Category: Femboy 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.

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.

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.

I’ll Fuck Your Faggot Sissy Ass In A Church And Make You Pray

Humiliation Phone Sex

I took my faggot sissy little brother to church. he wore a sexy nun outfit. I knew what a pervert the pastor was and made him blow his fat cock. He was instructed to show the pastor what a dirty little sissy whore he was and show off his tiny four inch clitty while he had that fat cock in his mouth. he moaned and made the best slutty sounds as he drove that cock down his slutty little throat. He gagged and choked on it but knew better than to stop my fun.

Sissy Humiliation Phone Sex

The pastor bent him over and took his sweet boy pussy right in front of a statue of Jesus and the whole congregation.  he moaned like a little bitch and I told him to squeal like a stuffed pig and laughed at him when he did. His tiny boy pussy was being gapped wide open and fucked roughly. I let every man watching take a turn with his sissy ass and even told them to make him a dumb little piss whore and laughed at him as he was covered in sticky cum his tight little dress glued to his skin. I took a picture and told him everyone would know what a pathetic little sissy he was now.

Sissy phone sex with Miss Remi

sissy phone sex

I’m taking a few of my sissy girls trick or treating tonight. I’m dressing them up in the usual slut wear, tiny short skirts, tube tops, thigh high stockings and tall, slutty heels. After I paint their faces up all pretty with makeup and slather their cock gobbling lips in bright pink lipstick, I’m going to walk them door to door around the neighborhood and make them show off how girly and slutty they look. I know they’re going to turn heads with how hot and slutty they look but it’s Halloween so no one can say anything. Even when I walk these whores down the street on leashes and treat them like sissy fags. There are a few houses where my little sissy bitches are going to have to turn a trick to get a treat. As soon as the men in those houses lay eyes on my pretty sluts, they’ll be snatched inside and have hard, pulsing cocks thrusted down their throats. Miss Remi will be right there to remind them of their training and to make sure they’re licking and sucking those men like their cocks are lollipops! Once they’ve each swallowed up a few sticky treats they can watch Miss Remi get her sweet, candy cunnie stuffed with a hot creampie for them all to share. I’m only taking the sluts who obey their mistress and have proven to me that they know how to use their cum dumpster mouths and pussies to drain a man. Wanna call Miss Remi and see if you make the cut for the ultimate, sissy Halloween experience??

Online Sissy Training Transformed Mark Into Maria

online sissy trainingOnline sissy training becomes the only form of training most men can enjoy. And I think that stems from the fact that most sissies have vanilla jobs and vanilla wives. But guess what? Sissy trainers rarely possess a vanilla bone in their body. So, we don’t look at men the same way most women do. Your wife probably saw you at a bar and wondered if you’d be good husband material. But if I saw you at a bar, I’d be thinking about what a pretty girl I could transform you into or what a good cocksucker you might become.

So, I see potential differently than most women. I can look at a man and just know he’s a natural cocksucker or natural femboy. Although, I usually keep my comments to myself because we live in a society where people get so easily triggered over things. So, I don’t want to risk insulting a man who’s not yet ready to accept his sissy side. But my eyes never lie. I have plucked masculine looking men out from a herd and turned them into a little cock sucking girls. It’s my eye for talent.

My Eye for Talent Never Betrays Me

And on Monday, on my way to yoga, I met a Starbuck’s barista with the best cheekbones I’ve ever seen. A rather big burly man but he possessed some feminine features. Soft hands. Very little hair except on his face. I knew I could work with his features. With a little femboy training, I could transform Mark into Maria. I did not know anything about this boy. He might not have been ready for the suggestion that he had a mouth for cock sucking. But he took my comment well.

I gave him my number, and he came over the next day. He told me I piqued his curiosity. Honestly, I did not feel certain he would show up. I thought perhaps he felt that I insulted him. But apparently not because he’s my newest sissy. And I’m training this one for free Starbucks. I have a costly addiction to chai tea lattes. And if I train Maria formally known as Mark, I get all the free Starbucks I want.

Our first night together, I shaved Mark‘s face. Women do not have facial fur. And underneath his beard, I found such soft skin and realized this is a face I could transform. And I did. Mark could not belief his transformation into Maria.

Taking You From the Masculine to the Feminine is My Secret Power

And I’m not talking I made him look like a drag queen. Quite the opposite. I made Mark look like a passable woman. When I added the wig, painted his nails, and dressed him in one of my slutty micro minis, I thought this is a genetic female. And Mark seemed mesmerized with his new persona Maria.

He came over last night for more training. And I noticed he had breasts yesterday. He went to Victoria’s Secret and got a gel bra. And it really complimented his look. I pegged Maria with my strap on. Even though my new sissy sports a bigger cock than most of my sissies, I can shrink the package with some hormones. And make it one big clit stick. But our sissy training journey has only just begun. Now that Maria looks the part, we will focus on training so she can act the part too.

But tonight, I’m taking her to a glory hole so she can suck some cock as Maria. And Mark loves his new persona so much he’s decided to ask work to refer to him as Maria now. If you’ve ever been to a Starbucks, you see all sorts of transitioning people, and gender fluid folks. So, Maria will fit right in. And I have no doubt she will fit right in at the glory hole too. She will likely become the star cocksucker, and nobody will even realize what’s dangling between her legs. That’s the power of a good sissy trainer. Let me transform you too.

YOU LOSE so you get forced sissy training

Forced sissy training

My old co-worker was pushed to do some forced sissy training, all because he lost the bet. With a smirk on my face ready to put this bitch boy where he fucking belonged. As a good pet femboy, one that will to anything I tell him to.

I mean he has no choice he wouldn’t want me to punish him at work either or he’d get even more embarrassed. I started making him wear a thong to every shift he had even if he wasn’t working with me.

When you’re a pathetic little sissy you have to wear small little panties. Soon you’ll be craving cock down your throat and craving to clean up my sloppy cum filled cunt. You will always belong to me sissy you are mine I own you and your pathetic little sissy clit.

Even his own family knows he a pathetic sissy bitch boy who needs someone to tell him what to do. He told me how his sister caught him trying on panties at the mall laughing and pointing at him. He was so red and embarrassed.  Gradually moving into more and more feminine clothing day by day till his whole wardrobe was sissified.