Category: Sissy panties

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.

Humiliation Phone Sex With A Small Cock Fag

Humiliation phone sex

Humiliation Phone sex with Mistress Bailee- so degrading and humiliating. You’re naked in front of the camera, small clit size cock on display. I laugh and giggle when your tiny dick gets hard. That tiny dick doesn’t deserve to get hard; put it in a fucking cage, throwing yoy the smallest cock cage I could find.

A cock so tiny should be cut off. You should have been born a female; that was supposed to be a clit. You could never come near my wet pussy with that baby dick. You couldn’t get it in if you tried; I bet you will die a virgin. Fucking you would be like scissoring a woman with a large clit.

Put on a pair of panties to cover your useless member; let me dress you up like the useless slut that you are, a face full of makeup, and a ratty wig, a pair of thigh-high stockings on your hairy, chubby legs.

I am taking you for a night out on the town to get you fucked in the ass; you are going to be covered in cum, your ass leaking and stretched out by the end of the night. That’s what little sissy faggots with small dicks deserve

 

Forced sissy training with no mercy for my little cocksucker

forced sissy training Forced sissy training, I don’t waste time with soft talk. When I want my sissy ready, I strip my little faggot and throw the clothes at her feet. Panties first tight, lace, crotch cut so her locked up clitty is shoved back and up. Bra next, stuffed if I feel like it. Skirt short enough that it barely covers her sissy ass. Stockings, garters, and heels that forces her up on her toes. My sissy bitch stands there shaking while I watch her zip and clip everything into place. Then the makeup. I sit her at the mirror and take over. Foundation thick enough to hide every bit of stubble. Contour to kill the jawline. Blush high and bright so she looks permanently stupid. Black liner, heavy blue shadow, fake lashes if I want her looking extra used and like the cheap slut she is. Lipstick bright, sticky red that I smear on thick and make her pucker them cock sucking lips. I check the mirror. If it’s not whore perfect I wipe it off and start again until her slutty face is painted like the cock sucking slut I own. Once she’s dressed and painted I point at the floor. My faggot drops. Skirt rides up, stockings stretch, lipstick already shining. I grab the back of her head, shove her face forward, and tell her to open. That red mouth wraps around cock and I make her take it deep and slow at first so the lipstick smears all over the shaft, then harder until she’s gagging and the makeup starts to run. Spit and red streaks down my slut’s chin, tears ruining the liner, while I hold her there and remind her this is what the dress and the full face of makeup are for. She doesn’t get to stop until I say so.

You’re My Bitch in Sissy Panties

Sissy pantiesI dragged you in your Sissy panties, a pathetic little bitch, into my room and shoved you face-first onto the floor. “Get those knees under you and open your mouth wide, you useless cumrag,” I ordered while taking off my panties. My dripping wet pussy hovered right over your mouth. I grabbed a handful of your hair and shoved my dripping cunt against your lips. “Suck it, bitch. Lick up every drop like the desperate cum whore you are.”
Face Sitting and Ass Eating
I turn around and put my ass right on your face, smothering you completely. “Shove that tongue straight up my ass hole and clean it, toilet boy.” Your muffled whimpers vibrated against my rim while I reached back and flicked your 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.”
Pissing and More Oral
I shifted forward and let a hot stream of piss flood your open mouth. “Swallow it all, urinal. You’re my personal toilet now.” Once you gulped it down, I shoved my soaked cunt back onto your 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 up in front of you, kicked you onto your knees, and made you bend over so you were on all fours, and I buckled on my thick strap-on. “Beg me to wreck that sissy hole,” I ordered, spitting on your winking puckered ass hole. You whimpered and pushed back, so I rammed the dildo balls-deep in your tight ass in one thrust. “Take it, fuck toy. I’m stretching you until you’re gaping and ruined.” I pounded you harder, slapping your ass bright red and twisting your nipples while you cried out. “Scream louder, bitch. Let everyone know a teen owns your worthless ass.”
Cleanup and Degradation
I fucked you until your legs shuddered, then I bucked the strap-on free of your wrecked ass and scooped the mess from your gaping hole. “Open up and eat this, cumdump. Every fucking drop goes down your fucking throat Bitch!”
Final Domination
“On your back, sissy. I’m riding your face until I cream all over you.” I crawled on top of you and my clit against your tongue. “Lick faster, you broken fuck toy. Make your mistress cum while you choke on my cunt.”

Peace Spreads The Love In Sissy Phone Sex

I’d love some hot and steamy sissy phone sex with ysissy phone sex ou. 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!

In the meantime, keep stroking your pathetic cock and telling me how much it aches to be inside a real woman like me. Tell me all about how big and thick I am compared to your tiny dick, and how lucky you feel just being near me. Kiss my perfect ass through the phone line, faggot!

I can almost feel myself getting wet thinking about this… Now put on one of those pretty dresses or skirts I bought for you earlier today – yes, the one with the lace trim around the panties showing off those bulges in just the right places. It makes such a pretty sight when men wear women’s clothing so well… And don’t forget those heels; they were made for walking all over someone like yourself!

As our dirty talk continues, imagine sucking on one of my dildos as practice while waiting patiently until it’s time to please me properly later tonight (or maybe even tomorrow morning)… Oh god yes… Just thinking about it gets me so hot underneath these silk sheets! Keep going baby boy; show Mistress Peace just how obedient her little sissy slut really is by making himself cum from talking dirty with his mean but very sexy mistress who loves turning men into her personal playthings!

Sissy Phone Chat is Where You Best Surrender to Mistress

Sissy Phone Chat is where desperate Sissy faggots come to surrender to a Goddess. So, I am Mistress Addilyn, and this is my lair.  And this is where you arrive already broken and ready to surrender.
Consequently, you stand before me wearing nothing but those thin nylon panties that cling to your pathetic leaking clitty. Since you crave my expertise and commanding ways, I will begin your conditioning immediately.
First, I introduce you to your new best friend, a big black dildo. And this is a tool to train you well. So, part your pretty lips and start sucking. That’s right, sissy, start to show Mistress your skills.
Therefore, the sheer girth of the BBC dildo makes you struggle to take it in your dick-sucking lips. When I feel satisfied with you taking the dildo in your lips, I move on to the next step.
Now, I position the big black dildo in my strap-on harness. And I command you to kneel. That’s it kneel before Mistress like a good sissy slave. Now we will practice you making eye contact as you start to worship my BBC.
Meanwhile, the friction of the sissy panties against your sensitive skin intensifies the pleasure of your clitty. As a result, your body reacts instinctively, and you begin to leak precum that soaks into the fabric.
Now, it’s time that I train that man pussy. So, I direct you to my training bench. Here I will cuff you and spread your legs as you are bent over. That’s it, thrust that sissy ass out for Mistress’s big black dildo.

Sissy Phone Chat With Mistress Addilyn Will Break You

At last you are about to get opened up and take my dick. And I begin to slide inside that sissy cunt. Therefore, you begin to whimper a little like a little bitch.
Subsequently, I increase the pace of the thrusts, forcing the BBC deeper into your tight hole. That’s a good sissy; just push against it and leak more in those panties. After all, I keep them on you and just shove them aside.
Furthermore, I grip your hips firmly, pulling you back onto the shaft with each stroke. Ultimately, the best sissy trainer is really introducing you to the BBC. Soon, you will enjoy the real thing.
Additionally, the constant rubbing of the nylon against your clitty sends waves of pleasure through your entire body.
Moreover, I vary the angle of penetration, hitting new sensitive spots inside you with every thrust. In addition, I reach around and press my fingers against the wet spot forming on your panties.
Consequently, the pressure on your leaking clitty drives you closer to the edge. Nevertheless, I do not allow you to cum yet. Instead, I slow the pace and edge you repeatedly.
Thereafter, I resume the relentless pounding, stretching you completely through the thin fabric.
Ultimately, the constant stimulation and denial leave you trembling. And you are leaking uncontrollably through your panties as you surrender fully to my training.
Finally, I have molded you into the perfect leaking sissy, desperate for more.
Sissy Phone Chat

I love when the Sissy training pays off & you finally get it

Sissy trainingSissy training has finally paid off, hasn’t it? I mean, there were a few times I thought I would have to give up on you. Like every time I would make you suck a cock you could barely fit it in your mouth.

Now you can ride cock like a real girl!

After months of meticulous training, endless teasing, and transformative lingerie, my little fucktoy has taken your very first real cock. A real, raw, uncut dick buried deep inside your greedy, wet bussy.

As I recall the countless hours spent building your confidence and dressing you in dainty panties and frilly gowns, I always thought you would make me proud. I could see the cock hunger in your eyes; it just took you longer. But that’s ok because your butt cherry has finally been popped!

How did it feel when his load filled up your hole? Now there is no turning back, babe. You are growing into the girl you always dreamed of. But get your Sissy panties on and get yourself ready because you still have a lot of work to do.

Listen, I am proud of you; you finally did it, but you stopped at one? Just one cock in a night? What do you think this is, some romantic play? You are a fucking whore, you understand? That means you don’t stop after one; you keep going for more and more cock.

Humiliation phone sex had my little sissy gagging on his knees

Humiliation phone sex always has my pathetic sissy on his knees in the living room, lipstick smeared, pink thong panties stretched around his tiny locked cock. I love standing over him in heels, one hand in his hair, the other holding the phone so I can record every second. Open wider, you worthless little slut! Like a good sissy bitch he opened. The thick black cock in front of him slapped against his painted lips. I pushed his head forward until the fat head forced its way past his teeth and down his throat. He was gagging hard. Spit ran down his chin and onto the floor. I laughed and shoved him deeper. Take that big black dick like the worthless little cocksucker you are. Your pathetic micro dick stays locked while real men use your mouth. The guy grabbed both sides of my sissy’s head and started fucking his face.humiliation phone sex Long, deep strokes. My little faggot’s eyes watered, mascara running down his cheeks. Every time the cock bottomed out in his throat, he made loud choking sounds that make my pussy drip. I reached down, yanked his panties aside, and flicked his tiny cage. Nothing there, just soft, useless flesh. Look at you. Gagging on black cock while your little clitty stays locked. You’re not a man. You’re a little cock whore now. I made him thank the man between thrusts. Thank you for using my sissy throat, Sir. He said it with a mouth full of dick. Spit and precum all over his face. When the guy finally came, he held my sissy deep and pumped load after load straight down his throat. I forced him to swallow every drop, then open his mouth and show me the mess. My little sissy exists for this on his knees, humiliated, choking on BBC while I watch and laugh.

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.

Forced Sissy training for the weak…..fuck slaves

Forced sissy training

Forced sissy training starts now, I start by shove your face into the bed, yanking your sissy panties down over your girly ass. A string of pre-cum dripping from the tip of your caged pathetic dick, soaking the frilly fabric. “Look at this,” I sneer, grabbing a fistful of your hair to twist your head around. “Your clitty is so desperate it’s crying, and all I did was look at it.”

I roll you onto your back. Your legs open. The metal cage is taut around your useless cock. I grabbed the giant bottle of lube. “You know the rules, cock whore. Sissies slaves don’t get hard. Sissy slaves get fucked.”

Sissy Fucking

I slick up the biggest strap-on cock I have, a huge, thick, veiny dildo. I slap it against your cheek. “Open up!.” You obey; mouth stretches around the head. I fuck your face with it, slow at first, then pounding your throat. Gagging. Tears. Mascara rivers. “That’s it. Choke on it.  the taste. This is all, your throat is good for now.”

I pull out, spit and lube coating your lips. I spread your legs wide and press the huge head against your tight hole. You flinched. “Don’t you dare flinch on me.” I slap your ass cheek so hard it echoes. “Relax that hole for your Mistress. You’re a fuck whore now. Whores take it in the ass.”

I push inside. You screamed, muffled by the pillow. I don’t stop. I sink my hips against your ass, burying the whole length. “This is your cunt. This fuck hole is your pussy now. This is where I fuck you. I own you.”

I start pummeling into you. My thighs slap your ass. “Who owns this hole?”

“You do, Mistress!”

“And what are you?”

“Your sissy fuck slave!”

I reach around, grabbing your throat from behind, pressing down as I fuck you harder. “Louder. Tell the whole fucking house what you are.”

“I’m your fuck slave! Your fuck hole! Your personal cum-dumpster!”

Breeding your pussy

My clit grinds against the strap-On’s base, my own pleasure climbing with your humiliation. “I am breeding this pussy. I am training it to take cock like the perfect little cunt it was always meant to be. Now cum. Cum from having your pussy wrecked, you pathetic bitch.”

Your body convulses. A dry, shuddering orgasm wracks your caged cock. You drooled on the sheets.

I pulled out. A gush of lube drips out of your gaping hole. I shove the dripping strap-on in your face. “Clean it. Lick it clean. Every drop. Then I’m going to break that mouth again. You aren’t a man anymore. You’re a meat-puppet. My meat puppet. Got it?”

“Yes, Mistress.”

I lean down and bite your neck. “Good sissy slave.”