Tag: Sissy maid training

Sissy Maid Training Expert

sissy maid training

I’ve been thinking of starting up a business doing sissy maid training, but then I realized I don’t need to do that when I can train sissies over the phone. I’ve been doing it for a while, so I don’t see a need to change things when they’re already working. Have you thought about becoming a sissy maid? Just think of all the rich, horny old men you would get to work for and probably get fucked by. You know those old, conservative rich men are horny and will fuck anything that even resembles a pussy.  So I think it’s safe to say you’ll get your cunt reamed pretty hard.

If you do a really good job and do special sex tricks for him, he might even pay you a little extra. If you suck his cock and tongue his asshole the way his wife won’t, you’ll likely get a bonus. If you tell him it’s okay for him to invite over his poker buddies and let them use you during breaks in their game, I bet you will score big time. All you have to do is call me for some sissy training and you’ll have your pussy full in no time!

Sissy Maid Training My Own Brother

sissy maid trainingMy brother deserved sissy maid training after he refused to clean up after himself today. He left all his stinky workout gear all over the bathroom, his towel on the floor and he knocked my new make-up pallet on the floor. Now I might be younger than him but when I told him to pick his mess up he told me to make him! I have some girl strength and I told him I would,  and jumped on his back and pulled his hair. We struggled until we hit my bed and I managed to pin him down!

“Now we can do this the hard way or the easy way you choose,” I was grinning down at his shocked face. He said easy, which was the wrong answer! I leaned over and grabbed my make-up box and my tweezers, as he struggled I began working on his pretty boy face. I made sure to reach down and pinch dick dick under the towel around his waist; he would be mine now. I would have full control and he would be my new maid. I showed that beautiful doll like face to him in my Jeffree star mirror! There was a change in his face as he began softening and letting me wax him from head to toe.

I would have a sissy maid slave who did everything his sister wanted from now on. I even helped him into his first pair of sissy panties, soon he would be in sissy dresses and being taught exactly how I liked things to be!  Sometimes just seeing how pretty you are in the mirror for me and yourself is enough to transform you.

Princess Zoey, Your Phone Dominatrix

Phone dominatrix Princess Zoey is thrilled to be your bratty sissy owner! But that doesn’t stop me from being a phone dominatrix when you really need some one on one time with me. My clit gets hard and big , just like your clitty, when you have to spank yourself for me. Your Mistress had you call me because she knows you need to be in complete submission even when she isn’t looking over your shoulder. That email I got today? She said she caught you wearing her lingerie and stroking your clitty through it! You didn’t even have a panty liner on to keep it clean from your boi juices.  Oh, you are so naughty! Then you are going around acting like a spoiled brat because she took away your boy clothes and is going to make you go out in public in your sissy dress. Yes, Mistresses often rely on  PRINCESS online sissy training to keep bad boi sissy sluts in line. I own my daddy and I know just what to do to get you in line! I know you are locked up tight sitting in a hard back chair rubbing your caged clitty all over the back as we have our session. Most sissy slaves are honest to a fault. I make you stop and go get the fly swatter. Twenty smacks to your cliity cage! I demand you to stop sniffling and bend over the chair and give yourself twenty more fly swatter smacks on each sissy boi ass cheek. I love hearing you disciplined at my command! Then I tell you that I want a gift card code or else I will email your personal mistress and you will be punished so much more. Either way my cunt will be satisfied, your pain or something new and shiny for me! online sissy training

Frocked and locked

forced sissy training

Directly disobeying me will result in forced sissy training every single time! When I told Sissy Sam to go to work wearing panties under his suit everyday I meant it! Random inspections will be done, not that I told him first. But I needed to see, and when I got to his office he sputtered and tried to be angry. But I would not expose him if he let me see his undergarments for the day. Just as I suspected, cotton men’s briefs.  That required an allowance increase for me! Shame sissy shame, Pay piggy! I pulled a jeweled butt plug out and told him to bend over and gave very little lube and pushed it inside his little ass. It was tight and now he had to wear it all day! I bet his employees thought he was constipated. I giggled as he came over for a session. I had promised that he just might let him fondle my perky breast and play with my pussy. But instead there was a billowy pink sissy uniform and a brand spanking new cock cage. I had a list of chores for sexy sissy Sam once he was dressed. So pretty in his new cage and butt plug don’t you think? First we painted my toenails and gave me a leg rub, on his knees of course! And next we watched some sissy porn so I could watch that cage get tighter on his clitty. Oh how it swelled and leaked! But I still had some sissy maid chores, like scrubbing the floor with that ass in the air, so he could get used to exposing that tight sissy ass! My sissy would obey me, and at the same time learn the basic steps to become fucked and go through forced feminization until he metamorphosed into a full flagged sissy whore! 

forced feminization

Sissy Maid Training For Cock Cravers

Sissy Maid Training

I’m Diana, a Sissy mommy and Mistress. Sissy maid training sessions are great for those closet cock craving, panty wearing girly boys. I think you could use some fun in your dress-up time and be made to do naughty things for the love of cock. I have a sissy son of my own and we can all play together even. If you are a good cock lover I will let you suck my boyfriends big black cock. Oh! That made your clitstick twitch didn’t it? The thought of your mommy feeding her boyfriends BBC into your mouth and having you suck it off. It was just in mommy’s vagina. You like the taste of mommy’s cunt juices on that cock don’t you? You got so excited watching mommy bent over in the laundry room as I was getting all my sexy panties and bras from the drier. You knew there was cum dripping between my legs and soiling the sexy panties I was wearing. You were so good to put on a pair of panties and lay down on mommy’s bed and wait for her. I always love the way my Sissy cleans my messy creampied cunt up. You deserve a big cock of your own to suck baby girl.

 

Sissy girl training with Miss Remi!

sissy girl training

Come on ladies!  Sissy girl training starts right now! I hope you’re ready for Miss Remi to turn you into the princess cum slut that we all know you are! It’s what I’m best at, after all. I might be young but I’ve been training little sluts like you for a long time! My mama taught me to be the best trainer there is so that I could turn out the hottest he-whores ever and make good money off of those tight whore holes! Don’t try to resist because that only makes me more eager to put you on the street, selling your slutty little pussy! Everyone knows my sissy whores when they see them! Miss Remi makes all of her sissies wear the hottest and sluttiest outfits. I need you to impress all of these hard cocks I’m going to bring to fuck you. My sissy sluts know how to gag on a cock and give the sloppiest and nastiest blowjobs ever! What my sluts are really known for though, is their perfect tight sissy cunnies and how well they can take a huge hard bull cock! I let my sluts get pounded in their hot little pussy holes and make them take so many loads of cum! Once you start sissy whore training with Miss Remi, you’re going to become the ultimate cum dumpster sissy slut!

 

 

Sissy Girl Training For A Sissy Whore

sissy girl Training

My sissy Nadia has made the transition to a complete cock whore.  She obeys my every command during our sissy girl training. Sending me pictures of her in her complete getup. Looking fly for a white girl I might add.  I know she is dependent on our talks because she can’t even get her clitty to squirt without me knowing how much she loves the black cock. I know she cums on those black cocks, but her submission is cute. She says she needs to tell me the dirty slut things she does to get a black man to fuck her and knowing I know makes it that much easier for Nadia to squirt when she is being pounded! She comes to me for advice on close and cock sucking. Even though I know she is a pro at what she does. I think it is part humiliation and knowing that I have a sissy boyfriend and daddy that help her with her sissy chores and sissy maid training in real life! I wish all sissy sluts were like my Nadia Truth be told. BBC loving whores always have to stick together!

Giving Daddy Sissy Maid Training

sissy maid training

Daddy Jim gets a special kind of sissy aid training from me. See he has to do as I say and put on his cute little maid outfit and hold his pee until I say he can. I make him wash the dishes with the water running full blast as he does his little pee-pee dance. Then I make him Piss on the clean dishes so he can wash them all over again! I am so mean right. Well I do take it easy on his little two-inch clitty and give him a big monster BBC to suck on like a lolly. He loves that shit; he will suck and gag until he has to pee again. I put him in his pretty little cock cage and make him piss with it on this time. I poke at his balls and little tiny dick until he can give me a little cum shot and then it is back to work for that sissy cum dump! All the while I am being fucked wherever he is cleaning by the big black bull cock! Bet you were wishing you were Daddy Jim now!

Watch As Another Man Fucks Your Wife

Mistress Phone SexSissy PantiesMy Husband has been working from home lately and as he sat at his desk in our room I told him I would be having a friend over for a play date and that he would need to strip down to his boxers and wait further instruction from me. He did what he was told and patiently waited for my friend to arrive. When he got there, I brought him into the bedroom and undressed him in front of my husband, making sure he saw the massive cock between his legs. I told my husband to watch as this man pleased me in all the ways that his tiny cock was incapable of. I started rubbing on that big cock as I kept constant eye contact with my husband. I then started blowing that big beast, taking it deep in my throat. My husband looked on and I could see his tiny cock start to get bigger. I told him to pull that tiny thing out and start rubbing it as he watched a real man pleasure his wife. I then laid back and brought that man’s head between my legs guiding him to my juicy wet pussy. He licked my wet cunt and fingered my pussy hole as I moaned and looked on at my husband. I told my husband to stop stroking now and watch. I got on all fours facing him and had that man put his cock in me from behind and start fucking me. My husband watched as that dick went in and out of my pussy and my tits bounced up and down. His little dick was now leaking but I was not going to let him touch it just yet. After squirting all over that big dick I had him sit on the edge of the bed and I sat on top of him with my back to his chest. I had him grab my breasts and squeeze my nipples as I bounced up and down on that massive cock. I knew he was going to shoot his load soon so I finally told my husband that he could start stroking that baby cock again. As that big cock unloaded inside me my husband’s little thing started leaking everywhere. I laughed at him as it ran down his hands. After my friend left, I had my husband come and lick all of that yummy cum from my pussy. When he was done, I put that cock cage back on him and sent him to bed.

Mistress approves of your cock sucking ways

sissy phone sex

That’s Right Smear that cock all over your face, gag on it like a good little bitch. I made you all pretty in makeup and whore red lipstick. I wanna see that mascara run and that red whore lipstick smear all over that pretty little sissy face of yours! Look at that all that spit dripping from that cock to your lips! Oh, look how hard that little clitty of yours gets when its smacked across your eager little face of yours! I’ll help you little slut, let me come behind you and push that little mouth around that fat cock, oh you fucking love it look at that need in your eyes! I love watching you gagging on that cock like the little pathetic cock sissy whore you are!