Tag: sissy phone sex

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.

I’m a BBC Sissy Trainer Where Ever I Go

bbc sissy trainerThere is never a dull moment when you are a BBC sissy trainer. I got stuck out of town. I was in another state for a wedding when traveling suddenly became difficult. My plan was to rent a car instead of flying. I had to wait two days for a car to become available. I was in a nice hotel, so I thought I would make the best of it. I went to the hotel bar and met some fellow stranded folks. Charlie was not fuck material. Demure man. Feminine characteristics. Talked like a sissy too. When he asked me to dance in this girly pitched voice, I laughed. I joked that he would probably prefer to suck on a big black cock. He got ashen white. “How did you know,” he asked incredulously. I told him I was a sissy mom and a sissy trainer. I have an innate ability to spot a sissy a mile awhile. Charlie and I talked over drinks. He really wanted a big black cock, so I got him one. When you look like me, finding a black stud is never difficult.  This time, I just had to look around the room. I saw a handsome stud and he locked eyes with me. He was in my room an hour later and so was Charlie. I let Charlie watch first. Like many sissies, he had only seen big black dicks on the Internet. I was there to give him the real thing; I was there to turn Charlie into a black cock faggot. He was chomping at the bit. He had a hard clitty. He was wearing panties. My black stud thought it was funny that I had a little faggot boy watching. He didn’t mind. When I told him, I wanted him to skull fuck the little faggot, he didn’t skip a beat. He pulled his cock out of my cunt and shoved it in Charlie’s mouth. That would be as close as Charlie would ever get to my pussy. Charlie was in heaven sucking my cunt juice off his first black cock. He was a natural. Sadly, I likely won’t see Charlie again because he doesn’t live near me, but at least I gave him a memory he will never forget.

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!

Charlie Gets Those Dicks Ready to Please Me

Mistress Phone SexMistress phone sex with Francis is what you need to keep you in check. I love to take my little sissies and have them begging for my affection. I had Charlie come over today and be my sweet little sissy slave. I invited two of my friends over to play. They are well hung and are packing more than a mouthful. Before I fucked them, I had Charlie take those big dicks in her mouth and get them nice and hard so they could please me. I then had her sit and watch as I took those fat cocks deep inside my pussy, filling me with their warm cum. When we were done, I had Charlie clean their cocks and balls until they were nice and clean. I saved her favorite thing for last. I sat on the desk and spread my legs and let her eat my creampie pussy until every drop of their cum was out. The feel of her tongue deep inside me made me horny again so I let her lick my clit until she brought me to orgasm. I then patted her on the head as she crawled away on all fours back to her little corner to wait for my next command.

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.

When you Disobey you get Forced Sissy Training

Forced Sissy TrainingSometimes I have a little sissy come to me that requires forced sissy training. One sissy could not keep her hands off her little clitty. She was constantly sneaking around and hiding to watch shemale porn and searching the web to view the BBC. The only thing she wanted was cock, nothing else. She was my little clean up gal because she was such a cum whore until she started disobeying. She knew she needed to ask permission to play with her clitty, watch shemale porn or look at BBC images. So, what to do with a little sissy who is obsessed with cock? I could cage her little clit, butt plug her man pussy, turn off the internet or bind her hands, but that would be too easy. I was feeling a little more punishment was due. I brought her into the back bedroom and had her undress and put on a pretty pair of black heels. I attached a blindfold to her face and handcuffed her hands together. Next, I had her lay back on the bed, and I attached a spreader bar to her ankles. Her dick was so hard, but I lifted her blindfold and gave her a little blue pill to take. We want to keep that dick nice and hard. She was almost panting in the excitement as she thought I was going to use her to get some dicks nice and hard for Mistress Francis. But she was in for a shock when me and all my girlfriends came into the room for some drinks and fun. What this little sissy wants least in this world is pussy. For her punishment she was going to have to fuck pussy for as long and as many times as my friends wanted her too and with that little blue pill, we could keep this going all night.