Tag: Online sissy training

Sissy slave training

sissy slave training

Sissy slave training has always been my passion. I just found my newest pet and I am so excited to turn her into the perfect little cum guzzling sissy slut. She tried to be a man before I got my hands on her. I dressed her up in the prettiest pink silky panties and matching cami. I forced that sissy slut on her knees and made her suck my friend’s thick, hard cock. She sucked that dick like her whore life depended on it. Gagging on that huge meat stick and looking up at him, she played with her little clittie through those silky panties. I could see a wet spot in her panties and could tell how turned on she was at sucking cock for the first time. I brought in a few more guys that wanted to meet my newest pet and get their cocks sucked as well. She sucked all of those dicks and drained them all, swallowing load after load of cum. I can’t believe what an eager sissy whore I am training this time! It’s going to be easy to turn her into a cum eating sissy slave.

Lily’s Big Debut

Sissy trainingThe men gathered together waiting for Lily and I to come down the stairs. I spent over an hour getting Lily ready, I even put her chastity cage on her clitty for her to ensure it was done right. I surprised her with a blonde wig I bought just for her. Tonight she wasn’t going to just have her first cock, she was going to have as much cock as she could manage to take. By the time I was done with her, she was stunning a completely new person then that man I had known from work. Escorting her down the stairs almost made me feel like I was giving away a bride at a wedding, though instead, I was giving her off to be fucked for the first time like a woman. The three guys I selected would be gentle with my delicate flower, but their cocks will leave her aching. I watched as they gently touched her all over, kissing her and easing her down to her knees. Their cock’s hard and ready for those pink full lips to taste a real cock for the first time. Never once did she look back at me or try to back out. The moment she put the first cock in her mouth I knew Lily was all in and wasn’t going back ever again.

BBC Sissy Trainer Zoey’s Play house rules

BBC sissy trainerAs your young sweet BBC sissy trainer, I must remind you of some rules for our sissyslut playtimes. My boyfriend knows that he has no free will. Much like you have none when it comes to me. I expect you on time from work every night and to come home straight from work. I will check your chastity device and your ass hole to make sure you are not whoring around behind my back. You belong to me. That ass is mine and as I lull you with my voice into a place of relaxation and fantasy, you will admit your deepest and darkest sissy fantasies to me. I know you need your ass hole gapped and your mouth to be the point of every rape fantasy you have. Facial abuse and sissy sluts go hand in hand. But you are mine bitch and you know the rules. NO matter where you are in your sissy metamorphosis you need this BBC Sissy Hypno training Mistress to make sure you are servicing nigger cock the way you are meant to be!

Put on those Silky Panties

best sissy trainer

Michelle tells me that I’m the best sissy trainer that she’s ever had. Michelle came to see me and he was dressed in blue jeans, a sweatshirt and work boots. I raised my eyebrow and told that girl to strip out of that crap right away. He had men’s white briefs on too. I cut them up in a bunch of tiny pieces. Then I put her in lavender silk panties and a white silk nightie. I made that girl put in a thick pink plug and stretch her pussy for later use. She whined but her clit was standing out all hard.
The next training that I gave to Michelle was cum eating. I didn’t want that sissy to embarrass me when she got cum from a real cock. I took a cum covered strap-on and fucked it into her lips. God, that lazy slut hadn’t even made her face up before she came over. I smeared the jizz all over her face with the strap-on and let it dry. That’s how I made her go out shopping. She had a tiny nightie, panties and dried up cum on her whore face. She’s almost ready for real dick now.

My Boss’s Transformation Continued

Sissy trainingOver the next few days, I would slip him a few more pairs of panties with instructions to be wearing a pair each day. Then I observed his behavior. He was happier, more relaxed having someone to share this secret with must have been a huge relief. Each night after work I would stay late (paid of over-time of course) and we would discuss my future plans for him. I took some measurements and we sat down and did some online shopping. I needed to make sure my slut had the proper attire for her debut weekend. Her sissy coming out party had been planned and now it was just getting her ready. First the outfit, we decided on an innocent look as we agreed it would be best given she was a sissy virgin. So white lace panties, garter, and thigh high stockings. A beautiful white satin chemise, with a gorgeous white sheer long flowing robe. The order was placed and set to arrive at my house the day before the party this upcoming Friday. So all that was left was practicing for the big day. I bring my strap-on to work and I’ve been teaching her how to suck cock, and I’ve provided other fun accessories to prepare her sissy pussy for her first time. Soon my new sissy who I’ve finally decided to bestow the name Lily will be more than ready for her big day!

Online Sissy Training

online sissy trainingOnline sissy training available here. I love dressing up sissies. I have a daughter, but a woman can never have enough sissies. I also have two sissy sons. I have been training sissies at home and on the phone for years. It is more than a hobby; it is a job. Occasionally, I get paid to make a sissy. I was paid $5,000 from an unlikely client recently. The client was a woman. She wanted me to turn her son into a sissy. She always wanted a daughter and she had this sixth sense that her son was not going to grow up to be a ladies’ man anyway. Mothers know. If you are a sissy, I bet your mother was the first to know, even before you did. When Sally arrived at my place Friday night, she had her son Trey with her. He thought they were at my place for English tutoring.  He was there for sissy training. He was unassuming for a young boy. He had a naturally feminine body. I didn’t think he would fight his feminization, but he did. I prefer to be sweet and nurturing, but if a sissy fights me, I fight back harder and win. I took that sissy bitch, tossed her over my lap and spanked her. Bare bottom spankings are something I can administer well. After I was done wailing on her ass, I shoved a butt plug in her ass. Her momma helped me duct tape the butt plug in her sissy ass. She helped me dress her too. She was better behaved with that butt plug in her back door pussy. In fact, it made her clitty hard. Once she had a hard clitty, she was easier to train. Sissies get pleasure too. They get twat teased and abused also, but almost every sissy I know loves to rub her clitty. Once we dressed her and pleasured her back door pussy, she transformed before our eyes. She didn’t even put up a fight when her mother and I put on strap-ons and tag teamed her new pussy. She welcomed it. Another sissy converted under my watch.

The Beginning Of My Boss’s Transformation

Best Sissy TrainerI work in one of those standard boring offices with a nine to five gig. It fits me most of the time, however lately my boss has been a major buzz kill. He’s starting to complain the clothes I wear are no office appropriate. He went as far as to tell me that my skirts are to distracting for the males in the work place. I’m use to sexism but nothing has really changes until this last week, and I’ve been racking my mind as to why. And a thought occurred to me, last week in the break room I spilled some coffee on my blouse and since I was the only on in there I went ahead and did a quick change. But if that perv was watching the camera then he may have seen me in my pink bra looking through my bag for another top. However, it doesn’t explain his recently attitude toward the way I dress…unless he was jealous. I easily pick up on those kinds of things. So I tested my theory and waited for most of the office to clear out before requesting a meeting with him. I shut his door and pulled the blinds down while he gave me a puzzled look, and then I threw a pair of lace pick panties on to his desk. “Put them on”. He blushed and cleared his throat. “Excuse me?” he attempted to question me. I laughed at his attempted to cover up what I already knew. “I said get you sissy boy ass up and put on the panties, I was very careful to get a pair I was sure would fit you”. The room fell silent and for a minute I thought maybe I was wrong. Then he picked up the panties and started to feel them in his hands and smiled. “How did you know?” he asked. “Because all sissy sluts act jealous around me. I’m everything you want to be, and if you do exactly as instructed I can get you as close as possible to being just like me.”. The happy look in his eyes told me exactly all I needed to know. Now the fun part can begin.

Cucksucking 101

Sissy Girl TrainingWatching a sissy suck cock can be so amusing. The cock hungry little whores just try to swallow the things which may make the guy cum but won’t necessarily be a mind-blowing blowjob. It lacks a key ingredient that linger with a man after he gets his dick sucked. That my sluts is the art of the tease. If you want to ever be considered among Arabelle’s darlings then you will listen to my advice and learn to utilize it. Any man can find a whore on a street corner to devour his cock for a quick 5 minute nut, but a real woman no matter how salacious have class. I can give a man a blowjob that will have his mind reeling because I know how to take my time. I know how to use my skills to tease every inch of his cock and balls. While still catering it to what he likes. You need to listen to the sounds he makes, test out his super sensitive areas and see how you can make him squirm beneath you for a change. That’s how you become the best cocksucker you can be.

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.

phone domination

Sissy girl training

sissy girl training

Sissy girl training is my passion. I would love to strip you down, and redress you  like my little sissy slut fairy bitch. Bring your tiny little cockette over here so that I can look at it. I want to laugh as I put you in panties. You’ll wear them because that tiny excuse for a peepee is more of a clit and that’s what you will call it. I want you to rub your clittie for me through those silky panties and tell me how much you want me to fuck your sweet little pussy hole. I bend you over and spank your thick little ass until it’s red and stinging. I pull your cheeks apart and slide my big thick, studded cock right into your whore hole. You love the feel of my strap on. I’m going to hold you down and fuck your little fairy ass like the cum slut you are. You’re going to be my little fairy hoe and I will own you! I pull my cock out and make you suck it clean. I love watching you lick all of your he-pussy juices off of my strap on cock. You’re my sissy girl and I will fuck you when ever I want!