Category: Best sissy trainer

Me & My Favorite Sissy Goldie!

BBC Sissy Trainer

I’ve been feeling very generous towards my sissies this month! The summer time means the days are full of fun time by the pool for Mistress Raine and the nights are filled with sissy training and cock taking. Just this weekend I invited my favorite sissy over to help me take care of one of my BBC Stallions by draining his big black balls completely of cum. My stallion has a insatiable craving for sissy pussy and he knows I will always provide him with the sluttiest sissy whores to take his cock. Me and my favorite sissy Goldie got all dressed up in lovely pink lingerie and did some poppers before our stallion arrived. We were feeling nice and loose by the time the BBC was whipped out right in front of us. I sucked that BBC hard and guided the thick pink mushroom head into sissy Goldie’s tight little fuck hole. She went wild on that BBC when he started pounding her bussy. I was so proud to see my Goldie taking all 11 inches of that amazing black cock and juicing those balls for all the nut they were worth!

Sissy training audio

Best sissy trainer

Aw Sissy, How hard it must be to be you in this world… The feeling of being anxious, nervous and scared you must feel like the entire world is closing in on you. If you can only just look exactly like a woman to the point of no questions being asked… Well, you can! That’s what sissy training is all about. Shopping isn’t just about having the perfect hot lingerie. Nobody wants to see a hairy bird chest in lace. Haha! That’s why we need to go shopping for what truly matters. Lets get that clity tucked away in a full real body doll bodysuit. That includes a perfect pair of firm tits for all those men to look at. Having exactly what a woman has or at least appearing that way would have all the men haywire over you. A pair of tits to wrap around his juicy hard cock while you suck and drool all over his shaft. Ideal! He can flip you over and place his hard cock between those warm buns and fuck you senseless. With so much needed to fully transform it’s going to take a lot more than this blog. Give me a call so you can get the best sissy training out there!

Online sissy training

Punishments

forced sissy trainingI love being a sexy ass dominatrix. I have a naughty little cunt here who needs to realize who is in fucking charge. I grab his hair and pull him down into the floor, slapping him in the face and making him kiss my fucking feet. I smack his bare ass and tell him to get up and put on that silky pink thong right fucking now. He does as he is told like the good little bitch he is and then I see him start rubbing his little clit through those panties. I grab his hair and bend him over the fucking bed and tell him he is only allowed to fucking touch his clit if I say he is. I grab his little balls and squeeze hard enough for him to apologize and tell me he wont do it again. I take my big black strap on and shove it into his asshole hard so that he screams in pain and pleasure. I fuck him like the dirty little slut he fucking is telling him that he is a sissy and no woman will ever want that tiny little cock. I laugh as I fuck him as hard as I can and tell him that he is my little fuck doll that only I can use. He cums in those tiny little panties and I make him lick them clean.

Femboy Training Begins Now!

Femboy Training

It has become very clear that I need to teach you sissy white boys how to behave in the presence of a Supreme Cocoa Queen! Luckily, I am the best at cracker femboy training. Let’s start by getting you out of those clothes and into something more slutty. My sissy toys need to be dolled up in fuck me fits. I’m going to keep you in skirts and lingerie so that when I have you facedown begging for my veiny black strap I can pull on your lacey frills as I thrust deep inside of you. I’ll use your skirt as reigns to pull you back as I ride you like a pretty pony. You’re so good at taking a thick uncut carrot! I see that you’re not wearing make-up though. Tisk tisk. The only way to make my chocolate pussy drip syrup is to smear on some sexy purple lipstick for when I’m watching you slobber down the shaft of my dick. If you suck me good enough I’ll let you drink the juice that squirts out my fruit box. Your training isn’t going to be all sex and giggles though, peckerwood! You are going to be in chastity a majority of the time because I don’t you to even think of touching that pathetic little clitty! Any backtalk is going to get that bare bottom spanked with a thick wooden paddle. You better hope I don’t squash those baby berries in your sissy panties! When I’m done with you, you’re gonna know exactly how I expect my lily-white fuck meat to worship a superior black goddess.

Mother and Daughter Sissy Training

sissy trainingMy daughter loves sissy training too. She is 18 now and can legally join me. She has been joining me for about a year now anyway. I have plenty of sissy boys who love the idea of a mother daughter training session. Last night was the first time my baby girl could accompany me to the dirty bookstore with a client. My sissy Sally is a 55-year-old closested sissy. My daughter has pegged him with me. She has even dressed him up to look like a bimbo Barbie. She is very talented with hair and make-up. She is in cosmetology school. She does nails too. My daughter and I escorted Sissy Sally into the adult bookstore and into the back room where the glory holes are. She was going to practice her cock sucking skills on the real thing this time. She was ready for the real thing. Online sissy training involves dildos and garden veggies, but when you see me in real-time, you get to suck the real thing. Sissy Sally was so excited. We went into the room, knocked on the wall and cocks popped through the holes. Big cocks too. Many were black or brown, but there were a few average white dicks in attendance too. I encouraged my sissy to start slow. She started with the white dicks before she finished with the big black cocks. I knocked again on the wall to signal a few studs over to fuck Sally’s puckered back door pussy. The only thing to enter her tight hole has been my strapon. She was ready to graduate sissy school with the real thing in her sissy hole. I pulled her fluffer panties down and lubed up her hole. My daughter guided a big black dick in her technically virgin hole. The best sissy trainer always makes sure her sissies get the real thing after some practice. My daughter and I had so much fun seeing our tutelage played out in the real world.

Don’t fucking make me hurt you!

Sissy trainingYeah, you fucking sissy you like the way I bend you over and spread you ass cheeks wide open, don’t you? I am, after all, the Best sissy trainer, and you my sissy boy are now in training!  I take my face and shove it between your cherry red cheeks. Before slapping you hard again. I force my fingers, dry ,in your tight hole before I shove them deeper, fucking you hard and prepping my sissy hole to be destroyed. I love the way your ass opens for me. Good boy you know you want mistress to punish your boy pussy, don’t you? I spit on your ass letting drip down your balls before standing and forcing my strap on deep inside your ass. You’re my whore and I’m going to use you for my pleasure! You groan with the force that I pound your ass, and I grip your throat. And yank your head back. “Shut the fuck up and take this dick! You are nothing but my little fuck toy, and I am going to toy with you all night, so get ready!” I hiss while pounding you harder. Your cock is rock-hard, and I reach around stroking it slowly teasing you as I fuck my ass, hard and fast. Yeah, that’s right that’s my ass and I’m going to stretch and rip your faggot hole open!  You fucking better not cum! You know you have rules, and 100% chastity is a nonnegotiable one! Don’t fucking make me hurt you! You know how much I love that! “Now come make me happy! I say as I walk away and grab my whip from off the table. You crawl over to me before dropping your head waiting for my instructions. “Good boy!” I say as I remove my strap. The hissing of the whip as it smacks your ass makes my pussy wet.  “Now eat me like the filthy little dog that you are!”  Good sissy pet!

BBC Sissy Trainer Mistress Addilyn

I’m Mistress Addilyn and I am the one to come to for BBC. A BBC Sissy Trainer by default and a very firm Mistress for sissy boys that crave dick. My style of training will rarely be sensual or kind. I am a strict control freak and a total size queen. I like my sissy sluts and Sissy slaves to also be interested in the bigger is better mantra of cock worshiping.

Be a good slut when you call me and have at least one Big black cock dildo to work with. I will hope it’s a suction cup type so that we can train you in so many ways. Having you on your knees sucking a big black cock is a great start. I would appreciate you even more if you had a full length mirror to attach that black dildo to and watch yourself suck. The mirror is important also to admire your new girly look and to see how that pussy gets gaped when you start backing up on that big black dick.

BBC Sissy Trainer

Sissy you don’t need your Wife

Sissy Panties sky

You came here because you know you want cock in your ass and you don’t know how to tell your wife. I got you to wear my favorite pair of sissy panties, and that beautiful set of pink fishnet stockings, along with that creamy lavender cocktail dress. Oh my sissy girl you came in worried that your wife found our photos of you in my favorite red dress and stiletto heels puckered up feeling like my mistress-now look at you strutting proudly in front of my men ready to be dominated. You got your ass poking out, your makeup done so well just to be dripping all over your face in seconds. You’re more than ready for your training session, I force you onto your knees and you already have your mouth wide open to get face fucked. Honey you already know what needs to be done with that  BBC- now show me what a good fucktoy you were born to be!

Humiliated by Jackie

sissy humiliation training

Not all sissies love being humiliated at first. It’s an acquired taste for some. But by the time I’m done with your sissy humiliation training, you will love it and your little clitty will get SO excited when I’m telling you what a dumb slut you are. And when I tell you how the likes of you would never be good enough to fuck me and you should just go ahead and commit to the sissy life? Well, that will just send you over the edge and you will be my little sissy slave forever. There are worse things to be, don’t you think?

You know, like the ugly man you have always been. You probably should never have even called yourself a man. It’s not like you were ever able to make a woman happy between the sheets. But you know who you CAN make happy? Me by sucking every single cock I put in front of you. And by taking every cock in your pussy that I command you to. You’re going to be a very well fucked sissy, but don’t you worry. The humiliation is always going to be there and you’ll love every fucking minute of it.

 

Play Time With Tiffany

sissy phone sexSissy Tiffany loves to get all sexy for me whenever I tell her to. I put a cute little white dress with panties and a bra in the bathroom for when she comes. I love to have her go change and when she comes out I can see the bottom of her ass I fucking love it. I get down on my knees and lick tiffany’s cock through those pretty hot pink lace panties. I take her cock out and start to lick and suck every inch getting it all nice and wet not forgetting about those big balls. Just when her cock is wet enough I stand up and make tiffany suck on my big black 10inch thick veiny cock making it sopping wet before I make tiffany bend over and spread those pretty little ass cheeks revealing her tight little puckered asshole. I slowly spread tiffany’s asshole with my black cock making her moan but I stop halfway in. Tiffany stands up with my cock still in her little round fucking asshole while I bend down in front of her and let her fuck me. Tiffany loves to fuck me hard and fast, pounding into my tight fucking pussy until he cums deep inside of me. I go behind tiffany and slowly take my cock out making sure he feels every single inch. I can’t wait for our next playtime tiffany.