Sissy Confessions phone sex with Mistress Jaylin

September 3, 2023 Jaylin

Sissy Confessions phone sex with Mistress Jaylin for all you Sissy Boys!! Do you have secrets that no one knows? Women’s clothing, such as panties and shoes, may turn you on. If you do, then you Must call me. I understand that Sissy Boys have the best secrets they often don’t share with the World. As a Sissy Trainer, I must know all about your Secret Desires and Secret Fantasies as a Sissy Boy.

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So, you want to become a good Sissy Boy? It would be best if you started with the right Attitude and Outfit. Come to me and get ready to be Trained. A good Sissy Boy obeys his Mistress at all times. If I want you to wear a specific skirt and silk stockings, you will say, “Yes, Mistress.” And if I want you to get used to wearing high-heeled shoes and walk around in them, you must reply, “Yes, Mistress.” Commanding you to Suck Cock? Then say yes and do it!! Nothing else will do in your journey to becoming a True Sissy Boy.

Cum on, Sissy Boy. Cum and make this Mistress happy by lickin’ and playing with her pussy. If you’re a good boy, I may even let you have some fun yourself. And I know you love getting Fucked in the ass with a Huge strap-on. And if you are good with that tongue of yours, then I may start playing with your pink, puckered-up asshole.

Get on your knees and bend over that bed. Show me that pretty hole that you are dying to have fucked. I may start slowly, depending on how good of a Sissy Boy you are. I will train you, and you can take all this strap-on. You will enjoy every moment of this Huge Rubber Dick entering you. So, Give me a call with your Sissy Confessions phone sex today to get started with your training!!

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Forced Feminization phone sex ugly boy wanting to be a pretty girlie??

August 13, 2023 Haven

Are you an Ugly Boy needing Forced Feminization phone sex to make you into a pretty girlie?? Then you have to look No further, I am here to Transform you from Beast to Fluffer phone sex. You wear girlie clothes and will look so Fuckable when I’m done with you. Long-flowing hair and a Fuckable Pussy will make you so Desirable. Care to wrap your lips around something Thick and Juicy?? Oh, I know you do!! Don’t worry, I won’t tell you it will be our little secret that you’re a Closet Fluffer. We can blame it on me for making you into a Forced Feminization phone sex.

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Are you going to help me with the dinner guest, or shall we all go out?? If we stay in, I got some calls to make to show you what kind of Sissy Bitch you are. Doesn’t it make you Wet for me to dress, doesn’t it?? I’ll make those lips as Red as can be and make them Gullible for Cock. Taking all those Cocks licking and sucking all my Juices right off them. Did you not think I was going to Fuck them First?? When I am in Action with them, you can be right there to keep them Hard and Fluffed!! Slide those Panties on, otherwise, you are going to Miss all the Action.

Now, I shouldn’t keep you from your Girlie Duties!! I mean, there is a lot of preparation to be done before dinner tonight. Think of how hard you are going to get Sucking each Cock as they arrive, making sure they’re Suitable for Me. I want you to start right from that Base on Up, Swirling your tongue right around. Make sure they all have a drink. It’s easier to Pull away and Move on to the Next if they have a drink in their hands. Their Cocks are all Nice and Hard for Me!!

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Femdom phone sex Mistress

August 5, 2023 Ireland

Femdom phone sex Mistress, is looking to unlock the feminine side that you keep buried deep inside. Come on into my chambers, and let’s begin. Upon entering there will be a lacy pair of red panties and a bra want you to put on. Before we begin I need to tie your balls and cock up, that way it won’t be in the way. Then over on the table in the corner is some make-up, I put on eye shadow, liner, and bright red lipstick on that little face of yours.

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Got to get you to feel the feminine side in you and get in the mood for some cock. Want you to look good for mainly my man Jax. He likes newcomers, it’s a thrill for him as well as a pleasure. I guide you by a leash to teach you how to walk like a lady in heels. Want to feel like that is worth any cock that comes your way. Making all the guys in town line up for miles wanting a piece of that sweet ass.

Now, I want to see how you suck cock, so I push you down to your knees like a good little bitch. And shove my lovely cock into that sweet lovely mouth and straight down your throat. I want to see if you have it in you to suck a mean cock. Trust me, Jax is waiting patiently for me to get you completely in touch with the feminine side in you. Femdom phone sex Mistress is liking what she sees, so I refresh your red lipstick for Jax.

He comes in and takes one look at you, slaps you across the face and grabs the leash pulls on it hard, and makes you suck his cock. I send a charge of electricity to your balls while Jax rams his hard cock in that sweet ass of yours. Deep and hard making that virgin ass bleed. You start getting into it just when Jax is ready to explode all into that sweet ass. Femdom phone sex Mistress needs more guys that want to get in touch with the feminine side deep within. Give me a call, I will be waiting to hear from you!!

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Femdom phone sex spanking session

May 17, 2023 Meadow

This isn’t your typical playroom you will sit right down and let me show you what Femdom phone sex spanking is all about. Now, I know you’re a Naughty boy who has to report to a stern, very stern Mistress. I am old fashion when it comes to Discipline. As I bend you over my knee and spank you with my unique paddle that says, “Bad Boy”. Oh, I love to imprint that all over your sweet ass. By the time I am done, your backside and balls will be blistered, and I don’t take kindly to misbehaving slaves. It’s time that you learned what being kind is all about.

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I will control that cock with my femdom phone sex spanking. The harder you at that secretary, the harder I spank. So, many of you don’t have someone in your life to take you in and deliver a vibration of a suitable punishment. With each whack, you know I am in more control than you know. You need someone to teach you a lesson and to feel the embarrassment of having to take your clothes off in front of an audience. Trust me, it will be humiliating; I will make sure that you feel the consequences of your naughty behavior.

What constitutes bad behavior? Well, I am not going to give it all away here. Once you know, I am going to make sure you Never forget. I might use a hairbrush, belt, wooden spoon, strap, slipper, or whatever I have handy at the moment.

I am positive you will learn right from wrong. When you get home, sit down and confess your misbehavior to me! At that mark, I will decide your punishment and decide which implement to use. Your cock will rock hard. I will give you several strokes before I paddle your ass. Without notice to you, I may spank you in different positions. It’s my time to do whatever I see fit to do. One thing is for sure though, is that your pants and underwear, Will be pulled down!! You will feel the flush thorough on that bare ass. So, call me now and book your session Now!!

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Panty-boy phone sex caught again!!!

April 12, 2023 Isabelle

Someone has been rifling through my panty drawer! I know you have a history of being panty-boy phone sex! When we started talking, I dug deep to uncover your infatuation with panties. While you didn’t admit it right away, I knew you were a little more than curious. Please, do you think you could hide that addiction from me? Wearing panties is so erotic, feeling that soft fabric against your clitty. That’s when I permitted you to wear my panties. You go through phases when you want to be masculine; for others, you want to feel feminized. There is no rime or reason for it. You have this addiction, and it must be satisfied.

Think of all the times we modeled all over and pranced around the room wearing my thongs. Other times you wanted to feel like a sissy and wore some panties with a full back. I loved how we connected and did what we wanted. It was so sensual, fun, and erotic. I think it’s time we got back to basics with panty-boy phone sex. Let’s bring out those naughty feelings and roleplay again. It’s so exciting to have a woman encourage and accept. The idea of having you crave and feeling those panties all day long underneath that masculine clothes. There will come a time when you will need more than wearing panties.

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I can’t wait to be there when you approach that time of your panty-boy phone sex. We will explore more sides of you that you have never done before together. Let’s up the game and feel naughty and do something a little risky. Before it’s all said and done, you will know about exploring that sissy side you crave. I want to see the look of lust when you see my strap-on. Wearing panties can make you feel completely slutty and will make that ass twitch, give in to your softer side and call me now for sissy panty boy phone sex.

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Dress up phone sex Secrets

April 11, 2023 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 such 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.

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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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Sissy slut phone sex in the making

September 21, 2022 Ireland

See, you have stumbled onto my sissy slut phone sex blog. I’m Ireland, a sissy mistress looking for someone to feminize. What about you?? Are you ready to bring out the true you?? I know that you have been keeping it a secret for years now. It has to be hard keeping that all to yourself. Let me help you out. I love turning sissies like you into little sluts. I’m going to make you up from head to toe. No one will recognize you when I am through with you, not even yourself. all you will see looking back at you in the mirror is the sexy slut I turned you into.

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You will be in sexy panties and a matching bra from La Pearla. Don’t know what that is then look it up. Next comes the tight-skinned dress that goes on with 8-inch stilettos. They will for sure show off those sexy legs of yours. I know you are feeling more like a woman now. Now, you just need some long beautiful hair. We’ll use hair extensions to give you some extra length and volume. So, what do you think now?? Are you ready to mingle among some rich men?? They will be all over you for sure.

Remember what I have taught you about seduction. You’ll be amazed at how many men can be so easily seduced. Show off those sexy, shapely legs in that tight dress and see how many men send you over some drinks. They will be all over you. I know being a sissy slut phone sex is in your dreams. Now, I have given you the skills you need to be a dirty little slut for any man. So, let’s find you a hot stud with a package and take him back to your place for a good time. Show him what a couple of dirty whores can do for him.

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Bewitched phone sex come be under my spell sissy bitch

June 1, 2022 Ireland

Bewitched phone sex will have you under my spell, you will submit to me and do whatever I tell you to do. I will make you into my little sissy and dress you in a black dress with red high heels and red lipstick to get you ready to suck cock. You will not cum until I say so, I strap on a ball and cock holder onto your cock and balls. As Samson enters the room for some fun as well. He shoves his cock into your mouth and shoves that massive cock of his deeper into the back of your throat. Making you choke on it, till your face turns purple and he pulls out.

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Smacks you across the face like the little sissy slut that you are. This bitch is still in control. Take a pipe and shove it into the head of your massive cock making it thicker. You let out a scream knowing there is nothing you can do to stop it.

Because you are under my spell still.I place a ball gag onto your mouth and ram my fist real hard into your sweet ass. Spreading your sweet ass open wider for Samson to fuck. Samson is preparing himself to tear into that sweet ass one more time. He sits in the corner watching me with you. Stroking his cock as he sees me ramming my fist into your tight ass, again and again, he is loving every minute of it. He especially loves the look on your face as I do this. I then take your cock and balls squeezing them real tight till you can’t take it anymore.

Samson pulls me back and starts fucking your sweet tight ass. While your sweet ass is getting fucked, you let out a moan with pleasure. Loving that cock in your ass like a little sissy bitch that you are. Fucking you harder as you reach around to play with my clit. Making me moan with pleasure, telling you to fuck Samson harder and deeper. You moan even loader as he continues to please your sweet ass.

Bewitched phone sex isn’t for everyone, if you are into being controlled and a sissy give me a call.

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Feminization phone sex time to wow them

October 31, 2019 sissybetsy

Its all about this Halloween today! This is where you can be yourself dress up like a little sissy bitch and be as feminization phone sex as you can be. Now as everyone knows I have the best party around and its time to dress your best. There are going to be full of horny boys that are looking to fuck a good little sissy slut phone sex like you. I’ve had a few sissies get the word out. To all the men that are ready to fuck a sweet little cunt. This is the place where you can expose your sissy identity. Some things for you to bring! Always bring a treat for the host and some lube for the party.

I mean really can you imagine It a party just for you and have your body exposed to all the right people. There will be holes for cocksucking. Dark, seedy corners for taking it in your little pussy. Then a special room to let it all hang out. This is the talk of the year and special VIPs. I see you dressed to the 9’s brim of your hat speaks volumes with all your sexy clothes strutting your best look. How many men do you think will hit on you while you’re a sissy slut phone sex? I wonder how many cocks can you take? These horny fucks won’t be able to resist your feminization phone sex charm. When you get close enough, you can see the twinkle in their eyes.

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There is a dress code for tonight’s black fishnets and short skirts. Blouses that expose your sexy chest line and of course lipstick that makes men weak at the knees. Don’t deny yourself the party of a lifetime and chances to get fucked. It’s time to rock a little and have fun all at the same time so bring it on over and win the ultimate party queen.

Ps if you are dressed up send me a pic and tomorrow, I will choose a winner that receives a free 10 min call with me.

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Erotic cock control phone sex one day at a time

October 25, 2019 sissybetsy

Being a mistress has its benefit exclusively when it comes to erotic cock control phone sex. It is so amorous to have a beau on his knees anxious for you to dominate and his discipline him. The things I do is like a sufficient mental control I take away your desire and your strength to do the plain things. inquisitive for admission is just a little chunk of it all. Your intention to feel the need to beg for more. First, you will have to ask to tinkle, take a drink even to have sex with your wife. You can accomplish anything without me. Think you will get hard without me knowing to suppose again I own every part of you!! especially when I have fun with a sissy mistress phone sex.

There will be times that I am too unavailable for you. It’s your restraint to wait until I am free to permit you. It could be hours or minutes the choice isn’t yours that belongs to me. Don’t consider to me ask a few of my obedient submissive slaves. They will tell you where they stand. Nothing will be done without my approval, and I do mean nothing. With obedience comes training. I will demand tedious tasks that will be done. It could be my shopping that you will pay for in full or my dry cleaning. No matter what be ready to shell out every dime that it is.

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Disobedience has no place here and acting out will have grave consequences. CBT, ruined orgasms, tease, and denial is just some of the few things I can do. I feel that if I deny you the ability to cum slaves tend to be more cooperative in completing my tasks. Erotic cock control phone sex is a way of life it’s turning over your life to someone that is superior to men.

Nothing makes you feel complete than having a mistress. I start abusing your cock without you even noticing I am doing it. You will be in a hypnotic trance using unique skills to get my point across. My sissy training phone sex is the best to call me and see and surrender your cock to me!!