Category: Best sissy trainer

Sissy Slave Training at the Glory Hole

sissy slave trainingI had a busy weekend sissy slave training. I have this one sissy who is a work in process. I have been feminizing her the best I can, however, I don’t have much to work with. She looks more like a transvestite than a femboy. I have dressed her, done her make-up and given her a pretty blonde wig, but she doesn’t look feminine enough to be one of my sissies. I thought perhaps if she swallowed some cum, it would help feminize her more. I dressed her up in a pretty dress. I did my best to make her look pretty and I took her to the glory hole. On the weekend, the glory hole is hopping. My plan was two days of cock sucking and cum guzzling would make her more feminine. Friday night we spent 5 hours at the glory hole. She was such a good cock sucker. She blew 46 cocks. Can you believe that? That was Friday night. On Saturday, we spent almost 8 hours at the glory hole, and she guzzled another 52 cocks. I was keeping track. In two days, she sucked off almost 100 cocks. She swallowed almost 100 loads of man seed. Cum is transformative in sissies. It helps soften features. It helps grow breasts. It helps stop hair growth on the body and it feminizes a sissy. I was very proud of my not so feminine femboy. The cum helped, because she looked radiant today. Something about being such a good cum guzzler pushed her out of the transvestite category and more into the sissy girl category. If you need help becoming a better and prettier sissy, you need some phone domination from a sexy sissy trainer. I want to help you get cum too. I want to help you become a very pretty cock sucker.

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Some Sissies Need a Lot of Force

forced feminization

A lot of guys say they are into being sissified, but when push comes to shove they always end up backing out of the fun I have planned for them. But the next time I set up a feminization session, I will definitely have a back up plan in place. I’m going to take them to a place that has a nice security setup so they can’t get away from me. If forced feminization is what I have to do, then that’s what I’ll do.
Just imagine you are the person I am getting ready to feminize. You get scared when it feels like things are starting to get real. But when you try to get out of the room, you realize you can’t open it. You’re my sissy prisoner and I’m going to turn you into a sissy slut if it’s the last thing I do. You’ll put on the clothes I tell you to. You’ll learn to apply your makeup and if I can see that you aren’t trying, you are definitely getting a spanking. And when it’s time for your cock sucking and fucking lessons, you better do them with a smile on your face. When you’re ready to submit, give me a call.

Sissy Training my Little Cum Slut

Mistress Phone SexA good mistress knows that she must train her sissy to be a little clean up slut. To clean up all the cum and to get those dicks nice and hard for me to fuck. But sometimes I like to get those dicks hard myself. I love to 69 a guy and let him lap up my pussy while my sweet sissy slave watches on. I can almost see them drooling as I take that dick deep in my mouth and make it rock hard. If I am feeling especially naughty I have them come right to the end of the bed, so they are inches from that cock they so desire. I tease them as I lick it slowly and my man moans loudly in delight. I watch that sissies’ eyes light up as the pre-cum flows from that cock in my mouth. I lick it up and then stick out my tongue to let them see the yummy cum that I have. I have them in cock cages so they can’t get hard, but the desire is still there as they leak from their tiny cages. Lastly, I take that cock so deep in my mouth and throat fuck it so good that as he is squirting his load, I aim it right at those little sissies so that it lands on their faces. But I won’t let them lick it up just yet. I keep them on their knees begging for it before I let them clean up that dick for me so I can take it for another ride.

BBC Sissy Trainer

BBC Sissy Trainer

One of my favorite things in the world is being a BBC sissy trainer. Turning sissy sluts into big black cock whores is one of the most fun things ever. You sissies already have your look down (and you look fabulous) but now you need someone to teach you exactly how to please those giant chocolate fuck toys you’ve been drooling about for so long. It won’t take me too long and I’ll have you trained and ready to take a BBC in either one of your holes anytime and anywhere. You’ll be able to just drop to your knees or bend over and be able to handle it with absolutely no problems.
How does all that sound to you? Are you finally ready to let me train you and make you the best big black cock sucking sissy faggot in the county? I’ll teach you all my tips and trick and you’ll be such a whore that everybody is gonna know your name. They’re also gonna want to get in on the action. What are you waiting for? Call me so I can teach you everything you could ever want or need to know when it comes to sucking black dick.

Best Sissy Trainer Teaches Cock Whores

Mistress mommy Diana is the best sissy trainer in the burbs. I have so many family man types that aren’t really men. These guys play the role well but they don’t fool me! I know a closet sissy when I see one. They are often busy professionals in their 50’s that need to let it all go. These guys can’t be themselves most of the time and visit me to be sissified and used. My sissies vary so much though. I love them all as a mommy loves her obedient good boys. I am open to being your sissy mommy and you can serve me and watch me get fucked. Clean my creampie like a good little cum slut. I will have you wearing my silky panties and whore lipstick as you learn to be a cock sucking, cum guzzling, sissy slave to big dick.

Best sissy trainer

In Need of Sissy Girl Training

sissy girl trainingSome men need sissy girl training more than others. I think I found the biggest loser this weekend. I met him in an adult bookshop. I knew he wanted to go into the glory hole room, but he was too much of a pussy. He was trying to be nonchalant, but I knew he wanted to suck some cock. He didn’t look like he had much experience. I decided he needed a mistress. He was not going to ever be cock sucking faggot hesitating. I went up to him and told him that I knew he wanted to be a cum guzzling, cock sucking faggot. He was in shock. No one had ever said that to him. I told him I was sure anyone who knew him longer than a minute would know. I mean he was transparent. My guess was just no one in his life had called him out on it before. Women know. Some may not want to admit it to themselves that their husband or lover is a sword swallower or a butt pirate, but they know. I don’t turn a blind eye to a sissy or a faggot in need of cock. The world needs more cocksuckers. I led him to the glory hole room and blackmailed him into sucking dick. He just needed that push to do it. You can think about cock all day long, but how can you be a cock sucking sissy if you only think about doing it? You just need a phone dominatrix like me to take you from fantasy to reality.

Overdue For Forced Sissy Training

Forced sissy training

Are you a good sissy slut? I fucking don’t think so, Its time for forced sissy training sissy whore! Well, you’re not even a whore yet, are you?  I am part of the generation that gets what I want and when I want it. If I want you to wear only panties and mop my floor with your tongue, then You will do it. You ache so much for that black cock but you don’t want to work for it. What are you afraid of bitch boi? That once you take that big black dick in your mouth you are never going to want to stop? That your little clitty will explode just from the magnificent taste of that precum on your tongue? You are not a man, and sissy boi’s suck dick, the bigger the better. And this sissy trainer happens to be a black cock lover. Once you go black you never go back. And once you go sissy you never get pussy! Come play on the dark side of you black cock lust! I won’t promise you a good time, you don’t deserve it!

Tammie gets a Treat

Sissy TrainingMy sweet little Tammie has been such a good girl lately. Doing everything that was asked of her. She had been our little cum whore at my last penis party and even licked up my creampie pussy without even being asked. She stayed on her little knees and sucked every man and shemale that came to her so that they were nice and hard and ready to go. She politely lifted her sweet ass and let them take turns ramming their dicks or dildos deep inside her. She cleaned everyone up too, leaving not a drop. So, to show her how wonderful I though she had been I got her a special present. Laid on the bed was the prettiest pink dress and matching garters, a pair of silky hose, black heels, toe rings and a beautiful new cock cage. Her eyes lit up when she saw them, and I told her to put them all on. I had her twirl round and round as she showed her new outfit off. Finally, I told her to lay down on the bed because her best present was yet to come. I could see the liquid dripping from her sweet cock cage from excitement as Sandy, the biggest, blackest, most beautiful shemale entered the room. I handed Sandy the key and told her that Tammie was ready to play as I winked at her and closed the door.

You’ll Need A Professional

phone dominatrix

If you’re in search of a phone dominatrix then look no further. I’m very observant and I pay attention to the little details that could either make or break you as a sissy pet. If you want to be trained properly, then you better be willing to relinquish all control over to me. Your mistress. I’ve noticed that a common denominator with your sissy boys is that a lot of you hold positions of power or authority in your day to day lives and sometimes you just want an escape. A place to release that pent up pressure and tension if you will. It’s natural and finding a balance between your world and mine is where you’ll find physical bliss and harmony. Just be prepared to commit to this role. I want you to do as I instruct, say as I demand and wear what I desire. This will be the place you come to when you don’t want to have to be making any hard decisions in life. When you just need somebody else. Somebody stronger than you to dictate your next move. I hope you’re prepared to be humiliated and dominated by a true phone Domme Queen.

Sissy Phone Sex Valentine’s Day with Dark Chocolate

sissy phone sex

I hope all my phone sissies had a happy Valentines Day. I took a break from sissy phone sex to give my sissy sons a chocolate treat. They are at that age where they have become fascinated with big black dicks. I am sure you understand the fascination. They are big, thick and beautiful. The Internet is full of them too. Anyone is only a keystroke away from interracial porn. I have a black lover named Jerome. He is all stud. He loves fucking this mommy with an audience. He also loves helping me with the training of sissies. I dolled them up for Valentine’s Day. They had on pink frilly dresses. Cute little white socks with Mary Jane shoes. I put bows in their hair and I even put on some pink lip gloss. They know how to suck cock. Every sissy should know how to suck dick. This was their first time sucking on anaconda meat. I am a BBC sissy trainer and it was Valentine’s Day. Not a holiday without love and chocolate, right? I fed my sissies their chocolate treat.. They did good slurping on chocolate cocks. They have a big sweet tooth for big black dicks. I am sure you understand. I do too. This sexy mommy wanted some chocolate too. My sissy boys watched their mommy take that chocolate fuck stick in every hole. They were right there to clean up the mess. It was a lovey Valentine’s sissy day.