Category: Best sissy trainer

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.

Phone dominatrix

Best sissy trainer

What better way to teach a sissy slut to be on her best behavior? I brought that tramp to my boyfriend’s basketball game and had her in the men’s locker room showing us what she’s worth. They milked their chocolate cocks all over her naked body.

They whipped her with their long anaconda dicks. That whore had dick prints all over her cheeks that includes her slore face! They had her pussy gaping! They opened her up wide and took turns busting loads of hot creamy black cock juice inside her ass.

When they were through I spoon fed her all of that thick cum straight from her asshole. She is one freaky nasty slut even after the basketball team was through with her she was still yearning for more.

I guess a ho will be a ho and there’s really no changing that. Who thought a hardcore gangbang wouldn’t have been enough to fulfill her whore needs.

Online Sissy Training for Pride Month

online sissy trainingJune is Pride month. Cum out of the closet with online sissy training. No shame in being a sissy.  I love sissies. I train all kinds of men too. Men you would never guess had a closeted sissy life. Older men, younger men. Black men, white men. You might be surprised how many sissies are out there. My guess is that you know men just like you, but you do not realize it. I do not share your dirty little secret with anything, but I still feel you should not feel bad for whatever your sissy self wants from wearing panties to sucking cock. Not all men can be alpha males. This world would not function if everyone wore the pants. Some of you need to wear the panties, the sissy panties. I had a new client this week. I rarely take on new clients in my real life, but its June and I told myself I would help as many sissies come out of the closest as I could. Tyler is a 28-year-old single sissy. He is self-employed and really has no reason why he cannot be out. This world seems hostile to men who are not macho white guys with big guns and big wallets, but it is far more expecting than it once was. I worked with Tyler all week. Daily sessions. I told him screw his family if they could not handle the fact that their son likes to service cock and dress up in women’s lingerie. He owns his own home. He has zero debt. He does charitable work. Sissies are not bad people. I took him to the glory hole every day and got him a taste of all kinds of cocks. He is a different sissy now. Confident and cock addicted. He told his parents last night and he said they accepted me. Tyler had a happy ending coming out of the closet with me as his best sissy trainer. I know not everyone can come out of the closet, but you should at least come out to yourself. There is no shame in being a sissy.

Sissy Whore Treat

Best sissy trainer

I made my sissy little faggot dress up for me today in her prettiest lingerie! Her favorite is a lacy pink teddy. It’s like a body suit and she feels sexy in it! I am rewarding her with a dump load of cum straight out of my pussy as she is all dressed up for me. I spread my legs wide after she watches this think big black cock rail the shit out of me, and let her jerk off on her clitty to it. She listed to my moans and licked up any remaining mess. She stuck out her tongue and pushed her face in between my thighs and pressed her cute little tongue into my pussy hole! She sucked and licked all around and made sure to get as much cum as she could from my wet cunt!

Small Dick is a Deal Breaker

sissy humiliation training

It really is a shame that you have such a small cock. You’re not half bad looking but that lil dick is a deal breaker.  What superior sexy woman do you know that’ll settle for a tiny little cock like that? You’re so fucking pathetic the only way that I would even consider speaking to you is if you paid me for it. And honestly, the conversation better be short because I don’t like to waste too much of my time on lil dick pansies. My clit is bigger than that teeny tater tot in your panties and your nuts look like two sad ass seedless grapes. LOL. Let’s just get that embarrassment of a dick locked away in Chastity so you can concentrate on worshiping my ass and twat. I don’t need your little cunt to start squirting while I grind my ass crack up and down your face. Nose dive in my perfect booty while you tongue fuck my pussy hole. I’m gonna make your ass work since you can’t make me cum any other way! When mistress begins to squirt, I’ll squat over your baby dick in a cage and let my wetness soak you. Once I’m done using you as my slutty toilet paper and cleaning my pissy cunt with your mouth,  you can use that juice to finish yourself off. You better make sure you eat up every last bit of cum after you’re done. You know I don’t like a mess!

Stop Fucking Texting Me, Femboy!

Sissy phone

 

Do you know how many sissy phone calls and texts I get from insecure little femi-men who aren’t sure of their sissified personas?  Way too fucking many!  Be proud of the priss you’re becoming, no matter what stage of boy slut you’re currently navigating.  Confidence is key in concocting your clitty craving candy doll self.  Always remember progress is success.  If you’re trying, you’re winning.  Just stop whining about it already, you dumb cunt.

Some guys keep their sissy side a secret and just talk with me about it on my Sissy Slutline® and never let the girly girl inside of them out into the real world.  All of my sissy students are leaps and bounds ahead of them the moment they walk through my door.  They’ve made the decision to bring the boy-bitch out of their pathetically ill fitting man bodies and are willing to let me guide them on their way toward wimpdom.  I just wish they would be secure in their decision making and my guidance and go with the clitty clamps and pink lady lingerie I force them to wear.

Yes, your garter belt looks great and your pretty wig really makes that mouth of yours look oh so fuckable.  You’ll have every big black cock in town lined up at your door to get a piece of that mouth pussy.  Is that what you want to hear?  Well, it’s true.  We cleaned you up, waxed you down and bleached the hell out of your impossibly dark asshole.  You’re ready to go, Nancy Boy.  Take a dick or two up that wussy ass pussy of yours, feel the confidence you can gain from taking a couple of mandingo dicks right up your butt.  Whatever, just stop fucking calling and texting me late at night with this shit!  I see enough of your asshole as it is!