Category Archive: Sissy Training Phone Sex

I love your dress

crossdressing phone sex

Crossdressing phone sex holds a special place in my heart. There is something sexy about a man who is trying to find himself as he dresses in a pretty bra and panties, or maybe stockings and heels. Usually these are stolen from a female in their lives such as a sister, mom or wife. They try to only dress when they know that they will be alone, admiring their body in the mirror as they turn back and forth. Maybe they even go so far as to try to apply some basic makeup like mascara and some lipstick. Not all of them want to be fucked by another man but there are some who will continue down the road of humiliation and sissification. They will start to get more bold with when they are dressing, the excitement of knowing that they could be caught egging them on. Then the day that someone comes in they look scared and surprised but deep down had wanted to be discovered all along. They want the punishment and the anger from that loved one so that they can use that to fuel their depravity. The others are confused and looking for some re-assurance that it’s ok for them to wear pretty things too. To have a friend or loved one take them by the hand and show how to fit items, what to shop for, help apply makeup and maybe even do their hair. No matter which side of the road that you are on I am looking for you and can help with either destination!!

Small cocks need not apply

small cock humiliation phone sex

I don’t get very many calls for it but I enjoy small cock humiliation phone sex. I have fun rounding up some girlfriends and we all laugh and point at your tiny cock and ask how you could possibly fuck anyone with a cock so small. I would allow you into my bedroom but only to prepare my pussy for a real cock to use. You would sit on the floor or a chair with your tiny cock in a cage and would not be able to touch it unless I allow you to. Once my pussy has been satisfied I will call you over to clean his cum from my cunt. You will moan as your tongue comes into contact with my gooey center and continue to lick until there is no baby gravy left. If I feel that a good job has been done then I may let your mini meat rocket out so you can dribble into your hand and then clean it up. If you don’t do a good job then I will keep you in that cage for a month with no relief. Real men are meant to wear the pants and since you have that pathetic excuse for a cock you are no real man. You are a pretty boy with an overgrown clittie that will now be kept in panties and a skirt so you no longer are confused about being male.

Black Cock Phone Sex Sissy Training

black cock phone sexNo one does black cock phone sex like me. I am a black cock whore. I have been one since I was a teen girl. I thought I could go back, but my white girl pussy was not having any white dick again. My husband and I have a unique marriage. He is living a pussy free life. I cuckolded him when we were just dating. He wanted to marry me so badly, he became my black cock fagot and cuckold for life. Now, he helps me train others. I recently started a home school program for cuckolds and sissies. Most of it is online training, but I love subliminal training. I indoctrinate white boys on the beauty of big black cocks. I let them know they are not worthy of white girl pussy. I tell them that sexy babes like me deserve only the best cocks. I will not say that is only black cock. But it is mostly black cock. Many white men secretly want to worship big black cocks. Those with tiny white dicks at least. They just need some encouragement. My husband was the first one I trained. He turned out perfect too. He went from a do not ask do not tell policy to wanting to fluff big black cocks for me. I knew what he was capable of being. I knew he had it in him to be a black cock faggot. He just needed encouragement and training. He needed black cock sissy phone sex. Now the question is, do you?

sissy phone sex

 

Panty boys- cum to me

panty boy phone sex

I had a call today for Panty boy phone sex. He was very sure about what he wanted and who was I to not deliver? He enjoyed the feeling of his small cock in cased in some pretty silk and lace. He told me that he went shopping at Victoria’s Secret and pretended that the panties he bought were for his wife but they were actually for his personal collection. He will wear a pretty pair under his suit during the day just to feel comfortable and when he gets home he will strip down to nothing but those lacy thongs are prance around the house. He said that when they rub against the head of his cock that they will get instantly wet with all the precum that leaks out. He says that they ones he likes the most of the ones that you can buy that have the butt open so that if he wanted to he could take a cock in that pretty feminine ass of his. He says that he has a part time lover who loves when he dresses as a female for him while he fucks him from behind. He stroked off as we talked and I could hear how much more he moaned when I would ask about his pretty panties. I hope he calls again soon.

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

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