Category: Sissy training

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 panties need to be ripped off that sissy ass

As a mistress sometimes you get in the mood to just rip some Sissy panties off and ram your strap toy in. I give you lots of training and always use my favorite bbc to break you in. Therefore, I grab my biggest strap. “Get on your knees,” I instruct you to do. After I lube my toy up, I rip your panties off. Right away your clitty twitches. “You are such a pathetic little slut” I grunt as I push deep in your sissy cunt. I start humping away at you and I could feel my start rubbing on my clit.

Sissy panties

The harder I fuck you the better it feels rubbing on your mistress clitty. “Fuck back at me like I trained you to do with big black cock” I demand of you. Since I have trained you well, you fuck back my cock strap hard. “Your sissy ass was made to be used by anything, look how well every inch of my strapcock disappears inside you. As my clitty gets rubbed by my toy, yours leak from the abuse your mistress is giving your manhunt. “Mistress can I please cum” you beg as I fuck you. I love seeing you squirm. Stopping you from cumming is one of my favorite tortures.

So, I just keep pounding you harder. The best way is to put my foot on your back and just ram you like I have had many bbc bulls do to you. “Mistress please let me orgasm” you beg squealing like a fuckpig. As I laugh, I tell you how pathetic you are and how fun it is to have you flopping underneath me. “Let your pathetic clitty make a big mess for you to clean up” I instruct. I watch as you limp up and explode all over the floor. “Now clean up the mess you have made, mistress needs your mouth” I say as I lay back and expose my wet cunty.

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.

Panty-Balled Princess: A Sissy’s lesson

Sissy training

You’re a lucky, lucky bastard, about to embark on a journey of pure, unadulterated degeneracy. And trust me, it’s gonna make you cream your pants.

Imagine a delicate little thing, a sissy slut dressed in pretty pink panties, soft as a newborn’s butt. This sissy’s got a cute, round ass that’s just begging to be spanked, and a panty-clad crotch that’s dripping with need. Sound delicious?

This mistress has been put on this earth for one reason only: to make you her own personal plaything. And boy, do I love it. My good sissy girls, ready to serve, with a little twerking ass that’s a joy to behold.

I’m talking ass cheeks that spill out of those panties, just begging to be pulled apart and dominated. Go on, imagine yourself as my Slave,  My friends with massive black cocks taking you from behind and preparing to turn your sissy ass into his personal cumdumpster.

Oh, he’s a desperate one, facing you now with a faint glaze of pre-cum marking the outline of his cock. Yeah, he’s ready—ready to be humiliated, used, and abused. That’s the way he likes it.

But will this sissy get the attention he craves? Only after he’s earned it. So bend him over, smack that ass, and prepare for a twisted journey of sissy domination.

Enjoy the ride, you nasty pervert, as this Mistress is about to show you the time of your life. And remember, she’s always ready for another round—with a true cumslut, just how I like ’em.

Sissy Training Lets Us Explore Who You Really Are

sissy trainingI bet you need sissy training. Many men do. And I do not believe there should be any shame in that either. Recently, I took on a new real-time client, which I rarely do anymore. Sometimes between motherhood, my sissy line and a personal life, I struggle with balance. Something had to give so I could be better at work and better for my offspring. So, I limited the number of sissies I see in my home.

But I made an exception for Lilly. Sissy Lilly goes to school with my sons. However, her mother fails to be as cool as me. I let my sons be who they want to be. And they have time to figure it all out because they have a mother who supports them. Right now, we know they are femboys who love girly clothes and cock. I let them wear dresses and pretty clothes to school. Having the best sissy trainer around as their mother they view as a plus.

Let Me Help You Become the Best Sissy Ever

So, if Sissy Lilly cannot be who she wants at school and home, she can be who she wants at my place. No reason for her mother to get suspicious either. My sons and Lilly are great friends. So, when Lilly visited my boys for the holiday weekend, we played dress up. I let her pick out what ever she wanted to wear from my sissy closet. My closest proves to be a magical place for sissies. That’s because I keep my closet full of pretty and frilly things. Very girlie clothes for sissies.

Lilly picked a purple bra and panty set from my vintage Madienform collections. She possesses great taste. And she picked out a purple frilly dress. She picked out a different colorful outfit every day she stayed here. I will be Lily’s safe space for exploration. She can be Chad when at home, and Lilly with me. Just like you can be your authentic self when you call my sissy phone line. Whether you want to be a pretty sissy or a cock sucking sissy, I do not care. I am here to help you be the best sissy you can be.

Sissy phone slave will bow down to her Mistress and obey

Sissy phone

I am a woman of commanding stature and you will bow down Sissy phone slave! My presence alone reduces you slutty sissies to whimpering, submissive creatures. The air oozes sexual energy whenever I step into a room. My tall, athletic figure is the embodiment of feminine power and dominance. With lips that drip seductive promises and penetrating eyes that ensnare weak minds, I am every sissy’s depraved fantasy and torturous desire.

As my sissy playthings kneel before me, trembling in fear and anticipation, you will always thank your Mistress by licking her feet.  You will offer up your virgin asses to your domineering Mistress. With a sadistic smile spreading across my face, I grab your Sissy panties from the back and plunge into your tight slutty hole! I am going to make you taste yourself on my hard cock baby. Slobber on it, suck it clean and tell me how good it tastes! 

I know just the right spot to stroke, teasing your slutty hole until you beg and plead for mercy. I will let out a dark chuckle as I tell you there is no release from the sweet agony you now endure at my  expert hands. 

All of my slaves find pleasure in the pain I inflict. My true desire is not just to dominate, but to break your spirit as well. My fetishistic needs are insatiable yet precise. I take pride in my ability to slice away at the fragile masculinity my slaves. try in vain to hold onto. Your sissy hole will be molded and transformed, your mind and body resigning to the folds of my depraved dominion.

So do dare to submit to my Sissy training! I will force your sissy spirit to emerge, shattering the remnants of your old self. An experience that will leave your heart racing and your  ass craving even more of her sadistic touch.

Sissy phone sex mistress Remi

sissy phone sex

Miss Remi the sissy phone sex mistress will be downtown all night for the 4th, pimping out my sissy whores from this cheap hotel room. I’ve already listed each of these little panty boy bitches on every fag site I could think of. Now I just have to wait while different men show up and pay me to ram their cocks into these little bitches. I’m a young but experienced Mistress who loves to sell my newly trained sissy bitches and watch them show off their new cock sucking and dick riding abilities! Imagine a petite, blonde princess mistress in a room full of girly men, dressed up like trashy hookers. Tonight my cum craving whores are dressed to please and priced to move! We’ve already had a few dozen guys in and out of this room and I’ve made a fat stack of cash off of these cock swallowing sluts. We’ve had a nonstop parade of men with hard, throbbing cocks knocking at our door! I have the wallowed out, sissy bitches with cum spewing from their stretched cunnies, to prove it! I call dibs on all of the bbc studs, but of course I let my favorite panty boy bitch lick my pussy juice off of them after I’m done with them. I want to talk to more sissy bitch men while I’m watching these sluts get their he-cunnies gaped and creamed all night! I want you wearing your pretty, fag panties for me so that I can make you stroke your tiny clittie and tell me how badly you wish it were you here getting fucked by a bbc stud right in front of me. The sound of girly men whining and whimpering when a giant, hard dick gets shoved up inside of his pussy for the first time is my favorite sound ever so, get ready to moan for me like a good, little bitch! 

Sissy slave training fuck that pussy ass. Ripe it open.

Sissy slave training          Sissy slave training fuck that pussy ass. Ripe it open. Turn it over. Going to give you a pounding that you will never forget. A complete gangbang on your ass. Now you may be thinking oh yes please. Fuck that shit. This is not an orgy session. This is a goddamn in your face straight up hardcore fantasy rape your faggot ass gangbang.

          They be forcing your ass into those sissy ass clothes. Roll the fucking dice. Don’t matter they have been weighted. Going to roll the dozen bitch. Eyes wide open. Forcing you on your knees. Going to turn you into the slave that you are meant to be. Your fucking Sissy training bitch whore gets only so much for being a slave. It includes knowing your fucking place.

          Being ripped open in the ass. Not allowed to whine or cry bitch. You thought it would be one way. Fuck that shit. You take everything I toss your way. Why. Because as pointed out above you are the slave and I am the trainer. The best too. Now the reason I am the best is because I don’t care about your feelings. You have a mother for that shit.

          Turning you into a slave for the cock is what I do, and I do it well. Ripping you open. Stretching you out. Forcing you to be the whore that you are meant to be. All this will finally lead to you getting what you deserve.

Femboy Training with Me Turns You into a Pretty Bimbo

femboy trainingFemboy training, I enjoy so much. I have always enjoyed giving folks total makeovers. Turning them into a better version of themselves with the right clothes and make-up. Sometimes my subject looks like a man but inside feels like a girl. James told me he felt trapped in the wrong body. And I told James I could help. I’ve been making over people for years. Boys and girls.

So, I invited James over last night for a feminization session. But we had an audience. My two femboy sons and my daughter who just turned 18. Although she will go to college in the fall, she wants to do what I did in college. Well sort of what I did. In the late 90s and early 2000s, I supported myself and paid my tuition being a dominatrix. However, I morphed into sissy training after I got married and became a mother.

My daughter plans on being a sissy trainer while in college and I think it will work. Lots of sissies and subs share characteristics. And all sissies are subs to women just like me and my daughter. She helped me transform James into Jenna the cock sucking bimbo. We worked on her makeup, wardrobe and her hair. Even shaved her body hair off to give a smooth complexion look like females. And that meant shaving off James’s beard.

Let Me Make You a Pretty Girl Too

He told me he felt naked without it, but most men do not want to skull fuck a bearded bimbo. She agreed that I was in charge, so I could do what I wanted with her body. My boys love watching my transformations. I helped them expose their feminine look too. After several hours, James became Jenna. So, we had to test her out at that adult movie theater. In a dark theater most men do not know who is sucking their cock. We walked in together, sat in the middle and before long men swarmed us.

I did not want to upstage my creation, so I let her practice her oral skills. She swallowed 5 loads of cum. She sucked some cock. Stroked some cock. And let men cum on her face. If I can turn a bearded masculine man into a cock sucking bimbo, imagine what I can do with you with a little online sissy training?