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Brianna Demonet
Brianna Demonet

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Meeting My Mistress Chapter 3

The drag show finale was awesome, I was next to Ian when the queens paraded out in the crowd. They pulled a couple of CDs out of the crowd. I realized they were coming for me, too. I drank down my Cosmo, and they pulled me out of my seat and pulled us on stage and danced around. The queens say to the crowd; who wants to see these girls made up in drag? The crowd screams Yes, we are pulled backstage, and we 3 girls are sat down, 3 queens working each of us.

Queens are dancing on stage. 15 minutes later, I was transformed into a queen and had a huge Blonde Wig, super long eyelashes, and big eye makeup. It was way bolder and brighter than anything I ever imagined. We marched on stage and we all started dancing very sultry and flamboyantly. My chastity was very tight; it was painful, but I was so hot and horny. I didn't care. Ian had me so turned on, he knew it. He was told to do this. I knew it, I loved it.

The Mistresses loved the show. Here I was drunk, made up in drag makeup. Dancing with the hottest guy I ever saw. He was giving as good as he got. It was my last call, my feet were killing me.

We loaded up in the car. The Mistresses were teasing me about my dancing. Mistress Becky said I needed to take pole dancing lessons along with the cosmetology school. I said when do I start she said after I heal up. We got back to Mistress Becky's home, and Ian walked me upstairs to my room. He undressed me, took off my makeup, and dressed me in a hot pink baby doll nightly. When I was ready for bed, he picked me up and laid me in bed. As he was laying me down, I kissed him; it was out of pure instinct. He returned it with that exotic split tongue of his. It was then I noticed it was pierced on both sides. Sleep, sissydoll. We have plenty of time. My dreams were filled with bliss.

Sunday morning I woke up after a very erotic dream. I notice I am in a Hot Pink baby doll nightie. I go to the bathroom and prep a coffee enema. I take a quick shower, rinse my hair, wash my body, and moisturize. I then start my enema. After a 15-minute hold of 3 quarts of coffee. All the while I clean up I notice I don't have my chastity. Where did it go? I didn't take it off; the plug is gone, too. Am I being sent home? Oh no!!!! I want to stay. I need to see Mistress. I clean up, do my makeup, and walk into the bedroom while I'm in my towel. I come face to face with Ian.

What happened last night? Why is my chastity and plug missing? I asked.

I took them off you so you would be comfortable.

But Mistress... I started to say.

She gave me the key, sweetie. She told me too. She wants you well rested honey. I know what you are in for tomorrow. You will need your rest baby. I will be nursing you through this. Mistress is very happy with you. I like you a lot too. We will talk more; now, put on this pajama set and heels and come downstairs. I have breakfast and coffee ready. Mistress will be down soon.

I put on the hot pink pajamas and 3-inch heels walked downstairs, and sat in the breakfast nook. I sat where Ian told me to.

Ian brought me coffee, smiled, and said cream and sugar?

Please, Ian! Ian sweetie?

Yes, Bree? Thank you for protecting me last night.

You're welcome, honey, all part of my job. I am happy to do it. Those guys didn't leave happy.

You are my Lancelot, Ian.

WHAT....Well, you two are very friendly!

I stood up and then bowed before I spoke. Good morning Mistress.

Good morning Ian, and my sweet sissy.

Ian spoke, Mistress please sit, coffee coming right up, breakfast in just a couple minutes.

Thank you, Ian. Eat well today, Sissy, and lots of water. Ian nothing for sissy to eat after 4 pm. Are you excited for tomorrow sissy?

Yes, Mistress, Ian's tongue split is amazing. I can't wait to get healed and put it to use.

That's good to hear sissy. Because you will be putting it to great use. Expect a painful recovery sissy. Not to worry, Ian and my friend's sissies have all been through it. You are joining a very exclusive club. You are being cut into our club. You have said, done, reacted as perfectly as we hoped, even better in some cases.

We are very proud of you. Yes, sissy Brianna, you are making me very happy.

Thank you, Mistress, I blushed and smiled right at her.

Ian served breakfast; Mistress had fruit salad with yogurt, and Ian Made me a 4 egg steak and cheese omelet.

You need your strength, Bree. Tonight, for you, is Prime rib. I guarantee you will need it; he stuck out his tongue and started clapping it and other tricks that warmed me up. It was then I realized my chastity was not on. I couldn't disguise my reaction.

Mistress spoke, Bree, my sweet sissy, what's wrong?

I thought she'd be mad. Mistress, I need to tell you something...

What sweetie?

I started to cry. I..I.. I am not wearing my chastity or Butt plug... I am so sorry I don't know what happened...

Awww... my sweet submissive sissy... She is so adorable, isn't she, Ian?

She's very sweet my Mistress.

I tasted her Mistress, she tasted like cherry pie.

Ohhhh...Ian, you are so bad... Bree honey... Ian and I took it off and out after you passed out last night...We wanted you comfy for bed for the next two weeks and very light duty the following 3 to 4 after that. A tongue split sounds straightforward forward, but it's a shock to your body, and we want you to be healthy and happy, honey. Ian knows what you need. He will take very good care of you.

Thank you, Mistress. I was so worried. I never want you to be disappointed with me. You will get my best, and I will learn to be everything you expect, want, and need. I hope you will be impressed with my devotion to you.

It's not too late to back out, pack up and fly home sissy. If you're not sure!

I am sure that I am at home here with you Mistress. With your Mistress sisters and Beautiful Ian my hero. All sissies take a shine to Ian. But I have never seen him cater to any of them like he does to you. Keep him happy for me, Sissy. Can you do that?

Yes, Mistress. You know what that means right?

Yes, Mistress.

Good girl. Becky said.

We ate breakfast, my Mistress didn't miss anything. I was still being probed for a weakness in my commitment to Mistress. She smiled brightly at my answers and unwavering ideals to the initial commitment I made to Mistress. Along this journey, we developed a love of sorts, an interest in the FLR, Feminization, sissification, and submission.

We formed a pact to do for one another. I serve her every need and desire. She, in turn, will chastise and feminize me. I am to be her living doll. To play with and to serve her every desire. This is all I want and think about. This shows me the way to true happiness.

Bree, sweetie, are you absolutely sure? Mistress said. I don't want to pick at your emotional wounds, however this is a big step. Your family was lost to you by a very tragic accident. You won't be able to revisit your old life ever again! Please be sure. I really love you, your interest, and your devotion.

I want you for my wife and doll for life, but you have to be sure to be happy. I need to know without a single doubt it's what you want. Do you understand Bree sweetie? I only want you for this if and only if you are sure.

I understand Mistress.

Would you like to talk to Mistress Lisa again if she can be over this afternoon?

Yes, Mistress, please, that would be very helpful.

Good girl I'll set it up. Thank you, Mistress. You're welcome, my sweet sissy girl.

Ian smiled at me, ok, honey, it's time for a bit more orientation. Come with me, honey. Yes, Ian. He took me to my room and had my shower again; I toweled off, and on the bed was a two-piece thong bikini and 4" heel wedge sandals. He helped me tie it on. Without my chastity, I was starting to get an erection, and he said, easy baby. I blushed. He said time to oil you up! What? It's a suntan oil I make myself. It's a mixture of baby oil and espresso coffee. He rubbed it all over me. I was going out of my mind. He finally finished. I was starting to be really hard while tucked; I was blushing badly.

Mistress walked in how are my kids? She was joking...

Ian said she was a bit excited; she really needs breasts, but the bikini fit her nicely. Bree, did you tie it up?

No Mistress Ian did it. Ok, for today, honey.. but you need to learn to do it yourself from now on, ok, sissy?

Yes, Mistress.

Come on, Bree, it's time to make some tan lines. Ian escorted me to the pool and brought me an iced tea. Ian said 20 minutes on front and back then showered up and another enema.

Thank you, Ian.

You're welcome, baby.

Mistress was watching everything. Ian may have been told to flirt with me. But I think he was enjoying teasing me. I loved it. He's so Hot. I finished the front and Ian oiled my back again.

He slipped his fingers in my crack and massaged me in the middle for about a minute. I was moaning like a girl in heat. He finally stopped. I was almost sad. I started to relax a bit and finish my tan. I went upstairs to shower and enema. I went into the Bedroom and there was a skirt and blouse with a bra and panty set.

I put on my corset, panty, and bra. I put on a satin pink robe and then went back to the bathroom to put on my makeup. I did a double wing liner again and a purple smokey eye with my favorite MAC purple lipstick. I did an ombre lip color. I walked downstairs for some iced tea and saw if Mistress Lisa was there. I do not want a Mistress waiting on me. Ian handed me another iced tea and said the office was open. Go on in and relax; Mistress Lisa will be here in a bit.

I walk into the office, find a coaster, lay back on the Freud couch, and close my eyes for a bit. As I lay there I thought about what Mistress said. She is a true alpha female. She doesn't miss a thing. She is a very intelligent thinking woman, much like my sister. I must have been talking while I was lying there.

Mistress Lisa said who is Carol? What huh? I forgot where I was for a minute.

Mistress Lisa?

Hi sissy! Who is Carol? Carol, you were talking about her in your sleep?

Carol is my sister Mistress.

Are you two close?

Not super close but there is no one I trust more than my sister. Does she know about your visit out here?

Yes, Mistress, she knows everything. She isn't thrilled but she understands my gender dysphoria.

I was diagnosed with gender dysphoria over 20 years ago. She has known I tried to be normal. But I always go back.

I'm glad you have her to rely on. Lisa said.

Yes, it's great. Thank you, Mistress. I said.

I agree you are gender dysphoric and are leaning toward needing to be a woman. Now Bree sweetie, why do you want to commit to Mistress Becky in a FLR as her sissy wife, and doll?

Mistress, I am a true beta; I have been chatting online with Mistress Becky for 4 years. In every chat, she has never had to walk back a comment or contradict herself. Every idea, every opinion, all styles, all the things she wants from a sissy is something I want to do. Her idea for a sissy is how I want to live the rest of my life as her wife and doll. I look forward to wearing her collar, chastity, and body modifications forever. I never want to be a man again. I have been looking forward to living my life as a woman for the rest of my life. I want to make my alpha wife happy. Being a woman completes me. As a woman, I find peace, strength, and confidence as a woman I never found as a man. I am ready for the next step in life.

Do you have any doubts about tomorrow, you can't go back after tomorrow?

Yes, Mistress, I am aware of that. I also understand I might end up with a lisp after tomorrow too. I am all right with that, too. I wish I had some small breasts and some permanent eyeliner to go with it.

Really Sissy?

Yes, Mistress. I have never been happier in my life than I have been over the last couple of days. I know this is the best thing for me.

You sound very sure of yourself, sissy; we have to be sure. This is the point of no return.

Yes, Mistress, I understand completely; I am ready to transform into my true self, a sissy wife, Doll, and a woman.

Very well, l sissy, I approve of you moving forward into your new life with my closest and dearest friend.

Thank you, Mistress Lisa. I will not disappoint or stray from the current path before me. I feel in my heart and soul this is my true path.

Ok, sweet sissy gurl, prepare yourself. As of tomorrow at 8 am, there is no turning back.

I nodded to give Mistress the last word. I was wondering the whole time why such affirmation over a Tongue split. Still, it's a start and an investment like this, and the commitment it will take is something special. Mistress Lisa kept talking to me, asking question after question. I felt so relaxed.

When I came back to reality it was after 2 pm. Ian was in the Kitchen, it smelled wonderful. Sit baby, he said. He brought me an Iced tea. I sipped it in the breakfast nook overlooking the pool.

How do you feel right now? Ian asked

I feel great, I actually feel better than I have in a long time.

Ian?

Yes?

Did we... I mean.. did we?

He interrupted. Did anything happen last night, Bree?

No, you gave me a deep kiss that I returned, that's it. It was an enticing kiss. I hope to return it soon.

I blushed so badly.

Bree baby, go up and clean up and change dinner. Enema too. Be back down in 30 minutes.

Thank you, Ian, he is so sweet.

When I got upstairs, there was a denim mini skirt, a pink T-shirt with 4-inch pink heels, and a matching bra and panty set. I noticed a pair of pink socks with lacey ruffles, ankle-high. I did my makeup and headed downstairs. For my last meal as a man or male, as Mistress Becky put it. Ian was a Man. I am a beta, I am alright with that. I was first in the dining room. Mistress Becky and Lisa entered the dining room.

I stood up and bowed; good evening, my Mistresses. They both smiled at me, walked up to me, placed a hand on my chest, and kissed my cheeks. At the same time, they double-teamed me, and I thought quietly.

Good evening doll! Mistress Becky said. Are you ready for tomorrow? It's a big day for you.

I am Ready, Mistress Becky; I am excited to join the cut club.

Good girl, let's eat. Eat hearty dear it's the last solid food meal for almost 2 weeks. Yes, Mistress.

The prime rib was amazing, with garlic mashed potatoes, spinach, and stewed tomatoes. It wasn't hard to eat like a man. It was all great, plus I was so hungry. Over the last few days, I was eating much less. I still needed to drop some weight. 2 weeks on a liquid diet will help with that, I thought. I finished up and helped Ian with the dishes.

The Mistresses hung back and watched us. Ian was an incurable flirt. He was doing it on purpose. Stop, I said in a catty way. He pinched my bum. You are so bad, I said. I glanced back at the Mistresses, they were enjoying the show. Ian knew it. I know he was told to tease me. I loved it. The mistresses were chatting quietly and giggling at us.

They just watched as Ian teased me to a horny state. With no chastity, I was stretching the front of my skirt. It was very obvious. We finished the dishes and he laid the mother of all kisses on me. I was pure putty in his arms, powerless, submissive,, and wanting what came next. Easy you two. Lisa said.

Bree you little sissy slut go to your room! Mistress Becky commanded.

Mistress Becky said. Ian gets over here. I was worried and started to tear up when I went to my room. I went to the bathroom and cleaned my eyes from my running makeup. I was in a fetal position on the bed crying like a little girl would. I didn't like the idea of Mistress being mad or disappointed with me. All I could think about was how much trouble Ian was in? And what can I do to make it up to Mistress?

I lay there. It must have been 15-20 minutes. It felt like hours. I was sobbing myself to sleep when the door opened. Mistress Becky and Lisa walked in all decked out in Black and red latex. Ian was collared and shackled up carrying a tray of adult toys. What was going to happen to me? I wouldn't wait long to find out.

Ian was ordered to kneel on the floor in front of where I was lying on the bed. I was still in the fetal position. I was still crying. Ian was as submissive as I felt. Mistress Becky sat on the bed beside me. I was a fountain of tears and sobbing. Mistress Becky spoke as she stroked my hair and kissed my cheek.

There, there my little sissy slut. You are extraordinarily submissive. You're far deeper and more submissive than even you know. Not to worry, my sissy doll, I know what you need. You will get everything you need soon enough. Mistress Becky said.

Mistress Becky, I am so sorry I upset you.

Aww my sweet little sissy doll, you need not worry. Now it's time to make me happy.

Yes, Mistress.

Good sit up, now take off his chastity, Good. Now take care of him.

Ian stood up, I knelt in front and proceeded to worship his big beautiful Penis. Ian was fully waxed as I was. His skin smelled so good. I started to play with his plug as I serviced him. He swelled and moaned. Mistress Becky stroked my hair and was whispering in my ears about how sissies will never touch women in the way we did as a man. Worship is our new form of sex. To be receivers of men and givers of oral to women. It was making me very hot indeed.

You'll have intercourse, my little slut, but you are now the receiver of all penetration, including strap-ons. All my sisters are great pegging enthusiasts too. Love him sweetly, sissy. Ian has a big crush on you. I know you have been crushing on him. Show him don't hold back my little sissy doll. Make sure you swallow his gift.

I could taste both his precum and the metal from the chastity I took off him. His precum tasted like a sweet cream he was moaning in his ball gag. I felt pressure on my hole. I instinctively relaxed and accepted it. It wasn't a plug. It was a dildo. It was a bit bigger than what I used, but it wasn't painful. I started to move my body with it all the while servicing Ian. I took my cues from Ian's moaning. I was going to town on him; his ball ring was heavy, and the sensations he was feeling had his eyes rolled back. I couldn't tell if it was pain or pleasure he was in. I saw a tear in his eye and I went up and kissed it and went back to work down south. He was moaning loudly, the ball gag quieted most of it. His member started to pulse and form up. I increased my attention and he came into my mouth. I didn't spill a drop. I presented the Mistresses with my reward.

They said don't swallow sissy hold it.

I did, it tasted wonderful. Most cum is salty. Not Ian's. It has a sweet cream taste to it, like Italian sweet cream.

Open sissy Mistress Lisa said; she stuck the dildo in my mouth, coated it with Ian's cum, and shoved it in me to the hilt. I moaned like a whore in heat. Mistresses were smiling the whole time. I forgot why I was crying, and why Ian was being punished for his above-board advances on me.

Ok, sissy, stand up, Mistress Becky said; I did not say a word. Ian bent over the bed, He did. Ok, sissy, this is one of the last chances for you to penetrate another person; bareback him.

Yes, Mistress Becky. I grabbed the lube, stretched his hole with two fingers, and lubed him up. Then, I lubed myself; I inserted 3 fingers in, and he was moaning in a way that men normally don't. It was almost feminine in nature. He was almost ready to cum again just from me stretching him.

Mistress Becky says eff him hard, sweetie, Man up for the last time bitch. Tonight he's your bitch. I can honestly tell you, honey, if the position is reversed, he will jackhammer you until you're as limp as a boned fish. Ian is very capable of it; trust me, I know firsthand.

I slid behind him and moved up and down his crack. He was moving around like he wanted me. I slowly inserted myself into him. He opened up surprisingly easily and started moaning like me when I was getting penetrated. His hole felt so silky smooth. He was so firm, smooth, and soft. I haven't penetrated anyone in so long. The movement came back to me as natural as anything. I found my groove with Ian and we were in sync.

We are barebacking right in front of the Mistresses. I leaned in on Ian. He felt it and turned around and arched back, and we kissed. God, he's so beautiful; we never lost our rhythm. His body, his movement is so in tune with me. I feel the sensation I haven't felt in a long time. Ohhh, ohhhh, I'm cumming. I cream-pied him. He came right after I did. We kissed again. God, I love his split tongue. I never expected to play a top again, even for a minute or two. Here I was effing a guy most women dream about. I softened inside him. Ian turned around and cleaned me off orally. That split tongue is magical. I can't wait to get mine healed up.

Ok, Sissy! Mistress Lisa spoke clean your man up bitch.

Yes, Mistress.

I proceeded to eat all the cum out of Ian that I injected him with. He was riding my tongue something fierce. I glanced at each Mistress. They had sat back and were petting each other, watching our show. I could see and almost feel the affection they have for each other. Ian and I are foreplay to them. True alpha females are beautiful, powerful, and able to manipulate beta personalities like me to their will. I was trapped, captivated by their power, their personality, and their control of my mind, body, and soul. All I wanted to do was make them proud of what they were molding me into. I was well aware of it.

I could walk out and go back to my old normal life. To be used and abused by all the world. Or I could stay and allow myself to enter a life of servitude to one person, a Goddess. A Goddess who would take care of me, a Goddess I answer to, a supreme Woman, a Mistress. A Goddess that always trains, teaches, and Tells me what she wants. I never worry about responsibility again because She is responsible; she is my superior, my reason for life, love, and happiness. Yes, Mistress is all I need to say.

Mistress Lisa raises a hand. Ian responds, and he walks to her. She spreads her legs and unzips her crotch. I see Ian start servicing her. She moans with an ecstasy I have never heard of. She cums, her body quivering uncontrollably. Next is Mistress Becky again in only minutes with hands shackled to his sides. Mistress Becky is sharing the same pleasures. When done Ian is released from all bonds except his collar.

Ian walks me to Mistress Becky. Ian says service her now sissy.

I dive face first like it's Christmas morning.

He slaps my ass hard, UP sissy Ian commands.

I raise my ass. Here comes the Dildo again, I think. No, it's Ian's penis. I feel the head of his warm shaft on my hole. I feel him lubing me up. Then I feel 12 inches of Ian enter me. He's such a gentleman, he inserts it slowly.

He whispers, Bree sweetie, you are to become my bitch now; enjoy it because very few are good enough.

Next thing I know I am face deep in Mistress Becky with a man hung like a horse pumping my hole with a vengeance like I never felt. I was slamming backward, trying to take him all the way inside me. I was in the middle of Pain and ecstasy. It was incredible. A penis like his inserted in any man would make any man gay. Ohhhhhh. I moaned while servicing Mistress Becky she shook a bit and closed her legs on my head. Ian pumped me harder. I was almost limp as he jackhammered me into submission. Then, after a marathon in my hole, I felt his member stiffen, then his hot load gushing up inside me. It was very warm, and I felt so special now that a piece of him is now imprinted in me forever. I fell limp. He returned the favor and softened inside me. I never felt like this. I felt desired, loved, and cared for. I was given affection I never knew could exist. If it's between normal and this. I choose this every day.

Ian worshiped my hole and filled his mouth with his seed then kissed me deeply. Most wouldn't kiss the other a few would return a peck of a kiss. I tried to swallow his whole split tongue and everything in it. I wanted all of him. My Mistress began to cum, I could feel the quivering in her thighs. I continue with the dedication I swore to her. Remembering my priority, I dedicated myself to worshipping her as promised; I concentrated on her clit and hood like I was taught by a cougar years earlier. Mistress started to shake and moan with a passion I craved to hear from her. I worked harder to keep her on the orgasm wave she was on. I was determined to prove I was worthy to be her chosen one. I kept her at the shaking point for at least 10 minutes. Mistress Lisa held her hand and shoulder while I continued my oral service. I licked and suckled Her until she collapsed on her back. From there I was guided by hand to Mistress Lisa. Did the same for her.

Mistress Lisa collapsed in the chair. I kissed her thigh and thanked her for her gift. She lifted my chin and blew me a kiss. I went back to Mistress Becky and rested my head in her lap, kissed her thigh, thanked her, and told her I loved her. She said I was the best sissy so far. I nestled with her until she was ready to get up. It was almost 8 pm when Mistress said it was time to clean up and get ready for bed. I got showered, put on my baby doll night, and went to sleep. Tomorrow was a big day with no return. A split tongue and the beginning of a brand new life I could barely sleep. A new beginning that I had dreamed of my whole life. I was asleep by 830 pm.

Meeting My Mistress Chapter 3

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