sissies that want sissy training phone sex. Like the other lovely transexual ladies on this site, I was born with a bit of masculinity physically but a lot of femininity as well. The world tells you that boys do this and girls do that. I’m here to tell you that we do whatever the fuck we want to do, no matter what. So you want to have a shemale train you in the ways of being a girl. I’m ready to do just that, darling. Even if you have had previous sissy training with other trannies or dommes, I’m ready to help you go even further into your female self. Panty boys and sissy boys are so much fun to train. I can’t wait to get you under my wing.

sissy training phone sex

How did you feel the first time you put soft panties on your body? Did you feel elated and as if you have found yourself? When you felt the delicate fabric grazed over your cock did you feel naughty? Sissy training phone sex is the space for you to open up about those memories. It’s also a space for you to make panty wearing and made-up faces your new reality. Why on earth would you go back to male clothes and living when you can be a girl? You don’t have to go back. A life lived as a woman can be all yours, just as it is mine. We will talk about every aspect of feminine living that you need training on. I want to help you become the woman that you feel budding inside of you. You can consider me your personal sissy trainer if you want.

 

Rosalind

1 877 903 TRAN

Shemale Phone Sex with Sapphire

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Tell the truth, what exactly is it that’s keeping you from living your ultimate fantasy of sucking a dick? But you don’t know where to begin?  Seems to me that you could use some cock sucking training from this shemale phone sex mistress.  If you really want to be the best little cum guzzler than you need to learn from someone who has a cock.  I’m sure that your wife can tell you a few things, but why not let a chick-with-a-dick show you with the real thing? You need a shemale phone sex mistress to instruct you on how to lick, how to suck, how fast or slow to suck and to teach you how to take every inch down your throat. 

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Most men want to be dominated and treated like a sissy bitch, at least that is what I have learned.  You want an 8-inch cock shoved down your throat, choking and gagging you and forcing you to suck until you guzzle a huge load of jizz.  You want to be bent over and made to take this huge dick up the ass and fuck you like a sissy subbie slut.  No one knows what you really need and want better than a shemale phone sex mistress.  I can tell from the minute I hear your voice that you’re nervous and excited and desperately want me to take complete control of you.  Believe me, that is exactly what I will do.  I will have you on your knees licking my asshole and sucking my rod, and then I will stretch and ruin your boy pussy until I’ve completely satisfied myself and shot my wad in you.  That is what you had in mind…right?  *wink*

So call this shemale phone sex mistress right now at 1-877-903-TRAN.  Why wait any longer?

Sexy Shemale Phone Sex