Tag: Sissy training

Online sissy training with my Barb!

Best sissy trainer

Where to begin? Master Brielle  gives the orders and never takes them. But, as my Sissy Apprentice, his job is to let me know his greatest weakness as he becomes aware of them. Plus, in my blog “Execute the mission” I require my sissies to “make sure they speak up and say exactly what they want done to them!” I will soon discover that he must confess all to me. So here are the rules all of them apply! Any disobedience will lead to some serious torture.

  1. Mandatory sessions with me for at least 3 months. Monthly, Every 2 weeks or every week – I will decide. They are not to be missed. Worst case – a text only session.
  2. Required dressing in girls clothes as decided by Me. Total complete emasculation stripping away every ounce of his male ego, persona and mindset. Replacing it with a completely perfect feminine image. Monthly, Every 2 weeks, every week, every other day or even every single day. How long each time? 1 hours, 2 hours, 4 hours, or even 24 hours. On one end of the scale, once a month for 1 hour. On the other end of the scale, every single day for the entire 24 hours which means he will always be dressed in girls underwear and must sleep in a nightgown from this point on (unless I decide otherwise).
  3. No Orgasms EVER unless he cums like a girl meaning a dildo, vibrator, or strap on up his ass. Then he must swallow every drop of his cum.

 

He begs me “Please train me Master. It is what I deserve.”

Look at her!!!!!!! isn’t she beautiful!

BBC sissy training

Ready To Watch

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Well look who came home with my husband today. His work buddy whom I have also made my little femboy. The two of you look pathetic. Go get changed into your sissy maid outfits. I left them on the bed for you. Pretty pink nylon panties, thigh highs, heels, and tiny pasties for your nipples too. You both come running down the stairs like fairies holding your butt plugs like they are your prized possessions. Pathetic is my description as I notice tiny wet spots in your panties. I should paddle you two, but I don’t have time.

A real man is coming over and we need to prepare. Assume the position I tell you. You both bend over and pull your panties down and I insert your butt plugs. These are the pretty ones. Jewels that light up. I turn them on, and your little pussies are shining through your panties. Now dress me, make me beautiful and clean my pussy and my ass with your sorry tongues. Make me wet and ready. You both lick and suck vigorously and to perfection just in time for the doorbell. Now go get my man and bring him to me. Undress him and make his cock hard for me. You lick and suck together, in unison like the perfect sissies you are. Now push him inside of me and watch.

Sissy Girl Training 101

Sissy girl training

A good mistress knows, instinctively, how to train their sissy slut into the proper fucktoy. My sissy slut, Emily, is my greatest accomplishment. She came to me unsure of herself and in need of guidance and confirmation on everything. I made sure I taught her to recognize her place as a useless sissy slave worthy only of serving and pleasing her sexy seductress. I had to help her understand that her worthless, little clitty was no longer her own. It belongs to Mistress Heaven now. Sissy Emily learned her place beneath me, pretty quickly, but even she makes some mistakes and finds herself getting into trouble. When she’d misbehave or make me cross, I’d lock her little clitty up in a chastity cage and leave it there for days or weeks depending on how upset she made me. I’m not all about punishment and pain; although my tight, juicy mistress pussy does get wet when I make my slutty sissies suffer for my pleasure. I’m actually a very kind-hearted mistress that loves to take great care of all my sissy cum sluts in training. I simply demand the same in return. At the end of  each of our intense slutification training sessions you’ll be thanking me for whipping your little clittly into shape. Literally and figuratively. In the beginning of my sissy training, you will wear your precious pink chastity cage just like all the rest of my newbies. As you get better at your training, you’ll be outfitted with various cages and butt plugs. Each one color coded and sized for your individual level of sissy training. Pink cages and butt plugs size small adorn all my baby sissies. By the end of your training your little clitty won’t even need a cage. It’ll never get hard or leak any of your boy juices again. Not unless Mistress Heaven allows you to do so. You’re going to enjoy me forcing you to embarrass yourself by making you wear a red silky thong and tights to your job, then demanding random pictures to make sure you are obeying. I will get a good laugh while you whine to me about your sissy fears and embarrassment. I love hearing all about how your red panties were clearly visible at the company meeting. Then I’ll let you tongue kiss my tight pussy once I’m satisfied with your humiliation. Sure I may smack your eeny weeny clitty a few times for good measure. That’s just to remind you of why it’s important to keep that little clit locked up safely. Trust me when I say you’ll be on your sissy slut knees crying with pain, pleasure, and sincere appreciation for your heavenly mistress. 

Sissy training with Miss Remi

sissy training

Every half decent sissy training mistress knows that Christmas is perfect for finding little sluts shopping for panties and that’s exactly what I do! No one looks twice at a man browsing the silky, soft piles of women’s panties at a department store around this time of year. You might think they’re just shopping for their wives, but I know their kinky, little secret. I find secret sissy whores like that every year. I follow them to the fitting rooms and sneak in when no one is looking. A few clicks with my phone and I have pictures that can ruin them! I think they secretly love being blackmailed by a hot mistress and being forced to suck fat, hard dicks at the risk of being exposed by me! I don’t care either way, I just love turning them out!

 

Femboy Training in the Morning

femboy training

One of my sissy supremes called today for more femboy training. I love my sissies, but Margo is a sissy supreme. She is the sissy standard that I hold all my other sissies to. She likes to do marathon training. She also likes to make her sissy mom money. That is just one of my favorite things about Margo. She dresses frilly, does some candy and bends over for all the cock that has gathered around to fuck her sissy hole. I am a benevolent sissy trainer too. I am sticking some money away so Margo can get big bimbo boobs. You can be a great cock sucker. You can dress like a pretty sissy. You can act like a pretty sissy too. But without some boobs, and a wig, and makeup tutorials, you are just a dude getting fucked by another dude. Margo is pretty because I have helped her with her sissy training. She looks and acts the part of a sissy slut. Soon she will have the boobs to complete the look. This morning, she wanted an early session before anyone else was awake. I was off today but made some arrangements to accommodate my sissy supreme. I called all my sissy loving bulls. Big black bulls, some hung white married men and some sexy shemales. No one had less than a 9-inch dick. I knew Margo was up for the challenge. If anyone could service all those hung studs, it was her. One after another they drilled her tight sissy hole. No one cared about getting sloppy seconds either. For some sissy shaming, I had her walk across the barn with her skirt up and cum oozing out her hole. It was leaving a trail behind her. I decided that was a waste of precious seed, so I captured it in a mason jar for Margo to drink. One of the reasons I am the best sissy trainer for femboy faggots is that I know that guzzling cum helps your body get feminized.

Bend Over Sissy

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Aww look at you coming down from your bath. I have laid out your clothes for the day as we have an incredibly special time planned love. Your eyes brighten as you see a new pair of pink nylon panties and matching bra on the bed. You practically dance with excitement seeing your thick pink jeweled butt plug. Hurriedly you grab the fish net thigh highs and put them on, then your panties and bra and finally your short black slutty dress. You slip on your heels and come to me. You hand me the butt plug, bow your head, and say please.

I bend you over, pull down your panties. Your pussy is already pulsating and gaping with excitement. I smack your ass one time just for fun and then ram the butt plug deep inside. It is the special one, the one with the remote. The one that I have complete control of. I know you want me to push it, but I make you wait. I grab your cock cage. The extra small one and push your little clitty inside. The prongs touching your skin, just waiting to restrain you. I see you leaking and laugh. You really are my slut babe I tell you as I kiss you on the cheek. Now let’s get in the car, you are the star of my afternoon Mistresses’ club, to be used and abused. You just smile as I turn on the remote.

Heavenly Sissy Slut Training

Best sissy trainer Even the manliest men can be cum guzzling sissy sluts under my guidance. I teach them how to dress like a sexy sissy skank and how to take BBC like a good sissy whore does. I never have a problem making my sissy sluts do exactly as I say. That’s because this sexy sissy trainer has a zero tolerance policy for disobedience. Spare the rod, spoil the slut is my motto and I never spare my hot rod. He’s a massive 13 inch black strap-on and I don’t hesitate to bend my sissy’s over and fuck them into compliance. When they finally accept their place as my obedient sissy slut, I am loving and generous. I reward my best-behaved sissies with pretty dresses, heels, and the sexiest lingerie. Occasionally, I treat my well-behaved sissies to a buffet of giant, heavy cocks to indulge in anyway they like. Balance and consistency is how I get the very best out of my sissy whores in training. You will see for yourself when I turn you into the queen sissy slut you always dreamed of becoming. 

Cream pie, Sissy Training

sissy trainingYou need the taste of your own cum, and this sissy training, sexy slut wants you hooked on it! I think the humiliating aspect of it with a beautiful, dominant woman like me forcing you to cum guzzle appeals to a fucked up perverted bitch like you! All you want is that warm cummies drank down for me! Your wife would be so shocked to know how much her husband enjoys tasting his own dick juice, wouldn’t she? Well, we all know she loves to drink other mens cum, and be fucked by them.

I mean, your cum load isn’t much by quantity is it now? Little dicks don’t spurt much, so it’s really like a tablespoon of clitty juice! I like her, would much rather be fucked by a large and in charge cock that gave me a nice coating down my throat or up my sweet tight little pussy! Your wife and girlfriend both enjoy your mouth on cum filled cunts and you pretend like you have no idea your eating a cream pie!

Maybe you can cream on top of a BBC and taste both cum loads mixed together for me! Get on your knees and suck it right from the source, big black dick, bull white boy cock it really doesn’t matter to me as long as you’re in the sissy bitch position and sucking a dick! Now put that mouth to good use and get your sissy slave training done for me!sissy slave training????

Cross dressed slaves

Best sissy trainer

His  reality – 40+ years later? More powerfully addicted to dressing in woman’s clothing than ever before. Just putting on  panties and stockings excites him more than it ever has. It never gets old or stale. It is impossible for him to stay out of girl’s clothes. Yes – He wants to look like a perfect girl. His lifestyle restricts him to only interact virtually while in his home. This includes never being dressed in public. At least in his outerwear. That’s just the way it is and will always be. Has he interacted with others over the phone? Yes – a waste of time and money.  He can put on a dress (and he has 100’s or even thousands of times) and cum like he always has to a fantasy. What he cannot experience, without somebody else, is being under their strict control. This is what compelled  him to contact me. There is something wildly erotic to him about being required to address me as Master. He wants me to be his Master. That’s right! – my rules are very clear. He must follow all of my commands. He begs me for the opportunity to submit to me, Master Brielle. From now on, he will be in my command at all times. Whatever I say GOES, it will not be up for discussion. Yes – disobedience needs to be punished via humiliations, whips, chains, BBC, and having his cock and sissy hole tortured. He needs these things done to him even when his behavior is perfect. Why? Because he is to be Master Brielle’s Sissy and a reminder of my power over him makes him even more powerful. He begs me Master Brielle to keep him under my control for as long as he wants. Once I start, he is never to be allowed to stop being trained by me. A Sissy? A cocksucker? Being fucked by another Sissy? Worse being fucked by a man? All things he has refused, denied or failed to accept. He describes himself and comes to me as a Lesbian slave-girl. But as his Master, he begs and pleads with me to turn him into any or all of the above. Our interactions may be limited to virtual, with constraints on public display, but that does not mean he will not be turned into my personal property and possession.

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The Perfect Mistress

Sissy Training Raine

Some of my sissy whores need more guidance than others, I gladly dole out discipline and rewards in equal dose for my stable of cum guzzling sissy sluts! If I find my sissies unwilling to follow my instructions they are met with a swift punishment, usually by anal torture, I have them stretch out their sissy bussys to the max if they are uncooperative. I need all my sluts to know who owns their asses and little clittys. If my sissy’s are obedient and follow my every command I make sure they are rewarded with new clothes, toys and even a good pounding at the gloryhole. When you play with Mistress Raine, you better be ready to obey whatever slutty task or chore comes to my brilliant mind!