Category: Sissy Training Phone Sex

How to be A Good Mistress

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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

Double Trouble with Mistress Phone Sex

mistress phone sexI am sort of a double mistress phone sex slut. I am a mistress in the sense that I mostly talk to and fuck married men. But I am also a mistress in the sense that I am a dominant tranny. My little sissy slaves must call me Mistress Carla. I like being both kinds of mistress.  One gets me spoiled, the other one gets me deep in your ass. Sometimes I am lucky, and I am both kinds of mistress with the same guy. Meet Trey. He is a 33-year-old shemale lover. He is married, submissive and rich. He has inherited money and loves to spoil sexy shemales. He is not dominant or even equal. He wants nothing more than to be treated like a subby bitch. He is a sissy closet fag. I am sure his poor wife has no clue that he is spending thousands of dollars on tranny phone sex girls like me. He paid me a visit Sunday night, but I turned him away because he came over with no tribute for me. A hot sexy shemale with a big cock deserves a tribute. He came back about an hour later with several pairs of high end shoes. That granted him admission into my kingdom. I made him worship my feet before letting him suck my hard  fat cock. He was shaking with anticipation of having my beautiful cock in his mouth.  I made him lick my ass first, then beg a few times before I skull fucked the loser. The shoes were an annoyance tax. He needs to pay me or give me nice gifts to be in my presence. Some bottom bitches aren’t so annoying. I fuck them in the ass, let them suck my dick then send them on their way. Not all bottom bitches are created equally. Understand, that if you are a bottom or just have a small dick, you may just get fucked and sent away or you may be forced to tribute me to even to talk to you if you are super pathetic.

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

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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

Panty Boy Shopping

Panty Boy Phone SexI was out today I had given Daddy a great blowjob earlier so I could use his credit card to go panty shopping. I saw this guy there looking at a pile of silk bikini style panties. He was discussing sizes with the sales lady saying he was looking for a gift to give his wife. However when he leaned forward I saw a hot pink lace design showing slightly above his pants. He was getting frustrated with the sales woman, who had no idea he was really shopping for himself. I walked over and pretended to be his friend apologizing for being late. I chased off the sales girl and took the guy by the hand. I asked him a bunch of questions when he acted coy I kept calling his Panty Boy and told him I would keep getting louder if he didn’t cut the crap. I found out he likes cheeky panties. So I found him the sexiest blood red set of cheekies. I found a nice red and black corset to match. He was so grateful for my assistance we exchanged numbers if he needed my help any further.