Tag: mistress phone sex

Forced sissy training is not needed when you were born a sissy

I don’t have to do any Forced Sissy training because you want me to use you and fuck you hard. You want me to use your holes to weaken you and make you into the whore you are supposed to be. You have been waiting many years to be able to dress up in a sexy slut outfit and heels. You like knowing I will use you  to clean my cummy cunt all up. Your tongue will be used to clean any mess I want. When I have my BBC friends over and I command you to milk them you will. That is all you are made for. I will make sure your Sissy panties are moved to the side and your tight little hole gets used to milk a big black cock, that is always part of your training. You love it, it is what you have been needing all your life and now you don’t care to be put in the place you belong. That is being my bitch who cleans up my cummy messes and milks any cock I want.

Forced sissy training

Sissy Humiliation Training: All Pathetic Sluts Need Proper Training.

Sissy Humiliation TrainingSissy humiliation training is a need for all sissified men who need to learn their place that the feet of superior women. Some fake men are born with very little in their life, and I am not talking about monetary gain. I am talking about the little tic-tac they keep hidden in their panties, hoping no one discovers just how much of a pathetic loser they are. However, a superior teen Princess like me can smell it in the air whenever a little limp-dick loser makes his way in front of my presence. That is why sissified losers need the proper training in order to learn their real place in life. Start with chastity. You should keep that gross thing locked up tight so that you never touch it unless you get permission. Burn all your fake make boxers and briefs. From now on sissy women’s panties will be all that you wear. That includes work in front of all your real manly peers. Get yourself a big cock from Amazon and get ready to practice your cock sucking skills. After all, a real sissy needs to learn how to serve superior cock since they don’t have one themselves. You are about to be humiliated in a way that feels so good, just like the bitch you were always meant to be.

Sissy phone sex with Miss Remi

 

sissy phone sex

 

I just had the best time dominating the plumber that my landlord sent over and making him my bitch. I’m going to tell you all about it on our sissy phone sex call! He was here to unclog my bathtub but he ended up getting his pipes cleared instead! I walked by the bathroom and noticed just a hint of his bright pink, lace thong sticking up out of his pants. What a perfect coincidence that a sissy, panty slut would be sent to my apartment! I didn’t mention seeing his panties when I was talking to him, I just left the room and came back wearing my biggest strap-on. He was a big guy and he was already on his knees, wedged between my bathtub and the wall, so he wasn’t going anywhere. I walked right up behind him and started to tease him, telling him that I could see his panties and I knew that he was a sissy bitch. He tried to hurry up and stand up but I pushed him down, held him over the edge of the bathtub and pulled his pants down. I slid my finger up under his thong and pulled it to the side while I started thrusting and shoving the head of my fat, fake cock into him. He tried to act like he didn’t want it but as soon as it was in, he was moaning and arching his back to take it deeper! I was so busy force fucking him and making him whimper and moan that I didn’t notice when my boyfriend walked in. It was perfect timing because that little sissy plumber slut needed a fat dick down his throat while I pumped him. Call me so I can tell you what happened once my boyfriend got ahold of that sissy bitch!

Humiliation Phone Sex: The Smaller The Better!

Humiliation Phone Sex

So many times, I’ve been asked if I’d like to be entertained by small cock humiliation phone sex and my answer is always, yes! A goddess like me can only get fucked by the biggest of cock because I’m a size queen. I believe in training my sissies to be obsessed with big cocks too so the only use I see for a little tiny cock is to make me laugh. I love seeing how absolutely miniature a cock is next to a nice big dick that I’ve sucked hard. The comparison alone is enough to make me giggle. Those tiny cocks might as well be clits and the boys with them might as well be chicks! Small cock humiliation phone sex is my favorite pastime if I’m not busy being the best BBC sissy trainer for sluts who want to serve me!

Best sissy trainer gets you addicted

When you have been trained by the Best sissy trainer, you become a cum addict. All you think about is the next moment mistress Gypsy will use you to milk a BBC. Since I work with BBC trainers I will always keep you full of cum. I want you in your sissy uniform I have picked for you and on your knees waiting to serve us in any way. Tonight I wanted to have you dripping before you milked any cock. I love seeing what a good cum whore you are. We teased you by making you suck on each and everyone of our toes like they were dick you needed to milk. I made you lick my asshole while my BBC trainer friend put his toes inside your Sissy panties and teased your sissy pussy. That had your clitty hard, especially when he shoved his toes in your pussy. You start begging me to let you milk my BBC buddy. As I laugh, I open your mouth and guide your head on his thick long cock. Right away he face fucks you hard, making you gag and choke until you have tears flowing down your face. Your little clitty leaked through your panties and when he started filling your mouth up with thick yummy cum, your clitty squirted. That shows me you are an addict to the cock.

Best sissy trainer

Sissy Training is My Specialty, and So is Being a Loving Mommy

sissy trainingSissy training is my specialty, but I get a lot of mommy calls too. I guess you could call me a sissy mom. I have two trans sons. When I first started this job, my boys were schoolboys. Just young boys who liked to play dress up in mommy’s clothes and play with make-up. I knew then that they were special. I mean boys their age played with cars, Legos and trucks. They wanted to wear jeans and t-shirts. I let them be who they were. I think it is harmful to stifle a young one’s natural exploration to find out who he or she is. Most women are not as enlightened as me, though. I get all sorts of sissy phone sex callers who talk to me about how they were shamed and ridiculed, even punished by their parents when they got caught wearing mommy’s pretty things. Some of these men are pretty fucked up because their parents just did not understand.

I like to recreate the mothering experience with callers. Be that nurturing, loving, encouraging mother that they should have had. The kind of mother my boys have. My twins are living their lives in that in-between world that scares so many people these days. They go to an arts school where their creativity  can blossom. They go to a school where they can wear dresses and makeup to school daily. They have friends. They have boyfriends. They thrive socially. Regular school was not so welcoming, but I recognized that immediately and switched their schools. What mother does not want her offspring to thrive? When they are 18, they can decide if they want to have sex reassignment surgery, or become trans girls. Whatever they choose, I will support because that it what a good parent does. They support their offspring. And the best sissy trainer supports you. Nurtures you, encourages you and only punishes you in order to train you properly.  Mommy is waiting for you boys.

His first Sissy training session went well

Sissy trainingThere is a new sissy in town and he’s going to be squeezing his little link into his first pair of Sissy panties! He was at work when his asshole started feeling all slimy, he couldn’t help the tingly sensation that ran through his body.. He needed a fix, even if that meant in the parking lot of his place of employment.. Risky business! He took his 15 and called me up from the back seat of his compact car..

He didn’t have any toys so we settled with his fingers! He slicked his tips up by slurping and sucking them, like they were a fat cock.. Then smacked the excess saliva that he scooped up from his chin onto his manhole.. The windows of his car were not tinted but they did naturally fog after a while of his huffing from the sensational fuck he was giving himself; while I whispered humiliating things into his ear.. He or should I say she?

Anyway, the faggot is aware of his position.. Not every call will he get off; sometimes he may even just have to sit back and listen to me breathe.. I mean whatever it takes to talk to a hottie, you couldn’t stand a chance with in reality! uhh, the good in fantasy, huh? haha, Sissy training has only just begun, we went shopping for some fun stuff..

So far we’ve gotten a clear 7.3in soft realistic dildo to gag his bussy with and a plus size contrast lace mesh slip with a matching thong… It’s even got a satin bow that sits right between his knockers. I can’t wait until it arrives so I can show the world that a Sexy BBW does exist.. His juicy phat ass is going to look amazing sucking up a g string.. He has never had his man hole stretched with anything besides his finger.. Lucky him, I am the sexy bitch who’s going to break him in. Welcome bitch, You’ve got yourself the Best sissy trainer on the net, Good taste!

Sissy Gurl Mistress phone sex

Mistress Phone sex

 Nothing gets my sweet MIstress phone sex pussy off more than making fun of soft bitches like you! Laughing and teasing your ass for being such a limp dick little sissy cock loving faggot.  I had so much fun the other day with you confessing to me how much of a sissy faggot you are. 

Zoey Knows you couldn’t wait to tell your Daddy all about me when he got home today. I heard all about how he surprised you with a super cute new outfit to wear for him and we had a couple of his daughter’s friends come over and laugh and make fun of you while he bent that tight ass over and made you whine like a little whore as he pounded you in my brand new short, tight mini dress. And I got even more turned on as the girls laughed and called sissy la-la a cock loving little faggot when his Daddy put her on her knees and blasted a weeks-long load he was saving up, all over that femme face.

There you are dressed up like a whore in a tight pink little mini dress, with a wet, throbbing, gaping, freshly fucked asshole, completely covered in cum, with three of the hottest little sluts laughing at your ass calling sissy all kinds of names, putting slut girl in her place, as a submissive, crossdressing, little cock whore. Thank you Sissy fag boy for letting me take your confessions and sharing my love for cock. I just wish one day I could be right there watching and laughing at you whining like a slut from getting pounded by a stud’s big cock! Thank you for allowing this Phone dominatrix to work you over SIssy Gurl! 

Calling All Sissy Girl Training Applicants!

Online Sissy Training

I don’t just train any curious faggot that comes into my chat, I train only the best sissy girl training applicants! I’m an exclusive online sissy trainer and I demand your utmost devotion to our training sessions. When you are mine, I will make you the best little sissy panties slut that you can be! I’ll have you strutting your stuff in high heels and kinky lingerie in no time! I’ll own all those perfect bimbo fuck holes so only the best cock will do when it comes to fucking my pretty sissies. You’ll have a great time shopping for clothes and cock with me and when we are out and about, you’ll be on display like my perfect little sissy cock tease! Mistress phone sex is just the beginning! We will find some hard BBC to please and make a game out of who can take that big dick the deepest! You will love having Mistress Raine as your best sissy trainer BFF!

Humiliation Phone Sex: ON your knees like a little bitch!

Humiliation Phone SexLet’s play a game little dick, one of humiliation phone sex roleplay fun. We will pretend I am the prison warden and you are the little punk prison bitch meant to be sodomized at my will. That means you will have to be a good little snot and obey each and every command I give you or your back pussy is going to be beaten to fuck by lots of thick studly man meat. I’m sure the thought of you being gangbanged by that many studs makes your widdle dicky twitch a little in excitement anyway. 

You can start by worshipping the ground and the sexy heels I walk on. On your hands and knees put that pretty little ass in the air for all the prison guys to look at and cat all. Kiss my heels. Suck on my heel like it was a cock that you were trying to bring pleasure to. Kiss up my legs wrapping your thighs around my heel so I can step on your pathetic bean bags while you thank me. You are lucky to serve my perfect hot young body. 

Service my perfect ass hole. Perhaps if you are lucky I might place a toot on your tongue. Men would line up to lick my anus and you are doing it for a chore. Let me use your tongue like a dick fucking you deep inside my ass. Lord knows it does more for me than your worthless little dick does. If you are a good little worthless worm you can lick my ass hole while one of my prison studs services my dripping wet cunt. We may even laugh as I drown you in my squirting pussy juices from fucking his perfect cock. No cumming for you of course otherwise you take my stud next time.