Sissy Boy Phone Sex

Phone Sex Babe Courtney Dolls up Sissy Boys

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phone sex babe

So I admit that I am a pretty basic phone sex babe. You can find this girl next door type laying around the house in a tank and a pair of panties. Hair up in a messy pony tail. Opting for the fresh face no make up look.

Now before you sissy boys all jump on me going OMG girl how can you even call yourself a girl when you wear no make up??? I do wear it just think there is a time and place which happens not to be while laying around the house. When I toss on my make up I want to be going out and someone seeing all my efforts.

Course I know many of you guys don’t have that option when it comes to make up. For getting dressed up is a rather taboo thing. You come home draw the curtains and dig out your girlie clothes from the back of the closet. Then begin the amazing transformation from man about the city to closeted sissy boy.

I admire the effort you put in to your looks. Most the time I am rather envious of the make up you guys do. Other times I am thinking you need a big bottle of make up remover and some SOS pads to take off that thing your calling a face. Sorry but good lord! Moderation ain’t a bad thing.

Thinking tonight being Friday night we should share a few make up tips. What make up you love. Are you a matte lipstick girl or shimmer? Which girls do you watch on youtube for helpful make up tips.

You know a real girlie girl gossip session. Talk about fashion. Makeup and well fucking. Share some blow job tips maybe. Its one of those anything goes sort of Friday nights with this phone sex babe. The sky is the limit!

Just ask for Courtney when you call.

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Sissy Deserves Arianna’s Strap On

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sissy phone sex

Hello, my sweet sissy. I know that giving in to your true nature has been hard. Any major life change can be. Though I also know that you feel more complete now than you ever have. Knowing your true place, and where you fit in this world, this life, is very freeing indeed.

Now, given that, the only places where you feel empty still are the places that don’t have a cock in them. You are made for pleasure, and you also take some guilty pleasure in being filled up. By men, especially.

Well, I don’t happen to be a man or have a cock, but I do have the next best thing, little sissy slut. I have a strap on with your name on it. It may not be a “real” dick, but you will moan for me just the same. If you are a good sissy, I will even be nice and lube you up first!

Knowing you, your ass just involuntarily twitched in joy as your little clitty began straining against those pretty panties. You’re wondering what I’ll have you do first? Maybe lick the length of it up and down before taking it between your greedy lips? Maybe pretend to jerk me off while I pet your head and giggle? Or maybe we can completely skip the foreplay for once, and just get down to making you scream my name as I ram it deep inside you. Or maybe you have some other scenario we can discuss? Strap on phone sex is full of fantastic possibilities, really.

I love hearing your dirty little fantasies of having me buried deep within you, your painted lips wide in a cry of pleasure. Just call me to make it happen.

Just ask for Arianna for a true sensual domme experience.

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Pegging Phone Sex with Gail

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pegging phone sex granny

There is nothing more exciting than to dress a men up in a bra and a pair of panties. Why you may ask? Well I plan to fuck his ass with my strap on and well I think its far more enticing if he looks sexy for his pegging phone sex session with myself, Granny Gail.

It also helps him get in the mood as well.

There is just something about slipping on a pair of panties and adjusting yourself so you fit them just right. The sensual sensation of the panties rubbing against you. The erotic mind set as you know those panties will soon be pushed aside and your ass taken advantaged of with my strapped on dildo.

You know once those panties are rubbing against your swollen cock, you will be begging me to bend you over and fuck that ass.

Perhaps its the idea of being pegged by my strap on that gets you feeling rather submissive or perhaps its knowing your about to have your ass claimed by a sexy pegging phone sex loving GILF. What ever gets you feeling like a total anal whore this sexy granny wants to hear all about it.

Don’t be shy either. Come tell Granny Gail how you want to dress sexy for me and have me peg that ass of yours.

You can reach me by calling the number below and just asking for Gail. If you wanna be extra naughty tell the dispatcher you wish to book a pegging phone sex session with Granny Gail.

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Sissy Whore Hypnosis with Savannah

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sissy whore hypnosis

So what item of woman’s clothing does a sissy whore need to put on to make her feel extremely feminine?

Is it stockings? Heels? Or maybe some make up?

Now what would you save it I made your favorite sexy feminine item a hypnotic trigger. Where you put on that item and that feeling of becoming a sissy phone sex slut takes over you. Whether you just crave the idea of having more womanly mannerisms or maybe its becoming full fledge cock sucking slut.

For my last phone sex caller it was to have his sexy lipstick to be the hypnotic trigger that put him not only in a super feminine state of mind but craving to be a cum craving sissy whore. Every time s/he applies that lipstick s/he would know that mouth is missing something very important… a cock sliding over that lip paint.

Each application of her/his red lipstick had him gliding into a deep hypnotic trance where his mind goes blank. Well near blank I mean this is a cock craving sissy whore so there is only one thought sliding across this sissy’s mind.

Cum.

Leaving her red lipstick mark around a hard cock as she works on draining every drop of cum from it. In the attempt to satisfy her cum craving.

What would you like your feminine trigger be?

Give it some thought and then come book an erotic hypnosis session with me. Let the transformation into being a nasty cum slut begin. Oh and if you desire to be nothing more than just a pretty slut wanna be we can work with that too. After all its our time together and where the fantasy goes is up to you.

All boundaries are respected.

Call the number below and remember to book a minimum of 30 minutes for a sissy hypno phone session.

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Corseted Phone Sex Sissy Boy Training with Jennifer

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corseted phone sex sissy boy training

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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Strap On Phone Sex with Princess Bree

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strap on phone sex princess

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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french maid sissy boy

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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sissy boy phone sex

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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