Category: Best sissy trainer

Online Sissy Training For Egirl Futanari!

Online Sissy Training

You and I both know you’re a submissive little Futanari! That’s a hermaphrodite who sometimes has both genitalia, and sometimes only a cock! I give those sissies my forced online sissy training, giving them anal gape training, dress up instructions, and general humiliation! Only my best sissy bitches get to become my Futanari! If you want to be a Futa you have to work for that puta, honey! Going out and selling yourself is a great way to pay for those expensive top and bottom surgeries I’m going to force you to have, as well as the hormone replacement therapy that comes with it! As long as you submit to me, you can keep your Futa cock and use it to fuck other little sissy shemale bitches. Are you going to be a good girl, or will I force you as a slave?
I know it turns you on to think you could live out your days as a cum slut bitch with both a pussy hole, a bussy, and a cock! I could use you as my ultimate little fuck toy. Some of my Futa‘s even get to slide their massive girl cocks inside of this royal cunt! I’m wet now, where are you?

Sissy Girl Training

Controlled Sissy Training

Sissy Training

I love taking your mental control away from you. My Ultimate goal during our sissy training is to have you as feminized as I can. A pretty in pink sissy is the ultimate beta bitch. And that’s what you are. I will be in your head when you get a clitty hard on. Begging for permission to cum is just the beginning. Soon you will be asking if you can shave and clean your marble testicles. Some men even ask if they are allowed to pee before they call me. That answer is always no. Pee with me on the phone, bringing me into your life in the most intimate ways. When your wife or girlfriend wants you to eat her pussy, you will be sneaking away to chat with me or email me for permission. And Miss Zoey Loves that you are giving up control to me. I have cock control and you don’t even have the proper “Cock”. Even if you’re a secret sissy girl who needs advice about clothes, anal toys, clitty masturbations and cock infatuations. Forced feminization, teasing and denial and pay piggies make My pussy happy. I also indulge in CBT, and ruined orgasms and always chastity for sissy girls! The choice is yours!forced feminization

Brian with the big cock

Taboo phone chat

adult phone lines

Taboo phone chat will have you hard and horny. Luckily for gypsy and me, we have the honors of pleasing brian with the big cock. It is big white and thick and better than any cock we have ever laid our eyes on, and we love to please it together. There’s nothing like me and gypsy tag-teaming a man who can handle both of us. You can bet gypsy, and I love to take that cock in every hole our cunts shiver and beg for that thick cock. Our only obsession is a man who can have fun, and brian has that down.

Brian knows how to please us and make our pussies squirt. We love to tease him and make him feel like the king.

It may be rare to find a dynamic duo when you call adult phone chat lines, but I promise you will love gypsy and me together. We know how to make a big cock cum. Brian, with the giant cock loves to fuck whores who know how to twerk and dance and show off their hot bodies. Gypsy and I are no strangers to strutting our stuff. We want to make sure we make brians night because every time he comes to fuck us, we know we will have the best orgasm ever. We like to take turns on his big dick. We want to suck and swallow every bit of his jizz. We can’t wait till brian blesses us with his cock again.

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

mistress phone sex

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.

Be My Little Sissy Baby Doll?

Best Sissy Trainer

When I get really bored I love playing dress up with my little doll baby sissies! Mistress Raine is the best at playing dress up, one of my favorite ways to sissy train is to talk outfits. Of course there is an endless combination of colors, fabrics, accessories, hairstyles and make up out there to be tried for each of my darlings. Only the best will do for my baby dolls, I make it easy to walk into a store and know what exactly will make your inner slut shimmer! When you are being trained by Mistress Raine, know that you are my beautiful little china doll with the most pretty clothes and accessories for me to play with. I’ll have you dolled up in no time ready to hunt for a big cock to fill your new confident sissy pussy!

Sissification Contest With My Perfect Sissy

Today I had the most fun with my Sissy Tj she was used for a good Sissification contest. I dressed her up in a pink chiffon rob with pink feather trimming her chastity belt, pink knee-high stocking and white heels. I wanted to show how well of a Sissy training TJ has had so I made her clean my nut filled cunt and I made her lick it all clean. While she licked and scooped the nut out of me with her tongue,

Sissy slave training

I had my BBC friend stick his throbbing in her tight little man pussy to show how well she can multitask and take cock. Oh boy! My sissy Tj did not let me down she cleaned me so well and fucked that Big Black cock like a good Cum Dump. We didn’t stop until we both came hard, and my sissy was all filed up and dripping with lots of cum. I know I won because sissy Tj is perfectly trained.  

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.