Category: Sissy slave training

Let me humiliate you a little

Humiliation phone sex

Humiliation phone sex. You’re always the dominant one. You love shoving your cock in all my holes when we fuck and I always pleasure you, swallowing your jizz every time. I love being the submissive one, I want to turn the tables tonight. It’s my turn to play and you’re going to let me. I’ve been wondering about you and your desires to be fucked by a man. I also think you’ve been cheating on me with a man, so prove me wrong you don’t like it.

I demand that you take off all your clothes. I force you into a cute dress, panties and a bra. You’re going to be my bitch tonight and you don’t put up a fight. I put makeup on you and do your hair, you’re looking pretty, like a little faggot. All your dominant masculine self is gone. I want to fuck the shit out of you the same controlling way as you do to me.

There you are, laying there all dressed up begging me not to do anything. I put my strap-on on and bent you over. Lubed myself up good.  You’re nervous and and slightly humiliated.

I spread your legs wide open, pull down your panties, and gently push the head of my strap on cock in your asshole.  I rub it all over your balls, pegging your taint. I’ve got a nice hold on your hips and again slowly start to fuck your butthole. In and out. You’re whining and moaning asking me to stop. You tell me you’ve only just fantasized about big black dick but never cheated on me.

I flip you on your back, spread your legs, and fuck you again. While I’m on top looking down at you my pussy is soaking wet just watching your face, all this control is going to make my cunt explode.

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.

Bailey’s Sissy Camp

Sissy slave training

Sissy slave training  has  given me a new hobby ,I have a new recruit your a real soft timid little cum dumpster ,I met your lost soul at the bus station ,you were  begging for change , when i noticed your girl like features .your  tight ass, nice toned belly,shapely thighs. a deep arch in your back . Yeah your going to make me a rich woman .I proposition you with a deal of a lifetime and you willingly agree.When i get your little sissy bitch boy ass to the house  I get you all cleaned up and pretty ,wearing a silky baby blue night gown  with matching fuzzy slippers. Got to give you a test run ,Put your face in Mistress Baileys tight ass! lick my asshole until I say stop ,licking my asshole with much enthusiasm ,I can feel my juices running down my thigh you lick my  thighs clean .Take your panties off and bend over the arm of  the couch  , as your assuming the position I am lubing up a nice big dildo its long fat and full of veins, Spread your fucking ass  for me , slowly sliding  the big cock in your ass inch by inch until its deep in  your little sissy asshole , Fucking this huge dildo like a pro, I watch  you  take all of this big cock in your ass , stroke your fucking clitty  while I fuck you!  Your moans are getting louder as i fuck you faster harder and deeper ,Cum for me your my new fuck toy, shoot your fucking load ,like a good little sissy,within minutes  you explode all over the floor , Now on your knees and lick that jizz up sissy, wasting no time you lick all of it up like a good little bitch boy. I can already see we are going to have a lot of fun.

Femboy training makes my Young DOM pussy so happy!

Femboy training

Femboy training makes my Young DOM pussy so happy! As soon as I get to dress a man up and put him to work pleasing me, I get so fucking hot and bothered. Transforming Heath into a little lady boy was the moment I knew this is what I am destined to do. 

He came to work for my dad last year. A shy conservative man who is a little on the skinny side. I have been going to a new gym and offered to show him around. 

As you know, my dad s a secret submissive cuckold and My mother is a red room dominatrix. So inviting the new guy heath over was a present for me. A chance to show Mommy and daddy that I have what it takes to train a newbie!   I couldn’t wait to show Heath the ropes.

Our first day at the gym I had, I’m sweating hard and trying new weights out. Soon, I noticed he was checking out the men who were pumping loads of iron! My plan started perfectly. As we got in my car and chugged our post work out drinks, I was blunt. I said I wanted to take him hoe and fuck him. But That I was going to make him serve my pussy first! 

Femboy training makes my Young DOM pussy so happy!

Now, as soon as we got home, I went into daddies closet and pulled out beautiful Pieces of lingerie and a few pairs of sissy panties and brought them back to my room.  Daddy and mommy were out at a sex party and wouldn’t be home for hours. Surprisingly, he did not balk or cry as I had him put on a sexy outfit ad get on his knees to lick my pussy.

That’s when I told him my plan. To fully immerse him in a lady boy lifestyle that he could become my sex slave! I have many tales from this wonderful sissy that I would love to share with you. 

I hope you are like him, as he was so eager to please and willing to do whatever I asked of him. It was the perfect way to start my new career as a Sissy slave training Mistress!

Sissy Trainer: Tamika’s Ball-Busting Training

Online sissy training

Hey there, my submissive slaves! It’s Tamika, your favorite online sissy trainer, and I’ve got a little surprise for you today—the Mistress of utter degradation. 

 Your balls are in my control, and you’re my willing little sissy. I’ve got you by the short hairs, and you love every minute of it. I push you down, and you eagerly crawl toward me. The look in your eyes—desperation mixed with devotion—is fucking exhilarating. You’re my little pet, and I intend to treat you like one. I make you gag on my strap-on, the plastic cock forcing your throat open. You’re a good little slave, taking it all in. But I want more. I order you to dress up—heels, stockings, the works. You look like a proper little sissy, and the sight makes my pussy drip. 

The real fun begins when I bend you over. I spank your ass red, the smacks echoing in the room. You whimper, but I know you love it. I strap on my cock and slide it into your willing hole. You’re mine to control, and the power turns me on like nothing else. I ride you hard, using your body for my pleasure. You’re just a sissy fuck doll, and the thought sends shivers down my spine. Your moans only encourage me further. In the end, you’re a mess—sweat, tears, and my cum dripping down your face. I’ve broken you, and you love it. 

That’s what I call a successful training session! Tamika’s left satisfied, and you’re a sissy in bliss. 

Stay sissy, my friends, and I’ll see you in the next session! 

My assistant hooker for the night.

Sissy slut training

Sissy slave training. You’re a wealthy business man who travels all over the world and tonight you decided to treat yourself to a wild fuck so you hire a hooker. A local friend gave you the number so as soon as you get settled in your hotel room you give us a call.

Things are a little different tonight. Once I arrive I have another girl with me. You explain you only called for one. She’s my slut in training to be a working hooker, also an assistant. We get undressed, we’re both wearing hot lingerie, you’re sitting on the bed, slightly nervous but your cock begins to throb.

Now it’s time to chain her up. I put a dog color on my assistant and leash her up. She takes off your pants and I get  on my knees and start licking and playing with your cock. I take it deep down my throat while I’m stroking your shaft. Your cock is soaked.

I get on top of your throbbing hard dick and start to fuck you. As we’re fucking I grab my assistant’s leash, make her sit on the bed and I begin to stick my tongue in her mouth, making her watch us. I stick my finger in her little bald pussy and she’s moist. She’s getting turned on like a good girl.

While we’re fucking hard and rough I grab your hand and make you rub her wet snatch and do as you please to her. You stick your tongue deep her pussy as I hold her leash, riding your cock. As you suck on her pussy lips she cums all over your face at the same time you erupt, leaving jizz all over the bed.

My assistant slut followed all sexual orders and you were a very satisfied customer.

 

Sissy Training: A Mistress K XXX Story

Taboo phone chat

Hello, my kinky pets! Mistress K here, ready to unravel a delicious XXX story of sissy training so filthy, it’ll make your toes curl. 

Let me introduce you to my latest plaything—a sissy boy who craved my dominance. His name? Well, I dubbed him “Pretty Boy,” a fitting title for this little princess. 

I caught him sneaking peeks at my every move, lusting after my strap-on. So, I decided to indulge his fantasies, pushing his sissy boundaries. First, the makeover sissyification—I decked him out in frilly lingerie, his face made up like a porcelain doll. The sight of him in stockings and a garter belt sent shivers down my spine. But the fun really began when we hit the bedroom. I strapped on my toy and ordered him to his knees. The look of pure longing on his face was a sight to behold. 

I made him beg for my cock, his eyes pleading as I teased his hole with the tip. And with each slow inch, he squirmed, his high-pitched moans music to my ears. But Mistress K doesn’t mess around. I pounded his sissy ass relentless, the bed creaking with each thrust. My hand found his clit, and I tortured it till he sobbed. As his eyes rolled back in ecstasy, I knew he was mine. A final, forceful thrust, and I unleashed a stream of hot cum—his reward for good behavior. Pretty Boy had earned his title—a true sissy princess, owned and trained by Mistress K. And the best part? He begged for more—the little slut! 

This sissy’s journey has only just begun—stay tuned for more kinky adventures! 

Mistress K signing off! 

My Femboy Training 101

femboy training

Femboy training begins now I say as you walk through the door. I’m on the couch, wearing a red dress that barely covers my brown titties and my pussy fully exposed. You feel a twinge of jealousy. You want to look like me.


“I have a surprise for you,” You open the wrapping to reveal a stunning lingerie set – a lacy bra, matching panties, and a pair of sheer thigh-high stockings. “Put these on,” I say, my voice dripping with desire. You feel a thrill of anticipation as you obey, slipping into the delicate garments and feeling the fabric caress your skin.


I watch you dripping between your thighs as you transform into the sissy femboy I have always wanted you to be. I take you to the bedroom, where I have big cocks waiting. I hand you a pair of high heels and pin up your hair. I can see you getting rock hard as you place the heels on and stand in front of me.


Look at my cuntslut. I push you on the bed and run my hands over your body teasing your nipples through the lace of your bra. I slip my fingers beneath the waistband of your panties. You moan softly as I stroke your growing cock, my touch both gentle and firm. I love having a sissy that i can play dress up with and do naughty things to.


I tie you up with scarves, leaving you helpless and exposed to my every whim. I tease you and tickle you. Making you scream and moan like the slut you are. When I am finally done playing with you, I take you deep inside me, riding you hard and fast, you can’t help but cum all in my pussy and on your new lace.

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?

Mistress K’s Sissy Training: A Filthy Feminization Fiesta

Yo, freaks! It’s Mistress K, bringing you a nasty tale of sissy domination and filth. Get ready for some hardcore feminization action that’ll make you puke! 

My sissy bitch is in for a treat—a cock sandwich, courtesy of me and my trusty buddies. She’s gonna learn what it means to be a real woman, whether she likes it or not! I’m talking about getting her nasty holes stretched to new limits. A cock up her ass, another one plowing her cunt—the ultimate sissy welcome. She’s my willing slave, a pathetic little sissy, as we treat her like the cum dumpster she is. Her whimpers only encourage us to go harder, filling her holes with manly goodness. We fuck her raw, a relentless onslaught of flesh and sweat. The sissy’s eyes dart wildly, a mess of drool and cum dripping down her chin. 

But the best part’s yet to come. My sissy has to clean up every drop of our juicy load. On her knees, she laps up the cum like a good girl, a disgusting display of submission. I teach her how to swallow every thick drop, a proper little cum bucket. And believe me, she loves every fucking minute of it! This sissy’s night is far from over, but she’s already begging for more. Mistress K has broken another one—a filthy sissy addiction that’ll last a lifetime. 

You wish you could be my little sissy, don’t you? Too bad, I’ve got her and her disgusting holes!