Category: Uncategorized

Mistress Jackie Will Own You

mistress phone sex

If you’re here looking for Mistress phone sex, you’re in exactly the right place. Yes, I love sissies, but I also adore talking to and controlling other men, too. If you’re weak, then you’re automatically going to be so much fun for me. I’m into pretty much any kind of domination at times, but I do lean more toward the sensual side of things. But don’t worry – if you need something hardcore like cock and ball torture, I’ll see what I can do to work that into our call.

Humiliation, tease and denial, ruined orgasms…those are just a few of the things that I can and will do with you and to you. Oh, and I do love it when rich old losers spoil me. I’ve drained bank accounts many times before. Well, they drained it for me. I shouldn’t ever have to ask for anything. So, if you’re up for being dominated by the perfect Mistress, then look no further, loser. I hope you’re ready to be owned in every way possible, because that’s what will happen to you. As soon as you hear my voice, you’re going to be addicted to me forever and ever.

 

Mistress phone sex slut Remi

mistress phone sex

 

I’ve been by the pool all day, watching my little sissy bitches serve drinks to a bunch of studs. I’m a kinky, mistress phone sex slut but I’m even more kinky with the 2 sluts I keep and train at home. Today, I made them wear skimpy, little bikinis and serve me and my studs while I had a pool party! I got really turned on when I was making them rub me down with tanning oil. I spread my legs and made them lick my hot, little cunt. While they were on their hands and knees, eating my wet pussy, I made them pull their bikini bottoms down. As soon as my stud buddies saw this, they were right behind those little sluts, pumping their tight, sissy pussy holes! There is no better feeling than having a sissy cum whore, moaning into my cunt while he takes a load from a massive, fat dick! The pool just opened but I can already tell that it’s going to be a hot summer!

Attitude Adjustment on Sissy Girl

Best sissy trainer

All of my sissy boyrs are so good and sweet but some love a little punishments ! Sissy boy Marc had some attitude for me today so I took him to our playroom! I stripped him to just his pink panties and spread his little ass hole and ass cheeks nice and wide! I pushed in a thick and long dildo that I could make in about eleven inches by just a push of a button. He moaned with a little pain and began to take the flogging to his sweet and cute ass that sometimes hit a little sweet spot, pushing his dildo in deeper! I laughed and watched as he came all over himself, I shoved his face in it and watched as he licked and cleaned up his mess!

Sissy Cums in Lockup

mistress phone sex

Spread that fucking as apart so mistress can get a good view while she fucks your sissy ass. I got you a new chastity so I can see your little clitty in cage while you penetrate that man pussy for me. Before I give you this big veiny strappy that I have I want to see you fuck your pink man pussy for me. Lay on your side like a slutty bitch and put this dildo all the way in until the balls hit your little grape nuts. “These are tiny and pathetic” I say in disgust as I flick your quivering nuts. Your tiny dickie is already dripping from the dildo plugging your pussy, so I snatch it out of your hand and shove it in your mouth! “You only cum for Mistress!” I remind you as I shove my thick 11 in cock inside you. I’m so deep in your twat I can feel your tummy rumbling! Youre such a size queen I should’ve known thrusting this big dick in your twat would make you squirt! Even in lockup you can’t control yourself from leaking cunt juice down your little berries and thighs!

A Mistress and Her Slave

Best sissy trainer

I love making a grown man take out his worthless little cock and get down to his knees for me. I came home with a pussy full of cum from my big black cock boyfriends and I had my naughty slave lick me all clean. Don’t worry babe, he deserved this. He decided that since I was gone, he could masturbate and cum without my permission! Can you believe it? He licked up every last drop of that bbc cum for me as a good sissy bitch should. I had my boyfriend come over and spread his ass to dry fuck his little tight shit hole. Is this going to be you next baby? Are you going to be a bad sissy girl or be a good one so I can reward you?

Femboy Trainer Jackie

femboy training

If you’re in dire need of femboy training, then I am just the Mistress for you. I love nothing more than helping boys just like you transform into the most gorgeous femboy slut you’ve ever seen in your life. Sure, you can be a sissy and just kind of do it haphazardly, but that’s not what you really want, is it? You want to be the very best version of yourself and if you stick with me, that’s exactly what you’ll be. Everyone will be in awe of your beauty and transformation, and that’s when you’re going to start getting cock.

So, until your training to be a femboy is complete, you don’t need to worry about dick. You will get it in due time, but that time is not right now. We’ll be talking about how to turn you into the prettiest sissy in your town. Hair appointments, waxing appointments (this one is super important), manicures and pedicures, lingerie, and shoe shopping – all of that and then some is in your future. Are you ready to be fully feminized by a woman who knows exactly what she’s doing? Then book a session now for your Cinderella moment!

Teaching Him His Place

forced sissy trainingHe was a regular of mine who loved to fuck my tight wet cunt with his hard cock. I got bored and decided today that he needed to know his place. I was on top of him riding his thick cock so fucking good when my boyfriend came in. He came in with his long hard black cock I grabbed my little cum whore and told him that he is going to learn his place today. I told him to suck my boyfriend’s cock like a good little bitch. He was doing so good, and I decided I could make a lot of fucking money off of my little slut, I called my men over to come and fuck my cum rag while I count their money. They all came in and he got straight to work, he went over and started sucking all of their cocks one by one. I went up while he was sucking one of their cocks and shoved my fingers up his tight little asshole. I stretched his asshole out with my fingers getting him ready for the huge black cock that was about to be shoved in. He was such a good little cum whore and he took all of their cum cleaning off all of their huge fucking cocks.

Sissy panties required!

sissy panties

I want to tell you about the first time I caught a sissy bitch wearing his sissy panties in public. I was a cheerleader when I was younger and he was a football player. His shirt rode up on the bus one day and I saw a peek of his frilly, pink thong! No one else noticed but I did so I snapped a quick picture. After the next game, I confronted him and told him that unless he wanted the whole team to find out, he better agree to be my little, sissy cum whore! I brought him back to my house and played dress up with him. I put him in a tight, slutty outfit and called my daddy and uncles into the room! It was so hot watching him get his virgin pussy hole used for the first time! I have so many stories about catching men wearing panties in public but that one always makes my little, slut trainer pussy wet!

 

Maid Training Mistress

sissy maid training

You probably already know this, but one of the things I love most is when I get to do sissy maid training with a new caller. Now, don’t get me wrong. I love all of my longtime sissy maids. But everyone loves the feeling of something new and I’m no different. Helping a new sissy maid pick out a cute uniform, sexy heels, hair, makeup… that’s just one of the most fun things to do. I love the excitement that brand new sissies have. And so many just love taking care people, so being a maid works very well for them.

Do you want to go with the classic French maid uniform? Or would you like to try some different looks to see what looks best for you? You definitely need the cute little feather duster so you can just prance around in your heels like a dainty little lady. But we all know that you’re going to be used like a nasty slut. You might try to play it off like you don’t like it, but we all know that you do. I hope you’re ready for the very best sissy maid training around!

 

Taboo Sissy Phone Chat

taboo phone chat

I just had the most taboo phone chat with one of you little dick sissies. This slut spent 45 minutes begging mistress to fuck him in the ass with the biggest strap-on that I own. I asked if she was sure because the biggest Mistress Heaven owns is 16 inches long and thick as fuck. This BBC will stretch your shit hole open so wide that your ass will be gaping hole for at least a week! I thought that would scare her but she reached in her bag and pulled out an adult diaper. This sissy wanted mistress to make her into an adult baby! This was some uncategorized shit but I still did it! I love fucking a tight hole until its loose. I must admit, I loved having a little sissy baby! I dressed her up in cute little dresses and nursed her while I rubbed my clit. Her mouth around my tits made my pussy tingle! After I gave that sissy some grade A cock I put her diaper on and carried her around like a little baby until she fell asleep in my arms. So cute!