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Sissy Training Phone Sex with Artemis

I know what you’re thinking.. “How will a man know how to turn me into a sissy?” Because I’ve done it before, plenty of times, turning and rewiring the brains of big masculine men into hot horny bimbos made for cock and feminine perfection. Just because I’m not feminine, it doesn’t mean that I don’t know how to style your clothes, bras, panties, hair, make-up, and body. I grew up with women only, so I know my stuff. I will not shout at you to put your panties on. You will call me already prepared and ready for me. The more you listen, the closer you go to becoming who you were intended to be. You were always supposed to be here.

You could believe that you know what it means to be a woman. You could have opinions about what is hot and attractive. But, no matter how many pairs of bras and panties you buy or how amazing the shoes are, do you feel like something is missing? That’s because being a truly seductive, lively, and attractive girly girl entails far more than just the accessories. It is an attitude. It is a manner of being. You need to think about it, feel it, and experience it. I can teach you that. Even if this is only between us, it will be more than you could have dreamed. So contact me for some quality sissy training phone sex time. You will be a completely different girl, inside and out.

I know you don’t just fantasize about beautiful outfits and pretty lingerie. You daydream about all the things girls can do. Sleepovers, flirting with attractive men, dropping on your knees and opening your lips. Other, darker desires. So go ahead, call 1 888 8 FREAKY and ask for Artemis to start your sissy training phone sex now.

Feminization Phone Sex with Abby

Many of you reading this have talked to me before and know how much I love sissies and feminization phone sex. This time of year is especially fun for me. It starts with Halloween and getting sissies all dressed up in slutty Halloween outfits, but once that ends, it’s time for a new kind of dress up fun. It’s the holiday season, so I’m looking for a sissy who wants to get all dressed up as Mrs. Claus so she can do naughty things to Santa and all his elves. I just think that it would be SO much fun, don’t you? Of course, we’d find you a slutty Mrs. Claus outfit so you can look the part of the whore that you’ll be. We can even bedazzle some knee pads for you because you’re going to be on your knees a lot. I mean, after all, Santa does have a lot of elves.

But before you get to do all of that, we have to get you all prettied up. Mrs. Claus has grey hair, so we’ll get you a nice wig to go under your hat. And your hat should probably match your sparkly knee pads, don’t you think? I think you should definitely be wearing red lipstick, obviously. And since I’m such a nice person, I’m going to get you some of the hottest Santa guys you’ve ever seen in your life. Oh, and of course they are going to have huge dicks. I know that’s what sissy whores like you are into, right? You’ll have plenty for all of your holes – mouth, pussy, and your hands. So what are you waiting for? Get on the phone and give me a call for the naughtiest holiday inspired feminization phone sex call ever. My number is 1 888 8 FREAKY and ask to talk to Abby.

Sissy Training Phone Sex with Toni

My name is Toni and I’m the perfect girl to call for sissy training phone sex. I’m not a sissy, but I know what it takes to feminize you. You are going to look absolutely perfect when I’m finished with you. Do you know what makeup to buy? And once you have it, will you know how to put it on? I would love to help you learn all of that. I can help you pick out razors that will minimize razor burn. That’s something you’re really going to need to be aware of, trust me. You don’t want bumps on your bikini line – it’ll totally ruin the look of the sexy lingerie you put on. You’ll also love the feel of stockings on your bare, clean shaven legs. It feels so good and men always seem to be a big fan of that, too. I can’t really say that I blame them.

One big reason I’m perfect for sissy training phone sex is that I have a cock for you to practice sucking. We don’t have to go out and find someone. I’ll get all dressed up with you and then push you down onto your knees and slap my throbbing cock on your face. I’ll give you the instructions when we’re on the phone. I’ll also be more than happy to tell you about how I’d take your virginity when I fuck your sissy cunt. Are you ready to go on a feminization journey with me? I can’t wait to teach you all the tips and tricks – there’s so much for you to learn. When you’re finally ready to be feminized, grab your phone and give me a call. I’m always here for you. Just dial 1 888 8 FREAKY and tell the dispatcher you’d like to talk to Toni for sissy training.

Sissy Phone Sex with Valerie

Awww. Look at that itty bitty little thing you are always trying to pass off as a dick. Honey, it’s nothing more than an oversized clit, so please stop trying to convince people that it’s anything to be proud of. If I were you, I would be hiding it. You know, like in a pair of panties. Then you could be on the phone calling me for a hot sissy phone sex session. I think that as soon as you slide a pair of panties on, if you haven’t already, you’re going to feel complete for the first time in your life. You’re going to know that you were made to be nothing more than a sissy. There will be no need to adjust and accept who you are. You’re finally going to understand who you’ve been your entire life, but now you’re going to feel free to explore all of those kinky things.

And one of the things you are likely going to want to explore is cock. Not yours. We’ve already established that you don’t have one. You’re going to get so curious about big fat cocks that you’re going to be begging me to help you find one to suck. But you really need to beware because you’re going to get addicted to sucking cock. You will wake up in the middle of the night thinking about dick and where you are going to be getting your next fix. Soon, sucking it won’t even be enough, and you will be bent over and backed up to the glory hole so you can get your horny sissy cunt filled up with dick. Are you ready to talk about your sissy phone sex journey? Get on the phone and make sure you ask for Valerie when you dial 1 888 8 FREAKY.

Panty Sniffing Phone Sex with Samantha

When my brother told me he was going to be bringing one of his college buddies home for the weekend, I had no idea it would end up being a scenario that would be perfect for a panty sniffing phone sex call. My brother’s girlfriend still lives in the area, so he went out with her for the evening. I had a date that ended abruptly because I just could not deal with his stupidity any longer. I guess my brother’s friend didn’t hear me coming in because when I walked into my bedroom, he was sitting on the bed wearing a pair of my panties while sniffing another pair. I was shocked, but I immediately knew it was going to be a really good night. I formed a plan to take out all of my frustration about my date on this 18 year old. He clearly wanted some fun.

He scrambled and fumbled his words while trying to come up with a plausible excuse as to why he’d be wearing and sniffing my panties. He told me finally that he loved women, but he also loved wearing panties and had some other fantasies. I asked him if one of those fantasies happened to include being fucked in the ass by a fat strap on cock. He tried to say no, but the look in his eye was one of pure excitement. I walked over to my drawer and opened it and pulled out my strap on. He immediately got onto my bed on all fours and begged me to give him what he deserved. Do you want to hear how everything played out? All you have to do is call me for panty sniffing phone sex with a side of strap on at 1 888 8 FREAKY and ask to talk to Samantha.

Sissy Phone Sex with Abby

I’m a long time lover of sissy phone sex. When I first started doing this, a sissy was my very first caller and I have loved them ever since. Have you always wondered what it would be like to start your sissy journey? You can go at it alone, or you can call up a sissy expert. I have heard pretty much everything a sissy can throw at me, so I know I’m going to be able to help train you to be the best sissy your area of the world has ever seen. All I ask is that you call me up with a willing spirit and don’t try to tell me no when I’m telling you what is best for you. I mean, who is the sissy expert – me or you? And I know every sissy is different, so your training will be personalized to your specific needs.

What kind of a sissy to you think you’ll be? Maybe you’re the kind who just gets all dressed up, prances around the house, and then masturbates through your panties. Maybe after you cum, you’re done with it. It’s just a part time thing for you and that’s totally okay. But I also really love lifestyle sissies who want to live as a sissy as much as possible. And that means that sometimes, you’re going to get down on your knees and suck a fat cock. Or maybe you will bend over and get your pussy pounded. Either way, you’re going to have fun and you’re going to love sissy phone sex with me. I’m ready to take you on a wild sissy training feminzation ride. Just grab your phone right now and dial 1 888 8 FREAKY and ask to talk to Abby for the best sissy fun of your whole life!

Sissy Training Phone Sex with Trixi

What do you look like and act like and sound like? An ordinary run of the mill man? A businessman with a coat and tie? A more casual sort of man usually wearing a T-shirt and blue jeans? Or could you even be a macho type? I bet you could be! You could be so macho your friends think your like Elliot Stabler on Law & Order SVU or Tom Cruise or that you hearken back to Clint Eastwood or Chuck Connors. But even if you are as masculine as John Wayne, there is a part of you that fantasizes enjoying the wriggling and jiggling and privileged femininity of a Marilyn Monroe! You want to be trained to go from a man, whether run of the mill regular or classically masculine, to super duper sissified. And that is why you call up an experienced and dominant and bossy lady like Trixi for sissy training phone sex! I will tell you to sissy up that walk, boy, turn it into the proper sashay of a girlish boy, and to flick your wrist in a feminine manner.

I will order you to apply your lipstick carefully as well as that blusher that gives you that feminine appearance. I will tell you to shave extra close and then go heavy with the face powder so no one will detect that tell a tale shadow of a beard. I will order you to drape a scarf around your neck to cover up that Adam’s apple. And while we are are doing sissy training phone sex, I will expect to hear your voice become ever higher in pitch and acquire a nice breathy quality that tells me your feminine side is coming out of you. I will do a better job than RuPaul ever could of making a superb and complete sissy out of you in a sissy training phone sex session and I know that you will be grateful to me for helping you to be reborn as a true womanly woman. You will sing the song “I Enjoy Being A Girl” and you will mean every word of it after a sissy training phone sex session with Trixi! Call me and I will change you!

Sissy Training Phone Sex with Remy

When it comes to sissy training phone sex, only the best will do—and you know exactly who that is. Me. I’m not here to play games unless I’m the one making the rules, and baby, you’re already on your knees in my mind, and quite soon that will be literal. You want to be transformed, teased, and totally owned? Then you’ve come to the right woman. I’ll have you slip into something a little more appropriate—lacy lingerie, stockings that hug those thighs, sky-high heels that make your legs look feminine AF. And when you’re dressed just the way I like, I’ll have you stand center stage and spin for me. Slowly. I want to see every inch of my pretty little pet. You’re not just doing this for me either—I might have a few guests watching, so you’d better put on a show worth remembering.
Arch that back. Show off that perfect little ass. Feel the sting of my discipline as I leave you warm, marked, and obedient. You’ll beg for more, and I’ll make you admit exactly what you want. No hiding. No pretending. Just you, surrendering completely as I take full control of your pleasure—and your place.

I’ll take my time breaking you in, pushing your limits until you’re moaning my name and doing exactly as you’re told. You’ll serve, you’ll please, and you’ll learn your place. And if you’re a very good bitch? Perhaps I’ll let you experience what absolute obedience brings. This isn’t just phone play—it’s your initiation into proper submission. So the only question is: are you ready to give in? Because that eager, needy little sissy inside you is dying to come out and I am going to make that sissy the best she can be. So call me now at 1 888 8 FREAKY for sissy training phone sex and ask for Remy. And I do not like to be kept waiting.

Sissy Training Phone Sex with Lydia

You got caught. I see you looking right at me, looking me up and down, taking everything in your sight. I suspect you aren’t just lusting after me, but you are also lusting after my look. You are staring at my sexy outfit, my daringly high heels, and you’re trying to figure out if you would do your hair differently. You’re a man obsessed with the idea of dressing like a woman, and there’s no one better for sissy training phone sex than a super hot shemale like me. Don’t worry, hon – I am here for you.

I can help you find your best sissy self. Just looking at you, I know that the sluttier you dress, the better you are going to look. I’ll teach you how to walk in the sluttiest heels that you can find in your size, and I will also teach you how to match your makeup to your skin so you can properly cover up your man stubble. Most importantly, I’ll teach you how to take my hard cock in all your little fuck holes so you can be the dirtiest little fuck slut around. That’s why you call a shemale for sissy training phone sex. I’m the best all-in-one feminization mentor a beta can find.

So, take those ugly boy clothes off, put on something stunning, slutty, and sexy, and top it off with a lot of “fuck me” red lipstick and a long wig in whatever color your inner slut wants to wear. Pop a thick butt plug in your sissy cunt, step into those street walking shoes, and give Lydia a call. Just dial 1 888 8 FREAKY just about any time so you and your clit can enjoy a hot and heavy dose of sissy training phone sex. You won’t ever regret it!

Panty Lover Phone Sex with Sierra

“Sierra, I had to house-sit for my neighbor. While I was over there, I went into her lingerie drawer and took something out.” My curiosity was piqued because if you define yourself as panty lover phone sex you can also find sex toys in there as well. “He said, “I’m back at home now and I’m wearing a pair of her satin orange undies.” I told him, “That’s one of my favorite colors! I bet they look so good on you. Not to mention the way they feel when they rub against your hard cock.” I asked him if he was shaven or had hair down there, and he said, “I’m naturally not a hairy person.” For some reason, I had a feeling he was into more than just wearing them. Most usually are. So I asked him “You know once you start wearing them you may find yourself stroking with them, rubbing your hard dick against them, sniffing them and licking them as well.” He said, “Oh yes, Sierra, I’ve done that before. Sometimes I’ll have one pair on and another pressed against my face so I can do just that.”

I pressed a bit and asked him if he’s done anything else while wearing panties. He said “Yes I sometimes push my finger in my ass and fuck it while I’m wearing them. I told him, “Go ahead and do that now while you’re wearing those orange satin undies.” He said, “You can’t even begin to imagine what age I was when I first started stroking and wearing panties. Or whose they were.” I can tell you that it was something taboo and forbidden. I said, “Ohhhhh, so you’re an experienced panty lover phone sex wearing thief.” I started to laugh and that just made his dick even harder. The sounds of his moans made my pussy really wet. In fact I started rubbing and grinding my panties against my smooth lips. It feels so freaking good to fuck my satin bikini style panties. Not to mention thongs as well. The feeling of that string rubbing and grinding against your ass can be addicting! It can also make you cum hard.

I was ready to share so many stories with him, like a time when I caught my roommate going through my dirty panty hamper. He had a handful of yellow, lime green, orange, lavender, fuchsia, and hot pink ones. Can you imagine what I did when I caught him? The first thing I said is, “You know how many pairs of panties I have. You also know how much I love walking around showing them off to you. I’m a temptress at times, and I’ll do all kinds of things to make guys weak in the knees. I’ll flash my panty covered pussy at them and bend over and wiggle my fabric covered ass at them just knowing what is about to happen next. There have been times I’ve punished a panty thief and said, “Do you like these I’m wearing right now? What would you do and how far would you go to have me slide them down and wrap them around your dick. What would you do if I put the scent of them against your nose and tell you to start sniffing and licking them?” My sweet pussy smells so fucking good. Needless to say he found himself finger fucking his ass in front of me as I gave him jerk off instructions. I would not allow him to wear or lick them until he ate down his pre cum for me.

What would you be willing to do if I were a panty-teasing mistress for you? When I hear your moans of pleasure as you’re stroking your hard dick dressed in your favorite kind of panties I get soaking wet for panty lover phone sex. Think about seeing me standing here like this and imagine how hard your dick would get if I start fucking my black satin ones right now.

Call me 1-888-8-Freaky ask for Sierra
SinfulSexxxySierra@gmail.com
X Twitter @SexyMILFSierra