Tag: Forced sissy training

Sissy the liar

sissy maid training

I went to a sissy auction the other day and bought a few to help in the household. I have been in need for a good maid and I bought one that said she was already trained. I discovered her lie after I allowed her to clean my office. She was wearing way too many clothes, she couldn’t dust at all and she looked at the vacuum like it was going to bite her. I pulled her over my knee and beat her ass black and blue for lying. The next morning when she got up there was a maid uniform and some pretty panties waiting. She came in the office and was embarrassed and holding her hands in front of her tiny clitty and balls. I had her come over to me behind my desk where I had her new cock cage waiting.  I played with that small cock for a minute until she got hard and I then snapped her in. She whined about being turned on and that I should help her. She got another round of spanking for that one. I then took her by the hand and showed her how to dust, wipe clean and then how to use the vacuum. I watched for a bit as her pretty ass swayed in front of me as she vacuumed and decided that I wanted some fun. I grabbed one of the dildos that I keep in my desk for this type of occasion and went over and turned off the vacuum. She turned to face me and I told her that I was going to have some fun now with her body. She saw the dildo and her eyes widened in terror. I told her to bend over and grab her ankles because this was going into her ass for the rest of the time that she was cleaning. She had tears dripping from her eyes as I lubed that dildo up and placed it in her ass. I told her that if she dropped it that she would be cleaning the floors with her tongue.  

Sissy slave training the new slut

 

sissy slave trainingI invited my new play-thing to Thanksgiving with my family. He knows that I have an unusual family but what he doesn’t know is that I come from a very long line of sissy slave training mistresses! I’ve been wanting to bring him home and transform him into my very own cock worshiping, sissy slut, since the day I met him! My mom finally agreed to help me turn him into one. My mom and sisters are ready and waiting, with his new wardrobe of slutty skirts and tiny tops. Plenty of lacey and silky panties to choose from! As soon as we have him dressed like a proper slut, he’s going to learn the art of throating a fat, hard cock and choking down gobs of cum! We may have to spend a few extra days in training, depending on how quickly he perfects his cock sucking skills. Next, comes breaking in that beautiful he-pussy. I’m saving his sweet sissy hole for a special cock… or the one that pays me the most for it!

I Do Sissy Phone Sex

sissy phone sexI love small cock humiliation mixed with sissy phone sex. Sometimes, sissies need a good dose of humiliation. I know not all sissies have small dicks but let us be real for a second. Most do. This morning Drew called me with his little shrimp dick wanting to fuck mommy. Look at me? I am a sexy mommy. Do I look like I would be okay with a 2-inch dick? Nope. No. Nadda. Never gonna happen. I am a strong sexy and confident woman. I do not settle for small cock. And guess what? Neither does mommy. I think shrimp dick losers think that mommy will love them no matter what. That is true. But love and fucking are two different things. I love my sons, but they have sissy clits. I do not fuck my boys. I raise them as sissies. Feminize them too. They are part of me, so I feel responsible. I will not let them subject sexy girls to their clit sticks either. Drew whined like a little baby. He thought because he was paying me, I had to suck his little dick. I laughed so hard. It does not work like that, losers. You are on a sissy phone chat site. Do not try to fuck me. I am being paid to train sissies. Call it an annoyance tax if you want, but if I do a fuck call, you better have a 10-inch dick and sound like a man. Drew sounded like a sissy or some cock sucking faggot. This is the Sissy Slut Hut. If you do not know what a sissy is, Google and go elsewhere. I am not on a general phone sex site for a reason. I do not want to give blow jobs and take cock in the ass on the phone. I have studs in my life for that. What I do want to do, however, is laugh, deny, humiliate, shame and peg losers like you and Drew. It is self-love for me. So if you dial my number, I am going to assume you are a sissy, a tiny dick loser, a cuckold or a cock sucking fag.

 

The Sissy Games

Mistress Phone Sex

My darling sissy boys have been cooped up in the castle for days now due to inclimate weather. Well, I wanted to humiliate them a bit, just for my own enjoyment. I called up my closest confidants; countesses and dutchesses from across the meadows. We brought in the tailors, and what ensued was three days of extreme sissification.
We played dress up with my little femboy bitches; every one of us ladies got a pet. We had a fashion competition with them! The winner would get to cum by the hand of their Mistress. Whoever came in last would be given a public humiliation in court. The entire Kingdom would attend.
That is my favorite part, to be honest; watching my sissy girl scream and beg and cry as she is tickled and edged mercilessly, only to be locked back in her little clit cage for an entire year. My Ladies always enjoy it too; my other sissies lick and stroke our perfect royal cunts while we watch, and we play a game with them too. The concept is the same; whoever makes their Mistress cum first also gets to cum. Whoever doesn’t make their Mistress cum on their sissy face gets the same treatment, until we’re out of sissy girls to torture. I still need a fembitch to be my pet and make me cum. Want to play?

Humiliation Phone Sex

Why should I hold your hand?

best sissy trainerWhy should I hold your hand and lead you thru every single little step of sucking a man’s cock sissy? It’s not like this was the first time you ever sucked a dick, I know you have done it a million times. I have seen you do it myself many times so why are you acting like a little shrinking violet now? Do you think it’s cute to act like a little virgin? All it does is annoy the fuck out of me so now I will have to punish you instead. That’s right, bend over you little brat here comes my biggest strap on cock for your little faggot ass. I’m going to fuck that little asshole of yours until it is gaped wide open and you are begging for mercy. And when I am finished I will make sure to have at least a dozen men here for you to suck off whether you want to or not.

Kayla’s Big Adventures

mistress phone sex

Let me tell you about Kayla. She is new to the game and I can hear the excitement in her voice as I train her. We recently went on a little shopping trip and she picked out all kinds of adorable girly clothing. Some pretty lace panties and sexy dresses. She even got a bright pink butt plug. Then she went home and tried everything on and like a good sissy sent me pictures of her wearing them. The way her man pussy takes that butt plug is amazing. So deep and she was so proud. And the picture of her in black lace panties made her little clitty look adorable. Then we talk and she fucks herself with her dildos. I love listening to her moan as she makes little cummies. The thought of a warm thick big cock in her throat and in her man pussy excites her so much I suspect she is going to be a cum slut and a cock whore. I love when she calls and tells me how she is wearing panties and a bra and her butt plug under her work clothes. It is so hot. I can’t wait to see what we have in store for her next.

Best Sissy Trainer Phone Sex

best sissy trainer

If you’re looking for the best sissy trainer around, you’re in luck. I know you haven’t quite been able to get things taken care of on your own, but that’s okay. Sometimes when we’re delving into something we don’t have experience in, we need someone to guide us. That’s what I’m here for. I’m the only sissy training Mistress you’ll ever need. I’m very good at what I do, but I am also stern. You have to do what I tell you to do or this situation won’t work out for us. Trust me, you’re going to want to listen to me – you’ll be the best sissy around.

Not only are you going to look the part, but when I’m done with you, you’ll be acting the part, too. You gotta dress like a woman, speak like a woman, and most importantly, fuck like a woman. I know that you long for popping a squat in front of a big fat cock and taking it into your mouth. Do you want him to shoot his load in your mouth or do you want to be sprayed with it? I can’t wait to teach you all the ways of womanhood. Call me so we can get your sissy training started.

Sissy was my little bitch

best sissy trainerSissy was my bitch last night, well honestly she’s a little bitch every day but yesterday in particular I had her working hard. Once of my friends was having trouble with a couple of his employees, they were slacking off and being dicks so he thought he would punish them by making them fuck a little sissy slut. Make it a blow to their egos to have to fuck a lil faggot like that. Well, they were all pissed off about it and even tho sissy was dressed in her best they were calling her all kinds of names and I knew they would be fucking her roughly as punishment. That was perfect for me because this little sissy bitch is a whiner and a complainer so she needed a good rage fuck to make her learn her place. They used her for hours, fucking her lil pussy and her mouth until their boss was finally satisfied that they learned a lesson. My sissy learned one too for sure, I bet she won’t be sitting comfortably for at least a week!

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!

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?