Sissy Phone Sex Confessions

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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Mommy Simone Makes You A Sissified Adult Baby

adult baby

Are you gonna be a good boy for mommy and put these girlie adult baby clothes on?

I never had kids but if I was your phone sex mommy you can be sure that I would be only buying you pink pretty girl clothes to put on. The idea of having a boy adult baby just seems so boring. The toys suck. The clothing is horrible, nothing but blue with trucks or some farmer theme.

No, thank you!

I want an adult baby who is more than happy to let this mommy dress them up to be super pretty and cute. The socks with the lace ruffles around the ankles. The sundresses with bonnets and bows. Oh, and the toys little dolls, and little makeup kits.

Oh, see how much fun being a girl is over a boy?

I know you will want to be my pretty girly adult baby right?

Having your phone mommy takes her time to put the pretty girly clothes on you and puts you in a pink pram to take around the park. Oh yes, can see it now. Such fun mommy can have with her sissified adult baby.

Now please don’t think you can toss a tantrum to get your way. For you, my pretty girl adult baby will put on what mommy tells you to. What’s between your legs means nothing to this Mommy. I only see an outie of a clitty.

Time for you to be a good sissy abie and call your Mommy for some fun girly time.  If you’re good I will let you snuggle up close into Mommy’s bosom. Just ask for Simone.

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Sissy Gang Bang Fantasy with Tara

Often I have vivid dreams rather taboo dreams that leave me waking up eager to share with like-minded deviant minds. Such as the other night during an intense dream; I was at a party where there were mostly men all standing around drinking. Which had me going oh yes I am the nasty phone whore they are wanting to gangbang. Not this time. When I turned around when I heard a bunch of hollering of “fuck that bitch!”

I saw a sissy slut on his knees his pink frilly sissy dress pulled up and his frilly girlie panties pulled down. His white ass cheeks were pink from being spanked by countless hands. The sissy face was caked in whore makeup. Though the lipstick was smeared across his face. Sissy boy’s eyes were focused on the 10-inch cock that was in waving in front of his face.

Red lipstick was already streaked along the shaft of that cock telling me that sissy cock sucking slut has already had a taste of that man’s meat.

It was a sissy slut gang bang party!

At the point where that sissy slut was going to be double penetrated by black cock is when my wet cunt woke me up. I tried my best to fall back into the dream but as you nasty phone sex boys know there is no going back. Normally I would be extremely frustrated over not being able to fall back asleep to such a wild dream but I have phone sex sissies out there who are more than willing to dive into my sissy gang bang fantasy.

sissy gang bang

Gang bang phone sex with Tara

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Feminization Phone Sex with Mrs Porscha

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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Sissy Cock Sucker Sucks My Boyfriends Dick

Now there is never any guess what this one caller is in the mood for. Sure I make him tell me he wants to be a sissy cock sucker only cause I picture him squirming around in pretty panties while he tries to find the words. But it’s the girlie voice he tries to have that gives it away. “Mistress Courtney I um its ahh your Sissy Janie here to suck some cock for you!”

sissy cock sucker

Like he has watched one too many drag queen YouTube clips to get that perfect bimbo voice going. It always has me giggling cause it’s not quite there yet he bounces between his masculine voice and this high-pitched fairy wanna-be voice. Nice try though and I know eventually you will get it.

So course knowing he wants to be a sissy cock sucker for me I will not hold back. I ask Sissy Janie what she has on for me. What pretty little outfit did she find or buy for that special cock she is about to swallow. It’s usually something pink. Super Barbie doll pink lips too.

The cock in question that Sissy Janie will be sucking will be non-other than my boyfriend’s cock. Sure I could find some random guy at a club but why not have her give my boyfriend some pleasure?

The best part is watching this sissy cock sucker slurp back on my boyfriend’s cock. Sure that might not be everyone’s idea of fun but there is something so hot about looking into my boyfriend’s eyes knowing he is getting pleasure from an eager cock whores mouth.

Wouldn’t you love to slurp back on my boyfriend’s dick? Well, you can just give me a call. Tell the dispatcher you wish to speak with Courtney and let’s have you being one nasty sissy phone sex cock sucker like Sissy Janie here.

There are no limits and no taboos so who knows where things could end up!

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Burlesque Feminization Fantasy with Savannah

Hello Sissy Boys. Every so often I find I think about an old caller. There can be something that flashes on TV or something someone says or whatever; then boom I am reminded of that one call. That is exactly what happened when I was looking at some burlesque stuff. I use to have a caller who would never quite call himself a sissy but definitely had a feminization phone fantasy. Where he was a beautiful burlesque dancer and the erotic phone sex fantasy was all about getting him ready for the stage.

feminization fantasy

Granted this guy loved the art of being dressed up for the stage with fancy gowns and beautiful lingerie but it was just me dressing him up in a sensual roleplay we never did explore this fantasy through erotic hypnosis. I know you are probably rather surprised that the Hypno Goddess never did explore a burlesque dancer fantasy under trance but we never did.

However, it has always been in the back of my mind what fun it would be to do this feminization fantasy while the person was in a deep state of trance.

To go under so deep that you can feel those makeup brushes brushing against your skin. You hear the music of the girl who is currently on the stage in the background. To feel the satin and lace of the corset pulling you in and giving your body that curvy figure. To feel the silkiness of the stockings wrapped around your legs.

You can see where I am going with this right?

Erotic hypnosis will just enhance everything about this fantasy all the little things really that will make you crave to be a sissy slut for hypnosis. I of course am more than happy to guide you into that deep state of sensual trance that will have you feeling the beat of the music and have you dancing away to your audience.

Granted you may not see yourself as a burlesque dancer which is fine but I would love to help you explore your feminization fantasy while you under my erotic trance.

What sensual fantasy do you see yourself exploring?

If it’s your first time exploring or thinking about using erotic hypnosis to explore your fetish fantasy then be aware that 30 minute minimum is in place when doing sensual trance. Hypnosis is a specialty fetish and does require more time to get you into that wonderful deep state of trance… This can not be rushed nor should it!

Ask for Savannah

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Become Cheyenne’s Cock Hungry Sissy Slut

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

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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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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Phone Sex Mommy Carla

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Are you an adult baby seeking a phone sex mommy who will not only change your pamper but will toss you into some ribbons and lace too? Well the good news is that Mommy Carla will happily put you in the prettiest of baby girlie clothes after your diaper change.

Yes we know its so hard for you to find a phone sex mommy. One who will understand that an ab/dl has specific needs. Like you want to be spanked when your bottom is bare. So she best take advantage of that with a few sold bare handed smacks on that freshly powdered bottom.

Course there is the humiliation of dressing you up super cute and girlie with the diaper covers with the ruffled bottoms, the socks with the lace around the edge and well the pretty dresses with the puff sleeves. The endless ribbons and bows that all girlie abies love.

When you call please make sure to let phone sex Mommy Carla know what type of adult baby you are and what your looking for someone who is nurturing or a mommy who will humiliate her baby girl, cause Mommy Carla can be either.

You can reach Mommy Carla by dialing the below number.

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