Tag: Best sissy trainer

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.

 

Forced Sissy Training With A Goddess Will Show Your True Colors!

Forced Sissy Training

I love training my sissies and dressing them up in all sorts of sexy and slutty outfits. Making them wear slutty dresses and super slutty make-up and super high, high heels is only part of the joys of sissy training though. The rest is all about who we get to join in on our naughty fun together. I always have a ton of guy friends willing to break a new sissy in.

Or we could go to the club to break in the new sissy pussy. Knowing full well that your erect clit is only that, a clit not a cock. Maybe I’ll even put it in a little chastity cage so you won’t be able to touch it, just simply enjoy being fucked and squirt while that enormous cock pounds your pussy hard. Let me watch as it drips in excitement, and you get stuffed full of cocks.

I have both shemale friends and male friends who would both be open to popping your cherry my love. And you’ll love every fucking second of being used like the sex puppet you are. You’re my little sex doll that I get to make over and dress up then have fucked silly. I want you fucked so good that you call me for more, longing to be a better sissy than before.

My online sissy training will leave you drained and squirting like no tomorrow. So get in line and pick your favorite dress and we will have some naughty fucking fun.

Forced feminization for sissy whores

Forced feminization

Forced feminization is for sissy whores. You’ve never dressed up like a sissy whore before? Well, I’ll rebuild you from the concrete dust and up. I’m going to take away everything that you’ve ever stood for as a man. I undress you and force you onto the floor, my heels digging into your should blade. I’m your new phone dominatrix and whatever I say goes from now on. I’m going to force you into some extreme sissy girl training. I pull out my favorite pair of sexy lingerie see through, now sissy panties, and put them on you. I dress you up in a training bra, and some sexy 6-inch-high heels to go along with it. Those look so sexy on you! I force you to prance around in that sexy lingerie. I then put a frilly dress on you and tell you that you had better wear that outfit for my guests that are to arrive soon or else I will push you to the breaking point in this sissy humiliation training session. Sissy slave training is what I do best I tell you as I lay down a huge dildo on the bed, I inform you that my guests are coming equipped with strap ons and that we are all going to have so much fun with you. I hear the doorbell ring… Are you ready for what I have instore for you?

Online sissy training with Tiffany got kinky

Online sissy trainingHer first week crossdressing was a success! We’ve already found her a BBC Master to keep her tamed.. She is a slave to his Big black cock, left with no choice but to surrender when he destroys her bussy and leaves her with a creampie!

She has adjusted quite well to her new duty as a Sissy slut being dominated by an alpha male.. She called me up for intense Online sissy training and sent me some personalized photos so we could work on getting her up on as many sites as possible. This made our hunt for the biggest cock we could come across, easier…

She’s already been anal stretching for a while so she is no newbie to ass play. She has just finally accepted her fate, being better at servicing a man than a woman.. Plus, she’s already done so much damage that she has managed to destroy her nervous system.. her dick has shriveled up and shrunk about 3 inches.

These are the consequences sissies accept when they find out how good an anal orgasm feels. To her I am already the Best sissy trainer in existence.. Yet, training has only just begun! She seems to take orders quite well and isn’t a mouthy little bitch. Sometimes sissies forget their purpose is to serve and tend to be far too needy. She’s quite different. She knows I am who she idolizes and in order to be the best she can be she is going to have to follow my lead. In due time she will have what it takes!

Bareback breeding is my gift to her whenever I see overall improvement. An entirely new wardrobe is what we are currently working on, all she needs is guidance. Forced feminization isn’t necessary!

Sissy Maid: Follow My Instructions

Sissy maid training

 

A sissy maid that is employed by me has to do a lot more than wash dishes and do my laundry. Obviously, you will be doing any chores I assign to you, but I have a few extra activities that a regular maid will not do. You will require extensive training before you can really be called my maid. You have to take corporal punishment well, even if you haven’t done anything wrong. Sometimes I just like to spank your ass. You also have to be in a chastity cage every minute you work for me. You are more of a sissy slave than a maid, and no slave needs to be getting off without my permission. In addition, a maid must be willing to vet all of my sexual partners thoroughly. That means you’ll have to be good at taking a hard fucking. None of the men that I have ever fucked (and they are few and far between) got to fuck me before showing how good of a lay they are. You don’t have to do anything but let them use you and rip your pussy apart. Once you have been sufficiently degraded, you need to report back to me how good he was. If he’s shit, he might need to practice on you until he gets it right. You’re okay with that, aren’t you, maid sex slave? 

Best Sissy Trainer Coraline is Part Phone Sex Therapist Too

best sissy trainingI am not so egotistical to say I am the best sissy trainer here, but I am one of the best. I think what makes me good is that I am equal parts sissy trainer, mom and phone sex therapist. There is no cookie cutter sissy caller. You must know how to listen to a sissy when she is talking. Some do not want cock, some are all about the cock. Some want sissy humiliation, others want encouragement and nurturing. Some like to dress up in frilly dresses and be exposed as sissy faggots. Yet others just want to wear panties and stay in the closet. A good sissy trainer does not treat all her sissies the same way. I am part sissy phone sex therapist. I listen to my sissies. I help devise a sissy plan that best fits them. Jake for example, lives in a rural city. He wants cock, but it is hard to get cock in a small town. It is also hard to dress up and go to glory holes when your town has no glory holes and everyone in town knows everybody else. I have been encouraging Jake to travel. He finally did and he called me from San Francisco the other night. He wanted some encouragement on where to begin. In a large city full of gay men, sissy faggots and all kinds of alternative folks, Jake could blend in. I sent him to a glory hole first. I found an adult bookstore near his hotel and instructed him to go there. I was with Jake the entire time. He wanted me to hear him suck his first real cock and I did. I was like a proud mama bear. My months of sissy training finally being put into practice. It was hot hearing Jake swallow cock after cock. I helped Jake get what he wanted out of the sissy life. His journey is just beginning, however. Maybe I can help you with your sissy journey too.

Adult Phone Chat Lines With Emerson Will Leave You Longing For More!

Adult Phone Chat Lines

 I love my silky panties the most. I love all my panties, but the silk ones are absolute tops. The way they rub and press against my tight wet cunt just makes me feel so much like a woman. They touch me like a man touches me and I love it. So gently and caress my every curve of my pussy.

Let me take these silk panties off then stuff them in your face for you to smell and taste. I know that’s what you crave, secretly. I know you get into my panties when I am away, I’ve seen the massive amounts of cum in them that you like to leave behind.

So come and let me train you into being my perfect little panty sissy. Simply grab your favorite pair or request the ones I’m currently wearing. I will gladly take them off for you to stroke that yummy fucking cock with. Just engulf your cock in their delicious and intoxicating fabric and me sweet scent.

Then put on this dress and be a good little slut for me. I want to take you outside and have you fucked by all of my male and shemale friends. I want them to fill your cunt with cum so that I can fuck you with my beefy fucking strap on then have you suck me off.

I want to rule your entire world and have you be my perfect little sissy for the day. Wont you play along and have some naughty fun with me?

Sissy Humiliation Training for Faggot White Boys

Sissy humiliation training is exactly with a little pathetic shrimp dick panty wearing bitch boi like you deserves. Let your new Mistress train you to be a good little nigger cock worshipping sissy faggot white boy.

Understand your place first and foremost. That is before me, Your Mistress and on your knees in panties. My desire is to make you a good cock sucker and I have a nice big black strap-on cock to train you on. As it is I would be ashamed to have you fail at being a good cock sucker for one on my black studs. So get that suction cup BBC dildo and start sucking it bitch.

The moment you are ready and able to really get sloppy with this cock is when I will be ready to train you on taking it in that sweet pussy of yours.

Sissy humiliation training

I Love A Soft Sissy In Panties!

Sissy Panties

Something about dressing up a delicate little sissy girl and playing with her like she is my baby doll makes my clit throb! I adore a soft sissy who loves her Mommy Raine, we’ll play dress up and dollies and use all of Mommy’s big girl toys. I know who needs a nice long shopping trip to that special dress shop, the one that sells silk panties, stockings and all the accessories you can dream of! We’ll try on only the prettiest of dresses and stockings all day long, I’ll paint that lovely face and curl your gorgeous hair for our special guest. Mommy Raine’s sweet sissy will entertain our friends by sucking a cock or spreading her tight little sissy pussy right next to me once we are all dolled up and ready to play!

Online sissy training via Skype

Online sissy trainingFrank has been in Sissy girl training for a while.. He’s finally gained the courage to put his vibrating 8in toy in, full.. Ever since he’s become quite the anal addict!

He claims I enabled him to do so.. My soothing voice has instilled the words “Spread your legs sissy boy and swallow that dildo whole.” To the point he even wound up getting caught bussy pumping in the bathroom stall at work!

Somebody thought something was wrong when he was found howling in the stall… They barged in only to find him grinding on a rubber dick..

Everyone at work is now aware he is a cock craving faggot! Its even managed to reach the ears of his wife. She hasn’t let him be a man ever since.

She’s decided to wear the pants and I can totally understand why! Are you kidding? Who would respect a man after knowing they have been putting on your used panties and calling their pecker a clit.. Her and I have been working hand in hand, Femboy training..

This has to be one of the best Humiliation phone sex sessions I’ve ever done. We even do skype sessions.. I get to guide her through training and teach her how to be the best Mistress to her faggot husband.. Just last night I watched her smother him into the mattress while she stretched his hungry asshole.. Its so funny to watch him plead as she fucks him with no mercy.  

Its mandatory he dress in costume.. He must even wear a G string to work under his denims!