Tag: Forced sissy training

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

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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

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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

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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

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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?

Sissy training a new slut!

sissy trainingMy sister is bringing her new boyfriend over to meet me this weekend. He thinks that he’s just coming over for dinner and to hang out around a bonfire. I can’t wait to see the look on his face when he realizes that we are sissy training mistresses and he is going to be our newest sissy slut! As soon as he gets here, he’s going upstairs to my dressing room where I transform my sluts. I’m going to dress him in the usual frilly, silky pink panties that I love so much. I’ll do his makeup like a cheap slut and even put him in some sexy, strappy heels. I love watching a brand new sissy prance around in sexy lingerie for the first time. This time though, I’m not going to give him lessons on sucking and teasing cocks. He’s going to get a lesson in having his tight, little he-pussy stretched and pumped full of thick cream from a fat, hard BBC. I’ll teach her how to tease him and get that cock throbbing for her. I want to hear that sissy slut beg for that huge fuck rod to pound her little hole! The first time is always a little awkward but my sister and I know who we’re going to train, from the moment we meet them. Our whores are sissy sluts from the beginning, we just force them to live the truth!

 

Want To Be My Little Pet Like Brandie?

Mistress Phone Sex

As you know I have a soft spot for my sweet sissy Brandie. I remember picking out her first tiny little cock cage. Her teeny little clitty being so small we struggled to find one small enough. I also loved hearing her fuck her man pussy with a big thick dildo for the first time too. She is an absolute joy and is now an absolute cum slut and cock whore. I love it. She was telling me one of her latest adventures and it is just too good to not share with you.
Luckily for Brandie she not only has me, but she has a lady that also uses Brandie for the little sissy that she is. So recently Brandie was cleaning this lady’s house while the lady was getting her pretty pussy fucked by a real man. They were on the living room floor right in front of Brandie. Brandie’s little clitty was leaking as she listened. When he finally filled the ladies’ pussy up with his warm yummy goodness, she had Brandie crawl over and lick her cum filled pussy clean. As Brandie was cleaning up her pussy and beautiful asshole, she felt it….
Without any warning the real man had shoved his massive beautiful cock deep inside of Brandie’s man pussy. As Brandie was being used like a slut and eating that beautiful pussy, she started to moan, and she couldn’t control it. She came multiple times while they were laughing at her and calling her a whore.
“One of my best nights” is how Brandie described it. My little cum loving sissy slut sure makes me proud.
And you too can be one of my little pets, just pick up that phone and give Mistress Francis a call.

Sissy loves a bbc

best sissy trainerSissy tries to say that he just likes being feminine and doesn’t want anything to do with any cocks, especially the big black ones. Well, if that’s really the truth then why is it that sissy’s lil clitty gets hard whenever he sees a big black cock? Well I decided to force the issue, I brought over a couple of big sexy black men and made sissy suck both those huge black cocks. He tried to cry and whine and say he didn’t want to but once I forced him to, he got down to sucking with enthusiasm. He gobbled those dicks like he was starving for them and when I told one of them to fuck his lil pussy he didn’t even try to protest. I had that sissy between two huge black dicks and he was the happiest little sissy faggot I have ever seen. You can’t lie to me sissy, I know what you want better than you do!