Encouraged Crossdressing phone sex

January 24, 2024 sissybetsy

If you are here, it’s not by chance you are interested in some Encouraged Crossdressing phone sex. My services for feminization are highly in demand. I will work on transforming you into a masculine sissy. You will have all the best qualities that any sissy crave. Performing this over the phone is easier than you think. My words are like music; we can do this without supplies. I get right into your mind, giving you those special words. Our minds can go insane, can’t they? There are all sorts of things we can discuss. Like, what kind of femme do you want to be? Yes, there are many different kinds. You can be a traditional sissy or slutty sissy that loves bbc cock. Perhaps you don’t want another cock at all. You want to be a sissy that is into frills.

The last one is a sissy maid where you wait on me. That’s my favorite, where you clean my house and do all my errands dressed like a sissy maid. Once I have that idea, we can work together to mold you into your best feminine self. There is no wrong answer here for Encouraged Crossdressing phone sex.. its what you desire and what turns you on. I am always ready to seduce my submissive sissy. I can take the male you once were and revolutionize the female you see in your mind. The mirror you look into often lies. Mirror Mirror on the wall: Who’s the most feminine? Let’s make you into that sissy as we talk on the phone with each other.

Encouraged Crossdressing phone sex

After we get you made up, your hair perfect, nails polished pink, you go for an outing to show the world the new you. Off to buy panties at the counter and maybe even a training bra. You have to have all the correct necessities. In our phone play, we can do literally and figuratively anything to make you feel comfortable in the new you!!! Think of the fun we can have! If you are ready to embark on this Encouraged Crossdressing phone sex, then give me a call. If I’m not on, send me a chat message, and I’ll let you know when I am available.

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Slave Trainging Phone sex are you worthy?

January 15, 2024January 15, 2024 Ella

Are you curious about how this all works with slave training phone sex? Well, relax, and let’s lose yourself in this whole experience. Teach my submissive slaves lessons you won’t soon forget. You won’t be sorry! It’s all about being submissive in a lifestyle that is life-changing. I get off breaking in new submissive sluts. . Each is unique in their interests and limits, even if they are similar. Each minute that goes by, you become more consumed by me. We start on the phone, working into live sessions where I can see that you are following my directions. The first part is how to address me properly. With that being said, I knew you needed a nice hard lesson.

Start on what is acceptable and not acceptable to continue in my service. I don’t take kindly to those who forget their lessons. By the time we fully begin, I know you will be into this submissive slave training phone sex. I decided that was exactly what you need to shape up quickly. Let’s start by pushing your limits. I bound your wrists to your thighs, blindfolded you, and left you alone, kneeling naked in my dark cavern, no escape ready to surrender. All the while, I called several other mistresses in the area to stop by to visit for what promised to be a serious display of total humiliation.

Slave Trainging Phone sex

I know that sounds devilishly exciting. My new pet had several tricks that you could perform to show off during this spectacle. Don’t worry; I do have Skype for all those personal sessions you so need for this slave training phone sex. I can’t wait to spank that little ass. I’ll do 888everything I can to make you quiver and shake with full excitement. This is part of your obedient slave training for me to transform you into my little bitch. Now grab that blindfold and bondage gear and call me now. Please don’t disappoint me.

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Cock control phone sex I will control your life

December 28, 2023December 28, 2023 sissybetsy

Hello enslaved fucks, head bitch Betsy is here for one of my erotic stories of cock control phone sex. Now there is always something erotic about controlling a man’s cock. Maybe it’s how I hold it or have him do the most seductive things. There is one thing for sure I will keep you on the edge of your seat waiting for my following instructions. Now it can be as insufficient as locking up that little dick or as important as making that pathetic dick ache. Nothing satisfies me more than hearing men like you beg and plead for me to stop as I make you suffer so hard. There are so many ways I can do that, one being putting icy hot on that worthless dick. Just ask my slut footstool, as he just had an intense session.

The fun doesn’t stop there. I love having a man inflict extreme pain on that nut sack. Anything that can make you suffer, I love to do. There is something erotic about having a man drip hot wax on his nuts and then pull it off, removing all those hairs by hand. We all know that little dicks are useless to me anyway, so it does not affect me when they are in pain. When you call me, you will never know what kind of mood I am in and what to expect next. This cock control phone sex can inflict some of the most extreme CBT around.

No one will ever see the bruises I leave on your balls. I want to take a needle and sink it into your nut sack and drain your balls that way. It will be a slow, agonizing pain that you fully deserve. I want to give you the worst case of blue balls and the suffering to go with it. Don’t you worry; I will shatter that male ego you have and bring you down lower than the dirt. The best way to break a man’s will is never to allow him to cum again.

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My cock control phone sex will change your life and make you appreciate every single orgasm. You will see the only way of getting pleasure in your life is by worshipping me as I degrade you. The only thing that means anything to me is your suffering. I want to make you the bitch you really are and transform you into a bumbling slut. Now I suggest you grab that phone and DO NOT keep me waiting.

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Blackmail phone sex you sure that Secret is Safe??

December 12, 2023 story

It’s time for you to sit back and enjoy some Good Old Fashion Blackmail phone sex. I’m the most Hardcore Bitch around that you could ever Imagine!! So, when you call Me, don’t forget to call Me by Name and Bow down to Me just like my Bitch Jim. Yes, he is my latest Blackmail Victim, and see, he is a Closet Faggot. he accidentally sent me the wrong pictures during a discussion, and WOW!! Now, he truly is a little Dick Faggot, and he has let it all Hang Out, even in his pink panties and nipple clamps. Looking at Him, I knew I hit the Jackpot and decided he was my Meal ticket. When he realized he made a Mistake, he Begged and Pleaded with Me not to use the Pictures.

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I am Sorry when you call a Mistress such as Myself. Trust Me, I’m going to use it All!! I plastered those pics with his Name all over the Internet. I may or may not Disclosed his phone number, so when you Fantasize about being gang-banged by BBC. Just know it’s my job to Blackmail phone sex with Him and make his Sick Little Fantasies come to Life. I have to tell you, though, Jim, I don’t believe it’s my Fault you called a Sadistic and Cruel Dom like Myself!! Now, you know I have to Praise Myself for all I do. I sure hope he sends me more Humiliating pictures soon. I’m getting wet just thinking about sending them out and letting Everyone know what king of Faggot he is. I bet his little Dick is Rock Hard, knowing that I’m Blackmailing him.

I know you Secretly know it’s a Bad Idea to want Me to Expose those Extremely Humiliating pictures. But that doesn’t stop you. Seriously, it’s an Extreme Rush knowing how I am, you realize I don’t give a Fuck about your Feelings. I am going to do what I want no matter what and no matter the cost. Not one Little Bitch especially one like You, is going to tell Me otherwise. I care only about Blackmail phone sex with You out of that Life Savings and maybe your Kids’ College Fund, all to keep this little Fantasy Alive!!

You may have a Secret like Jim here and are Dying to let it out and tell someone. And You may send Me the wrong pictures, too. Call me and let’s see how it goes, shall we??

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Sissy Slut phone sex you misunderstood??

October 21, 2023 Sienna

Let’s shed that Macho ego and turn your Life into a Sissy Slut phone sex. I want you to slip into something silky smooth that feels good against your skin. It would help if you weren’t Misunderstood about your Kinky, Gelatinous Sensitive Side. One thing is sure: you’re Obsessed with the Feminine side of things. Now, I want to know All about your Sissy Stick and much more. I know you’re Looking for a Friend to Confide in, aren’t you?? Oh, I Love Sissy Sluts just like You; I will make you do things that bring out your girly side, it could be shameful, but that is okay. I expect to know all about You by the end of our Call. Can you still Please your Wife/Girlfriend with that Sissy Stick of yours?? Or is it just a Fashion Accessory??

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It’s a shame you’ve been Cursed with such a Dick. Having one means it Controls you more than anything else in your Life!! Please describe in Detail your Masturbation Routine to Me. Trust Me; I understand more than you know. Those Craving and Desires, I’m here to do something about it. I want to give you the Freedom to Control our Sissy Slut phone sex Body. Get down and Plead for Forgiveness and Dress up like a Slut. Please put on that Pink Bubble Gum Lipstick and those panties to match. I want to hear all About You!! Oh, you are among your Friends here. I want to make sure that you have Extreme Fun. There is time and a place for everything, and this is it.

Your Sissy Slut phone sex Fantasy is always Safe with Me. I won’t Expose you unless you Want me to. You can always Submit a picture of yourself Dressed up for my Sissies for Rent page. I am always looking for new Sluts to whore out. With a bit of help from me, I can make you one of the Best Sluts around. So, why not pick up that phone, grab those panties you are already wearing, and give me a call??

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Cross-Dressing phone sex a Very Erotic Transformation

October 17, 2023 Sapphire

You aren’t going to shy away this time. I know you have Wanted this moment for so long, and now it’s your time to Transformation into Cross-Dressing phone sex. Your body is a Male shell, but your Soul is entirely Feminine. It’s now or never with bringing yourself out to the World!! Your daydreams are no longer a Fantasy; they are now a Reality. Get up and spin around, and look how comfortable you wear that dress. Lean in a bit so that I can do your Lipstick. Then you spin off and enjoy this new Bi-Sexual phone sex life. It won’t be long until we make that “Special” appointment to change you into a Sexy Minx.

Cross-Dressing phone sex

I will help guide you through the Transformation of Cross-Dressing phone sex. Let’s start with a good night’s sleep, and we will wake up with a whole new day. You will put on a Dress, and let’s not forget those sexy Panties. Your make-up will be Perfect, and you will Embrace this New Adventure. Now, let’s go out and do it; Swish those Hips, Stand up Tall, and Walk Proud you are a Modern Woman Now. I wonder what the Men will say now when you walk into the office in Heels and that Sexy body. Go on over by the water cooler with the Girls on Break. Showing off your New Style and Wonder what will be next for you, my Sissy Boy!!

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Forced Intoxication phone sex Lust more for me with every Drink!!

October 4, 2023 Marci

Are you ready to surrender to me with some Forced Intoxication phone sex?? I will have you on your knees sucking Cock and drinking on my Command. It’s like an Esoteric Mirage: the more you drink, the more I gain Control of your every being. I will be the one to tell you when to take a piss and how to. Cumming isn’t going to happen until I Say So!! So, put that Bottle in one hand and your Cock in another. It’s like you were Born for this. Deep down, you Love the Discipline and the idea of me controlling every aspect of your body by Forcing you to take another Drink. MM…Satisfaction is a Drink better when it is served Warm, and the Cost of Freedom is so Awesome.

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Forced Intoxication phone sex makes that Mind of yours So Fragile and to keep from Completely Losing Control!! I am acquiescence to your Higher Power. Once you have a touch of my Control, Nothing will satisfy you Again. Those Porn sites, Sex Clubs will mean Nothing to you to find yourself in dirty Glory-holes hoping to please me. This isn’t just a one-time thing. You Need this Addiction to Grow by Call Me multiple times. I hear the Urgency in your Voice, pleading that you Wish to Cum one more time, but I offer you more Punishment instead. There is No way that I will give in that Easily!! The more you Call me, the more you’re going to be Consumed with me. I am like Fine wine; one drink is just Not Enough.

There is Nothing that will make you want me all the More. Before you know it, I will transform you into a Little Sissy Bitch that you genuinely are. Drinking is your Drug, and I have more than one way to bring you into my World!! There are so many vices that I can make a Victim, like Smoking, Fucking, and Intoxication. The Choice is Completely yours to choose what way I will Control you. Don’t think I won’t take Full Advantage of the Situation with You. While you are Under my Command, I will inflict the most Sissified Mind Games around!! You will do things Entirely out of Character for you as I am consuming you. Once you Submit to me, only then Will you Obtain the Satisfaction that you Lust for.

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Strap-on phone sex breaking you in just right

September 9, 2023 grace

Strap-on phone sex isn’t only a fantasy but a burning desire you can’t hide. During our sessions, I will stretch out that tight little ass and make you beg for a more enormous juicer cock. I will take my time moving up in size. Until I’m fucking with the most vast cock there is. I can’t wait to see you lower yourself until a big 10-inch strap-on and big black buck are deep inside your sweet ass. Now, I will turn inside out and fuck you as never before.

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I can promise your little shit hole will be throbbing for this strap-on phone sex. What if you want more than a fuckin’? Oh, what pleasures you’re in for. Tied down and forced you willing to take that cock; don’t hide your secret infatuation from me. I know that you are ready for whatever I dish out your way. And I will break you of everything you have done before and control your mind, the enslaved person I need. The look in your eyes says it all. When I bend you over and fuck you hard. There is a reason for my madness: look up and see yourself in the mirror. That is the look of lust that I found deep inside of you. I won’t stop there; your mouth is my next hole. All this could be painful, but my training will make you a stronger sissy.

You will take every inch of my massive rubber cock, stretch wide open big boy. Honestly, this is what you deserve. I’m not sensitive to your pathetic needs. This is all about my control and punishment. You are a sissy boy in search of a dominant bitch to turn you into a faggot bitch. This strap-on phone sex is precisely how I intend to do it. I am in control at all times, and you will never be allowed to touch your little clit without my permission. While I break you in, you will feel worthless and frustrated, but soon all will pass. So brace yourself for the most intense fucking you will ever experience in your lifetime!!

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Consensual blackmail phone sex

September 4, 2023 Ella

Hmm, how would you like to have some consensual blackmail phone sex? I mean, get dirty with me using everything against you. The idea of taking pictures and then threatening to call your wife with you all dressed up in her clothes. I bet that gets your little clitty completely hard. During our casual conversation, you tell me all that strictly personal information, not knowing soon that it would all be used against you. Then I wouldn’t stop there. We will explore all your taboo thoughts, the ones that make your cock so hard and on the edge of exploding. I’m so easy to talk to. All that info comes right out. When your cock starts to throb, and you are so horny, I’ll strike. I’ll have all the info I need to ruin your pathetic life.

First, I’ll start with your wife’s girlfriends I found on FB. Tell me how they would feel after I sent them pictures of you dressed up? I mean pictures of outfits that are known to be your wife’s. I’ll get you to tell me your wife or girlfriend’s phone number or email address. Then, all the important people at your work, I know really how to work this consensual blackmail phone sex. I’ll bring to life all those taboo experiences that you swore you wouldn’t tell anyone. Remember, I’m a professional; I know what to do and say to get that blackmail info out of you. It is one main piece of information that I need. Once I have it. I’ll dominate you. I will then have the power to force you to do anything I want.

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You will be dazzled by how I leverage it all and explore all your wants or desires. My consensual blackmail phone sex is something to be feared. I will be compelled to push your fantasies that you already relish. With each minute, I continue to destroy your life; when you think it can’t get any worse, I will financially dominate you. Draining all your bank accounts and credit card accounts. I will not stop until you are broke. I will constantly remind you of what could happen if you misbehave. $100, $200, or maybe I’ll make it $500!! You and I both know I could do this if I wanted. How much is your pathetic life worth?

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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!!