Tag Archive: sissy training phone sex

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.

My First Time

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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.

 

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

Sissy Boy Found His Way To Me From Tumblr

Sissy Phone SexWhen I picked up I found myself talking to a very shy individual who wasn’t sure what to say. The first thing he blurted out was “I saw your Tumblr post…and I haven’t done this before” I was at first a little concerned he might start crying he sounded so nervous. I guided him through the start getting our little chat set up, I was eager to find out why he seemed so anxious. I told him to go ahead and tell me what it was that got him so on edge. He said “I saw you on https://wbmtphonesex.tumblr.com/ when I was looking for someone to help me…” he stopped there. “Help you with what?” I asked with a calm but slightly aggressive tone. “I want to be a girl…sometimes. I like panties and I like the idea of sucking cock but mostly I want to feel beautiful.”. He let out a deep breath, he seemed relieved to have gotten it all off his chest. Of course I was very willing to help him explore his femininity. We talked about colors and styles, the importance of bringing out the eyes. Especially if your going to be a cock sucker you want those eyes to pop when your looking up at the guy whos cock your sucking. Makes it so much hotter! By the end of the call he was all slutted up and ready to be fucked. Since it was his first time I went easy on him starting him off with me fucking his ass with a strap on. Just cause your a sissy you don’t want to seem like a complete bitch for a real man. I took it slow showing him how much he could enjoy with anal sex and in return he jizzed all over his new panties for me.

Anal Phone Sex

Big Sissy Faggot Ballwasher Lessons

Sssy training phone sexSissy Training Phone Sex Sessions make my tight cunt so happy.

I have three very special real life sissy boys who come to me for instruction. Jay Is my closet case who will only wear his panties outside of work and does not want to be seen in public as a girl.; He is my work in progress. Although Jay cums nicely while being taped down in his silky red panties for me. Then I have Evan who will wear and oct the part in social settings but will only cum for me in our sessions. Quite a nice procurer of big black cocks for me and him to fuck and suck, that is a nice bonus. Then There’s Rodger my pantie freak who loves makeup and is completely sissified for me.

I still can not believe Ball Washer Richard out does all three of my personal sissy slut fuck boys. He sucked five big cocks the other night and even got a ride share with Cum on his face and in his hair. All this after he took and paid a $300 dollar bar tab for all five husky well built American straight men.

Pantie Faggot Richard is my biggest sissy, He is famous on Fuckaliciuos freaks now because of this sissy loving hot redheads mouth, and my love for humiliating tiny dicked queer boys who come in pretty pink panties. CAn you go out in a pretty Romper and suck a big cock like my Richard? Tell me all about it baby. 

Training A Sissy To Eat My Tranny Cum

sissy training phone sex

Welcome to Nikitas Sissy training phone sex Event of the night.

I love training sweet sissy boys like you to eat their own cum. First I will pop that ass cherry and show you how to take a dick deep inside of you. I will stroke that cock as I pump my hot semen deep in your ass pussy canal. Your sweet sticky cum erupts in my hand and while I am getting my lady dick hard inside your ass again I bring my hand up and force you to lick it clean. You do not have much of a choice as you are bound and have nowhere to go but back and forth on this shemale dick. I even use the huge hands to spank you and leave welts on that tight ass cheek of yours. It is hot and nasty but your only words better be” Yes Mistress, Please Mistress and may I have another Mistress.”  I force another load deep into you as I turn you around to suck me dry and then make you kiss my feet and thank me for making you a good sissy boy.

Trouble With My Teen Sissy Slut Son

Adult phone chatMy sissy slut son is such a teen whore. Sex with your sisters, sex with other men, sucking and fucking it is all you ever think about anymore. So I should not be shocked that when I came home from the grocery store that I found you in the living room having forced you, sister Shannon, to suck your balls. Now being the P. Mommy that I am, I am fine with my littles playing around with each other. However, I am not fine with the fact that you have not done your chores and you are keeping your sister from doing hers plus Shannon was not very happy with how forceful you were being with her.

You could tell by the look on my face that you were in trouble, but I think the punishment should fit the crime. So while I have you hold your little skirt up and bend over the sofa. I whisper in Shannon’s ear to go put on the strap-on of her choice and to bring me a cock cage. We will see how much you can play with your cock if it is all locked up. I slap your ass a few times leaving some nasty red welts. You see Shannon return wearing a big thick strap-on and you start whining that it is too big for your tight teen ass. I tell you that you took advantage of your sister earlier and now we are going to turn the tables. It seems to me that Shannon getting to fuck your tight little-puckered ass raw while you scream and cry is a very fitting punishment. Sissy Phone Sex

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