Category: Online sissy training

Sissy phone sex

sissy phone sexWild and hot sissy phone sex is my favorite thing to do, when I’m not training my sissy sluts. I’ve been a sissy trainer as long as I can remember. I love to force my sissy sluts into frilly little dresses and lace trimmed panties. I  make them play with their hard clitties for me until they make a big wet spot on those little panties. I give them lessons in dressing and acting like  little sissy whores. I even give my sluts lessons on how to suck a thick cock and drain a man’s balls. Of course they don’t come to me as little sissies. I have to turn them into the perfect little slutty sissy fuck puppets! Once I have trained them on being the perfect fuck toy, I can take them out and sell those slutty holes. I love showing off how dirty my sissy whores are willing to get! Guys know that I train only the very best. That’s why they line up and wait just to get a chance with one of my sluts! 

Sissy Girl Training With Mistress Jackie

sissy girl training

I see you’ve reported for duty for sissy girl training. I know you’ve wanted to for a long time but were just scared. You’re in the best hands with me because I love turning men into sissy sluts. We will go as slowly or as quickly as you want to, as long as we’re making forward progress. You can’t call me and keep putting off your feminization. Just trust me when I say that, although it’s scary, you’re going to be so happy with your sissy transformation. You have to let go of the control and let me help you with what you desire most in the world.
My favorite party of sissy training is getting the look down. You have to be willing to do the hard work – waxing, shaving, growing your hair, etc. You have to learn makeup, lashes, wigs. And I know you probably already have pretty panties and lingerie, don’t you? Can you walk in a pair of 4-inch heels? Men love women in heels and the same goes for sissy sluts like you. I’m gonna be here every step of the way for you. All you have to do is get on the phone and give me a call. I’ll be waiting for you.

BBC Sissy Trainer for You

bbc sissy trainerI love being a BBC sissy trainer. I love big black cocks and I love helping sissies know how to handle them. I acquired a new sissy over the weekend. He has long fantasized about being a cuckold, but his wife just would not cheat on him. I have no clue why. I mean that is like having your cake and eating it too. What woman would not want to stay married to a man financially taking care of her and have lovers whenever she wanted? You know damn well, men would jump at that chance. My new sissy is the soon to be ex-husband of a friend of mine. I had no idea he wanted to be a cuckold. I told him he should have confided in me long ago. Before the divorce was finalized, I would have helped my friend because that is what friends do. I want all my girlfriends to have big cocks in their cunts. If I could not help my girlfriend, I could help her ex-husband. I called over a few black men I know that will come over at the drop of a dime. They were knocking on my door before I had my BBC sissy dressed properly. Most of my sissies get online sissy training, but this sissy, I know. She lucked out because she was going to be a cuckold and black cock faggot sissy in one night. I made her fluff my black studs first. If she wanted to be cuckold, she had to fluff and guide those dicks inside me. She also had to clean up my messy pussy afterwards. And of course, cleaning those big black cocks up after my pussy juice coated them is part of being a cuckold. This is also part of being a black cock faggot. Cuckolds often become sissies. Once you suck a black cock you want more. Trust me, I know. I think my friend’s ex-husband is a natural black cock faggot. She is just lucky she knows me because I have lots of black cocks for her to hone her skills on.

Giving Daddy Sissy Maid Training

sissy maid training

Daddy Jim gets a special kind of sissy aid training from me. See he has to do as I say and put on his cute little maid outfit and hold his pee until I say he can. I make him wash the dishes with the water running full blast as he does his little pee-pee dance. Then I make him Piss on the clean dishes so he can wash them all over again! I am so mean right. Well I do take it easy on his little two-inch clitty and give him a big monster BBC to suck on like a lolly. He loves that shit; he will suck and gag until he has to pee again. I put him in his pretty little cock cage and make him piss with it on this time. I poke at his balls and little tiny dick until he can give me a little cum shot and then it is back to work for that sissy cum dump! All the while I am being fucked wherever he is cleaning by the big black bull cock! Bet you were wishing you were Daddy Jim now!

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.

Hot Sissy Phone Chat Tease

sissy phone chat

My daddy walks in as I am doing a live video with My boyfriend. I am doing a sissy phone chat with him. I am showing him what he could have and then teasing my boyfriend because he loves to watch me fucked by the Black boys on the basketball team. I am pulling my shorts down and telling him how good those cocks make my teen pussy feel. Daddy is hard, I can’t tell by his boxers, I can tell because he is breathing hard. Now I have a two for one special. I let my boyfriend know daddy is watching us. I tell him to pull out his clitty and rub it for me. Both of my sissy whores do. They can’t see each other but I can. I moan as I slip my hand into my panties and realize this is a perfect time for dual sissy Hypno training. “Just close your eyes and think about the biggest black cock you have ever seen, “ My breath hitches and I am using my masturbation and moans to let the know that they can release those inner desires. You want to suck that cock to fluff it for princess Zoey. You need to gag on it and get it hard to fuck my tight wet willing honey hole. Stroke your clitty and release all your Black cock desires for me. I orgasm as I hear both spurt those tiny loads. I usher daddy out and turn off my video call. My work is just beginning because I have more BBC lover sissy sluts to train tonight!

Fantasy At Its Finest

best sissy trainerYou have been wanting to reveal your deepest and darkest fantasies of sex. I’m the perfect confidant and accomplice. You tell me that you have always wanted to have a sexy woman like me watch you getting fucked by men with huge black cocks. But you would want me to get some lubricant and make your ass hope a bit more loose with a strap on so that you can take their huge cocks more easily. I’m hereto assist you. After making you moan with the strap on. I tell you to suck and gags on the big black cocks. Can you keep up with the harsh training I’m putting on you.I need you to suck all 3 of the men’s cocks. It gives me great satisfaction to watch a sissy getting his first training. You will feel so good getting fucked in your ass with the BBC assitants.

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.

sissy phone

Not For The Faint Hearted Sissy

best sissy trainer

 I am very intense with my style of sissy training. I want to push your limits. I expect you to put on a French maid outfit. You will get down on your hands and knees and scrub the floors until the boys arrive. When they come in you will be introduced as the submissive maid slut. The three men with the big cocks will take turns shoving their cocks down your throat. The are huge dicks. No smaller than 9 inches each. I will get the strap on and tell them your going to need your holes loosened up a bit so they can pound you good. Keep in mind all three will be fucking you in your ass tonight. What more could a sissy ask for. All the attention is on you and your the star of the show. But it will be intense having them run a train on you. Your hole will be good and sore when their done fucking your boy pussy.

Quick CBT torment for Sissy

Domination phone sex

I see your cock twitching. You fucking love it when I put you in the leather straps don’t you? I have my crop all ready for you. You begged and pleaded to have Mistress Marissa hurt you.  I caress your face with the smooth crop dragging it down your cheeks on each side. .Letting you smell how the leather smells and how it feels dragging slowly across your skin. I tuck a finger under your chin and jerk your gaze up. I tower above you when you’re tied up to the post on the ground. I take my Silver heels and began to step on your balls ever so slightly.  I place my soft hand over your mouth and press my foot down harder. I love hearing your crys of pleasure and pain and i crush your pathetic cum filled balls with my heels. I let off and leave your cock throbbing, it needs some more time. I want to hear you beg me to torment your balls more.