Sissy Boy Phone Sex

Strap On Phone Sex with Princess Bree

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Hey strap on phone sex sluts!

Fuck this sissy called me up wanting to learn to be a true fucking slut. Was sick of just dressing up and modeling in front of the fucking mirror.

Like really sluts you can only look in the mirror so many times before its a total yawn fest.

This sissy was looking to submit to a bratty phone princess. oh ya that had my ears perking up big time. Only one way that will have you completely submitting. Taking this bratty domme bitch’s fucking strap on dick up that sissy ass.

What ya think I was just gonna let you play in my make up?

Fuck that shit.

I am gonna train you to be one huge ass fucking anal slut. Get you use to taking my big ole purple strap on up your panty covered fuck hole. Yup I will let you leave your pretty girlie clothes on and just have you bend over and slip those pretty panties to the side so your chocolate starfish is exposed.

How many of you are reaching for your sissy clothes right now trying to figure out what your gonna put on so you can look oh so fuckable for your strap on wearing bratty princess?

Good cause once you figure out what your gonna wear for me then you can give me a call for some strap on phone sex!

Oh and ask for Bree once you reach the dispatcher. Hell tell her you wish to be my strap on loving sissy slut. Better let the world know just who the fuck you are about to be.

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French Maid Sissy Boy Fantasy with Trisha

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I have come up with a most splendid of ideas. Well if your a sissy boy I am sure you would want to be a part of it. I know most phone sex girls have you wanting to be some whore standing on the street pimping out your ass. Which don’t get me wrong I do believe there are a few sissy sluts that do deserve to be out on a street corner peddling their ass.

However, I know there are some phone sex sissies out there that are not looking to suck cock but they do enjoy dressing and being used for their Mistress personal pleasure. So that is where my wonderful idea comes in. Opening a cleaning services where I only hire sissy maids. You will be dropped off at the persons house dressed up in your french maid uniform, fish net stockings and of course those amazing stiletto heels. Ok so I will let you wear a nice long trench coat over top of your uniform but once you step through their doorway you best be dropping that coat in the appropriate location. Then its getting down to cleaning like a good sissy maid.

I know I would love to use that cleaning service. Having a french maid sissy boy wandering around obeying my every order. Does get my mind thinking that the possibilities are limitless since you are here to please me.

When you reach the dispatcher tell her you wish to speak with Trisha

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Arianna Enjoys Laughing at a Sissy Boy

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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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Sissy Confession with Kassidy

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sissy confession

My sissy confession is that I was one of those girls who use to dress my brother up in girl clothes when I was younger. I would manipulate him into those frilly little princess costumes that I had in my dress up box.
It use to be so funny cause I would get him to come into my room and say lets have a little party and course he would say yes. He loved to dance so I knew if I played some fun dancing music that was a good start. Then I would say oh wouldn’t it be fun if we got dressed up like we were going to some club. Course in my head it was some super girlie club. So he would sit down and I would start putting on some make up. Then I would swish around in my skirt and go hey wouldn’t you like to swish around in a skirt too? Yes was always the answer. So see it was super easy to get him into girlie stuff.

I always wonder if those moments made my brother a sissy boy? Well I hear some stories when I am on the phone with sissy boys and they are all my sister got me into being a girlie boy and my sister did this. So then its like could my brother be calling up phone sex girls telling them how his sister forced him to wear girls clothes and now he is a sissy boy? OMG if my brother only knew I was a phone sex girl who still forced boys into girls clothes. Hah that’s kind of funny isn’t it.
Well love to hear you sissy confession especially how you got into wearing women’s clothing.

Just ask for Kassidy when you call the number below

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Become Dani’s Phone Sex Sissy Daddy

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phone sex sissy daddy

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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Sissify your Bath Time

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Hi Guys n gals. Now being a girl with long hair one of the things I get to enjoy is great hair products. Course that got me to thinking that it sure is a super easy feminine thing for those closet sissy boys to do when they can’t get all dressed up. So just wanted to share that for those closet sissy boys that are looking for a little something they can do between dress up session and sissy phone sex calls. It all starts in the bathroom with your bathing routine. That’s right guys time to sissify your bath time.

Shampoo. Getting a great smelling shampoo and Conditioner. Right now I find that Fructis has some yummy scents.  Some are rather super girly and the best part is they have a whole line so you don’t have to stop at your sissified shower you can continue right on to your gel and hairspray.

Body wash. You could grab a scented man wash but honestly you will smell like every other man in the elevator. Rather boring. More interesting if your the only man in the elevator and they are all sniffing around wondering where that sweet floral scent is coming from … you. So go indulge in a beautiful woman’s body wash. There are some that are a bit more unisex if you have to dive into this one more slowly or if your daring go for a perfume scented one. You will be super girly when leaving the shower.

Deodorant. Why wear those masculine man deodorants when you can wear a super sexy woman’s deodorant. Trust me you will feel extremely feminine the minute you start gliding it on. Especially if its on freshly shaved underarms. *hint*hint* Then through out the day when you lift your arms you will get a sweet smell of that sissify deodorant.

I hope you guys enjoy my girlie tips.

Kassi ~ xox

Just ask for Kassidy

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Female Transformation Hypnosis with Savannah

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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 Fantasies with Vintage Girl Maxine

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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

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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!

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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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Sissy Boy Masturbate for Mommy

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My name is Jennifer but you can call me Mommy. For I know you sweet sissy boy have been looking for a phone Mommy for far too long. Someone you can get all dressed up in front of and well masturbate for.

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This phone mommy loves her sissy boy’s to masturbate for her.

I know it’s hard not to get all excited like that after hours of primping. Hours of snooping through Mommy’s closet. I even let you play in my good makeup. The stuff I would normally smack your bottom for but this is a special occasion.

For everyone is out. They have left us all alone. I am even letting you stay up later than you should. No little interruptions. Just you and me and this collection of oh-so-sexy things.

Where do we begin?

Picking out the outfit you will be masturbating in?

Or do we start by Mommy doing your makeup?

I know the possibilities are endless right now and your head must be swimming. Why don’t you just come sit on Mommy’s lap and let me comb your hair while we decide together? For you don’t have to make those decisions by yourself sweetheart. Mommy is here to help you.

Perhaps I will start with you watching me put my make-up on first. For it’s only right that I look just as pretty as my sissy boy.

Well sweetie Mommy Jennifer is here to have some fun with you and most importantly sissy boy let you masturbate for her.

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