Category: Sissy slave training

Sissy Halloween Fuckfest

Domination phone sex

I took some of my sissy sluts to a domination phone sex Halloween party and, I don’t have to tell you, they were the hit of the evening!  All kinds of hot whores were there dressed in their slinkiest getups looking to be objectified and subjugated, but my beauties with balls were the cum covered belles of the costume ball.  You already know, I wouldn’t have had it any other way.

When we arrived, the party was already swinging.  There were dressed up dolls getting banged out all over the tables and whores bent over the bar so I decided to put my panty waist pussy boys up in some more compromising positions for pole pleasing.  It was a big club, I figured that we might as well utilize all of the space.  

I fastened my first femboy up the amps on stage and forced that he-bitch to get her butthole busted by every big bone that wanted a piece of ass while they enjoyed the music up close.  Of course the band got in on it and fucked my little clitty queen senseless like she was one of their groupies.

I posted a couple of sissy boys up in the bathrooms, handcuffed one to a toilet to be used as a human urinal for the men and tied the other up in one of the stalls for the women to do the same.  I don’t know if you’ve ever blown a piss filled load all over a golden shower loving fuckboy before, but the guys at the club seemed to love it.  The moans and groans coming out of the men’s restroom were crazy!  I’ve never heard louder male orgasms in my life.  Even the squeals and cackles coming out of the girl’s room couldn’t compare.

The photo booth needed a slut in it to jazz up everyone’s junk so I tied a sissy slave to the backdrop and told all of the party goers to do whatever they could to make her cry for their pictures.  There were some great shots and my prissy whore got tons of pictures of herself being hammered hard by tons of different characters, but my favorite was one of a couple dressed like Marge and Homer Simpson shoving a frightful rubber fist into my he-she’s ass.  It was hilarious!  

By the end of the night, everyone was saying how my sissy sluts really made the night.  We all had a blast, my gang of girly guys had several!  If they ever wondered whether or not the sissy slave training I put them through pays off, that Halloween party should’ve been all the proof they needed.

 

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.

Sissy Slave Training With Sissy Panties From Your Phone Dominatrix

Sissy slave training with the Best sissy trainer will have your clitty in a chastity and your boypussy sore. You have to be a good little girl for this Phone dominatrix mommy and put on the outfit she picked for you. I want you to put on your sissy slut dress and sissy panties. You will do anything your mistress mommy wants you to do.

Sissy slave training

Mommy needs you to be her Sissy maid and clean up her cummy cunt mess. You get to your knees in those pretty stockings, and you lick mistress mommies’ cunt. You can taste the salty thick gooey nut and it makes you slurp your Phone dominatrix mommy cunt harder and harder, making sure you get every drop of nut out. Mistress mommy loves the way you lick me clean. I reward you by squirting all over your face. When I am done, I make you bend over mistress mommies’ knee, and I spank you while you count and beg for more. I make you lick my asshole to always remind you that you are my sissy bitch before I tuck you into bed.

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. 

 

Humiliation phone sex

Humiliation phone sex

When you meet me for dinner I yell at you and call you a weak pussy. by the time we make it home you want to talk a smack you across the face telling you to shut up and get in the house it’s time for you to get to work. we walk inside and I tell you to get on all 4 and crawl to the room. when we get to the room I grab you by the balls and drag you around the room with your dick being your leash. I stop you by the bedsit down and open my legs telling you I see you are thirsty now lick up all the juicy pussy. while you are down there I squeeze my legs so tight cutting off your air when you come back I am laughing telling you how you are not a man you are a sissy boy that just can’t handle it. I take out my dildo and sick it down your throat and tell you to take it all like the good little girl you are. When your having Humiliation phone sex with me you will leave crying

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.

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.

Humiliating Sissy Slut-ishment

Sissy slave training

If you think that sissy slave training at the feet of Mistress K is going to be a cake walk, then you’re sorely mistaken.  When you fuck up, and believe me, you will fuck up, you will be subjected to a wide variety of punishments.  That’s right, I have all sorts of humiliating sissy slut-ishment techniques involving several steps and various intricacies.  Don’t worry about the details, though, I have them all figured out.  You just need to concentrate on walking a straight path and toeing the fucking line, Pal.  Otherwise your sissification is going to be a long, hard process.  For you.  I’ll be fine and so will all of the cocks that get to abuse you for being a stupid little bitch boy.

You’re already off to a bad start, just look at how you’re dressed.  I mean, I didn’t expect you to walk in here looking like Marilyn Monroe or anything, but you should’ve tried a little harder to not look like Marilyn Manson.  Do you even own a dress shirt?  You’re going to have to pay simply for how you look, so, for you, we have a stupid blonde wig that wouldn’t fool even the blindest of men, topped off with a bag made of tulle for your “obvious man” face.  Your slut mouth will need to be trained and plugged, I have a lovely set of red plastic lips that will do both!

I can make a perfect pussyboy out of even the manliest of men with my sleazy sissy humiliation training.  You didn’t think I was going to punish you by getting you banged by a big dick, did you?  That’s what you want, you don’t get what you’re after by being a bad little bitchboy.  There are all kinds of things I’m going to do to you simply because you’re a haggard ass hobag.  When the cattle prods and foot high stiletto heels come out, be sure you keep your balance or you could bust a knee or snap an ankle really easily, but you better run.  And just remember when you’re crying out in pain and wondering what kind of weird punishment is coming next, that it’s all your fault because of what you were wearing.  Stupid buckled ass bitch.

 

Best Sissy Trainer Finds A New Pay Piggy Sissy Bitch

Finding a sissy bitch pay piggy is easy when you are the Best sissy trainer. I just went out with my leash and whip at hand, only a horny sissy bitch’s mouth will water when they see that. Right away a good one kneeled at my feet and begged to buy me a drink. I laughed and told him to do better.

Best sissy trainer

That is when he replied with “pay your rent ” and I was happy to invite him over. Once he gave me my rent money, I pulled out my box of toys and sissy panties. I made sure he knew he was my bitch and was going to be Cleaning all my messes while giving me anything I wanted is what Sissy training is about. He nodded and licked my heels clean which is part of his sissy maid training. I paddled his round getting that man pussy ready for me. I was going to break him in and show this pay piggy who he belongs to. With every paddle to his ass, he gave me money knowing he would get his pussy pounded. I finally rubbed my big black cock strap on, on his tight man pussy as he gave me his wallet begging me to fuck him. That was it once I got his wallet, he got my dick hard and fast until his clitty leaked all over! He left with an empty wallet and a big smile.

Forced Sissy Training With Sissy Panties And The Best Sissy Trainer

I got tired of my neighbor being an entitled bitch so I decided to teach him a lesson he would never forget. I invited him over and he got some Forced sissy training.

Forces sissy training

I spiked his drink to loosen him up a bit, that is when i was able to undress him and make him put some Sissy panties on. I laughed as I spanked his ass hard. I put my big black cock strap-on on and forced it in his mouth. I am the best sissy trainer out there, so I know how to use my tool to give any whore good Femboy training. I spread his ass and shoved my big black cock dildo in his ass. He tried to scream out, but I just shoved my panties in his mouth. I gave him the Sissy girl training he deserved. As i fucked him i called him a whore and told him from now on he would wear whatever Sissy panties i had for him and he would be doing Sissy girl training from now on. I stroked his cock while fucking him until he finally exploded in my hand and then like the Sissy maid training i give, he licked my hand clean. Being the Best sissy trainer is so easy and fun.