Tag: Sissy girl training

Forced Feminization as Punishment for Naughty Little One

When time outs stopped working, I started using forced feminization as punishment for my naught little one. It started with making you stand in front of a mirror in a pair of panties. Then pig tails and skirts. Now you’re a full blown little sissy. You went out without doing your chores fist, you were out past curfew and you didn’t call home. I don’t know who you think you are, but I know you’re my little fag. You just need to be reminded. I drag you to your bedroom where your punishment outfit is already set out on your bed.

Maid Training Begins Now!

Take everything off. You blush but do as I say. You still get so embarrassed getting naked in front of me. But you almost seemed excited to put on the slutty maid costume I laid out for you. The last thing I handed you was a white pair of crotchless panties. Then I told you to go stand in front of the mirror and raise your skirt. You should be humiliated. But your clitty starts to grow. It looks like you need to be feminized further. You stand there while I go and grab some toys.

forced feminization

You’re not allowed to have a cock when you’re being punished. I return to my little maid faggot with a vibrator and a cage. I stand behind you. My big tits are on your back and I’m lifting up your sissy clit. I press the vibrator to your swollen balls. Your cock is throbbing in my hand immediately. I don’t stroke. I just squeeze while the vibrato drives you crazy. Then I let go of your faggot fuck stick and push two fingers into your ass instead. You shoot a load of cum. I clasp the cage around your limp clit and start your timeout timer with you covered in cum.

The Sissy Spectacle: A Degradation Session

Mistress phone sex

Gather ’round, you worthless sissies, and witness the ultimate degradation. Your mistress is here, and she’s brought along a couple of friends for a special treat. But you, my pathetic cuck, will simply watch and drool.

That’s right, put on your frilliest dress and those fuckin’ embarrassing stockings. You’re about to witness something spectacular, something that’ll remind you of your utter worthlessness. I’ll dress you up like the little whore you are, a mere vessel for my sexual prowess.But today, I’ve got company. Two hunks with huge cocks are here to satisfy my every need. And you know what, sissy? You’re gonna love it. Watch as I ride these studly strangers, my pussy dripping with each thrust.

While you sit there, a mere spectator, your job is to drool and beg. Beg for what, you ask? A glimpse of my heavenly snatch, maybe a taste of my juicy cunt. But you’ll have to earn that privilege, you pathetic worm.My sissy slut, on the other hand, will be front and center, surrounded by the aroma of cock. Watch closely, little one, as I demonstrate the true art of cock worship. And you’d better not cum without permission, or else…But hey, if you’re good, real good, maybe—just maybe—I’ll let you clean up the mess afterward. Yes, you’ll lap up every drop of our delicious cum, a reward for your obedience.

So, sissies, get ready for a night of humiliation and enlightenment. You’re about to witness the true potential of a dominant mistress and her willing slaves.

Sissy Seduction: The Ultimate Crash Course in Depravity

Arise, little sissies, for your training begins! Prepare to embark on a journey of erotic humiliation and debauchery, a safari into the heart of kink. I, your benevolent trainer, will guide you through the murky depths of sissification, where pleasure knows no bounds!

The destiny of your sissy existence revolves around one sacred goal: to be fucked relentlessly by the mighty BBC. Oh yes, that majestic black cock will put your patience to the test. But fear not, for I am here to school you, mold you, and prepare your willing body for the ultimate pleasure.Our weapons of choice? Audio seduction and online manipulation. The virtual realm is our playground, where your transformation into the ultimate sissy toy will occur. I’ll whisper dirty nothings into your ear, guaranteeing your mind’s surrender.

But make no mistake, this journey won’t be a stroll in the park. It’s a crash course in endurance, in learning to take it like a good little bitch. The ropes will leave their mark, but with time, that sting will turn into a sweet sensation. You’ll yearn for their embrace!I’ll push you to the brink, fostering your inner sissy. No more half-measures, my friend—you’re either in or out. This is a no-holds-barred voyage into the realm of the sissified, where your pussy will drip with anticipation.

You’ll be trained to suck cock like a seasoned pro, your knees weak from the sheer delight of servicing sturdy manhood. But wait, there’s a twist! You’ll also get a taste of the high life, reclining like a true whore, as if you were a woman—a real sissy privilege!Your sissy pussy will be stretched and filled, over and over. Mercy? We don’t know that word in this dictionary of debauchery. Cum will drip from your lips, and the taste will leave you yearning for more.

So, my budding sissies, embrace your destiny. Liftoff is imminent, and there’s no turning back. You’re about to blast off into a world of sissy ecstasy. Remember, be a good little bitch, and that cock will be yours for the taking!

I found a lost sissy

“Bitch put these Sissy panties on” I say to you as I hand you a pair of panties. “You will quickly learn what your place in the world is” I say sternly. I found you at the lingerie store. You looked lost so I thought you were a husband shopping for his wife. But as soon as you spoke, I knew. You’re a bitch that needs to be trained. So, I gave you my card. “Come see me when you are ready to be trained” I say as I blow you a kiss and walk away.

You called me right away and came over. After you put your panties on, I pull my paddle out. “Bend over and show me your ass on those panties” I say while showing off my paddle. Your ass looks great, but it would look better rosey red. That’s when I started to paddle you hard. “Thank me for taking my time to train you and break you in” I instruct you to do as I paddle your ass. With a pathetic whimpering voice, you say “thank you mistress for putting me in my place and showing me, I need to be trained”.

That pleases me very much. Therefore, I pulled out my biggest toy. “A bitch in panties deserves to be fucked like a slut, that’s why panties like this are made. I pulled them down and I lubed up your man pussy. When I push my fingers inside you, your stiff clitty starts to leak. “Oh, you are ready now” I say, then I slam my cock toy deep in you. “Come on slut you know you need this cock fuck me back” I demand you to do.

Sissy panties

That’s when you start fucking me back. Soon you scream “Please let me cum”. “Fine bitch, show me you love your training,” I say. Finally, you got what you needed, and you are no longer lost, you are a sissy hoe and you started cumming hard. “Now clean up your mess” I instruct you to do.

BBC Sissy Trainer Makes Peace

BBC Sissy TraineBeing a BBC Sissy Trainer has been rewarding and fun.  Getting some big black cock and training sissys  to take that big blaack cock is so fun.  Seeing their sses steteWell, let me tell you about one of my most memorable experiences with a sissy who wanted to be used like a little slut. Her name was Lily and she had the cutest feminine features despite being born male. She always dressed in skimpy outfits that accentuated her curves and hips, wearing makeup that made her look stunningly beautiful. The moment she saw me, she would light up like a Christmas tree and beg for my attention.

One night at a secluded club known for its kinkier activities, I spotted Lily As our passion reached its peak, I pulled out just enough to shoot my hot cum all over those beautiful tits she loved so much! She squealed in delight as it dribbled down between them before catching some on her tongue and swallowing greedily like the good little slut she was meant to be! It was an experience unlike any other – one filled with submission and pure sensual pleasure that left us both satisfied yet yearning for more.

Best sissy trainer for the summer 2024 Dildo Olympics!

Best sissy trainerBest sissy trainer for the summer 2024 Dildo Olympics! Paris, the city of love and sensual domination, is hosting this year’s Summer Olympics. My mind has been on a few of my favorite American sissies who need some training to bring home the gold in Dildo bouncing. I have the perfect ruffle Olympics themed sissy dresses with all the bells and whistles for you to put on a good show at the games. And the dildos we will be training you on run from six inches to over a foot long. The Winner of the medal is the sissy whore who can bounce the deepest and longest.

Of course there are other categories you will be judged on as well! I wouldn’t be the best sissy trainer if I didn’t have many rules for our American sissy athletes!  So, if you want to win, you better train hard and obey the rules. And don’t forget your sunscreen! 

Category and judging shall be held by me and a team of my favorite mistresses to see who can handle the long bounce. That’s the longest and deepest ass pussy drilling on several different kinds of Phallus of the judges choosing. 

The next event is the Best of show. We all want to see the best American Olympics summer outfits a sissy whore can wear. The Best sissy trainer with the sissy boi who performs the best will win the cash and the gold medal for her mistresses at the end of our games! Our sissies will compete and be judged on feminine appearance, grace and overall sluttiness and willingness to perform for her mistress!

Best sissy trainer for the summer 2024 Dildo Olympics!

The long jump will be in full sissy gear and six inch stilettos over a Pool of cum. The volunteers have all had our teammate sissy bitches drain cocks into a small pool. If I had enough time it would be Olympic sized, but a small plastic pool still holds 100’s of cumloads! 

Another event will be cocksucking. Every mistress will chose the biggest and thickest cocks for each mistress to have her sissy suck off using a stopwatch. This summer, games are going to be lit. Let’s start with our sissy slaves running that torch of faggot love across the country! Who will win the Gold!

Best sissy trainer

Phone Dominatrix Meadow Milks Your Girlcock with Fleshlight

Fleshlight Fun with Phone Dominatrix Meadow

A real phone dominatrix knows that domination isn’t just about rough pegging and humiliation. Some of my sissy boys like losing all control to their mistress. And that’s when I use a little fleshlight fun. I take a pretty piece of lace and wrap it around your wrists. Even when you feel like you can’t keep going, you won’t be able to stop me. I grab one of my vibrators and place it against your clit.

phone dominatrix

Your clitty is throbbing for me immediately. My heavy tits are in your face and the vibration on your sissy cock is making it so sensitive. I remind you that you aren’t allowed to cum until I allow you to. When I see that precum soaking those panties I pull it away. I pull those panties down and lean down to lick the tip of your girlcock. A reward from your phone dominatrix for being such a good girl. And to make sure you’re as sensitive as I need you.

Beg Your Mistress to Cum

You watch while I grab a fleshlight and start squirting lube inside of it. I bring that silicone cunt up to your pretty clitty. I ask you if you want to fuck this pussy for me. You start begging for it like a good little slut. I get behind you so you can feel my tits on your back. Then I slide that fleshlight down on your sissy cock. You moan so loud for me. I love when you whimper like a little slut for me.

phone dominatrix

I tease your girlcock with the slowest pumps. Each stroke sinking as deep as you can get inside of it. But when I feel like you’re too relaxed I pump your girl cock faster. I slide the fleshlight up until it’s just touching the tip of your sissy cock. I focus it on that sensitive tip and grip your cock with my hands. Your phone dominatrix knows when you’re close to cumming. Every throb and pulse of your girlcock warns me that you’re about to squirt. I whisper in your ear that I won’t let you cum until you’re panting like my pretty little pet.

Sissy training one step, two, and be fucked.

          Sissy training one step, two, and be fucked.  Going to show you your place. To be sure you will be fucked. From time to time, you are going to scream as they rip you up. In the long run your training is a crash course is how to get that cock to fuck you nonstop. Online training is important. Don’t need competition. With this in mind you will go far. Don’t want none if you aren’t willing to sacrifice.  Sissy training

          By and large audio and online are the training tools that we will be using with you. All in all, the main goal is to get you the BBC cock. Being your trainer I will be the best. I don’t care what happens to your sissy fucking pussy. Given these points you will have a pussy filled with cum. Ripping you up. Dressing you up.

          From time to time even allows you to be off your knees. On your back. Being treated like a regular whore. Not some sissified faggot boy. An actual sissy. After all you are a sissy whore that needs to have some compassion some of the time. Making your sissy pussy cum for them.

          As shown above the ropes will dig in but in time you will like it. You will cum for them. Be treated like a sissy. Not just a wanna be. In summary be a good little bitch. Learning you Sissy training in the one step, two, and be fucked.

Sissy Humiliation Exposing For Being a Sissy Whore

One of my sissy sluts, we will call him Roger loves humiliation phone sex. He is an personal trainer by day, sissy by night.  A lot or masculine pressure builds up. I know a lof of my callers can relate and the sissy life is somewhat of an escape.  Roger loves being a little faggot and calling me to expose what a sissy he really is.  Dressed in a mini skirt that wouldn’t cover most normal size cocks, but his tiny one fits under quite well under the tiny skirt with some room to go.  You would not think you were looking at a man looking at him in this outfit.

No hair to be found on his smooth ass, I know there are some big cocks that would love to have that ass and pound that like the little whore he is.  He uses the butt plug to train his ass because he craves getting huge cock. He fantasizes about his girls exes who have porn size dicks.  Watching porn where he can watch his girl get fucked by these big cocks. Knowing she would never make a movie with his tic-tak size cock and put it online.

The world however will know that the woman he loves takes huge thick cock in her cunt and cums all over big dicks because of those videos online.  She gets filled up so nicely in these videos and the bliss on her face,  keeps RogersHumiliation phone sex dick oozing pre-cum every day.  She will never look like that with him but maybe he can get more big dicks in him so he can come close to feeling the feeling his girlfriend felt with those big hard cocks.

He’s such a good little sissy faggot, becoming more of one each day.

Forced feminization for my daddy with Blackmail

Forced feminization Forced feminization sneaks up on you.  At first, it’s subtle. Then, it gets stronger and stronger. Before you know it, you’re a full-fledged sissy. A dare by a couple of friends in college has you wearing nylons and a dress while you chug a keg. But something clicks in your little sissy brain and suddenly you have a secret sissy clothing stash. Years of a trunk hidden in the basement conceals your secret shame of crossdressing. By the time your daughter finds it you’re getting sloppy and she looks up the stairs and sees the bottom of your ankle clad in pantyhose as you dance your way across the landing. 

Forced feminization for my daddy with Blackmail

You’re not so little girl is impressed by your collection. Once upon a time she was shocked and scared of having a pops who dressed like a woman. But now she just wants to use it against you. Perhaps you shouldn’t have taken her car keys away. But now here I come with a handful of outfits. When you return from work today, a nice sexy white outfit will be laid out while I sit cross-legged in your bed with all of my evidence. I found some play girls and a box of anal toys in the chest as well! Well daddy it’s time to play dress up for me.

Oh! Yea!  I have busted you and now whenever mommy works long shifts you’re going to be a sissified princess for me. My first real life sissy girl training is on my own pops! Cum be my second mommy and let me get my hands on your and bring you to your knees for me and my friends!  I can’t wait to make you my toy and show you how much fun I can be! Unless I should go get mommy and a couple of your co-workers and let your fem secret out to the world??? The choice is yours daddy, now make it quick!

Domination Skills for me start early with the discovery of my daddies sissy panties and clothing!