Category: Best sissy trainer

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!

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 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! 

Peace Loves The Sissification and Forced Feminization of Her Sissy Sluts

Forced feminizationOf course, no good forced feminizatio would be complete without anal training sessions either; after all, every woman needs a tight ass ready for some hardcore pounding from time to time (or should I say most times?). So off come their clothes again and out comes a nice big strap-on dildo – courtesy of yours truly – which gets inserted into those eager little holes until they learn how to take it like the little slut whores they are. And let me tell you, nothing beats hearing my black friends join in on the fun and help fuck these sissy boys in the ass! It’s like a celebration of our shared love for dominance and submission.

Now, as for your question about pussies…well honey bunny, don’t worry your pretty little head about that! These faggots don’t need real ones when they have such perfect fake ones crafted My training method is quite effective in transforming pathetic little sissy faggots into obedient slut whores. Firstly, I make sure they understand that their sole purpose is to please me and become the perfect submissive companion. To achieve this, I dress them up in feminine clothing like lingerie, high heels, and pretty dresses – teaching them how to walk gracefully while maintaining their femininity. Then comes the makeup tutorials; showing them how to contour their faces perfectly or apply false eyelashes for maximum impact.

Once they’ve mastered these basics, it’s time for some more advanced lessons: sucking cock! Yes indeedy doo-dah! They practice on dildos from my extensive collection until they can deepthroat like a pro – all while referring to themselves as ‘sluts’ who exist only for my pleasure. And let me tell you something else…I love hearing those pathetic excuses of cocks calling me ‘Mistress’. It makes my pussy tingle with excitement knowing that soon enough one of these worthless pieces of meat will be servicing it properly!

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

Phone dominatrix expands the pussy making you beg.

            Phone dominatrix expands the pussy making you beg. As shown above that pussy is open and now all you must do is beg to get inside of it. Now I know you want that pussy. Crack the whip on your ass. Humiliate you into submission. Step by step day by day you will be brought closer and closer to the brink.

            Down the deep rabbit hole, you go. Be a good little slave and beg to fuck this pussy. Watch as I play with the clit. Rubbing the fingernails over the sensitive clitoris. Hence making it drip. Watch it harden.

            Come closer. Closer. Phone dominatrix

Domination phone sex your dominatrix is calling you.

            Making you beg. Plead with me. Just have a little lick now. Right over the clit. Shackle you to the wall. Tease you with this pussy. Never said you could stroke that cock. First things first. Beg.

            As soon as you have begged enough. I will immediately stand over you. Letting you lick the cunt hole. Suckle on the clit.  Bending low and down giving you access to lick my asshole.

            Run your tongue between the cheeks. Sticking it up the asshole. Moan bitch. Tell me you want to eat my ass. At the same time as you’re prostrating yourself at my feet going to be recording you.         

            It must be said that as long as you obey there will be no need for the tape to ever be made public.  Domination phone sex

Phone dominatrix expands the pussy making you beg.

            Using the toys, expanding the pussy. Watching the vibrator tease the clit. Juices dripping down on you. Now all that is left for you to do is beg. Beg to be in the pussy. This cunt is dripping and quivering.

            How quickly will you be hard when released from the bonds that shackle you and hold the cock in? Come and beg, listen to your dominatrix and we shall see.

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?

Sissy Panties For My Pansy

sissy panties

 

My boy wears sissy panties every day, since I caught him playing with the teeny weenie between his legs. The panties are extra tight, so the little shit can’t reach down into them to rub. They’re so pretty with ruffles around the leg openings. The wonderful thing about them is that they’re secretly waterproof and my pansy has no idea. I found the perfect undies so that when the bitch decides to piss or shit in them that it will all be trapped against the pansy’s skin. I love the fact that the ass tart will have to mince around with pretty panties full of shit. I’m going to get a good laugh out of all the whining I’ll get to hear from the cunt. Do you know what all that whimpering and complaining will get sissy? An appointment with mistress’ spanking horse is what the fucking shit will get. I’ll bind the slut’s wrists and ankles together, then let the poor excuse for a man watch as I put on my strap-on. I do thoroughly enjoy the rough fucking the bitch gets from me. Each cry and squeal I hear while I fuck that whore trap is worth it! Of course, no lube is used because I want the fruitcake to feel each thrust in the boy pussy. If there’s some shit and a bit of blood on my strappy, that’s fine. After I’m done with the bitch the attendant will remove his carcass from the spanking horse and give it a bleach bath. I can’t wait to invite a master over to turn this one into a real faggot.