Category: Best sissy trainer

Forced Sissy Training is The Best for New Recruits

When it comes to new recruits craving for the big dick, then sometimes forced sissy training is in store. As a Mistress I will not shy away from forcing my perverts and sissy girl wannabes. And what I force them into is what they crave. Obviously that is being the best little whores they can be.

Forced Sissy Training is The Best for New Recruits

Some of you come to me already in those sissy girl panties. Now this really demonstrates to me how ready you are. At least it shows me you understand you are to wear panties. Next thing you will need is that dildo or butt plug. Once you have those things and we start training those lips is best. 

Alternatively, we can train that sweet little bitch cunt. And my sissy phone sex line is the perfect place to explore. Often times we start with some butt plugs of various sizes. Additionally, perhaps a nice dildo with a suction cup. Overall these are great for you. The suction dildos you can back up on it. Just like you will for that real cock.

Additionally some of you make it a good effort to just go for it with the real thing. And this I give you props. Now when there is an adult theatre or glory hole/ sex shop near by there should be no excuse. 

Finally the need for real dick is strong and you just need to get yourself on grinder or one backpage or any other such site for finding the dick to please. Be a good sissy for your Mistress phone sex trainer and do a good job. I expect pictures. Either of you dressed, in your panties no face, or being a good slut and sucking off that dick. 

At least when you discover the need to be a sissy faggot you have options and a Mistress here to assist you.

Forced sissy training

I’ll Be Your BBC Sissy Trainer Today

BBC Sissy Trainer

I knew what I was doing when I told my older brother he had to get on his knees in that tiny dress and suck of the school quarter back. A real BBC with a long hard 12 inch cock. I laughed as he did it and i took pictures and recorded it so he would know I owned him. He was never escaping me now. I showed him the video and made him tell our parents he was a fag and loved cock unless he wanted me to show them the videos. I exposed him at school by starting a rumor that he wore girly panties and made him wear a pink lace thong. Then convinced some boys make him show them his panties. I laughed so hard when they bent him over and fucked him like the sissy bitch he was. of course I recorded all of it.  When he refused to wear an outfit or do what I wanted I promised to show the church elders that always quieted him up. He knew he was a sissy and the next goal was to get him some real tits so he could be the perfect blonde bimbo whore. It makes me smile.

BBC Sissy Trainer Tanya

BCC Sissy Trainer

BBC sissy trainer is the skill I’m the best at. I love taking a pathetic little bastard like yourself and forcing them to experience what it’s like to be a real sissy bitch. 

First, I’ll dress you up nice and pretty. Black thigh-high stockings, pointy high heels, and a tiny little skirt so short your pathetic little dick can’t even peek out. 

Then I’ll slide into my biggest, black strap-on and bend you over. I’ll tease your tight little lubed-up asshole until you are begging for this BBC. 

I’ll have to stuff your mouth since it’s your first time, because I know you’ll be screaming when I cram it in you. I’ll go slow at first but start to go faster once I start to hear you whimper and beg for more. I’ll keep banging that ass and jerking you off from behind, getting you close to cumming. I want to hear your moan like the lady you are. Take this dick, you worthless, useless whore. You deserve this ass pounding.  

New pathetic sissy crawls his way to me begging to be pegged

Sissy slave training

You called me tonight begging to be pegged. You’re a newby pathetic worthless faggot sissy fuck who’s been referred to me because you love to play dress up. My specialty is dress up. From dresses to makeup, hair and nails, I have all you pathetic princess’s covered.

However I was slightly impressed with this my new little sissy fuck. Professionally done up. Cute skirt with matching panties, a and his cock and balls locked up in a golden chastity. My gaping who began to cream as you crawled on all fours and handed me the key. “Will you be my mistress Ms. Jackie?” you asked like a pitiful pain in the ass. Eyes full of fear yet so feminine and pure.

There’s always as surprise on the other end when your my sissy slave!

You’ve lost control of your shrunken balls which are locked up too. Taking estrogen to make yourself feminine to fulfill your ultimate fantasy of cucking for your wife, sucking her man’s cock every night as your little tit’s are growing in.  your family is aware of your sick side life and fantasy and hold the other key to your locked up cock. This is your way of life and you’ve accepted the reality that your officially owned.

I’m honored to humiliate you, sparkling new, glistening out of the box. A fresh new slave I can abuse, violate, and toss to the side. I prefer  starting with a 10 incher in the manny pussy with the controller in my hand. I’ve got you bent over and your such a good sport,already winning hot wet mistress pussy points. I turn that shit up to ten and watch your ass jiggle and sizzle, so hot it’s steaming.

With a smile on your face you take it well and I’m pleasantly impressed.  I spread you out some more, spread some lube, smack your panty wearing ass and welcoming you to my new faggot fuck crew. Your officially apart of a family of cucks and always making sure Mistress Jackie’s cookie is poppin and fresh to death.

Sissy Maid Training and Cleaning Cock Knobs

Sissy Maid Training

Look at you, You pretty little sissy boy bitch! Are you ready to get your sissy maid training? Let’s get you all dolled the fuck up in a prissy ass maid uniform, but don’t think for one second you are gonna be cleaning my house baby. You are gonna be polishing knobs, Cock Knobs.

The only cleaner we use is spit shine baby doll, so gather all that saliva up.  these big fat bulby cock knobs to polish and clean and make all shiny. If you wanna be a pretty sissy maid bitch, then you gotta dress the part and work the part. I know you can work that sexy ass body, but can you put that ass and mouth to good use.

As fast as you swallow one big meaty stick, I need you to be taking one up that sweet little tiny hiney hole. Think your asshole will stretch big enough to accommodate some Big Black anacondas? Oh Baby, I know you can do it. You’ll be such a sweet little sissy fuck, won’t you?

Be a Good girl for me, and take that hard as fucking cock in both your holes, make them squirt and shoot their cum all over! Then clean up your fucking mess.

AW you and your sissy panties

sissy panties

 

Pulling on his sissy panties giving him a nice little wedgie in front of all my girlfriends. We loved having him be our little servant, making him lick the cum off our sexy toes. We had him completely dressed up too, head to toe. 

He was the perfect for our little party and perfect for our entertainment. Each of us taking turn squatting over his pathetic sissy face and pushing loads of cum into his pathetic mouth. 

Even forcing them to satisfy my bbc besties using their fuck holes however their dicks needed too. 

 

My Brother Is Myy BBC Sucking Sissy Whore!

Sissy Hypno Training

I love hypno training my big brother that’s how I get him to be my perfect cock sucking sissy maid. I have him blow BBC for me and get them ready to fuck me and then I tell him to eat the cum out of my creamy teen pussy. He loves how it tastes and has started begging me for it. He really enjoys being a mindless whore and having me tell him to dress up like a French maid and bring in more men for him to suck off.  He loves when I put him under my spell and take away all choice and make him be the whore he’s always wanted to be. I make him take it up the ass with big fat cocks and make him show off his big sexy clit to all the men before they fuck his tight puckered boy pussy. he begs them to make him an anal gape slut and to breed him. He wants to be used and abused by all the bulls that I invite over and I must admit I love seeing him get fucked and watching all the cum drip out of his gaping boy pussy when their done.

Forced feminization with Tanya

Forced feminization

 

Forced Feminization just might be my favorite thing to do to you. Nothing brings me more joy than embarrassing you with some fishnets that are too tight for your manly legs and leather black heels you stumble around in. I love making you wear a little maid outfit just so you know you are beneath me. You work for me bitch, and you do as I say. Now take your little servant ass, sit on the floor in front of me, and start sucking on my toes. I bet you love how Mistress Tanya tastes. I’m going to put on my biggest strap-on. While I’m getting ready to make you a sissy, instruct you to put on mascara and lipstick. As I am choking you with this strap-on, I want to watch the tears run down your face as I make you gasp for air. I want to see you look like a sluty ugly whore with lipstick smeared all over your face. You make a beautifully trashy-looking sissy slave to me. You take orders so well. I think I should face fuck you real hard like the good little whore you are.

Peace Is The Hottest BBC Sissy Trainer

BBC Sissy trainerBBC Sissy Trainer Peace here, and you know i love my sissy sluts that take BBCs for me, how fun and humiliating it is to use their sissy slut selves.  They’re so pathetic and worthless with their tiny cocks. But that’s why I love them – they make the perfect toys for me and my big black friends. I have this one particular friend who loves fucking them in the ass while they scream like the good little cocksuckers they are. It’s hilarious watching these white boys take it up the ass from a big black man; it makes me feel so powerful and dominant. And let me tell you, nothing gets these sissies more turned on than knowing that their tight holes are being used by someone other than themselves or another loser like them. They live for this kind of humiliation, begging for more as their assholes stretch wide around my friend’s massive dick. Sometimes we even film it all just to show how truly worthless these faggot boys really are!

Oh, and don’t even get me started on how much fun it is dressing them up in lingerie and high heels beforehand. I love seeing these masculine boys try to walk in those ridiculous shoes while their makeup runs down their faces from all the sweat and tears they shed during our little sessions. It’s like watching a bunch of clumsy girls trying to dance at prom night – so fucking hilarious! And let me tell you, once my friend starts pounding away at their assholes, there’s no stopping him; he takes control completely, making these pathetic sissies beg for mercy while simultaneously pleasuring themselves with their own tiny dicks. It’s truly a sight to behold…and one that leaves me feeling incredibly satisfied knowing that I have such obedient playthings at my disposal whenever I desire some good old-fashioned anal sex with big black cock!

Your man pussy belongs bent over in the gloryhole back room

Femboy training

Mistress Jackie’s taking her sissy slut whore, pathetic little fuck for a wild walk, would you like to cum along to our little trip to the glory hole of life? Well, I call this place life, my second home, because it’s where I take all you pathetic little fucks to when I’m in the mood to train your tight asses, stretch those bad boy man pussy’s out, leaving you gaping wide open, walking silly…

It’s time to leash up, cum outa of that cage and craw on all fours right to my feet.  We never leave the house without a massive butt bootie poppin plug in your ass, a cute sissy outfit, and your slave tag. I keep all my worthless fucks numbered up based on the work your man pussy can do, how much cash I can make from your nasty ass.

The glory hole, the black room in the back where everyone can stand around watching you as I take the edge of my fancy heels and shove you into the wall and demand that you bend over. Taking so many dicks, shoved right through your fat sloppy wet leaky man pussy lips.

Exhibitionist fucking while humiliating your inverted useless cock.

I’ve got you leashed up while your on all fours like the dog you are, we’re standing around, having drinks and elegant smokes while watching you getting splayed, rammed  and grounded into the floor. Laughing at the tears rolling out of your eyes begging us for mercy as your bunghole is getting raw and filled to the brim with thick white goey oozy spooge from multiple men abusing you.

You’re my silly little joke of a muse, an example of a inverted cock useless slave that all us mistresses enjoy watching with soiled panty’s getting abused. Whipping, smacking and pulling your leash, I guide you to the to the machine cock god in the room, a 15 BBC big incher about to pound town your ass

Bend over baby, let’s pull that plug and let that bad boy burst, show you his big danger dicks’s thurst for your tight anal canal, about to be gaping wide drenched in thick milky way leaking down your legs.