Sissy Training Phone Sex

You’ll know how to cum with sissy training phone sex

Sissy Phone Sex with Abby

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Halloween is in a few days and it’s one of the best times of the year for sissy phone sex. It’s the one time every year where you can dress up as feminine and slutty as you want and get away with it. Nobody will question you at all. You’re not used to that, are you? You’re used to having to hide the fact that you’re a sissy. But now? Now you get to be whatever and whoever you want to be for the night. You get to look and act like a slut. Just imagine getting to go to a Halloween party dressed as a slutty version of something and being the girl that gets taken into the bathroom to get fucked…maybe even more than once. I mean, you could be the party entertainment, and you’d love that, wouldn’t you? You’d love being the whore every man wants to put their dick in.

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Just imagine you’re in the bathroom bent over getting fucked and another guy walks in. He was just going to go to the bathroom, but now that he’s in here and seeing you get fucked, he has other plans. He takes his cock out and slaps it on your face and tells you to start sucking. So, of course you do. Of course, you do what he says because you want that cock down your throat more than you’ve ever wanted anything. Having two cocks at once is like a sissy dream come true, isn’t it? Do you have a sissy phone sex fantasy you want to talk about? Hopefully it involves your Halloween plans, but even if it doesn’t, you should still call me up and tell me what a dirty whore you are. I’ll be waiting for you. Just dial 1 888 402 8669 and ask to talk to Abby.

Feminization Phone Sex with Abby

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It’s no secret that sissies and feminization phone sex are among my favorite things to talk about. I’ve been helping sissies with their transformation for a while now and I never get tired of it. It doesn’t matter what “level” sissy you are – I love working with sissies in all stages of their feminization transformation. I do have to admit, though, that one of my favorite things is getting a brand new sissy who has done nothing more than slip into a pair of panties. I love helping a newbie figure out what colors would look best on them, what kind of lingerie would be best for their body type, etc. Teaching a sissy to develop a makeup routine is SO much fun. And I have to admit that sometimes it’s funny to see a sissy’s first attempt at a full face of makeup. But it’s okay if you aren’t good at makeup – you’ll get better at it as time goes on. Practice makes perfect.

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Once you’ve got your look down, it’ll be time to learn to suck cock and take cock in your pussy. That’s part of the feminization process, so it’s just something you’ll have to do. I mean, that’s what women do, right? They suck cock and get their holes fucked and sometimes, it’s for no other reason than they’re a whore and know that men are entitled to their slutty holes. You’re probably going to feel the exact same way once you experience a cock. You’ll know what it’s all about and you’ll want to give it to them all the time. I just know you’re going to be a really good sissy, so what are you waiting for? Get on the phone and give me a call right now at 1 888 402 8669 and ask to talk to Abby for feminization phone sex.

Sissy Phone Sex with Brandy

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Some would certainly agree that so many things can fall into the sissy phone sex category. Some have “borrowed” their girlfriends’ or wives’ panties. Others have stolen their roommates’ lingerie. There have been some who have purchased their favorite kind of panties, bras, camis, thigh-highs, and pantyhose online. At the same time, other girlie boys have gone into places like Victoria’s Secret or Fredrick’s of Hollywood to buy their favorite lingerie. I know real-life sissies who totally feminize themselves from head to toe! All excite me because they are all very different. One thing they all have in common is their excitement about being in female clothing. There have been times I’ve taken a sissy in my closet and said, “Okay, it’s time to feminize you! I have everything you need to look like a pretty sissy girl.”

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I persuaded one of my best friends who was in the closet about dressing in female clothes. I told him, “Follow me into my bathroom, I’m going to give you the experience of a lifetime. After I transitioned him, he was ready to put on a fashion show for me and all my girlfirends to see. I shaved all the hair from his body (except for what was on his head) I picked out the perfect shades of pink and red to dress him in. His small clitty was so excited he nearly came in his panties! He even confessed that he wanted to be the kind of slut who falls in the category of bimbofication. Just imagine being turned into a bimbo slut by me and putting your mouth and girlie pussy to use for big fat dicks.

He said, “Oh, Brandy, I feel so pretty! You have me feeling like a submissive slutty girl. May I please be allowed to rub my clitty through these satin panties?” I said, “Yes, you can, sissy girl. Go stand in front of the mirror and look at yourself while you masturbate.” I stood there calling her by her female name. Never imagining or having the thought of how far she would go for me. She said I’m no longer a male. I’m a sissy fem and I want to obey and do everything you tell me to, Miss Brandy.” Of course, I had her doing all kinds of things. She was on her sissy phone sex knees begging to touch and finger her tight hole. I had toys, strap-ons, clit stimulators, and even my sexy she male friend who couldn’t take her eyes off of her.

I was wearing my favorite burgundy see-through top, black panties, and seven-inch pumps. I said to her, “There will be times that we will go shopping at the mall when it’s time for you to start buying your own female clothes. You will tell the sales girl that you are shopping for yourself.” She blushed, getting excited, saying, “I will? But what if they laugh and humiliate me?” I said, “They won’t. But even if they do, doesn’t that excite you just a little bit?” I honestly can’t say that any girlie boy I’ve spoken with has confessed they don’t like just a small bit of humiliation. Even if it’s to hear my sweet southern laugh. They say, “Oh, Miss Brandy, I love the way you giggle at me. It makes my penis so hard. Will you please do it again?”

I’ve known some who want to be turned into complete bimbo sluts. I dress them in fishnet thigh-highs, garters, spandex mini skirts, and low-cut tops with slutty pumps, makeup, and dirty blonde wigs. Some like to be presented in front of my females and told to masturbate. Others beg to be bent over or put on their back like a girl to take my strap on like a good submissive slut. While some want to get on their knees and service all the big, fat fucking hard cocks they can get their hungry mouths around. I’ll stand there masturbating my smooth pink pussy lips through my satin panties as I see their heads moving up and down a horny dick. Getting it ready to stretch their horny sissy pussy open so it can get filled with warm sticky cum.

Just imagine being dominated by a well-hung stud with me and my tight, freshly fucked pussy hovering over your face. Imagine having me look down at you, saying, “Hey, sissy phone sex slut! It’s time for you to service and lick all the cum from my freshly fucked pussy. Make sure to clean it all up, or I won’t allow you to cum in those soft, pretty panties.” Then feeling my warm, smooth pussy grinding all over your face. Are you rubbing yourself right now, thinking about all the kinds of fantasies you want to share with me? Don’t cum until you call and hear my sweet southern voice that will make you so horny you beg me to cream in your panties.

Follow me on X @ CreamWithBrandy
Reach me at 1-888-402-8669 and ask for Brandy

Femdom Phone Sex with Abby

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I would say that 95 percent of the calls I get are femdom phone sex calls.  I’m glad, because it’s where this long-legged Princess truly shines. The best thing about it is how versatile it is. We could turn pretty much any sexual situation into a femdom fantasy. For example, lets say you love librarians. You’re tired of the basic librarian fantasies and role plays. We could add a domination element to it and make it a whole new fantasy. Maybe I catch you staring at me and touching yourself under the table and I take you into my office and punish you. Who knows what the punishment will be… I guess it honestly just depends on what kind of mood I am in when you call me. Maybe I will take it easy on you, or maybe we will indulge in hardcore domination right there in my library office.

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Or maybe we could role play that I’m a sales associate in a lingerie store and you come in regularly and tell me that you’re buying lingerie for your girlfriend. The first time you came in and I asked you for her size, you told me that she was “about your size”. I knew then that you were a closeted sissy and that I could have so much fun with you. I wonder what kinds of fun and flirty feminization things we will do when you call me for femdom phone sex? Again, it just depends on what kind of mood I’m in when you call me. I’ll also ask you some basic sissy questions so I can get a better idea of where you are in your journey and what you’d benefit from. Go on and grab your phone and call me so we can have some fun with femdom phone sex. Dial 1 888 402 8669 and ask to talk to Abby.

Bimbofication Phone Sex with Abby

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One of my favorite things in the world are bimbofication phone sex sluts. You’re all dumb, horny, and so fucking slutty. Your only job is to make sure that every cock you see is taken care of. You’ll service any cock you see because that’s what you were put here on Earth to do. Have you accepted that your sole purpose in life is to be a bimbo slut and make men happy? Or do you need a little bit more convincing that your bimbofication should be a full time thing?  I’m very convincing and once you talk to me, you’ll see that being a bimbo is what you’re meant to be. Don’t worry, I have ways of making sure you realize who you are. But the reality is that you are probably just as excited as I am at the prospect of your bimbo transformation.

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I know that most hesitation in bimbofication phone sex comes from fear of not being good enough. Maybe you don’t want to dress up and be slutty because while you feel like a slut, you aren’t sure how you’ll look when you’re dressed up. Or maybe you are nervous for what comes after your look has been completed. If you’ve never sucked cock or had a dick in your cunt, you may be pretty anxious about it. But the best way to get through that is to just rip the band aid off and go for it. Bend over and spread your cheeks to open that tight virgin hole to a lucky man. Before you know, you’ll be offering sucks and fucks to random men that you find attractive. Maybe even men who are ugly because hey, a cock is a cock. Get on the phone and call me now for a hot bimbofication call. Dial 1 888 402 8669 and ask for Abby.

Sissy Phone Sex with Abby

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If you’ve been around for a while, then you probably know just how much I adore sissy phone sex calls. It’s fun when I get calls from random sissies, of course. But what I really love are my regular callers that I get to know over time. It’s impossible to disclose every single thing about your sexual fantasies during one ten minute call. So, the sissies who call me regularly are the ones I get to know in a really intimate, complex way. That makes their experiences with me over the phone so much better. I love getting to know what kind of fabric you like to feel up against your clitty. I love finding out what size dildo you prefer to fuck your sissy hole with when it’s not being filled up by a real dick. Maybe you’ll even share the secret of your favorite shade of red lipstick.

Phone SexAnd speaking of dick…one of my favorite things in the world is when I get to train a sissy phone sex caller to take dick. That’s also another reason it’s good to be a regular caller. I’ll help you through the process. The mistake most sissies make is that they start out with a huge dildo. But that’s not the way to do it at all, silly sissy. And of course, once you are good at taking those dildos in that hole, that’s when you get started on the real cocks. Do you think you’re ready to take a sissy adventure with me? I can’t wait to take you on a journey for total sissy transformation or maybe you just need me to teach you how to handle a dick. I’m here for every single need you might have. Just get on the phone with me and dial 1 888 402 8669 and ask to talk to Abby.

Sissy Phone Sex with Abby

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Hi sissy boys, Princess Abby is feeling a little bit cruel lately. When I feel like that I crave sissy boy humiliation and that kind of sadistic sissy phone sex. So I am looking for sissy masochists that like to be used and verbally abused by a mean Mistress. Did I say verbally abused? I am not a stranger to CBT, spanking, whipping and delivering other types of pain. If you have some toys around and you want a sadistic conductor to take the lead, please, by all means let’s do it. If you’re more of a listen and suffer sissy, one that gets turned on by emasculation, trash talking, ridicule and humiliation? I love all of that too. One time when I was feeling so harsh a sissy asked me who made Princess Sandy so mad. I had to tell them that nobody did. It is just the way I like to play, and sometimes it’s more intense than others. That made my sissy slut shudder, to think of all of that abuse without any provocation. I told him just to imagine if he had upset me.

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If you’ve been a bad misbehaving sissy boy it’s the perfect time to call Princess Abby and confess. I am jumping at the chance to punish disobedient sissy bitches, and get them back in line. One of my other mean Princess specialties is lectures.  Do you like hearing your Princess unleash all of her verbal abuse right at you as she tears you a new one?  Alright boys, I’m going to wrap this up, but if you want to talk to your wicked Princess Abby, just call and tell me that you heard I was in a mean Princess mood. I look forward to putting you through intense sissy phone sex very soon.

Call me at 1 888 402 8669 and ask to talk to Princess Abby

Sissy Training Phone Sex with Cassie

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Your favorite redhead is back, and this time as a teacher. Where are all of my shy sissy bitches out there? You’re going to want to stick around for this one, if you dare. You’re going to get a taste of a lesson in what sissy training phone sex could look like when you give mistress Cassie a call. I know all you little bitch boys out there. You’re all the same weak, pathetic, insignificant little sissy sluts ready for me to mold and train as I wish. You ask me in such a shy, quiet shaky voice to teach you, to show you, to make you into the best submissive sissy bitch you can be. That’s what I’m here for, the best sissy training phone sex call you’ve only dreamed up until this point. We’ll first start with the basics. You can’t be a proper sissy without the right look. We’ll get you a nice wig, I’ll teach you how to style your hair and do a great hair-toss. Not as good as mine, obviously, but we’ve all gotta start somewhere.

Sissy Training Phone Sex

Next we’ll do your makeup,give you a going-out look that’ll help you stand out in any night-time scene. Bold red lipstick for a slut like you, I think. Then last but certainly not least, the outfit. In my opinion, the outfit is what’ll make or break you. A low-cut black top edged in just a bit of sparkle, a leopard-print skirt to match. You’ve got to have the matching bra and panties, of course. Then we’ll finish you up with some fishnet stockings and a pair of black pumps. Gorgeous, darling. You’ll turn for me so we can have the full effect. You’re not going to believe your eyes once you see your complete sissy transformation. After we’re done, I’ll have you eating out of the palm of my hand to do my bidding in such gratitude for what I’ve turned you into. Then my little sissy slut, it’s up to you what you do next during our Sissy training phone sex call. Will you stay with me and be my willing and loyal submissive sissy pet? Will you venture out on your own and let me watch from afar as you find your first mark who’s wanting to take you home to play? The options, while few, are still out there for you sissies if you’re brave enough to go after them.

Call Cassie at 1 888 402 8669

Panty Boy Phone Sex with Abby

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If you’ve ever talked to me before, you know how much I love panty boy phone sex. Do you want to hear about the first time I ever put a man in a pair of panties? My brother and I were home from college one summer, and one of his friends was staying over. I was home alone one day, or so I thought. I was going from room to room picking up laundry from hampers so I could do laundry. I opened my bathroom door and found my brother’s friend sitting on the toilet sniffing a pair of my panties that he’d pulled out of the hamper. I’d heard about panty boys, but he was the first one I ever knowingly encountered in the wild, so I was thrilled. He was really embarrassed, but I told him to not worry about it. I grabbed his hand and took him into my bedroom.

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That’s when the real fun began. I told him that he needed to put them on and that if he didn’t, I would tell my brother what I’d caught him doing. He knew that wouldn’t go well, so he complied with my demand. He said he didn’t want to, but I pointed out that his cock was still hard and that if he didn’t want to, his cock would have deflated when I told him to put the panties on. I’d love to tell you what we did that day, but you are going to have to call if you want to hear all of the sordid details. Plus, you can tell me all about how much you love wearing panties. And if you haven’t taken the plunge and slipped a pair on yet, you can do that while you talk to me. Dial 1 888 402 8669 and ask for Abby for panty boy phone sex.

Sissy Phone Sex with Abby

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I have a question for all the sissy phone sex bitches out there. Have you decided yet what you’re going to be for Halloween? Yes, I know that you’re going to be dressed up in a very slutty outfit, but I want to know what kind of slut. Maybe you’ll be a slutty witch and you’ll be doing spells to get men to beg you to suck their cocks all night. Do you think you’d look good dressed up in a slutty prison outfit? I bet all the fellow inmates and guard would love to bend you over and fuck the shit out of you. You’d be the most popular girl on your cell block, for sure. No matter what you want to dress as, Halloween is the best time for the ultimate roleplays and fantasies to be played out in whatever way you want. As long as you know you’re going to be the bitch who is doing the receiving, it’s all good.

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You’re probably used to dressing up and going to Halloween parties, aren’t you? It’s the best time for a sissy slut, really. But have you ever been passed around and used as the party entertainment? That is always such a fun role play and if you’ve never done it, well, get on the phone and call me for some fun. Would you be more of a “fuck one guy in the bathroom” kind of sissy or do you love the idea of actually being naked in a room full of horny party goers? You should decide and then give me a call for sissy phone sex and let me know which one sounds hottest to you. I can’t wait to talk to your pervy ass. Dial 1 888 402 8669 and ask to talk to Abby for a fun sissy Halloween role play experience.