sissy boy phone sex

Crossdressing Phone Sex with Caroline

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I do love shopping, sugar plum. No matter what the occasion, no matter what the budget, I can find something just right. Why, I think if I hadn’t stepped into the life of a well-to-do housewife, I might have considered a career in fashion. So who better to call for crossdressing phone sex than someone like me who could be your own personal shopper? Then, of course, once I’ve got your pretty little ass all bedecked in the best of sissy crossdressing couture, we can go out on the town and see how many heads you turn!

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I bet my sweet tea that if you called me for crossdressing phone sex, you’d have so many good stories to confess. I want to hear about when your sweet sissy self put on your first pair of pretty panties, and who they really belonged to. We can talk about what colors look best on us while we rub our panties together and get ourselves all worked up and wet. We can compare our thoughts on fabric, what we like and don’t like touching our skin, and what really turns us on to feel up against our naked bodies.

Then we can take our crossdressing phone sex to a whole new level and invite a few friends to join us out on the town. A sea of high heels, fishnets, glitter, wigs, and false eyelashes, and the slut squad is ready to get into trouble. What kind of trouble have you already gotten into, and what kind of trouble are you still waiting to cause? I’d love to help you out with that…let’s get into trouble together, hon!!

I’m just dying for a night out with the girls, so let’s hook up and make it happen! Call 1 888 662 6482 and ask for Sweet Caroline for some fun crossdressing phone sex! Get ready for that catwalk, honey! <3

Panty Boy Phone Sex with Delilah

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Pretty little sissy bitches like you should ALWAYS be wearing panties, except maybe when you’re taking your little sissy bubble bath. Otherwise, you should be in panties as frilly and delicate as your sweet sissy slut ass. You can’t get enough panty boy phone sex because you can’t get enough panties in your wardrobe. The sluttier and sexier the better, especially for a dirty little panty boy like yourself. You’re a waste in man’s boxers – you need to be in something as pretty and frilly as you are. You’re a panty boy through and through, and you aren’t happy unless you’ve got a few pairs drip drying in your bathroom like a real sissy bitch.

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So tell me, panty boy – how many pairs of panties have you stolen from the women in your life? Have you been a naughty panty boy at the laundromat, stealing the panties of strangers to get an extra thrill, knowing your sissy slut ass cheeks would be filling them in as soon as you get home? I bet you’ve done these things and more, and I would love for you to call for some panty boy phone sex so you can confess to the many deviant ways you have explored your panty fetish, and so together we can come up with even more exciting ways for you to expand on your panty collection.

Just do me a favor and don’t think you’re gonna steal all of my panties, or I’ll plant my high heeled boots right in your little sissy ass! Anyone who calls me for panty boy phone sex had better be prepared to be put in his prissy place. You are no longer the man you once were, if you ever were a man. You are a panty boy, sweet and frilly, so get used to it, sunshine!

Get on your favorite pair of panties and call Delilah at 1 888 662 6482 for some rockin’ hot panty boy phone sex! Follow me on Twitter @DelilahDirty too!

Faggot Boi Phone Sex with Simone

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Got your attention didn’t I? Are you a closeted wannabe faggot cocksucker? Oh, maybe you are a real life faggot already! I am guessing you have a little worthless dick too. Am I right? Those little balls of yours must be tingling and your heart racing. This is probably a secret dirty fantasy you play out in the dark on the phone and your computer. You might even have a girlfriend, but you know deep down you don’t satisfy her and she rarely lets you fuck her. When you go to the gym we both know it’s not to work out, it’s to be in the locker room and see those hung studs. I know it’s hard to admit, and that is why you need to call me for faggot boi phone sex.

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Let me assure you, you are not alone! There are so many faggot boys out there who need the guidance of a sexy hot Goddess like me. I will lead you down the path to being the best faggot possible. How to make yourself attractive to those hot big dicked studs at the gym. Encourage you to seek out the biggest and blackest dicks and teach you to be a slutty white faggot boy for BBC. Get yourself a big fat black dildo and we will have cock sucking lessons. I can train you to only orgasm when you have a mouth full of cum. Your slutty bitch boi ass will be trained to take even the biggest of dicks. You are a faggot boi and I am here to make you see your full potential.

If your girlfriend or wife still wants to keep you around, I will help you encourage her to find bigger and better cock to please her. Your place is being her cuckold and being a good faggot boi will only make this role easier for you to accept.

Ready for faggot boy phone sex? Call 1 888 662 6482 and ask for Simone. It’s time to live the life you were meant for, isn’t it?

Panty Boy Phone Sex with Georige

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Hi boys, it’s Georgie! Why don’t you tell me all about what undies you’re wearing today? You’ve got some cute panties on? Then I definitely need to know everything about them! Color, pattern, cut, trim, and most importantly how wearing them makes you feel! Do those pastel panties bring you one step closer to feeling like a real girl? Pick up the phone for some panty boy phone sex and let me know!

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I know that putting on a pair of pink panties slides you right in to a different mindset where you are free to feel like the girly girl that you are. You and your toys spend some quality time together while you gossip about how badly you want your tight pussy hole to be filled like the slutty girl that you are! You just love feeling the pressure of being penetrated. You love feeling those panties get wet as you enjoy yourself.

Tell me all about the toys that you please yourself with during panty boy phone sex with me. I hope at least one of them is a hot pink dildo that you love to suck! The act of sucking dick gets you leaking all over those panties. The feeling of it pushing into your pussy gets you rubbing that boy clitty, too. Naughty, naughty! Let me tell you how to please yourself. Don’t you want to learn how to be a real girl? Be a sweet sub girl and follow my directions. You don’t want to pump that pussy too fast too soon!

Play along and have some girl time with me! A pretty panty boy like yourself needs to spend some quality time taking care of herself. It’s so much fun to spend time fucking yourself in those panties and dreaming of the day that you’ll take a real cock. Call me up for some panty boy phone sex and let’s find out if you’re ready.

1-888-662-6482 and ask for Georgie

Sissy Phone Sex with Jade

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As I sit here in this soothing water, the only thing I can think of is sissy phone sex. I want the perfect feminized girl right next to me so that she can be my platinum barbie doll. Today I want you to dress up in your favorite make up and sexy clothes so that we can have a slutty time. You will have to be very attractive and cute so that we can go play and do all of the fun things that I want to do. When all of the guys see you with your long eyelashes and bright lipstick they will want to do all kinds of things to you. Actually, the guys and I will both make you our whore together. Don’t you want to be owned by a Mistress like me and some huge cocks?

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I am thinking about a nice setting with about 5 guys swarming around you like bees. I want to watch as they fight over your mouth and gag you until tears fall down your eyes. It might be a good idea for me to pull out my camera and tape everything from the beginning. I can probably pimp you out and make a lot of money off of you. I know you want to make me rich by using your feminized body. Those guys will be doing way more than using your mouth. Get ready for every inch of your skin to be used and covered.

Depending on how I feel, I might pull out my favorite strap on toy and show you what I do to sissies like you. I know you want to watch my strong and fit body thrust into you until you explode. I just need to figure out what position I want you in first. There will be many of them between the guys and I. If you crave sissy phone sex, call 888-662-6482 and ask for Jade!

Size Queen Phone Sex with Tamra

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All you tiny dick losers out there should know by now that I’m a size queen phone sex mistress who keeps it real. It does you no good for me to lie to you or try to make you feel better about your unfortunate deformity. Plus when you think about it, I’m the one who deserves the sympathy. What am I supposed to do with your small cock? And even calling it small is a compliment. It’s more like a man clit. A vanishing micropenis. There’s no point in rubbing it or sucking it to get you hard because even hard it’s a sad wee pathetic pinky.

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If this size queen phone sex mistress is going to have a cock in her mouth, it better be a long, thick massive slab of meat! Do you have that? No! And I don’t want to watch you sit there jerking your wimpy winky in front of me, frothing at the mouth and gyrating like you’re having a seizure either. Disgusting! Here’s what I do with guys who have a dick as small as yours. I put you in a pair of pink panties with a little hole in the back for your boy pussy. Then I tell all the guys I know that their size queen phone sex mistress has a special sissy girl for them to fuck who needs her ass cherry popped. You should see them all line up! They know if this size queen phone sex mistress is pimping out a sissy fag like you, then you must be one of the biggest losers. And they LOVE helping their favorite size queen phone sex mistress humiliate and degrade small dick sissies like you! Just keeping it real!

Call me for size queen phone sex at 1 888 662 6482 and ask for Tamra!

Sissy Phone Sex with Cherelle

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I am Cherelle a sexy, classy and mature ebony goddess. Calling all sissy sluts and faggot whores! It’s time for you to come out of the closet and I’m just the devious black whore that will get you where you want to be. Nothing arouses me more than training you be the sissy girl of your dreams. I also specialize in chastity, bondage, humiliation, tease and denial, spanking, pegging, sph, bisexuality, smoking, foot and shoe and BBC. Be a good caller and don’t keep me waiting. It’s time for you to take your rightful place as the big dick dump and cum whore you were born to be. Aren’t you tired of hiding your true nature? Don’t you want to be used for what you’re good for? To be the beautiful tight cunted fuckalicious little whore you’ve always wanted to be? To have men with big throbbing rock hard dicks lust for your sissy slut hole and cause their cocks to twitch and drip seeing what a cock craving faggot cum slut dirty dick sucking whore you really are?

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Sissy phone sex is fun, exhilarating, and life changing. We will practice day in and day out until you have thick veiny cocks shooting hot loads down your throat. We will train your faggot whore hole to spread wide as you take eager cocks wanting nothing more than to feed your hungry faggot cunt. Your bimbo slut mind will be completely stripped of any masculinity. I will train you to be the perfect sissy S.L.U.T. (sweet little unforgettable thing) living for nothing but worshiping cock and being a cock crazy little dick pig.

Ready to do your house cleaning, chores and of course go shopping or take trips to the glory hole, bars or clubs? I would love to train you to do things you’ve only dreamed of doing now that your all dressed up and see yourself truly for the sissy you are. We can go to parties together and have my girlfriends cum over with their boyfriends and of course my sissy slut will be in your panties all dressed up for them. I want you to start wearing your bra and panties every day, doing your make up and growing your hair out just like a real girl. You will be addicted to being a slut for cum. I will have you crawling and begging for cock. I will make you cum in your panties. I will fuck your pretty little pink sissy slut hole and fill it with hot loads of cum from lots of hot cocks and horny men. I know exactly what you want and I will always give you what you need. Won’t that be fun!

Need a home-girl who knows your deepest desires to be a hot and sexy sissy whore? Do you need intensive training from a ball busting whore? Well I’m the ultimate fag hag! Sissy phone sex with me turns men into whimpering cock craving submissive fuck slaves. Time to learn how to take it like the gaping greedy pussy hole whore you are! Dirty cunt faced faggot get your mouth on that glory hole now and start sucking dick.

Call me at 1 888 662 6482 ask for Cherelle for sissy phone sex

Twitter: EbonyMilf

Panty Boy Phone Sex with Spencer

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Hi to all you fun panty boy phone sex lovers out there! You’re my favorite callers! I just love talking about panties with you. I love talking about how pretty they are and how sexy they make us both feel. I always really enjoy hearing about what kind of panties you’re wearing and what kind are your favorite. Maybe we can even see if we have a pair that kind of match and we can put them on when we talk. Wouldn’t that be fun?

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When you’re wearing panties, does it make you feel sexy and want to be fucked? I mean, if you are anything like me, it just makes you want to spread your legs and let some big, strong man slide his cock deep inside you. Ohhh…maybe we can even put our panties on, get out our big fat dildos and fuck ourselves while we talk. Holy crap, that would be so much fun!

I kinda wanna hear about the first time you slid on a pair of sexy panties. Where did you get them? Did they belong to someone you knew or did you go into a store and buy a pair? And when did you realize that wearing them made you want to be fucked? I guess the most important question is – have you ever been fucked by a real man, or just your dildo? Oh my gosh, if you have, I want to hear ALL of the dirty details. I know you’re just dying to tell someone. I wanna be the person you tell. It’ll be so exciting!

Call me now at 1 888 662 6482 and ask for Spencer so we can have a fun panty boy phone sex conversation. It’ll be the best conversation you have ever had, I promise! I’m a fun girl and I wanna talk about panties with you non stop.

Cross Dressing Phone Sex with Arizona

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Hey, there boys! It’s your boss ass bitch Arizona. I’ve had so many of you tiny cocked loosers ask me what you should wear when you call me. Want to know what this fierce fresh and fabulous bitch expects? Well this time of year makes that question fun for me, and a bit easier for you. I can dress you up in whatever I want, and you have no excuse as to why you can’t do it during our cross dressing phone sex session. I know you secretly love the way it feels to wear womens’ clothing, even down to panties and a bra. You’ll be able to wear a wig, and make up too to complete the look. Halloween gives you the perfect opportunity to do that without everyone finding out that you actually enjoy it because you can say it is just a costume, and you had to wear it on a dare or some other such pussy ass excuse like it.

cross dressing phone sex

I get that you don’t have the balls to tell anyone that you really enjoy it, but that doesn’t mean I won’t enjoy every single moment of dressing you up if you fight me. I know you may let others think you don’t like it, and that you aren’t enjoying it, but I know deep down that you get hard at just the thought of a pretty pair of lacy panties. I will be sure to take lots and lots of pictures to remind you of the secret that I know on occasion in the future, when you may need some reminding of what you owe me. I mean cum on…your pants can’t hide that bulge growing in your pants.

So do yourself a favor, boo, and give in to your cross dressing phone sex urges and call 1-888-662-6482 , and ask for your boss ass bitch.

Dueces,
Arizona

Tumblr: bossassbitcharizona.tumblr.com/

Sissy Transformation Phone Sex with Bailey

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Becoming a sissy slut can be a little bit overwhelming. Sometimes you need someone to help guide you along and that’s what I’m here for. When you call me for sissy transformation phone sex, I will mold you and turn you into the best sissy you could ever have dreamed of being.

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I think it would be best to start with your state of mind. I have found that having a sissy put on a pair of panties really gets them in the mood. So, if you aren’t wearing panties, you really need to get yourself a pair. You can start by wearing them at home, but eventually I am going to need you to start wearing them under your clothing when you go out. Wear them to work. Wear them when you go shopping. Wear them when you go out with your friends. If you truly want to go through sissy transformation, you’re going to have to start doing it at some point. You’re going to have to start doing more than that, too.

Do you want to go all the way and start dressing like a sissy all the time? I bet you do, or you wouldn’t be here. You’ll probably need to let your hair grow. Either that, or you’re going to have to invest in some wigs. You will need to learn to do your makeup. Walking in heels? That should be high up on your list of things to learn. The total transformation into a sissy will take a while, but if you’re patient, I know I can do a really great job with you. But you have to listen to me – I don’t ever like to be told no.

Call me for sissy transformation phone sex now at 1 888 662 6482 and make sure you ask to talk to Bailey!

Sissy Phone Sex Make Over with Savannah

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Perhaps its the buzz of New Years. With all my friends talking about what they are gonna wear for the magical ball dropping night. But I am in the mood for a sissy phone sex make over fantasy.

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Really just want to dress a boy up into being a super glamour girl today. Ok well its not just today. Playing dress up is great any day of the week but with NYE its so much fun. All the glitz. Glam. Sparkle. Putting on your sexiest outfit. Highest heels. Smokey eyes.

Ok so you get the idea there is far too much to talk about which is why I think a sissy phone sex make over is in order. Now you can be a cross dresser just looking to share your ideas on what you would wear if you were to attend some holiday party. Or maybe you do plan to go all dressed up to some spectacular event. Would be rather fun to talk to a man actually going out in ladies attire for the evening.

Anyways from feminization to humiliation anything really goes tonight. Just as long as we are having fun getting all glittery and girlie for the evening.

While your grabbing your phone think of that sexy outfit. Get a vision of it in your mind. So that your more than ready to discuss what pretty things you would wear to my Sissy NYE Party. Let me know if your into sucking dick too cause lipstick definitely matters for that 😉

You can reach me by calling 1-888-662-6482 just ask for Savannah. Cant wait to start your sissy phone sex make over!

 

Feminine Hypnosis Phone Sex with Savannah

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As most of you know there isnt really much I wont do when it comes to a phone fantasy or fetish. Pretty open minded that way however, if you were to ask what is my favorite its simply erotic hypnosis phone sex fantasies.

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The fantasy never really matters for I just love working my erotic trance over someone’s mind. For its in that deep state of trance where the sexual fantasy becomes far more intense. Now I can pair up near any fantasy or fetish with hypno and make it just something interesting.

Course today I wanted to focus on the sissy boys and those that just enjoy feeling feminine. Having you fall under an erotic hypnosis phone sex trance will help you in your pursuit of feeling girlie. Those little barriers you have about say wearing panties to the office. Let me get rid of that for you. What about you wondering what it just feels like to have a pussy and not a man pussy either. Ohhh got you intrigued now dont I?

Well I can go on and on about other girlie boys hypnotic adventures but really what matters is what you want to do during your feminine hypnosis phone sex fantasy.

Do you want to over come certain barriers to feel more feminine or perhaps you just like the idea of an erotic role play where you become that ultimate slut. Really anything goes!

You contemplate your wildest fantasies and I will be sitting over here debating what slutty outfit my next sissy bitch will be wearing during my next feminine hypnosis phone sex call.

You can reach me by calling 1-888-662-6482 just ask for Savannah. For those new to erotic hypnosis please be aware its a fetish that takes some time. So please have a minimum of 30 minutes available and be somewhere comfortable.

savannahdesires is my aim.

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