sissy phone sex

Sissy Phone Sex Confessions

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sissy phone sex
I have a bit of experience dressing men up in woman’s clothing and we are not just talking sissy phone sex call experience either. See I wasn’t always a chick with a dick. I started out much like you. Venturing into my mom and sister’s closet to steal those clothes, I figured they wouldn’t miss. Then waiting patiently to have the house to myself. So that I could put on my newfound girlie items and dance around.

So I know all too well the excitement sissy boys get when their wives or significant others take off for a week or so and you get to do what you been dying to do.

Get girlie!

What is the first thing you do?

Is it put on some sexy lingerie and get a pretty drink while you do your nails?

Or are you more a put on those panties and drive to some town so you can buy some sexy things to make the most of your time of sissy freedom?

Well now it’s time to up the fun by giving this tranny a call, lets have some fun now that you’re all dressed up. Venture into some of those naughty sissy phone sex fantasies you’ve been thinking of.

Time to share and well explore those wonderful kinky fantasies you been keeping to yourself.

Dru

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Tranny Cock Worship Phone Sex with Whisper

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If there’s one thing everybody knows, it’s that little sissy sluts belong on their knees. As to what they do while they’re down there…well, that depends on who they’re serving.

tranny cock worship

If it’s me they’re submitting to, there is only one reason and one reason alone I have them kneeling, and that’s to worship my tranny cock. What else is a man trying desperately to look like a woman good for? Tranny cock worship is the only thing I need them for.

So if you’re a little sissy, when you call me, you’ll be down on your knees before you know it. And even if you don’t know how to worship a tranny cock yet, you’ll know by the time I’m finished with you. I can be a very patient teacher when I need to be. Especially when the rewards will be great for me when it’s all over.

So go ahead. Put on your favorite whorish outfit. Paint your face up to look like a drag queen. Get your blonde bimbo wig and your hooker heels. Pretty yourself up as much as you can (and fail miserably at it). Then call me for cock worship phone sex. My cock is ready for some attention, and it’s past time for you to learn how to be useful to me. The sooner you call me, the sooner we can begin your lessons, and the sooner we can do that, the sooner you’ll finally be worth something other than scorn.

Just ask for Whisper the sexy shemale whose cock your about to worship.

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Feminization Phone Sex with Mrs Porscha

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There are simply some days in which one gets bored. In these days of modern technology, you can see everything and do everything in such a short time, that one may occasionally end up yearning for a simpler time.

feminization phone sex

A time like the one back when we believed we discovered the music of the future because we now had synthesizers and keytars. Back when I used to go to clubs with my girlfriends and get free drinks from guys with blazers that had giant shoulder pads and popped collars over hyper color t-shirts. Of course, these days, all of my girlfriends are a bit too respectable. Naturally, that is where you little sissy boys come in!

Oh, yes, you little boys will become my little glam rock groupies as we recapture a bit of the days when Journey was still the biggest band in the world and singing “Don’t Stop Believing” at the top of one’s lungs wasn’t yet considered a cliche.

Oh, but don’t get me wrong, though. You won’t look like Dee Snyder or any other member of Twisted Sister. No, no. This particular phone-sex MILF will not be caught dead with girls like that at her side. I want you to look more like…hmmm… Madonna in her heyday, or perhaps a cross between Cyndi Lauper or Pat Benetar. Oh, tight leather skirt with your hair in a sideways ponytail…gaudy lipstick with a zebra print blouse, and a pink scarf. Tattered leggings with ankle boots, and pointless rubber bracelets.

Of course, the difference between then and now is that the white stuff on your nose will be from when the guy I select for you to pleasure that night pulls out of your mouth and misses the rest of your face…

Does that sort of feminization phone sex sound appealing to you? If so, please give Mrs. Porscha a call.

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Tranny Phone Sex Bitch Whisper

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The new year is almost upon us and this tranny phone sex bitch thinks you need to end this year doing something completely different. Shake things up a bit. Time to suck some cock!

cock sucking

Yes thats right Ms Whisper just told you to shake out 2023 by dropping to your knees and filling your belly with some jizz. Oh yes I am well aware your most likely at some family gathering and that just cant happen. Surely you can find 10 minutes of freedom from the prying ears. To talk about those freaky things within like you wanting to eat some strangers cum.

Hey your secret desire to be a cock sucking phone sex bitch is our little secret. Course I may just make you want to be the cum dumpster to a whole line up of men with thick cum filled dicks. Oops did I let that secret out?

Its all in fun and fantasy so why not become a massive cum craved, cock sucking phone sex whore.  Go big or go home. Since your nearly home you might as well be the best cock sucking bitch ever. I will happily train you on the ways to wrap your lips around some thick, throbbing man meat.

Just talking about cock has got me excited. Surely you are too.

We could start out with you sucking on my tranny dick. Hey I dont mind being the guinea pig while you learn the proper technique. Being the best does require practice. So open that mouth and start sucking.

Well actually scratch that let your mouth tell the dispatcher you wish to talk to Whisper then we can work on your lip placement.

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Become Cheyenne’s Cock Hungry Sissy Slut

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Its Saturday morning which means if your a true little sissy slut your just dragging your ass home with the collection of cocks clinging to your breath. Or if your like the last person who called me merely waking up with the smears of lipstick on your cheek from playing dress up cause he is a closet sissy faggot.

sissy slut phone sex

Yes seems not everyone is as free as myself to wander around in their full sexy bitch outfits. Granted I have been secure in my femininity for a number of years. You probably are still clinging to your masculine life of marriage, kids and well adult responsibilities. What ever the excuse is you can shed them with this no limit phone sex tranny.

Thats right!

Complete indulgence is what I offer when you call me for the ultimate in cock sucking fantasies. Give into your inner sissy slut that one you break out every so often when your other half is away for the weekend. Or perhaps who you let play when your out travelling.

I know its so hard to actually go out and suck a dick when your dressed up pretty which is why this no limit phone sex tranny allows you the freedom to be your cock sucking sissy slut self from the joy of your own bedroom.

Let me be the one to slam your face down on my throbbing hard shaft and treat you like a dirty nasty cum craving whore. Oh and if you need me to be gentle cause its your first time.. I can be but you best give me a heads up for some times I get a touch over excited when I know your all dressed up slutty for me.

So lets work on your sissy slut name and have some fun this morning. Remember I am a no limit phone sex tranny!

Just ask for Cheyenne

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Cross Dressing Fantasies with Courtney

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Rather ticked off was suppose to go pick up my boyfriend but with the weather being so up and down they opted to stay working till the rains came next week. So that means I am here enjoying some naughty phone sex calls with you guys. Any one up for some sissy or cross dressing fantasies?

cross dressing fantasies

Also spend the day sorting out my closet. I am clearing out most the stuff in there and taking some of it to the consignment store. Every so often think its great to just clear out your closet so I can make room for new stuff. I can be a bit of a clothing whore. Think all girls and well sissies too.

When I was scoping out this new consignment store I swear a sissy had dropped off a stash of his play things there. For there were some straight up whore stuff. Tons of dresses for going out to the club or well sucking dick in. Then boots like omg I had no idea they would take boots that look like a stripper wore them. Hmmm maybe this is where the strippers and hookers drop off their stuff? Perhaps sissies need to go there and get their pretties on!

Like I said it was a new store that I was just checking out and I am use to carting off bags of clothes to my old store near my parent place but this place was so much fun. I know that I do taboo fantasies and nothing really surprises me on the phone but WOW walking into a place like that and seeing dirty things like that in my face. Ya you would be going holy shit someone ACTUALLY wore this! Not just talked about it or looked at it on a website but actually bought it and worked it. Did get me wondering how many loads of cum some of those dresses saw.

Ok so that is a completely random thought but like you wouldnt wonder yourself.

So I am around for some sissy phone sex and cross dressing fantasies. Give me a call who knows maybe we can talk about some of the cock raising outfits I saw at that consignment store.

Just ask for Courtney

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Sissy Bimbo Phone Sex with Dru

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You’re already a sissy. You threw out all your male clothing long ago. You’ve accepted that your tiny little clit belongs in a chastity cage for now and forever. You’ve grown your hair out and now keep it styled in a feminine way. You have more makeup than most department store counters.

But that’s not enough for you, is it? You want to go further.

Well, that’s just fine because as much as I like sissy boys and sissy girls, I like sissy bimbos even better.

It’s time for you to weed through your closet again. But this time, you won’t be throwing out your long-forgotten male clothes. You’ll be tossing out everything you own that’s not sissy bimbo material. You must look like the slut you are at all times, so no pants, no skirts longer than just an inch or two below your ass, no shoes with heels lower than four inches, etc.

And, yes, I know you already know how to do your own hair and makeup, but you’re going to have to learn a different way. You’ll be going full platinum-blonde, and you’ll be growing it out even longer than it already is. You’ll also be learning to slut up your makeup even more so than you already do.

Oh, and get ready for pink. Lots and lots of pink.

If you’re ready to begin your sissy bimbo phone sex training, then call me. Just remember that bimbos only speak when spoken to, so don’t let the thought cross your pretty little head that you will be allowed to say whatever you want to me.

Just ask for Dru

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Become Shiva’s Sissy Phone Sex Eunuch

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The thing that many sissies don’t realize is that when they submit to me and become my sissy phone sex slaves, they renounce all control over their cocks. Those useless little pieces of flesh become totally under my control, just like the rest of them.

Once I own all these tiny, worthless little penises, the question becomes “What good are they to me?” It’s a question that practically answers itself, though. They are no good to me at all.

Although, truly, the problem is not the penis itself but the way it tends to occupy the mind of the one wielding it, no matter how much that one may have been feminized or wish to be a woman. Testosterone poisons the mind of a slave, and the only antidote to that is the removal of the poison.

How does one do that? Well…first let me answer another question. Where does testosterone originate in a man’s (or a sissy’s) body? The majority of it is produced in the testicles.

Therefore, the way to cure testosterone poisoning is simply to remove the part of the body that produces the most of it. That is why the majority of sissies who have been with me for some time are now sissy eunuchs.

The removal of the testicles (while leaving the penis intact) means no more testosterone and, therefore, no more ill effects from it. The sex drive will be greatly decreased, which means sissies will be less concerned with being horny and more concerned with serving me. The lack of testosterone will also ensure that they start to develop some more feminine qualities without actually having to begin sissy hormone therapy…yet, anyway.

I am telling you this for your information only. It’s just something to keep in mind when you’re thinking about sissy phone sex with Goddess Shiva….

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Josie’s Phone Sex Faggot

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Ok that last guy was nothing more than a phone sex faggot!

Ya my name is Josie and well apparently I am spending my night with dudes that want to suck cocks. Like not just pretend either they are hunting down ways to get their lips around those hard dicks so they can eat some cum.

I know nasty isnt it?

phone sex faggot

Well I shouldnt be that surprised since I have talked to a few sissy bitches and their cock sucking fantasies but like I dont know I can never stop laughing at the fag boys.

This guy was held up in a hotel looking at CL hoping to find some guy to come by and well let him do what a faggot does best suck some dick. He was even asking if I had any friends to send there. Be a long fucking wait really. Who knows he was so horny for cock that he might hang out in the hotel that long.

Are their male hookers that wander the street? Like that would save some time if you can find one of them before hitting the hotel but then again I guess that is what craigs is for now. Like only the crack whores walk the street now right?

It was hilarious he was describing each and every cock that he was seeing. Dude was making me horny for cock not to suck but to fuck.

Who knew a call about some phone sex faggot wanting to suck cock would be making me horny. Wait its about cock so ya guess it would make me horny but you know. Totally not what I was expecting.

Ok well I am off cause I am waiting to see if he calls back. Hopefully with a dick in hand. Or well in mouth. Ha!

Just ask for Josie

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Sissy Boy, Strap ons and Ass Fucking Fantasies.

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sissy boy

How to get a phone sex sissy boy rather excited all one needs to do is mention how big their strapon cock is!

Always laugh at you pretty sissy boys for the moment I mention I have a thick strap on cock your instantly asking how big is it? When was the last time you used it? Then that gulp of are you in the mood to use it now?

Well it would be a shame not to fuck your pretty sissy ass now wouldn’t it?

I mean after you have gone to all this trouble of getting dressed up for your hot cougar. Hear what you put on for me did get me looking over at my bedside table and thinking “Hmmm wouldn’t it be nice to break out my cock and give it to you?”

Yes I should be fucking your sissy boy ass with my thick purple jelly dick. Oh I know your a touch disappointed its not one of those realistic looking cocks. So am I but just think of this as a magical unicorn dick that will be transporting you off into the land of cock hungry sissy whores. One fuck with my strap on cock and you will be begging to always have something shoved up your ass!

Rather admit I do enjoy using the jelly variety of strap on for I tend to be a touch more aggressive when ass fucking and well this style will protect your sissy bottom from getting too sore and tender. After all getting fucked by myself is sort of that middle ground between fantasy and well the real thing.

Not that I have anything against putting a bit of punishment on your pucker hole but I dont want to turn you off that full feeling.

Now that I have you rather intrigued about being my phone sex sissy boy you can reach me by calling the number below. Just ask for Jillian.

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