feminization phone sex

Sissy Phone Sex with Gretchen

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Are you a naughty dirty sissy? Do you love and crave sissy phone sex? Let me tell you about my latest sex experience. Last night I fucked my sissy boyfriend with a strap-on. He loves it when I humiliate and treat him like shit. Every man should be like that. Submissive. All men need to be told what to do to satisfy themselves and a woman. After smacking him and making him feel little, I made him lay down on his stomach and put his sissy fuck boy ass in the air.

Sissy Phone Sex

“Assume the position! You’ve been a bad boy!” He always wants me to treat him like my little whore. He needs to be punished. When he’s been a bad boy, I spank him and tease him until he begs me to stop. I think he likes to be bad on purpose so I can fuck him good. When I tie him up and fuck his asshole as hard as I can he moans out so loud like that sissy bitch that he is.
“Oh, fuck baby! Fuck my asshole.” “Shut the fuck up! Did I tell you; you can speak?” I take my hand and spank his ass so hard. “That is for being disobedient!”.

I wish I was able to breed his tight asshole. Being able to cum in him would be fucking amazing. I get so turned on when I fuck his tight ass. I fuck him harder and harder. I know he is about to cum so I take my hand and jerk his dick off as fast as I can while I am still fucking his ass. “Fuck! Fuck! Cum on this cock, you sissy whore!” He came so hard. Call me now so we can roleplay this sissy phone sex session together. I want to make you my cum dumpster.

Call me at 1 888 662 6482 and ask for Gretchen
Email me at Taboogretchen@gmail.com
Follow me on Twitter @taboogretchen
Follow me on Bluesky @taboogretchen.bsky.social

Feminization Phone Sex with Harlow

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Don’t get me wrong. I really love sissies who get on their knees and suck on big fat cocks before getting fucked. But what I’m really looking forward to today is feminization phone sex calls. I am totally in the mood for helping a brand new sissy get started on the journey of looking the part of being a gorgeous, feminized woman. You might not even think that you need help, but I disagree with you completely. There are so many things you aren’t even going to think of that need to be taken care of. Not to mention all of the little tips and tricks that a woman like me could share with you. You won’t always need me by your side giving you guidance about your look, but don’t you worry, then there are other things we will be able to focus on helping you out with, sissy.

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One of the most fun parts of feminization phone sex is the shopping for new clothes, lingerie, makeup, shoes, and everything feminine that you could possibly think of. You might want to buy new bedding in feminine colors and patterns. There are so many things in your life that will change when you start your sissy transformation. I really love being along for the ride with brand new sissies who are getting started. I mean, if I had to pick a favorite kind of call that I get, that would definitely be it. So do you want to get started on your sissification journey? Are you ready to accept that part of yourself? Grab your phone right now and give me a call! My name is Harlow and you can reach me at 1 888 662 6482. If you have panties already, make sure you put them on before you give me a call.

 

Sissy Training Phone Sex with Gretchen

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I love sissy hypno training. I love sissy training phone sex. Whenever I get a new pet, I use hypno to make them understand their place. Any girl can tell you that you’re a pathetic waste of space. But I will break you down into such a weak and simpering puppy that you beg me to answer your phone calls. I start with a soothing and calm voice. Make you feel safe to admit all of your filthiest sissy secrets, and then I start to use those against you. Every pathetic story you tell me, and every fagfilled fantasy will be repeated back to you. I want you to hear just how weak and pathetic you sound.

Sissy Training Phone Sex

I want you get to used. I want you to get used like the little bitch you are. I can finally have fun with you when you learn your place. When you accept that you don’t deserve respect or kindness you will do anything that I ask you to. Upon my command, you will get down on your knees and pull those sissy panties to the side. You will beg to have that sissy hole fucked and filled. Then you will thank me for even speaking to you and plead for me to take pity and fill that sissy cunt for you. You are now my peg obsessed fuck toy.

You will spread your sissy ass apart for me and show me that filthy little shit hole. I will line my 10 inch strap on with that pathetic hole. If you’re lucky I’ll be nice and spit on it first before I slide that dick in raw. While I punish that filthy fuckhole, I will make you repeat your mantra. “Please own me. I am nothing.” Over and over again until you are moaning and panting too hard to speak. I will grab the back of your neck and slam my cock into the p-spot until your worthless clitty starts splurting out your weak sissy cum. You will beg me for another round of sissy slave training. Call me so we can role-play sissy training phone sex. We need to get started right now. Dial 1 888 662 6482 and ask for Gretchen.

Sissy Phone Sex with Irelynn

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Sissy boys are so easy to take advantage of! I love it! Sissy phone sex is one of my cherished good times because there’s just nothing to it! You like being feminized, wearing girl clothes and shoes, and being treated like a bitch, and it is just so simple! I love when a bitch like you makes my task so effortless. It is an enjoyable experience for me, and I can make it enjoyable for you too. You lust for my voice instructing you what to do. You are just so submissive, I desire it! Hanging on my every word, heeding my commands, I am so superior to you! What do you have? A useless, pathetic dick? I wouldn’t even call it a dick, more like a pussy! I could probably kick you in the crotch, and it would still hurt as bad! Hahaha! That’s just me being “playful” and sadistic, you should know I have a twisted sense of humor! Well, moving on. Let me just get out this makeup and put some hot red lipstick on you to accentuate your pretty lips, since you’re the one that’s going to start putting that mouth to work! Let’s put some mascara on you too, so that when you gag you start crying and it starts to run down your eyes, that would be so hot, you have such a messy face from putting that hard work in!

Sissy Phone Sex

I enjoy my sissy boys so much, they like to come back for more and I give them that sissy boy phone sex they crave so much! So if that is what you happen to desire, then give Lady Irelynn a call. All you have to do is dial 1-888-662-6482 and request me! After you verify you are an adult, it is so simple for me to spruce up your feminity and then destroy you! Mwahahaha! So gimme a call today, cunt, you know it’s what you want!

Call 1 888 662 6482 and ask for Irelynn for sissy phone sex

Cross Dressing Phone Sex with Irelynn

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OMG!! I love that outfit on you! It really suits you… That spaghetti strap tank top really compliments those big strong muscles of yours! That little mini-skirt really emphasizes your shapely legs! Are you ready to put them to work?! Let’s go! OMFG, you are gorgeous! And to think, that I helped make you that way. You know you already really wanted to see what you looked like as a woman, right? I mean, you probably already knew that, but you wanted another person’s opinion about it! Well, you are such a rockin’ bitch and I bet you wanna try to go out on a date with one of my girlfriends. Oh, no? Oh, right… What you want is to flex those feminine skills of yours for the guys, right, right, right! Well with cross dressing phone sex with me, you will never go wrong! He he he!

Cross Dressing Phone Sex

Well, bitch, I can help get you suited up for a night out on the town and we can hit all those clubs! I love, love, love going to the club, they always have the best dick there, fo sho. Let’s see you twerk, bitch, let’s get the party started! Strap those 6-inch slingback pumps on and let’s get it, girl! You know you wanna shake that hot booty of yours for those party people! You know, it’s the best form of advertisement! Surely you float someone’s boat, and somebody is sure to notice you, honey! Then you know what… Bring that special someone home and let’s go to pound town… That could be your town, honey cakes!

Cross dressing phone sex is so much fun, I love it! Of course, you can always just be my cross dressing bitch and address me as your Lady Irelynn, I would just be over the moon! I would be so happy… So if you are ready to play dress-up with me, give me a call at 1-888-662-6482, and do not forget to ask for Irelynn! So what are you waiting for girl, come get it!

Feminization Phone Sex with Savannah

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Yes its been a month of darting between work and holiday event some you got dressed up for others had some quirky dress code. But I am guessing from the number of feminization phone sex fantasies that I have got to enjoy this last bit that a few of you didnt get to dress up the way you wanted too.

feminization phone sex

Good news you dont have to end the year on a bah humbug sort of note. Granted you might not have the time to do a full dress up sort of moment. We can, however, do a quick feminization phone sex fantasy that has you tossing some lip gloss on and have you being your super sexy self in a dirty raunchy fantasy cause I do know a few of you love slutting yourselves out.

Or it can be just a quick call to indulge in what things you have in your closet that you crave to wear. Maybe I can be that little nudge you need to help you put on some silky item under your holiday attire. Nothing like the feel of silky panty hose against your legs instead of the feel of your regular trousers. Trust me nylons always seem to give that extra little hop to my step.

Course I do love the confession phone sex calls cause who knows maybe you have been on busy beaver working on your own fun events and just love to tell someone of the fun you have been. By all means give me a call for I do love hearing what someone has been up too. Shopping or other wise.

1-888-662-6482 is the number to call and ask for Savannah.

Sissy Training Phone Sex with Georgie

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How long have you been thinking about it? How good of a sissy you could be, I mean. It’s easy to be intrigued by the idea of sissifying yourself and submitting in that way. You can hold some power from a position on your knees, after all. That’s why most girls know the power that they hold in their relationships. They’ve made their men weak beneath their mouths time and time again. But you, you want nothing more than to be the girl, to take that cock, to please your Dom. So, I’ll ask again. How long have you been thinking about seeking sissy training phone sex?

Sissy Training Phone Sex

I know you’ve scoured the internet for lingerie and toys, poured through the Cosmo magazines that the women in your life have discarded. Anything to get just another hint of what it’s like to be a good girl. Anything that may help you learn how to please a partner without you having to pretend to be macho or whatever. You don’t have an Alpha bone in your body, so how could you possibly succeed in the bedroom, let alone in life? Embracing your inner sissy seems like such a good option, doesn’t it?

The thing about sissy training phone sex is that it’s really not that hard once your surrender yourself to becoming a good sissy. Follow directions. Bask in being called a good girl, good sissy, good slut. There’s a lot of pleasure to be found in learning to serve and being served in return. You’ve wanted to find out what it’s like to be a girl just like me for a long time, haven’t you? Here’s your chance.

Now be a good sissy and find a pretty pair of panties for your sissy training phone sex call. If you don’t have any, don’t be ashamed to “borrow” them. Put on some lip gloss for extra credit! Call 1-888-662-6482 and ask for Georgie!

Sissy Boy Phone Sex with Delilah

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When it comes to those lovely opportunities when I get to put a supposed man in his place, I just can’t get enough. The fact of the matter is unless you’re masculine and well-endowed enough for me to use for a good, hard fuck, the only other purpose you could possibly serve would be for me to humiliate you. Either way, there’s very little chance you’ll earn my respect (very few men can), but if you want my appreciation and you know you’re a beta bitch, then you need to consider giving in to the urge you’ve got for sissy boy phone sex.

Sissy Boy Phone Sex

I bet you’ve played with some woman’s panties at some point in your pathetic life. I bet you even tried to convince yourself as you fondled that delicate lace that it was all about the woman that wore them. Meanwhile, deep down inside you were only envious of that woman for her ability to wear such pretty things every day. It had nothing to do with her pussy. Own up to it, already. We both know you’re a sissy boy, and whether you’re new at it or not, the only reason you want to talk to a woman is so you can be a better sissy. You know that sissy boy phone sex is perfect because I never have to look you in the face, even while we talk about that face getting its pretty makeup smeared by a big cock. Real or rubber – it doesn’t make a difference to me. I just know that lipstick of yours needs smearing, sissy boy.

Accept it. You’re a sissy boy. I know you’ve got sissy boy fantasies too, which is why you need to call a bitch like me for sissy boy phone sex. You know I won’t hold back. I won’t be pretty. That’s your job, sissy bitch. 1 888 662 6482 is the number to call and Delilah is the name to ask for. Just make sure your nail polish is dry before you dial.

Sissy Phone Sex with August

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Sissies are some of my favorites. You’re all so fun, and I love creating your sissy phone sex outfits and giving you your sissy names. I love having my sissy boys dress up for me so that I can take advantage of them in the best ways possible. Why does this entertain me? Because I have a big, black 12-inch strap on ready for you, to teach you what it means to be a sissy slut.

Sissy Phone Sex

You got all dressed up for me – red and black lingerie, panties, thigh-high stockings and so much more. You even did your hair and your make-up. What a good little sissy you are. Are you going to put on a little dance show for me? Strip a little so your little clitty is exposed, along with that tight little ass hole that I can’t wait to fuck.

Good girl! Now, lay on your back and rub that little sissy clit for me. I love a good slut – it’s so much more fun when you listen. But I’ve got more in store for you. Climbing up near your head, I tell you to suck on this BBC for me; lube it up before I fuck you. A good girl has to put in some work before she gets a reward.

Slowly, I make my way back down and slide into your tight little ass – you moan and I am already satisfied. You’re going to be fun to play with. Rub your clitty – that’s right. Good. I start going faster and harder, which makes you moan out my name….”Ohhhhhhh August!” Once again, I’m satisfied.

Going harder and faster, I see that you’re close to cumming. But you know better, don’t you? Miss August is supposed to give you permission first. You can cum – but cum in your hand. I have plans for you. The second I give you permission, you explode and like the good little sissy you are, you make sure to collect most of it into your palm.

I pull out and tell you to get on your knees. Rub that cum all over this big cock. Now suck it off. Taste your juices, and where I have just been. Good girl. This is how you should act for your mistress.

Until next time. Call me at 1 888 662 6482 and ask for August for sissy phone sex.

Panty Boy Phone Sex with Caroline

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I just love panty boy phone sex, especially now that I’ve become a Mistress. It’s just so much fun to pick out panties for a little femme boi who has finally accepted his place in life – in line at the lingerie store! I love hearing about the choices you little betas make when you start wearing panties. Some of you have limited yourselves to whatever your wives or girlfriends have in their panty drawers, but then there are the adventurous girly bois who start shopping for themselves. The really brave betas go right on into a lingerie shop, but thanks to the wonderful World Wide Web, panty bois of all levels of experience and courage can have all their panty needs to be fulfilled by delivery. And there are so many colors and fabrics to choose from when you’ve got the global market at your fingertips – you can even have them made to order!

Panty Boy Phone Sex

So tell me, panty boy – how many pairs of panties do you own? How did you get started wearing panties? How often do you wear them? Are you brave enough to wear them out of the house? How about to work? I’m dying to hear all about it. That’s what’s so lovely about panty boy phone sex – you can tell me all the naughty details you’ve been unable to tell anyone in your life, and you already know I’m going to enjoy the conversation. You can’t say that about your wife. No way, sweetie, so panty boy phone sex may be your only safe outlet.

Go to that panty drawer, yours or your lady’s, and open it. Rifle through it and find the prettiest pair of panties that you can find. Put them on, then dial 1 888 662 6482 and ask for Caroline for a good time with panty boy phone sex!

Feminization Phone Sex with Queen Naomi

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Aren’t you tired of pretending to be the man that you’re not? I’m so sick of the obvious bitches out there that try to hide their small penis bitch boi energy – it’s sad and pathetic, and it’s time that you bitches get over trying to pretend to be something you aren’t. It’s time to bitch up and call Me for feminization phone sex so we can get it over with and make you the sissy slut you long to be.

Feminization Phone Sex

You liked reading that, didn’t you, baby? “Make you the sissy slut you long to be.” Did you feel it in your little clit? Drip..drip…lick it, bitch! Yeah, that’s right, slut. I can read you. It’s time to add to that panty collection you’ve got hidden away from your lady, probably half of which you fucking stole from her. It’s time to own your new sissy identity, and it starts with feminization phone sex with your Queen. You need to know how to do all the ladylike things that get you excited and pretty, all just so you can go out and get treated like anything but a lady. From shaving to makeup to clothing, Queen Naomi will help guide your sorry ass into becoming a fuckable feast for a real man, and then I’ll teach you how to please him so he keeps cumming back to fill your sweet fuck holes. When we’re finished with our feminization phone sex, your lady will be envious of how much more cock you can get than she can!

Gather up all the lacy things you’ve got, honey…grab your makeup kit, and call Me. If you don’t already have a makeup kit, then you REALLY need Me, your Queen Naomi, for feminization phone sex. The number is 1 888 662 6482!

Small Penis Humiliation Phone Sex with Annaliese

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I just love small penis humiliation phone sex when it comes to submissives who are in denial. He came to me for help because he’d been trying very hard to find someone who would suck his dick. I really didn’t need to ask many questions at all. But for humor’s sake and the fact that I love laughing and hearing pathetic guys confess that their useless pricks aren’t large enough to even get a good hold of. He told me that his dick was only two inches when hard. I told him that he takes first place for having the smallest wee winkie I’ve ever talked to! I said, “you are in total denial if you think that thing is a dick!” You should have heard all of the other words I used for it. A few are chicklet prick, hot tamale candies, and a clit! I won’t give too many away because I don’t want you guys getting too excited. I could tell he was getting off on all the humiliation I gave him.

Small Penis Humiliation Phone Sex

After about 8 minutes of talking to him, he confessed that not only does he have a useless nub, but has also been to adult book stores, glory hole clubs, and I’m sure other places as well to suck dick! I told him that with a clit that tiny, he needs to be in panties. Hell, not only does he need that but to just be a downright small penis humiliation phone sex sissy bitch ready to serve as an obedient slut! He told me that every time he drops his pants and people see it, they refuse to suck him. I’m surprised they don’t need a spotlight and magnifying glass. As I laughed at him I said “you can’t even get yourself some honey to put on your fingers to help you because there’s nothing to grab!” I can’t help but shake my head now thinking that he is in that much denial thinking that the worthless inchworm between his legs isn’t even longer than his pinkie finger.

In the end, with my sensual persuasion was able to convince him that he needs to transition himself into a sissy. Instead of seeking others to suck his tic tac prick, he needs to go shopping at the mall, or hell target, Walmart, or any place he can afford to buy panties, a bra, a super short skirt, and a skimpy top so he can transition. That way if he looks and dresses the part that he may luck out when he’s on his back like a girl and some dominant man will lick him like he’s got a pussy and a clitty. He would do it for this mistress because he knows how much I love small penis humiliation phone sex. I also love the fact of having him dressed up like a slutty sissy so he can submit to me and experience what it’s like to have a woman who knows how to take control. His voice and words told me just how accepting he was after our time together.

Call me at 1 888 662 6482 ask for Annaliese

Skype & Google Hangouts Messenger: SinfulAnnaliese

Email: SinfulAnnaliese@gmail.com

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