Category: Sissy humiliation training

Ms Jackie’s got a hold on your naughty boy nuts

Forced sissy training

You’ve been such a naughty little fuck boy. 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 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. 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, all the pathetic positions Ms. Jackie demands you be in.

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…..

You Dare To Disobey Your Mistress?!

 

Sissy slave training

 

You want to be a naughty boy and disobey your mistress. Well I got a nice 15 inch octopus strap that’s calling for you. Yea bend that ass over and assume the fucking position you dirty cunt. Shut up don’t start complaining now, you wanted to do what you want right? Now accept the consequences and turn around. Hold those cheeks apart before I slap you, there you go good boy. Slapping that asshole with the end of my fat long octopus strap. I’m about to fuck you so good and you better hope that hole has some moisture to it because I will not be adding any. Without a warning I began pushing that fat octopus strap in your tight asshole. Forcing it in and out, as you cry out in pain. Yes scream you dumb cunt, you still going to disobey your mistress huh? As I push it deeper tearing that asshole open, stretching it wilder as I slide in and out. Not caring about your pleas for me to wait or stop. No I want every inch of this cock in that little ass. Your going to learn to never disobey your mistress again.

Femboy training works better when you watch me in action

 

Femboy training you BBC-crazed sluts always gets so out of control! Not that I am complaining, it’s a pretty exquisite time. You look so cute in those pink panties, and you play off like you are shy and nervous, but the moment you watch me pleasure that chocolate bar, gloves are off.
Femboy training

There you are, a drooling mess. That clitty is twitching, begging for a turn with Jamal’s baseball bat of a cock. You’ll have to watch me first. Don’t worry, baby, he can cum more than you can imagine. He’ll pound his cock into my tight, perfect pussy as you admire my tight holes. I know you want to be like me so bad. I get it, I have such a sweet, tight pink pussy, all the black dudes want it.
After I get filled up with his baby batter, I want you to lick my spoon clean. Show me you are worth the beast entering your slut hole. Oh, baby, you are an eager Sissy phone slave! Let’s see if you can make me proud by riding that BBC!

Little Shrimp Dick

Humiliation phone sex Humiliation phone sex. Listen up you shrimp dick fuck,Why would you think that I would ever let you fuck me with that worthless excuse of a cock. Your fucking cock is so tiny, short, and thin, I have seen bigger dicks on toddlers, when you piss, I am sure you leak on your tiny marble sized balls. A dick that small would not be able to please a woman with the tightest pussy. Your small cock can’t even find my asshole, it gets lost in between my ass cheeks. You don’t deserve to fuck me, Infact put that little clit in a cage, and get fucked like the sissy bitch you are. My big black mandingo dick warrior is going to fuck my tight wet pussy in front of you , so you can see how a real man fucks a woman like me .You watch in amazement as he fills my cunt with his big black cock, wishing you had the kind of dick that makes a woman cum so fucking hard. After about a half an hour of him fucking me like a savage he shoots a huge load of cum deep in my stretched out pussy, Now get your sissy ass over here and clean his cum out of my pussy , while cleaning my pussy up my mandingo warrior shoves his huge black veiny dick in your virgin asshole ripping you to shreds as you whimper and moan like the bitch that you are. 

Domination Phone Sex Making Little Sissy Sluts Out of Pathetic Femboys

Domination phone sexDomination Phone Sex helps with the assertive, controlling and side of me that wants to put Femboys in their place.  Like the other day after a long day of training you.  My pussy was wet thinking about the one final surprise waiting for you back at home. I had bought another strap-on dildo mimicking a big black cock. It was meant specifically for oral training to turn you into a good little faggot cocksucker.! I forced it deep into your throat until you gagged and choked on its massive size; laughing cruelly each time tears streamed down your pathetic makeup filled face from the pain.

“You’re going to learn how to suck cock properly whether you like it or not,” I growled menacingly before fucking your face raw without mercy.

I just laughed at my pathetic little sissy boy before ordering you to clean yourself up so they could go shopping as originally planned. “You need some new panties anyway,” I said dismissively while tossing you a pair of my used lacy panties and a matching bra. “And don’t forget your heels!”

You meekly obeyed your mistress’s commands, knowing that resisting would only lead to more punishment down the line. At least your faggot sissy ass is learning now!  As we walked through the mall together arm-in-arm, I couldn’t help but feel proud of how far Id come in training my own personal sissy slut. The way you wobbled around on those high heels while wearing nothing but lingerie underneath your clothes made her wet and thinking about the next ways I could train and humiliate you and your pathetic small clitty dick.

I’ll Blackmail You And Rent Your Ass Out

Sissy Training

 

I have you on the floor sucking that big 12-inch cock as I rub my pussy. You thought being my boyfriend would be different, and it was until I caught you wearing my lingerie. After that I decided to punish you. Now your my little sissy faggot and I make you suck cock and take it up your sissy hole whenever I please. You know you can’t escape me either because I have videos and pictures of you dressed up as a sissy girl begging for cock. You give me your whole check now and do whatever I say. At home you can’t dress up like a boy. No. I want that faggot ass of yours on display so when I have friends over, they can laugh at you and make you show them what a sissy whore you are.

Don’t lie you love having your hole stretched wide open and filled with cum. You love eating cum and paying me to keep your secret. It gets you sissy clit hard, doesn’t it? You’re a little cock whore admit it. If I never caught you dressing up like a little slut, You wouldn’t be getting it up the ass and spending your days sucking cock. You love how I let you eat my pussy when you’ve been good and how I make you dress up in women’s clothes and wear makeup. Secretly you’ve always been a sissy. You just never wanted to admit it. Just look at yourself now taking cock like a pro. Maybe you should quit your day job and just do this for a living. I think you’re the perfect sissy whore.

 

Those Sissy panties look so good covered in BBC cum

First off, you better have a fresh pair of Sissy panties on, because those crotchless lace thongs aren’t going to cum-guzzling themselves, now are they? Get on your hands and knees like the bitch in heat you are and present that slutty little ass to me.

Sissy pantiesHere’s your instructions. A big black bull is going to bend you over and plow your needy little boycunt with his massive BBC. I want you to take every inch of that gigantic dick stretching out your holes and milking his nuts. Don’t you dare stop sucking the BBC I shoved down your throat. I love when my sissy sluts are spitroasted. Sissies who slack off on the cocksucking get their bimbo ass spanked bad, so you better bring your A game.
Once that first round of studs dumped their loads, a second round of hung brothers is going to feed your slut holes with bigger, fatter cock. Mommy’s Sissy training gets harder and harder. The more cocks you take, the wider you get, and that means you can fit bigger cocks, and fit more than one in your boy pussy.

Jerk Off Instructions From Two Hot Sluts

Taboo phone sex Taboo phone sex with JJ turned Isla and I on so much, JJ is such a good boy who loves to please his mistress so much I let him have a treat, two beautiful women on the call for him to please. We gave him hot, steamy jerk-off instructions, and we even sent him kinky photos and videos to stroke his cock with. JJ made sure we knew how much he wanted to please us, After the call we were so hot and horny we had the hottest lesbian sex session with each other, I tongue fucked Isla’s juicy pussy until her cum flooded my mouth, she taste so sweet, her pussy was as refreshing as a mango water ice on a hot summer day, Isla really can fuck she stroked my pussy with a massive strap on until I squirted all over her multiple times, I begged her to pound my tight ass, she stroked my starfish until I creamed all over the mega strap-on. Just when we thought the session was over, we realized it had just begun. Isla’s hot, barely legal sister was in the corner watching us the whole time rubbing her throbbing clit, So is it my turn now? she said, Of course, kiddo, bring your sexy little pussy over here, I want to taste you, sit on my face.

You’re My Sissy Pay Pig Now

Sissy Slave Training

I saw you trying on that lacy black thong with that sexy corset. I have the pictures to prove it. I even have a video of you dressed up as a sissy faggot slut giving your neighbor a blow job. How did I get it? I was there, hiding in the closet. The man you gave that blow job to. Well, he’s, my boyfriend. If you do what I want, we’ll keep your little secret but if you disobey…. well… We’ll send everyone that video and picture. You’re going to pay me in gift cards every day, you’ll spend lots of money on me and You’ll suck my boyfriends’ cock and let him call you names. We might even pimp you out and make you our little sissy faggot whore. You’ll have no choice. You clean our house every day and make us happy and maybe one day you’ll start to like it. This was all your fault for not keeping better control of your secret. Maybe I’ll tell your coworkers if you get an attitude? I wonder what those men would do to a little sissy like you. Now pay up before I get bored. You’re my bitch now!

Ms. Jackie trains young sissy fuck boys too

 

Forced sissy training

Yummy, Ms. Jackie loves her barely legal sissy boy faggot babies. Their so easy to train, dress up, and always down to get their man pussy’s stretched to the max, and always cum crawling back, even after I’ve tortured, tied, abused, and violated their worthless cocks. Like all of you, their hungry for that pathetic feeling.

I love dressing them up, applying their makeup, young boys have such beautiful soft skin, looking so feminine in their panties, hose and heels. I expect all my little fucks to really feel what’s it like to get cucked and live the whore life they long for.

So flip up that dress honey, pull down those pantihose, pull your thong to the side and let that big juicy cock slide through. Stretching you, making you bleed and cum out of your tight little man pussy. Lick it up with your finger baby and taste how worthless you are and spread them more. Put your face in another man’s lap and take two at once. My creamy cooter leaks watching these young sissy faggots getting rocked. Whining and crying turns me on.

This is part of my succle and sweet sissy training. Fuck boys growing into proud sissy super fuck whores, always letting Ms. Jackie cum back to review.