1,508 results for sissy training

Bad Girl Gets Pegged

Bad girls get pegged when they are under Mama Diana’s control with Sissy girl training. My naughty sissy slut slave soiled her pretty little panties while she was humping on a pillow. My little naughty slut was watching mommy Diana take some big cocks and couldn’t help grinding her clitty on her hump pillow. She went squirt in those pretty little pink panties and I made her keep them on while I moved the back of them aside. I had to punish her and peg that sweet little sissy girl pussy. She was whimpering because Mama Diana gives no mercy when bad girls make messes without permission. She was forcefully face fucked by one of those BBC’s that was fucking my milf ass. Yes she has a dirty mouth as well as a dirty bum bum. Sissy got  time out in the corner with no cleaning up because she was a dirty girl.

Sissy girl training

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.

Can you handle me?

best sissy trainer Don’t be afraid to get naughty in the bedroom. I understand sometimes you have urges to do very freaky things with men. I want you to embrace that. I adore sissies. I take them under my wing and train them to become confident trannies. You will get excellent help with finding young handsome and well hung men to fuck. I have experience with cuckolding. I will make sure you have proper coaching I’m the bedroom. With my help you will taking more dick than ever before. And with so much options of handsome men to choose from you will stay quite busy. Come start your training today. I will put you on your way to becoming the sexy femme you always wanted to become. Its my dream to have a full client list of sissies and trannies that can say I was the one who inspired them to explore with sex more and take dick like a gay porn star. Let’s explore together.

Heavenly Temptation

Best sissy trainer I am ready to give you your training. You said you want to learn how to be more feminine and seduce men in the bedroom. Well I can do that for you. You will enjoy sucking the large cocks of the the men I bring to you. You will feel so sexy in a bra and panties while being fucked from behind. I know many handsome men with large cocks that can make you there little sissy servant. Is it your dream to be the center of attention in a room full of hot guys. Well if I bring over three hung gentleman. And tell them you are the hot tranny they want to fuck. Can you handle the dick there giving to you. You will have maybe one or two cocks on your ass at the same time while your gagging on some huge throbbing dick. Sound like something your interested in? Well I can’t wait to get started.

Would You Like a Big Fat Cock in Your Man Pussy?

Mistress Phone Sex

You look like you need some training, love. Mistress Francis is just what you need. Let’s start by waxing all the hair off of your legs, underarms, face, ass and your little clitty. Now doesn’t that feel better. I thought so. Just touching your smooth man pussy makes your all worked up doesn’t it. I think I see your little clitty leaking. Awe, that is a really cute little thing. Let’s put on a pair of pretty pink sissy panties now. See how they hug your ass and clitty? I see where your clitty has dribbled a little in them already. Such a bad bad sissy. I will let it slide this time but in the future just know that I will smack your bare ass with a paddle if you leak without permission. You look so sweet in your panties, but you seem to be missing something. Hmmmm… oh yes, a big jeweled butt plug. Come here love and let me stick it right up your man pussy. Doesn’t that feel good? Bend over and let me see. Oh, I like that. Now let’s get to training so we can work on getting some big fat cock up your man pussy. Sound good my sweet little sissy?

My Newest Bimbo Is Ready To Play

Sissy slave trainingFinally, my little slut is almost ready to join my collection of ultimate bimbos. Only my best mindless cock drones can be considered for this special elite group of sluts. It’s time for a little inspection. My bimbo whore took time getting into this tight red dress that nicely accents her ass and new tits beach ball size tits. I thought those would be wonderful for a cock craving bimbo to have another spot to shove cocks into. Mmm, very full red lips, perfect for shoveling cock into that cum hungry mouth. Let’s bend this whore over, nice red thong with the tiny package tucked away barely noticeable. Little pussy, a little tight and clean but certainly fuckable. Oh and nice and smooth, oh these legs are perfect. I know what my little whore wants more than anything though and that is cock. But not just any cock, big large cock that only the best whores can really handle. That is what will be little Bimbo Jess’s final test to see if she is ready to be the perfect fuck doll and accepted into the elite ranks of the best bimbo’s around. I picked out the biggest black cock I could find for this special occasion. Leading him into the room my hand grasping his thick 14-inch cock. So tempting to enjoy this big cock all for myself but I have self-control, unlike this Bimbo slut who from the moment she saw such a cock got on her knees and opened wide. A promising start. I watched as she masterfully licked and sucked that big black cock completely hard, then started taking it down her throat with little effort, working her hands down the rest of his shaft. Her focus is 100% on his cock. He finally decided he wanted more from this slut and pulled her up and bent her over. Ripping off the frilly red thong shoved his big back cock into her tight bimbo pussy. Making her scream loudly with pleasure as she pushed back up against it, determined and greedy to get that big black cock completely inside her. She didn’t stop until she felt his big black head swell up and explode his load of hot cum in her sissy pussy filling her up. Like a true whore, the first thing she asked for was for more.

Cock Sucking With Carmalita

best sissy trainer I am ready to dominate you. Can you handle the intense training you will endure? I am going to turn you into my punishment sissy whore. If you can’t take the humilation then maybe you aren’t up for the challenge. I am going to bring over my freinds with the big black cocks. Don’t disappoint them. I want you to take it in the ass while your sucking them off. They all have been waiting for that sissy boy I’ve been telling them about. They get hard just seeing you dressed up in women’s underwear and you pull the panties to the side when you bend over to get fucked in that tight booty hole. I just might have to use my strap on with you myself. I know your just the easiest sissy to control. So eager to please the teacher but I’m not going easy on you. I expect you to fuck all three of those men tonight. And no complaining that they are rough with you. ????

You Are A Slut

Sissy hypno trainingTake a seat, and sit down and relax. Look at me and read every word that I have to say, let it set in. Let’s start. You are not a man, you do not have a cock. There is no ounce of masculinity in your body. You are full of lust and desire for cock, your tongue tingles at the very thought of running your tongue up and down a man’s shaft. Your tight pussy aches to be dominated by a powerful man. You, you are a slut. The Bimbo everyone whispers about who can’t say no to a single cock. Feeling your best self only when you’re full and covered with cum, like the good little cum whore that you are. Go on say it, admit it. 

Heaven Has Arrived

adult phone chat linesSissy boys defintley need to get dick sucking lessons from me. Nothing gives me greater satisfaction than training a sissy. I have a client that comes to my house regularly on evenings. He wants to be completely humiliated. He believes because he has a small dick he has to be made feminine in the bedroom for his inability to perform. So I have him dressed in a bra and panties. I make him suck dick. When I bring over some of my very hung friends they allow him to suck their dicks. He has become quite good at taking it in the ass as well. He would make a perfect tranny actually. I think I want to start using the strap on as well that would really excite me to have complete control over him. It’s so empowering to be a woman who dominates men. I feel like I do my part to make men experience their biggest fantasies being fulfilled. A dominatrix with abilities to keep you coming back for more.

Come Serve Your Mistress

sissy maid training

Nothing fulfills a Mistress like getting to train a sissy slut maid like yourself. The process from beginning to end is a real treat to witness. They usually come to me all insecure and shy about this role that they know they are meant to fulfill. It’s often some family man with a well respected job as an authoritarian of some sorts, who simple can’t shake the feeling that he was meant to be a submissive little sissy boy. That’s where I come in. I take great pleasure in easing you into my sissy maid training operation. Don’t get too comfortable with the word ‘ease’ either. Now let’s start with the little details you keep to yourself on a daily basis. How often do you fantasize about sucking cock? What kind of cock do you fantasize about? I’ll bet it’s often a fat, long, veiny black one! How many times have you given in to the impulse to slip into your wife’s, girlfriend’s, sister’s or even mother’s panties? These are the things we need to establish in our training session.
Tick tock, little cocked sissy boy. It’s time to step into the role you were meant to fill. The sooner you embrace it, the better it is you’ll serve.