Category: Sissy training

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!

 

Femboy Training Emergency

femboy training   I am at my limit with macho men and their toxic masculinity. I have a solution for all of you guys who think you’re the universe’s gift to women. It’s called femboy training. Maybe no one has ever challenged you when you made crude comments about their bodies before. I am here to fix that right now. The first thing I’ll do to your chauvinistic ass is put a pink sparkly butt plug in it. I use lube mixed with body glitter for an extra femme experience. Is it makeup? Is it a unicorn’s jizz? Who knows. First, the plug.

  Oh, is it a bit uncomfortable having something constantly reminding you that you are a sexual creature with vulnerable fuck holes? You are. Everything I do will be about breaking you down and making you my walking doll. You’ll be waxed, pierced, styled and dressed to MY preferences. I do like my girls scantily clad, a lot of the time. The other times I might want to go overboard with pink ruffles and ankle socks, pink Mary Janes, and pigtails. It’s all about what I want, get it? Are you sure you’re ready to face me for feminization and domination?

 

Help Mistress Suck BBC

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I’m going to make you watch as I take these big black cocks in my mouth! You’ve been a naughty little bitch so you were going to dress up in your sissy panties and a sexy bra for mistress. You know our big dick daddies love a bitch that’s made up too so im gonna smear some purple lipstick on you too. Now, hold these big thick meat sticks while I lick all around the mushroom tip. Don’t you wish your dick was big and veiny so mistress can wrap her slutty lips around it? That little winky in your pants could never make my mouth this wide. You better not even think about touching that wimpy little sissy Clit while you watch mistress suck down these massive loads! you’re gonna beg for big daddy dick until we feel like you’ve earned it!

New Sissy!

femboy trainingI love all of my little sissy’s and I love all of our sessions! Sissy Bri is new and is learning how to be a sissy and it’s a good thing she found me because she needs help. But no worries because that’s what I’m here for. She seems to not be sure who she like and of course I told her the only whore she is allowed to be infatuated with is me. We just started our sessions and she is already thinking like a little sissy slut! She is wearing panties and a bra like a good little slut and we are working on makeup and more sluttier clothes. I just know that she is going to be such a little slut for me because she can’t stop asking when her next cock will be. Of course she was punished for that because who is she to demand a cock for herself when she hasn’t even sucked a real cock before. We started her assignments for oral just last week on dildos because I didn’t want to overwhelm her but if she wants to demand more we’ll just have to teach her what it feels like to not be prepared for something.