Tag: Best sissy trainer

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.

BBC Sissy Trainer for Christmas

BBC sissy trainer

Are you a sissy who daydreams about big black cocks all day long, but you’ve always been too scared to go to town on one of them? It is a very good thing you stopped by my blog because you need a BBC sissy trainer like me. Trust me, I’ve taken my fair share of black dicks and I would be happy to train you to be able to take one like you were born to do it. And not just in one of your holes, but in both. You must be able to do that or you’re never going to find a black man who will want to fuck you.

Just imagine how amazing it is going to be when we’re on the phone and you’re getting your lessons. You’re going to need a big black dildo and a fucking ton of lube. I hope you can get your legs over your head because you’re going to need to be flexible to do everything I’m going to tell you to do. But it will all be worth it and, in the end, you’ll be getting fucked in ways that you’ve only ever imagined in your most naughty sissy dreams.

Bend Over Sissy

mistress phone sex

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.

BBC Sissy Trainer For White Boy Faggots

BBC sissy trainer

Mommy Diana is a BBC sissy trainer. I will get you fucked by the hottest taboo fuck there is. That is big black cock is the best cock for a white faggot sissy. I will train you to please that big black cock like a good whore. You will suck black cock for Sissy mommy Diana.

You will cum riding that big black cock. Your clitty will squirt in those pretty panties. You will crave the big black dicks of mommy’s lovers. You will beg for those BBC cocks to cum in your sissy pussy. I promise you will be addicted to that black seed. There will be denying that your obsession will make you a total size queen for BBC.

 

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. 

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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not so forced sissy training on my new woman!

Best sissy trainer

“As a teenage boy, whose mother and older sister worked full-time, he had access to their clothes after school for several hours each day. During the summer? All day long. he dressed himself frequently. Head to toe. Panties, bra’s, stockings, pantyhose, full length body shaper, girdles, half-slips, full slips, blouses, mini-skirts, dresses, high heels and nightgowns. He even put on their makeup including polishing his nails. Did he cum when he was all dressed up? He tried not to but he did on several occasions. His most intense orgasms have always been when he is all dressed up. Didn’t they know? Of course they did. His sister caught him a few times and his mother absolutely knew. They ignored it. They pretended that it never happened. What did he truly deserve? Punishment to fit the crime. Because as powerful as his crossdressing desires are. His submissive desires are equally as powerful. (#1: You want to dress as a girl? Fine, you picked it. You made your choice.) But it will not be when you decide you are in the mood to dress this way. You will be required to dress in girls clothes quite often and will have no say in the matter. (#2: You want to cum dressed as a girl? Fine, you picked it. You made your choice.) But, you will only cum from now as a girl, A vibrator or dildo inside of you, with no touching of your cock. You are not going to just be dressed as a girl, you are going to get turned into a girl. You will have no say in the matter. Yes – he wants to look like a perfect girl just like his Master Brielle. What he cannot experience, without somebody else, is being under their strict control. This is what compelled him to contact me.”

He is the new sexy lady in town and I am his Master!!! 

Too be continued…..

Walking My Sissy Slut Bitch

Sissy girl training

I was taking my sissy slut for a walk today, I dressed her up in her sluttiest dress with no panties on and her favorite chastity belt on. I put my sissy slut pink collar on and studded leash. I was going to walk her like my dog bitch she is. We are going to go to the park and find a black bull for my sissy to milk with his mouth. After a few moments of walking my sissy bitch, a handsome black man asked if he can pet my bitch. I said “yes” and he pulled his big black cock and started petting my sissy bitch with it, rubbing it all over her face. I told my sissy to be a good slut and open her mouth and let him stick his BBC down her throat. As she sucked his cock, I could not help but feel proud. My sissy slut is a perfect trained bitch. She swallowed every drop and we continued on our walk. That is why she comes to me for her Sissy girl training.