Category: sissy training phone sex

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Glory-hole phone sex your first one

Jaylin

I am going to drive you crazy with my glory-hole phone sex. There are cocksuckers out in force lately. I need all the hardcore perverted freaks to call and allow me to take them down those dirty glory-hole phone sex halls to the best place ever. The stench of cum will overpower you, but your clitty will be so hard. Cocks large and small, hanging out those holes for that secret cocksucker. I’ll be right there directing all that humiliation toward those cocks. I can’t wait for you all to sneak away from those wives and brats to be my bitch and a much-needed mouthful of cock.

Glory-hole phone sex

It’s time you went into your submissive role and became my glory-hole phone sex slave. Don’t worry, I get plenty of indulgence forcing you to suck cock. So, why don’t you give up that control to this Mistress? Watch how I hold your face as that Big Black Cock slides into your mouth. Mmm…nothing tastes better, this is what drives you completely Wild! I might tease that cock for a few minutes, but a sissy slut like you don’t need to cum. You need to be fed that cum. There are various cocks just waiting for your mouth. Now, don’t you want to give me a try?

Bi-men are so sexy, it’s awesome when they get a little freaky. That’s why glory-hole phone sex is so popular. So, let’s work together to satisfy that hunger for cock. We can slide down to the local truck stop and visit the backroom. Are you ready to play? Go and get right on those knees and look right up at it. What a sexy sight. Open that mouth, and let me guide you right in. Let’s try not to drool but suck it hard. If you are lucky, I just might let you take control. Go on and drain that cock, moving right on to the next we have a quota to meet, and you are far from it. I know this is what you want, so call me now, and let me take you to your first glory hole.

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Prostate milking phone sex love that feeling

anastasia

prostate milking phone sexThere are going to be so many things that are going to go through your head with my prostate milking phone sex. You are going to love the feeling that comes from it while I shove this dildo up that sweet ass of yours. The slightest vibration and stroking of your cock will send your right over the edge. I can tell you some experience in this, which makes it feel so right. It doesn’t always have to be with a toy. I can use my finger and show you how I use it just as well as a dildo. If there is one thing for sure, this will be the best cock teasing you will ever have.

Prostate milking phone sex

First, I will edge you more than you what you deserve and then take the reins. You will see that I own you and your sweet creamy cum. I suggest that you follow my commands, I will tell you when and where you can cum my little bitch boy! If I am in a good mood, it could be quick or a very long time, my slut. I get so turned on knowing I have control of your cock, and denying you to cum runs through my mind. You know that I can refuse you or let you get a release. There isn’t a day that goes by that I don’t remind you that I am in complete control of your whole body. When I do allow you to cum that’s when I decide to milk that prostate to completion.

Even though this is very exciting, it is also very humiliating all at the same time. Having a woman stick her finger deep in that sweet tiny hole opening it up. That’s what prostate milking phone sex is all about. I will make sure it feels so good that your cock responds nicely while dripping pre-cum. With this steady pressure and stroking that cock, you will leave your creamy cum in my hands. Now, if you long for a complete orgasm session, then give me a call.

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Blackmailing phone sex excites me

Dr Dru

Look at you standing there all pathetic, dressed up as a sissy. The idea of blackmailing phone sex excites me. You don’t know I have all blackmailing phone sexthe necessary evidence to ruin your life. I’ve googled you and extracted information from all over. I see you there begging for mercy and pleading. What a pitiful little man you are. You are only embarrassing yourself as if that were even possible. Whimpering only makes it worse. I mean, look at you. There is no way you can deny you look ridiculous. Your wife will take my advice on how to handle you from now on. I warned you what was coming the last time you called, and now it is time.

I don’t care what you think, feel, or are trying to convey. My mind is made up, and you will expose your true self to the world. Blackmailing phone sex is only the start. What will your bosses and coworkers think when I email them pictures of you? You will be forced to sit at work dressing as a little whore in all those frilly clothes. Put on that frilly little pink outfit that exposes your little clitty. Allow me to humiliate you to the fullest. Sending pictures all over, even to your work.

Blackmailing phone sex

Next, for the ultimate humiliation and blackmailing phone sex, start creating your account on Twitter first. Let’s continue by posting pics of yourself and tagging me in them all. Expressing your new desires to be outed and treated like a fucking sissy slut. Then while you are sniveling and crying, I’m sitting here smiling. This is no longer a blackmail fantasy! But my for real blackmail slave. Dare to put your life into my hands I promise a call like this can change the world. Mmmm, yes, I fucking LOVE my job!

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Dress up phone sex Secrets

Meadow

Do you miss the days of playing Dress Up Phone Sex when you were younger? Those days when your Mommy laughed as you wore her dress that was way too big and those oversized heels? It was Dress up phone sexsuch a head rush so feminine. The feeling of that soft Lace right up against your skin drives you completely Wild. Those are the days that make your little clit hard. Now, that life has settled in you can’t stop thinking about those days. It’s to call and let me show you how to relive those days right Now. The only difference now is that these Dresses are going to Hug your hips and these Heels are going to fit your feet. When you walk, you are going to feel so Proud and Alive, like the Sissy you know You are.

Dress up phone sex

These feelings seem buried so deep inside your subconscious mind, all you need is for me to bring them out again. I can help you in every way from dressing in lingerie to clothes matching, and of course to perfecting your make-up. There is nothing like this dress up phone sex. While you are getting ready, I will tell you Sissy Stories and Compliment you on how you are looking. This isn’t only about putting on Sissy clothes. There is a deep feeling of feminity that comes from wearing them. Maybe you would want me to be like your Mother or perhaps the exact opposite. Either way, you will so glorify that you want to cum in those panties for me. Feeling that silky-smooth fabric up against that skin is so sexy than having the lace just accentuate your femininity. It won’t be long until you become addicted to having that silky material against your Feminine body.

Let’s indulge and explore your feelings together, shall we? Each session is becoming more exciting than the Next and helping you achieve something so secret that you share it all with me. I am Bound by Strict Confidentially I can’t tell anyone about your desires, or how you are into dressing up phone sex, so why not call me today so we can Play?

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Mistress phone sex Simone

Simone

Mistress phone sex SimoneMistress phone sex

Hello sissies, sluts, & panty lovers. Mistress phone sex

I am the ONE and ONLY Simone, but you can call Me,

I’m here to satisfy all your sissified needs. I take pleasure in humiliating you, making you dress up in cute lingerie, and watching you strut your stuff in front of all of my friends. If you allow me to take control… wait, you won’t have a choice but to let Me. One look in these eyes and I will own everything you have. You can’t help but be enticed by My smooth caramel skin, big suckable titties, nice round bubble butt, and delicious-looking pussy lips.

You will crawl when I tell you to, kiss the ground I walk on; you WILL submit to My every word. You will be my human toilet and your tongue? My very own toilet tissue. These lessons I have set up for you will teach you how to be a good little sissy boy for Me. && If you pass… I’ll let you have a taste of my sweet little pussy. I know that’s what you want, more than anything, because I’m the best mistress around. But you have to work for it like a sissy slut.

Mistress phone sex

Class is in session! So you better start taking notes.

Bad sissies who don’t listen are never worth touching or tasting my sweet nectar. Show Mistress Simone how good of a little sissy slut you can be! Come on, Boys, Call Me and Make Me Proud!

Your Mistress Simone

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Sissy faggot phone sex w Brayden

braden

Come on over, you nasty fucking sissy faggot phone sex. 0its time that you got your freak on with me. The cards are in your favor tonight sissy faggot phone sexbecause I will have you be my personal bitch boy. When you get 21, we’re going to have a little fun. I want to start the night out humiliating you and reminding you that you have nothing but a little clit. So many of you little fuckers call me wanting to cum. I laugh right in your face. Did you expect to cum? I love teasing, denying you, and hearing you beg for it. Let’s start this handoff right. Every night with me gets you 21 blackjack.

I want you to get undressed and wear a sexy outfit, panties, a bra, and stockings. Of course, you’ve been eyeing that cute pink sissy dress behind me. I know you have been fixated on that outfit. Go to the bathroom and make yourself all girly. I want to see you all dolled up like a sissy faggot phone sex. Let’s take a few self-portraits to post on the grinder. Yes, I want to get your faggot ass fucked right. I want to see those lips wrapped around a big BBC. Slide over to that big picture window in your living room or patio doors in your apt. Open them wide and yell I’m a sissy faggot and blow kisses to whoever sees you. Humiliate yourself while I sit back and laugh at you.

Sissy faggot phone sex

It turns me on so much to see that clitty so hard, and your neighbors are looking at you like some freak. You have no choice; I’m in charge here. Let’s go out and drive around, hoping we get pulled over so you can humiliate yourself even more. The look on the cop’s face will be priceless. You are such a sissy faggot phone sex. Go on and pull out that cock and stroke it while he runs your name and make sure you have a hand full of spermmies when he comes back. Suck on a finger in front of everyone, get it nice, juice, and slide it in your puckered ass hole and see what they do. I bet they think you look so gay!!!

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Sissy phone sex girl is what you so desperately need

Sapphire

sissy phone sexAre you looking for a Mistress to tease and call you a pretty little Sissy phone sex girl? I can make any masculine man fall to his knees and become a sissy girl. I have everything you secretly desire- the sexy body, tits, and long silky smooth legs. Call me what you will, but I am Exactly the woman you want to be. Do I have your Full Attention now? I will transform you into the perfect little slut that I can be whored out for cock. By the time I am through with you, all you will be able to think about is what you can do to please me. I can guarantee that we have a lot more in common than you know.

Sissy phone sex

We both want to be dressed in something sultry and sexy. I love playing with toys, and I have a box full under my bed. Do you have any toys? All Sissy phone sex girls should have at least one. I’ll let you watch me plunge my vibrator deep inside my sweet cunt. Then I will teach you how to use it yourself. Before long, you will be fucking yourself nice and hard. There’s nothing wrong with being curious, so put those fears to rest.

We need to focus on what we have in common and curious we can be. I love feeling good, and you can do what feels good and not have to answer to anyone here. Are you also into role-play phone sex? We can role-play anything that’s on your mind. I’m not shy, so don’t you be. I am here to teach you about the fine area of feminization.

Now, let’s get this started, I will teach you how to dress, just tell me what type of lingerie you like to wear. Then we move on to the perfect shade of lipstick. A man loves it when a sissy phone sex girl leaves a ring around his massive cock. You will learn to worship cock that you so desperately crave. I may start your training at my favorite glory hole.

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Sissy cuckold phone sex applications welcome

Meadow

Are you looking for a new Mistress? Then you came to the right place. I have several openings for sissy cuckold phone sex sluts. I need some hardcore serious applicants who don’t mind getting sissy cuckold phone sexdirty if you get my drift. You will be fluffing cocks left and right and being the perfect cuckold, all the while wearing only the best sissy attire. There are no limits to the place you can go here, and it all starts here with a phone call. I am always available to accept your applications and treat you like the whore you truly are. From licking the floor to a glory hole to cleaning out my incredible pussy. I understand your feelings all too well and want to fulfill your deepest desires and fantasies.

Sissy cuckold phone sex

Think of how you will feel being a first-time sissy cuckold phone sex slut. The feeling of being sensually dominated, tied up, and forced to take that first cock is always intense and the hottest. You wouldn’t believe most of my cucky’s are professional, intelligent men who long to be dominated. By no means are these men weak? They appear to be masculine in public, but deep down they are closet sissies. Over time they have become sissy sluts that are submissive and want to feel powerless under the power of a woman like me. I love to massage my slaves during the day and remind them they are weak, and that I need them to be my special fluffer. They’re only too eager to oblige. I know their little clits get so engorged when I call them. Others need to be caged to learn their place. Otherwise, they end up cheating and cumming way too much.

The whole idea of being a sissy cuckold phone sex is bigger than you know. Trust me, I know. It’s my job to torment and send my cuckys on sissy assignments, and so on. It is hot to hear them beg for more. Do you think you are ready for the next level? Can you handle the assignments that I assign to you? I guess you will have to wait and find out when you call. Please don’t get on the stern end of my mood, or you will pay the ultimate price. How can it be, I mean really? Swatting, fluffing, cuckolding, oh no, I take it a step further. Wait and see my sissy slut, what I have up my sleeve for you!

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Forced feminization phone sex w Izzy

Isabelle

What do you feel when you look down between those legs? Is it a clit or the smallest dick ever? Is that when you realize that you need to guide you through this forced forced feminization phone sexfeminization phone sex, I know what you need even before you call. The degrading words of being called a slut and forced to suck the cock of my choosing, I am going to give you the full effect. Making you shave down there even wax. So you want to be a woman; it’s time you act like one. You desire to feel wet panties between your legs; from sucking all that cock your clitty responds by cumming. You have no control over your excitement; as we move forward, you will see the changes begin. I start you on hormone pills. Your clitty will shrink, and your little boobies will grow.

We will have sleepovers, paint each other’s nails, and finish our hair together. Then I sit back, and you prance around in all my lingerie, finding yourself again. I look into your eyes, and you will see this forced feminization phone sex is right for you. I’ll guide you right into all those feminine ways. We can even take turns with the strap-on since neither has a cock. I can go slow if you need me to. Being a sissy, you need a man to take control over you. Your eyes gazed into his as you sucked that manly cock. Then feel his hardness as he takes you from behind. This can be our little secret.

Forced feminization phone sex

Once you have those heels down, we can go to town. Your sweet face made up your clitty in soft panties. Those men are going to eat you up. I love when you are my filthy dirty little lesbian that pangs of hunger for cock more than I do. Don’t you worry; I know all the hot places to hit. Where you will never be judged and fucked all night long. I know your forced feminization phone sex tendencies. It’s time to bring that sissy secret out and call me today.

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Submissive phone sex are you a shy slave?

alleykinky

Submissive phone sex are you a shy slave? There is no reason to be. You are a “Sweet Virgin” looking guy. That means I’m going to pamper and spoil you in the ways of BDSM…

submissive phone sexMy new slaves are always the best of fucks. They are so willing to please the new Mistress that they forget about the rules and just have fun. 

Let me ask you some questions. Would you like me to fill your ass?

Then come to my chamber, and let me fuck you. Let me make you cum. This is the only opportunity you might get. Are you one of those teasers? I’m going to take you under my wing and teach you everything you need to know.

Submissive phone sex

Do you want to be my pet? Let’s start by reading the by-laws of your contract.

  1. You are desperately seeking Submission.
  2. You want to reach your Full Potential in the BDSM world.
  3. I am your Mistress, here to guide you in the right direction you need to be directed. Since you’re a Virgin to this, I am going to it nice and slow for you…
  4. Crawl over here to me and present yourself as a piece of meat.
  5. Then you are to Bathe me. Remember, everything I do is to train you!
  6. Every sting and pain I inflict upon up is to get you ready for what is to come. So, when I use my whip against your ass think of it as a warming-up ceremony.
  7. You also will have to control your cum.
  8. There is a large stick with a smooth circle at the end. The volts of electricity are going to run through your cock. It won’t hurt much, I promise. You will become accustomed to the pain and want me to do this to you more. 
  9. The small welts are nothing to be disturbed about they will heal over time. But, what is important you will understand the significance of submissive phone sex! And you will appreciate this contract is for your pleasure as well as mine!