Giggling Phone Sex Brat Josie

September 25, 2025 by femdom

Hi! So your giggling phone sex brat was staying a few days at my parents doing the whole house sitting thing while they were off. No I have no idea what they were up too and actually I really dont want to know what the fuck my parents were doing with it was probably nasty.

So I was in my old room doing a quick change before a guy was coming over. Ya just cause I am at my parents place doesnt mean I have to put getting some dick on hold. So while I was in there changing my top to something to show off my sexy phone sex brat titties. I looked up and had prime view of the weird old neighbour.

OMG did I have a view of the neighbour. He was prancing around in black stockings, black garter belt and matching black panties.

Seriously?

Ok so for a minute I did go where the fuck is the sexy bra and shoes but nope he was just twirling around in the stockings and panties. He must of had some music on cause he was shaking his ass. I guess you could call it dancing but looked like some odd wanna be attempt at twerking maybe. Then he would twist around and look in the mirror. I was giggling so hard.

Ya you know I was on the phone calling my girl friend and telling her she needed to come over and see this guy cross dressing in front of me. Ya ok so I was spying on him but really if you leave the curtains open its your own damn fault!

If you are someone who loves the idea of a phone sex brat giggling at you regardless if your a wanna be cross dresser or maybe just a cuck with a small dick then give me a call. Just tell the dispatcher you wanna talk to Josie!

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Naughty Phone Sex Panty Boys with Kelly

September 10, 2025 by femdom

Gotta wonder do phone sex panty boys feel that special pull to buy women’s lingerie at different times of the year or is it more an impulse thing?

See for me I seem to be pulled in to buy panties a few times a year around the holidays and back to school time. What can I say all those years of doing back to school shopping with my mom just sort of embedded in me the importance of having fresh, new undergarments at this point of the year. Even thought I am not in high school any more I still cant ditch the need for some new lingerie to bring in the fall season with.

Does it have the same effect with you panty boys as well?

I mean I should know the little secrets after all the years of doing phone sex calls but I haven’t figured that one out. Seems what provokes you to buys panties is still a bit of a mystery.

Well not that massive of a mystery cause I now that I can work my sweetness over the phone and make phone sex panty boys crave to go out and buy some fresh underwear. Yes I know not all of you want fresh panties to wear but those that do its rather fun to make you go out and buy them when your not ready too.

Well as you can tell I spent my weekend buying some panties and well it has me curious when was the last time you stepped foot into a women’s lingerie store for some. Give me a call and lets have some fun talking about panty shopping.

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Corseted Phone Sex Sissy Boy Training with Jennifer

June 30, 2025 by femdom

When a sissy boy goes snooping through my closet you will find a wide variety of fetish wear. Oh don’t share you head like you have never snooped in sexy woman’s closet. Chances are you fingers have done some wondering through a panty drawer a time or two and even pocketed something you shouldn’t of. Well I welcome you to my closet for this is where you will learn the proper way to dress as a sissy phone sex boy.

No Walmart specials in my closet only the finest of fetish attire.

Leather, Latex, PVC and more.

I would love to share my fondness for such wonderful fetish gear but the one thing that I do love dressing a sissy boy up in is corsets for its how I get my wonderful wasp like proportions. It is how you as a sissy boy will lose that masculine figure and gain a more hourglass figure. This does require training your waist. You dont suddenly develop a sexy figure over night. Far from it. I shall expect the most obedient of sissy boys serious about their corseted phone sex sissy boy training.

The training starts with finding the perfect corset for you.

To become my corseted sissy boy ask for Jennifer

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Arianna Enjoys Laughing at a Sissy Boy

April 30, 2025 by femdom

Fetish Phone Babe Arianna Here! Nothing ever quite prepares you for a man dressed up in woman’s clothing. Sure I do sissy phone sex calls and talk with other phone sex girls about feminization calls they had. But until you are honestly face to well webcam with a sissy boy.

You just have no idea what your reaction is going to be.

Well my reaction is different each and every time I get a phone sex sissy boy on cam for me. The last one though I have to say had me bursting out laughing. I couldn’t control it. Not that I ever control my laughter when it comes to sissy boy on cam.

This one oh lord! Was hilarious the cam connects and boom I see a pair of pink bikini panties attempting to cover one hairy ass in desperate need of some waxing. That ass was wiggling and jiggling to a tune that I am sure is in every sissy boys ipod and if its not it has to be. Poker Face. Good gawd he just kept going and going. As he twirled his long blonde wig was getting in his face and of course sticking to his super sticky pink lips.

Oh it was just the most funniest thing going.

There was nothing that sissy boy could do to salvage his web cam performance for his phone sex teasing goddess.

Though I am curious what will happen when I get the next sissy boy on cam.

Arianna

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Become Dani’s Phone Sex Sissy Daddy

March 25, 2025 by femdom

Daddy will you play dress up with me? Was thinking it would be super fun to make my daddy a phone sex sissy boy!

We can break into Mommy’s make up and do each others hair. Well I guess more you do my hair cause you don’t have much. Ooo what if we got you a long blonde wig so you could match me?

I promise not to make a big mess of your make up daddy. We could do like a spa thing where I give you a mani/pedi. Would you like sparkly pink nails Sissy Daddy?

I think sparkles are the best!

Then we can go into Mommy’s closet and I can really get you all pretty sissy daddy. I wanna put you in everything pink cause that color is just so much fun.

Please come be my phone sex sissy daddy. We can have so much fun together. I don’t mind if you wanna do even naughtier things than just dress up. I was kind of thinking we can do that stuff in those movies you like. You know the ones where the pretty guys dressed up as women kiss other men’s dicks.

Your baby girl is ready for you!

Just ask for Dani.

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Female Transformation Hypnosis with Savannah

January 5, 2025 by femdom

Often get asked what someone can expect with a female transformation hypnosis phone sex session well everyone has their own end results they want from a sissy hypnosis session. For some its building a hypnotic fantasy around transforming them into a sissy slut guiding their trance into what they would look like at the end and what fun they will have being a woman. While some its all about putting the hypnotic triggers in place that will have them working on their own form of female transformation.

For one sissy boy its all about the latter.

Putting those female hypnotic triggers within his subconscious. Building upon them so that the process. The desire to be a woman is unmistakable. Making it so he can not hide who she desires to be.

Some of the hypnotic triggers are rather simple and any sissy boy or cross dresser would love them such as making him want and need to wear panties all day long. Simple enough right?

While others prefer to work on their behavior. Getting rid of those annoying what society deems mannish behaviors and replacing them with sexy, sultry more feminine ones. (What those behaviors or traits are is up to you.)

Each female transformation hypnosis call pushes him that much closer to his ultimate desire… to be a stunning woman.

Do you have an ideal image in your mind of what you want to be as a woman? Are there behaviors or traits you wish you could me less mindful of? Traits that just become second nature like breathing? Then perhaps a female transformation hypnosis phone sex session is what you have been looking for.

Please note an erotic hypnosis session does require more time and 30 minutes minimum is recommended this allows for you to fall under my sensual trance and time to explore your fantasy.

Look forward to transforming you just ask for Savannah!

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Sissy Phone Sex: Public Outing Fantasies

November 20, 2024 by femdom

My tranny ass was in the shoe store today. Of course, this shoe store is not the typical one you see in the mall.

Oh No! I don’t go to those places for my shoes, darling.

I hit the one the drag queens and strippers go to. There is nothing but walls of platform hooker pumps and mile-high stilettos. A phone sex shemales wet dream and those who love cross-dressing.

Sitting having my feet tended to by Kevin. First, I was thinking that Kevin was someone who had a foot fetish. I mean he does work in a shoe store Isn’t that someone with a shoe fetish wet dream? He would take his time picking those shoes up and admiring them. Smelling them at times.

Sure I had taken the time to wiggle my long toes but that didn’t get an adequate response. Usually, a man with a foot fetish or the like would be dreaming of sucking my toes. That is when it dawned on me. He isn’t a foot guy at all he is a cross-dresser or a secret sissy boy. He was drooling over the fact that I walked in this store dressed up sexy as can be.

Kevin was envious of the freedom I have living as a full-time shemale. I can wander in and out of stores getting my hair done, make up and nails done as well. Oh, Kevin you poor boy. Time to live a little.

I know several men out there have to live in the shadows and are too nervous to venture out in public all dressed up sexy. Which is why you call someone like myself for sissy phone sex fantasies. Most of those fantasies involve going out to public places.

As a sissy phone sex boy, where would you like to go if you had the freedom?

Whisper

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Sissy Phone Sex Fantasies with Vintage Girl Maxine

October 15, 2024 by femdom

Ok if your a cross dresser or sissy boy looking for a phone sex girl who is into the latest fashion trends I am really not gonna be your girl. I could careless what Vogue has to say about what is in trend this year. What you will find is a girl who is very much in tuned with what looks good on her sexy body. I know the styles that work for me and I will rock that shit like no ones business. From hitting the local thrift stores to surfing retro clothing. Pretty sure nothing I own is from this decade haha.

All my clothes come with a story and I fucking love it. Which is also why I love chatting it up with your crazy sissy boys on the phone. I mean you guys have a wild story too. From why your hiding your secret sexual fantasy from the other half all the way to what style of clothes you choose.

Are you someone who wants the latest styles or do you prefer the classic retro looks?

Really love to hear where you shop and if you dare take yourself to the thrift stores to shop for girlie clothes. I mean to me sissy phone sex fantasies are all well and good but if you cant venture outside the box just a little then where is the fun.

Need a girl to push your sissy limits?

Suppose that is where I come in the one willing to push you to that point of going outside your comfort zone. To make you do those things you wouldnt normally. Like go buy make up at some store. Sure you can come up with a lie as to why your buying it.

So like I said I wont be the girl to talk over the latest fashion trends but I am more than happy and well eager to chat with you about the styles of years gone by and well of course your kinky fetishes.

Just ask for Maxine your vintage loving phone sex girl.

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Pretty Phone Sex Sissy Maids with Porscha

July 20, 2024 by femdom

The down fall to wearing sexy panties is the washing of them. Can’t toss them in the washing machine for that will just ruin the delicate lace. So your left with having to hand wash. Normally I would be all over that but the hours it takes when you have a hamper full is well overwhelming to say the least. I did happen to discover a solution ~ a pretty phone sex sissy maids!

Yes apparently you petticoated wearing sissy maids will enjoy standing at the wash basin performing all sorts of laundry tasks. Well any household task can be accomplished in your over exaggerated maid look from the stiletto heels to the black fishnet stockings and puff sleeved black or pink maids uniform. Mind you I prefer to have my phone sex sissy maids in a uniform that pins up in the back so can see those put satin panties all the time.

Yes a french phone sex sissy maids uniform will do nicely.

Why only show those pretty girly panties off when you are dusting the low areas of the home. Since discovering the joys of a sissy maid my life has become so much easier. I get to savor more time doing what I like. Which is laying back relaxing reading a good book and well the man dressed up like a female maid enjoys their thing too. So really its one of those win win situations.

I can even snap my fingers and that sissy boy will fetch me a drink. Life is good.

My laundry never looked so good.

Ready to play with a few more kinky phone sex sissy maids. Who is up for the challenge of cleaning for a mature women?

Porscha

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Teaching Sissy Boys to Wear Stockings

May 10, 2024 by femdom

If your going to be a phone sex sissy boys then one of the items of clothing you are going to get to know is stockings. They happen to be one of my favorite pieces of clothing. Nothing compares to the feeling of your legs when they are encased in silk stockings. You will want to touch them all day long.

Especially if you are shaved.

Now I know as closet phone sex sissy boys you are not quite ready to dive into shaving your legs. Or at least you can’t pull off the excuse of I am doing it for swimming when you know your ass isn’t seeing a pool. Well don’t worry your phone sex girlfriend Kassidy is here with a few tricks to help you. For those silk stockings have one downfall for hairy legs. You see it!

Well, you are going to find a thousand different ways for sissy boys or phone sex cross-dressers to hide your leg hair. This is one that I stumbled upon and found to be less evasive than bleaching your leg hair. It was buying 2 pairs of dancer tights in your skin tone dull finish. This will enable you to wear sexy nylons, pantyhose or even stockings over top no matter how sheer. Course you won’t want to hide your sexy panties under those tights so put them on over top.

So there you go a sexy trick on how to hide your leg hair without shaving or waxing and still be able to wear those nylons and pantyhose.

Love to have a sissy girl gab fest with you. Share my other secrets with you.

Just tell the dispatcher you wish to speak to Kassidy and maybe have a pair of stockings or nylons on already so you can start enjoying that silky feeling.

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