Category Archives: Sissy Crossdressing Coach

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/

Leave me a tip I love gifts! https://www.webtokens.biz/Phonesex/downloads/kaylee/

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

https://www.webtokens.biz/DigitalEroticaSuperStore/downloads/naughty-school-girl-kaylee/

Are you afraid the wife or husband may find out? No worries I have you covered. Go here to buy a prepaid card and use it to pay for our calls over the phone or online. https://www.vanillagift.com/

Want more Phone Sex? All my girlfriends and I just love Sissy’s https://atozphonesex.com/

 

 

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.