Tag: Best sissy trainer

Piggy’s Plight: Draining the Pathetic Pay Pig

Sissy training

I can’t believe how much money I’ve already drained from my pathetic sugar daddy, but he just keeps begging for more. And with the way he’s acting now, I don’t think he’ll ever have enough.

“Please Mistress,” he begged, his voice slurred, “take it all. I want to be broke for you.”

I smirked, spending all of his money. “You’re so pathetic,” I purred, “but I do love your eagerness to please.”

He whimpered as I told him to drink more, telling me how pathetic he is. Before I had him lock that little clitty up, I had him send me a picture of his sad little peepee.

“You’re nothing but a piggy bank for me to drain,” I teased, grinding against him. “And I’m going to keep taking everything until there’s nothing left.”

He moaned, his cock hardening beneath me. I told him to reach for the poppers, “time to get higher piggy”. He inhaled deeply, his eyes rolling back in his head.

“Oh fuck,” he gasped, “I’m so high for you. Use me, break me, drain me. I’m your pathetic little piggy.”

I grinned, riding him hard and fast, taking my pleasure from his body. He couldn’t even make his clitty to squirt. I knew I had him hooked. He’d give me anything, do anything, just to feel this good again. And I was going to keep milking him for all he had, until there was nothing left.

Because that’s what a good sissy does.

Sissy boy cleans my creamy cunt in the shower with panties on

Best sissy trainer

My pathetic sissy faggot caller knows when to call me. I’ve got that bald little pathetic sissy bitch under my fucking thumb. Watching me and wacking his pathetic inverted little pecker on my command.  He’s prepared in his panties, bra, heels, toys and hose everytime on the phone. 

Let’s talk about how he catches mommy in the shower, he’s been watching me every morning and his little sissy baby faggot cock get’s hard, he’s been naughty as fuck way too long, stroking his thin peen.. Sick worthless shit, little cunt, wants to fuck his mommy with the desire to milk my gorgeous tit’s like a little one, in my lap, stroking his throbbing nubb.

Sissy boy humiliation, making you feel even worse about loser life!

Boy needs to be punished, into the tub he goes! Put on these little girl panties and training bra instead of wearing my g strings. Get on your knees, lick mommy’s wet, hot, clammy, drooling, creampie cock filled pussy clean after I fuck, then shave me in the shower. I need to be glistening clean for my next victim. And if you don’t do a good job, I’ll have to leash you up to do it again. 

Ms. Jackie keeps you locked up, chained, used as a fluffer, suck my man’s cock in front of me. I want to watch that cockhead hitting the side of your mouth, choking and gagging you while you sit there like a true sissy faggot. Every cry and every whimper get’s you whipped and slap right back into shape. I’m not happy till you’re puking little bitch. 

Are You Ready For The Bulls

Sissy trainingSissy training little twinks gets my cunt so wet, my latest student has a fetish for big black dicks and wants to do nothing but service my big black bulls, before I throw him into the bull pit I must train his throat, I do so by putting on my largest strap on and brutally face fucking him, I mean I shove my big dick down his throat until he is choking on his own saliva and vomit, and he knows not to take my cock out of his mouth, breath around it you fucking slut, don’t you dare take this dick out of your slutty mouth. Then I bend the little sissy faggot over and shove my huge dick up his shitter, thrusting and pounding his hole until my calves and lower back burns, beg me for my cock sissy bitch, show me that you deserve to fuck my big black bulls, once I feel like he is ready for the bulls I send him into the room with five or six hung black men and let them force fuck his holes, by the time they are done with him his lil sissy pussy is stretched out and full of fucking cum, throat is sore and raw and he is hoarse from hours upon hours of screaming, all the while I am sitting on my throne sipping a cocktail watching him get slayed by my big black dicks, I get so fucking turned on I pick the two with the biggest dicks and they fuck my creamy white cunt until I am leaking cum and stretched out, my little sissy whore will clean my pussy and ass with his mouth until I am all cleaned up, then back in the cage he goes until I want to see him get fucked again. 

BBC Sissy Trainer Gets a Faggots Fuck Hole Filled

BBC Sissy TrainerSatin Panties Covered Erics Married Cock. Marie doesn’t know he’s coming to me twice a week now. Eric decided I was the Best BBC sissy trainer ever. So He took vows to me, that surpassed his to his wife.

His Dick always knew it belonged in a pair of panties. I agree. So he comes over, and gets garbed in proper fag bag attire. Then, I bring in his prize for being such an obedient Sissy fuck.

A Closet Faggots Dream

2 of the most gorgeous Dark skinned Black men, with the longest cocoa anacondas you’ve ever laid your eyes upon. I created the faggots dream scene, Just for Eric. I gave him what wifey could never.

Assume the position I commanded. Eric Knew he was to fall on his knees, panties strangling his stiffening member. Then the show began. Eric Licked and serviced those beautiful cocks. Kissing them, and tongueing their piss holes. He turned into the Sissy Slut he was always meant to be right in front of my eyes.

Deepthroating those dicks like a pro. He slaved over their delicious meaty phalluses. He has a cock, even though it might be dressed in satin panties and leaking precum. So He knows what a cock Likes. I watched as he gobbled and sucked on those full hanging balls. Preparing those cock precisely, so they could own his boy pussy.

Erick was on all fours, and begging for their cock. Those dark hands on his ivory white ass, made my cunt so fucking wet. They took that married man and used his little faggot fuck holes. Pumping and Pounding away at that asshole. Fucking Him Deep and Hard. Long thrusts. He moaned in pure satisfaction. They took turns using his holes, and filled him at both ends.

He came so hard when they started filling him, and his hand never even grazed his panties. He gave into his sweet release, just like a tru Sissy faggot should.

Mistress and her forced sissy training

Putting men where they belong is my favorite, especially when I know they need my forced sissy training. Intense and with fast results, stripping them of any masculinity they still had in them. Forcing them to completely switch wardrobes. Being a little subtle at first and then making them wear tiny panties wherever they go. 

After getting them used to their new permanent undies, I gradually get more and more feminine items for them to wear. Making them wear corsets, fishnets, stockings, bras, heels, skirts and even dresses. They would become fully feminine, that it was basically natural to them. 

Teaching them all the feminine gestures, breaking them down so they realize they were only meant to be a pathetic sissy. Making it so they are fully dependent on me making their every decision. Having them rely on me to accept them as they are which was just a little bitch boy. 

I’d tell them different rules they had to follow, and if any of the were broken they was harsh consequences following after.  Building their trust with me was honestly easy since I knew that deep down this is what they always wanted, and they liked me forcing them into their forever role. Showing them how to lick and suck on my strap on letting my little femboy get used to having his mouth used, and throat getting fucked. Caring less how big the strap on were over time, with them even realizing I had been using a bigger strap on every time I saw them. 

Making his butt pussy addicted to be stretched and pounded like the worthless slut they were meant to be for me. Once I knew that those pathetic holes were constantly wanting to be used, I had my little toy tied up begging me to fuck. I got close to his ear and said if you want to get fucked so bad you’re just going to have to take a real cock in you. 

Forced sissy training

Femboy Training A Sissy Slut

Femboy Training

I loved making my big brothers friend submit to me. He wore that slutty school girl outfit perfectly, paired with the knee high white stockings and black MaryJane shoes. I made him put on red lipstick and laughed at him as he sucked on my strapon trying to make it as wet as possible before I fucked him like the little bitch boy he was.  I told him if he didn’t take this whole 10m inch cock down his whore throat I’d fuck his ass so hard he’d bleed and then tell everyone what a stupid bitch boy he was. He didn’t want me to expose him for being aa sissy slut so he gagged and chocked as he took that thick cock down his faggot throat like a good sissy whore. I grabbed him by the ears and fucked his face making him chock and gag loudly and then forced him on his hands and knees and rammed into his tight fuck hole.  He whimpered as I shoved my fat strapon into his tight asshole making it gape wide open for my fat strapon. I laughed at him as his over grown clit shot out cum and made him lick it up. He was my stupid sissy slut and he was the one who begged for femboy training in the first place after all.

Sissy Girl Training: My Most Devoted Slave

Sissy girl trainingI’m your Mistress, and you’re nothing but a pathetic sissy girl, begging for my attention. You come to me, eager to be trained, to be made into the perfect little slut. And I oblige, because that’s what a good Mistress does for her favorite sissy.

You kneel before me, your eyes downcast, your body trembling with desire. I reach out, grasping your chin and forcing you to look up at me. “You want to be my sissy girl, don’t you?” I ask, my voice dripping with dominance. You nod eagerly, your cock already straining against the confines of your panties.

I guide you to the couch, pushing you down onto your knees. You’re so fucking eager, like a dog waiting for a treat. I unzip my skirt, revealing my lacy panties and the wet heat of my cunt. “Now be a good sissy and lick your Mistress,” I command. You comply without hesitation, your tongue darting out to taste me. I moan, feeling your warm breath against my skin, your tongue working its magic on my clit.

“Fuck, you’re doing so good,” I praise, running my fingers through your hair. You suck and lick me like your life depends on it, and I can’t help but grind against your face. “Keep going, my little sissy,” I moan, feeling the wave of orgasm building within me. And then, it hits me, a tidal wave of pleasure that leaves me gasping and trembling. I pull you up, pressing my lips against yours in a messy, passionate kiss. “You’re such a good sissy girl,” I whisper, my hand reaching down to stroke your throbbing cock.

Sissy phone sex with Miss Remi the slut trainer

sissy phone sex

I’m late having kinky, sissy phone sex fun with a baby dick faggot named Lucky. This little slut is my favorite panty wearing bitch because of the way he dresses up and prances around for me. I get to watch him on video while he sucks fat cock and plays with his sad, little micro dickie. This tiny dick, panty slut looks so hot sucking on a dildo and rubbing the front of his panties until his mini cocklette is standing straight up. I’m trying to talk this little slut into going back out and letting a few men fuck his slut hole mouth again like in the video he sent me a while back. I still have it saved and sent it to him to remind him what a cum slurping faggot he is and how he needs to be on his knees, getting his face fucked like a proper whore. Are you a panty wearing faggot like Lucky? Do you need a hot mistress to tease you and encourage you to dress up and slut out your mouth and he-pussy too? You could be the next lucky slut that I have wearing silky stockings and teasing your bitch clittie through your pretty panties! Hit me up for a good time but only if you’re ready to be my next panty slut sissy!

Mistress’s Plaything, My Slave’s Wallet

Domination phone sex As a dominatrix,  having my own little sissy’s wallet and his humiliation is my ultimate pleasure. I love making it visible to everyone. Domination phone sex is just the beginning, a sick, twisted fantasy that we both crave.

I remember the first time he called me, his voice trembling with need and desire. I could hear the desperation in his words, the ache in his voice as he begged for my control. I could tell he was aching to be dominated, to be my sissy slave.

I made him describe himself, every inch of his body, every detail of his desires. I wanted to know everything about him, to be able to control him completely. And then I started, my voice a sweet, sadistic whisper as I told him what to do. I made him touch himself, stroke his cock until it was throbbing and hard, ready for me.

I told him to wear a pink dress and heels to our next meeting, to show everyone what a slut he is. And he did, looking ridiculous and deliciously humiliating. I made him walk through the city, people staring at him in disgust and confusion. But he didn’t care. He only cared about pleasing me, his Mistress.

And then I made him go down on his knees and beg for my permission to cum. He begged and pleaded, his voice shaking with need. And I gave it to him, my voice a cruel laugh as I watched him cum all over himself. He was my sissy slave, and I was his Mistress. And we both loved it.

Sissy Hypno Training is Fascinating and Tempting

Sissy Hypno training is a most fascinating way to let go and embrace your new life. The temptation of being a cum whore for that big dick is only the beginning. When you start to watch gay porn or even straight porn and wish to be the woman it’s a start, a trigger.

Sissy hypno training

One of the ways you embrace the sissy side is with all those sexy silky panties you enjoy. Maybe for you it could also be pantyhose that put you in the zone. After all it’s all about what excites your inner femininity and allows you to submit.

Sissy Hypno Training is Fascinating and Tempting

Once those sissy panties are on and the porn is playing you have to go deeper. First you will let yourself be drawn in. Watch the images on the screen. See those beautiful cocks? Look at those lips slowly sucking on that beautiful dick. Oh what is she saying?

Sissy Panties

“That’s it enjoy the feel of that dick”. “Make love to that cock” and that’s right cock whore suck that dick like the little sissy faggot you dream to be”. “Aren’t you a sexy little cock whore, princess?” and finally, “If you are a good sissy that sweet sissy cunt will be taken and make you a real sissy”.

Finally as I get inside of your head with my own hypnotic directive you will slowly become weaker and most susceptible to becoming a cum whore. Simply put the craving to suck on dick will overwhelm you as your clit stick gets excited. This will also follow by getting the taste for cum and needing it more.

At last you sucked your first BBC and are completely hooked. All you can think about now is how it would feel to give your hole up to that black bull lover.

Sissy phone sex