Category Archive: Sissy Training 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

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

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.

Sissy Boy Humiliation X3

small cock humiliation phone sex

Here at Fuckaliciousfreaks, we take small cock humiliation seriously. So when you call this big dick loving tramp and tell me you sucked Big thick 9-inch dick for three hours, of course, I am going to run my mouth and tell my big dick loving Sisters!! If any of my sissy boys want to know a real sissy you cant compare to my Richard C. I’d cross the land to see if any sissy boy compared, wink wink. Richard has so many panties and an itty bitty under three-inch clitty stick.  He doesn’t even touch his clitter dick he just comes in his panties for me Lexi and Elaina! Richard smears his lipstick sucking big Redneck straight Men.  He gets called a bitch boy and my favorite…Ball washer!!! Slurp those balls sissy boy!!  We make him turn 50 shades of red from embarrassment. I love it. Every time I get a big dicked caller I think of Richard C. Taking and sucking that big cock right along with me.  Richard is the top Faggot on my list right now, do you dare to compare in some sissy phone sex?  Just because I am feeling generous check out our two-girl specials if you need extra humiliation baby!

Orgy resort

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My sugar daddy took me to a private resort and made me his fuck doll for the week. I was treated like a princess and was fucked hard and got into some orgies with other couples there too. They were shocked to see such a hot young slut willing to try anything under the sun. Each couple we hooked up with was even more different and polar opposite from the last. We earned neon bracelets for each hook up we got into. Lets just say I left Hawaii with an arm full of rainbow bracelets. I had never fucked a shemale nor have I ever been with an older couple but I got to enjoy a variety of hot orgies and I can’t wait to go back. I also got a suitcase filled with designer clothes and a couple new hot gifts just for tagging along. I divulged in his phone sex fetish and his real life fantasies and he gave me everything I wanted and desired.

Ice Cream Escapade with the Teen Twins

Fetish Phone SexI took my twins for an ice cream. While we were waiting in line I noticed that you couldn’t help but stare at the two of them. When I looked down at your crotch and saw your big hard cock ready to pop. It just confirmed what I already knew.
I walked up to you and you seemed embarrassed. No need to be embarrassed my twins have made many men’s cocks rock hard. Plus this is the land of free commerce where for the right price anything is for sale and I am a pimping P. Mommy.
We arranged the price and for you to follow us home. Back at my house you sat down in a chair while my teen twins put on an erotic strip tease show. When my sissy slut dropped his panties you looked surprised but happy. You had not realized he had a special package hidden between his legs.
You told me this made your day since you had always wanted to be fucked by a tranny. The three of you made an erotic pileup with my daughter down on her hands and knees and your big hard cock deep inside of her. My sissy slut son behind you pumping his young teen cock into your tight puckered ass. Seeing you sandwiched between him and his sister made my mommy pussy wet and tingly. I am just going to sit back with my ice cream, finger my pussy, and enjoy the show.

Hot Phonesex Demi

Hot phonesexI am extremely limber as I am sure you can see. I started thinking about the nasty freaky phone call we shared and all the thing you said you were going to do to me tonight. It made my cunt so hot and juicy that I couldn’t help but to finger fuck myself. I remember how you said that when you arrived at my house tonight you wanted to play with both me and my sissy slut son. You told me to make sure that we were both dressed super slutty. You also instructed me to have a big red butt plug up my sissy son’s ass to get it ready for you to fuck. You wanted both of us to get down on our hands and knees and suck on your hard throbbing cock together. You wanted to watch my sissy son eat your cum out of my wet mommy pussy while you pounded his tight puckered ass as he moaned and screamed.

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