Category: Mistress phone sex

Put On those Panty Hose And Sissy Panties And Cum Play With Me

Sissy Girl Training

I told him to put on a sexy pink sissy thong and some fish net tights stripper heels and a blond wig. I wanted to see him look sexy while I teased him in my sexy school girl outfit. I danced like a sexy stripper and showed him my ass and bald pussy then told him to dance like a stripper for me and show off his sexy sissy stripper moves. He danced like a whore and I put on music and threw dollar bills at him and laughed when he blushed I even invited a few girls over so we could treat him like a real stripper slut. He asked what else we wanted and I screamed at him to show off that big clitty and make us wet and then laughed when he pulled off his sissy panties . Then he went down on my bald teen pussy and ate it so good I came all over his face. After the girls left I rewarded him by giving his sissy hole a good finger fucking while I sucked his sissy clitty. He came so hard and covered my face in that sissy cream I laughed and told him what a good whore he was.

Online Sissy Training Blends Well With Mommy Fantasies

online sissy trainingObviously, my specialty is online sissy training. But I do a few other things too like mommy, cuckold and adult baby play too. Sometimes I get to combine a few different fetishes. But whatever a man’s fantasy might be, I am a dominant woman, so I’m always in charge and in control.

Recently, I got to be a caller’s dominant mommy. And I turned him into my cuckold and sissy boy too. And let me tell you how much we enjoyed this role play. A smart mommy knows when her son might be a little different from the other boys. I experienced this with my own two sons. But this boy played in my lingerie and spied on mommy with her big black lovers often.

But I knew he seemed different. He liked the feel of my lingerie more than the scent of my pussy on the lingerie. And he enjoyed looking at those big black dicks more than he enjoyed watching the fucking. So, I decided he needed a little femboy training. And some black cock training too. And in that moment my son became my sissy boy and my cuckold.

A Sissy Trainer Wears Many Hats

I dressed my son up in a pink little baby doll nightgown with some matching pink panties that covered his little nub. And I slipped him into some little cable knee high socks too. But the first thing I had him do while looking so feminine and pretty was suck on my black cock lover’s massive shaft. I had to help my sissy boy suck that cock, so I palmed the back of her head like a basketball and shoved her down balls deep. Sometimes the best way to learn to take a cock is by force.

I am a dominant woman and a BBC sissy trainer. So, I know how to get you to take that massive black cock, one way or another. My newfound sissy boy polished that knob, fluffed it for mommy and then guided it right into mommy ‘s wet pussy. It felt important for her to watch me. Sometimes watching best teaches a sissy how to be a good black cock faggot.

Eventually, my boy got to clean up my pussy with all that black cock spunk in it. And I swear, all that extra protein helped feminize my son even further. I found it to be a hot role play. And so did my caller. Sometimes all a sissy has is his imagination. But with the right sissy trainer sometimes those fantasies can seem super real.

Mistress Phone Sex With A Hot Teen Sissy Trainer

Mistress Phone Sex

Lick my cum filled little teen cunt clean you sissy whore. I loved commanding my brother to do whatever I wanted he was my little bitch and after I told him what his new fem name was and what he’d be used for he gave up the fight. I had to much on him and he was my bitch now. I used him like he was a stupid blond bimbo and needed my BBC strap-on and my cum filled pussy to stay sane. He did and he knew it. He loved how I made him take BBC and suck cock at school. He loved how he had to dress like a little whore and clean my pussy out with his tongue every night and how mean I was to him. he loved how I made him lift up his skirt and show random men his small clitty trapped in a cage and how I made him confess that he was a sissy whore and loved being fucked by older BBC every night when our parents went out.  I laughed and him and kicked him down after I covered his face in my cum and asked him if he loved being my dumb little whore. As always he said yes mistress without hessitation.

Sissy humiliation training

 


I love a good lilttle bitch boy I can just whip and humiliate. When I get a nice little twink in sissy humiliation training, it gets my pussy so wet knowing how I am going to use and abuse that my new slave. My newest bitch boy lives to be under my leather boot. whipping sessions are my favorite.

I smack his tight ass so many times with my cute pink whip he can no longer feel his worthless ass cheeks when he sits down, of course he spends most of his time on his Knees begging and bowing to mommy, so he has no need for his worthless busy cheeks. He knows his place; momma needs that check from her little weeny boy and he needs to pay homage and beg crawl and clean. Now that’s a Good boy. Get to work.

BBC sissy trainer shows you how puny you are compared to BBC

Thank your BBC sissy trainer, you dumb slut! I know you’ve been dreaming of the guidance I can give you. And since you surrendered to me, I’ll make sure you get the toughest motherfuckers with the biggest, blackest cocks. I’m your mean dominatrix forever, your guide to unshackling the pitiful pretenses of manhood and embracing your true, erotic destiny as a worshipful femboy. BBC sissy trainer

That limp, inadequate appendage dangling between your legs? Definitely not a cock! It’s a cute little clitty that will squirt sissy juice everywhere when that BBC is in your bussy! My BBC studs have the perfect instrument to demolish any bit of doubt you have. They will fuck you so hard you’ll start to grow tits.
You are not a man, you are a fuck slut, something cocks dump cum in, and if you want to make me proud, you’ll stay on all fours with your bussy and throat open for fucking! Face it, you are made to be a fucking sissy slut! Come on, how much do you drool over thick, veiny, and pulsing meat?
As your Phone dominatrix, I know how that primal energy is too good to resist! Worship and serve the black glorious scepter. Wrap your lips around the girth of his cock and suck. This is what a real cock feels like, darling, and now your life is to serve true masculinity forever!

Forced Sissy Training is The Best for New Recruits

When it comes to new recruits craving for the big dick, then sometimes forced sissy training is in store. As a Mistress I will not shy away from forcing my perverts and sissy girl wannabes. And what I force them into is what they crave. Obviously that is being the best little whores they can be.

Forced Sissy Training is The Best for New Recruits

Some of you come to me already in those sissy girl panties. Now this really demonstrates to me how ready you are. At least it shows me you understand you are to wear panties. Next thing you will need is that dildo or butt plug. Once you have those things and we start training those lips is best. 

Alternatively, we can train that sweet little bitch cunt. And my sissy phone sex line is the perfect place to explore. Often times we start with some butt plugs of various sizes. Additionally, perhaps a nice dildo with a suction cup. Overall these are great for you. The suction dildos you can back up on it. Just like you will for that real cock.

Additionally some of you make it a good effort to just go for it with the real thing. And this I give you props. Now when there is an adult theatre or glory hole/ sex shop near by there should be no excuse. 

Finally the need for real dick is strong and you just need to get yourself on grinder or one backpage or any other such site for finding the dick to please. Be a good sissy for your Mistress phone sex trainer and do a good job. I expect pictures. Either of you dressed, in your panties no face, or being a good slut and sucking off that dick. 

At least when you discover the need to be a sissy faggot you have options and a Mistress here to assist you.

Forced sissy training

I’ll Be Your BBC Sissy Trainer Today

BBC Sissy Trainer

I knew what I was doing when I told my older brother he had to get on his knees in that tiny dress and suck of the school quarter back. A real BBC with a long hard 12 inch cock. I laughed as he did it and i took pictures and recorded it so he would know I owned him. He was never escaping me now. I showed him the video and made him tell our parents he was a fag and loved cock unless he wanted me to show them the videos. I exposed him at school by starting a rumor that he wore girly panties and made him wear a pink lace thong. Then convinced some boys make him show them his panties. I laughed so hard when they bent him over and fucked him like the sissy bitch he was. of course I recorded all of it.  When he refused to wear an outfit or do what I wanted I promised to show the church elders that always quieted him up. He knew he was a sissy and the next goal was to get him some real tits so he could be the perfect blonde bimbo whore. It makes me smile.

New pathetic sissy crawls his way to me begging to be pegged

Sissy slave training

You called me tonight begging to be pegged. You’re a newby pathetic worthless faggot sissy fuck who’s been referred to me because you love to play dress up. My specialty is dress up. From dresses to makeup, hair and nails, I have all you pathetic princess’s covered.

However I was slightly impressed with this my new little sissy fuck. Professionally done up. Cute skirt with matching panties, a and his cock and balls locked up in a golden chastity. My gaping who began to cream as you crawled on all fours and handed me the key. “Will you be my mistress Ms. Jackie?” you asked like a pitiful pain in the ass. Eyes full of fear yet so feminine and pure.

There’s always as surprise on the other end when your my sissy slave!

You’ve lost control of your shrunken balls which are locked up too. Taking estrogen to make yourself feminine to fulfill your ultimate fantasy of cucking for your wife, sucking her man’s cock every night as your little tit’s are growing in.  your family is aware of your sick side life and fantasy and hold the other key to your locked up cock. This is your way of life and you’ve accepted the reality that your officially owned.

I’m honored to humiliate you, sparkling new, glistening out of the box. A fresh new slave I can abuse, violate, and toss to the side. I prefer  starting with a 10 incher in the manny pussy with the controller in my hand. I’ve got you bent over and your such a good sport,already winning hot wet mistress pussy points. I turn that shit up to ten and watch your ass jiggle and sizzle, so hot it’s steaming.

With a smile on your face you take it well and I’m pleasantly impressed.  I spread you out some more, spread some lube, smack your panty wearing ass and welcoming you to my new faggot fuck crew. Your officially apart of a family of cucks and always making sure Mistress Jackie’s cookie is poppin and fresh to death.

Sissy Maid Training and Cleaning Cock Knobs

Sissy Maid Training

Look at you, You pretty little sissy boy bitch! Are you ready to get your sissy maid training? Let’s get you all dolled the fuck up in a prissy ass maid uniform, but don’t think for one second you are gonna be cleaning my house baby. You are gonna be polishing knobs, Cock Knobs.

The only cleaner we use is spit shine baby doll, so gather all that saliva up.  these big fat bulby cock knobs to polish and clean and make all shiny. If you wanna be a pretty sissy maid bitch, then you gotta dress the part and work the part. I know you can work that sexy ass body, but can you put that ass and mouth to good use.

As fast as you swallow one big meaty stick, I need you to be taking one up that sweet little tiny hiney hole. Think your asshole will stretch big enough to accommodate some Big Black anacondas? Oh Baby, I know you can do it. You’ll be such a sweet little sissy fuck, won’t you?

Be a Good girl for me, and take that hard as fucking cock in both your holes, make them squirt and shoot their cum all over! Then clean up your fucking mess.

My Brother Is Myy BBC Sucking Sissy Whore!

Sissy Hypno Training

I love hypno training my big brother that’s how I get him to be my perfect cock sucking sissy maid. I have him blow BBC for me and get them ready to fuck me and then I tell him to eat the cum out of my creamy teen pussy. He loves how it tastes and has started begging me for it. He really enjoys being a mindless whore and having me tell him to dress up like a French maid and bring in more men for him to suck off.  He loves when I put him under my spell and take away all choice and make him be the whore he’s always wanted to be. I make him take it up the ass with big fat cocks and make him show off his big sexy clit to all the men before they fuck his tight puckered boy pussy. he begs them to make him an anal gape slut and to breed him. He wants to be used and abused by all the bulls that I invite over and I must admit I love seeing him get fucked and watching all the cum drip out of his gaping boy pussy when their done.