Category Archives: Sissy Phone Sex

Phone Sex Sissy Slave

Sissy Phone Sex Slave

Phone Sex Sissy Slave

Come meet my Phone Sex Sissy Slave Michael. He is having a total Sissygasm knowing all of you are reading this blog about him. I love how dressed up he gets. Every time he puts on his lady cloths he totally transforms into a beautiful Sissy with lots of confidence. Every time he can he takes advantage of being able to go out and walk the town he does.

All dolled up for Phone Sex Sissy Slave fun!

Dolled up head to toe in all his full blown Tranny transvestite wardrobe. Isn’t he pretty in black and red? I am his teen Superior Female Princess Mistress. It is I alone whom has his tiny waxed penis & tiny little waxed dingly balls  squeezing tightly in my hand. I am gripping what’s left of his non-existent masculinity with a tight fist.

 

 Phone Sex Sissy Slave Phone Panty Play

He is more than just a sissy boy in panties. He doesn’t stop at a bit of lingerie and panty play. He goes all the way in his Feminization Phone Sex  transformation.  No more manly cloths for him oh no! He sent me the most embarrassing pictures begging to be outed as a Cross dresser & a Transvestite.

 

Phone Sex Sissy Slave crossdresser shame!

He is so EXTRA pathetic that he must accept TOTAL cross dresser shame *giggles.  I take all his silly sissy confessions being the perfect teen princess I am. I am a great listener & love hearing all about his silly sissy escapades. I love giving him ideas to perform in public.

Sometimes he dresses up like a woman other times he leaves off his wig so everyone will know he is a Total Transvestite. The anticipation & excitement builds knowing he might get caught by someone he knows. Until someone catches him he prances like a fairy in his stockings and fairy femmy fag Mary jane strappy ankle shoes.

 

Phone Sex Sissy Slave For Silly Sissy faggots!

I couldn’t wait to expose him for the silly man he is. His red and black dress accompanied by his matching patent leather black fag bag. Look at that pretty fag bag hanging from his delicate wrist. The way he cocks his posture. Doesn’t he look positively pretty as well as completely ridiculous?

But even though my silly sissy dresses up he always looks classy. My submissive sissy slave Michael has impeccable fashion sense. He serves his Sissy Transvestite Dominatrix with complete obedience. Lately I have encouraging him to wear pretty pink dresses with ladies shoes panty hose in public. I even have him wearing wigs , makeup & wearing a pretty purse too.

 

Show me how much of a femmy fairy faggot you are!

Pierced earrings, pearls, bangle bracelets. This way everyone knows he is a pitiful male with a pathetic  tiny cock. Being forced to admit what a fairy femmy fag he is.  Now everyone is going to know he is a total transvestite. He has the most outrageous out fits. Outfits like Sissy maid, Sissy Princess, Sissy Secretary & sissy baby too. He has even worn a silly sissy bunny costume per my suggestion. I even have a picture of him in a silly swimsuit.

His tiny petite penis fit so perfectly in his summer silly sissy swim suit. Some sissies have to tuck their little dicks between their but cheeks but not my submissive sissy. My sissy’s dick is so little It stays put like a little sissy clitty.

Just look at him above in that red dress black pointy strappy shoes and wristlet black matching purse. The epitome of silly sissy transvestite cross dressing femmy fairy fag. I almost want to put a tiara on his bald head.

Making him a sissy princess spectacle. I love it when he struts his stuff prancing about. Sissy, sissy, sissy, when are you ever going to learn? Superior Mistress Kaylee wants you decked out head to toe! Just  like a pretty little femmy fairy faggot you are!

 

Ready to become my Phone Sex Sissy Slave?

Look at this picture? Modeling a pink lace little girl dress and petticoats, pearls, make-up, and a big pink bow clipped to his silly male hair cut while sucking on a huge pink pacifier like a femmy fairy faggot adult baby! Oh my , look how funny he looks with that  pretty pink pacifier! What a full frilly femmy faggot dress that is.

Pink white with sugar spice and everything nice. With a huge pink bow in the back. hot pink socks with white lace trim and Pointy white patent heels *giggles. he didn’t a wear his wig in this one. Doesn’t he look funny dressed up like an adult baby in a girls dressed? Come to mommy Kaylee.

 

Phone Sex Sissy Slave adult diaper sluts!

I will treat you like a sissy adult baby. In all your silly sissy adult baby cloths. There there baby don’t fuss or mommy Kaylee will spank you. Sissy Michael wears slips & petticoats & lingerie for me too. Of course he has to wear perfect pretty matching Silly sissy panties. This way everyone knows he is a fairy femmy faggot silly sissy.

I always  emasculate Sissy Michael and his  tiny sissy clitty cock. *Giggles, How funny  a tiny petite pink little sissy penis. Sissy Michael loves to CONFESS all his cross dresser shame. So I can out hun to everyone. PUNISHED by a Teen Mistress  for all to see! And you can only imagine how good his tiny little sissy dick feels in those silky panties.

So silk smooth against his silly tiny man penis. More like a sissy clit. And his legs feel so good in those silky smooth stockings. Of course he is shaved and ashamed all the way up to the little sissy dick and tiny sissy balls. Sissy Michaels adorable face is visible in all his photos. Normally I would never share photos anyone sends me.

 

Submit to my Phone Sex Sissy Slave!

But he begged to be outed. He really wants all of you to see what a silly submissive Phone Sex Sissy Slave he is. My Silly Sissy Transvestite loves putting on all kinds of humiliating out fits! Not only soSissy Phone Sex Slave you will laugh at his fairy femmy fag humiliation But also because those of you whom are ladies on the inside might feel inspired to be your true self & dress up too.

He even wears sissy shackles & sissy cuffs as well. To show how he is stuck in sissy slavery to yours truly…me! Of course he loves being in Sissy slavery because he gets rewards. Rewards like being told what to wear & being famous and publicly outed on my blog.

I only put very extra special sissy’s in my blog who really beg to be here. You have to be very obedient and really beg for the privledge. Not just anyone can be in my blog. Oh my look at this picture of him mincing & prancing in public as a Sissy Transvestite Playboy Bunny! Isn’t he funny?

 

Get Exposed during Phone Sex Sissy Slave

Can you imagine a femmy fairy fag wearing a hot pink bunny out fit in sissy cuffs and white heels? *giggles. Doesn’t he deserve to be sissy exposed and ridiculed? As a Sissy Transvestite Playboy Bunny? Laughed at by everyone, especially by a young Superior Female like me?

My favorite Pathetic Cross Dressing Sissy loves to put on a show for me. I giggle each and everySissy Phone Sex Slave time he emails me pictures where he tried on all his femmy fairy frocks! He couldn’t wait to be the main attraction on my blog that way all my readers could see what a pansy he is.

You see he used to dress up all the time in public but then he got caught. Normally he would wear a wig and put on his tasteful but  femmy fairy makeup but this time it was hot and he forgot. Imagine his humiliation when he came face to face with his neighbor.

He confessed his shame to me when he got caught by his wife. Now his wife knows all about his Sissy femmy fairy fag ways too. His wife is super strict with the purse strings. He has to hide all his sissy cloths.

 

Be my  Phone Sex Sissy Slave Submissive!

But he still gets his silly husband allowance. Because of course his wife is a dominate superior female like me. Silly Cross dressing sissy’s don’t ever  get to be in charge.  Of course he spends his entire silly husband allowance on his favorite Teen Princess…me!  Here is yet another example of why he needs to be outed.

What a vision of pretty pink perfection in in his full frilly lacy fluffy pink and white maid dress stockings socks and heels! I hope you wear something pink with lots of bows on it for me Sissy Michael *giggles. Then put it on the REST of your public social media. With your name and “I am a silly sissy serving cute Kaylee”.  For all to see!

 

Phone Sex Sissy Slaves Get punished & shamed!

Sissy Phone Sex SlaveHe said he deserved to be punished & wanted a public coming out . How humiliating to be seen by the world in all his girly sissy cloths Just like this hot pink and black ladies dress. With his sissy gold bangles pierced earrings and girly wig.

It amuses me that he wants to publicly confess about his tiny silly man little penis. Shouldn’t sissy’s with little dicks have to wear pink frilly lacy femmy fairy frocks?

Be forced to wear wigs and makeup with earrings, necklaces & bangle bracelets? This way everyone will know that sissy’s who wear pretty pink frilly lacy femmy frocks, jewlery, makeup & wigs have tiny little dicks?

 

Are you a Phone Sex Sissy Slave pansy?

Then instead of being treated like a manly man they can be treated like a pretty pink pansySissy Phone Sex princess. Silly sissy’s like Sissy Michael needs pink pansy punishment. Be made to be publicly outed in their pretty pink lady dress & ladies wig for all to see.

Just look at those bangley bracelets & women’s shoes.  He even begged me to use his first name. I would love to give him a sissy name. Michelle sounds very similar to Michael don’t you think?

I am contemplating what to have him put on his social media. I want him to do something very publicly humiliating. To confess something so very humiliating. Something to make my sissy look even more silly.

I love giving my Sissy Michael Home work to prove his obedience to me. All of his humiliation is for my amusement of course. I love to giggle at what a fairy femmy fag he is. The more he does the more I ask him to do. The sissy punishment never ends. I especially love the sissy baby out fit.

Cross dressing Phone Sex Sissy Slaves get outed!

Are you a sissy cross dressing Transvestite too? Whether your straight gay bi or trans give me a ring. I love dressing you up like a cute little doll. I will dominate you like the Submissive Beta male silly sissy you were meant to be. You will be eating out of the palm of my hand. Following me around like a lost puppy.

Totally addicted to my cute giggly young voice. Lets play some games. Do you like to cross dress? Lets play dress up. We can talk about all your cloths and what you like to wear. Shirts, blouses, skirts, pants, shorts, costumes ,shoes and stockings. Tell me all about your manicure/pedicure.

 

Dare to be dominated & shamed!

Better yet put me on speaker and lets chat while you paint your fingers and toes. I can guide you on how to put on your makeup. Telling you what to put on first and in what order. Don’t forget the hair, we could never forget that. Are you a panty lover?

Tell me all about the pretty lingerie your wearing. I love to help you shop online during our calls too. I can email you stuff I think you should buy yourself. I know all the best places to shop online for makeup, lingerie, cloths and toys too. I love Sissy Shopping! I can be your Teen mistress, your teen mommy your Teen bestie or your Phone Sex girlfriend too.

Connect & confess your Phone Sex Sissy Slave desires to me!

You can tell me all about your day I love to hear what goes on in your world. You can even email me jokes and articles after our calls. I offer a true Girlfriend Experience. You don’t have to be lonely anymore. Looking for someone to understand you. Hoping to find someone to confide in. I will keep all your secrets.

Of course unless you really WANT me to out you. But you have to beg, be very generous and very good. And if you do I will make the star of my blog. Of if you want to get naughty we can have some dirty fun too!  Don’t hold back bring your toys and even a friend. I love helping you get off too.

I know exactly how to make you cum with your P-Spot. We can explore lots of kinky ass play. Are you new to ass play? Don’t worry Teen Kaylee will show you the way. With lots of Kinky Tranny Phone Sex instruction. I can be your Kinky Sissy Domme who satisfies all your kinks. How long have you been hiding that naughty secret you’ve been keeping?

 

Lets have Phone Sex Sissy Slave fun now!

You can lay it all on the table with me. No more hiding unless you want to keep it on the downlow. Whether you want to play with me through your panty hose. Or ride my strap on  we can have lots of fun.  Lets explore all your kinks together.

I will help you be your inner Sissy. The beautiful girl you were meant to be. Whether you want a gentle affectionate mistress, A teen confidante or a mischievous punishing Mistress we can do it all. From Kinky to GFE & from seductive to humiliation lets play! Call me at 1-877-497-0582 for more Sissy Crossdressing Phone Sex fun!

 

Email me kaylee69moore18@gmail.com

Wanna save time and purchase our time online? https://www.webtokens.biz/Phonesex/downloads/kaylee/

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You might want to get my photos too. That way you can jerk off to me nude when we play.

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Babysitter Phone Sex

 

Babysitter Phone Sex

Babysitter Phone Sex can be ageplay, incest or even AB/DL . Are you a naughty daddy who wants to play with the baby sitter? You offer to take me home and feel me up in your car. Your hands are so big on my little A cup little tits. Wanna make me a woman? Pop my tight young cunt? Maybe you caught me stealing and black mail me.

Do I let you rape my virgin ass in exchange for keeping my secret? I don’t want to go to jail. Please don’t call the cops. Its ok you can fuck my young ass during Teen Anal Phone Sex.  You have wanted to sodomize my young butthole for so long. The thought of my young tight little shit hole on your big mature cock stretching and breaking for the first time makes you so hard. I know you can’t wait to break me in and pop your thick juicy nut inside me.

Babysitter Phone Sex

Looking for Babysitter Phone Sex?

You could also be my incest sissy who’s mommy mistress is gone for the night. She has cuckolded you and is going out to make her milf pussy all creamy. She sent me to watch you to make sure you stay in your Chasity cage and don’t jerk off. I am instructed to spank you if you misbehave.

Your little dick is in a cage in your panties.  She told me no matter how much you beg to not let you open your Chasity cage. You cry and cry because you want your cock milked. But I just laugh at your situation. I torment you by sitting across from you and playing with my pussy. I even sit on your face and make you lick my hot young pussy. Your very mad you can’t fuck me. But mommy said no pussy for you!

 

Call me for Babysitter Phone Sex!

Maybe your not just an incest sissy but an adult baby incest sissy? And you make your adult diaper all messy for me. Your incest mommy mistress has entrusted you in my care . She told me to be extra strict. She filled me in on how very naughty you are. Apparently you love to pee on unsuspecting young ladies.  You promise to be good but your very bad at bath time. And you shoot pee pee all over my face and my pig tails.

You think that’s very funny to give me a golden shower .  You had a lot of fun pissing on my face didn’t you? What a naughty diaper lover you are. Your laughing so hard until your mommy mistress gets home. And then she opens your adult diaper and fucks your tight little ass with her strapon cock until you cry! No matter what kind of Babysitter Phone Sex you choose we will have lots of fun.

Call me soon I keep it extra kinky! 1-877-497-0582

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Sissy Crossdressing Coach

Sissy Crossdressing Coach

Sissy Crossdressing Coach

Need a Sissy Crossdressing Coach !

I can be your Sissy Crossdressing Coach! Lets look for lingerie together. Shoe and purse shopping is fun too. We can share makeup tips and look for swim suits, nice nighties and even dresses. Looking for a gal pal who you can confide in?

A place with no judgment. Who accepts  the real you and celebrates who you really want to be? I know what its like to keep a secret . Let me be that one person you can share anything with. We can talk about sex, life, and your hopes and dreams.

 

Confess everything to your Sissy Crossdressing Coach

Connect and confess everything to me. We can be Besties & lovers on the phone.  The best part about phone sex is you enjoy it from the comfort of your own home. There are no strings attached. No one ever has to know what we talk about. Its  completely confidential. Everything you tell me is our little secret.

 

Call me for Sissy Crossdressing Coach

I cherish my Phone Sex sissy Besties.  I love how open you can be with me. Phone sex allows you the freedom to open up when your shy. Somethings are easier to talk about on the phone then in person. Let me be that calm sweet voice on the phone to comfort and encourage you. Everyone should have that one Gal pal they can tell anything to! Let me be that girl for you! As your Sissy Crossdressing Coach I will be your personal cheerleader!

Call me soon 1-877-497-0582.

 

Sissy Cocksucker

Looking for Sissy Cocksucker BBC Phone Sex?

Sissy Cocksucker

Sissy Cocksucker

Take BBC for me Like a good Sissy Cocksucker! I love helping  sissy cocksucker  sluts like you find big black cock to suck and fuck! We can shop together for dick.

You can show me your Tinder/dating choices And I would be happy to help you pick one to fuck. Then you can call me and tell me all about how good that Big Black dick  felt inside you.

 

Are you a Cock Curious Sissy Cocksucker?

Some guys are cock curious and Love seeing a girl ride a big black dick. Do you like to watch or help? Maybe your a cuckold who is also cock curious too. I can teach you how to take massive chocolate fuck sticks! Being a Cock Curious cuckold has alot of advantages.

You get to be up close watching it slide in and out of a hot little hole.  Why just watch when you can join in! We can brush up on your cock sucking skills together. By the time I am done You’ll deepthroat every inch of that coco cock.

 

Sissy Cocksucker sluts love Strapon phone sex!

Maybe your man pussy is begging to be filled? Wanna bend over and take some BBC for me? Lets start with  Sissy Cocksucker Strapon Phone Sex play. Then You can Take that BBC for me. Be sure to get your ass all lubed up first.

We can start out with a 3 inch toy until we work you up to 10 inches. You will love how those Big black cocks feel inside you. Imagine your tight little man pussy getting filled to the brim. Bent over and taken as thick veiny coco cock slides in and out . Tickling your prostate hitting every spot.

 

Are you a Sissy Cocksucker power bottom?

Those big black balls slapping against your tight sissy ass As you take BBC for me! I want you to be a power bottom bitch. Pushing and grinding your ass against that Mandingo dick like a little whore. Begging to get fucked harder. You need every inch of that hard shaft inside you ! Longing for some cock right now? Call me! I will teach you how to be dirty cum dumpster whore for the biggest and blackest dicks you can find.

Soon you will be addicted to the feeling of your ass filled and fucked! Why stop at one? Indulge in double the fun! Double penetration would feel so good! Your ass will thank me once you get tag teamed by two hung cocks. Lets practice on the phone. Be sure to call me with two dildos the bigger the better. I want to hear you suck one while you put one in your own ass.

 

Call me for Sissy Cocksucker.

Wanna get kinky with me? Get two dildos with suction cups and find a corner where you can have one on each wall. Then you can push back against that dick while you suck another another. Or maybe you want one on the floor or a chair while you deepthroat another like a lolly pop! How ever we play you are sure to become a Big Black Cock whore in no time.

Call me so I can show you the ropes of becoming a BBC cum whore! We can make you a power bottom together. Be sure to have some BBC porn on too. I want you to watch a white power bottom get fucked while you practice for me.  That dildo bottoming out inside you until you cum! Tickling your p-spot until you blow your load.

Call me when your ready for Sissy Cocksucker Phonesex! 1-877-497-0582.

 

Cross Dressing Phonesex

 

Lets have Cross Dressing Phonesex!

Awwww, what a cute little Cross Dressing Phonesex sissy you are! You look so cute with your silky pink panties and pink silky cami. Let’s go shopping and pick you out some naughty lingerie and stockings. I can’t wait to prance you around for all my friends. Now put on these sexy black stiletto heels.

 

I want to dress you up for Cross Dressing Phonesex!


You look so adorable in that girly sissy lipstick.
That lipstick will look even better on a great big cock. Are you a little sissy cock sucker? I know you are! I know you just love dressing up for all of those throbbing juicy dicks don’t you?

Let me help you explore your dream of being a real girl!
Whether you love cock, or pussy we can play together.
Your can be my cock sucker, or my special girlfriend with a surprise.


We can be lesbian lovers, naughty sisters who love to play or girlfriends in gym class. Whether you your cock curious and love to dress up, or a real girl on the inside call me. We can talk about all kinds of things. I can’t wait to teach you how to be a real girl. We can talk about what to wear, how to put on your makeup and how to play with your sissy clit and pussy.

Call me for Cross Dressing Phonesex!

Think of me as your sexy young friend you can confide in and play with. Tell me all the things you could never share with anyone else. We can pick out your next outfit together. I can’t wait to give you the full Sissy Girlfriend experience! Want more? Check out my horny hot friends
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