Category Archives: Sissy Boy Phone Sex

Sissy Phone Sex Training From Bella

Sissy phone sex training

 

So you have cum to me wanting to be my Sissy. You have asked me for a lesson in cock sucking. I guess that makes it time for sissy cock sucking phone sex. We need to get you fully feminized and looking like a Continue reading

Rules & Punishment Phone Sex By Mistress Bella

pathetic loser phone sexIf you wandered onto my page, you know I am a switch by reading some of my blogs. Today I feel like being that Mistress that I do so well. I want to make sure you understand my rules and my punishments if you don’t obey! Were going to have some strap-on phone sex today. Your little dick will probably get hard when I tell you I’m going to be fucking you with my 10 inch strap-on. This go around, I’ll be fucking you hard and rough leaving your asshole gaping and sore and of course wanting more.

I’ll push you down to the floor by your shoulders. You look so helpless and pathetic. You have “I’m a loser” written all over your face. I grab a hold of my strap-on, dangling it over your face, telling you to open wide, soak it with your saliva. I shove it in your mouth so I can hear you gag on it. I want it nice and lubed up for when I bend you over and slide it in your tight, shit hole. Now spread those cheeks nice and wide, I want to see how many inches I can stuff before you start squirming around and begging me to stop. That’s it, get that ass up in the air and push back harder. I want to fuck you even deeper. 

domination phone sex

I want to hear you whimpering out my name “Mistress Bella” fuck me harder, I want to feel the pain. Now get off your ass and call me for that pathetic loser phone sex, you have nothing to lose, only a sore ass to gain!

 Bella 866-459-7245
This Phone Pleasers blog post is written by Bella.
Call Bella at 1-866-459-7245
A link to Bella’s web page
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You can also find Bella in our chatroom

Sissy Boy Phone Sex

Sissy Boy Phone SexMy son had some friends over and they wanted to hop in the pool then come in the house to cool off.  No one had any swimming trunks so my son said Mommy will know what to do, let me ask her.  I told them to strip down naked and I would jump in the pool with them.  Wow Mommy it is cold in this pool and it will be even colder in the house, my wee wee is going to get smaller!  Well son, all of your wee wee’s are going to get smaller because of the cold.  Their wee wee’s shrunk so much that I made them put on some panties, hehe.
Then they started playing with each other’s wee wee’s!

Well my poor son, he was unfortunately cursed with a very small dick like his father.  Except his little dickey is pink in color and looks like a little pussy!  So when he put those panties on he looked like he had a little pussy.  I told him that he was going to be my phone sex sissy boy and I was going to dress him up for his friends!

So he needed to bend over and pull his panties down because they are going to slip their little wee wee’s in his butt hole!  I told my son that he was going to be my little phone sex cum slut from now on, too. Then I told him that we are going to have so much fun with him being my little phone sex sissy boy!

 Brenda 1-888-845-5798
This Phone Pleasers blog post is written by Brenda.
Call Brenda at 1-888-845-5798
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In Need Of Some Tranny Cock Worshiping Phone Sex

Tranny Cock Worshiping Phone SexIt’s 2 am and I am laying here with my lady boy stick in my hand. Softly stroking the shaft. Loads of fantasies are crossing my mind but only one thought is bringing me some sense of pleasure, making my dick harder and harder. The idea of having some wanna be cock sucker laying between my legs for some cock worshiping. Lucky for you wannabe cum eater I decided to take your call so that you could help indulge in my fantasy with some tranny cock worshiping phone sex. See, its your lucky day! Cant think of a better Continue reading

Lot Lizard Phone Sex Olivia

Lot Lizard Phone Sex

Olivia’s been so good and generous with Mommy Rena that I decided to slut her up and take her to her favorite place to pleasure the dicks of many men–the all night truck stop down the road.  Olivia gets so excited as I get her all dolled up in her denim skirt and high heels that make her wobble when she walks.  It’s all good–she’s never on her feet for very long.  She remembered what the guys at the truck stop call the woman dressed in a denim mini, red high heels and a wife beater tank top–Lot Lizard.  My little Olivia is the perfect lot lizard.  She knows that she must charge each cock for a proper servicing (all proceeds to phone sex Mommy Rena).  The money is for Mommy and the cummy is for Olivia’s little mouth or pussy.  We just were so glad Olivia was off her period this time–although that usually won’t stop me from whoring her out like the proper and nasty little cum slut she is!  Want to slither from truck to truck fucking sucking the smelly roots of drivers?   Call me and let’s get dressed and go!

 
Rena 1-866-579-3499
This Phone Pleasers blog post is written by Rena.
Call Rena at 1-866-579-3499
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You can also find Rena in our chatroom

Sissy Girlfriend Phone Sex With Miss Stevie

Sissy Girlfriend Phone SexI just love being a T-Woman, and I want to make you into my girly girl. Up until recently I stopped looking for a boyfriend, and have been looking for that sissy girlfriend phone sex, one I can call my true girlfriend. There are a few rules tho, she must not play with anyone but me, she must do what I say and fuck who I say! She has to be obedient, very willing. Are you looking for that hot, sexy T-Woman who understands your need to be a sissy slut? I’m that girl, I will teach you everything you need to know to be a great sissy.

I have all types of guys who are attracted to me. Big ones, little ones, fat ones, skinny ones, ugly ones, hot ones. I’ve fucked them all, and soon, you will too, my new little girlfriend!! I’m ready to have you on your knees begging for as much cum as you can hold in your mouth or in that ass pussy of yours. We will play so many games together, you know like the ones in your fantasies, where we go bar hoping, or dick cruising. We can go to a bar, sit alone , you at one end of the bar and me at the other and every time a guy buys me a drink, you get to suck his cock! Now the dicks in your court, all you need to do is call me. Get on the sissy bandwagon and call Miss Stevie for some tranny phone sex.

 
Stevie 877-516-4561
This Phone Pleasers blog post is written by Stevie.
Call Shemale Stevie at 1-877-516-4561
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Phone sex with wannabee sissy boys

phone sex sissy wannabee

 

I just love starting me day off with a call from a phone sex sissy wannabee. My favorite wannabee calls are from sissy boys who like to tell me what they are wearing for me. Most guys that Continue reading

Where’s My Little Adult Phone Sex Babies?

Adult Phone Sex BabiesAre you my new Adult Phone Sex Baby? Mama Alice loves it when you act like a big, pathetic Adult Baby! Mama Alice is your sexy ass, kinky Mommy and I love to take care of you my little pets. Mama Alice has a whole closet full of baby clothes that I love to play dress-up with. It’s so cute and fun to see you fitting into all the different boy outfits with matching Diapers and plastic pants, or you may be in the little girly outfits with pink plastic pants and a dress.

Lay back on the bed and let me put a Diaper on you so that you can soil it and really feel what it’s like to have baby underpants on. I love when you giggle and smile at me while I change your Diaper and play with your big baby weenie. You have quite a large bulge in your Diaper for being such a little baby. I can’t help myself, I want to taste it. Let me lick and suck all over it for you, Mama Alice likes tasting how delicious her baby’s big cock is after it’s been sitting in your soiled Diaper! When you start crying, I have a pacifier to shove into your mouth so I can shut you up and another type up your butt. Mommy likes when her baby is happy and sucking on a pacifier! Whatever Mommy says, you better listen, or else I’m going to give you a bare bottom spanking! Now be a good little AB/DL Phone Sex baby and give Mama Alice a call so we can get your dressed and in that Diaper.

 Alice 1-855-887-6222

 

This Phone Pleasers blog post is written by Alice.
Call Alice at 1-855-887-6222
Here is a direct link to Alice’s web page
You can IM Alice on AIM by clicking her name

Mistress Bella, Am I A Sissy Phone Sex?

Sissy Phone SexOne of my newest callers is so much fun, he’s so shy and I can hardly hear him when he talks, I never can tell when he cums because hes so quiet. When he first called me he wasn’t sure if he was a Sissy or not, he didn’t know exactly what it was that made him a Sissy. His question was Mistress Bella please let me know “Am I A Sissy Phone Sex” wannabee? But after a few sessions of teaching him what it was all about, he is just the perfect Sissy now. He now wears dresses, pantyhose that he steals from his Mom and even her heels. I love to have him put his hair in a ponytail and tie a bow around it.

If he misbehaves I won’t tolerate it. I now think he does it so I will have to punish him. When I bend him over for his spankings, my dark and sadistic sides really comes out. Everything he has belongs to me, I tell him that every time before he hangs up the phone. I just started doing a little Cock Ball Torture Phone Sex with him. He has to use whatever household items he has around the house. Sometimes I make him use a wooden spoon, fly swatter that has a current, a hairbrush. I force him to start abusing those cum filled balls of his. The pain really never stops during our call. He knows just how sadistic I am and he loves it. I make him grab his Mom’s butt plug that he stumbled upon one day when he was looking for clothes to wear. I make him force it into his ass, he will be my ultimate Sissy if I have anything to do about it.

I make him put the butt plug all the way in his ass and then slide on his Mom’s sexy, pink panties, short skirt with hose and heels. You are going to go down the street, find a nice big stud to work your Sissy magic on and bring him back here. You will offer yourself to him in any way he wants it. Let him rape every one of your holes for all I care. Just as long as you are obedient in your Sissy Phone Sex call with me.

 Bella 866-459-7245

 

This Phone Pleasers blog post is written by Bella.
Call Bella at 1-866-459-7245
Here is a direct link to Bella’s web page
You can IM Bella on AIM by clicking her name