Category: Online sissy training

Best sissy trainer gets a new toy

Best sissy trainerI dragged that pathetic sissy into my room and shoved him face-first onto the floor I am the best sissy trainer around. “Get those knees under you and open wide, you useless cumrag,” I snapped while peeling off my panties. My slick pussy hovered right over his mouth. I gripped his hair and mashed my dripping cunt against his lips. “Suck it, bitch. Lap up every drop like the desperate whore you are.”

Face Sitting and Ass Eating

I spun around and planted my ass on his face, smothering him completely. “Shove that tongue straight up my shithole and clean it, toilet boy.” His muffled whimpers vibrated against my rim while I reached back and flicked his locked clitty. “That tiny thing stays caged. You only get to leak when I allow it, and you’ll thank me by swallowing every bit.”

I shifted forward and let a hot stream of piss flood his open mouth. “Swallow it all, urinal. You’re my personal toilet now.” Once he gulped it down I slammed my soaked cunt back onto his tongue. “Fuck my hole deeper, slut. Get that tongue working while I figure out how I’m going to destroy your boy pussy.”

Strap-On Fucking

I stood, kicked him onto all fours, and buckled on my thick strap-on. “Beg me to wreck that sissy hole,” I ordered, spitting on his puckered rim. He whimpered and pushed back, so I rammed the dildo balls-deep in one thrust. “Take it, fuck toy. I’m stretching you until you’re gaping and ruined.” I pounded him hard, slapping his ass red and twisting his nipples while he cried out. “Scream louder, bitch. Let everyone know an 18-year-old girl owns your worthless ass.”

Cleanup and Degradation

I fucked him until his legs shook, then yanked the strap-on free and scooped the mess from his wrecked hole. “Open up and eat this, cumdump. Every drop goes down your throat.”

Final Domination

“On your back, sissy. I’m riding your face until I squirt.” I climbed on and ground my clit against his tongue. “Lick faster, you broken fuck toy. Make your mistress cum while you choke on my juices.”

Sissy training with Mistress Dakota

Sissy trainingI am Mistress Dakota, and I get off hard on ramming thick plugs deep into sissy asses for sissy training while their cocks throb and leak in tight cages, forcing them to send close-up photos of their stretched holes and denied shafts right away. I love making those pathetic sluts bend over and spread their cheeks wide for my inspection, their puckered holes winking as they beg for more. Assignments drive my entire process. I might command a sissy to slide into lace panties and stockings before work, then demand immediate proof through messages while they describe how the fabric rides up their crack and rubs their balls raw. I examine every report closely and require updates on how the fabric brushes their skin all day long, especially when their caged cock drips precum onto the lace.

Another standard order has them locking their cock in a tight cage while pushing a plug deep into their ass for hours, twisting it in and out to stretch that tight hole until it gapes. I study the photos and logs they send to confirm nothing comes off early, making them finger their own leaking slit and taste the mess for proof. I extend this control into daily habits like perfecting makeup until it looks flawless or striding in high heels without any wobble, forcing them to practice sucking on dildos while they walk to build that whore mouth. Sissies must describe their attempts in full, noting any leaks or the ache from denied releases, how their balls ache and swell with backed-up cum.

Missed steps bring added chores such as repeated edging or carefully planned public risks under my direction, like flashing their caged dick in a restroom stall. This steady checking keeps them accountable and pulls them deeper into submission. My consistent oversight produces real transformation. Sissies begin to hunger for the structure I provide, reporting completed tasks with eagerness and begging for fresh instructions like getting fucked by bigger toys or swallowing their own loads. The loop of command and obedience tightens their bond to my dominance. Those ready to start can reach out to me for their own set of tailored tasks built to create lasting devotion.

Peace Takes Her Sissy Girl Training Sex To Zoom

Alright, it’s time for a special sissy girl training treat. I get to watch you on Zoom, you don’t watch me but I need to see your pathetic sissy slut selves. It goes something like this..

As each one of my pathetic slaves obeys and exposes their chests for inspection, I can’t help but feel a rush of power course through my veins. None of them have developed anything worthwhile; they are all just as flat-chested as ever. Disgusted by their lackluster attempts at being women, I continue with the next part of today’s lesson – dressing up in lingerie like the good little sluts they are meant to be.

“Now then,” I say while watching on screen as each one struggles into lacy bras and panties that barely cover their tiny cocks or plump asses “make sure those stockings aren’t too tight around your dicks.” My eyes roll back in amusement when one tries desperately not to reveal his hard-on underneath his silky garments – such weaklings these men truly are! But it only makes me want more from them…and myself too because damn does this turn me on knowing how much control i hold over these pitiful creatures who crave nothing more than becoming submissive females beneath my command..

Next comes makeup application which most fail miserably at doing correctly due mainly because none possess even an ounce talent when it comes beauty regimens designed Alright, you little sissy boys. It’s time for our weekly Zoom call where I get to see how well you’ve been practicing your feminine skills! First things first, let me check if any of you have grown some tits yet. Strip down and show them off!

As each one of my pathetic slaves obeys and exposes their chests for inspection, I can’t help but feel a rush of power course through my veins. None of them have developed anything worthwhile; they are all just as flat-chested as ever. Disgusted by their lackluster attempts at being women, I continue with the next part of today’s lesson – dressing up in lingerie like the good little sluts they are meant to be.

sissy girl trainingI have plenty of time to teach them how pathetic they truly are when it comes down doing something right without any guidance from me whatsoever!

Online Sissy Training Provides a Safe Space to Explore Your Beta Side

online sissy trainingMen call for all sorts of online sissy training. Most of the men I speak to do not have a mistress in their life. They need to call for one because they cannot get their wives to indulge them in this lifestyle. I always feel sad for those sissies. However, I do speak to some sissies, whose wives not only cuckold them with black cock, but also encourage their sissy side. They call me less for training and more to understand what their lives will be like under this kind of regime.

Personally, I love talking to men who can be sissies at home. Nothing sadder to me than a man not able to explore his true self because it doesn’t match society or a wife’s idea of masculinity. Fuck masculinity. Not everybody can be an alpha man. Not everybody gets blessed with a big cock.

I think wives miss a big opportunity when they refuse to train or accept men for the sissies they are. Although sissies make up a small population of the male population, I think sissy phone sex is a growing fetish. And I think women would be remiss not to take full advantage of it. Trust me if I could’ve turned my ex-husband into a sissy, I would have. He could never satisfy me with his small dick. But he still thought he had enough to satisfy any woman.

Sissy Trainers Like Me Fill the Void Where Wives Fail

When wives don’t support their husbands, women like me step in to fill the void. Last night, I talked to Tony. A man with a tiny dick and a cheating wife. However, the wife will never admit she’s cheating. And she won’t cuckold her husband. In fact, when she found out her husband wore a pair of her panties to work, she lost her shit. She shamed him instead of assuming the alpha role in their marriage.

I’m all alpha, boys. And I fill the void. If you’re married to a cheating wife or just married to a normal wife who does not support your love for panties or the idea that you might be a good fluffer for her lover’s cock, you need me. Consider me your safe space.

But I am a dominant woman. So, you will listen to your sissy trainer. I will encourage you to be your natural beta self. And I will teach you to suck cock if you want to learn and dominate you because not only am I phone dominatrix, but I’m a sissy trainer too. What your wife refuses to do, I love to do. Unlike her I love turning men into my sissy beta bitches.

Miss Remi’s little bitch

sissy phone sex

Look at this dumb, pudgy panty slut!

Matt is a panty wearing faggot that needs to be punished! This cock crazed faggot hasn’t been following her orders so it’s time to send my studs after her. Sissy bitch Matt is the kind of slut that gets a mistress like me all hot and frustrated. She promised to call and let me listen while she got her whore throat fucked. I wanted to hear this bitch gag on cock and guzzle up cum from kinky daddies at the glory hole.

Instead, this faggot slut sent me a bunch of pix, promised me a good time and then left me hanging. That’s why I’m sending my crew of big dick bullstuds after her tight pussy! They’re on the look out for her and once she’s found, her sissy cunt will never be the same!

I’m going to be on the phone listening while she’s forced to her knees and surrounded by big, veiny cocks. She better be ready to mouth worship a massive meat sword. Just like she did that dildo she was sucking on in the video she sent to me. I have them all saved if any of my bbc kings want to watch them with me!

Sluts like Matt are always begging for dick and then crying when they get their pussies forcefully blown out and packed with nut. We’ll see what happens once those sexy studs are surrounding that slut and tearing her clothes off. Those pretty panties are going to get shredded off of her and her virgin cunt will be reamed and ruined! I can’t wait to hear that cum dump bitch gargling on salty, hot nut while getting her cunt filled! I’ll be on the phone, laughing in her ear while she’s getting gaped and destroyed!

If you’re a good sissy, you won’t get manhandled and force fucked like sissy bitch Matt.

Sissy humiliation training training my sissy sluts right

Sissy humiliation trainingSissy humiliation training, Mistress loves breaking her sissy sluts. Yesterday I drug my sissy into the playroom already hard in her cage and shoved into a tiny pair of sheer pink lace panties. The fabric was so tight it made her little locked up cocklet bulge obscenely, the head leaking precum and soaking the front. Look at that pathetic little clit dripping in your pretty panties, bitch! Of course I slapped her faggot ass hard! I made the little slut parade around on all fours while I filmed it, tugging the thong deep between her sissy cheeks so it rubbed against that sissy hole. Every step made the lace tease her pathetic balls and trapped clitty until she was whimpering. Then I forced the sissy to her knees and yanked the panties up even higher, giving he a brutal wedgie. This is what you are now a panty-wearing cock whore! Don’t forget it! That’s when the bull walked in, thick eight-inch cock already rock hard. I grabbed her by the hair and shoved that face into his heavy balls. Sniff them, sissy! Smell a real man! The little bitch inhaled deeply making her caged clit throb painfully against the wet lace. I pushed her faggot mouth onto his fat cock, stretching those lips wide as I forced the sissy down the shaft. Take it all, you fucking sissy slut! Gagging and choking, drool pouring down her chin onto the pink panties, the sissy girl sucked him sloppily while I held her head as she got face-fucked! Tears pouring down her face as his cock slammed the back of that whore throat. Your little dick is leaking like a faucet in those panties while you choke on superior cock! So pathetic! The bull finally exploded, flooding her slutty mouth with thick hot cum. I made her keep it all in until I allowed the sissy slut to swallow, then rubbed her face in the mess. By the end I my sissy was a broken, cum stained mess in soaked panties, begging for more training!

Miss Remi the slut trainer

mistress phone sex

I had a sleepover with all of my closest girlfriends last night. My favorite sissy slut was invited too but only because we wanted something to play with. We spent all night dressing him up like a bimbo whore and fucking him with our strapons. It wasn’t just lingerie that we dressed him in either.

We made him put on a breast form that gave him big, jiggly fake tits.

Just like a real bimbo slut! I drew his face on, doing his makeup all heavy, trashy and slutty.  His little clit stood straight up in his panties but it was so tiny, it was hard to see.  The little wet spot growing on the front of his panties gave it away.

I kept catching the little fag slut reaching down to rub it and I would slap his hand away every time.  We got him all pretty and girly and then turned him into our gangbang bitch. He was on his knees in front of us, surrounded by our thick strapons.

He looked shy and nervous so I grabbed a handful of his hair and snatched his head back. I squeezed his cheeks to open his mouth and had my bestie thrust her dick down his throat. She rammed it all the way in, not worried about whether or not he could handle it.

He gagged of course but that didn’t stop her from fucking his face until he was puking. We all took turns throat fucking him and making him gag and choke.  I flicked his tiny clittie and smacked it around laughing every time he whimpered. When we got bored of fucking his face, we put him on his back and took his tight pussy next.

I forced him to pull his ass apart and beg us to rail him like the bimbo bitch he is. His big fake titties bounced while I pounded all 12 inches deep into his tight he-pussy. Call Miss Remi so I can tell you how hot it was watching his tight slut hole prolaps around my thick fuck pole.

 

4th of July Weekend Means Extra Days For Femboy Training

femboy trainingHoliday weekends are used to schedule more Femboy training with my sissy’s who are ready to take the next step into becoming feminized. The way they deserve to be.  I don’t know about you but I get sick of men who are bitches even looking at my with any masculinity when I know how hard I am working to strip every ounce of it away from them, along with their dignity.

So we start off the weekends with panty try ons. Silky, girly, slutty. That’s really the only requirements. Sometimes I ask sluts I know to donate their used old ones for my panty boys to have as backup. They always end up cumming in the clean ones anyway so not sure if it matters if it has cum from the last sluts cunt that dripped out. Crusty cum from multiple strange men dried up on a whores pink satin boy short panties is exactly what we need to start training off right.

Next I dress them up like whores. They already are whores so usually the vision comes to me.  Sometimes I just dress them with an anal plug in their ass pussy. It’s whatever vibe is I’m feeling. Really it’s what my cunt feels at the time. Sometimes I like them greeting everyone naked to really embarass them with their little clittys.

One staple I find that is needed is bright red or pink lipstick. Overly done to make those cock sucking sissy lips look appealing to the cocks that will inevitable be grazing those sissy whore lips in the near future.

Speaking of being a sissy cock sucking whore, next up is lesson time. We get our pink and black cocks out (dildos) and have some cock sucking proactice.  I watch as my sissys gag until they are pretty much sick on these dildos.  Then I give them the first surprise of the training and bring in a real life big black cock for their sissy lips and throat to get used by.

The fun has only begun!

 

Sissy Training Is Only Hard If I Make It Hard

 

sissy training

 

Look at you, whimpering in those cheap lace panties. Your cock looks so pathetic, twitching and desperate while I keep you denied. You aren’t a man anymore; you’re just my little dress-up doll.

I slide my heel into your mouth, tasting your submission while I reach down to squeeze your balls. You moan, but I don’t want your pleasure—I want your obedience. I shove a thick, vibrating plug deep into your tight ass, stretching your hole wide. You gasp, your eyes rolling back as the vibration rattles your prostate.

Now, get on your knees. I want you to suck my toes while I describe exactly how useless your manhood is. You’re nothing but a hole for my amusement. I pull out my strap-on, the thick silicone head glistening, and slam it into your leaking pussy-hole without warning.

Thwack.

You scream, but I just laugh, riding you hard, driving that fake cock deep into your guts. I fuck you like the slut you are, grinding my hips against your trembling thighs. “Good girl,” I whisper, my voice calm and cold. “Take it all, you worthless sissy.”

I keep pounding you until you’re sobbing, your fake breasts bouncing, completely broken and owned. Now, lick my boots clean.

Sissy Humiliation Training: Just Accept Your Best Destiny

Sissy Humiliation Training is where we must start with you. So be a good slut, and put on your pretty panties.
Now, be prepared to be owned by the hot, powerful Goddess Addilyn.
First, I strip away every shred of your pathetic masculinity. Until you’re trembling in nothing but satin, lace and a leaking clit. Oh, and that clit is indeed locked tight in a cage.
Then, I parade you in front of my friends. Thus forcing you to prance and curtsy. All while they laugh at your tiny, useless clitty locked away in chastity.
Furthermore, I make you beg to suck my strapon. After all, I am training you to deep throat. And to take every inch like the desperate cock-whore you desire to be.
As your training progresses, so will your servitude. So, I pimp you out to real men with massive cocks. Therefore, these big bulls use your sissy holes without mercy.
Consequently, you learn that your only purpose is to serve. Therefore, your place is to please and be filled with cum.
Finally, when your training is complete, you’ll thank me. Ultimately, thank me for turning you into the degraded.
Become the cum-drinking sissy fag you were always meant to be.
Sissy humiliation training