Category: Sissy slave training

I am the Liam Neeson of Sissy Trainers

sissy panties

You are so pathetic. You belong in sissy panties. You know you do too. Your pathetic nub is so small it gets lost in boxer shorts. No girl will fuck you. When was the last time you had sex? I bet it has been ions. Even in a pandemic when women are horny and need fucked, they will not fuck you. You are a tiny dick loser. If I am your trainer, you will be a sissy and cock sucking faggot too. You see, I do not have money. What I do have are a very particular set of skills. Skills I have acquired over a very long career of training sissies. Skills that make me a nightmare for losers like you. I am the Liam Neeson of sissy trainers. I have been putting tiny dick losers in panties for decades. I have also been feeding them cock. Sometimes, I am force feeding them cock. Other times, they are begging for it. Some of you are the biggest losers and need the best sissy trainer around. Only a few trainers can compare to me in experience. I am in my 40s and training sissies is something I have been enjoying for half my life. Now, that is some dedication. I am dedicated to training you to be a sissy. Are you dedicated to being one?

Sissy Girl Training With Zoey The Hottie

sissy girl trainingSissy girl training makes me so hot! Like my sweet little pussy throbs so much! The act of you letting that sissy boi out of that closet. I know you hide your pretty dresses in the back in a garment bag. What are you going to do if your wife or daughter catches you? Come on now is the time to let her out and wear cute bras and panties. Embrace that beautiful sissy creature you want to be!
I desire a cute flirty sissy who can be sweet and play with me and my lovers. There is nothing wrong with male to female cross dressing and wondering what a dick might feel like to a girl like you.
I honestly think you will have greater pleasure than you ever have before. It’s only natural to learn about being a sissy and start to crave a man after you have played in feminine clothing. You see that attractive girl in the mirror? Men want her. I want you too! You need to love yourself enough to be able to play with a mistress and explore all the cock sucking and one day back door fucking you could ever desire. I am a sassy bitch, but if you come to me brand new we will walk through the mystery of becoming who you are. You just need a little young hottie who loves cum to be your Princess and make you wear those sissy panties and so much more. One sissy step at a time!
I will start gentle, but the more time you spend the more you will have to do, are you ready to really be a sissy slut?

The best sissy trainer makes you eat your cum!

Best sissy Trainer

Yes the best sissy trainer does make you eat your own cum. Just like I did for My own daddy slave a while back! He tried to tell me that I had a curfew and I told him he wasn’t even a man! I don’t get a curfew when I am out trying to get some vitamin D as in Dick! I would not be talked down to by a man who can’t even keep his wife happy. Mom has lots of lovers all over towns daddy is a closet sissy fag. I got an idea to make sure daddy never told his perfect princess she had a curfew anymore. I created a live stream with my grandparents and daddies colleagues. I told every one i had big news and to tune in in 2 hours. I had a secret about My own Daddy. Well, don’t you know that was why my own daddy is now sitting in the corner eating his own cum. Guess what? I  have the black AmEx at my disposal now. I love black mailing and humiliating my sissy sluts, I have my daddy and sweet little dicked boyfriend who give me plenty of practice for you! Jack off in your pretty panties and eat up your cum for this princess! 

Halloween Sissy Phone Sex

sissy phone sex

It’s almost time for Halloween and you know what that means! All you sissy phone sex sluts can dress up like whores and actually got out in public without fear of being caught or seen by someone you know. I bet you have something really skanky planned for your costume, don’t you? If you haven’t decided on something yet, I’d be more than happy to help you pick one when you call me. Of course, I’m most likely going to talk you into doing some really dirty stuff while you’re dressed up, though. But don’t worry, it’ll be really in stuff!

Like, what if you dressed up as a slutty maid and you went to a party and waited on everyone? You would be getting them drinks and snack, and of course the guys would get to fuck you whenever they needed to. A beer and a blow job…what dude wouldn’t love that? Maybe the women would even like to fuck you, too. I mean, they do make strap-on’s for a reason! I bet you will even get double teamed at some point!  I can’t wait to talk to you and help you decide just how nasty you’re gonna be.

Femboy Training and Teasing My boyfriend

femboy training

My boyfriend tells me that he doesn’t need femboy training. I think he does and the woman is always right! I told him it was for me and my eyes only. I wanted him to be cute and girly just for 24 hours. It’s almost my birthday and I wanted to see how sexy he could get. I bought new makeup and panties and so much lingerie in his size. I can’t let them go to waste. And so what if i wanted pictures of him all dressed up sexy? If you’re reading this leave me a comment telling me to sissifiy my boyfriend to the extreme! I want to do so much more to him. Like last month I had him suck on my dildo and eat my ass.  He has watched me fuck a BBC but very shyly wouldn’t eat my pussy out in front of that bull cock.  He did eat my cream pie after my cock was done with my tight pussy and sent home, but still! I am determined to turn him into a sweet sissy girl who fucks right beside me! I need to have him submissive to big fat dick. I am a domme girl who loves to fuck hard and if you want to fuck me in front of him while he cries and pisses his little panties let me know, we can make that happen.  A strong Mistress needs domme guys fucking her on the phone so my boyfriend can see that I am much more than a sweet tease!

Put On Those Sissy Panties

sissy panties

You keep whining about wanting to suck cock, but you haven’t actually done it yet. You need to just put your big girl sissy panties on and get on your knees and do it. Yeah, I’m getting more hardcore because I’m fucking tired of hearing how much you want cock but you just won’t go do it. This is NOT one of those fantasies that’s better left as something in your spank bank. The best thing for you to do is to just give into your fantasy and be the sissy slut you were always meant to be.

Just think about it. You will be much happier if you get to let loose and be your true self. And if you need help once you’re down on your knees, I’d be more than happy to coach you through sucking cock for the first time. But I don’t think you’re even going to need help. You’ve watched enough porn and you’ve daydreamed about it enough. I think you will know exactly what to do. So are you ready to follow through on your desires? I’m here and ready to listen. Pick up the phone and call me now…what are you waiting for?

Sissy Phone Sex Sessions with Diana

We all have those naughty secrets. I have them. I am not so great at keeping secrets though. I act on my feelings and am quite forward about things. One thing is my love for big dicks. I love to cuckold the first timers and make them watch a big cock in motion. I want them to touch it, taste it and learn how to drain it with help from me. My pussy and these great tits are instant ball release pleasure for those big dicks. I expect your mouth to become such as well. Maybe even get your sissy hole plugged and pumped. I’m a naughty mommy, a sultry Mistress and feminization goddess for sissy faggots.  I find it arousing to get a stir out you. You are my sweet sissy that is dying to be a slut for big cocks. I can help you.

Sissy phone sex

Owning a Sissy Slave

I’m always up to gaining a new sissy and my Sissy Slave Training sessions are great to explore your naughty desires. I love that you will call me while already wearing your pretty panties like a good sissy. I enjoy how excited you are to tell me about yourself and what you desire to accomplish with our sessions. It’s my desire that you get around to worshiping and sucking big cocks for me and I love to hear every detail.

Meanwhile as we work you up to that I expect you to have a large penis dildo to service with your sissy lips. You will find the suction cup ones to be the best. These realistic penises are great for making your own glory holes to service cock and slide up and down on once we get that sissy cunt trained. I look forward to playing soon Sissy.

Sissy slave training

Anal Sissy Training with a Pogo Stick

sissy trainingAnal sissy training is so much fun. I have had a few unruly sissies who have protested my methods of anal training. You cannot be a good sissy if you cannot take a cock in your ass. I trained my own asshole to take big black cocks. A good sissy wants cock up her back door pussy. I had this one sissy about 5 years ago who wanted me to train her ass with unusual objects and large objects too. I was struggling to find things to fit in her asshole. This sissy had a cavern for a back door pussy. Her asshole was so big that a foot long black cock would feel small. I was not going to be defeated. I was going to find something to stuff that sissy ass. I have this belief that sissy training asses is key to being a good sissy. It is a sissy’s tightest hole. Well, not for this one sissy. One day, I saw my daughter in the backyard on her pogo stick and a light bulb went off. It was pink too. I thought okay it is a weird thing to put up even a sissy’s ass, but it was big enough to maybe stuff that sissy’s huge back door pussy. The next time my sissy was over for some anal training, I was ready. Readier than I had ever been. She fell in love with the pink pogo stick. When my sissy first saw it, she misunderstood its use. It was not to bounce around entertaining me. That pretty pink pogo stick was for anal sissy training. It was the first time I ever saw her eyes that huge. She could not believe I was going to try to put that up her back door hole. Plenty of lube and some deep breaths, anything will fit in any hole. I gave her a few shots of whisky. My sissy took it like a champ. I could not get it all up her ass, but she took far more than I thought she would. I finally found something to fit the gaping asshole of that sissy. I was so proud of myself. Trust me, I am a great sissy trainer. I will find something to gape your asshole too.

sissy training

Crack is The Sissy Whore Maker

BBC Sissy Trainer

I said what I said… Crack can be used by a mistress such as myself to make the best sissy whore. Crack makes that clitty leak and lowers all resistance to be sold for sexual favors. A cock down that gullet and a cock for that crack whore pussy.  A pipe and a black cock go very well together.  Many a mistress use mind altering drugs to make our sissys into submissive slaves. 

Little clit having Sissy Boi John is no exception. In his lace panties and fishnets he called to tell me he needs a Mistress to help him through his hooker life.  John is not worthy of anything other than sucking cock and having his ass laid wide open. I suppose I could pimp him from afar. But then again his black daddy seems to be doing quite well at making him hustle on the streets. See, I am a lover of all types of sissy slut. The demure first coming out. And the crack whore sluts that just need an extra guiding hand. But in all and all, Sissy John needs a female pimp. He missed how brutal a female can be with him and use him. I am game to use any bitch who crosses my path… But I do love that this sissy bitch John had my name tattooed on his back side.  A fitting tribute to a bratty whore like me, don’t you think. Now Back cocks can see my name as they fuck his little pussy. Save some for me john!

Taboo Phone chat