Category Archive: Sissy Training Phone Sex

Submissive phone sex makes me horny

Submissive Phone SexYou’ve been a bad bad boy and you need to be treated as such while I force you to have kinky submissive phone sex with me. Look at this big cock that I have strapped on around my tiny waist. This is all for you and I wanna watch you devour it. Get down on your knees like a good cocksucker and open your mouth wide for me. Stick out that tongue of yours and say ‘ahhh’! I know you want this rock hard dick deep down your throat, your mouth is watering for it like always! You’re such a good deepthroating slut, where did you learn those skills from?! You must have a whole lot of practice gagging on dick because you sure do know your way around this shaft! Look at you moaning and enjoying every moment of having your throat stretched out! It’s nice and sloppy wet, wet enough to slip inside of your tight asshole! Bend over and spread those cheeks for me so that I can shove myself deep inside of you & give you the pounding that you deserve! You take cock so well, it’s such a turn on! I’m taking all sorts of pictures and videos of you in action so that I can use it as blackmail against you, hehe I am so fuckin evil and you love it!

Sissy Fag Cage

Sissy Phone sex

Some boys need hardcore sissy training. Some are just too stubborn. It’s a shame for them really, cause I can be a real evil bitch. I got a call for a babysitting gig for Mr. March’s stubborn step-son. He needed to be taught how to be a really good sissy fag. I made sure to bring my cutest clothes fit for a little faggot in training and we even stripped his sheets and replaced them with pink ones. He fought back a bit when it came to changing into his little pretty sissy outfit, but I made sure to have his step-daddy hold him down so that I could dress him up. He looked like such a pretty little doll! I lathered pretty makeup on his face; lipstick, mascara, and pink blush. He was almost ready for his training. Then I brought out a little cock cage for his baby fag cock to truly sissify him. Now that he was all locked up, the only thing he had left was his wee boy pussy for his step-daddy to cum in. I will make him the perfect sissy! Now it was time to get him really warmed up and excited for daddy. I patted his caged cock and tickled his balls until I could see his little pathetic faggy cock swell. He was ready! We had him on all fours while step-daddy got his cock ready to ram his boy pussy! In just 3-2-1, his step daddy was balls deep inside the little sissy who squealed in pain. Once the pain subsided though, he moaned and enjoyed himself like a good little faggy.

Making Men My Bitches

Shemale Phone SexI dig a good fucking blow job from a wet man’s mouth. The way their lips feel as they slide down my tranny shaft. I look down at the man on his knees and I can see he is so desperate to please me. My tranny body has him in a trance and under my spell. I order him to turn around commanding him to get on all 4rs. I kick his legs wide open spreading his ass cheek with my hands. I see his tight asshole pulsating for my tranny dick. I jam two of my fingers deep in his ass twisting them before I pull my fingers out. With a wicked laugh, I shove those same two fingers of mine in his mouth down his throat. Making him taste his sweet ass juices. Bringing my dick head to that puckered tight hole of his as I slide smoothly in his ass. Making yet another man my bitch.

Babysitter’s Fuck Club

Phone sex

My best friend and I started a sort of evil, slutty babysitter’s club- we call it the Babysitter’s Fuck Club. We make sure to sissy and slut train your little brats and for an extra fee, we can show you just how slutty we can be. The other day, we had got a job with the both of us booked. That usually never happens but we figured we had a lot of tikes to watch. When we get to the house, the daddy answers the door and lets us know that the brats are already in bed and that the mommy is taking a while to get ready. Odd but okay. He leads us into the kitchen and offers us some water but I had a better idea. I heard the shower turn on and started rubbing my besties pussy in front of the daddy. He instantly got turned on while I began licking her pussy and took off my shirt. I then pulled out his hard cock and started sucking his cock. My bestie got on the counter and he started licking her pink teen pussy. We both fucked him right there on the kitchen table while his wife and kiddos were in the other room. Hehe.

Slutty Babysitter

Phone sex

I know I’m an evil sissy trainer but the brats shouldn’t have all the cock sucking fun. A slutty babysitter like me has needs too. When I showed up to sit for a new family last night, I could tell that the daddy was interested in me, he eyed me up and down. His pants had a huge bulge and I knew that I’d get more than money at the end of the night. After a good session with the rugrats, mommy and daddy came home. Mommy was soooo drunk and instantly stumbled to pass out in bed. The daddy came up to me and started pulling off my clothes, I made sure to tell him how good his lil ones were at cock sucking tonight and that they deserved a special treat. I led him into his daughters’ room and had him fuck my tight teen pussy on the bed while the tikes watched playing with their lil cunnies while their daddy stretched open my pussy. When he finished inside of me, I had the lil brats lick me clean.

My First Time

Phone sex

Everyone always asks, “isis, how did you learn to become the most masterful sissy and slut trainer?” Well, I don’t believe in that “magicians don’t reveal their secrets” bullshit. Simply put, I was taught by the best. Growing up my parents were always gone. Always away on business, always too busy for their sweet little girl. My nanny, Myra, taught me everything I know. Ever since I remember, she trained me to be her little whore protege. My first time, she brought over our neighbor, Rick. She made him force fuck my little virgin pussy and I had to eat his cum as it dripped out of me. Every day and night, she forced me on my knees to suck cock of the many strange men she brought into the house. She stretched my pussy and asshole over and over again so that I can take as many cocks as I could. She forced me to be a slutty little gangbang whore. She would force fuck my throat with giant dildos and had me lick her pussy until she squirted all over my face. I was her best little slut, I became addicted to fucking and she taught me my place as an evil, dirty whore. She corrupted my mind and body in the best way and now it’s my turn to teach boys and girls how to be the best little cock sucking whores that they can be.

 

How to be A Good Mistress

mistress phone sex

Becoming the best Mistress Phone sex whore takes patience.  See it was easy to tell My Husband his small cock would never be enough for me so I will go fuck men with large dick and come home to him. My way or nothing. Over the years he has even become my number one sissy.  Still he does misbehave on occasion and requires punishment.  I have come to believe in the power of cock cages and cock restriction. the harder his little peepee gets the more painful these devices are for him. and just about everything he does makes him hard around me. I even have a humbler that makes it impossible for him to move. his balls and cock are locked down while he is on his knees sucking cock. He has a mouthful and is almost crying as he moves in rhythm to the throat fuck. I let him loose so he can hold me open for one 10 inches in my pussy and an 8 inches in my ass. I love double penetration. And when They are done he will be a good cum eater and slurp every drop down. then he will run me a warm bath and bathe me and oil my aching holes. Such a good sissy and I just might let him sleep at my feet tonight! 

 

Lil Sissy Cocksucker Training

Sissy Phone Sex

There’s nothing I love more than teaching a boy to become a good lil Sissy cocksucker. The other night while babysitting for dear wittle Matty, I decided to invite the older neighbor. I could tell he had a thing for wittle Matty and he would be the perfect helper in training a Sissy cocksucker. I made sure to make Matty nice and pretty for our guest. I picked out a pair of frilly pink panties for him and a cute frilly dress. He hated it at first, but that’s the key, the ones that hate it at first end up becoming the perfect lil Sissy sluts. I made him up into a nice, sweet Sissy faggy and put his mother’s pink lipstick and mascara on him.

When the neighbor came over, he could hardly contain his meaty cock. He was ready for a nice cocksucking. And wittle Matty and I were ready to please. I had the lil sissy fag open his mouth nice and wide and had the older neighbor ram his 8-inch cock inside his pretty sissy pink mouth. He fought back a little- they always do… at first. But after just a bit, he couldn’t get enough of that meaty cock, he practically begged to get a shot of warm cum in his pretty lil faggy face.

Sissy Phone Sex Month of Freaks

Sissy Phone sex

Listen Up my sissy phone sex freaks! It is that time of year when my sissy boys feel the freest! My pathetic little shrimp dicks can dress all slutty and say its for a party. I need sissy men who want to be humiliated and put on show! I have a nice little email for those pretty sissy boys to be showcased! Brooklyn@fuckalicious.com  I am looking for the prettiest faggot callers to put in my blogs. Do not fear Mistress Brooklyn will be discreet with her sissy slave boys! Cuckolding my hubby is even more fun when I can parade him about. I need humiliated little boy cocks in my email. Hell just send me that 2 inch dickie pic so I can laugh and play with My Mistress pussy as you call me to get humiliated. I got to see the itty bitty pathetic clit stick Im degrading after all. I am a very resourceful Mistress. I believe in properly humiliating my sissy sluts. I have made sissy callers cry and I love every fucking second of it. Don’t believe me call any of my fuckalicious freak whores and ask them about my Ball washer and how I made him cry becuse he couldn’t take me bragging and telling his cocksucking stories. I can be a good Mistress and humiliate you just enough so my pussy cums as you give me a spot of cum in your panties. Don’t fret I am a year round sissy training phone sex Mistress But in October My sissy Freaks come out to play with me!

Forced Feminization Phone Sex W/ Rita

I know you are craving for some really naughty mommy to make you her special little slut, aren’t you? You can deny it all you want but forced feminization phone sex is the very thing that gets your cock aching. You want me to put you in pretty silky panties and oh my the way your cock awakens when that silky fabric is taught against your flesh, or maybe we forego the panties and go for the silky sheer pantyhose and oh my the way that bulge grows when you feel those silky things on your legs, ass and groin. I almost bet the recum is dripping at this point. We then find a pretty silky cami top for you to wear or a silky slip. Oh you feel so feminine now. I will teach you the art of sucking cock next to make you a really good bitch.

Forced Feminization Phone Sex

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