Tag: Sissy girl training

Femboy Training my Straight Boyfriend

Femboy Training

 

I thought it would be hot and sexy to put my boyfriend through some Femboy training. I know deep down he wants to be submissive to me and let me fuck that tight little asshole of his, but he is too shy to say something. 

Guess I will just have to force him into being my good little slut tonight!

When I came home, I immediately told him to strip all his clothes off.

“Good Boy, I have a present for you.” 

As he’s standing there naked, boner raging, I tossed him some pretty pink thong panties and thigh high stockings to match. 

“Tonight, you’re not a boy. You’re going to be my pretty little femboy. My sissy slut to dress and fuck”.

Watching him try to stuff his cock into these panties is making me wet. 

Now it’s time for Makeup, I want to look like the dirty little nasty whore I get to fuck. Mascara running down your face after I choke you with my fattest dildo. 

I can’t wait to flip you over and tear up your little fart box and make you the whore of the bedroom for once. 

Sissy Humiliation Training with Mistress Tanya

Sissy Humiliation Training

Sissy humiliation training would be perfect for a small cocked fag like you. That’s if you can even handle the punishments and embarrassment I am going to put you through. 

You’d look like a real good girl wearing my clothes, but remember, you’ll never be as hot as me.

I think you need maybe my black garter tights or my highest heels. Either way, I’m sticking that pathetic excuse you call a dick into my smallest lace G-string. 

I mean, it practically looks like you just have a clit down there! 

How sad for you! 

But we can fix you up into my well-trained baby girl. 

To keep being my pretty little embarrassment, you need to start drinking one load of cum a day like my obedient freak whore. Any good girl can eat that thick spunk any day.

You’re not a man. You’re just a problem I dress up and use as my slave.

And as my slave, you will choke on this girthy ebony strap on until I watch that pretty mascara run down your face.

But baby, this is only the first step into making you a perfect little Sissy Bitch.

 

BBC Sissy Trainer Peace Gets Sissys Ready For BBC

I am known as the best BBC sissy trainer and this is one of many stories to show you why. bbc sissy trainerI lean down to whisper filthy things into your ear, my breath hot against your neck: “You know what they say about practice making perfect? Well, soon enough we’ll be going clubbing with my friends and those bulls will be lining up to use this pretty little ass of yours.” The thought alone sends shivers down both our spines – mine from excitement at the thought of watching another man dominate my pathetic creation; yours filled with fear yet anticipation for more rough sex ahead.

As if reading minds (or maybe just sensing how turned on we both are), one of my sexy black girlfriends walks over and joins us in our dirty fun. She smirks when she sees how well trained her friend has become at taking dick before grabbing onto me for support while she rides your face like a rodeo queen! Her juices dripping onto yours truly while she screams out orders: “Suck harder!” or “Take that BBC all the way down!” It feels so good having such powerful women controlling us both like this…and yet here I am reduced to nothing more than a mere plaything for their amusement. My girlfriend continues to ride your face, her hips bucking wildly as she screams out in pleasure. I can feel her juices dripping down onto my skin, mingling with yours as we’re both used for her satisfaction.

As she reaches her climax, she pulls off and looks at me with a sly grin. “I think it’s time we took this little sissy slut out for a spin,” she says, her eyes gleaming with excitement. I nod in agreement, already knowing what she has planned.

We lead you out of the house and into the night, dressed in your finest lingerie and heels. You look like a completely different person from the pathetic little faggot who first came to me for training – now you’re a confident, sexy sissy slut ready to take on whatever we throw at you.

As we walk through the crowded streets, people can’t help but stare at how beautiful you look. Some of them even stop us to compliment your appearance or ask if they can join in on our fun. My girlfriend just laughs and tells them that you’re ours alone tonight – but don’t worry, there will be plenty of other opportunities for them to play with our new toy.

Eventually we make it back home where more friends are waiting for us – all big black men eager to get their hands (and cocks) on our newest creation! They cheer when they see how well trained.

Pissy Sissy Panties and SPH

Sissy Panties

There is nothing I Love more that dressing up a sissy Bitch, all Perfect, pretty and Proper. Then ruining everything about her from her perfect make up to her Sissy Panties. Let’s Talk about Daniel for a minute. I dubbed Him Danielle. It suits him in his flashy fire engine red wig, and red whore lipstick. Him turns to her very quickly when we play.

Daniel is what I Like to refer to as Lite in the pants. He is not packing, not even a little bit. We are talking 3 inches on a great day here. So that little pocket cock looks better saddled up with some pretty little frilly panties. It just belongs. I dress him up and turn him into The fierce hot Fuck Slut known as Danielle, and all is right with the Perverted world again.

Danielle Loves to get spanked when she’s wearing trashy lingerie and getting her bare bottom spanked as a BBC dicks her down. I Love seeing that ivory ass turn bright red as she mows down cock with her perfectly tight boy pussy. That Badussy can take huge cocks and a pounding. I love watching those big poles smear that lipstick while they fuck her face hard using her throat to please them. Hand shoved in her panties flicking that little clitty while she services all those Big Real Men Cocks.

The Grande Finale

The Absolute grand Fucking Finale is Danielle is a piss loving whore. Not only do I get to have her outfit destroyed, lingerie ripped to shreds, smear her lipstick and ruin her make up. After She’s packed full of dripping cum. I make her lay down, and no matter how many men she has fucked that night, they all gather around her and cover her boy in their warm golden potent piss streams. The only thing she is allowed to keep on, is her panties, and I make them saturate those.

BBC bad boy get’s his man pussy stretched and enslaved

Femboy training

Shame on you, you’ve been so bad, punishment is the only answer. You’ve been such a naughty little fuck boy. And it’s not ok darling! You’ve been whimpering, crying, sniffling, making sissy faggot faces while I’ve got this 13inch BBC rubber beast up your ass. Take it like the pathetic shit head you are and if I hear one little whimper I’ll humiliate you even more!

I like my slaves dressed in hot wear, cutie little one’s clothes including panties, bra and pigtails. That’s what y’all are, little bitches so dressing you up like one is appropriate. Make up is required in my dress up party as well, mascara, cat eyes and hot read lipstick honey.

I have friends, family and couples that’ll rob you of any dignity you thought you had, put you on your knees, bend your ass over a counter, or get down on your stomach. I want you in all the pathetic positions Ms. Jackie demands you be in. I’d love to flip that skirt up and lets shred those panties your in, stuff up your ass crack and make you scream and whimper even more. I’d love to do this more if we had an audience or a camera so we can can have you watch it back, laughing and giggling at how worthless you look, no body wants you including your wife.

Sissy humiliation includes many things but we gotta keep those cheeks of yours packed and your throat gagged. Sucking my brother’s cock while my daddy is balls deep in you, cleaning my gorgeous tight twat after a nice fuck, or even sucking down on some balls while that dick is deep inside me. I want my precious kitty purring by the time your done cleaning every drop of milky sensation that filled my tiny holes. After that is cock cleaning time, on your knees with a foot on your inverted cock, your gonna suck that beast till it glistens.

Oh all the options for my sissy faggot slave boys, I could go on…..

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.

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

Humiliation phone sex for Faggy Fuck toys

Humiliation Phone Sex

Calling all Pathetic Losers!  You Sissy fucks need some Humiliation Phone Sex to get your little wee wees Off? Let Miss Brielle put you in your fucking place. On your knees you little faggot. All My Prissy sissies get those little winks wrapped in lace or satin.

Can’t really call it a cock can we? I mean I’d never let you come near my Queen Size loving cunt with a teeny little prick like that. No you cant fuck me, so dont even ask! You’ll be lucky if I let you lick the sweat off my toes. Show me how good you can throat a fuck pole, by sucking on my 7 inch stilettos. Lets see how far down you can take it into that pole hole.

Maybe Ill pimp you out, you can be my cheap little trash ass! 1$ to suck and 2$ to fuck. Ill have you submit to all grades of superior cocks. You little fucking Pip Drip, All those holes are open for business baby. Cocks of all shades and sizes will be in and out of those faggot fuck holes. Your trampy lipstick rings will make rings all over every fucking Phallus I can find to pump into you.

And Don’t forget, Im gonna be recording it and snapping pics of my little cock loving sissy whore. Maybe I should send these to your mommy? So She can see what a fucking Bitch She raised.

Submit to me, you panty waste. I’ll be The Mistress you never knew you needed.