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Sissy Phone Sex Daddy with Josie

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Who knew there were so many sickos out there ok well sickos might be a strong term but like come on when a guy is all let me be your daddy but like dress me up to be your mommy isnt that a bit like umm odd? Like I get sissy boys and Daddy fantasies but come on you try and keep a straight face through sissy phone sex daddy fantasies.

You just fucking cant!

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Well maybe you can but like if your calling me to be your daughter to dress you up then just know this sissy phone sex daddy your gonna be dished out some humiliation cause like there is no way in hell that I can be all this is my sissy daddy with a straight face while I introduce you to my friends who come over for a sleep over.

Like I know your gonna be right in there as a sissy bitch wanting to be playing make up and wanting a full on slutty make over. Ohh wait maybe you didnt want a slutty make over but like thats what you get with me and my friends cause how can we not make my sissy daddy into a full blow cock craving whore.

Yes I know your not that type of sissy but come on its just tooo much fun making your lips pop out with that peppermint lip gloss. Making it all tingly and feel those lips pop like you were sucking a vacuum cleaner.

Do you all wanna get dressed up in my clothes? Cause like we are definitely gonna have to talk about more of an allowance for clothes since your gonna be stretching out all of my panties and those body hugging dress are well not so cute on me. They pretty much hang on me and dont show off any of my cute body. Ya gonna need a clothing shopping spree ASAP!

Thinking my sissy phone sex daddy would love a two bratty princess on the phone with him cause like who doesnt love more than one girl giggling at him and dressing him up. So tell the dispatcher you would love to have 2 sexy barely legal princess’ dress you up tonight.

Just ask for Josie and the dispatcher will take care of the rest.

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Bare Back Phone Sex with Sexy Tranny Dru

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This year for Christmas I want to bury my tranny cock balls deep into some sissy bitches ass. But thats not even the best part I want to do it all condom free. Yes today is all about some bare back phone sex fantasies that will have you begging for more of my bare cock!

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Since its the holidays I am in a rather giving spirit.. Giving of my load of hot jizz up that sissy pussy of yours. Though I know your a true little slut and have opted to don your crotchless panties at the Holiday Party. Yes I know you couldnt handle the idea of covering up that cum catcher of yours but at the same time a girlie girl does love the feeling of pretty lingerie rubbing against her over grown clitty.

Dont worry I love the fact that you put on that bright red crotchless panties it makes fucking you so much easier. Course you probably thought that pack of condoms you stashed in your clutch would be used. Or better yet I would opt to drain my nut juice down your throat. No I am not feeling like unloading in your slutty mouth. I rather fuck you till I orgasm right up that tight ass tonight. Enough of the teasing.

See I know your sissy pussy is virginal. Ok perhaps virginal is the wrong word. i know you have had a number of cocks up there but you have yet to have a load of cum spray upon those rectum walls. Let me be the first to Christian that anal cavity with my hot sticky load. You wont regret it.

You will be walking around with my cum dripping out of your ass all night long. To see the jizz stream glistening on your stockings in the flashing Christmas lights.

Yes its time for a bare back phone sex fantasy with  this hot phone sex tranny Dru!

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Sissy Phone Sex: Dru Makes You a Pretty Girl

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How many sissy phone sex boys are just loving this time of year? Can venture out into the stores to stock up on your lingerie and make up without a sales girl blinking an eye. Ok so maybe only a few of you sissy boys have clued in that you should be running out to get your pretty on this time of year.

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Seems this sexy shemale had to pass that little info on to a few. Sure some of you sissy phone sex boys LOVE the element of getting caught so this really doesnt pertain to you. The bold bitch that will walk into a store during prime time shopping hours. When anyone and everyone are watching you hold that hot 1950’s inspire dress up to your body in the public mirror. This by far doesnt apply to you.

I am more talking to the ones who hit up Walmart in the middle of night when only the bare minimal of crew are around. So ya can by your cheap ass panties with generic make up. Now is the time to have some fucking fun! Go out and enjoy the fact you can sit down at the Sephora make up counter and get a consultation for your new “Halloween face”. They buy all the products.

Yes that is what I am talking about.

Oh and once your all made up give me a call for some hot sissy phone sex! I mean you cant let that pretty face go to waste. Or maybe you need to call me first so we can work out your plan of shopping attack. The stores to hit and what you should say to the sales clerk.

Ya that sounds about right!

Just ask for Dru the sexy shemale ready to help you pretty up your girlie ass.

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Sissy Phone Sex Boy Confessions with Arianna

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So sissy phone sex boy how is your girlie voice?

Have you been off practicing it? Sitting in rush hour working on that feminine voice that will match your alter sissy ego. Hmm what is her name? Jessica Carmen? Jennifer? Barbie?

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Its always interesting what names you boys come up with for your pretty girlie side. I have to admit over the years of doing sissy boy phone sex calls I have wondered about the process that goes in before your call. Like do you dabble in the lingerie and consider yourself a guy with a fetish for women’s lingerie? Or do you honestly know your a sissy bitch the moment those silky nylons slip over your feet?

Does your name come to you while your applying your lipstick? That first pucker of your lips as your kissing the air make you think oooo I feel like a Kylie. Or does your name come from someone you knew at school. The slut of the high school that girl you admired for sucking so many dick. Your girlie side surely desires to be just like her.

See so many questions for you sissy boys. I know we could focus on the clothes and the make up and all things pretty and girlie but really wouldnt it be fun to focus on the how’s an why’s?

How did you come to that dressing style? Why that name? Where did you learn your make up techniques?

Ok so some of them are not quite how’s and why’s but you know what I mean. Dont you long for a gossip session where you just let all your secrets out. Why you became a sissy boy is the question I would like to know.

So when your in the mood to divulge those inner most secrets give me a call. I know I cant wait to hear them. Then after the sexy question period I could fuck you with my strapon. A good sissy phone sex boy does deserve a treat.

Talk to you soon, Arianna.

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Cock Sucking Phone Sex with Shemale Whisper

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The joys of summer where you can spot a cock sucking fag from a mile away. Yes your eager to know how a sexy transsexual like myself can spot you wanna be cum eaters.

Well very simple.

In this hot weather you guys are going for something cool Popsicle and freezies. The real men will just dive into those frozen treats biting them with out any due care.

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A closeted cock sucking phone sex fag will slowly unwrap that rather phallic treat and lick it with soft delight. Savoring that long thick icy pole. Closing your eyes to enjoy all that is in your mouth. Wrapping your lips around and sliding that slippery frozen novelty in and out.

Your getting the picture right?

Basically your desire to give a blow job is so strong your giving your summer time refreshment one. Sick fucks. Whats even sicker is your generally unaware of your own sexual perversion. Happily standing there with your friends deep throating an icy treat while they are talking about the baseball highlights from last night.

Do you care? No!

All your focused on is how amazing it would be to fall to your knees and suck a thick cum filled dick off. Your eyes half opened wondering which one of your friends would let you do such a thing on July 4th. Could you get one of them drunk enough?

Well as your shaking your head trying to erase that thought from your mind. How about you jump to a very safe alternative one that wont have you outing yourself to your whole neighborhood. Give this sexy tranny a call. See we can talk about your cock sucking desires over the phone and keep you in check.

Now before you say Whisper should you be promoting my inner bisexual cravings? But of course. However, I also know there is a time for discretion and perhaps this is it. Lets talk about your need for another mans dick in your mouth during a cock sucking phone sex fantasy. Then take it from there. We can get to the outing yourself at a later date. Perhaps after BBQ season.

Just ask for Whisper when you call!

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Sniff BBW Goddess Trisha’s Dirty Panties

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Listen up, all you dirty panty lovers out there! Your BBW phone sex Goddess Trisha has some good news for you.

See, I know all of you love dirty panties. And I’m sure you know I love humiliation. Dishing it out, that is. So here’s the thing. I’ve been saving up a pair of dirty panties for you for a while now. A pretty long while, in fact. Long enough that it’ll probably please/humiliate/satisfy even the most hardcore of you losers.

I haven’t washed this pair of panties in at least a month. Probably more, to be honest. I just haven’t been keeping up with it that closely. I don’t wear them all the time because ew. But for a while, I wore them every time I had to do something strenuous or something that would otherwise make me dirty or sweaty.

But, eventually, they became so dirty that they were no longer comfortable to wear anymore, even for short periods of time. So I started keeping them in the bathroom. Now, when I have to go pee, I take off my pants and underwear and replace them with that pair of panties. Then, I sit down on the toilet and piss through them. After I’m finished, I remove them, toss them in their own little bin, and just let them set until the next time I need to use them.

So, yeah, I’ve been thinking about you boys with your dirty panty fetish and saving up this pair for you. So how are you going to thank me for this generous (and disgusting) gift?

Call me, little panty sniffer, and show me.

Trisha

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Jillian loves to exploit a Sissy Boy

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As a sexy blonde woman I definitely draw the attention of men. So when a man doesnt glance my way I have to wonder what is up with them. Now before you tell me they are perhaps married? Oh darling! You havent been around many married men for they are the first to look and take the longest drink with their eyes. Just cause their is a wedding ring on their finger means absolutely nothing in my experience.

Sure you can ask me what brought this thought process up? Very simple I was at the mall grabbing a gift card for my nieces birthday. So thought I would run into the lingerie store and see if they had any cute jammies for her. There was a man in there looking up the sale rack of bra and panties.

First I thought he was excited to be buying such things for his girlfriend and  didnt notice me coming in well that was till I walked up and down the store. Still no look from him. He was too infatuated with the delicate fabric twisting over his fingers. Hmmm.

So I stood and watch him.

My time as a phone sex cougar has done nothing if not taught me about men who have a fetish for lingerie and their shopping habits. You guys are so willing to tell me your dirty secrets over the  phone. So there I was watching him and he was oblivious due to the delectable delights in front of him.

Hmmm what is your fetish…..

Panty boy?

Sissy boy?

Cross dresser?

All worked well with how he was behaving in the store. Avoiding eye contact with clerks and customers. Picking the rack in the back of the store. Choosing a time of day when it would be busy enough not to get overly noticed. The fact he went back and forth matching the panties to the bra I took him for either a sissy boy or a cross dresser.

Rather leaned to him being a sissy boy doing some pretty sissy assignment for his phone sex mistress. Love to find out what it was. The only reason I didnt choose cross dresser is there was a sense of embarrassment to the act and most men who dress in women’s clothing are far from embarrassed about dressing up.

What do you think? Am I right in it being a sissy boy? Or better yet are you a sissy boy craving a similar experience. Give me a call for something just as hot.

Jillian

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Sissy Boy Phone Sex with Whisper

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Often get ask what is my favorite thing to do. After clarifying they are referring to what I enjoy doing on the phone it makes thing much easier. One of them is sissy boy phone sex fantasies. I mean to describe dressing up a man via the telephone is rather exciting its like playing with a virtual barbie doll only you get to listen to him moan and in some cases, if they are not too wrapped up in the details they will add their own 2 bits.

Really when you think about it a sexy shemale is the best person around to get you dressed up as a sissy boy for we bitches know what it takes to get a guy looking pretty. We have experience on our side.

If your someone who goes beyond the sexy lingerie and dabbles in the make up that your gonna be seeking out a heavy duty foundation to cover up that 5 o’clock shadow. Well I really hope you wont have to be covering up any stubble as a close shave just aids in feeling super girlie. That is a shave everywhere for those wondering.

Lay out your pretty girl clothes and give me a call for a wonderful evening of sissy boy phone sex fun. Can reach me most evenings.

Whisper

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Forced Cock Sucking Phone Sex with Bratty Domme Josie

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Dont let my petite size fool and sweet smile fool you I can be a bratty thing. Well I course would not necessarily call myself a full on brat but seems when you force a guy to suck a cock they have a difference of opinion.

So whatever!

Go on think of me as a teen girl with an attitude but if thats the case I think princess is really more fitting. Well I suppose a princess wouldnt tell you to get down on your knees and slap a hard cock in your face. A fucking bratty domme for sure would do that. Ya I take that back!

I am definitely a brat.

Wish you could of seen it this guy dropped down on his knees and was ready to gag on some dick. Like full on drool factor. He walked in and I was standing there with my petite hand wrapped around a raging fucking hard on. Fag boy was thinking ooo gonna watch Josie suck on a dick. Like ya right?

Your gonna be sucking this pretty thing. Look at that mushroom head just blooming up over that stiff shaft. I know fucking hot. That is when the dude whispered YUMMY!

Who the hell says that?

Ya that sealed the deal I was gonna have no issue pushing him down to suck some dick. I mean I am cute and sweet some batting of my eyes and a sweet smile will have guys doing anything I want. Especially when they think they will get some teen pussy. Fuck that shit!

This guy was getting nothing other than some dick slammed down his throat. Ya I was gonna enjoy this far too much. Cant blame me really.

Mind you after that excitement I am ready to expand into some forced cock sucking phone sex fun. Oh come on like you didnt see that fucking coming.

Give me a call and come be my fagboy!

Josie

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Sissy Humiliation Phone Sex

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If you look like a total femboy then you need to expect to be fucking humiliated by some hot college chicks. Ok ya so like I skipped going to college it wasnt my deal but come on can you blame me when I can spend my days and well nights doing humiliation phone sex on sissy boys? I think not!

Right choice made hands down!

Now I was called over to one of my friends on campus parties which is really just a deal for her girlfriends to get shit face on a Saturday night. Yup totally fucking all over that shit and since I am over 19 guess who gets to buy the alcohol. Well no not me. I mean I could but like there is this dude that lives next door who is a total girlie boy he is drooling over her but come on she dates the foot ball team. Like all of them.

She will tease him with her hot ass and fucking awesome tits till he agrees to go and buy us all alcohol. Even pays for it dumb fuck. So Saturday night we were all oh Grant come on in come hang with us have a drink with us. I go off to make a drink some thing uber girlie like even threw in an umbrella. Sure he blushed but you know what he was all over it. Giggling and even held out his pinkie finger. Yup full on sissy bitch that one is. I have done enough sissy phone sex calls to know one when I see one.

I grab my friend and whisper in her ear we can have some fun with him, dont kick him out after this drink. So we make him another even stronger fru fru drink. He is giggling more and tossing his hand up to hid his mouth when he laughs. I know fucking femboy or what?

Told Grant you want to hang with us girls then you really need to look the part. Course he is all gaga over the idea. More time with my bestie ya know. Now I could drag him into a bedroom but nope I make him stand up and strip right there in front of the 6 girls. hahah fucking naked guy in front of all these clothed girls priceless.

He is trying to hid his man parts but eh not worth it. Nothing but micro mini down stairs ya know what I mean. Ya I could of kept him all naked but knowing he was most likely a closet sissy bitch it was all about us girls having fun with him and dressing him up while making fun of him of course. Handing him some very pretty pink satin panties to put on with a matching bra. Then a girl doing his make up.

Sure he would protest but that is when we would hand him a girlie drink and tell him to shut up he was about to become all pretty and he needed to be pretty to hang out with us since its girl’s night. No boys allowed!

Who is up for some Sissy humiliation phone sex? I know I can do this all fucking nite really. Dressing you bitches up is fucking awesome!

Bree

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