Category: Sissy girl training

You cum to the best sissy trainer to get turned into the hottest trick bitch

Femboy training

I love all you nasty pathetic little sissy fucks but lately my favorite one’s have been those weak men with inverted non working little pussy cocks. Your wife doesn’t want you, just that money you got and in fact, she makes fun of you and has moved on, fucking other men but not just any men, she loves that BBC. Your torn, feminine and weak since your still married to this crazy nut sex hungry bitch and have cum to me to help you realize your new role in life, get used to it darling. Ms. Jackie’s here to help you love and not to worry.

I start my sissy training with beautiful makeup, eyes, hair, skin. I need you to look like a cute bitch that’s craving and just asking to get rammed up the ass. I think pic tails is perfect for you. Little one, barely legal bitch! Cute little skirt, tight panties and knee high socks, your sooo ready get your man pussy popped!

My other sissy faggot boys will help you out, bend over bitch. Slowly and steady we ram our introduction 10 inch in. Not to worry we all spit on it to lube you up, so spread those legs honey! I’m pulling your little pink hello kitty panties up your ass as he smashed and stretches your oozy drippy sloppy wet baby pussy hole. Your moaning and whimpering so my rule, “Crying means harder little bitch”. Your now shivering and quivering as we’re all standing around you. Pounding and packing your fecal fudge hole.

Humiliation at its best.

In walks your wife, giggling laughing as your on all fours looking like a girly slutty sissy whore. “Well well well, I’m not surprised”. Your eyes light up, humiliated but turned the fuck on. I demand you to rock your tight ass back and forth, feeling this girthy rubber mother of a god BBC dick up to it’s fullest. Your wife watches as your soaked panties are leaking pre cum down your legs. She spread her legs in her skirt, exposing and showing you her freshly shaved pussy swollen after fucked snatch, that you’ll never fuck again. This makes you explode like a little bitch teen queen, living the new life just meant for you.

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.  

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.

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.

Mistress Phone Sex is The Best with Addilyn

When you are desiring that little outlet from manhood you come to me for my Mistress Phone Sex. Accordingly you even call me up with your pretty panties on and eager. Now that you have come to understand what you enjoy most -sucking dick- you crave it more.

Just last week  gained a new caller. He has had a love affair with pantyhose. In fact he will even sleep in them on the cooler nights because they feel good and keep him warm. When I asked about his wife he told me they sleep in separate rooms. 

Once I realized he had more freedoms due to this he can dress in his room and call me like a good boy. So far I have had him calling me when his wife was asleep and no fear of coming in. As it is she takes sleeping pills and is out for the duration. 

Now on these sexy outfits, pantyhose, panties and the heels even, he has informed me he keeps them in a chest in his closet under his manly military stuff. Now that I understand my married sissy I am able to control her even more. Since my hours are in the middle of the night he finds a way to call me and dress up all while his wife is sleeping down the hall.

Finally, my sissy will dress for me and get her toys out. She begs to let her sit on that BBC dildo of hers and bounce while she sucks her other bbc dildo. A spit roasted sissy girl is always a happy leaking sissy fag.

Mistress Phone Sex