Category: Sissy training

I Must Punish You

Mistress Phone SexI hear you have been a bad little sissy. Playing with your little clitty without permission? And riding your big fat dildo with your man pussy? I am so disappointed in you. We have talked about this and I have given you a few chances, but you continue to disobey. Now you know what happens don’t you. You must be punished. So, put on your sissy panties and grab your paddle. I want you to rub that little clitty until that small thing is as big as it can get. Now you take that paddle and swat it. Like that. I know it hurts but you cannot play with things that don’t belong to you. You know that clitty is mine. Now swat it again. Harder. And Again. Are those tears running down your face? Now swat it five more times and hard. Ouch that looks like it hurts. Incredibly good. You can stop now. Let me see it. Oh, look how red and swollen it is. Now since you like it so much you keep rubbing it, don’t stop until I tell you. Are you still crying? Look at that pre-cum leaking out onto your raw clitty. Bet that stings don’t it? Now you keep stroking that clitty until you have cum twice. I will know if you lie. Then pull up those sissy panties and rub your warm goo all over that raw clitty of yours and sit in those panties the rest of the day. Maybe next time you think about playing with yourself you will remember this. Next time I will do the swatting.

He Loved Being a BBC Slut

This sexy fiend of mine came to me wanting to watch me take cock. He didn’t want to watch me take just any cock either. He wanted to see a nice juicy big black cock penetrate my trashy Milf pussy. He knew I was a BBC sissy trainer but wouldn’t let that known to me. He was shy about it at first. I let him watch me as long as he wore my panties while doing so. I made him come close and get a good view of that black snake sliding it’s whole 10 inches inside of my wet mommy pussy. He was rubbing his little peepee and creaming those panties with his little nub almost instantly. Just a few thrusts of that BBC in my cunt and it glistening with my pussy juices was driving him mad. He eagerly took it into his mouth when told. I commanded that he pull it from my cunt and start sucking it. He is now a total sissy slut to BBC.

BBC Sissy Trainer

Sissy punished

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I love how that cock cage looks on you! Your such a good girl wearing that tight cage. Denying yourself, the ache pulls on you to play with that little clitty of yours. Come now be a good little sissy bitch and beg! Beg Mistress Marissa to take her keys and free that clitty of yours so you can rub it and get it all excited. Your begging is pathetic, I know your capable of so much more. The only thing you will be feeling tonight is my heel on your face and the sting of my paddle. So be a good little bitch for me and lay down face sideways ass up. Your going to kiss my feet and beg me to beat you. Let me hear you say it. Repeat after me sissy bitch. “Mistress Marissa please beat my sissy ass” there are go the next thing your gonna do for me is count of the hits. Are you ready, yes okay let’s go.

I made him my bitch

best sissy trainerI took a strong, successful man and made him my bitch. I broke him like a horse, slowly, carefully until he was completely incapable of doing anything without asking me for permission first. We met on a blind date and while he was handsome and clearly wealthy, there was just something about him that was off. He had a weakness in him that I could sense so I went about exploiting that weakness right away. That first night I had him on his knees begging me to fuck him with my giant strap on cock even though he had never attempted anything like that before. By the following week I had him dressed in women’s clothing sucking my lover’s cocks like a faggot. And just yesterday he went on his first out call appointment as a whore. I took that strong man and made him my bitch and that just proves that I can break anyone.

My Panties are Your Sissy Panties

sissy pantiesI sold a pair of my panties to a caller and now they are her sissy panties. She called me late last night after her clueless wife fell asleep and pranced around in them. She bought a pair of my pink silky panties. She sent me pictures and I laughed so hard. She is a big hairy boy and she was crammed into my pink panties like a sardine. Now do not misunderstand me. Her dick was NOT filling up my panties. She has the tiniest click stick. Her clitty would not fill up a pair of Barbie’s panties. She had a big old belly and a round rump making my panties look like dental floss.  She needed sissy phone humiliation and she got it. For a pathetic sissy like her, however, humiliation is not punishment. I knew what was, however. I made her shave her hairy chest. How can you be a sissy covered in hair? She is married and has long fought me over shaving her unseemly body hair because her wife would ask questions. I had pictures of her in my panties. I had her home number. I had her wife’s name and I had her address. I threatened to tell her wife what a naughty sissy she has been to get her in line, and I had pictures to prove it. Just the threat of blackmail made her get out the razor and take off that nasty hair. I could not trust my sissy, so I made her send me after photos. I almost pissed when I realized she really did shave her hairy body. She looked so much better in my panties then, but she still needs a makeover. When I am your sissy trainer, you listen to me. You give me information you do not realize I am saving for the first moment you step out of line. I am the best sissy trainer because I know how to handle disobedient sissies.

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Humiliation and Sissy Slave Training From Zoey

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I really thought he might have had a little man meat being as he was a mixed man. I gave him a shot but soon would be adding him to my sissy slave training Harem! Maybe I had smoked on too many bowls and missed the small dick signs. This quarantine has really impacted my BBC fucking. Daddy took us out to the holiday house, and I have been doing everything to make him my sissy bitch like he needs to be. When I got my hands-on Hector the guy who keeps the house up while we were away I thought I would be getting good dick. As soon as I laid back and he pulled this fucking pathetic excuse for even a clitty out I told him to step the fuck back, my fingers can fuck my self better. Something in me snapped and I pushed him to his knees and smacked his face. Don’t ever disrespect this young bitch! I needed to be fucked in the worse way, but my 9-inch purple strap would be good to dick down my newest slave. I made sure to gap his ass and make him call some of his buddies from the country, I would be getting good dick as I fucked another sissy. Oh, and I made sure daddy knew that I had a new bitch boy. He was so jealous!

Pegging you

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Tonight I am going to fuck you with this strap on cock.  It’s fat thick and hard ready for you.  I want to see you on your knees sucking my cock. I wanna watch you gag and plead for me to stop fucking that sissy little whore face of yours. I am gonna take this fat cock and ram it in your little virgin asshole.  I wanna spit on that brown eye and tease your needy hole and push that thick cock head in your boy pussy.  I’m gonna wrap my hand around your cock and stroke it while i pound your fucking asshole. I love hearing you cry out in pleasure and pain.  it makes my little slutty cunt dripping wet. i just can’t wait to fuck you and have you begging for more!

 

Sissy Panties Are a Must For Sucking Cock

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So this will be your very first time actually sucking a cock, won’t it, Sissy? I hope you’ve been preparing yourself just as I asked. You need to keep practicing on that big dildo of yours until the day comes. Consider them dress rehearsals as well because you need to dress and act the part of a real cock sucking sissy. I want you to go out tonight and buy yourself 3 new pairs of sexy panties and then show them to me once you put them on. It is important for you to keep nurturing this part of you as the panty wearing cock sucker that you are. I bet you’re extremely excited to finally get a taste of a real cock. Nothing beats it, I’m telling you now and I very much look forward to hearing about what it felt like for you to guzzle down that big load of warm cum too. You’ll be sucking cock like a pro in no time. Now get in the car and go buy yourself some hot panties for the occasion. I’ll be waiting on my pics.

Mistress Francis Is Not Pleased

Mistress Phone Sex

I hear you have been a naughty little girl. Playing with your little clitty and taking a big fat dildo in your man pussy? And all of this without asking permission? Oh, my sweet little sissy you know you are going to be punished for that. So, come here. Put on your pink sissy panties, ruffled socks and Mary Janes and meet me at the foot of my bed. Now stand up and bend over the bed while I pull your sissy panties down so I can see your shiny pink ass. I pull out the paddle and start spanking your ass. Really hard, making you say thank you after every strike. Your ass is a nice shade of pink and you appear to be blubbering. That hurts don’t it? Now before you stand up, I am going to put this big butt plug in your tight little ass. You are not to remove it until I give your permission. It also has a vibrating setting that I will be turning on periodically. I know you will like that, but don’t you touch your little clitty. Hmmm I do not think I can trust you with that so here, turn around and let me put that tiny thing in a cock cage. Now you can pull up your panties. I think I am going to have some fun with you sissy.

You want the best sissy trainer don’t you?

best sissy trainer“You want the best sissy trainer don’t you sissy?” I asked my latest little sissy whore and she just shyly shook her head yes while looking down at the floor. “Well if you want the best, you have to be prepared to work hard, now don’t you?” Sissy had nothing to say to that, she was far too embarrassed about how she reacted to having to suck her first dick. She was so rude to the poor man that was actually paying to get his dick sucked and I felt so bad for him that I almost did it myself! You all know that I don’t ever stoop to paid work like that I just collect money from the whores that do but this little whore was making me look bad. She refused to suck his cock until I got so mad that I threatened to drop her as a sissy. I told her that if she didn’t suck this poor man’s cock and give him his money’s worth that I would never see her again. She didn’t want that so finally, she sucked his dick. Once she started she was into it just like I knew she would be, she even swallowed all his cum too like a good girl.