Category: Sissy phone sex

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 Slave Training Can Make You More Feminine

So many guys call me and ask how they can become more girly. First off with some Sissy slave training that girly side of you will begin to emerge. Like a Butterfly out of its chrysalis emerging for the first time into it’s full glory.

Likewise speaking of glory, a glory hole is one great way for that training sissy to get a feel for sucking some real cocks. However that usually tends to come later. One step is to start wearing those pretty panties. And start to remove the hair from your body.

Once we get you comfortable and feeling feminine we can incorporate some toys. Sometimes the toys come into play before the feminism. All of my sissy faggots have their own style and speed and direction of how we start. It’s all in what is comfortable with you and where you wish to begin.

Finally, we should always have a session of getting to know each other to start. Nothing better than you telling me about who you are and how and when these sissy desires started. This is my invitation for you.

Sissy slave training

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 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.

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.

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!

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 Humiliation Training, I Know All About You, Now Submit

One of my new clients was directed to call me by his own wife. It’s Sissy humiliation training that she excepted him to be subjected to. 

However the first thing I needed to know is why is his wife directing him to call me. After all  am black cock queen and sissy Mistress to assist black cock enslaved sissy girls. Well, he may not be a sissy yet. However he is seemingly black owned.

Later he did call me and he was certainly put in his place quickly. Obviously I knew the situation from his first few utterances. He was a small dicked cucked white man. His wife is younger and has a body that the young black landscape nigger really liked. 

Finally it all came to light that this black man with a big black dick was taking ownership of his wife. And soon enough him. So really, I am in the school of thinking that Mr. M. is not a man. Frankly speaking Mr. M. needs to put on those panties and be ready to call me for his next session come Sunday – Tuesday between 3am -1pm Central time. 

Sissy Humiliation Training

Taboo Calls: My Kinky Domination Story

 Taboo phone chat

 

I live for the power exchange. Being a phone dominatrix lets me unleash my inner domme, and goddamn, is it empowering! My rule is simple: you’re mine, and I’ll do as I please with you. If humiliation is what you get, consider yourself lucky.

I remember this one submissive dude, so desperate to please me. Lucky him, I had a kinky idea in mind. I ordered him to dress up like a little sissy, all dolled up in fishnets, frilly panties, and red lips. But that’s not all. I wanted his ass prepared for the ultimate invasion, so a butt plug became his new best friend.

After he was nicely warmed up, I made him bend over and presented him with a 10-inch strap-on. I ravished his ass until he was begging for mercy. But mercy wasn’t on the menu, not until I was satisfied.

To make things even kinkier, I invited a real alpha male over. I mean, who needs wimps when you can have a proper man? I made my sub watch as I rode this stud, showing him what real passion looks like.

Then came his moment of truth. The guy I picked up penetrated his tiny ass, making him squeal like the little bitch he was. I made sure to remind him how fortunate he was, taking his ass for a wild ride.

Afterwards, clean-up duty awaited my sub. He licked my pussy clean, then turned his attention to his conqueror’s cock, polishing it to a shine.

This was his initiation into a world of kinky bliss. And he loved it, the little masochist.