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Discovering Amber

By: Ms_Allison



Author's Note: This is My amber's foray into telling her recent life story. I have decided that her reward for this is an orgasm, feel free to let Me know if she is worthy of getting one.

*

I have always enjoyed women's lingerie. From looking at catalogs to seeing girlfriends wearing it I have loved the look and feel of sexy, silky lingerie but for me it has always gone deeper. At 18 I tried on my first set of panties, oh my God that was wonderful! It was all downhill from there. Eventually I tried leg shaving and shaving my crotch but those never lasted long because I didn't want to have to explain it to anyone. I would go through binges where I wore panties and stockings under my clothes during the day out and about with friends or at work and then ran home to masturbate furiously. Then I'd go through the shame and embarrassment of having to admit that dressing like a girl turned me on so much. It got worse when I tried anal toys in my mid 20's. Wearing a butt plug was interesting at first but what really struck me was pulling it out and feeling the emptiness left behind.

Maybe I should have started this out differently "Hi my name is amber and I'm a sissy crossdresser."

So what brought me to being 26 and standing in the kitchen in black patent 5" heels, suntan stockings, a white satin with floral print corset and matching panties, blonde wig and makeup typing away on the laptop you ask? That was being discovered by my girlfriend turned Mistress. Now my penance for stretching out some of her bras and panties is documenting my story for the unseen masses to read. Oh sweet humiliation how I cherish you so!

After Allison and I moved in things were going great. She is 28 and truly stunning with long auburn hair and a short and very tight body. She always dresses nicely and has the most amazing lingerie it was only a matter of time before I had to put some of it on. It started casually enough. She works irregular hours while mine are set so it was easy because I would be home alone quite often. I still had a bag of stuff from my single days as well including some lingerie and heels as well as a 5" butt plug and stockings. That was all tucked safely in a bag in the back of the closet. At least once a week when I was home alone I would spend an hour in our room dressing and wearing heels until I couldn't stand it anymore and had to play with myself. That's how she caught me. Lets just say that more than once my performance in bed was "lackluster" because she had come home after I had spent the evening masturbating. Allison was convinced I was cheating on her. She even noticed some of her lingerie would end up in the laundry even though she hadn't worn it and blamed it on another woman.

The one thing you have to know about Allison is most people in this world play checkers, she plays that Star Trek version of chess with the different levels. She is always 5 steps ahead, always! I should have remembered this, unfortunately I wasn't that smart. Allison left for work one day calling me at my job on the way and telling me it would be a late night. I knew exactly what I would do and half way through the conversation I was too distracted with my impending masturbation session to even listen to her. Once at home I stripped and put on my girlie best. Actually Allison had this pair of jade green bikinis with a black lace overlay that I'd been dying to wear. They had a matching bra too. I put on my stockings and heels and went looking for them! When I got them on I walked in front of the mirror and turned and twirled feeling like the slutty girl I had always wanted to be. Then I just had to get my butt plug! Little did I realize that in the stereo cabinet was a small camcorder recording my every sashay and swish. That night as I slept Allison sat in the bathroom watching me masturbate in lingerie.

Most women would have been upset and accused me of being gay. No not Allison. She was the thinker and the planner so while I slept she moved the pieces around the board putting me in checkmate without my even knowing it. It was a week later before she made her move. Once again she called me saying she had closing reports and month end stuff to do so she would be extra late. Again I droned out of the conversation thinking about going home and dressing up. It was a Friday night too so I knew she would be busy at work. I couldn't wait!

I got home early and took my time getting dressed putting on black back seam stockings and black patent 5" heels with an ankle strap. Then I added a black satin and lace demi bra and filled the cups with panties. Finally I put on a pair of black satin side string bikinis with a floral detail in them and a matching garterbelt. Oh I was in heaven! Then I decided to go even further. I went to the bathroom and grabbed Allison's lipstick putting a dark red on my lips that she hardly wore. In college I had my ears pierced and with a little extra effort I got a pair of her dangly earrings in my ears. It was all almost too much and when I saw myself in the mirror I had a hard time not touching myself. Finally I had to put in my butt plug before I popped! With it in place and my panties back up my cock was rock hard. I rubbed it through my panties and began moaning.

"Now aren't you a sight?" A voice came from the bedroom door.

Those words ended my secret life and my world as I knew it. I was busted. Really what could I say? "Oh sorry honey I don't know how I ended up in all this stuff!" or "Oh I mistakenly put this on I thought it was mine!" No that wasn't going to work. I looked over to see Allison leaning against the door frame with her arms folded under her breasts. I wanted to run but where the hell was I going like this!?!

"Oh don't move sweetie," Allison said walking towards me, "I want a better look at you."

Allison slowly walked around me occasionally adjusting a strap or tugging on my lingerie.

"So what comes next?" Allison asked while unbuttoning her blouse.

"What do you meant?" I asked sheepishly knowing she could easily see my raging hard on.

"Come on now sweetie," she said removing her blouse exposing a hot pink satin corset I had never seen before, "I know what comes next but I want you to tell me."

I couldn't even speak as I watched her undo her skirt to show white lace top stockings and a small hot pink thong. She looked amazing with her hair pulled back and her strapless corset pushing her breasts out. Allison walked slowly over to the bed and sat on the edge crossing her legs slowly. I felt my resistance crumbling.

"I'll tell you what," She started, "why don't you change my shoes for me while you try to compose your thoughts." I looked at her quizzically until she continued. "These heels are for work I have a pair much better suited over by the stereo cabinet. Go get them." Walking to the cabinet I saw the shoe box on the floor next to it and went to pick it up. "Oh no sweetie," Allison's words stopped me in my tracks, "keep your legs straight and bend down to get it from your hips." I steadied myself on my heels and did the best I could to pick up the box as she ordered. "Look to your left inside the cabinet," Allison said with an authority in her voice I had never heard before, "see that in there?"

At first I didn't see it but then it stuck out like a mushroom cloud. I felt my ass clench around the butt plug as I saw the camcorder with a small piece of tape over the red light.

"It was there last week too when I worked late," Allison called out from across the room, "and I saw everything." She let the last word sink in a bit before she continued. "Even you putting that cute plug up your ass." My heart sunk and ass puckered as I realized all she had seen. "Now get my heels bitch!" Allison demanded.

I picked up the shoe box and walked uneasily back to her. My head was spinning and my mind was racing and I really thought I would pass out. This was the moment where I realized just how trapped I really was.

"Kneel down before you fall down sweetie." Allison said in a softer voice.

I knelt in front of her while she described how she had felt seeing me in the video and even cried as she watched it wondering what she would do. She had thought of moving out and leaving me but she loved me. The next day she had off work so she went online and researched. It was now clear to me that Allison was playing Star Trek chess and I was actually playing tic-tac-toe with crayons. As she told me more her stocking clad foot found my still rock hard cock inside my panties and began to rub it. The feeling was amazing, I had never felt anything like it before and I didn't want it to stop. That's when she hit me with the rest of it.

"I can't have you stretching out my panties anymore," She said teasing my cock with her foot, "or wearing my stockings so we will have to get you your own." I could only nod yes. "You will listen to me and do everything I say for you to do tonight or else this little dream of yours is over and I'll move out tomorrow." She continued. "The word no has now been removed from your vocabulary. You will listen and you will do what you are told and that is all there is to it, do you understand?" She asked pressing her foot painfully against my swollen balls. I nodded and winced. "Oh no muffin," Allison said moving her foot a little crushing my testicles in the panties, "I need to hear it."

"Yes," I gasped, "yes I'll do it all."

"Yes what?" She asked relieving the pressure a bit.

"Yes ..." I stammered knowing these words would seal my fate, "Yes Mistress."

"Mmmmmm good girl!" She said triumphantly. "But for now let's go with Ms. Allison."

"Yes Ms. Allison." I replied glad that her foot was now stroking my cock again and not crushing my swollen balls.

"Now put the shoes on my feet." She ordered.

I opened the box and saw the heels she had picked out. They were hot pink and white with a 1" platform and towering heels that had to be 6". They looked so hot I couldn't wait to put them on her. Her foot slid into the first easily. The stocking matched the heel perfectly as did her corset. It was almost too much and I could feel the precum leaking out of my cock like a river. When I put on the other she had me hold her hand as she stood. Ms. Allison towered over me and standing directly in front of me I could smell the musk of her pussy, it was intoxicating.

"Stand up." She ordered. "Now walk over to the mirror." I did as she said without question or reservation. "Look at yourself muffin," She instructed, "what do you see?"

"I see a guy in lingerie." I replied sheepishly.

"Now what do you see when you look at me?" She asked.

"I see a gorgeous woman in lingerie Ms. Allison." I replied drinking in her reflection.

"We will fix that soon enough you realize don't you muffin?" She smirked.

"Yes Ms. Allison." I replied wondering exactly what that meant.

"Now I asked you earlier what comes next in your little cross dressing night of fun," she started, "now answer my question and tell me what comes next."

This wasn't a question it was a demand and I knew if I did not answer that she would move out in the morning. Allison is a wonderfully loving and amazing woman with a stubborn streak true of her Irish heritage, if she left she'd leave for good.

"Ummmm ..." I stammered trying to find my words, "usually I ummm ... jerk off."

"Jerk off?" Allison taunted. "No muffin, real guys jerk off. They take out their big manly cocks and stroke them they don't dress up like slutty women and shove a cock in their ass before they do it." I went to protest but Allison saw it coming. "Are you going to try to tell me that's not a cock in your ass?" She asked taunting me more and walking towards me. "Tell me then what do you call something that's long and hard and put into a willing orifice like that?" As she asked Allison pushed on the base of the plug and wiggled it making it dance in my ass, the feeling was so intoxicating I couldn't answer. "That's right it's a phallus and something that trains your ass for what is to come." Her hand never left the plug as she spoke. "Now pull that dripping shaft of yours out of your panties and stroke it for me." I complied quickly and began to stroke furiously while Allison played with the plug base. 

My mind was in overdrive and I didn't know what would happen next but what I really needed was to cum. I had never masturbated in front of anyone before so this was all so new but so incredible as well. I would pop in no time, then Allison turned up the heat and I was done for.

"That's right slut," She hissed, "show me how you play with that clit of yours! Show me how you orgasm like a good little slut! Fuck that clitty! Fuck it like the slut you are!"

I had never heard her talk like this and that was all it took. My body tensed so much I could feel my heels lift off the ground then Allison pushed the plug in as deep as she could. She put her hand in front of my cock and caught the explosion that shot out of it. My knees buckled and I almost fell but her hand in my ass held me up. I came buckets filling the palm of her hand with my hot seed. She ordered me to milk my cock's contents until it was soft which I did willingly. 

"Now what do you normally do after you cum?" Allison asked.

"I just get undressed and put my stuff away." I replied completely exhausted.

"Well that's not going to happen," Allison informed me. "Now the question is what to do with this mess you've made in my hand?" I looked at the contents of her hand amazed at how much I had cum. "Have you ever tasted yourself before?" She asked with a gleam in her eye. I answered that I hadn't then watched as she stuck a finger into the pool of cum and rubbed it around coating the entire first knuckle of her index finger. "No time like the present right?" She asked lifting her cum covered finger to my mouth. "From what I understand little sluts love the taste of cum!" 

The look in her eyes told me I wasn't going to get away with saying no to her or keeping my mouth shut. I reluctantly opened my mouth like a child being fed his vegetables and wrapped my lips around her finger sucking it softly. It was warm, salty and thick like clam chowder.

"That's my good girl," She said triumphantly pulling her finger from my mouth, "just one more to prove to me you really like it."

This time she scooped a bit dollop of it onto her finger easily giving me twice as much as the first time. The look in her eye was electric and I could tell she was thriving on the power she had over me. I sucked her finger dry and as she pulled it out she took her cum soaked hand and smeared its contents on my belly rubbing it into my hair and flesh. It dried slowly tightening on my skin.

"Now why is it that you see a guy in lingerie when you look at yourself?" She asked staring at me in the mirror. "What is the difference between you and I when you look at our reflections?"

Allison was maybe an inch or two shorter than me as we stood but the differences were quite evident. Despite my just having cum the bulge still showed in my panties and while my body was slight, I'm only 5'8 and slim, my chest and leg hair certainly set us apart as did her long hair and delicious B cup breasts. I told her the differences that I saw and she just nodded and smiled.

"Stay right there." Allison said walking towards our bathroom.

Just before entering it she looked over her should at me to see me staring at her bare ass. She looked simply devastating in that corset and stockings and I'm pretty sure she knew it. I thought nothing of hearing the bath running but eventually she returned and without a word took me by the hand leading me to the bathroom. There I saw that she had lit candles and filled the tub, I could smell the scent of the bath salts already, she loved the smell of lavender.

"First things first," Allison said putting her hands on my hips from behind me and walking me to the vanity, "lean forward like before." I leaned forward at my hips feeling my butt jut out toward her. "Good girl." She teased as she pulled down my panties exposing my ass. "Now just relax." 

Allison grasped the base of the butt plug twisting it in her hand a little. She slowly worked it around pulling it out a bit and letting it slide back in or letting it go and having it pop back in on its own. She teased me about my ass not wanting to let it go as I felt myself getting erect again. Finally she pulled it out completely dropping it in the sink in front of me.

"Clean your toys first." She ordered.

I washed the butt plug with the antibacterial soap and hot water before setting it aside. This was now the longest I had spent in heels and my feet began to ache. Then Allison brought me towards the tub and undressed me slowly from top to bottom leaving the heels for last.

"There we go," she said with a smile, "now careful when you step into the tub."

"You're not joining me?" I asked as I stepped in the hot water.

"No muffin this is all for you." She smiled.

I lowered myself into the steaming bathwater and tried to relax. Allison soaked a small towel and folded it putting it over my eyes while getting me up to my neck in the water. The smell of lavender permeated my nose. It was impossible to feel masculine at this moment particularly with the hot water tingling my asshole. I'm not sure how long she left me there but I was so totally relaxed by the time she came back I didn't really want to get out. Thankfully that wasn't what she had in mind right away. 

Allison had me sit up and began to wash my hair. I could smell the shampoo was hers, it smelled like roses. My hair is pretty short but she conditioned it as well. She drained some water out of the tub and then had me stand. The bathroom was warm but still my skin chilled a bit. Allison began to smear warm shaving cream over my chest before handing me a razor. She walked me through shaving my chest and used the handheld showerhead to rinse me off. Soon my chest was smooth as a baby's bottom. I was ready to get out when she started to rub the shaving cream over my crotch. Allison had me change the razor blade and shave my crotch leaving a thin strip of hair directly above my cock which Allison kept referring to as my clit. She walked me through shaving my legs as well and finally my arm pits. Before I stepped out of the tub my body from the neck down was devoid of hair save for the small strip at my crotch.

"There you are nice and smooth," Allison said helping me out of the tub, "now to keep you from getting razor burn."

Allison handed me a bottle of scented lotion and helped me rub it all over my shaved body. It smelled of cotton candy. I was now completely smooth and awash in a cornucopia of female scents.

"Now lets get you back into some lingerie and see what you think about yourself." Allison said with a big smile.

I recognized the bag on the counter as being from Victoria's Secret. I couldn't believe whatever was in the bag was going to be for me! Allison pulled out a peach thong and handed it to me. She didn't have to tell me I stepped into it and pulled it up. The feeling of the satin against my shaved skin was so much different and I loved it! My cock instantly grew hard. Allison then handed me a camisole that matched the thong perfectly, it had delicate spaghetti straps and a lace inlay where my breasts would be. I looked in the mirror and smiled a bit, then Allison stuffed the cups of the built in bra with panties giving me the shape of breasts which made me smile much more. I couldn't believe how it all felt against my skin and my cock was aching for attention. 

"Now have a seat." She instructed.

I was an obedient puppy in her hands and sat on the small padded stool she used when she did her hair or makeup. It felt odd to have the plush material touching my bare ass but then again everything felt odd tonight. 


Discovering Amber Ch. 02



Mistress's Note: I would like to thank you all for your kind words regarding Amber's tale. Amber has now been My sissy for 7 years and lives like a true sissy should. Yes she does sit when she urinates at home and at work and yes she will eventually be with a man. She's been with quite a few over the years but you'll find out about those later. Your feedback will always be welcome. Ms. Allison



My life is a never ending cycle of tease and denial since I was discovered by Ms. Allison. When I wake in the morning I am curled up in bed with Ms. Allison's naked body while I am dressed in a satin nightgown. I slip out of bed and walk to the guest bathroom where I have to lift up the long nightgown and lower the matching bikini bottoms so I can sit to pee. Sitting to relieve myself is common place now particularly since Ms. locked my clitty away with a CB3000 after she caught me washing it a little too quickly in my shower. Since that day it has been locked away and even the slightest erection is painful. Any reference to my body parts is now done in female terms as well. My penis is now a clit, my ass is now a pussy and y testicles are adoringly referred to as "tessies". Every shred of my manhood is being stripped away from me and I can't really say that I mind.

After I relieve myself I put on the workout wear that Ms has left out for me. Today it is a pair of black spandex short shorts that sit low on my hips, a purple sports bra, purple socks and white Rykaa cross-trainers. I walk out to the livingroom and turn on the DVD that Ms leaves in the machine for me. Today it is a stripper-cise video. As you can imagine watching 3 hot women gyrate and dance on the TV isn't easy to deal with particularly while wearing a hard plastic cage. After my hour workout I trod back off to the bathroom and shave my face which I now do twice a day. The items in my shower have been changed drastically. Gone is my bar soap, regular shampoo and washcloth, they have been replaced with cotton candy smelling body wash, a loofa and shampoo and conditioner which have a hind of lavender. My shower is also has pink razors and other essential items to continue my life as Amber. I shave my body leaving only a thin ½" landing strip above my crotch. When I step out I pat my body dry and rub myself down with cocoanut body butter leaving my skin soft to the touch and smelling wonderful. I slip into a long white satin robe and my 3" house slippers and head to the kitchen. Each morning I make Ms Breakfast and bring it to her. While she eats she tells me what to put on for the day. 

"I think today," Ms says letting the sheet fall just a bit almost revealing her breasts, "you will wear the white satin and lace boycuts."

I know the exact pair, satin in the front and lace in the back. They sit higher on the hips and barely cover my butt. They look sexy and feel sexier as I slide them up my shaved legs and pull them gently into place. The satin holds my tessies exquisitely and just wearing them makes me drip precum.

"Suntan stockings today muffin." Ms continues while sipping her coffee.

Stepping out of my heels I put on the first stocking. The soft material feels wonderful against my legs. Even the feel of my bare bottom against the chair arouses me. With both lace top stockings I slide the house slippers back on and stand presenting myself to Ms.

"Very nice," Ms Allison says putting down her coffee, "now turn slowly muffin." Ms seems to enjoy calling me pet names that are more associated with women. "Add that cute pink cami as well."

"Yes Ms. Allison," I reply as I retrieve the pink camisole, "thank you."

The pink camisole has a heart shaped lace detail in the front and delicate spaghetti straps, it clings to my body without being too tight and to top that look sexy as hell too! I put the camisole on and retrieve Ms. Allison's breakfast tray bringing it back to the kitchen. The sound of my heels echo on the tile and with the feeling of satin and lace against my body I find it impossible not to swish and sway a little as I walk. I can hear Ms giggle as I walk out of the bedroom. Clean up is quick and easy as I've become a pro at this over the past couple weeks. When I enter the bedroom again Ms is sipping her coffee.

"Hang on a second swivel hips," Ms says with a smile as she reaches under the sheet, "I have something else for you to do." Ms Allison moves a bit letting the sheet fall to her waist exposing both of her wonderful breasts. "Ahhh here it is," she says with a look of triumph holding up a 6" realistic dildo, "clean this off for me would you?"

Ms Allison holds the dildo by the balls letting the shaft hang downward. I take it in my hands and wash it with the anti-bacterial soap letting it air dry on the counter. When I walk out of the bathroom Ms is still sitting propped up against her pillows with the sheet around her waist. Her B cup breasts are exquisitely perky and I can think of little more than burying my face between them.

"Come here my pet." Ms says calling me over with her right index finger. "I have one more thing for you to do before you go to work." I walk quickly to the side of her bed and stand with my hands at my sides. "Despite what you may think," Ms says with a grin as she pulls the sheet aside, "I'm still a bit horny and as you've taken my male lover to the bathroom I guess I'll have to settle for your lesbian tongue!" Ms slides her body down a bit and spreads her legs slowly. "Lick me until I tell you to stop sissy!" Ms Allison hisses.

I may be a man who dresses and acts like a female but I'm no fool! I quickly slip between Ms. Allison's legs and begin to feverishly lick her clit and pussy. She tastes like heaven to me. One thing I've noticed over the past two weeks is that the longer I go without cumming the harder I work to please Ms. She of course makes no secret of her knowledge of this as well. Prior to my clitty becoming locked away giving Ms oral was just something I did before penetration, now it is one of the only ways I can experience sexual release. My oral skills have improved drastically over the past two weeks and I am able to bring Ms to orgasm in no time. After the second hard orgasm Ms has to push me away. I lick my lips and stare at her dripping pussy until her foot rubbing against my crotch brings me back from my trance.

"You know sweetie," Ms says as she teases my tessies making my clit swell inside it's tiny cage, "it's been a while since you've had any release and I've read that's not good for you." My clit strains against the cage and I wince in pain as I try to control my rebellious appendage. "If you are a good girl tonight," Ms continues letting her foot trail over my inner thigh and stocking tops, "I'll let you cum. Would you like that?"

"Oh YES Ms. Allison!" I say as I try to concentrate on something beside the possibility of cumming or the taste of her glorious pussy in my mouth.

"We will see how things go then." Ms says as she slowly drags a finger through her wet pussy. "Go get your waist cincher now." She says as she pulls her foot away and slips out of bed.

About a week ago Ms decided I needed a more hourglass figure and started training my waist. I retrieve the white cincher and return to Ms presenting it to her.

"Turn around silly," she says playfully swatting my bottom, "I can't put this on from the front."

I turn and step into the cincher pulling it slowly up my legs. The satin waist cincher glides up my stocking covered legs and over my smooth bottom. The feeling has me aroused again and soon I am concentrating on keeping my clit from becoming crushed by the limits of my cage. Ms pulls the strings on the back of the waist cincher pulling my sides in and tying them in place. I have noticed that my waist seems a bit slimmer and to come in just a bit between my ribs and hips. When coupled with my lingerie the look is dramatic and sexy. Wearing the cincher or a corset to work has been interesting as well. I can no longer bend and pick things up and have to do it by squatting. The tight devices keep my lower back straight and rigid but the feeling and look are amazing. Ms ties the final knot and pats my bottom.

"Now time for you to get ready for work," Ms leans up as she speaks and smears her wet finger under my nose, "go be a good girl and get dressed."

"Thank you Ms." I reply as I stand and walk quickly out of the room.

I walk quietly toward the front closet and remove a suit, shirt and tie to wear to work. First the shirt and tie go on and then the jacket. Next I remove my heels and slip on a pair of dress socks easily over my stocking covered feet. My dress pants slide on just as easily and finally I step into my dress shoes tucking my heels into the closet for later wear. On the drive to work the smell and taste of Ms. Allison fills my senses as well as the promise of cumming! It's been a full two weeks since she allowed me to cum and I'm ready to burst. The last time Ms Allison fed me the cum I released which I was more than happy to suck off her fingers. If she offers it again I will more than happily do it particularly if it means cumming. I can think of little more as I drive. As I said my days are filled with teasing and denial.

At work I am more comfortable that people can not tell what I have on under my clothing. My first few days were very scary as I was sure everyone could see tell tale clues of something. I have slowly relaxed but am still on edge just a bit. At work I go to the bathroom sitting in a stall. The tip of the CB needs to be dried with toilet paper which I obviously can not do at a urinal. Plus it's not like I can pull the female underwear I have on out of the way to free myself for urination. I pull my panties and pants up quickly just in case anyone is somehow looking through the small opening in the door and can see the white satin I have on. It's worse on days I wear floral prints or bright colors. At least at work I can try to focus on other things but every movement is a reminder that I have on lingerie or stockings underneath.

My drive home is uneventful but full of thoughts of cumming and what Ms. Allison will expect. She has had me reading a lot online and I have learned that no reward is given without some kind of work. Ms will certainly expect something new from me but at this point I don't care, I need to please Ms Allison so that she will let me cum. I want to please her like never before.

Upon entering our condo I begin to remove my suit and male clothing anxious to see what Ms has in store for me to wear this evening. Typically it is just heels and sometimes a skirt but tonight it is different. In the closet Ms Allison has left out a pair of pale pink bikinis and demi bra. She has also left for me a white blouse and snug fitting white mini skirt. The final piece is a new pair of pink patent leather 4 ½" heels. They look stunning on my feet but I know it won't be long before they ache. I have never worn heels so high.

"Go put on your make up muffin!" Ms. Allison calls out from her bedroom.

I walk as quickly as I can in the new heels to the guest bathroom and put on my make up. Over the past two weeks I have gotten a bit better at it. Shaving at work during my lunch break helps the make up look a little better as well. My lip shade is red and my cheeks are rosy when I walk out of the bathroom hoping to pass inspection.

"How do you like your new heels?" Ms asks from her room as she hears my heels on the tile floor.

"Oh I love them Ms Allison," I say truly meaning it, "they look so sexy!"

"I hope you don't mind," Ms continues, "but I put them on your credit card."

"Of course not Ms." I answer.

My credit card has been used for all the purchases of my lingerie, heels and makeup over the past two weeks. Of course I am the one wearing and using all these things so it only makes sense.

"I picked myself up something as well," Ms says as she walks out of the bedroom, "I hope you don't mind."

Ms Allison steps out looking every bit the Dominatrix. Her outfit consists of a black leather bustier and thong, thigh high black boots and long black leather gloves that reach her armpits. Her long red hair is pulled back with a black leather looking clasp and around her neck is a black leather choker with chrome chain detail. I am unable to speak and before I realize it an overwhelming pain fills my panties. My clitty throbs against the hard plastic cage testing its tensile strength. The cage wins and my clitty aches.

"I take it you like my new outfit." Ms replies wickedly.

"Yessss Ms!" I answer weakly trying not to fold in two.

I don't dare ask what she has in store for me tonight. The last thing I want to do is seem any more desperate than I already am! Ms helps me prepare dinner. With the exception of how we are dressed it is a normal night for an ordinary couple. My feet ache as we sit but I try not to show it, instead I try to concentrate on the chicken and brown rice in my plate as looking at Ms causes an ache in other places.

"Let's leave these plates," Ms Allison says as she gets up from the table and walks to me, "you look like you're ready to burst." Ms extends her hand to me and helps me out of my chair like a man would help a woman to her feet. "Come with me sweetie." Ms says as she leads me to the living room.

As we walk I can't help but look down at her exposed and shapely rear end. The height of her boots and the way she is walking causes it to sway seductively back and forth and in no time my clit finds the limits of the cage. She stops quickly and turns to see me staring at her butt.

"Like what you see muffin?" Ms says pulling my face up until my eyes meet hers.

"Yes Ms.!" I reply sheepishly.

"Are you horny and wanting to cum?" She asks as she steps toward me and lets me feel her body against mine.

"Oh yes please Ms!" I say sounding weaker than I had hoped.

Ms Allison reaches behind me and unzips my skirt pushing it over my hips and butt. The skirt slips easily down my legs and ends up around my ankles. Ms then slips her fingers inside the panties I have on and slowly, painfully slowly, lowers them down my body until they join my skirt on the floor. Ms sit in the chair in front of me and lifts the long chain she wears around her neck revealing the small key that goes to the brass lock on the CB3000. It is the closest Ms. Allison's mouth has been to my crotch in weeks and as soon as the cage is removed my clit rages. I have to fight the almost overwhelming urge to keep from wrapping my hand around my clitty and stroking it to oblivion!

"Well my little girl is quite excited isn't she?" Ms asks playfully as she reaches into the end table near her side. "Let's make sure you remain attentive." Ms says with a wicked smile.

Ms. Allison then stands and puts two thick leather cuffs on my wrists. She leans into me pushing my arms behind me and clips my wrists behind my back. My clit is free but my hands no longer were, I am still her prisoner. Ms. Allison produces a small bottle of lube from inside the front of her leather thong and pours some in her leather covered hand before rubbing that hand over my clit and tessies.

"Ohhhhhhhhh!" I moan involuntarily.

"Want to cum muffin?" Ms asks using both hands on my aching crotch.

"YESSSSSSSS!" I beg. "PLEASSSEEEEE!"

"So glad to hear you are so desperate." Ms says triumphantly. "Come with me sweetie."

Ms. Allison walks to the kitchen taking a pillow with her and putting it on the floor leaving me standing in the living room desperately needing her help. I cautiously stepped out of the skirt and panties and follow Ms who sets the pillow on the floor in front of the refrigerator.

"Want to get off your feet too muffin?" Ms asks.

"Yes please Ms.!" I reply with little control.

"Kneel on the pillow." Ms says positioning it just right. "Facing the refrigerator sweetie." Ms instructs helping to guide me into place.

I find myself kneeling several inches from the fridge wondering what is to come next and hoping it is me! Ms leaves me momentarily to get something from the bedroom returning with one hand behind her back.

"I got something else in the mail this week," Ms says with a distinct gleam in her eye, "and if you want to cum you and it will get very close."

Before I can speak Ms. moves her left hand quickly slamming it into the refrigerator door with a bang. I soon find out it wasn't her hand but the suction cup base to a realistic dildo which is now mounted at mouth height on the fridge door. My eyes focus on the dildo in front of me. It isn't until I feel her hand on my crotch again that I realize her body is pressed into my back. Her hand is full of warm lube again and she uses it to coat my hard clit and smooth tessies teasing them mercilessly. 

"It's simple muffin," Ms says toying with the end of my clitty with her slick fingers, "the more you play with that toy in front of you the more I play with you."

Her breath is hot against my ear, almost as hot as her pussy which is very close to my fingers. My crotch aches so badly and my tessies are so swollen and full of cum I need some kind of relief soon! A moment ago I was thinking about how I'd do anything to cum and now the opportunity is there and I am struggling to go through with it. Ms flicks her tongue up the back of my ear knowing that drives me crazy.

"Come on muffin," Ms says giving my swollen clitty a squeeze, "you know you want to do it, you know you're going to do it, so just go ahead and do it."

Ms lets her fingers glide over my tessies. Now she is using two hands causing my clitty to ache like never before. I purse my lips and kiss the head softly.

"Good girl!" Ms exclaims letting a finger trail underneath my tessies and rubbing it against my asshole. "Keep going sweetie," she encourages, "you know what I want you to do don't you?"

I kiss it a few more times flicking the shaft with my tongue. As a reward Ms strokes my shaft once causing me to moan deeply.

"Like that feeling amber?" Ms asks knowing the answer. "If you want me to do that you're going to have to earn it," she continues, "now wrap your sweet lips around my lover's shaft."

Automatically my lips part and the latex head slips into my mouth. Ms, true to her word, strokes the base of my shaft slowly mimicking the way my mouth moves on the shaft. Her body presses tightly into mine and her forearms pull my hips holding me tightly.

"Go deeper amber." She insists using her body to push me closer to the fridge door.

I feel the head reach the back of my mouth and the smooth underside on my tongue. My lips wrap around the shaft feeling the bumps and veins as I move back. Ms strokes closer to the head of my own clit. It was now clear, the deeper the dildo went into my mouth the closer her fingers work near my swollen head. 

"When it gets to the back of your mouth," Ms says softly in my ear letting her fingers flick over my head, "relax your throat and hold it there then take it in a bit deeper."

I feel the head touch the back of my mouth and did as Ms instructed. I feel the urge to gag a bit but kept still and relax before taking the dildo in just a bit deeper. Ms rubs the head softly between her thumb and fingers which send electric shocks through my entire being. I do it again until I finally do have to gag and pull back just a bit.

"That was fantastic!" Ms says not containing her excitement. "You almost got the entire thing into your mouth!" She strokes me a few times as a reward causing my body to tremble. "Do it again muffin," she says softly, "and this time really relax."

I can't answer Ms hasn't allowed me to back up enough to let the dildo out of my mouth. Instead I slip my mouth forward on the shaft, sucking softly as I go, and finding it easier to take it further into my mouth. Each time I back up and move forward the dildo is easier and easier. Of course each time I take it deep into my mouth Ms strokes me harder bringing me closer and closer to cumming. I am shocked to feel my nose touch against the refrigerator door.




Discovering Amber Ch. 02



"OH MY GOD AMBER!" Ms. Allison exclaims. "If you keep doing that I'll make my little slut cum."

Her words are music to my ears. It finally hits me how slutty I must look kneeling on the floor in a pair of 4 ½" heels, satin lingerie, leather cuffs and make up while I deep throat a 6" dildo. The image of myself like that turns me on beyond belief and I really go into the blow job. I let the slutty feeling consume me while I feel the pressure building in my crotch. Ms strokes me harder and faster pumping my clitty with her fist. My body trembles furiously and I groan around the shaft. Ms moves quickly behind me stopping her fist for a moment but quickly starting it again.

"That's my good little blow job slut," Ms whispers huskily in my ear, "suck that shaft!" 

My body spasms, not just my crotch, not just my legs, my entire body! I hadve never felt anything like it. Instead of pulling away from the shaft so I could breathe I push my mouth further forward until I felt the latex balls resting against my chin. I may be a blow job slut but I am a blow job slut that is finally cumming!

Ms. Allison slowly works my shaft milking the last of my cum from it while never backing up enough to let me get the shaft out of my mouth. I continue to work my latex lover until Ms stands and tells me I can stop.

"I'm so proud of you sweetie!" Ms says giddily. "You did an amazing job."

"Thank you Ms." I say softly feeling how sore my throat is for the first time.

"Now I have another reward for you." She ays pulling the shaft from the refrigerator door and signaling for me to turn to face her.

In her left hand she holds a small glass and in her right is the dildo. It takes me a minute to realize what is going on but then I look closer at the glass. In the bottom of the glass is the cum I have just let from my body. I can't believe how much there is! I have never cum so much in my life and the evidence is right there to prove it. Ms lowers the head of the dildo into the glass coating it with my seed.

"Time to clean up," Ms says wickedly, "just like the last time."

My mouth opens on its own and soon the saltiness of the latex head iss in my mouth. Instead of being repulsed the idea gets me excited again and I felt my clitty stir. I softly suck each new semen filled dildo full. Ms Allison withdraws the dildo from the glass one more time and holds the base against her leather covered crotch. I look up at her like a cock sucking slut and relax my throat as best I could until my nose touches her body. Her hand moves behind my head and guides my actions. Even while her actions are gentle the idea that she is in charge is always very clear. She is in a physical, mental and even emotional control over me. 

"That's my good little cock sucker." Ms encourages pouring the contents of the glass over the shaft. "Now clean me off."

I do as I am told. It is amazing and slutty all at the same time. When the cup is empty Ms leaves the dildo in my mouth and helps me to my feet leading me to the living room.

"How do you feel sweetie?" Ms asks removing the dildo from my mouth.

"Much better and still horny Ms." I reply softly.

"I'm glad to hear that muffin." Ms says smugly.

She slowly crosses her legs and points for me to kneel at her feet. I am lost in her power, the new look, the leather lingerie, the taste of my own cum in my mouth. It is a whirlwind of experiences and senses. Even though I have just cum I almost felt like I need to do it again.

"Do you see that speck of dust on my shoe?" Ms says pointing at the toe of her right foot. I look but didn't see anything. "You mean you don't see it?" Ms asks making me feel as if I am blind not to see such a large piece of dust. "Lick off the shoe," Ms says sitting back a bit as if she is disinterested in the act, "clean them off with your tongue."

I have never considered the idea of licking her shoe. My tongue moves out of my mouth tentatively as I lower my head toward her foot. The shoe is patent leather. It is smooth and warm to my tongue as I lick over the top of her toes. I can't believe I have been reduced to licking her shoes and as repulsive as the idea may have been my clit is once again getting hard between my thighs.

"That's a good girl," Ms speakes softly, "don't forget the bottom."

I pause for a moment at the thought of licking the bottom of a shoe. It is relatively new but still, there was something different about the bottom of the shoe. 

"Muffin," Ms Allison says coolly looking at me, "if you don't lick it you will wait another week for your next orgasm." I still hesitate. "Make that 2 weeks." She says coldly looking at me. I try to lean forward to lick her sole but still struggle with it. "Do you want to make it three?" She asks repositioning her foot to give me better access to the bottom of her foot.

My mouth and tongue plunge forward until I feel my tongue press and flatten against the bottom of her shoe. As I slowly lick upward I can taste and feel the grains of dirt like sandpaper against my tongue. For as much as I feel disgusted by the idea that I am licking the sole of a shoe Ms has obviously worn outside my heart is pounding in my chest and my clit is raging hard again.

"These are new shoes sweetie," Ms Allison says looking at me again, "but I went outside to scuff up the bottoms a bit. I hope you don't mind."

"No Miss." I ay quietly between licks.

"Now the other one." She says uncrossing and recrossing her legs. 

I lick the second heel quicker and easier than the first. Once your shoe licking cherry is broken I guess it is easier. I lick her entire shoe and even manage to deep throat the heel a bit as well. Out of the corner of my eye I can see that Ms is pleased by my actions. 

"So my dear," Ms says pulling her foot from my mouth, "how have you enjoyed your first 2 weeks as a girl?"

"It's been amazing and frustrating all at the same time Ms." I reply honestly. "I never suspected anything like tonight would happen," I continue, "or that I'd have a clitty on my cage every day."

"Well muffin," My says lowering her foot to my crotch, "it's a great way to control you, which I'm sure you agree." I can only grin sheepishly as she teases my crotch with her foot. "And you are much more willing to please when your orgasms are controlled."

Ms. Allison is right. There is no denying it. If I had been able to control my own orgasms I never would have sucked a dildo or licked my cum off it. As a matter of fact I probably wouldn't wear heels and make up every single day when I got home either. Ms controls my actions through my clitty but I enjoy it more than I can ever express.

"So is it two weeks or three weeks until your next orgasm?" Ms asks pressing the toe of her heel against my pussy hole.

"I think it is two Ms." I moan softly as I speak.

"Let's make it three sissy," Ms says patronizingly, "I need to get a strapon before your next orgasm!" I am unsure how to react, the idea of having Ms fuck me is exciting but horrifying at the same time. "Plus you need to continue working on your cock sucking skills." Ms continues. The way she says cock sucking makes it sound slutty. "Now go pick up your panties and skirt," Ms says removing her foot from my crotch and unclasping my cuffs from behind me, "and go clean up the kitchen."

I do as I am told and dress while Ms watches intently. Standing in the kitchen I scrub the dried dishes from dinner. For as much as I want to say that I hated sucking that dildo the entire experience was completely enjoyable and exciting. Ms walks slowly into the kitchen walking close to me and letting her fingers trail over my back. Having her close has my clitty raging hard. Ms forcefully pushes the dildo against the refrigerator door again this time closer to the top. It's shaft dangles and points toward me.

"New rule muffin," Ms Allison says slipping close behind me again, "whenever you come into or through the kitchen you'll give your new friend 10 deep strokes with your mouth."

"Yes Ms." I reply softly.

"Tomorrow we will head out on a shopping trip and get you some more supplies." She says in a tone that makes me nervous as if there is more to what she is saying. 

The rest of the night we spend curled up on the couch together. Even though Ms undid the cuffs I still have them as well as the new heels on. It's quite apparent who is in charge even in our relaxation time. When she decides it is time she locks my wrists behind me again and removes her leather thong. Ms straddles my face and rides my tongue to orgasm again and again. When she is satisfied she slowly climbs off me and leaves me there until my clit finally returns to normal size. As soon as it does Ms Allison locks my clit back into the CB3000 and has me follow her to the bedroom. Once there I help her undress. Only then am I allowed to change into my night clothing. Tonight it is a hot pink babydoll and matching thong. I curl up tight in Ms. Allison's arms laying my head on her chest.

"I love you Ms." I whisper softly.

"I love you too Amber." She replies sincerely.



Discovering Amber Ch. 03



Ms. Allison's note: Again thank you to all those who have had such wonderful things to say about amber's story. Yes, these are true and yes amber is a very lucky girl. Those of you following these stories will notice that amber refers to her body parts in female terms, her penis is now called a clitty, her testicles are tessies and her ass is now her pussy. Keeping her thinking of herself in female terms is very important to her training. Feel free to comment positively or negatively but most of all enjoy.

Ms. Allison

============================

There have been very few times in my life I have been terrified and today was definitely the tops on that list. Ms drove us to the mall and as I watched she walked around the front of the car and opened the door for me. I looked up to see her hand extended toward me.

"Practice getting out like I told you sweetie." She said as I took her hand. I swung my feet out with my knees together and slipped out of the car as elegantly as possible. "Very nicely done," Ms spoke, "now come on it won't be that bad."

Ms Allison took my arm into hers and walked us toward the mall entrance. It was a small gesture but for me it was definitely a sign that I was the girl in this relationship. What was also a big indicator of that was the fact that Ms Allison had dressed me from head to toe. Today I was wearing my white Rykaa sneakers, faded blue women's jeans which sat about an inch or two below where my normal jeans would have, a navy blue women's shirt, a pale pink demi bra and matching thong and a pink ankle sock with white lace ruffle edging. No one would really notice these little things. The jeans rode a bit lower but were the color of normal jeans. The shirt only buttoned from the opposite side but looked normal as well. I had a light jacket over the shirt so the bra was not noticeable and the length of the jeans covered my socks. Ms even took the cage off my clitty and tucked them underneath with a gaffe to make the jeans fit just a bit better. In any case the fact that we were out and about at the mall like this, even on a Monday morning, scared me terribly. Ms. Allison had taken us to a mall over an hour from our house so at least my being seen by someone I knew was very slim.

"See sweetie," Ms said escorting me inside, "nothing but little old couples that won't notice you."

"Yes Ms." I answered softly.

She set the pace and led me around the mall slowly. Eventually my heart rate slowed back down to normal. A couple of quaint smiles from couples we passed and I really began to relax. Ms led us up the escalator and then to a sissy's promise land, Victoria's Secret! I felt my clitty instantly stir but knew it wouldn't be moving soon. Ms picked up some new lingerie for me with little fanfare and then headed to the nightgowns. 

"What do you think?" Ms asked a little louder than I had wished.

"That one is very pretty." I replied softly. 

The one I was looking at was long with thin spaghetti straps and lots of lace at the top and down one side. There was also a slit that went up one leg to where my hip would sit.

"Oh that is very nice indeed." Ms said excitedly. "I think that soft yellow color would look lovely on you." Ms pulled the nightgown down from the hanger and held it up in front of me. "Oh yes baby," Ms said with a big grin, "that will look stellar on you!"

"Can I help you find anything?" The young salesgirl asked.

"Oh I think we found everything we need," Ms said hanging the nightgown up again, "I just need to check the size."

"Well what size are you?" The girl asked politely.

"Oh it's not for me," Ms Allison said handing me the lingerie she had picked up already, "it's for my friend here." Ms untucked the back of my shirt and flipped the thong out of the top of my jeans. "She's an extra large." Ms said loud enough for the world to hear.

The sales girl suppressed a giggle and started looking through the rack for my size. When she found it she handed it to Ms Allison who then held it up in front of me. I stood still and blushed hoping no one else would see me.

"Oh that is perfect." Ms Allison said happily.

"It comes with a matching robe as well." The sales girl said pointing to long partly sheer and lace robe.

"I'm sure she will love that too," Ms said handing me the nightgown, "do you have one in her size?"

"Of course!" The sales guy said with a big smile.

With the robe in hand I followed the two ladies to the sales counter. If it were possible my clit and tessies had now retracted into my body but the thought of wearing all the lovely items I had in my hands was still very exciting. At the register the girl scanned all the items occasionally looking up at me. I began to wonder if she were picturing me in some of the items.

"I grabbed your wallet for you sweetie." Ms Allison said handing me a leather wallet that was not mine.

The dark red leather wallet was more of a clutch with a leather strap that snapped over the top. I opened it and sure enough my wallet and credit cards were in it. When the cashier gave me the total I diligently handed her my credit card. She smiled and thanked me as she took it. A few moments later I was walking out of Victoria's Secret on Ms Allison's arm with two bags in my other hand. Prominently displayed in the hand through Ms' arm was my dark red leather wallet.

Ms. Allison then led us to Fredericks of Hollywood. There we purchased a number of pairs of stockings, some short nighties that left little covered, and two pairs of heels. One pair was clear plastic 2" platforms and the other were black patent leather 5 ½" heels with a silver metal spike heel and a thick ankle strap. Ms pointed out to the sales girl that neither pair was for her and that they were far too slutty for her tastes. With the bags in tow I walked with Ms Allison out of Fredericks and down to the food court. Ms and I got our food and went to a table. As I knew I should I crossed my legs and got lost in the conversation with Ms Allison. 

Our conversation was about how she thought I'd look in the new purchases, particularly the long nightgown. All I could think of was how it would feel against my body and how it would feel when I walked. I couldn't wait to wear it later and began to wonder what I would wear under it. Eventually I came out of my little day dream to notice two college age girls sitting off to Ms Allison's right. Ms turned to look at them and then back at me but ignored them. Instead she continued our conversation. When the girls started to giggle I couldn't help but wonder if I had something to do with it. That's when I noticed what the girls were looking at. With my legs crossed my foot and the ruffled pink sock was completely noticeable under my jeans. I quickly tucked my legs under the table much to the delight of the two girls.

"Just relax sweetie," Ms said calmly, "you'll never see those two women again."

The two girls giggled uncontrollably for a bit and then went back to their own conversation. I started to relax just before the two of them started to get up and clean up their table. As they walked toward us I really started to panic and wanted nothing more than to become part of the chair I was sitting in.

"Your socks are adorable." The first girl said with a giggle.

"Thank you." I replied weakly.

"I didn't know guys wore socks like that." The second girl said laughingly.

"Oh they don't." Ms Allison said firmly. "Real men do not wear pink socks with white lace or women's sneakers."

"You've got women's sneakers on too!?!" The first girl exclaimed rather loudly.

"Oh my God that's amazing!" The second girl chimed in just as loudly.

"Well she does like to be comfortable when she shops," Ms said tidying up her plate and signaling for me to do the same, "and heels just wouldn't work today." I picked up my plate but Ms took it from me. "Don't forget to pick up your purchases muffin." Ms said as she stood up.

I gathered my bags and my wallet and followed Ms excusing myself politely as I did. As I walked closely behind Ms Allison I heard the girls laughing loudly. Ms took me to one more store. It was a little accessory store called Claire's Boutique where she had me pick out bracelets, a few necklaces, and some dangly earrings. The two girls walked by the store as I was looking at some bracelets and waved through the store window. Ms nudged me to wave back and had me purchase three pairs of earrings and 6 bracelets. I was very happy to leave the mall.

Ms drove us to another store; this one specialized in clothing for exotic dancers. In there it was a bit darker and there was only one sales woman so I was able to relax. Ms had me purchase a pair of thigh high boots, a pair of bright red heels with a 1" platform and a satin French maid's dress. I knew the heels would eventually hurt but I also knew they would look sexy as hell and I couldn't wait to wear them! Finally Ms had the sales girl fit me for 2 wigs, one was a long blond wig that had straight hair that came down below my shoulders and the other was a shorter strawberry blond wig that curled out a bit and barely touched the top of my shoulders. Ms had me look at the wigs in the mirror and I loved the look of both of them. The idea of wearing all these things was getting more and more exciting.

"Only 2 more stops muffin." Ms said as we walked out of the store. "Are you enjoying our field trip?"

"Yes Ms I am," I replied honestly, "it was a little scary at first but I am having so much fun with you."

"Good," Ms replied pinching my bottom, "I'm very glad to hear that." Ms opened the trunk which was slowly filling with all kinds of goodies for me. "Let's go muffin," Ms said closing the trunk lid, "time to indulge just a bit."

Ms drove us to a salon about 10 miles away. When we walked in she confirmed that she had appointments for two for manicures and pedicures. I was more than happy to take off my sneakers and socks while the woman started on my pedicure. Next to me was a woman in her 60's who was also having a pedicure.

"I think it's wonderful that men are getting pedicures." She started. "You'll feel wonderful when she's all done too."

"Thank you." I replied thankfully that an exchange with someone wasn't leading to a humiliating experience.

"I always try to get my husband to get one," she continued, "he's just too set in his ways at this point."

"This one is my first." I replied enjoying the pampering my feet were getting.

Our conversation continued for a bit. She told me about her grandchildren and children and was very sweet the entire time. When she was done with her pedicure she patted my shoulder and wished me good luck.

"Time for your polish." The pedicurist said.

"I think that cherry red will work best Judy." Ms Allison said from beside me.

"Cherry red?" The girl said quizzically.

"Yes please Judy." Ms said reassuring her.

While Judy started to paint my toe nails another woman started to give me a manicure. She worked quickly and in no time I was done with a fresh layer of clear polish on my fingernails. Judy returned and put a pair of paper slippers for me to wear next to my feet on the floor. Ms Allison already had her pair on and had both of our shoes in a bag. Once again she walked us out to the car but she retrieved the long blond wig from the trunk first. 

"Slip this on sweetie." She said handing me the wig as she got into the car. I flipped down the vanity mirror and put the wig on. It fit perfectly to my head and framed my face nicely. "Good," Ms said looking over at me, "now open the glove compartment I have makeup for you in there."

She didn't have to say anymore. I put the make up on being careful with the mascara brush as Ms drove. It took quite a bit of coordination to do but I was able to pull it of and Ms said she was pleased with the results. Ms Allison then handed me a mirror.

"Take a look at yourself." Ms said as she continued to drive. "Tell me what you see." 

"I see a woman looking back at me." I said as I looked in the mirror.

"So do I sweetie," she said pulling into a parking lot, "you can actually pass for a woman you just need to be less nervous." I shook my head unable to look away from my reflection. "You are quite a stunning woman too." Ms continued. "With a little work you and I will be able to go shopping without girls making comments about why you're wearing frilly socks."

"Yes Ms." I replied knowing she was making sense.

"We're going to try something," she said touching my arm, "the lighting in there will be dark enough. We just need to do a couple more things first before you go in."

Ms got out of the car and opened the trunk. When I put the mirror down I looked up to see that she had parked at an adult bookstore. Panic hit again momentarily but I did trust Ms. Allison completely. I tentatively got out of the car and walked to the trunk where Ms was waiting for me.

"First it's time to lose the paper slippers." Ms said putting a pair of baby blue flip flops on the ground in front of me.

"Yes Ms Allison." I said dutifully putting them on.

"Open up your jacket amber." Ms said with a hint of authority. I knew she was in charge and did as I was told. "Unbutton a couple buttons too." She continued. 

As soon as I opened my top enough Ms pulled it back and stuffed at least 4 pairs of panties into one of the bra cups. She did the same to the other cup as well. Ms added a few more pairs to each cup until she was satisfied with the fullness of my chest. 

"Just one more thing." Ms said sounding quite pleased with herself. Ms tied a pink scarf around my neck to hide my adam's apple. "You look amazing!" Ms said gleaming with pride. "Do you trust me?" She asked.

"Yes Ms I do." I answered.

"Then let's go." Ms said taking me by the arm again and leading me into the adult store.

The lighting was a bit dark. Inside there were racks of magazines and a long hallway on the left that looked like it had little TV monitors in them. On the right was a big counter with a rather large man behind it. We were the only two females in the store, there was one other customer and the man behind the counter. Ms took me by the arm and led me through the magazine racks. I was far too nervous to concentrate on where we were and didn't start to pay attention until Ms handed me an open magazine. I looked down to see a male wearing a dress, stockings and heels sucking another guys massive cock. I couldn't help but gasp out loud and then felt my face flush from embarrassment. 

"Like what you see?" Ms asked teasingly.

I flipped a couple pages to see that same sissy bent over a couch with the well hung man behind her fucking her from behind. It was impossible to deny how my cock tingled inside my thong.

"I can tell you are getting excited by that," Ms whispered in my ear, "there's no denying it is there?"

"No Ms." I whispered back.

She picked up a number of other magazines including one on forced feminization and another on strapon sex. I couldn't wait to look through them and see what the possibilities were. It was an amazing thing to see such high resolution pictures of what I so desperately wanted. I had never considered myself gay and the idea of being with a man as a man was still disgusting to me but somehow my body was excited by the idea of a sissy being fucked by a man.

"I called earlier," Ms said to the gentleman behind the counter, "there should be a package for Amber."

It dawned on me that while I had been lost in my little dream state Ms had guided me up to the counter! How could I not have realized we were even walking? I put the magazines down on the counter and tried not to make eye contact with the gentleman behind the counter. He was more fat than muscle and not very attractive.

"Here you go." He said gruffly. "Just that and the magazines?"

"No," Ms said with a very relaxed tone, "she needs seven of those 7" suction cup base dildos, two of the 8" realistic looking ones, one of the blue big suction cup base ones and the four pack of butt plugs."

My mouth hung wide open at the shopping list Ms had just rattled off. What was I going to do with 4 butt plugs and 10 dildos!?!?!?! She simply patted my hand and pulled out my credit card. The guy didn't bat an eye at the name Robert on the card and rang it up along with the magazines. He placed all the new toys and reading material in two paper bags and sent us on our way. Ms led me back to the car and put the two bags in the trunk.

"I can't have you getting all excited before we get home!" Ms joked. "Lord knows what you'll do now that you know what really turns you on!" I simply blushed and got into the car. "Want to try one more thing?" Ms asked looking straight into my eyes.

"After everything we've done already," I replied looking into her wonderful green eyes, "what else is left?"

"Short of a boob job not much!" Ms said laughing and starting her car. "Seriously though," she said pulling out of the parking lot, "are you up for one more stop?"

"Okay." I replied more out of curiosity to see how she could top off such an eventful day.

She drove us closer to home which started to make me a bit nervous. We were now close to 30 miles from where we lived and the idea that I would be seen by someone I knew was making me a bit nervous. Ms drove to a strip mall and parked with the front of the car facing the street.

"Are you ready?" She asked.

"I think so." I replied not wanting to look at the stores to see what may be in my future.

"Just one thing," Ms said, "you're going to need to work on your voice. To start talk softer until we find a good pitch for you."

"Okay." I said barely above a whisper.

"Let's go." Ms said rolling her eyes as she got out.

She walked around and met me on my side of the car then took me by the arm towards the strip mall. There were a number of stores but the way Ms was winding through the parking lot it was tough to tell where she was bringing me. We got to the sidewalk and walked down it past a few stores until Ms finally turned and opened a door. It was the last place I had considered.

"A tattoo parlor?" I asked trying to keep my voice low but not doing a good job of it.

"You can get more than tattoos here silly," Ms said taking my hand, "now quiet down a bit and relax."

She led us inside and walked to the counter. I had never pictured myself getting a tattoo and if that was what she had in mind what exactly was she thinking of getting for me? How would I ever explain a tramp stamp to a guy at work? No this was going to be crazy if she made me go through with it.

"Amber." Ms called. "Amber!" It took me a second to remember that was me. "Come here sweetie," she said waving me over, "you have to look at this paperwork."

"What's this for?" I asked as I walked to the counter.

"For your belly button ring silly." Ms said as if I had a clue.

I briefly looked at the form and thought about it. A belly button ring would be temporary and could be removed leaving barely anything behind. It was easier to hide from work and as I didn't go to a public gym anymore the only person who saw me change was Ms. Allison and my Doctor.

"Just sign right here Amber!" Ms said reminding me not to sign the form Robert.

I signed it as naturally as I could and then waited in the seats nearby. Ms Allison sat with me and held my hand tightly. She could tell I was nervous and did her best to help me relax. She reminded me of our purchases at the mall and how cute my toe color looked. It worked for a bit until a tattooed biker looking guy came out from behind a curtain.

"You Amber?" He said gruffly. I just shook my head unable to speak. "Come on." He waved. 

I walked quickly in the flip flops holding Ms. Allison's hand even tighter. He looked at me half checking me out and half questioning me. If I spoke I knew he'd know I wasn't Amber and he'd probably beat me senseless. The idea of going to jail or the hospital dressed like this was all the motivation I needed to keep my mouth shut!




Discovering Amber Ch. 03



"Lay on the table and roll up your top." He instructed as he sat with his back to us.

I did as I was told and pulled up my shirt so it was just below my bra. Ms had to help me as my hands didn't seem to want to stop shaking. She held my hand and looked down at me mouthing to me that everything would be okay. For as scared as I was her telling me that helped and I slowly calmed down.

"You ready sweet heart?" He asked rolling over to the table in his stool. I just nodded as I was still to afraid to speak. "This'll hurt just a bit."

He swabbed the area to sterilize it and then covered the skin around my belly button. I was happy that my stomach was relatively flat. He then did something to numb the area just a bit before I felt the pinch, pressure and then sting of the piercing. It was much different than when I had my ears done and I couldn't see how guys had this done to their peckers. Thank God Ms Allison didn't want that done!!!!

"There you go," he said sitting back and taking the paper away, "all set."

"Thank you." I replied softly taking a mirror from him to inspect the piercing.

It was a small red heart that looked like a diamond. The gem was obviously costume jewelry but Ms was right, it did look very cute. I carefully got off the table and followed Ms to the counter where she paid cash for the piercing. She picked up some cleaner to help keep me infection free and led me back out to the car. I had to be careful when I sat because anything bumping or rubbing against the piercing would hurt. As she drove I tried to relax but after so much had gone on today it was hard to relax. Plus my clit and tessies had been pinned under me for hours at this point and they ached. Ms pulled into our parking garage and shut off the car. That's when panic set in again.

"Listen to me muffin," Ms said without my saying a word, "we barely know our neighbors and have been here for 3 years. For all they know we could be a family of 8 living in there and they'd have no clue! Just relax and act like everything's normal and no one will say a word okay?"

"Yes Ms." I replied quietly while trying to femme up my voice.

She got out and waited for me at the trunk while she picked up the bags. When I got there she handed me a bunch of them and closed the trunk. We had to walk down two flights of stairs to get to the cross over from the garage to our building. Then it was a quick elevator ride up 5 floors and a long walk to our apartment. We saw all of 2 people on our walk and none were close enough to even bother speaking to. Ms opened the door and let us inside. It felt so good to be in our home finally!

"Tell you what," Ms said putting the bags she had down, "leave the flip flops on as we don't want to mess up your pretty red toes and be careful taking off your jeans and shirt."

I happily slid out of the jeans knowing that it would give my aching parts a bit of relief and carefully removed the shirt as not to tug on the piercing. I stood there waiting for Ms' next direction in my pale pink thong and panty stuffed bra. She looked at me and giggled.

"Fold your clothes neatly," She said trying to be stern, "and I'll find something for you to wear tonight." 

I truly hoped what she would find was in the Victoria's Secret bag. I folded the jeans and shirt carefully and then put them in my closet by the front door. All the while I was unable to take my eyes off the Victoria's Secret bag.

"Did you have something in mind?" Ms asked.

"Well ..." I said softly, "we did buy that nightgown this morning at Victoria's Secret. That would work okay wouldn't it?"

"Do you really want to wear that?" She asked holding it up. "I don't know, I've been thinking about it ever since we left the mall and I just don't know if I'm a fan. I may just return it."

"What?" I replied unable to contain my shock. Instantly I knew this was a mistake.

"Why to you really like it?" She asked raising an eyebrow at me.

"Yes I do Ms," I said admitting my defeat, "I like it a lot and really want to wear it."

"Well there will be a few things you have to do first." Ms Allison said with a big grin reaching into the bag from the adult store. "First take these," She said handing me the numerous dildos, "and wash them off with the anti bacterial soap."

Walking to the kitchen I tried to think what she would have me do with 9 dildos. I had to remind myself that Ms. Allison was still way ahead of me and was now playing me like a well tuned instrument as she had been the past weeks. Removing the dildos from the packaging I washed them one at a time in the sink and let them air dry in the dish rack. As I did Ms walked into the kitchen behind me and took the first dildo from the rack. She walked to the refrigerator and stuck the 7" dildo to the door just about the level of my crotch. She then took 3 others and walked into the living room, out of sight, and returned a minute later without any of them. She took the remaining three 7" dildos and disappeared again coming back into the kitchen empty handed again.

"You're going to have to earn that nightgown muffin," Ms said walking up to me and releasing my tessies and clit from the gaffe, "and to start we're going to work on your oral skills. I've placed the cocks you bought in the rooms of the house, whenever you enter one of the rooms you will suck that cock for ten deep strokes with your mouth." Ms said this while teasing my clit and tessies through the thong I had on. "Why don't you start with this one," Ms said tilting her head toward the refrigerator door, "and be careful when you kneel that you don't mess up your toes."

"Yes Ms." I said softly suppressing a moan.

Walking to the refrigerator I knelt on the stone tile floor and wrapped my lips around the 7" shaft. I took the dildo as deep as I could in my mouth and relaxed my throat.

"Go deeper with each stroke muffin." Ms instructed. "By number ten you should be touching the fridge with your nose." I managed to barely touch the refrigerator door with my nose on number ten which pleased Ms. "Now go find the others." Ms ordered.

The next dildo was in the living room and I had to stand on my toes to take it into my mouth. I walked down the hallway and found the next one there. It was halfway between standing and kneeling position and I had to squat a bit to take it into my mouth. With each dildo I found it easier to take them to the point my nose fully pressed against the wall. The next dildo was in my bathroom on the full length mirror behind the door which was also at kneeling height. With that dildo I had to watch myself as my mouth approached the dildo, thankfully the make up and wig made me look more femme like and I could feel my clitty harden. I wasn't just a guy in some lingerie sucking dildos, I was that girl in that magazine getting a hard cock fed to her. My clitty got so hard it ached and I was thankful my cage wasn't on. There was another in my bedroom by the closet which I had to stand on my toes to get to as well. As I sucked this one Ms reached around and stroked my clitty lightly with just her fingertips.

"Oh my you are a horny little sissy slut aren't you?" She asked cupping my bare ass with her other hand.

I walked to Ms Allison's room and found the next one on her sliding closet door which was also a full length mirror. Once again I looked at my make up and wig in the mirror as my mouth approached the dildo.

"Are you enjoying your cock tonight muffin?" Ms asked pressing her body against the back of my head. I couldn't answer as my mouth and throat were full of latex dildo. "You look like a hot slut sucking that cock." Ms said sensually. "I'll bet you feel like one too which is why that clitty of yours is so hard right now." I groaned in agreement as Ms squatted closely behind me. "You'd probably cum right now with two or three strokes wouldn't you?" Ms asked as she teased my clitty again. 

I groaned deeper and pressed my nose hard against the mirror feeling the latex balls against my chin. My head was spinning not just from not being able to breathe but from the thoughts running though my head as well. As I pulled back I could see Ms Allison in the mirror, her look was ravenous as well, she was getting excited watching me do this which spurred me on!

"One more to find sweetie." Ms whispered in my ear squeezing my clit as well.

I backed off the dildo and walked to Ms' bathroom where the final one was again at squatting height. It took some work to find a comfortable position which ended up being with my legs spread and my back arched sticking my ass out. While I was on stroke eight Ms gave my bare ass a hard swat with her hand. I quickly backed off and stood up.

"Oh no!" Ms exclaimed. "No cheating," she said waving a finger at me disapprovingly, "get back down there and start at one again."

This time on stroke three she spanked me even harder. I grunted and kept sucking trying not to miss a beat with my stroke. Halfway through stroke five my other cheek got a swat but I kept going. Ms spanked me three more times but I was able to get each stroke deeper just as she had originally instructed.

"Okay muffin back to the living room." Ms ordered leading me out of the bathroom. I went to follow her out to the hallway but she stopped me. "Forgetting something?" She asked. "You did just walk into the bedroom didn't you?" 

"Yes Ms." I replied not following what she was saying.

"Each and every time you enter a room you'll give the cock in that room ten strokes!" She said firmly.

I took a couple steps back and knelt in front of her closet door sucking the dildo ten times. Joining her in the hallway I stopped and squatted at that dildo and sucked it as well before joining her in the living room and sucking that dildo. For the next hour Ms had me put the shopping items away one item at a time. Sometimes she would send me on off trips to her bathroom or to the kitchen while other times she would combine the trips to see how many combinations of dildos she could have me suck. By the end of the hour my clitty had been hard so long that my tessies ached too! Finally Ms let me kneel by her feet and relax for a minute.

"Want to see what's in the box?" Ms asked eyeing the sealed box she had gotten from the adult toy store.

"Yes Ms I do." I answered while trying to remember to keep my toenails off the floor.

Ms Allison slowly opened the box and removed a couple DVDs handing them to me. Both of them featured sissies on the cover in very provocative positions. She opened the first one and handed it to me.

"Go put it in the DVD player muffin." Ms said handing it to me.

I put the DVD into the player and set up the TV. When I turned around Ms Allison was standing and holding up a leather harness. She got it straightened out and I could immediately tell it was a strapon harness. This was a different harness because it had two shafts located inside the harness. Both of them were positioned to penetrate Ms Allison. 

"We won't be needing these." Ms said removing the two shafts. "Help me put this on."

Helping Ms Allison put a strapon harness on was almost like loading the gun being used for my own execution. She had me adjust the waist and then the back so it fit comfortably. 

"Hand me that 8" cock." Ms said pointing to one of the two remaining realistic dildos.

Ms held the TV remote in one hand and her dildo in the other and sat to watch the movie. She seemed to not think about it but I couldn't notice how her fingers seemed to constantly touch the flesh colored phallus sticking practically straight up in the air. We were quite a contrast, I sat with my legs crossed and Ms sat with one foot on the coffee table and her legs spread. She was obviously sitting as a guy would. Plus she was still fully dressed and I was sitting in just my lingerie.

"Okay now watch closely." Ms said turning to make sure I was looking at the screen. "You can learn a lot from this girl."

As I turned to look at the screen I saw a red haired sissy on her knees between a well hung man's legs. His erection was massive. The sissy licked him from underneath his balls straight up the shaft before taking the head into her mouth. It was amazingly hot watching her bob up and down on the shaft only stopping to lick the underside or suck his shaved and very swollen balls. 

"Stop drooling amber." Ms said reaching over and touching my aching crotch area. "You already have a wet spot on your thong from all that precum you're leaking." I didn't need to look down, I knew it was true. "Now on your knees," Ms said turning and hitting rewind on the player, "I want you to mimic your on screen friend there."

Ms spread her legs so I could crawl between them. She slipped her right foot between my thighs and used the instep to rub my tessies and clitty while I mimicked the actions of the redhead. What I found was that my long blond hair got in the way and I had to keep sweeping it around my neck or behind my ear. Ms would pause the DVD from time to time to make sure I was perfecting each movement. I felt amazingly slutty as I did this and relished in the enjoyment that I was seeing in the sissy I was watching. When I saw the man who's cock she as sucking grab the back of her head and a handful of hair and watched him ram her head down onto his cock over and over I trembled all over. He was using her mouth like a pussy and was fucking it just as hard. When Ms slipped a hand around the back of my head I quaked with anticipation and fear.

"What do you think?" Ms asked looking down at me while still massaging my crotch with her foot.

"It looks scary Ms." I said meekly. 

"Don't worry muffin," Ms said with a wry smile, "I'll be gentle."

Ms slowly started to move my head up and down making sure to bury the dildo as deep into my head as she could. She slowly picked up the pace and intensity. I felt incredibly slutty and sexy and wanted to beg for more. No, I wanted to scream for more and savor this feeling forever. Then Ms took it even further!

"Like that slut!" Ms hissed, her voice dripping with disdain. "Suck it whore!" Her words, her voice, her hands controlling my head and ramming it into her massive phallus, I could feel my clitty ache and ooze precum. "Ohhhhhhh someone likes that doesn't she?" Ms growled deepening her voice. "Someone likes being called a whore," Ms continued, "and being treated like a whore too don't you?" I groaned yes around the massive shaft. "I'll bet if I wanted," Ms said slowing her hands down for a moment, "I could bend you over this couch and fuck your pussy with this shaft couldn't I?" I couldn't answer, all I could do was tremble. "Just what I thought," Ms Allison laughed, "my little whore really wants to be used like one!" Ms Allison pushed me back and stood up. While she's not tall she seemed to tower over me. "Get up slut!" She commanded. I immediately stood and waited her next command. "Knees on the couch, elbows on the back and keep looking straight ahead!" Her voice was stern and authoritative. 

Ms pulled my thong off my hips and over my butt letting it sit at the top of my thighs. I felt vulnerable and very, very slutty. My emotions and senses were on overdrive. I even felt as if I could feel every single strand of hair touching my face. While I had never considered being in this position the feeling was amazingly intoxicating. Ms seemed to take forever and when her fingers finally touched my backside I practically jumped.

"Just relax." Ms said in stark contrast to how she had spoken moments ago. "Take nice controlled deep breaths," Ms continued as I felt several slick fingers rubbing around my pussy opening, "it will be easier if you just stay relaxed."

"Yes Ms." I replied breathlessly.

When I felt something press against my pussy opening I immediately tensed. It was a natural bodily reaction but I chastised myself for doing it. Ms seemed unphased and continued to talk softly to me reminding me over and over to relax and breathe. On the third attempt the latex phallus Ms had in her hand started to penetrate me. I couldn't help but moan.

"You're doing fine muffin," Ms said in a soft and smooth voice, "this one is just a bit bigger than the one you're used to but you'll get used to it soon enough."

Ms Allison wasn't kidding when she said it was bigger. She used the plug like a dildo inserting just a little more with each slow push. Eventually the largest part of the plug slipped inside my pussy which then clamped down around it. Ms then pulled my thong back up making sure to tug it into place. The thong was now even tighter around my swollen tessies and aching clitty. 

"I think you've had enough for one night." Ms said letting her fingers gently glide over my burning flesh. "Take your bra off and fold the panties in the cups," Ms said stepping back so she could watch, "and I'll help you get ready for bed."

A moment later I stood before her wearing just the wig and tiny thong. While I felt a bit silly I was still so aroused it didn't matter. Ms picked up the pale yellow nightgown I had fallen in love with and held it up in front of me.

"While I'm sure you'd like to put this on right now," Ms said cupping my clitty and tessies, "these will make it difficult and will ruin the look. Don't you agree?"

"Yes Ms." I said unsure of what she was up to.

"I know of a quick way to fix it," Ms said stepping a bit closer to me, "but you may not like it."

Just then I felt Ms Allison's hand lift off my crotch. She must have flicked her wrist because a second later her four fingers gave my tessies a not so gentle swat. It wasn't hard enough to double me over or even make my eyes water but instantly what had been a raging hard clitty began to shrink. 

"Sorry sweetie," Ms said turning and reaching for the CB, "but if I told you I was going to flick your tessies like that you would have complained." Ms was of course right as usual. "Now pull down your thong so I can lock you away again." Ms put the CB in place and locked it with the small brass lock. "Now pull back up your thong and put on your nightgown."

The nightgown was everything I expected it to be. It was light, soft and oh so delicate feeling. My clit tried to swell again but was stopped quickly by the cage. Ms ran her hands over the soft material driving me crazy. The feeling of the soft material over my shaved body was amazing. Ms handed me the robe which I put on as well. I couldn't wait to see myself in the mirror!

"Okay muffin," Ms said releasing me, "why don't you head off to bed. Make sure to kiss all your new toys good night like a good little slut, take care of your wig and leave your heels by your bedside."

"Yes Ms Allison." I replied dutifully.

I made my way past to the dildos along the way and did my best to take them as deep as I could into my mouth. In the bathroom I was able to see my reflection. The robe was really more for show and when I walked the generous slit in the leg showed through the robe too. With heels it would show even more! I couldn't wait until morning. Thirty minutes after Ms had sent me off to bed the wig was on a Styrofoam head on my dresser, my heels were next to my bed so I could slip them on before I got up and all the dildos had touched the back of my throat. I couldn't imagine what kind of dreams I'd have after the night I just experienced but I couldn't wait!



Discovering Amber



"Now normally you wouldn't wear stockings and heels with this," Allison said watching my frown appear again, "oh don't worry you little tramp you can wear them tonight." She giggled as she spoke.

Allison handed me a stocking which I rolled in my hands and slowly slid up my freshly shaved legs. Oh my God they felt incredible! I truly almost came right there. The second one went on just as well and when Allison handed me the black heels from earlier I could hardly contain myself. I fastened the ankle straps and crossed my legs a couple times deliberately letting my stockings rub together. It was so sensual and enjoyable I knew there was no going back but then again I didn't know how far Allison was going to push me either.

"Sit still for a moment." Allison instructed.

I was too dumbfounded to speak as she straddled my lap and sat. Even the feeling of her bare ass on my stocking covered legs excited me! She reached behind her and much to my amazement started to put makeup on my face. I could have protested but I really didn't want to, I wanted to see what she could do to make me look more like her. Despite the ache having her sitting on my lap created on my toes I didn't care. She applied everything from foundation to blush and talked me through how she was doing my eyes. It was intensive and she took her time. All I could feel was the satin of her corset rubbing against mine from time to time which drove me crazy! When she finally climbed back off me she let her leg rub against mine causing me to moan out loud. 

"Oh my goodness!" I squealed looking at my face in the mirror. "That is amazing!"

"Do you really like it?" She asked beaming with pride.

"Oh yes Ms. Allison its amazing!" I replied giddy as a school girl.

Allison put a set of large dangly earrings in my ears that were gold with fake diamonds in them. As I moved they tugged my ears a bit and made a little noise but they looked so adorable I just loved them.

"Okay now stand up." She said in a more authoritarian tone. "Time to do some work around this place." I wasn't sure what she meant but I was ready for anything or so I thought. "First put this on." She said handing me a long white silk robe with lace on the collar and cuffs.

I slid the robe on. It felt exquisite against my satin and skin and when I walked it was even better. My cock was a constant stream of precum at this point and my balls ached in the thong but I didn't care I felt amazing.

"Can you do me a favor muffin," Allison said lightly stroking my back with her fingernails driving me crazy, "go and get me a couple trash bags would you?"

"Of course!" I said excitedly wanting to serve her in anyway.

I returned with the trash bags and opened up one immediately. The walk through our condo had been a quick one but the feeling of the robe rubbing against my legs had made it oh so enjoyable. No wonder women wear so much silk and satin! It's practically orgasmic!

"Okay open your top drawer sweetie." Allison ordered sitting in a chair in the room and slowly crossing her legs. I did as instructed opening my underwear drawer and staring at her luxurious legs. "Empty the contents into the trash bag." She ordered.

That's when I balked. All my underwear was in there, all my boxers, if I put them in a trashbag what would I wear. I hesitated. In a very Sharon Stone moment Allison slowly crossed and recrossed her legs staring at me.

"Do you like what you are wearing right now?" She demanded. I nodded sheepishly. "Do you want me to leave?" She continued in her harsh tone. I nodded no frantically. "Then do what I fucking tell you to do!" Allison hissed.

I grabbed a handful of my boxers and stuffed them into the trash bag frantically. My hands flew and tears formed in my eyes. Finally the drawer was completely empty. This process was repeated again and again with each drawer until I was left with 1 pair of jeans, 1 pair of shorts and three t-shirts. Next came the closet. Thankfully my suits which I wore to work were left alone but the casual shirts I owned were dwindled down to 3 as were the casual pants. My sweatshirts were either presented to her as gifts or tossed into the bags. Eventually my side of the closet was more and more bare and the two bags were completely filled.

"Something still isn't quite right." Allison said surveying the closet. "Grab all your stuff on hangers and follow me."

Allison stood and quickly walked out of the room so I grabbed my suits, dress shirts and casual clothes and followed quickly behind her. She led me to the front door and I panicked again. Thankfully she opened the front closet door, which was empty for some reason, and turned to face me.

"Hang your stuff in there." She ordered. "From now on your male clothing will be kept here." I could only do as she told me and hung the clothing neatly in place.

My work shoes went in there next and space was made for the t-shirt, shorts and jeans. When she was done the only male clothing in our bedroom was in the two bags on the floor. That wouldn't last long either!

"Go get your bags and come back here." Allison commanded.

I did as I was told. The extra weight of my clothing in the bags were havoc on my feet. These heels were so sexy and slutty but I had never worn them for more than 45 minutes at the most now I had been in them on and off for over 2 hours. I stood by the door and placed the bags on the floor. Amazingly my cock was still rock hard and oozing precum. Allison walked up to me and stroked me through the thong as she spoke.

"From now on you won't wear any ugly boy clothes inside my condo," She spoke so calmly as she stroked me, "do you understand?" I nodded in complete obedience. "When you wake for work you will be my little girl," She continued, "and only when you are about to leave will you put on your work clothes." I was on the edge of cumming now. "When you get home you will take off your work clothes and wear only what I have left out for you to wear, do you understand?" I nodded and groaned. "Good," She said squeezing my aching balls roughly, "now that we agree that there is no use for your clothing in these bags anymore take them down the hallway so they can go to a deserving person who needs male clothing."

I was shocked and the need to cum passed instantly! Not that I had to throw the clothing out but that I had to do it NOW dressed like I was. The look in Allison's eyes dared me to tell her no. The words 'resistance is futile' seemed very appropriate at this time. My shoulders and head slumped, I was defeated.

"Yes Ms. Allison." I replied weakly.

"Good girl," She said smiling wide, "now walk carefully so you don't fall and make a lot of noise."

The hallway to the trash chute seemed to be miles long as I stepped out of the condo. I walked as quickly as I could my feet pounding inside my heels with each step. What had at first seemed so sexy on my feet now felt like ancient torture devices! I passed door after door of our neighbors wondering when one would open. What in the hell would I say to them if one did? I was dressed as a slut from the neck down and had on make up! I was a freak carrying bags in their hallway. With my luck it would be a woman who'd open the door and scream causing her oversized muscle bound boyfriend to come out and beat my freakish ass. The thought of going to the hospital or worse yet the police station dressed like this entered my mind. Oh Jesus what would I tell people? My mind was racing so badly I walked 10 feet past the door to the clothing drop off! I turned around to see Allison covering her mouth as she laughed. It was horrifying to me that she was enjoying this so much while I wanted to shrivel up and die. I tossed the bags inside not caring where they landed and walked quickly back to the door where she stood. My heart pounded wildly in my chest. When I got about 10 feet from the door I heard an apartment door open somewhere behind me. Whoever was coming out was having a conversation with someone inside still. I walked as quickly as I could in my heels breezing past Allison panting as if I had just run a marathon. I leaned against a chair just inside the door and felt her walk up behind me hugging me from behind.

"I'm so proud of you." She said squeezing me tightly.

I lost it. I turned quickly to tell her what I thought of that little stunt but the look in her eyes slowed me down then her hand on my cock stopped me cold in my tracks. I was still rock hard, so hard my cock ached! She stroked me through the thong smiling at me as she did.

"If you are going to protest about what you just did," She said scooping some precum up with a finger, "then you'd better be able to explain how come you're so hard." She used her finger with precum to line my lips with my own excretion. "So are you going to tell me how you hated it?" She asked scooping more precum from my thong. I couldn't answer. "No I didn't think so." She said pushing her finger into my mouth.

My precum was a little more tart than my cum but I sucked her finger like a man possessed. For some reason right now it seemed so hot to be sucking her finger. Allison eventually removed her finger from my mouth but I ached to tell her I wanted more. Somehow I think she knew.

"I think my little girl deserves a reward for that outing don't you?" She asked leading me by the hand to the couch.

"Yes Ms. Allison!" I replied unable to contain my excitement.

"Kneel down right there." She said pointing to a spot on the floor in front of the couch. I did immediately. "Now," She said as she turned and stood in front of me, "pull down my thong." I pulled down her thong quickly exposing her beautiful bald pussy amazed at how soaking wet she was as well. "Lick me slut!"

Immediately I buried my face into her pussy lapping and sucking at her swollen clit. I had never wanted to please her orally so badly before. I licked and suckled her inner folds as she ground against me. It was amazing she was a woman possessed as well and came almost immediately. Her hand grabbed my head holding it tight while another reached into her corset and teased her nipples. I had never seen her do that before and it turned me on incredibly. I desperately wanted to touch myself but had and overwhelming desire to concentrate on her. Her body rocked with orgasm again and again.

"Suck me slut!" She screamed. "Suck my pussy, suck it you dyke!" I didn't know why she called me a dyke but I didn't care either I just sucked. "Suck me dammit!" She screamed again pulling my head tightly to her pussy. I sucked for all I was worth. "OHHHHHHHHHH!" Allison bellowed.

She squirted when she came shooting her cum into my mouth in hard spurts. It was amazing and caught me completely by surprise. My hands held the backs of her legs keeping her from falling. Slowly she released my head and collapsed back on the couch leaving her legs spread open exposing her glistening pussy to me. I wanted to lick it and fuck her so badly I ached.

"Do you want to cum?" She asked breathlessly.

"Yes please Ms. Allison!" I answered reaching down for my thong.

"Oh no," She said pulling her feet in to stop my hands, "you're doing something a little different tonight stand up." I stood expecting a magnificent blowjob that would fill Allison with so much cum it would come out her nose! "Do you like the feeling of this satin against your skin?" She asked sitting up and rubbing my cock through the thong.

"Ohhh yes Ms. Allison!" I moaned rocking my hips to her movement.

"Well tonight I have a treat for you!" She said standing up and smiling while still rubbing me. "Turn and sit down." She instructed.

I sat normally at first but eventually she had me lay more on my back with my butt almost hanging off the edge of the seat. Allison had me put my feet up on the edge of the coffee table and let my knees fall open allowing her to kneel between my legs. She pulled the cami down a bit in the front and used it to rub against the satin thong. The feeling was amazing!

"That feels sooooooo goooood!" I groaned moving my hips.

"Do you like that muffin?" She asked reaching up for my right hand.

"Yesssss Ms.!" I replied unable to get over how good it felt.

"Now you do it just like I was," She said placing my hand where hers had been, "rub your clitty like a good girl."

I didn't care what she called it at that moment I rubbed it furiously humping my hand at the same time. It was amazing.

"You like that don't you my little slut?" She teased squeezing my balls lightly. "You like masturbating like a slut don't you," she continued, "legs spread rubbing your clit through your panties!"

"Yes! Yes!" I moaned over and over. 

"That's my girl, orgasm for me muffin," she kept going driving me crazy, "fill those panties like a little slut."

It was all too much and I couldn't stop. My body tensed and I groaned loudly but what I groaned would later shock me.

"I'm cumming like your slut!" I groaned.

Big ropes of hot cum shot from my cock across my belly under the cami. Undaunted I kept rubbing until I finally was spent. The cami stuck to my body in spots saturated with cum. Allison delicately picked it up and pulled it over my chest exposing my belly. She used her thumb on the underside of my cock to milk the rest of my cum from my body. Then she pulled my thong down a bit to make sure that the incredible amount I had ejaculated was exposed for me to see.

"You've made quite a mess here haven't you?" She asked as she stood and climbed over my leg eventually sitting next to me on the couch.

"Yes I did Ms. Allison." I replied blushing.

She stuck her finger into a pool of cum swirling it around before scooping some up. She scooped up a big wad of cum, bigger than ever before, and pushed it into my mouth. I suckled her finger without question staring into her eyes.

"Now I'm going to talk and you're going to listen." She said in a commanding tone. "You may think this was a cute little game to play tonight," Allison said as she scooped up more of my cum, "but it's not going to end tonight. I know you don't want it to end to night either." She pushed her cum covered finger in my mouth again and slowly fucked it with her finger while I sucked. "You are going to be my new girlfriend whenever we are alone," there was no question in her voice, "you will learn to dress like a girl, walk and talk like a girl because deep down I know that's what you want." She scooped more cum and before I could speak it was back in my mouth with my cum covering it. "I will lay out what you will wear every day and you will wear it without question," She spoke scooping more and more, "if you question it you will be punished. Punishments will range from spankings to being made to wait to be able to orgasm." Still more cum found my mouth and I wondered how much I had shot out of my body. "You will have your limits pushed often," she continued putting still more cum in my mouth yet I still eagerly sucked her finger, "but as long as you trust me everything will be okay." This time she scooped up a bunch with two fingers and put them both in my mouth! "But I certainly can not call you by your name," she smiled as she spoke, "I mean I can't have a girlfriend named Robert after all." Another big scoop of cum with two fingers followed. "There was this girl I knew in college," Allison scooped still more come into my mouth and smiled wickedly, "the rumor was that she had been gang banged by one of the local fraternities and was a real slut, her name was amber, that will be your name from now on too." Allison reached down and milked my cock one more time getting another two finger fulls of cum and pressing it in my mouth one more time. "In private you will call me Ms. Allison or Ms. and I will call you amber. Do you understand?" I nodded yes to her question, what else could I do. "Good girl!" She stood and took my hand. "Come on Amber I have some stuff to show you!" With that she led me to the bedroom.

Walking across the condo with my thong low around my hips and my flaccid cock hanging out the situation really hit me. My mouth was full of my own cum taste and I had just agreed to be a girl for my Mistress! More than that I felt a warmth and happiness about this situation that totally unnerved me!

"Stand over there Amber." Mistress said having me stand near the bed where I could see my reflection in the mirror. "And for heaven's sake fix yourself."

"Sorry Ms. Allison." I replied sheepishly as I saw my reflection.

I was truly a mess. My thong was pulled down and my cami still pulled up plus I still had some remnants of dried cum on my body. I quickly pulled up my thong over my flaccid cock and fixed my cami as best as I could then closing my robe around my waist. I looked in the mirror at myself, my makeup was a mess from licking Allison through so many orgasm but that couldn't be helped.

"I've gotten you a few things but obviously you will need more. Here hang this up in your closet," She said handing me a short black cocktail dress with a flared bottom, "oh wait here are your hangers." The hangers were white hooks with pink padded hanger sections. I hung the dress, the lone item in my closet and put the rest of the hangers on the bar. "These go in your drawer," She said handing me a pair of jeans, "as do these and all of these." 

Allison handed me a light sweater of some kind and a handful of panties and bras as she spoke. Next came 2 more pairs of heels which remained in the boxes. Finally Allison turned around with a big smile on her face.

"Okay sissy girl time to get undressed!" Her smile scared me a little but I did as I was told. "Heels and stockings last silly."

I removed the cami taking it off over my head, then undid the garterbelt and took it off before lowering my thong to the floor and stepping out of it.

"Go put those in the hamper before you continue." She instructed giggling as my cock swayed in front of me as I walked in heels.

After I put them in the hamper I rolled down my stockings to my ankles before stepping out of my heels and taking them off. My feet ached terribly and I was glad to be finally standing on flat feet. Allison handed me a pale pink pair of tiny side string bikinis. Without a word I put them on. Then came a very lovely satin and lace with some sheer paneling long nightgown that matched the bikinis. I pulled it over my head and felt it slip over the rest of my body. It was so luxurious and hugged me so well in all the right places causing my cock to stir again.

"Now help me out of my corset." She said walking to me.

I undid the zipper in the front of her corset and the garters that held her stockings reverently folding it and placing it on the chair in the bedroom. When I returned Ms had moved to the bed and sat holding one foot out for me to take off.

"Hang on," she said as I knelt before her, "kiss the toe first." I must have looked at her quizzically. "I said lick the toe first!" She repeated not hiding her frustration. "In another weeks time you'll be begging to lick the sole of it now kiss the toe of the damn shoe!"

I leaned forward and gently kissed the toe of her shoe. There was something oddly sexual about it. I removed the shoe and then kissed the other as she presented it to me as well. Ms. Allison stood and turned her back to me leaning forward and sticking her ass out at my face. My hands went up her leg and I went to roll down her stocking when she stopped me again.

"Kiss my ass sissy girl amber." She said looking back at me. I hesitated a little too long I guess. "No orgasm for you tomorrow," she said with an evil grin, "want to go the rest of the weekend without?" Immediately I leaned forward and planted my lips on her ass cheek kissing it slowly but pushing my lips into it so she knew I had done it. "Now the other one." She instructed turning just a bit to make it easier. I didn't hesitate this time and kissed her other ass cheek. "Now the middle slut," Ms. Allison said as she reached back and spread her cheeks exposing her puckered hole, "kiss my asshole amber." The idea revolted me and I hesitated again. "Make that two days," she said wiggling her ass back and forth at me, "three days ..."




Discovering Amber



I pressed my head forward burying my nose between her ass cheeks and kissed her asshole. Her hand came off her ass and held my head in place for a moment making sure I kissed it long enough for her satisfaction. It was humiliating and disgusting and once again much to my amazement my cock was rock hard! I had already cum twice and my cock still refused to remain still.

"Good girl," Ms. Allison said releasing my head, "now remove my stockings."

I rolled them down her legs and then held them as she stepped out of them. Ms. Allison turned and helped me to my feet noticing my bulging erection in front of my nightgown.

"Too bad you won't get any relief for that until ... what was it 3 days making it Tuesday before you can taste your cum again." She said taunting and stroking me. "You'll learn to obey me soon enough amber now get into bed."

"Should I brush my teeth first?" I asked.

"Not a chance," Ms. said walking around to her side of the bed and climbing in naked, "now you have the taste of cum, pussy and ass in your mouth why would I want you to scrub that all away?"

Ms. Allison never slept naked before and now that she was I was trapped in a very sexy nightgown. She lay on her back near the middle of the bed and pulled me to her. I went to kiss her goodnight which caused her to giggle and tilt my head so she could kiss my forehead. Ms. Allison then pushed my head to her chest pulling me tight. I wrapped my arm around her waist and put my left leg over hers curling up next to her.

"There we go," she said stroking my head softly, "that's my good girl."

It was true. In the course of one evening I had become completely emasculated. I was no longer a man even in my own bed yet my hard on still raged.