sissy training - Fetish Phone Sex : Anything Goes Phone Sex

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 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!

Sissy Training Phone Sex with Abby

Have you been on the lookout for the perfect woman to guide you through the sissy training phone sex process? My name is Abby and I’ve been training sissies for a while now. My very first phone sex call was from a sissy, and it quickly became my favorite kind of call. The first thing I need to know when you call me is how far into your sissy training journey you are. Have you only gone as far as thinking about slipping into a pair of panties while you’re touching your clitty? Or did you go out and buy a pair already? I want to hear every single detail, so I’ll know where I need to start with you. And don’t worry – I’m not going to be mad at you if you haven’t bought a pair of panties yet. I will be if I tell you to and you don’t have a pair the next time you call me, though.

You have to be willing to submit to everything I tell you to do when you call me for sissy training phone sex. You might think you know best, but you don’t. I’m the one with several years of experience when it comes to training wannabe sissies. You have to put your trust in me, and I will help transform you into a slutty, sexy sissy unlike anything you’d ever imagined you could be. You’ll be the talk of the town. And beware – all the men in town are going to want to fuck you when they see you. Doesn’t that sound just divine? I’m here, ready and waiting to feminize you from head to toe. Are you ready to start your journey? Just grab the phone and give me a call right now. Dial 1 888 8 FREAKY and ask to talk to Abby.

Sissy Phone Sex with Vivian

You know when you’re all alone that you like to dress up and look sexy. Sissy phone sex is a great way to make you that sexy slut I want you to be. Creating a trashy, cheap and slutty cum whore out of you is my only mission. This hot woman loves to have me a little sissy bitch to play with. It’s almost like a pet project to make you into the biggest sissy slut I can. Dress you up really skimpy and make you look like a cheap whore. Prance you around like my pet, having you flirt like the cum slut you know you are. You will be passed around by all my big brut men to be played with like a human fuck toy during our sissy phone sex call. Any tiny little sliver of Manley hood will be gone, and you will become a complete sissy for me. I want it all!!

That means you will be doing everything from getting on your knees and sucking cocks to bending over to be fucked like a tramp! I need my fun too, as I make you bow down to my big black strap on and teach you how to make love to it with your hot mouth. Sissy phone sex will be you taking load after load of hot sticky cum wherever I want. You will become my cum coated sissy slut I need you to be for my desires. When I’m showing off my creation of you as my cheap whore, sissy slut to all the guys for everyone to use for a cum bucket. The guys I pick out to fuck me, I expect you to get down quick and get them rock hard and ready to fuck me! Be my sissy slut and call me at 1-888-8-FREAKY. Ask for Vivian.

Sissy Phone Sex with Abby

Hello to all the panty boys and sissy phone sex sluts out there. I’m Princess Abby, but you can call me Mistress, Goddess, Queen, or anything that shows that you know I’m superior to you. I want to take you all the way down from panty loving sissy to cum drenched sissy whore. I’ll have you practice on my big strap on to begin with. Then when I think you’re at least a decent cocksucker I’ll get your training moving along to where you are sucking off my boyfriend. My pussy gets all wet when I turn a sissy boy into a dick sucking fag. Is your sissy clitty stiff thinking about getting a mouthful of my boyfriend’s nut sack and his thick shaft? I hope so, but if not you will do it anyway. You totally give up your freedom when you submit to me, I don’t take no for an answer.

Once my boyfriend tells me that you’re ready I will start pimping your sissy ass out. How I dress you will depend on what your clients want. If they want a boy that looks like a boy, you’ll be unfeminized whore for the date. If they want a dolled up fuck toy I will give you a full makeover. If they don’t care what you’re dressed up in as long as you eat their nut (which will probably be most of these guys), I will dress you up however my mood strikes me. You working your ass as my sissy hooker isn’t enough though. I will still use you anyway I like as a sissy maid, ass worshiper, cuck toy or in any way that I want. Just get on the phone and give me a call now. You can reach me at 1 888 8 FREAKY. Make sure you ask for Princess Abby for sissy phone sex.

Feminization Phone Sex with Abby

It’s a New Year and it’s time for a new you! Feminization phone sex is great for that kind of transformation. Admit it – you’ve been secretly wearing panties in the privacy of your own home. That’s been enough so far, but it’s getting to the point that you need more, isn’t it? Just a pair of panties isn’t doing it for you anymore. You need to be feminized fully so that you can become the person you were always meant to be. I have found that a lot of men who want to become sissies just don’t know where to even start, so they settle for panties and sometimes lipstick. I’m more than willing to help you out with every single thing sissy related. Once I’m done with you, you’re going to be the talk of the town. You’ll walk down the street and everyone will think you’re a slut.

When I feminize men, I always go for the sexy and slutty look. After all, most sissies do want to become cock sucking sluts. I can help with that, too. I will teach you step by step how to suck cock and please a man beyond their wildest dreams. And of course, if you haven’t already been fucking your pussy with fingers or a dildo, we’re going to have to start that. You don’t want to be fucked for the first time when you’ve never had anything inside you. Well, actually, maybe you like pain and you do want that. I’ll help you figure out your sissy journey and you will be the woman you’ve always known you were meant to be. Are you ready for it? Get on the phone and give me a call for feminization phone sex. Just dial 1 888 8 FREAKY now and ask to talk to Abby.

Sissy Training Phone Sex with Parker

Welcome, sissy training phone sex slut. I’m Mistress Parker, your emasculatress, humiliatress, and all-around pussy-whipping genuine girl who will lead you through a world of sissy subservient behavior. I’ve been studying you for a long time, sissy, and your girlie brain combines feminine pink cloud dream clothing with fetish-inspired stroking… You’re adorable. Just gaze into the mirror. It is what you do best. Aren’t you hard and sexy in those pink nylon full-cut panties? But you cannot play with that till I say so. Not until I’ve won you over at MY charming sissy training. If you want to be the ultimate pantywaist, you’ll have to follow my guidelines. You are MY doll to dress up, makeup, and play with, and your tongue should be prepared for sissy-style slavery. If not, it’s a tie-up and spank-sissy time.

Let us start with the basics. Your body will be shaved with pink gel and a pink razor, followed by a flowery douche and, of course, a relaxing lavender bubble bath. While you are relaxing with your rose masque, I will burn all your “man” clothes. After your bath, I will completely check you and carefully observe you as you apply your daily “Lady Parker’s Magic Feminizing Cream” all over your smooth body (with a focus on that sissy stick and those disappearing little marbles). Then there’s the wardrobe: depending on whether I’ve chosen you’ll be a maid in crinoline, satin, lace, and fishnets, or a harlot in fuck me pumps, a little skirt, DD breast forms, and a cocksucker, “I’ll make you money, Mistress,” attitude. Maybe I’ll plan a sissy afternoon in the mall. I can’t wait to hear the sound of women pointing at you, laughing, and saying, “Look at that sissy in pink carrying all of those packages for that girl!”

Yes, I’ll have a great time reinventing you with sissy training phone sex, but remember this, darling: you will never be as good or as lovely as ME. I am a superior, genetic female, and you are just a sissy. You will never be “man” enough to satisfy me, so accept your place in my universe: on the floor, at the foot of the bed, while Mistress entertains a “real” man. Awwww, don’t cry, little sissy. If you’re good, you can lick up the cream pie. Also, make sure you’re en femme when you call for sissy training phone sex at 1 888 8 FREAKY and ask for Parker.