Tag: Sissy training

Sissy Training for Every Kind of Sissy

sissy trainingDo you need sissy training? It is okay to admit that you do. It takes a village to make a sissy. Many of my phone sissies have a real-life dominant woman in their lives as well, or did in the past, as well as a phone mistress. But for many, I am their only lifeline. There are all kinds of sissies in the world. There are 24 /7 sissies, but they are rare. Most men cannot live the sissy life around the clock because of wives and work. Most of the 24/7 sissies are rich, single and retired. Then there are the high sissies. Those are sissies who only get in touch with their feminine side when high on coke or meth or even drunk. Those are fun sissies. They can talk for hours and they will do anything you tell them, even the most humiliating tasks. There are the closeted sissies and they are the most common. No one knows their naughty secret, but a phone dominatrix like me. They make calls when wives are asleep or out of town, or sometimes from work. For them, they usually have sissy supplies hidden somewhere safe. They may have a variety of sex toys and women’s clothing they bought or borrowed, but no one knows about their sissy desires. Then there are the sissies only on the phone. These men want to be sissies, but they cannot because of a spouse or a job. They are too afraid to tell anyone or even have any supplies hidden at home. They only fantasize about being a sissy on sissy phone sex calls. I love all sissies. Part-time sissies, closeted sissies, high sissies and the sissies only in their minds. Every kind of sissy needs and deserves a sissy trainer who will work with their unique situation.

He was caught and he knew it

best phone sexI had my nephew over this past week while my sister was out of town and it turns out that my dear little nephew is a sissy boy. I caught him using my makeup, he had on a full face of it too and my makeup is expensive! I was so mad that I literally saw red and I decided right then that is he wanted to be a little sissy boy, I would make him into a real sissy. I made him strip naked and put on a skimpy little bikini and join me out in the pool where several of my friends were waiting. He tried to pull away when he saw them but I insisted he come with me and when they pulled out their cocks, I made him get down on his knees and suck them all. Then I relaxed in the pool while they took turns breaking in his lil boycunt. I’ll tell you one thing for sure, he won’t ever touch my makeup again after that!

Bad bad sissy

Domination phone sex

One of my slaves has been so naughty. Mistress Marissa needs to teach him a lesson.  I wonder what in my array of play toys would be the best. I ran my fingers over the toys on my wall. So many wonderful paddles and floggers.  The Smell of the leather excited my senses.  I grabbed some of my Hemp rope, a few paddles, and a long blade.  My bad boy slave was already there, standing with his arms behind his back. I grabbed the rope and bound his wrist.  He has his collar on and his leash was dangling.  I pulled my arm back wooded paddle in hand and brought it down against his bare bottom with a loud smack. Once, twice and so much I lost count! Once he begged me well enough I cut him free. He will learn to be a good boy eventually.

 

You Are A Cock Whore Sissy

Sissy Panties

Come here you little sissy boy. I have laid out some pretty pink satin panties for you to put on. There you go, look how pretty you look in them. Look at how you cannot even see your tiny cock through them. You cannot see your little balls either. I think these were made just for you. Turn all around and let me see how you look. I like how you have shaved your legs and waxed between your legs. You are preparing yourself aren’t you my little cock whore? You cannot wait to take those panties off and please a man with a big thick cock. I think I see a little spot on your panties. Are you getting wet just thinking about it? Now come here my sissy and help me get this big dick hard so I can slide it into my juicy wet pussy and ride that big thing while you sit and watch.

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.

Sissy punished

best sissy trainer

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.

Pegging you

best sissy trainerI

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

sissy panties

 

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.

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.