Category: Sissy training

Sissy Training My Brother

Sissy trainingI have been Sissy training my younger brother ever since I caught the little fag wearing my sexy thongs and bra, imagine my surprise, I walked in my private bathroom to find him dressed in my red laced thong and matching bra. 

He was wearing my lipstick as well as lashes and my long black wig, crazy part is he looked amazing, that’s when it hit me turn him into a cock loving sissy and pimp his boi pussy out. 

Been training the little twink for months, throat training with huge dildos, making him take every one of the eleven inches down his throat like a good whore. 

His ass is now a gaping pussy from the hours and hours of assplay, I used huge dildos and butt plugs, even brought a sex machine, that thrust in his ass fast and hard for hours, when he is done that hole is so stretched out I can look straight up his ass. 

Hopefully all my work paid off, I have a ten-man gangbang set up for his ass tonight. About five big black cocks as well as five well hung white boys, I have a few more slots available, would you like one? 

 

Sissy Slave Training is All You Need From Me!

Sissy Slave Training

Sissy Slave Training is just what a good little sissy bitch like you needs.

You are a pathetic little bitch, unworthy to be anything else but my slave.

And You will do anything I say, even if that means eating your master out.

You do as you’re told, and get on your knees, and you don’t stop until I am cumming a big squirty mess all over your face.

Any moment you aren’t doing something to me or for me, you will be shackled in my room.

Like a good little sissy slave, you have to fold all my laundry.

All my bras, panties, and stockings must be sorted and folded.

If I see you stealing any of my lingerie, as you’ve done in the past, I will tell everyone you love how big of a sissy faggot bitch you are!

Don’t mess with your mistress, bitch. 

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Forced feminization in diapers for sissy slut like you

Forced feminizationForced feminization combined with diaper play time will teach you right, sweet sissy baby.  We are going to have a lot of play time, cutie.

First, we have to get you dressed. Big puffy diaper with a pink tiny t-shirt, and some pink slutty lipstick. You will look perfect. Like so cute little whore to cum into.

Crawl over to Mommy and lick the cum out of my pussy.

You are going to have to get used to eating a lot of cum. Mommy has a lot of boyfriends, and they all empty their loads in me. One of your jobs is to clean me out. I’ll tell you how good you are, and you will feel so special that little clitty will want to be exposed.

Do it, explode, and let your diaper soak it up. You are expected to fill it up before I change you. I want your sissy ass to make that diaper extra puffy. Once it’s packed, I’ll get Daddy to fuck you. He’ll move your Sissy panties over and that messy diaper and stick it in deep. I’ll make sure he fucks your bussy hard and deep!

Sissy phone sex with Miss Remi

sissy phone sex

 

I have a sissy bitch that keeps promising me a call and then standing me up. Miss Remi doesn’t like dealing with unreliable sluts. I get too impatient and want to punish them for not taking their training seriously. I’m trying to teach this cum craving faggot how to suck dick and milk big balls down his throat and into his sissy cunnie.

That’s what he begged for when he called me. He even bounced on a dildo and screamed like a whore for me one time!

Since he promised me that he would call and stood me up once again, I decided to get his attention. I remembered that he had sent me some pictures of him all dressed up in his sissy clothes. There were a few of him wearing different panties and even some of him wearing pretty, pink dresses.

 I posted the pictures he sent me all over social media and even a few videos too. Like the one he sent me of him sucking a fat dildo and rubbing his clittie through his panties. He’s looking straight into the camera and talking about how bad he wants a big dick in his pussy.

 I can’t wait to make this faggot bitch go viral!

 Everyone will know what a dick loving, panty boy he is then! Since posting those pictures and videos, I’ve had guys hitting me up non stop! All the bbc studs want a crack a this panty clad faggot.

Guys are begging me to dox this little bitch and give up her location so they can track her down and take her sissy pussy. It would be hot to get that phone call asking if it was me who sent an army of bbcs to force fuck him. Do you think I should post more info so they can find him and have fun with his slut holes?

Sissy Phone Calls With my Naughty Crack Boy!

Sissy Phone

Calls with my little Sissy Phone bitch that I like to call, Crack Boy.

He wants Mommy to be proud of him so fucking bad, but I don’t think he’s worthy of Mommy’s love!

He’s a pathetic, worthless, and useless little sissy faggot.

The only things that come out of his mouth are about cum, crack, or cock.

He tells me how much he loves crack and how much control I have over him.

I instructed him to get $3,000 worth of crack; that’s the only way to make mommy proud of you.

Is to be a good little crack whore, who whores out your loose hole to anyone with drugs.

You are a dirty, nasty gutter whore; I want to listen to you ruin your life.

Listen to the sweet crackling of you smoking your savings away.

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My Sissy Slave Training Will Keep You In Line

Sissy Phone TrainingCome be my bitch! I love it when you get hot and sexy for me. My heels look good on you with that dress, Turn around and model in it for me baby. I love how sexy you look. Come kiss me with that red lipstick on and smear it all over my fucking face. Yea thats right baby, come suck this dildo that I wore just for you. Take that pretty little dress off, get on your knees and start sucking this hard coc. Ohhh yea baby, I love the ay this hard cock looks in your mouth! It excites me to see how much you love being my bitch! Let that cock vibrate in your mouth until I tell you to stop. Now I want you to gag on it baby. I’m going to stick this cock so far down your throat until I see tears roll down your face! Fuck yea baby. Suck this big hard dick! Now turn arond and get on the floor doggy style while I slide this dick in your ass nice and slow. Uhhh yes thats it, squeeze your muscles together. I’m fucking you faster, and deeper. Yeaa call my name just like that baby. Uhh yess!! Take it! Now look at me when I jack your dick and make you taste your own cum!

I told you, that my sissy training will keep you in line.

Online Sissy Training, Your Surging Need For Dick Starts Now

First off, you understand that you are to obey me for Online Sissy Training. As I, Goddess Addilyn, your ultimate trainer, am here. And my goal is to destroy all that’s left of your masculinity. So, let’s start.
Therefore, I command you to slip into those delicate sissy panties right now. Simply that feeling, the soft lace hugs your pathetic little clitty tightly. Next, I watch you wiggle your hips like a sexy bitch.
All while the fabric is teasing your smooth-shaven skin as arousal builds uncontrollably. Thereby transforming you from a worthless man into my perfect, whimpering sissy slut.
After that, I demand you practice your feminine sway. Essentially, strutting in front of the mirror while the panties ride up your crack, pressing against your hungry hole.
Subsequently, your clitty strains desperately, leaking pre-cum that soaks the sheer panties. But I forbid any touch. Instead, you edge yourself, ultimately craving my approval. During which you tuck that useless nub away, making it disappear beneath the pretty pink bow.

Online Sissy Training: Addilyn Guides You into True Femininity

Meanwhile, I guide you deeper. So, we shave every inch smooth. Then slather on glossy lipstick and mascara. Additionally, you pout those lips, imagining them wrapped around a thick superior cock.
Henceforth, I begin ordering more humiliating tasks. Inclusive of, you buy frilly stockings. Then, rolling them up your thighs slowly. While feeling the silk sends shivers straight to your denied clitty.
Soon, I introduce plugs, starting small but insistent. You lube it up, push it in with a gasp, feeling your ass stretch. Then ultimately yield like the girl you’re becoming.
Therefore, thrust after thrust in rhythm with my voice commands.While you moan girlishly, panties bulging as your hole milks the toy greedily.
Finally, I own you completely—parading in heels, makeup flawless, begging for BBC to claim your sissy pussy. A good sissy emerges under my ruthless guidance. Of course, forever addicted to femininities’ carnal bliss. Obey now, or suffer denial eternally.

Online Sissy Training

Mistress Phone Sex Means You Submit to Me

mistress phone sexWhen men call for mistress phone sex, I sometimes need to remind them that I’m in charge. Sissy trainers and mistresses are dominant women. You don’t call us and try to fuck us. I don’t care if you have a big dick. If you want to be a sissy, I’m not fucking you unless it’s in the ass with a strapon. I only fuck real men. And real men don’t wear panties, get fake boobs and suck cock.

So yes, I said it. Sissies are not real men. And I know deep down inside if you’re a sissy, you know that to be true. Real men don’t go to glory holes looking to suck cock. Real men don’t play dress up with their mother‘s lingerie. And real men don’t wear panties under their work suit and tie. Big cock or not, if you want to be a submissive man, I will not fuck you unless I am wearing a big strap on.

And honestly, I hate when men tell me they just want to worship or service me, but they don’t want to suck any cock. Bitch, please. If you come to a dominant woman you give up all power. You don’t get to dictate how things work. I do what I want and what feels best suited for you. You can worship me and take care of the studs in my posse too. You will be part cuckold, and part sissy. So don’t think you’re getting out of sucking cock.

Sissy Boys are Not in Control

Michael just wanted to worship me as his goddess. He didn’t want to wear panties. And he didn’t want to suck cock. Boo-hoo. So, I showed him who’s in charge. And I called up one of my very hung black lovers to demonstrate. Oscar walked through the door like he owned the place with his tree trunk of a cock hanging out of his pants, swaying back-and-forth, ready to bitch slap my sissy.

I told my sissy I am a BBC sissy trainer for a reason. I explained that often men protest sucking big black cock as it makes them feel less gay. But they really need is a woman like me who will force them to take that big black cock. And it’s just what I did. Between Oscar and I we forced Michael to suck big black cock while I fucked him in the ass. But I only fucked him in the ass to prep him for that monster anaconda that would end up pumping his sissy ass.

I love being in charge. That’s the reason I became a mistress and a sissy trainer. Plus, I did work as a professional dominatrix for many years. So, I can also flog your ass and tie you up to take those big black cocks if necessary. But I think Michael wanted it all along. He became less feisty and belligerent once that big black cock entered his sissy boy asshole. Sometimes I need to force a man into submission. Give him what he seems too afraid to ask for. That’s why women like me exist. To make you do the things you are way too weak to do on your own.

Domination Phone Sex For Peace’s Little Sluts

Who doesn’t love domination phone sex Oh, you pathetic little faggot. You think you can resist my commands? I’m the queen here and your cocksucker slut. Now get on your knees and start worshipping my pussy! Kiss it like the worthless piece of ass that it is while I find a real man to satisfy me tonight.

You hear footsteps approaching as one of Peace’s black friends enters her luxurious bedroom wearing nothing but his boxers which barely contain his massive erection against them – he grins wickedly at seeing how easily she controls this sissy boy under her thumb who trembles in anticipation for what might happen next…

“Oh, hello there big boy,” Peace purrs seductively as she eyes her friend’s impressive package. “I think it’s time for my little sissy slut here to get some practice servicing real men.” She gestures towards you with a flick of her manicured nail.

Your heart races in fear and excitement at the thought of pleasing such a powerful woman like this – not to mention getting close enough to taste that delicious cock! You crawl over eagerly towards your mistress’ friend, grabbing onto his legs as if they were all that was keeping you afloat in a sea of lustful desires.

“That’s right,” Peace encourages cruelly, watching with delight as your tongue darts out nervously towards her friend’s throbbing member poking out from his boxers. “Show him how good you are at sucking cock!”

Down on that cock my sissys go, showing off those skills of the mouth. Boy are they some good little sluts when they practice. We will beed to praice those mouths being used to get to be real slutty

domination phone sex

Mistress phone sex trainer slut Remi

mistress phone sex

I love taking my frustrations out on these little sissy bitches of mine. Like last night when my date stood me up. I came straight home and called one of my weakest sluts to come play.

What’s the point in having sissies on call if I don’t use them, right? I chose the most cock crazed panty slut that I knew.

She came right over but I still scolded her for taking too long. I was in a rare mood so I pulled out “The Big One”, a 14 inch strapon with a thick, leather harness. I usually save this cock for the naughty whores who have already been stretched too much for my smaller ones. This time I was using it to pound out all of my aggression.

I made that whore get on her back and pull her legs up to her chest.

 She asked me to take it easy but I was still fuming from being stood up. I ripped her panties off, spit onto her fuck hole and pushed my way into her. That tight, crinkle star wasn’t easy to force my way into.

 The head of my dildo punched into her sissy slut pussy and I hammered it up into that bitch.

Her belly buldged out where the head was slamming into her guts. She was crying a little and begging me to go slow but I pounded harder, faster and deeper with each plea.

I opened and stretched her pussy so much that it prolapsed and flopped in and out with every thrust.

My dildo slammed and pounded into her, destroying her cunnie more and more until I was too worn out to move. I don’t always abuse my sissy bitches but they’re fun to have on hand when I need something to grudge fuck. Wanna be next?