Tag: Best sissy trainer

Sissy Panties For Saint Nick

sissy panties

It’s time to put on your sissy panties for Santa, you dirty little whore! Have you been a good girl or a bad girl this year? I don’t think it matters whether you have or haven’t. You’re going to be getting a spanking from Santa either way. You know he has to deal with those naughty elves all year long, and Mrs. Claus would not really be okay with him doing that to them. But when he stops by your house, she won’t be there, and he’ll be able to do whatever he wants with you. Isn’t that SO exciting?

I think maybe you should dress up as an elf so that when he shows up, you can role play and he can act out what he wants to do on your naughty little ass. Once he puts you over his knee and spanks you, then he will tell you to bend over, pull your pretty panties to the side, and then he will slide his jolly old dick all the way inside you. Are you ready for his festive load of cum? Today is a good day for us to talk about what you truly want for Christmas!

The Gift That Keeps Giving!

Sissy Phone Sex

I can’t wait to spoil my sissy sluts over the holidays! All my little sissies are clamoring to book long shopping sessions and sissy training calls with their favorite sissy trainer Mistress Raine. We talk for hours about clothes, shoes, styling and gifts! My sissies are all in perfect condition to suck and fuck and ring in the new year riding a cock! It makes my heart so warm to help my bimbos to make a great impression on the holidays, I know how important it is for my sluts to spoil themselves and their favorite people! Give yourself the gift of an hour with the best sissy trainer around! Quality time with Mistress Raine is the gift that keeps on giving through the holidays!

She Is So Obedient

mistress phone sex

I had the most perfect sissy call the other day. So obedient and so submissive. Willing to do anything and everything with just my command. Allowing me to dress her anyway I see fit. Never offering her opinion for anything. Understand that she is to please me without question. Dressing in frilly sissy skirts and hot sexy heels and stockings. A big thick butt plug pushed deep inside her pussy. Her little clitty contained with the smallest of cages. Teasing and tormenting her with her favorite shemale porn. Watching the grimace on her face as the cage prongs stick to her swelling clitty. Trying to contain her excitement but failing. Small droplets of precum leak and I laugh. That will get you punished you faggot. She calmly walks over and bends over my knee, pulling her panties down and exposing the jeweled butt plug. I am not even going to remove it for the punishment. I admire her pale white cheeks knowing they will soon be a crimson red. I start the paddling. One cheek, then the next cheek. Back and forth over and over. She never asks me to stop. Her ass is bright red with white patches. Her clitty is swollen and painful as I reach my hand back for the final blow.

Best Sissy Trainer Loves New Toys

Best Sissy TrainerI see I have a new brat to tame tonight don’t I? Your pretty girlfriend sent you in here right? Oh yes, she’s lovely indeed! I got to have some fun with her this afternoon and sucked her pussy as she told me all about you! hahaha! Quite the screamer too. She said you were nothing but a little pansy bitch just waiting to become who you really are. So, are you ready to become the sissy you deserve to be so you can stop disappointing that sexy girl of yours? Get on your knees! Crawl naked on the floor for me on all floors! Those pink panties are laid out just for you little faggot. Try them on and come out to meet some new friends!

Punishing My Sissy Cum Slave

Sissy pantiesMy sissy slut Cassidy pissed me off the other day. She disobeyed her mistress and removed her plug before I gave her permission. To make matters worse she didn’t even use her mouth to clean it like I like all my sissies to do. She was nervous her wife might find out about it. Just for that I locked her little clitty up in an extra small cock cage and made her wear her pink frilly sissy panties home to her wife. I also put my inflatable ass spreader in her and filled it all the way up. For good measure, I made her suck on a cum ice cube on the way home too. I want her breath to smell of fresh cum when she goes home to kiss her wife.  I hate it when I have to punish my cum sluts but this mistress doesn’t take kindly to disobedience. This little sissy will learn to understand that her wife is not the one she needs to be afraid of. 

 

He Needed a BBC Sissy Trainer

I am a bbc sissy trainer and so is my daughter. She is 18 now and wants to be a sissy trainer and dominatrix like her sexy mommy. She has shared some of my BBC lovers with me over the years. And I have shared quite a few of her black boyfriends with her over the years. Last night, one of her black boyfriends was over when I was training a sissy. This sissy has never expressed interest in black cock or any cock. This sissy just wants to dress up and be my sissy maid. That all changed when my sissy went upstairs to use the bathroom and walked by my daughter’s room. She did not have the door completely shut and my sissy bitch saw her sucking on her boyfriend’s big black cock. My sissy came back downstairs and started drilling me about the guy upstairs. His clit stick was bulging in his nylon panties. I excused myself for a moment and came back with my black suction cup dildo. My daughter’s boyfriend is not into guys at all. But I know plenty of black men who think any port in a storm will do. I texted one of them that I had a sissy bitch who needed stuffed. While I introduced my sissy to my black dildo, she came alive. She was no longer interested in being a sissy maid. She wanted to be a black cock sissy. Well, she was in the best company because I am the best sissy trainer for BBC faggots. She sucked on my black dildo for awhile before she asked for the real thing. That was on its way. My black lover arrived 20 minutes later and broke in my sissy’s ass with the real thing. Nothing feels better than a real BBC in a sissy’s ass. Or my ass either. And just like that as sissy went from a maid to a bbc sissy faggot.

Joy To The World!

Sissy Training

The end of the year is the busiest time for a sissy slut trainer like me! I talk with all my sissies daily about their holiday party outfits, gift choices and make up combinations. I even spend time talking about cock sucking quotas. That’s right, my sissies are extra giving during the holidays, they are excited to get a cock sucking quota of at least ten fat cocks a week! They linger at the gym, at family gatherings, after work parties and at gloryholes waiting for their opportunity to suck a mean dick and tell me about it later, they know I live for the dirty details. Why do they do it? Simply because they know that Mistress Raine wants her sissies slurping and deep throating all December long to bring joy to the world!

Sissy training involves me

Sissy training

You know sissy training is my jam, and I love it so much because I can put whatever kind of twist on it I desire. I’m the girl you want to learn from and to be honest I have quite the lessons to show you. Im going, to be honest. Porn is a godsend. It will show you what men love more than anything, and in my eyes, that’s pussies and boobs. Naturally, you don’t have a pussy, but you have an ass pussy, and that will do. Im going to enhance your fake boobies and help you dress to impress. iM GOing to make all the straight men give you a shot. Im a pro like that, and you will see plenty of cock for your sissy holes.

Sissy Maid Training for the Holidays

sissy maid training

For some reason, some of you who call me for sissy maid training think that you’re going to get out of doing the actual maid work. When a man brings a sissy maid into his home, it’s NOT just for cock sucking and fucking. So, you need to just get comfortable with the fact that you’ll be doing more than looking cute in your outfit. Your new Master might want you down on your hands and knees scrubbing the kitchen or bathroom floor with a toothbrush before he fucks you. And if that is what turns him on, then you’d better be down on your knees doing as you’re told.

Once you’ve done your chores, then you might get lucky and get his dick shoved down your throat. And if you are a VERY good girl, then you might even be permitted to swallow his cum. But if you resisted him in doing your chores, you might still get that load, but he might shoot his load on the dirty floor and make you lick it up from there. I think the best thing for you to do right now is call me so we can get you trained properly!

Taboo Phone Chat Gets Dark For Bad Sissies!

Taboo Phone Chat

All sissies get to endure my taboo phone chat role play when they misbehave and my dark side comes crawling out of the depths. I will bend them over a breeding bench, and have a huge fourteen inch fuck machine come in to act out my rape fantasies on their little assholes. Meanwhile, they’re being force fed hot cum straight from my Cum Cow farm, and I’m torturing their poor little clitty. Consider it your second circumcision but this time, it’s going to fucking hurt a lot worse. Let’s shave off that last inch or two, and leave you with a flat little piss hole! Go on, get the grinder so I can end what’s left of your “boyhood” before we forget you ever had balls for good. Oh your balls! Yes, those come away next. Let me get my sewing scissors.