Category: Sissy panties

Stepbrother Forced Sissy Training

I walked in on my stepbrother after he hopped out the shower and I saw how little his white dick was. I started laughing at him pointing at his big clit. I walked up to him, pulled my panties from the hamper, telling him he will dress as a bitch because that is what he is. Being a girl is fun i told him you get fucked and filled up. I stroked his little dick trying to get pre-cum out and when he started leaking, I wiped some with my fingers into his mouth making him lick my fingers clean. “Oh yes a good sissy bitch knows how to clean a cummy mess”. I knew my boyfriend and his big black cock were coming over so i made it clear to my sissy white stepbrother that he is my bitch toy to us as i want and to not say a word. I blind folded my boyfriend and walked him into my room.

Forced sissy training

There I pulled his big black cock and grabbed my stepbrother’s head and pushed it down, making him suck his BBC. My boyfriend called him a good cock sucker and slut. Then i bent him over and told my boyfriend to fuck me. I guided his cock into my stepbrother’s asshole. I played with my cunt as my forced stepbrother was getting fucked and filled up by my BBC boyfriend and it made me so very horny.

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.


I have a pussy and you don’t

sissy phone sex

I have a secret weapon that makes these sissies cry. Look, I know the ultimate dream is to be like me. A cute young spinner who can get all the delicious cocks in the world. The problem with that is you are a natural-born male. Shocking how I tell you the truth. See, most the trainers will have you think you are a “real woman” the thing with that is that it is pretty misleading and a big fat lie! Yes, I am going to be mean. You wish you had a pussy. The sad part is even if you bought a fleshy pink cunt and had the modifications and surgeries, don’t be a ” woman,” let me tell you, and you’re not a woman. You will never have a natural-born pussy. You can never get pregnant by semen. It might hurt to hear the truth, but you will never be me. Once you realize the reality, which you know all too well already, you will face the fact that you are only a man in drag that will be used to pay up and add to my funds. You want  sissy phone sex huh? now this is the pinacle of sps.

Sissy Phone Sex

sissy phone sexI told my little slut to come here and suck this big black cock the way I trained her to. She put her big dick sucking lips to work right away like a good little femboy. I got her all dressed up in pink panties and bright red lipstick for tonight’s occasion. She was going to make me a shit ton of money with her tight ass body whether she wanted to or not. I yanked her up by her fucking hair and told her to be a good little sissy and lay on the bed. She started stroking her small cock so of course I punished the bitch. I went over and slapped the bitch in her face and pulled her legs open revealing that tight dirty asshole he wants. I told him to shove it in her as hard as he fucking could and then maybe she’ll learn her fucking lesson. He shoved his dick in so fucking hard she screamed so I had to sit on her face to shut her the fuck up. He fucked her so hard and fast that he came inside her tight dirty asshole and of course she thanked him for it after like a good little bitch would.

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!

Mistress K’s Sissy Maids

Sissy maid training


I like sissy maid training because it’s just fucking fun!  I get to dress up a bunch of femboy freaks and make them prettier than they’ve ever been in their entire lives and get paid to do it!  What do you do for a living, drive a big dumb truck across the country 8 million hours a week or push stacks of paper, ad nauseam, back and forth on a desk for a thankless company?  Fuck that!  You can keep your normie career and your, no doubt, mundane life.  My sissy maids keep my life really fucking interesting and my apartment clean as hell!

Every pussy coveting parlourmaid of mine has to adhere to Mistress K’s strict standards and they’re happy to do it.  They put on every hot little uniform and tight and tiny clitty clamps I tell them that they need and they’re better sissies for it.  They clean every nook and cranny I command them to with any size dildo jammed way up in their asses that I deem appropriate for the job with a big smile on their faces.  They always take every single schlong that I throw at them and even make sure they clean up every drop of cum that might get away from them when it explodes out of those dicks and shoots all over them.  My favorite is when they thank me for the opportunity to fuck a fat cock while they lick and slurp gelatinous globs of jizz off of the floor.

You might like your job and you might even have a maid.  But does Consuelo let you strip her down, abuse her naked body then doll her back up in a hot french maid uniform?  Does she stuff her holes full as she cleans your toilet with her mouth?  Does her little clitty go drip-drip-drip when you tell her you’re going to make sure her asshole is gaped out big and wide before her shift is through?  Does Consuelo pay you for the opportunity to clean your place while you degrade her?  No?  Sucks to be you, Bro.


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!

Sissy Panties Full of Cummies!

Sissy Panties

Your sissy panties are going to be soaked when I’m done with you! You are such a good sissy that Mistress is going to let you feel her superior pussy pressed up against your clitty! Only though the panties though as I don’t want you to get too spoiled. Giggles. As I grind back and forth making your itty bitty dickie will feel wet and sticky from my cunt juice you need to be worshiping me as the Goddess I am. I’ll even let you suck my toes while we scissor. pretty little slit so wet and sexy but no more for you! Get down and assume the position so I can spank your tush! The only sound I want to hear is the sound of you moaning and begging for BBC while I smack your rump! Right when When I think your man purse is ready for me to drop change in it, I’m going to go balls deep in you! Mistress is going to milk that prostate until your man pussy squirts! 

Breaking In New Pretty Little Sissy Bitch

I have a new pretty little sissy bitch since my perfect sissy has strayed and I wanted to show my new one how to be.

Sissy slave training

I bought the biggest two-sided dildo I could find. I bought some new sissy panties and bralette set with matching stockings. When my sissy walked in, she got naked right away I love watching her little clitty in between her legs excited to see me. I turned her around and spanked her ass and made her tell me who she belongs to. She got dressed in 6-inch heels and crawled to me. I spread my legs so my sissy slut could lick my cunt and get it wet for the strap on dildo I had for us. She did as she was asked and when I put it on, she was bent over spread open showing me that man pussy. As I pushed my strap-on deep in my new pretty little sissy the other side went deeper in my cunt. I started fucking her hard and deep making sure I used her so I can cum hard. I didn’t stop until I felt my body tense up, I started cumming hard. I pulled out of her now gappy man pussy and told her to stay that way until I was ready for more.  

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!