Category: Sissy training

Bailee’s Bitch

Sissy training

Sissy training site is where I met you when you told me how bad you wanted to be a sexy sissy and begged me to train you.This was going to be a piece of cake.First thing we are going to do is get you a full body wax so your body is soft smooth and lady like.Next we go shop for all your pretty panties bras and lingerie.followed by a trip to my favorite sex store Steamy topixxx to get your practice cocks butt plugs and clitty cage, I think I will get a new strap-on to stick in that tight little ass. Last stop is the drugstore to pick up some makeup to make my sissy slut all pretty. When we get back to my place I run you a hot bubble bath with aromatherapy candles burning to relax you and prepare you for what’s in store. Once you’re all clean and relaxed we go to the vanity and get you all made up and pretty, finally time to put your sexy lingerie on, a fire engine red one piece with matching garter and thigh high fishnet stockings. You look like a new sissy slut,your turning your mistress on, get over here I stand unbuckling my robe to reveal my long strap on it has a vibrating bullet that fits snug on my pussy so whenever it moves it strokes my clit,Like a good little sissy boy you stuff my strap in your fucking mouth trying to fit all 10 inches in your slutty mouth like a good boy,pulling you up by your hair I bend you over and unsnap your teddy,spread your ass cheeks nice and wide squirting lube on your tight asshole then teasing it with the head,sliding inside you inch by inch stroking that ass nice and slow until I can fit all of the strap inside your faggot ass.Stroking  your clit stick while I hammer your tight ass, your girly moans fill the room as i stroke harder and faster I tell you to squirt for me as I slap your firm ass causing you to explode all over your pretty red teddy.

Mistress K’s Bait and switch

Humiliation phone sex

Hello, my powerless pinberries! Mistress K here, ready to doomed your inadequate scams.

I’ll start by shoving this massive black dildo in your face—that’s right, your nosey deserves it. Then, I’ll cage that useless little peckermouse of yours.As I tease and deny your pathetic excuse for a penis, I want you to imagine having a real man. A man with a let’s call it a clitty. I’ll strap on this Big Black Cock and impale you on it. Your tiny Mizoram won’t know what hit it. Penis envy, anyone? While you’re drooling over my strap-on, I’ll make you worship and adore it like the Forum Posting princess you dream to be. But remember, it’s your loss, not mine. I’ll just sit back, chuckle, and stroke my creamy pearl as you cringe in humiliation. Cock cages are your new accessory, and your puny pride will wither even further. It’s a good thing I’m here to keep your microscopic penis in check.

So, keep admiring—and envying—from afar. That’s your destiny, little man.

Domination Phone Sex With Peace and Her Sluts

I love domination phone sex! The feeling of complete control and dominance over someone who is willing to submit to my every whim and desire. Watching them squirm in embarrassment as I degrade them with vile language and demeaning comments, all while knowing that they are powerless to stop me from doing so. It’s exhilarating to see the transformation from a masculine individual into a submissive sissy slut, groveling at my feet for attention and affection. Knowing that I hold the key to their ultimate humiliation turns me on immensely, pushing me closer towards climax each time I verbally abuse them further.

I love seeing the fear in their eyes when I mention anal training or introducing them to new forms of sexual pleasure such as strap-ons or pegging. The sound of their voice trembling as they beg for mercy only serves to fuel my fire, making me want more from them. It’s a rush like no other, knowing that with just a few words, I can reduce someone so strong and confident into nothing but a pathetic sissy slut who craves cock and ass play.

I also enjoy dressing up my sissies in feminine clothing, watching them struggle with heels and makeup application while maintaining their composure around others who might not understand what’s happening behind closed doors. The sight of men wearing lingerie or tight dresses never gets old; it’s proof positive that I have complete control over their lives now.

The power dynamic between us is what really gets me off – they are completely dependent on me for guidance and acceptance while simultaneously hating themselves for enjoying the degradation so much. It’s this juxtaposition of emotions that drives me wild – both parties getting off on something taboo yet irresistible at the same time!Domination Phone Sex

Sissy Panties Barely Hide Your Big Sissy Cock

sissy panties

Underneath every pair of cum soaked sissy panties there’s a surprise. Not every sissy has a tiny, shriveled up microcock. Every once in a while I get a hung sissy whore who wants to feel her she-dick slapping her stomach while she gets fucked. It would be a shame to waste so many inches of hard cock, so I give those sissies a special opportunity to make me happy. I let my fuck toy slide his cock in me while he gets fucked by the biggest cock I can find.

You can start earning it by getting on your knees and licking this cunt. Your sissy joystick slips out of those panties and starts hanging between your legs. My Bull friend notices that sissy clit and exposed asshole. He pushes his tongue in that sissy pussy and pumps that she cock. Your clit starts leaking all over the floor. You’re no different from a pathetic little whore horny for a big cock. You just get the pleasure of making your mistress cum too.

Special Sissy Girl Training For Hung Whores

You’re between my thighs. I’ve just slid your sissy cock into my pussy. I love the pathetic moan you make when you’re soaking your cock in this wet cunt. Then my Bull pushes his thick dick into that freshly licked fuck hole. He pushes your she-cock even deeper inside of my pussy. You’re smothered between his hard pumping cock and my big tits.

You start begging me to cum and I start humiliating and degrading you. Reminding you that you’re my little fuck toy and you’re not allowed to finish until I give you permission. Your pathetic pleading gets louder the longer we fuck you. It’s music to a phone dominatrix’s ears. I cum all over your sissy dick. Then I pull your cock out of my cunt and pump it for you while you get fucked. I’m holding your neck and your cock when I tell you you’re finally allowed to cum.

Sissy Boot Camp: Mistress Tamika’s Femdom Workshop

Mistress phone sex

Greetings, little perverts! Mistress Tamika here, running my sissy training academy. Get ready for some extreme makeovers and some hardcore lessons.

My sissy girls are the prettiest of the bunch, and I’m on a mission to make them even more fabulous. Interesting in becoming the ultimate sissy?

First on the agenda: throat training. We’ve got to get those delicate little throats prepared for the cock onslaught that awaits them. Deepthroating is an art, and I’m the master archaeologist. I’ll teach these sissies how to take every inch, stretching their throats to new, glorious heights. But that’s not all, my BBC buddies are hungry for some tight ass. We’ll stretch those sissy buttholes wide open, making way for some intense anal action.My sissies will learn to crave the feel of a big, black cock splitting them apart. They’ll be begging for more, their little asses telephone dialing for an upgraded model. I’ll turn these sissies into the ultimate cock confession bears—that’s right, on their knees, ready to swallow every delicious inch. So, potential sissy recruits, if you’re eager to join this reckless crew, Mistress Tamika will welcome you with open arms.

Disobey, and you’ll be begging for mercy—which I might just grant, if you’re lucky.

Now, who’s up for some sissy shenanigans?

Sissy panties gonna get wrecked by my super strap on

Sissy pantiesSissy panties gonna get wrecked  by the most superior strap on! As I slip into my stilettos and adjust my tight latex dress, I hear a whimper from the other side of the door, and I know my first slave of the day has arrived. I open the door to reveal a trembling sissy, dressed in nothing but a lacy thong and a pair of high heels. I can see the fear and excitement in their eyes as they gaze upon me, their mistress.

I grab the sissy by the collar and pull them into the dungeon, throwing them to the ground. “Beg for it, slave,” I command, as I towering over them in my heels. The sissy hesitates for a moment before stammering out a plea for me to dominate them.

I waste no time in pulling out my strap-on, the thick rubber glistening in the dim light. The sissy’s eyes widen as they see it, and I can see their slutty mouth drooling over it. I grab the sissy by the hips and roughly pull them onto their hands and knees, their bare ass now exposed and vulnerable to my touch.

I tease the sissy with the tip of my strap-on, rubbing it up and down their slit before finally plunging it deep inside them. The sissy cries out as I begin to thrust, my hips slapping against their ass with each stroke. I can feel their tight sissy hole clenching around me, trying to resist but ultimately submitting to my power. Sissy slave training is forever, slut! There’s no going back and you are going to suck my strap on, so you can taste your bussy juices and remember your place!

 

Sissy Slut

Sissy panties

Sissy panties look so good on my little sissy boy in training, I met Lacey in a chat room. She said she loved my pictures and sexy lingerie and wanted to be a pretty sexy woman like me. Put your sexy panties on Lacey pulling them up your long legs nice and slow rubbing the silky material against your skin.Feels pretty don’t they baby?, Put on some lipstick to get your lips all soft and sexy. now light some candles in your room, put on some soft music and dim the lights, Get in front of the mirror and look at how pretty you look in your silky pastel panties trimmed in lace your lipstick looks so good on your full lips, you are getting turned on just looking at your little clit poking out. Reach in your panties and rub on that clit to get your panties wet. I walk over to you and grab you by your waist bending you over the arm of the couch. Pulling your pretty panties to the side I rub your tight asshole with my big strap-on sticking it inside of  your bussy  inch by inch, the deeper i go the faster  you stroke your clit, moaning with pleasure you squirt all over your hand, And like a good little sissy slut you lick it clean.

Domination Phone Sex Edging you to cum

 

You have two beautiful Domination Phone Sex babes walking in the room to you. You’re strapped down to a rack, dick hard and in a chastity device. You’ve been in it for a few days now, and want to cum.

But your mistresses said no. Not till we could all play together. So you’ve been anticipating this one.

We take your cock out of chastity and you damn near cum from the sensation of just that touch. But you aren’t allowed just yet. Your Mistresses want their fun. And we will get it.

We tease your dick, balls, asshole, nipples. Anything we can suck, lick and pinch. Your body belongs to us right now. And we will use it how we like.

Domination Phone Sex

Mistress Caroline starts riding your dick. Getting her to cum multiple times while she grinds her hips on yours. You feel that sweet pussy just gliding all over that rock hard dick of yours, and you have to do everything you can not to cum.Domination Phone SexBecause Mistress Diana has her turn. Sucking you off after Caroline has cum a few times. The sight alone is orgasm worthy. But Diana wants her turn on that cock, and rides you like a stallion till you can’t take anymore.Domination Phone Sex
Both mistresses give you the command to cum, and we let you cum all over yourself. And your treat for being a good little subby is to lick us and you clean.

Sissy Girl Training is The Best Escape of Stressful Times

Sissy Girl Training is a way to let loose and escape the world. Just the two of us exploring those kinky desires. Let loose when you have your private time. Get out those pretty things and dress yourself up. Release that inner slut.

When life becomes too much stress there is nothing like turning off that side of you that is masculine, in control and uncomfortable. The truth is, you want to be a submissive sexy girl. Now is the time to do this. Buy yourself some things that make you feel feminine and sexy.

Next thing is to get comfortable, dress up and if you have a poison of desire that makes you even more girly be like Alice and drink, snort, smoke or inject that treat. Then as you feel the process of shrinking or growing larger (in the sense of Alice) or just feeling that girliness come out. It is time to call Mistress Addilyn.

Sissy Girl Training

Sissy Training Makes Me Smile

sissy trainingPlenty of men seek sissy training. And that is why I work for a sissy site. Now, not every caller I would call a traditional sissy. Honestly, I do not think a traditional sissy exists anymore. Back in the day, a sissy just liked to dress in girlie clothes. However, they did not necessarily suck cock. And they never craved black cock. The Internet changed the sissy world. And it created all sorts of subsets.

There are cock sucking sissies, black cock faggot sissies, adult babies, panty boys, crossdressing sissies, glory hole sissies, femboys, sissy maids, cuckolds… And a lot of sissy boys share characteristics of other subsets too. So, I never give a cookie cutter sissy experience because no two sissies are the same. And the best sissy trainer gathers intel on her prospective sissy client or caller to devise a plan tailored to what kind of sissy she has in her care.

No Two Sissies Are The Same But They are All Submissive

Although I might specialize in black cock sissies, I love all sissies. As a dominant woman, I love a beta bitch boy. And the one thing all sissies share is that they are submissive. Little beta bitch boys who need a woman to own and control them. When I met Tyler, I knew at the very least, he was a femboy. Soft features, soft body, and loves to dress up. But Tyler also likes to troll for big black cock on cruising apps. He had hoped he could find an alpha black man to fuck his little sissy hole. But most of the black bulls on the site for his location just played games.

Tyler found himself to me for a reason. During our first session, I invited one of my black bulls over. A bbc sissy trainer always knows how to find a black bull. Tyler’s first sissy experience with me got her sissy hole stuffed full of black meat. And her little clitty made a mess.  I love it when sissies get what they need from me. What do you need from me?