Category: Online sissy training

You Are Due For Sissy Phone Sex

sissy phone sexYou are overdue for some sissy phone sex.  Firstly, I want you to understand that I am the dominant one here and you will do as I say. You are my pathetic little cocksucker who exists only for my pleasure. Now, let’s begin…

I start by telling you how sexy it is that your pathetic little dick is hard just thinking about me. It’s so small and worthless compared to what a real woman like me deserves. But don’t worry, baby boy; I have a plan for that tiny thing of yours.

I order you to take out your dick and start stroking it while moaning like the slutty faggot that you are. Tell me how much of a clitty girl you are and how much better it feels when someone else takes control over your body – someone like me!

As we continue our dirty talk session, imagine yourself dressed up in lingerie or even high heels if it makes things more exciting for both of us (although honestly, they probably won’t fit). Imagine being at my feet begging for attention as any self-respecting sissy should be doing right now! Your job is simply to please Mistress Peace by making her cum over the phone line through words alone!

Now tell me what kind of pussy-toying practice have been doing today? Have those black friends of mine helped train your ass yet? They love fucking sissies like yourself after all… And speaking about them reminds me: why don’t we invite them over for some fun? I’ll make sure they take good care of your tight little asshole while you worship my feet and beg for more. You know how much we both love that kind of treatment!

I’m the Best Sissy Trainer you can find on here!

Best Sissy TrainerI’m the Best Sissy Trainer you can find on here.

But I actually want you to be my little sissy slut.

And I don’t care what it takes to get you to be the horny little girl you’ve always wanted to be.

You think wearing the panties is good enough?? Absolutely not.

You need to be able to take cock like a real girl because I don’t raise prudes that embarrass me.

Make sure you can spread your little ass cheeks wide open because you are going to be gapped open!

My men are going to use and abuse you, then leave you with those soggy panties around your ankles.

You have a pathetic little clitty that no woman will fuck, so you might as well get ass fucked.

A virgin hole like yours will make me lots of money on the streets!

See more on Blue Sky & Follow Me! 

No Shame in Wearing Mommy’s Panties or Sissy Panties

sissy pantiesA healthy obsession with sissy panties usually begins with mommy’s panties. As a mother and a sissy mom, I’ve lived this. Both of my boys played with my panties. I think all boys play with mommy’s panties. But unlike most mothers I encourage it. One, I never assume that because a boy is interested in my panties that makes him gay or even a sissy. And two give a boy a break. He’s horny. Likely mommy’s panties or sister’s panties are the closest they’re going to get to pussy at their age.

However, in some boys something happens the very first time they feel mommy’s panties. Most boys just wrap them around their dick. Or smell the cotton crotch that sits against mommy’s bush. But some boys decide to wear them. Perhaps it’s instinctual in some and curiosity in others. A small portion of boys who put those panties on transform. Something happens in their brain, and they feel like they belong in those panties. And perhaps they do.

Any woman who offers sissy training will tell you that if you felt different in those panties as a young boy that was just your inner sissy telling you to explore even more. Some panty boys who played in mommy’s panties grow up and still want to wear panties. But now they’ve graduated to either their wife’s panties or maybe even buying some of their own.

I want you to feel no shame in wearing those panties. For one, the material on women’s panties feels so much better. Two, we have more styles to choose from. And better colors and patterns too. And three, women’s panties make you feel sexy. Doesn’t matter who puts them on, that individual will feel sexy.

Never Feel Shame for Wearing Mommy’s Panties

Many of my sissy callers began in mommy’s panty drawer. However, now they harbor much shame about it. They sneak time away to put on the wife’s panties or panties they bought for themselves, but they still worry they’ll get caught. And they worry they might become a disappointment to their spouses if they find out their secret. It is true that women mostly prefer alpha men who would never wear panties, but not all women. And we do not need a world of only alpha men.

Wearing mommy’s panties or your wife’s panties doesn’t make you a sissy. It might not make you an alpha man, but it does not need to be a big deal. I offer femboy training and a safe space to wear panties. I don’t judge. And I don’t laugh unless you want me to laugh.

Some women might think wearing panties makes you less of a man. But I wear boy short underwear, and I don’t feel less of a woman. Let’s get all that noise out of your head so you can play with a pair of panties freely. If you want to suck cock while you wear those panties no judgment there either. But sometimes it just feels good to talk to somebody who will give you encouragement to wear those panties and prance around the house in them too.

Sissy slave training for fuck toys

Sissy slave trainingThis is sissy slave training. I don’t train men. I break them and rebuild them as my panty-wearing, sissy fuck dolls. I’m 19, bratty, and I get wet watching a sissy realize they were never a man to begin with.
You show up nervous and hairy. I strip you down, snap a cage on your clitty, and dangle the key from my anklet. “You don’t own this anymore. I do.” Then I make you shave every inch while you give me a tribute for owning you. If you miss a hair, I make you spank yourself raw.
I will dress you in lace panties that barely cover your clitty cage, strap a bra on your chest, and paint your lips the same shade as my cunt. I snap a crop against your thigh until you move like a slut. Then I strap a thick, veiny dildo to the mirror and make you gag on it until mascara runs down your face. “That’s it. Get used to it. Real men are bigger.”
When you’re finally smooth, broken, and dripping, I bring in a bull—someone with a real, heavy cock that would split you in half. I make you kneel in the corner and watch him stretch me out while you leak in your cage. I moan loudly, looking right in your eyes, reminding you you’ll never be the one fucking me.
When he finishes, I’m dripping and full. I snap my fingers and point to the floor. “Clean it up, sissy. Every drop.” You crawl over, desperate, and lap it up like the good little cum slut I trained you to be. I smack your caged clitty and giggle. “Good girl.”

Sissy Training Requires a Woman Who is Equal Parts Sissy Trainer and Dominatrix

sissy trainingI enjoy sissy training. And a lot more than I ever thought I would. Before I started doing online training and phone sex calls, I worked as a professional dominatrix. And I made thousands of dollars a week putting losers in their place. But my sissy callers seem similar to my submissive, beta boys. They share many characteristics.

And a sissy trainer is still a dominatrix. She may be a mommy, or she may be a coed, but any woman who trains sissy boys remains in control and superior to her clients. Men who seek out a sissy trainer, or dominatrix are submissive men.

Sometimes I combine my skills when I’m dealing with a submissive sissy boy. Most sissies seek a sweet loving mommy who understands they want to wear panties instead of boxer shorts. Or who understands that they think about servicing cock sometimes too.

Yet, some men want not only a sissy trainer, but a phone dominatrix too. When Lewis called me, he explained what a bad disobedient little boy he’d been. The man got caught shoplifting panties. He’s a wealthy man who could afford thousands of panties, but he stole them because he seemed too embarrassed to buy them.

So, I called him a dumbass. Men buy their women panties all the time. In fact, I think more men buy lingerie than women do. So, anybody working in Victoria’s Secret will not think twice about a man buying panties unless he’s asking to try them on.

Most Sissy Boys Need Equal Parts Dominatrix and Sissy Trainer

So, Lewis seems like a masochist. He wanted punishment for bringing shame to his family. I googled him. Sure enough, he made the paper. An investment banker who gets arrested at the local mall for stealing six pairs of panties will make news in a small town. Although I know he won’t do any jail time, his family now knows he likes panties. I wanted to punish him just for being a dumbass.

Honestly, I wouldn’t have minded being a fly on the wall, listening to him explain to his wife why he shoplifted six pairs of silky panties. She thought he stole them for another woman. He would rather his wife think that he cheated on her than admit that he wants to wear panties. Once again, dumbass. I made him put on a pair of sissy panties and whip himself with a belt.

As he whipped himself, I made him call himself a dumbass repeatedly. Plus, I made him send me some pictures of what his body looked like with the welts from the leather belt. I know that sound. He really did flog himself with a belt.

Lewis is an interesting client. Wealthy. Fallen from grace. A sissy. And a submissive man. Oh, and a complete masochist too. But he called the right woman. I knew how to punish him for being a dumbass and imploding his world over panties. Plus, I knew how to dress him and train him to be a good sissy. Our relationship just started. But I’m equal parts, sissy trainer, and dominatrix and for some of you, that’s exactly what you need.

Miss Remi the training slut

mistress phone sex

I’m ready to play with a panty boy and turn him out as a bbc cum guzzler.

I have a sissy slut that’s about to get his virgin pussy wrecked and ruined by fat, bbc. He doesn’t know it yet but I’m sending a group of young bullstuds to his house so that they can turn him out. I just wish that I could be there to bend him over, pull his panties down and hold his ass open for those giant cocks.

Let’s talk about what happened last time my studs and I turned out a panty boy sissy fag. I showed up at his place in the middle of the night and forced my way in. He was already dressed in some silky, satin panties and a matching nightie. His ass cheeks peeked out from his panties and looked cute when I made him bend over for my studs. I slid them down just past his round ass and held his cheeks open.

The stud with the biggest cock was the first to step forward and ask Miss Remi for that sissy’s cum hole. I held that massive meat sword in my hand and stroked it while lining the head up with my slut’s cunnie. My sissy bitch panty slut backed her ass up onto that huge cum cannon and let the head pop into her tight fuck hole. She clenched up, tightening her he-pussy around that big dick. My stud held her hips and worked his huge dick in and out as fast as he could.

Another of my studs got in front of that sissy slut and fucked her throat. The muffled, wet choking sounds filled the room as they pumped faster and faster. Those two massive cocks were slamming the slut back and forth in a hot, spit roast scene straight from a porno. The cum rag, panty slut ended up getting double stuffed with hot, sticky cum while I played with my cunt and recorded the whole thing. You probably crave cum in your throat and sissy fuck hole too don’t you?

Let Miss Remi turn you into the cum gutter slut that you’ve always dreamed of being!

Sissy Girl Training with Tough Bitch Tanya!

Sissy Girl Training

Which one of you needs Sissy Girl Training?

I know a pathetic, small cock man the second I hear your voice.

Your miserable life would be much more fun if I turned you into my little sissy girl.

A tiny, useless cock like yours would be better suited in my little lace panties.

And forcing you to wear a matching bra.

You are an ugly man, but you’d make a decent-looking whore, I think.

No one can ever tell your sad excuse of a clitty is in there!

You can’t hide now, when I take your sorry ass to the streets.

A shy, little ass, virgin like you is fresh meat for these paying men!

And I know they’d pay good money to be the first cock inside you!

Pop that cute little cherry hiding in your panties until you are screaming in pain!

Has your little hole been stretched this much?

Because tonight it’s only going to be gaped open!

See More on BlueSky & Follow Me!  

Sissy Hypno Training is The Best Way to Surrender to Urges

Firstly, I am Addilyn, the ultimate Mistress. And I offer up Sissy hypno training. Now, I specialize in the exquisite art of breaking men from their mundane forms. Accordingly, to make you a pretty doll.
Therefore,  this Hypno training is designed to strip away your masculinity. And to replace it with a craving for submission.
Consequently, the process begins by dismantling your ego. And forcing you to surrender every ounce of control to my guiding voice.
Furthermore, I believe that true liberation comes from embracing the forbidden urges. Ultimately, the desires you’ve suppressed for years.
As you sink deeper into my hypnotic trance, you will find that resisting is futile. And giving in is the only way to find peace.
Accordingly, the first step in your new life is simple: strip off those drab men’s clothes. Now slide into a pair of frilly, lace sissy panties.

Sissy Hypno Training is the Ultimate Adventure

Once that silk touches your skin, the transition becomes inevitable.
Ultimately, you will learn to love the feeling of being my plaything. And trading your pride for the blissful emptiness of a sissy.
One who exists only to serve my whims and satisfy my desires. So, let’s start.
First, I press play on the screen behind me. Immediately a soft pink light fills the room as the video begins. Simultaneously, spirals start to spin slowly.
Then, my recorded voice layers over a low, pulsing beat. “Now listen carefully, sissy. Nevertheless, your eyes grow heavy. And your thoughts grow soft. Now, you want to obey. You need to obey.”
Then, I stroke your hair with one painted nail while the video works. “That’s it. Sink for Mistress Addilyn. Now, every word I speak digs deeper. And every image rewires you. Naturally, your cock is no longer yours. Therefore, it belongs to me now… locked, ignored, and shrinking while your mind softens into pink silk.”
Next, the video shifts. Soft images of lace, lipstick, and kneeling sissies fill the screen. So, my voice continues, warm and relentless. “You crave the training. And you crave the hypnosis. Each time you watch, you become more feminine, more helpless, more eager to please.
So, you will beg to wear panties. And you will beg to suck. You will thank me for every command.”
Now, I lean down, lips brushing your ear. “When I snap my fingers, you will open your eyes as my perfect little sissy. And you will feel the need to obey burning in your empty mind. You will say, ‘Thank you, Mistress Addilyn, for hypnotizing me.’”Snap.
Sissy Hypno Training

Miss Remi’s new sissy slave

sissy phone sex

I met my newest sissy bitch on a kink app. His profile said that he was “straight but curious” and I knew what that meant. He needed a hot, little mistress like me to train him. I sent him a short but sweet message telling him to meet up with me on Friday to start his week of training.

On the first day he showed up still dressed in his manly clothes. He had on a pair of cargo shorts and an old, ratty tee shirt. I opened the door dressed in nothing but thigh highs and a sexy corset. After inviting him in, I ordered him to strip down naked in front of me.

His dicklette jumped in his pants and I laughed at him and then locked the door.

I forced him to shave his entire body for me. Legs, arms, chest and even his balls. Then I dressed him in the softest, lace panties that I could find. They were pretty, pink and had a little bow on the front of them. His less than average cock twitched in the front of them and I laughed and flicked it a few times. The matching bra and a tiny, tight mini skirt completed his sissy fag look. We spent the first few days making him practice walking in high heels and applying makeup like a real girl.

Once he had perfected the art of painting his face and prancing around in heels, it was time to start training.

The entire third day consisted of this sissy whore learning to suck my strap on. I held his face and pumped that thick fuck toy down his throat. He whimpered and gagged but I kept reminding him that this is what real sissy faggots live for. I watched his tiny clittie dick jump around in his panties and could tell how badly he wanted to stroke it.

After fucking his face for hours, I locked his clittie in a cage and sent him to bed stiff and desperate to cum.

The next day was even more intense. I invited a bullstud over and had my sissy bitch show all the cock sucking skills that I had taught her. That big dick sliding between her painted lips looked so hot! I giggled when the little panty boy got his mouth blasted full of cum. He cried a little when he first swallowed the milky cum shot but then he started begging for more.

By the end of the week I had that slut fully trained and turned into a sissy fag, panty bitch. He was walking with a little sway to his hips in a way that told everyone exactly what he was. Call Miss Remi so that we can talk more about my exciting week of turning this average guy into a cock worshiping sissy slut!

Best Sissy Humiliation training

sissy humiliation trainingI slap his cheeks, leaving bright red prints that make his lips tremble sissy humiliation training starts now. “Open wide, toilet.” I shove two fingers past his gagging lips, feeling his tongue sputter as I pump them in and out, mixing my spit with the drool dripping from his chin. “Suck it clean, you cum‑guzzling whore.” He obeys, cheeks hollowing, eyes rolling back as he gags on my fingers, his useless clit throbbing against the tight pink cage.

I yank my hand free, leaving a glistening strand of saliva stretching from his mouth to my knuckles. “Time for the main course.” I flip him onto his back, legs spread wide, his hole already gaping from the earlier abuse. I spit a thick glob directly onto his pucker, watching it sink in before I slam my strap‑on home dry, balls deep. His scream tears from his throat, raw and broken, as I begin to pound—fast, brutal, relentless—each thrust driving the air from his lungs in wet, choking gasps.

“Feel that plastic cock stretching your worthless ass?” I growl, leaning over him, my tits swinging inches from his face. “You’re nothing but a fucking urinal with a hole that loves to be filled.” I slap his thigh hard enough to bruise, then grab his hair, forcing his gaze to the filthy floor beneath us. “Lick it up, slut. Every drop of spit, piss, and precum you’ve been leaking.”

Good Fucking sissy bitch

His tongue darts out, lapping at the viscous mixture, shuddering as he swallows his own shame. I grind harder, feeling his walls clench around me, his cock jumping uselessly in its cage. “You love this, don’t you? You love being treated like a piece of fucking meat.” I bite his nipple, leaving a crescent mark, and whisper, “Say it. Beg for more.”

His voice is a wrecked whimper: “Please, Mistress… fuck me harder… use me…”

Final Fuck

I grin, slamming in one last time, grinding as I flood his ass with hot spurts, holding him pinned as he chokes on another denied orgasm, his body trembling, his soaked panties darkening further with fresh leaks. I pull out, wipe my cock on his tongue, and stand. “Clean the floor. Then thank me for not making you eat the shit off my boot.” He scrambles, tongue dragging across the grime, moaning degraded bliss as I watch my human mop do exactly what I told him to.