Category Archive: Sissy Training Phone Sex

Panty Pissing Cuckolded Sissy

Sissy phone sex

Looking at your pathetic peewee in a pretty pair of panties makes me giggle. I love to be your sissy phone sex mommy. I am a pageant mommy and love dressing up dolls and making them cock sucking faggot fluffer boys. A ladyboy sissy cock sucker? That’s ok also! I love sucking and fucking big fat manly cocks while my sissy and panty boy’s watch. They love to watch mama suck a nice fat dick and hope to get a chance with it also. It’s really big and I am not sure if you are ready for such a manly dick. I will bring my little boy out for you. You can practice on my sissy son. You get to suck a little peewee maybe smaller than yours even. You will wear those pretty sissy panties and suck his little sissy dicky and see how good you do. Next I will have you pee your panties while my pageant whore daughters wear their little bikini’s and two different sized strap-ons. You will be nervous and pee your panties while they fuck your sissy faggot mouth and you watch this big black dick penetrate and fuck my pussy.

I Didn’t Get the Big Titty Fucking I Wanted, but I Did Get a Sissy

big tit fuckingI do not like small dick humiliation because I like big tit fucking and small dicks cannot deliver that. I do not know how you think you can fuck my big tits if you have anything less than an 8-inch dick. Last night, I was in a bar with a few friends and this older man hit on me. I love older men. He was a fan of my boobs. I had them on display to attract attention. I assumed if I showed off my 44 EEs, men would know they needed something big to win my attention. I thought this older man still had a working hard cock and I ditched my friends to take him home. We had some wine back at my place, and he excused himself to the bathroom. After twenty minutes, I went looking for him. He was in my bedroom trying on my panties! A criminal defense attorney in town was prancing around my bedroom in my red panties like Buffalo Bill in Silence of the Lambs. Suddenly, my plans for some titty fucking action were out the window. I demanded my panties back. I just wanted him gone. No way he had the kind of cock that could survive my tits. A man who plans to fuck a sexy BBW he picks up in a bar, does not go back to her place and try on her panties. And that is when it hit me. He was NO man. I laughed hysterically. He had nothing but a clit stick. Sure, with his age there would be some shrinkage, but my guess was he never had anything a woman wanted in the first place. Girls want something they can feel. I pulled out my cell phone and snapped several pictures to capture his short comings. He pleaded with me not to expose him. I explained he outed himself raiding my panty drawer and I tossed him the panties back. I treated him like I would one of my sissy phone sex callers. I had him prance around like a silly fairy singing little songs. His face turned red from embarrassment. He had yet to experience true shame. My time is precious. Since it was clear I was not getting fucked, I turned him into my maid since my night was ruined. He did my laundry, cleaned my house, and washed my car. At least the night was not a total loss.

Mature Phone Sex Size Queen

mature phone sexI am a beautiful mature phone sex size queen. I know my worth.  So many men do not understand that they lack what I need. However, a few do know their rightful place with me like my husband and a few callers. Some tiny dick losers, however, think they have what I need with a 4-inch nub. Men like that need to learn a lesson or two from some of my phone pets, or even my husband. If you have a small weenie, clit stick, pin dick or a limp dick, you only have two roles in my life. You can be my cuckold or my sissy. My husband is my cuckold. I love sissy phone sex too. Sissies are highly entertaining. There are many ways to entertain and amuse a Goddess like me if you are a sissy. You can dress up, prance, preen and twirl for me.  If you fight dressing for me, I am not against forced feminization. I will put you in a pink frilly outfit, white patent leather shoes, matching bloomers and force you to perform for me while I record your humiliation. I will invite a few sexy friends over to snicker and giggle at you too. You can serve us food and drinks. You can paint our toes and nails. Hell, you can clean my house. You should just feel honored to be in my presence. If you choose to be my cuckold instead of my sissy, that means you will be sucking cock, taking cock in your back door pussy, and cleaning out the biggest cum shot in my pussy. Again, you should feel grateful I let you anywhere near my hot holes. It is a privilege to clean me up and it is an honor to taste the cum of a real man. There are ways you can still be in my life if you lack the cock I am worthy of having inside me.  Small dick losers, sissies and, cock sucking fags can never make me cum, so you might as well make yourselves useful somehow. So, are you my sissy or my cuckold?

Sissy Phone Sex Freak

sissy phone sex

God, I’m really in the mood to dress up a hot slut, so you really need to call me for sissy phone sex soon! I can work with any level sissy – from a beginner to a hardcore cock sucking slut. And I love really sticking it to those sissy sluts with my fat strap on or even making them suck big cock for real. But if you’re a sissy who doesn’t know exactly how to get started, I can help you with that. All you have to do is pick up the phone and call me and I’ll guide you every step of the way.

What part of being a sissy do you look forward to the most? Do you dream of getting dressed up head to toe and going out on the town so everyone can get a good look at you? Maybe you’d rather just dress in panties at home and fuck your own pussy with a dildo. Or maybe you want me to get you dressed up and find you a cock to suck and be fucked by. Whatever level of being a sissy you’re at, just pick up the phone and call me so we can have some fun!

Shemale Phone Sex for Sissies and T-Girl Wannabes

shemale phone sexShemale phone sex with me is like talking to a girl. Sure, I have a ten-inch cock and I am a top, but I love talking to guys thinking of transitioning or sissies. I can help make any man more feminine. I have been busy this week with men who were like me 15 years ago. I identified as female. I shaved my legs and my arms. I even shaved my cock and taint. I did not want any body hair because it was too masculine. I started taking estrogen pills in high school. I was surprised the effect they had on me. I developed soft breasts. I lost some of my natural muscle tone. My body got more zaftig. I took biotin to help my hair and nails grow. It was different for me. I was young, not married and had supportive parents. I had nothing to lose transforming into a girl. I feel badly for my sissy phone sex callers or even the men I speak to who would love to be a T-girl too. I get it that not everyone was as self-aware as I was when I was young. I knew I was born in the wrong body when I was a young boy. I liked to play dress-up in my mom’s clothes. I liked to style my hair. I painted my nails. I had no interest in boy things. Was it always easy? No. Why do you think I work the phones? I never had luck being open about who I was in a traditional job. Guys looking for tranny phone sex know what they are getting with me. I want you to know that of course I will fuck your backdoor pussy and make you my bitch. But I can also help you become more feminine. And, I can help you get cock.

Princess Phone Sex Mommy Rita

I’m mommy Rita and I love being a nurturing mommy for sissy sluts. I have a couple of pageant slut daughters and a young sissy son. We are always playing pageant with naughty boys that my girls love assisting in sissifying them. I have boyfriends that come by and love to help me with my sissy training as much as they like to assist me with the little pageant whores lessons in pleasing dick. If you need some training in being a cock sucker then we can work on you with that. Maybe you are already a naughty panty wearing pervert and just want to jerk off and watch the pageant whores perform for you. They always need training for their next pageant. My son really needs to have his little tight bum hole trained as well. I bet it would be fun if you wanted to play priest and try converting my deviant filthy family into the purity of your religion. I bet, however you could not hold back on your pervy desires when you see all three of them in their pageant wears.

Princess Phone Sex

Hot Phonesex Mistress Of Panty Boys

hot phonesex

Read some of my hot phonesex blog post you will know I get wet for a panty boy.  A panty boy who loves dressing up for a mistress/ Dominatrix such as myself. I live for the thrill of having a man renounce his manliness and put on frills, and fluff with panties and nylons for me. I need a man who knows that he was meant to be forced to be a super slutty feminine cock taker. Become my sissy slut and you will know just how much pleasure in taking cock can be. I know many a big dicked black boy who loves fucking soft white sissy ass. A hole is a hole to them and if you are crisscrossed with red whelps from my training crop? No body will mind at all darling. Lift those petticoats as you dust the lower bookcase shelves and feel that eleven-inch BBC smack your ass and tight little ass pussy. On my command he will push his purple throbbing cock head deep into you. Keep dusting dear and try not to moan too loudly.  You will get an opportunity to moan around his cock as your panties get soiled with sissy cum while your sucking his shit flavored cock afterwards. Get it nice and hard again for your Dom Mamma Brooklyn, I need his cock deep inside me, I got quite worked up as I watched how much of the BBC you took for me. You are nothing without me and You will beg to lick every last drop of that black cock cum form your mistress’s pussy. What a good sissy slave you are becoming for me!

Panty Boy Phone Sex Cock Sucker

I am calling him Jamie and he really is just a Panty boy phone sex loser. He called me up because he has such a small dick and needed mommy to humiliate and laugh at his prick. I made him put on some cum filled panties. I laughed at him as his chicklet dick got hard. It swelled up and tried to grow, but frankly he was lacking the testosterone to grow a proper dick. I wanted a new little pageant whore and made for initiating Jamie into my tribe. Jamie had to lay down on his back with those gooey cummed in panties on and hold his knees. I sat my freshly fucked pussy and ass on his face and made him clean me up. I called my oldest girl in and told her to put on mama’s strap-on and start pegging his little panty boy ass. I made Jamie clean my holes with his sissy cum eating tongue and my daughter fuck his sweet little man pussy.

Panty Boy Phone Sex

Sissy Phone Sex Mistress Auction Fun

sissy phone sex

Sissy Phone Sex Mistress Auction Fun, The biggest and the baddest cocks were going to be scooping up beautiful Mistresses like me. But with a Big dick, there needs to be a sweet pathetic sissy to humiliate doesn’t there? Not only were the men picking the beautiful wives off the platform to use and show them how good it would finally feel to be fucked the way they should be. But the men who had small penis and needed and wanted a taste of the sissy life were put on display. A play boy model had her ruler out and noting the inches on the husbands and tying a string around that little dick to indicate the class of sissy that was being dealt with.  This was an opportunity of of life time for my husband.

He had a green ribbon around his cock and balls, I almost felt proud that he was in call two, 3 to 4 and a half inches. Now another woman and man would be training him for me, and all on his dime. I watched the bidding start on the sissy sluts. My husband catching my eyes as an older lady with blonde hair pulled him off the stage by the ribbon,  his hard cocklette pointing straight at her. A Black man would be taking me for the first week, and I was sold to a tall young buck with a 12 inch cock. I had made a deal to be resold multiple times as I needed to taste the rainbow and really make my husband wallow in self pity as he was being trained. This would be our year to cum the way we were meant to. Him , hardly at all and me squirting hard as I was fucked raw.  I had made sure to list in his skills how good he was at female and male rim jobs and taking double ass fucking, something my husband needed to explore more for me. 

Panty Boy Phone Sex Sissy Nurturing

Panty boy phone sex calls are so much fun for me. As a young mommy pervert with my own little panty boy sissy I love to nurture and play with you guys in your panties. I get really excited thinking about how sexy you look wearing mommy’s pretty panties. I see you jerking in them and wearing my sexy lingerie. I see you posing and looking in the mirror at your little bottom, admiring yourself in my sexy mommy things. I am amused by my boy being all slutty. I will go to my dresser and in the bottom drawer under my knit pants and tshirts is where mommy hides her special toys. I pull something out and smile sweetly at you. I bend you over my knee and rub your bottom. pulling my panties down from your bottom you feel a little special wetness trickle over your bum hole. Before you can ask mommy what that is you feel it. The big head of a dildo sliding in that man pussy. That’s right mommy is fucking your panty boy ass and I will make you squirt in those panties.

Panty boy phone sex

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