Tag: Best sissy trainer

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

Best Sissy Trainer Jackie

best sissy trainer

I don’t like to brag, but I’m the best sissy trainer a wannabe slut like you could ever ask for. But I’m not the kind of woman who is going to break you in nice and slow. Nope. I don’t have time for that. You’ve been saying for SO long that all you want to do is get dressed up and squat while you suck a fat cock. Well, you haven’t done it yet so you must not want to do it very badly. Either that, or you’re the biggest pussy alive and you need a woman like me to train you to suck and be fucked.

Like I said, my sissy training won’t be gentle, but it will definitely get the job done. You might get mad at me while the training is happening, but you’ll thank me once I’m done with you. You’ll have more cock that you know what to do with. That’s because you’ll be so good at sucking cock that you’ll have guys lined up waiting for your mouth to get them off. Oh, and your pussy, too. I’ll teach you how to take a fat cock in your ass soon, but first we’ll start with sucking cock. Call me now.

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.

 

The Sissies Ate My Ass

Mistress Phone Sex

 

As my sorry ass husband has been made a cuck who is not worthy of that beautiful juicy treat between my legs does not mean that I won’t let him have a little taste of my sweet ass. Of course, it wouldn’t be as much fun if I just made him eat my ass, so I invited over another sorry ass small cock sissy to join him as they watched this big beautiful man fuck me with his gigantic cock. I sat those two cucks at the end of my bed as they watched this thick big dick fuck my tight juicy pussy. I watched as they pulled their tiny dicks out and started rubbing them. I laughed at them and told them how cute their little things were. I actually think that made them more excited as they seemed to stroke harder. As that dick continued to pound me, he pulled out and rammed it in my tight ass and filled me up with his cum. I had the sissies clean him up and then I motioned them over, spread my ass cheeks and had them clean me out. After they were done, I let them continue eating my ass as I climbed back on that hard cock again and rode him.

He wanted Reverse Sissy Hypno Training


sissy hypno training

What happens when you are flooded with Subminimal Black cock during a hot porn?
He was in so much distress calling me for reverse sissy hypno training. This BBC whore knew I was going to fuck with his head and his cock. Those hot little whores he was watching had added so many black cock pictures flashing as he was stroking his cock. I almost felt bad that he was confused. When we started I tried to assure him that I could break his black cock thoughts. We didn’t want him to think about ebony veiny huge cocks when he was getting off anymore. Like shit, I didn’t! I told him I felt bad that he wanted me to reverse this BBC lust, because I was in love with getting fucked By big black dick. “Please stop, you’re driving me crazy Zoey!’ He was panicked. A Supposedly straight man getting his dick off to thinking about sucking BBC, this wasn’t what he wanted. Or was it!?
“Now lay back and close your eyes, your Goddess Zoey will fix you all up,” My face in a smile.
“Imagine my sweet young tight body laid naked beneath you, My tight pussy and perky tits are all yours, can you see and feel me?” He breathed that he could, and his cock was hard.
“Now imagine that there is black man with his 9 inches out right in front of us, which do you want more?” I giggled. He was definitely stroking his cock harder. I instantly pounced, deceiving how good it felt to have your throat gaped open to know that the black dick cum you swallowed, you earned.
“Please no Zoey, You’re supposed to fix me!” He was so close to cumming.
Baby I am fixing you, you need to suck a black dick and then you will feel better!
Don’t fuck with a BBC sissy Trainer!
We always know what you really want!

I had to make him an example

best sissy trainerI was at work yesterday when my new assistant came in two hours late and had the nerve to act like I was out of line for yelling at him about it. What the fuck did he think this is? He was lucky enough to get a job  working for me and he wants to act like a little whiny bitch? Fuck all that! If I let him get away with that once he will try and do it again and I won’t stand for that. I made him take off the suit and tie and put on a frilly little girl dress, complete with ruffled panties and a fucking bonnet and he had to work the rest of the day like that. Everyone was laughing at him and humiliating him and he tried to act like he was miserable but his cock was poking out the front of his pretty panties all day long. I wouldn’t let him touch it tho, this was a punishment not a reward! If he wants to cum he needs to be a good boy.

A New Toy For Brandie

Mistress Phone Sex

 

My sweet sissy Brandie was on her way over to worship Mistress Francis as she often does. I had heard she had been using her wand often and I just couldn’t wait to see her in action. I was surprising her with a new longer and thicker wall dildo. I always have the best time watching her as it fucks her little man pussy. This time I had also laid out her favorite wand so I could have double the fun watching her. Her little clitty is worthless and caged in what might possibly the smallest cage ever made but when it starts leaking, I just can’t help but laugh. I also had another special treat for Brandie. I had invited Stacy over to play with us. Stacy loves to keep Brandie in line and also loves to humiliate her. So, Brandie walked in and we told her we were all going to have a great time. I had Stacy help get her dressed. Brandie came out wearing crotchless panties, a pink teddy, pink lip gloss, a breast plate and some heels. She looked absolutely adorable as she stood in front of us. I walked her over to the back wall and showed her the new wall dildo we had for her. I swear her little clitty started leaking right then and there. Me and Stacy just laughed as we pointed toward the wall. Brandie couldn’t get there fast enough. We laughed and laughed at her as that dildo fucked her man pussy. When Stacy handed her the wand Brandie lost her shit and fucked that dildo harder than I have ever seen anything fuck before. It was absolutely the funniest thing I have seen in a long time.

Best sissy trainer ever!

best sissy trainerEveryone knows, to be the best sissy trainer, you have to teach your sissy sluts everything they need to know about draining big fat balls! My sluts are professional cum guzzlers and never waste a drop of sweet,sticky jizz! They don’t all start out as willing sluts. One of them tried to refuse a cock for me and I had to show them that Miss Remi doesn’t play! I forced that little whore to her knees and slapped her across her slutty face before I forced a fat throbbing cock into her mouth and made her suck it. Sometimes you have to show these sluts who’s in charge. I made her take that dick deep in her throat and hold it here as she gagged. I fucked her tight little he-pussy with my huge strap on, while she had that dick down her throat. I secretly love it when they resist their training because I can get more rough with them and force fuck their hole to teach them who is in charge.

My Sissy Cuckold Husband

mistress phone sex

Today was all about me. I had my sorry ass husband and sissy work together to please me. I first had them put on pretty pink panties and little knee highs and Mary Janes. They looked so pretty. They ran my bath water, brought me champagne and strawberries, washed my body and shaved my legs. They then dried me off and applied lotions and oils to prepare me for this beautiful creature that would be joining me tonight. As they made dinner, I picked out the perfect outfit. The bell rang and the sissies answered the door and brought him to the table. After we ate, they had filled the garden tub for us. Me and this handsome fellow undressed and got in the tub as the sissies brought us drinks. We then made our way back to my bedroom where my husband was waiting on the end of the bed. I snapped my fingers and he came over and started stroking my date’s cock until he was nice and hard. I then laid back and spread my legs. My husband knows that he is to lick me from ass to clit exactly two times to prepare me. He did an excellent job. I then nodded at my husband and he walked my date towards me and gently guided his big thick cock inside my juicy warm pussy. My husband then stood there and watched as this man fucked all of my holes, filling them with his warm thick cum that he knew he was going to clean up once we were done.

Such a little bitch

best sissy trainerI met the biggest little bitch the other day, he was the most feminine man I had ever seen and yet somehow he was in denial of his feminine side. He kept saying that he was a real man and he wanted to fuck me but what was he gonna fuck me with? The barely one inch long little clitty he kept calling a dick? Yeah, no thank you on that. I decided to show him what he really was so I forced him to dress up and I brought in a big black guy to show him what he really wanted. I showed sissy that big black cock and said now this is a real dick! What you have is nothing and little sissy bitch boy started to cry. I made him suck that big black cock until he came and you know what? It made him realize what he really was… a little sissy faggot!