A New Beginning Chapter 3 (A Short Story)

Mistress Loren went upstairs as I cleaned up dinner and started the dishwasher. When I arrived at my room, I noticed a white baby doll nightie on the bed and high-heeled mules on the floor. There was a note on the bed.

Freshen up and meet me in my room!

It took me several minutes to remove the maid's uniform and corset. Once I did, it felt great to be out of such restrictive clothes. I knew I'd be living in them soon enough! I loved the feeling of the satin nightie. I checked my butt plug and chastity. I touched up my makeup and made my way to my Mistress's bedroom.

Another note was on the door.

Kneel and knock!

I kneeled down, knocked three times, and bowed my head. As I waited patiently, I could hear footsteps. I was both scared and incredibly turned on by all of this. My chastity cage was squeezing my poor penis tightly.

My balls ached. The thin pink g-string strap held my chastity tight against my body, I had no room for any relief. The longer and tighter my penis stayed in chastity, the more desperate I wanted out. My frustration was at an all-time high when the door began to open.

I saw my Mistress's' high-heeledl ankle boots. Her legs encased in latex. I kept my head bowed awaiting my fate! I didn't know if she was angry or happy with me. She stood above me with her feet a shoulder's width apart. Her stance felt dominant and commanding. I felt captivated and trapped. My mind was racing, and I felt excited and submissive. It felt like time stood still!

Look at me, darling! She said as she lowered herself towards me.

I looked up slowly. Our eyes met, her eyes drew me into her. My freewill left my body as she smiled at me with approval. Her smile warmed my soul! At that moment, I forgot about my frustration with my chastity cage, and my depression disappeared. The only thing I wanted to do was please her and keep her smiling at me like she is right now!

She had me crawl on all fours to her feet as she sat on the edge of the bed. I stayed in the same position waiting for my next instruction. She stood up and unzipped her catsuit from her breasts all the way down and between her legs. She pointed at her glistening folds and smiled again. I went to work pleasing and worshipping her.

No words were spoken as I worshipped her beautiful flower and its radiant essence. I listened to her moans of passion. I was guided by her hand on the back of my head. My tongue knew better than I did what to do. I could feel her building up to a rapturous event. I did my best to keep her on the rapturous wave for as long as I could. I used every experience I could recall to please my Mistress.

After at least two waves of pleasure, she collapsed back onto the bed, attempting to catch her breath. I smiled with pride as she lay there relaxing from my dedicated service.

Ohh Rachel! That was wonderful! I'm going to have to keep you around! Mistress Loren said.

Thank you, Mistress! It was my pleasure! I said.

You earned a special treat for tonight! Follow me babygirl!

She got up and led me to my bathroom. She opened up the second closet. She wheeled out a medical stand. She grabbed a large black wooden box from the shelf and opened it up.

She started running warm water from the sink and started laying things out. She grabbed two large black towels from the towel closet and laid them out on the floor near the toilet and bidet. She moved with careful efficiency as she prepared everything.

Pay attention, Rachel! I'm only going to show you this once! After this, I will expect you to do this for yourself! It must be done twice a day, more if we are entertaining guests!

What are we doing, Mistress?

I'm going to teach you how to do your very own enema! Your're clitty is locked up now! You belong to me, sweetie! I want my sissy to be clean inside and out at all times! That little rose bud of yours is now your primary point of pleasure! I want to play with it! But in order to do that it needs proper maintenance! A regular enema routine is a great way of doing that! It has the added benefit of keeping you very healthy and can be a source of pleasure for you once you get used to it! You will also lose weight! She said.

She showed me how to fill the bag and we sized up the smaller nozzle. She bled the line from air. She showed me how to control the flow of the water. She also showed me how use the coffee maker and the special coffee and soap to use. There was also a case of rosewater douches to keep myself smelling sweet and fresh.

I was both scared and turned on at the same time. What a rush! In a matter of minutes, I was lying on my right side with my left knee almost in my stomach. She helped me insert the nozzle and I started the water.

Go slow sissy, the first few times you do this are going to be tough! By the end of this week, you'll be used to it and loving it!

Yes Mistress!

I followed her advice. She was patient with me and helped guide me through it. The first few times I could only handle a little bit before sitting on the toilet and evacuating! After repeating this several times, I was able to take in about a quart of warm water. This process went on for almost two hours. I was given a coffee enema, a chyorphil enema, a soap enema, an olive oil enema, and gallons of warm water.

Mistress Loren proclaimed I was clean and clear! I was exhausted from the treatments. She smiled at me with pride for enduring my first enema session.

You didn't give up on me Rachel! I'm very proud of you!

I'll never give up on you Mistress! I said.

That's my girl! We are going to have so much fun together, I can already see it! You are going to love our new future together! We are going to share so much together! Keep me happy honey, I guarantee you will be the happiest little sissy ever! Much happier than you were as fake man. You'll never be depressed again! Mistress Loren said.

As humiliated as I felt, I believed her! Yes, on the surface, this all felt very wrong, but I couldn't help but love the attention and her acceptance of my total submission. I actually felt a new sense of freedom of expression. (How twisted is that?)

She helped me clean up and clean the equipment.

Come with me Rachel, you earned a very special treat! She led me to her bedroom and pointed at the spot where she ordered me to my knees. She brought out a gift-wrapped box. She handed it to me. It was heavy.

Open it! She said softly, You earned it!

I opened the box and was shocked at the contents! A Swedish-made stainless steel Collar and shackle set and red jewel stainless steel butt plug

This is all for you! I don't give out collars and shackles to just any submissive! They have to be earned! You my sweet sissy earned them!

Would you like to try them on?

This was the beginning of the end of my independence! I wanted to put my clothes on and run! She couldn't stop me if I tried. I want to object to it, but I was fascinated by the collar and shackles! I found myself more curious than anything!

I think so, Mistress!

Now this is very important! You must beg me to collar you! Any woman can collar a man against his will. A good submissive begs for it! Once you are collared, you can never go back to your old life! You become my property! I will own you and you will serve me in whatever way I see fit! I can promise you I will not treat you like an animal or physically abuse you for no reason. But you will obey me, my word is law! You will submit to my every request, desire, and wish!

Do you understand, sissy?

Yes Mistress, I understand. I said softly! (My willpower left my mind and body.) I already knew I was going to agree to it before she warned me.

Mistress Loren, please collar me, please allow me to wear your collar! I need you to collar me! I need to show my devotion and loyalty to you. I need to prove my submission and respect for you! Please Mistress, let me wear it! I need to be your sissy! I bowed my head to her feet and kissed them.

Lisa was right! You really are a special creature! I had my doubts at first, but you are very special. Yes my sweet sissy, I would be proud to collar you!

Sit up sweetheart and raise your chin. She ordered.

I did as I was told. She stood up and walked behind me and clasped it on. When I heard the click of the lock I knew my former independence was gone for good. That click was both liberating and terrifying at the same time. She then shackled my wrists and ankles.

Stand up sweetie, let's have a look! Turn around slowly my dear! Extend your arms, loosen your wrists darling. That's it! Very nice, very nice indeed. We are going to be very happy together! Are you ready for your special treat sissy?

Yes Mistress!

Up! On bed! Turn towards the headboard! Tilt your head back! Now close your eyes and relax! She said.

With a quick motion I felt something go over my head! I felt laces being tightened up behind my head. It was full hood with only nose holes to breath from.

Nod if you can breathe well!

I nodded. I could! The mouth on the hood was zippered shut and my eyes were covered. I heard another lock clicking shut.

Now keep your ass up and face down! I'll be right back! She said.

I heard her moving around in the room and the closet. My senses were increased, and my mind started racing. I was excited and scared at the same time.

I felt her getting on the bed, behind me. I could feel her jostling around behind me. My senses were all heightened due to my lack of vision. I felt so vulnerable and helpless. My wrist was locked in place on her headboard. My ankles were spread apart and locked. She placed a towel underneath me.

Mistress Loren removed my butt plug. I felt lube being added to my rose bud. An applicator was inserted several times, and I felt my anus being pumped with lube. My mind went wild with anticipation and fear! Then I felt her finger pushing inside me, minutes later another and another. My frustration was building to a new height I never thought possible.

Are you ready for me, sissy? Are you ready to become my bitch? Are you ready to begin your life of service? Are you ready to accept your fate?

My mind flew away! Rational thought was no longer possible, just my contemplation! Frustrated and horny, I broke down, only the desire for her affection and her acceptance. I was craving her acceptance and affection, nothing else matters now.

Yes, Mistress! Yes please! Please Mistress! I'll do anything!

Wise decision, Rachel! Very good! I'm happy to see you are so willing to please me! Her voice dripping with venom.

Relax and breathe out bitch! It's time!

Time for what? I thought to myself. Just then I felt it! Four fingers with lube start massaging my rose bud. Before I realized what was truly happening, my little hole felt pressure against it. I tried relaxing and breathing out as the steady pressure continued. My hole was being invaded!

I whimpered with the pain.

Relax sissy! Everyone goes through this in the beginning! In few minutes the pain will become pleasure. After a couple of sessions, you'll be begging me for this, Trust me! She said.

It felt like I was being wedged open! She backed off and let me catch my breath. She started up again, pushing a little more with every thrust. I couldn't believe what was happening! I felt my ring close around the head of her strap-on. (I didn't know it was a strap-on at the time). Soon she was inching her way inside me. It was heaven and hell at the same time.

Good girl! She said. You're going to make a wonderful little sissy! Look at you! That's just 3 inches! Would you like some more, sweetie? She asked with her venomous voice.

Yes, Mistress, please! I begged. I didn't want to say yes, but the thought of saying no and disappointing her wasn't an option. My only rational thought was acceptance Yes, Mistress! I exclaimed.

As you wish darling! She said sounding happier!

The assault on my hole continued. I tried to adjust my body against the restraints try to get a more comfortable position, but the thrusting motion never stopped. As the phallus probed deeper and deeper, the pain turned into a new form of pleasure I never imagined. I felt myself dripping from my caged penis. My Mistress was screaming from her own rapture. Her pelvis was slapping my ass as we continued the most freaky and greatest sex I ever experienced.

I felt my instincts take over. Moments later I found myself pushing back to meet her thrusts. It felt magical as she continued to assault my willing body. My cage griped my penis, my frustration for release was incredible.

Soon I felt a new sensation. I grunted hard. I started shooting load after load of my own cum. I was embarrassed and relieved!

Ohh! My sweet little sissy girl! Did you make cummies? You did! Good girl! I'm very proud of you! From now on this is the only way you are allowed to cum. She smacked my ass. Good girl!

I colaspsed on the bed in my own cum. I was exhausted, sore, and humiliated! I couldn't believe what I just allowed myself to be put through!

Mistress Loren released my wrists and ankles. She spooned me from behind.

There, there! It's okay sissy! Every new sissy goes through this! It's okay! Cry all you want! Mistress Loren will take care of you darling. The first pegging is always the toughest to accept! You'll get used to it, soon you will love and crave it.

I kept thinking how wrong this was. My body never felt more violated and satisfied at the same time. The physical reaction of my body and the mixed emotions had me crying. I wasn't sure what to think, except I never felt so turned on and turned out at the same time!

What a rush! I was both ashamed and proud of myself. Ashamed because I was just collared and pegged. I was proud of myself for enduring the humiliation and the pain. My confusion was multiplied by the satisfaction of a new type of orgasm and the thrilling sensations of penetration. As shameful as it was, I found a new form of sexual pleasure I never thought existed!

Mistress Loren gently removed the hood from my head.

Ohh!!! My dear sweet little sissy girl! It's okay! I'm very proud of you! You should feel proud of yourself, sweetie. You did very well! The first time is always the toughest to accept! With time and proper training you will learn this is the only kind of sex you'll ever want and need.

Thank you Mistress! It just slipped out as I cried.

Come here sissy!

She released me and had me cuddle into firm breasts. Her naked breasts and warmth comforted me in a way I can't describe. She accepted me as her sissy and submissive. I knew from that moment this weekend wasn't going to be for the weekend, I belonged to her now. I'd never go to work again. I'd never be free to go wherever I wanted. I was owned now.

I am her property now. My collar and chastity were my symbols of my commitment. My promise to obey. I am hers now and forever! My prison is my promise, my will is her's, my life's purpose is to serve!

The more I contemplated my situation the more I realized I was where Lisa thought I should be. She wasn't wrong! I hated my life, my job, even myself.

The warm, loving embrace from this beautiful, generous and loving dominant woman was more affectionate and caring than I have had in very long time. She held me close and pushed me up to her nipple. Instinct took over and I started licking it. I kissed her nipple from the side as I looked into her beautiful eyes.

She smiled with approval. I used my free hand to play with the other nipple and ring gently. She moaned softly. I felt her nipples hardeneding.

Ohh! Rachel!! She said in her velvet voice. Mmm! Good girl! Yessss! With a soft hissing sigh

Ohh Rachel, I'm so wet! Would you mind terribly? She motioned her head towards her beautiful flower.

Yes Mistress!

I crawled between her soft silky thighs. I kissed clit and hood. I began licking long soft strokes from the bottom up. She responded with pure pleasure! Her juices were like the sweetest nectar. I licked her warm folds slowly and deeply. Her response was sighs of approval and appreciation. She grasped my head firmly. I went deeper. My only thoughts were to please her. My thoughts were consumed with my need for her approval and her pleasure. Right now it's the only thing I wanted, her approval her approval. My chastity cage was gripping my penis tightly but I didn't care!

Right now it was all about her! I just wanted to belong to her. She held my head firmly and occasionally stroked my hair. I loved the taste of her bodily juices. I did my best to maintain her wave of pleasure. I felt pressure to move up higher.

I concentrated on her hood and clit. She started moaning louder and deeper. Soon she began to shake uncontrollably. Her thighs tightened around my head as her rapturous wave approached. I slowed down a little then back up again. Her moans turned into screaming as reached her orgasm.

I increased my tongue motions then stopped and started again. I found the way to control her! Even if it was in my state of service I found a way to take control! It was gratifying to know I was able to control a dominant woman! I made her slide up and down the edge of orgasm.

Her strong thighs were crushing my head. Her hands gripping my hair painfully, I didn't stop.

She had pegged me into blissful confusion. I was determined to please her into a similar state. I kept her surfing the edge waiting for her to beg me to let her cum! She didn't break. She screamed with pleasure.

Finally after multiple edgings she began to beg me to cum. I didn't stop. Soon she ordered me to make her cum, I didn't! I brought her to the edge over and over until finally I broke her!

Rachel!!! Gawd damnit! Please please!! Ahhh, ahhh! Rachel!!!! She screamed.

Satisfied with her sounds I used two fingers and my lips and tongue and brought her to a screaming orgasm. I made it last for at least two minutes.

She colaspsed on the bed. Her thighs released my head. Her body was shaking like she was going into hypothermic shock! I cuddled next to her with a loving embrace I rarely used with women. I stroked her hair and kissed her lips.

I didn't realize it at the time, but what I said next sealed my fate and our bond to each other.

Ohh!!! Rachel! She moaned with satisfaction.

I love you Mistress Loren! I said. (My fate was now sealed forever).

I love you too sissy Rachel! You are mine forever!

Just think Rachel! This is only the beginning! She said.

I was trying to imagine what was next!