Category: BBC sissy trainer

Sadistic Fucking For A Pain Slut Like You

Sissy training

Men come to me for some sadistic fucking. I know they love cock and ball torture so I tie their little cock and balls up to his hands.  I will use some metal weight clamps to clamp to your tiny balls and see how far down I can stretch them. Your cock loves it when I hurt it. I will stick some pins, one on each side on your cock starting at the base. When I get to the head your cock, I will push one down your hole. While you stand there pinned up, I will paddle you with my big wooden paddled until your ass is ready and swollen. If you don’t flinch, I will pull the pin from your hole out and bend you over. Ill shove my big metal dildo up your ass and rough fuck you until you bleed out. You’ll beg for me to let you cum and I will take my time to pull every pin out of your cock as I pound you until I finally let you cum hard from that little bloody dick.  

Sissy Girl Training For a Fairy Princess

My caller wanted Mistress sessions with me. He knew I specialized in Sissy girl training. Fairy Joe didn’t wat to succumb to her true fate of being a sissy fairy princess. She was so very reluctant. The thing is, the choice of panties sissy Joe wore told me all. He said he just liked how they feel.

I know panties, silky panties feel nice on those dicklets. It’s true they are stimulating for the squirties. The thing is, silky panties come in all style and colors. When you choose the frilliest of panties in pink your secret is out.

Sissy Girl Training

My fairy princess sissy Joe is coming round so well. He is succumbing to the sissification and embracing her girliness. I make her up with pretty colors on her whore face and make her wear pretty bras with silicone inserts. She gets waxed and wears pantyhose. We dress Princess Joe so pretty and I take her to the club.

Forced sissy training

Best Sissy Trainer Loves Fucking

Best Sissy Trainer

Bend over and take big black cocks for your mistress Marissa. You are to be in proper attire from now on but I’ll tell you what that is soon enough! Only the best kinds of sissy faggot panties for future reference of course! now down onto your knees and open that faggot mouth. Yes, nice and wide or me. You’re going to practice your cock sucking while you are away from me and I want to hear the practice every time you come back to me. Maybe you will be rewarded with bigger dicks. Now then, be a good faggot and start getting ready. dress in what you have and bring your biggest dildo to ride and fuck on for me!

What sissy boyfriends are like

Best sissy trainer

I need a sissy slut companion who will be willing to join in on my crazy sex ventures! I like when I have a sissy boyfriend because sissy men are bitches and I like when a man is my little slutty bitch! I get to mistreat him, beat him and cheat on him right in front of him and all he does is watch and get fucked with me! No matter how much I mistreat my sissy cunt boyfriend he will always crawl right back into my bed and cuddle me with love and care! Sissy boyfriends are the best because they bring you  breakfast in bed without you even asking him to! Sissy boyfriends are the type to pave the road for you so you can have a smooth ride! They are really awesome like when we go shopping he tries girly clothes on with me so I don’t feel left out! Sometimes I put a leash on him when we go to the mall in case a bitch wants to steal my dumb bitch of a sissy slut from me!

Stacy Goes Shopping

mistress phone sex

I just must tell you about my little sissy Bob… I mean Stacy. Stacy is in the early stages of training and doing nicely. We have already had her body waxed so it is nice and smooth. Stacy cried like a little bitch the entire time though and it was pathetic. With every pull of the wax Stacy whined and I loved it. Anyways, now that my little sissy slut is all nice and smooth it was time for some panty shopping. I took her to the mall and went into Victoria Secret. Stacy’s eyes lit up with excitement until I told her we would be trying the panties on.

Embarrassed but knowing what happens if she disobeys me, she went into the dressing room. I told her to put them on and step out so I can see. Of course, the mall was packed and reluctantly Stacy stepped out in those pretty panties. She looked marvelously smooth, but I could see her little clitty was sticking out too. I laughed as the rest of the customers stared and whispering. One girl even took pictures. I was loving that Stacy’s face was turning so red and her clitty was leaking into the panties. A few minutes of humiliation went by, and I allowed her to go change. Now off to the dress store.

Humiliation phone sex with Miss Remi

humiliation phone sex

 

I had the hottest humiliation phone sex with one of my favorite, little sissy bitches last night. She called to tell me all about what a little cum whore she’s been and all the fat, massive dicks she’s been draining with that slutty mouth of hers. This pathetic, little whore has such a tiny clittie, she 

has no choice but to be a cum slut, sissy bitch. My hot cunnie was soaking wet after hearing about my slut bitch getting her dirty whore pussy packed with cum! I love knowing my little cum princess whore was on her knees, rubbing her tiny, sad clittie through her silky panties and swallowing thick shots of cum. She calls me every time she gets fucked like a cum dump slut, so that I can tease her and laugh at her for being such a pathetic cum slave!

Sissy Phone Chat for the Holidays

sissy phone chatTis the season for sissy phone chat. Give yourself the gift of a sissy trainer this holiday season. My sissy sons love Christmas. They have some extra sexy little outfits this season to wear. I had them fitted for red velvet sissy dresses with matching bows. They look like sissy twins. The are identical twins anyway, but each has a little different style which helps folks tell them apart. One prefers the classic sissy looks: frilly dresses, fluffer panties, Mary Jane shoes and white ankle socks. My other sissy boy is more dramatic. She is a glam sissy. She likes bright colors, bold patterns, big hair, bold makeup. She loves my 80s clothes and has adapted and repurposed most of the things I have given her. They wanted pretty Christmas outfits for their school holiday dance. It is a formal dance, so I knew red velvet was the way to go. I love dressing them for school dances. They go to an arts school, so lots of LGBTQ boys and girls just like them. Last night, I was finishing the touches on their dresses. I had to make a few altercations. One of my lovers was over. We were fucking, drinking wine and he was helping me with some holiday decorations. His dick came back to life when he saw my sissy twins in their pretty red dresses. He knows they are sissy girls. Some of my lovers do not mind fucking my little twin cock sucking sissies. This guy, however, has remained adamant that he is only about pussy. He changed his tune after seeing how pretty they looked. How femme they looked. I am a great at femboy training. My sissy twins bent over, flipped up their skirts and pulled their ruffled panties down around their ankles. They spread their sissy cheeks. My lover spanked their bare asses, before fucking their sissy holes. After they got fucked like good sissy sluts, I needed to clean the cum off their pretty new school dance outfits. I can get cum out of anything. We had a nice evening. I got to share my big dick lover with my sissy girls. They may have out shined me momentarily. I am never out shined for long, however. I know how to take care of big cocks, which is why I am so good at sissy training.

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

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

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.