Category: Sissy training

Online Sissy Training: Teaching My Favorite Little Slut!

Online sissy trainingOnline sissy training with Princess Bailee! There’s nothing I love more than training a slutty little sissy to be the best little girl that she can be! Could you imagine yourself dressed up like the prettiest little slut you’ve ever imagined, prancing around in your pretty pink ruffly dress putting on a show for myself and all of my friends? My absolute favorite part of training my favorite little sissy slut, is teaching them how to take a cock like a champ! I love just tying them up and having my way with them, with Mr.Strappy my pink sparkly strap-on.

Just think about it, being tied to the bed, your hands behind your back, sissy pussy in the air nice and proud. Possibly blindfolded, so you have absolutely no idea what’s going on. Just knowing that my presence is there, and something is about to change your life. I would love to hear the slutty little whimpers escaping your lips as you wait anxiously for the penetration.

By the time I’ve finished with you, you’re going to be such a needy addicted little slut you won’t even know what to do with yourself. Are you prepared for the commitment that being my dirty little whore is going to force you to endure? Come bend over, let’s get started.

Domination phone sex is better when there’s embers

Domination phone sex“I’m going to make you cum until you kneel.” I giggled, knowing damn well the Domination phone sex would go on and on until I won no matter what he tried. Squeezing him, egging him on to waste his energy pumping into my tits despite my encouraging threat. He’d give his life to me, become mine, it was only a matter of playing my game until he was broken and ready to be rebuilt. “I won’t lose, you don’t have it in you to even try to resist far enough to stand a chance. Maybe you should just kneel now, I promise I’ll make it worth it.” I licked my lips at the thought, stuffing his cock in my cloudy dreams, squeezing them together and salivating on the tip and my mounds. A good Sissy phone game titfuck requires a wet, slippery slope with which to climb, bang, and fall only to be picked back up and fucked. My tits are just the right size for it to perk out quite a bit and give me space to breath hots breaths and salacious thoughts on. He was a pretty well-endowed guy, exactly the kind of man I like to break. I’ll convince him it’s small, that no one else would ever want him. I’ll shatter his ego and reconstruct him into the perfect slut under my domain. He doesn’t need to know anything except what comes out of my mouth, that’s a good little sissy bitch that knows his newly founded place as a her. It’s not always like this, though I do really enjoy breaking a man myself, sometimes I have other sissy whores do it for me, show off my handiwork and shatter a masculine identity to the core by showing off what they once were, and what they are now, at the same time. Give into me, and my Sissy training.

Sometimes Forced sissy training is the only way to break in a good little sissy slut

 

Forced sissy trainingSometimes Forced sissy training is the only way to break in a good little sissy slut. As my newest sissy pet, it’s not your place to claimed that you don’t like cocks. I know that the thought of a nice big, hard veiny, cock makes your tiny cocky jump.  As a matter of fact, I’ve seen it happen firsthand. You swear you only like being made into a good little fem boy, and to be treated like the sissy whore you are. You want your goddess to beg that little boy pussy and stretch you out just right.  But I think you deserve the real thing sissy. Only the best for my new favorite sissy slut!

I know you get excited when you see that massive alpha cock growing as I take it in my mouth. You wish your cock was worthy enough for goddess to use, but it’s not! So why don’t you make yourself useful. Fluff that cock and get it nice and hard. He has a long night of fuck my tight little hole. I see that little clitty of your standing at attention as I order you to suck daddy’s dick. You tried to hide it but sissy bitch I can see right through you!

Chock on that cock and get it nice and wet! I want it sloppy! Let daddy feel that whore throat as he force fucks your pretty little face. That’s all you are good for sissy to be fucked and to suck and you do as I say! I know you like when I force you to do things my wat! Not that you have a choice after all you are mine! But bund over sissy I think it’s about time! Daddy is going to fuck you hard, and you are going to love it! I want you begging for more as he blesses you with that massive BBC. Cum on sissy pet do it like you were me. Oh, you thought that the tight hole I meant he was using all night was mine? Hahah sorry sissy pet it’s your pussy he is fucking and you better not fucking fight!

Sissy slave training with Brielle

Online sissy training

I tend to attract the biggest Nigerian cocks a slut could come across.. I have even been given a business proposal.. Well, I figured I could use those Big black dicks sparingly! So, I am officially a BBC sissy trainer.. I need a good slut who knows how to obey orders..

These Nigerian men love them some white meat.. That’s right slut, that white ass of yours is going to be branded by the legend of all legends The King Cobra.. He likes to call himself that since, once you are nipped by a black dick you are taken away forever.. Into the world of forced feminization and submission! Lets get those Sissy panties all sticky from all the cum that’s going to be leaking out of your tight little pink pussy..

Are you ready to be gaping and craving more for days on end? Well, you better be! Because, a dick like this is going to have your tongue wrapped around his mushroom head begging for another hot load.. Then when we are through with you.. We will send you back to your wife with lipstick smeared all over your face from that extreme throat fucking..

Don’t expect mercy! 

Mistress phone sex

Femboy Training with Me Takes You From Man to Girl

femoboy trainingI love femboy training. It is getting colder weather, so I cannot dress my sissies in as revealing clothes, but I can make them look perfect for sweater weather season. I have this one sissy who wants to be a trans girl like my twin sons. I have been working with her all summer. Her hair is now long and thick. She has some little boobies budding. Her body is softer and curvier. I waxed all the hair from her body too, even waxed her cockette. And with me doing her makeup and clothes, she was ready for her big debut as a trans girl. She wanted to see if she could pass in a normal setting, so we went to a Pumpkin Patch first. I had her in tight jeans, and a cute sweater. Put her in an old padded bra of mine to give her more curves. We just mingled with people at the pumpkin patch. My boys were with us. They were dressed too in their cute fall outfits.  The pumpkin patch was fun, but not how we wanted to end the night. I took my boys back home, and my trans sissy gurl and I went to a glory hole to practice her cock sucking skills. I am the best sissy trainer for trans girls. I can not only help them look like a girl, but I can also help them fuck like a girl. This glory hole I frequent is perfect for sissies to get some cock sucking experience. After she swallowed a bout a gallon of jizz, she wanted to pop her pussy cherry. Her sweet little backdoor cherry was ready too. I knocked on the wall, and over came a big burly man. He put my sissy on all fours, yanked her jeans off and fucked her from behind. I do not think he had any clue he was fucking a pretty sissy bitch. My client moaned, but she took that huge cock and huge load like a champion. My sissy training time with her is not over yet, but she is ready to live her life as a girl now under my continued tutelage.

Sissy panties

Sissy panties
You stand there in your pretty dress with those heels I like for you to wear. I ask what kind of Sissy panties you have on today thong or g-string. You look at me and tell me the best ones the crotchless ones with your tiny cock sticking out. I look at you saying easy access to that man pussy of yours. I tell u to model across the room like the sexy little sissy man you are. On your way back over I tell you to come put that clit in my mouth so I can see you squirt all over me. I’m going to stick this dildo right up your ass hitting that g-spot and making you cum real good. your one of the best sissy boys i have now squirt for me.

Sissy-Bath Time is The Best!

Femboy training

 

Sissy-bath time is one of the most fun parts of my phenomenal femboy training!  Helping my girly guys get their little clitties all cleaned up and showing them how to properly take care of their dainty downstairs is super fun for both of us!  It fills my heart with pride knowing that I’m purifying those horny he-bitches and helping them get ready to take all the BBC that swings in their direction.

I don’t have any crotch goblins of my own, so I treat all of my sissy sluts as though I shot each one of them out of my pussy.  Since my little ones are full grown adults, though, sometimes getting them to submit to being an enslaved sissy and fully embody a perfect little priss is labor intensive.  Imagine trying to give birth when you’re 1600 weeks along.  It can get rough.  Attitudes abound, let me tell you.

Hot and steamy sissy bubble baths calm all of us down, though.  We climb in the tub, play around in the suds and let a bath bomb tickle us as it swirls around the top of the water.  I have a revitalizing shampoo that’s great for getting any sweat, spunk or spit out of their hair and I use a sea sponge loofah to help clean off any old cum that might be stuck to their skin.  When I clean off their ladyboy junk I use my soft fingers to get into all of the folds of their pussy-pricks and give those loose assholes they all have a special two fingered tickle-massage of a cleaning.  The soapy water lets my digits slide in and out of their dungers with little to no resistance.

When we’re done, I dry them off, give their butthole and wussy-puss the sniff and lick test then help them pick out the perfect pair of sissy panties and most outrageous outfit for the evening.  It’s like helping some street rat that I adopted get ready for their first date, only, unlike most parents, I hope that my little man-girl gets her ass plowed and pummeled by the end of the night.  It makes me all misty eyed just thinking about it. 

 

fuck you sissies

domination phone sex

One thing that gets me heated is a sissy that disobeys. I’m all for discipline and enjoy domination phone sex. The main reason I became a sissy head trainer was to inflict pain on these sissies so they could eventually become better sissies and graduate.

When you know you have a sissy around you, you have to be dominant to ensure they can take plenty of cocks and build up their gag reflexes. I love pimping a sissy out and using them to gain everything I want.

My latest sissy has quite the beach house overseeing the Caribbean beaches. As I used his beach house,, I made him learn that the sissy would always be a bottom bitch by having a lesson with a BBC 10 inches big.

As soon as I made that sissy get it,, he was begging for mercy.

Best Sissy Trainer with Your Girlfriend

Best sissy trainer

Your sexy little girlfriend met me at work and asked me a favor baby, that is why you are here today. You are here to meet with the best sissy trainer! That is me by the way haha! See I have set out a few select items of sissy clothing that you are going to be wearing for me while your pretty girlfriend is getting fucked by a big black cock! You are going to watch her take that bbc while another cock starts to train your pathetic sissy ass hole. Now, put on that lacy lingerie, and let’s get to work on you! Our p+athetic sissy bitch needs to learn and be put in their place! Now, spread that asshole for us!

BBC Sissy Trainer Fucks And Fills Up Sissy For Mistress

I got to watch a BBC sissy trainer fuck my young sissie’s asshole. Sissy slave training is what my sissy was getting at home, he knew he had to wear his panties and do as the Best sissy trainer asks. This time I wanted my sissy to squirm a bit more than usual.

BBC sissy trainer

After he took his Sissy panties off, I gave him some spankings as he counted and asked for more. That is when my BBC sissy trainer friend walked in. He took the paddle and started whaling on my sissy’s ass. He laughed and I knew it made his big black dick hard, I could see it poking from his pants. I just told my BBC sissy trainer friend to fuck him and show him what a good cum bucket he can be. He didn’t hesitate to pull his BBC out and move those Sissy panties to the side before slamming his cock deep inside his sissy pussy. I watched and played with my cunt as I watch a big BBC sissy trainer fuck my young sissy like a dumb whore. I came so hard on my fingers watching my Sissy get fucked and filled up. Her Sissy training has been working.