New Shoes Pt 01

This is my first story and I hope you enjoy reading it as much as I enjoyed writing it! Let me know what you think :)

Ding, ding, ding. The elevator softly chimed as it rose up to the top floor of the hotel. I had just flown in to New York for an important business trip. It had been a long flight, but I was buzzing with anticipation for the days ahead. I had a big presentation to our Board of Directors tomorrow about the company's new strategic direction. I had been practicing and I felt prepared, but I was still nervous. There was a lot riding on his presentation: both for me personally and for the company.

I unlocked the door and stepped into my room, rolling my suitcase behind me. I quickly scanned the room: king size bed with a fluffy white comforter, large bathroom with a rain shower head, a huge floor to ceiling mirror, and a stunning view of the downtown skyline out the window.

I quickly unpacked and hopped in the shower to freshen up. While I was under the hot streaming water, I heard the door click open, and I smiled to myself. That would be my extremely dedicated assistant, dropping off a few last minute requests. A few minutes later, I turned off the shower and dried myself off with the softest white towel. I spent a few minutes applying my favorite magnolia scented lotion to my arms, my soft breasts and firm stomach, and spending extra time on my long, smooth legs and small feet. I had gotten a fresh manicure and pedicure before leaving, so my bright red fingers and toes were extra glossy from the lotion. I swiped on a fresh coat of red lipstick to match.

I slipped into a lacy black bra with a matching lacy thong, and sheer black socks with a ruffle around the top that rose a few inches above my slim ankles. I felt relaxed and invigorated as I opened the door and walked back into the room.

A large black shopping bag, tied with a red velvet bow, was in the center of the bed. My assistant was sitting expectantly in the wingback chair by the window, leaning forward slightly and biting his full lower lip.

We had worked together for a few years now and, at last year's holiday party, had drunkenly discovered a certain shared appreciation for designer footwear. Now part of his responsibilities was to pick out a pair of new high heels every time I came into town, and to personally deliver them to me. My girlfriends all teased me about him -- they called him my puppy because he was always so eager to respond to my every directive and request, even buying me shoes and carrying my purse around. I called him the best assistant I'd ever had...if only they knew the full story.

I sat down on the bed next to the bag. I could feel his eyes on me, admiring my tan, toned body, my round ass, my full breasts. As he caught sight of my bright red nails, I heard him quickly inhale and suddenly shift in his chair. Our eyes locked, and I smiled as I could practically see his mouth watering as his cock stiffened. I loved turning him on like this.

I moved my eyes back to the bag, and carefully started to untie the thick red velvet bow. I knew his eyes were bugging out, watching my shiny nails and my slender soft hands working delicately. I glanced up at him again, just in time to see his hard cock flex inside his pants. He was starting to move his hands up and down his thighs, so eager to touch himself as he watched me. My skin was getting more flushed and I could feel my lacy barely there panties starting to get damper.

I untied the bow and carefully set it aside. We would have some fun with this later on. I pulled out the black shoebox and noticed that Stuart Weitzman was stamped on the top. Oooh, I thought to myself, classic, sexy, timeless. I eagerly opened up the box, and it was my turn to gasp now.

Opening the box revealed a pair of stunning stilettos. Size 7, nude with a delicate cap toe with mesh sides and the thinnest stiletto heel imaginable. These were some of the sexiest shoes I had ever seen and perfect for my big presentation tomorrow. My feet would practically look naked in them. My heart was beating even faster now, for what was to come. He had really outdone himself with these and I couldn't wait to give him his reward.

I slipped them on to my feet and lay back on the bed, my legs straight up in the air, admiring how smoothly the heels slipped onto my small feet. I lay there for a minute, gazing up at my legs and new heels. From his pov, my ass was on full display. I wondered if he could tell how wet I was already, if he could see my warm juices soaking the thin strip of lace covering my most intimate area, starting to leak into my ass and my pressed together thighs. One look at his blushing face, his eyes glued to my radiating pussy and his mouth slightly open, and I could tell he knew just how happy I was with his choice of shoes.

I rolled over and took a few steps to the enormous mirror. Wow. The heels lengthened my already long legs. My ass looked perkier, my stomach tighter. I could see him watching me from behind, admiring the view. He wasn't even trying to hide stroking himself over his pants as he stared at my feet and my sexy nude heels.

I started to slowly sway my hips back and forth, running my hands along my waist and hips. I ran my fingers through my hair and down onto my ass as I bent over slightly, giving him a better view of my wet and eager holes as I spread my ass cheeks just slightly apart. I heard him moan as I bent over further, running my bright fingers up and my smooth legs. I popped my ass out a bit as I paused to twirl my fingers around the delicate ruffle on my socks, and was rewarded with another deep moan. I turned around to face him as I cupped and squeezed my breasts, tugging the lace cups down slightly to show just a hint of my nipples. I could hear his ragged breathing and see how much his thick cock was straining to be let out of his pants. I smiled at him as I dipped two of my fingers into my underwear, dipping them into my sweet, soaking bare pussy before rubbing them in slow circles over my clit. I closed my eyes and breathed deeply as I touched myself, rocking my hips gently back and forth. A third finger joined the other two. Fuck, that felt amazing. I felt amazing. I loved being watched by him, knowing that every move was making him that much harder and more eager to devour me.

I opened my eyes and stared directly at him as I brought my shiny, cummy fingers up towards my mouth. As I continued to play with myself with my other hand, I opened my bright red lips and began sucking the juices off my fingers, prompting his biggest moan yet. I smiled at him as I brought my other hand up to my mouth too. I knew he loved seeing my mouth stuffed full of my fingers, especially if they were dripping and fresh from my wet pussy.

He stood up from the chair suddenly, and spoke for the first time.

Get over here. Now, he said firmly.

My pussy clenched tightly as I walked over to stand directly in front of him.

Sit on the bed, and lay back. I want to see these shoes better.

I gently laid back on the bed, gazing at him while I bit my lower lip. He lifted my heels and placed them on his chest, admiring the lacy black socks, the delicate ruffle, and the sheer sides of the shoes.

He grabbed my right foot and quickly popped the heel off, followed by the left, placing them on the floor next to the bed. He raised my right foot to his mouth, firmly licking from my heel to my toes. Reflexively I moaned, arching my back to press my feet closer to him. He looked down at me, amused, and quickly licked my foot again, this time dragging his tongue across my toes and then back down to my heel. I lifted my arms above my head as I laid back and let him work his magic tongue all along my small, bright red painted toes, my soft pink soles, and the smooth arches of my foot. He alternated back and forth between long licks and sucking on my toes, and I could feel my socks getting as soaked as my pussy was. He moved between my right and left foot, even rubbing them together so I could feel how wet he was making them, as he sucked my toes deeper into his warm mouth.

As he started to peel my socks off, I finally felt his big wet tongue directly on my feet. I scooted down to the edge of the bed so I could press my wet, eager pussy against his throbbing cock, still encased in his pants. His mouth on my feet, his hands running up and down my legs, his eyes locked on me, all of it was driving me wild. I moved my hand down into my panties, to touch myself. Instantly, he took my foot out of his mouth and his dark eyes hardened.

What do you think you're doing? Did I say you could touch yourself?

No, no sir, I stammered.

You don't touch yourself unless I give you permission. You should know that by now.

Yes, you're right. I was so caught up, I guess I forgot. It won't happen again, sir.

You need to remember, and listen, better. Get up and lean over the bed, he ordered.

As I turned and began to lean forward, my practically bare ass facing him, I felt a sharp crack on my left ass cheek.

When I tell you to do something, I expect you to move faster. Now, lean over on the fucking bed, NOW.

I quickly leaned forward, resting on my elbows. My ass propped up and my legs spread a few inches apart. I couldn't see him but could feel his large hands starting to grope and massage my ass roughly. I breathed in deeply, eagerly awaiting his next order, or my punishment.

His hands rained quick stinging slaps down on my ass, slapping my bare cheeks, the sides of my hips, and even landing a few directly on my popped up pussy. I could feel myself getting even wetter as my ass rocked back and forth from each forceful slap.

Take off your panties, he growled. I quickly hooked my thumbs under the lacy strings and pulled them down to my ankles. He spread my reddened cheeks and whistled admiringly as he stared directly at my puckered pink asshole, glistening with my wetness.

I felt him kneel down behind me and guide me to step out of my panties. He then climbed onto the bed in front of me.

Open your mouth, wide. Stick out your tongue, now. I immediately obeyed, and he stuffed my wet panties in my mouth. The warm scent of my pussy and ass overwhelmed me, and I moaned loudly as he pushed my face down onto the bed, one cheek to the mattress. He pulled my arms up over my head, resting on the bed, and tied my wrists tightly together with the red velvet bow.

Maybe this will help you remember not to touch yourself unless I tell you it's allowed, he whispered, his breath hot on my ear. I nodded, swooning from the warm taste of my desire in my mouth.

My legs clenched tightly together, and I could feel a rivulet of my wetness rolling down my thighs. He stood behind me again and knelt. Starting at my ankles, he began licking, kissing and biting his way up my legs. As another stream of my juices ran down, I heard him sharply inhale and then quickly lick it up in one long, wet stroke, all the way to my clenched pussy.

He firmly gripped the back of my thighs with both hands and ordered me to spread my legs, as he began pressing them apart. I quickly complied, and immediately felt his face pressing into my crack as he spread my ass cheeks apart. I arched my back, and he ran his tongue slowly along my wet slit, dipping inside me, and over my asshole, where he paused, sucking on my puckered hole as I pressed back against him, begging for more.

He repeated the slow strokes, lapping at me lazily with his tongue, sometimes stopping to suck on my asshole for a few seconds. I was moaning around my panties, breathing heavily, desperate for more. I need his fingers, his cock, anything to press against me more firmly and relieve this terrible desire.

Slowly, languidly, he swirled his tongue around my pulsing clit, nibbling and sucking on it. I cried out: his tongue was so hard, I needed more of it. He responded, flicking his tongue back and forth rapidly against my clit as he pushed his face into me even deeper. I could feel my legs starting to shake as he licked my most intensely pleasurable spot over and over again.

Then, suddenly, he started with the long slow licks again, running from my dripping pussy up to my desperate asshole. I really needed him to fuck me, to use me, to fill me up with his cock and his cum. I needed more. I tried to grind back against him, to show him how much I wanted and needed him, but he just licked me more gently the more I pressed back. Clearly, I was powerless to do anything: he was completely in charge and would let me cum when he was ready to.

He pressed his tongue flat against my asshole now, pressing firmly. Tentatively, I pressed my ass back against his tongue, and he met me with equal pressure. I continued to press back, softly moaning into the panties filling my mouth as his tongue drove further into my asshole, eventually pressing inside of me as I relaxed and he could penetrate me. I could feel him moaning as he sucked on me eagerly, and the vibrations sent waves through my ass and my pussy. Incredible sensations filled me as I felt my tight hole relaxing to allow him to lick and suck even more, begging him for a finger inside me, anywhere. His thumb occasionally brushed across my clit, driving me wild.

After a few minutes, when he could feel I was again starting to build to an orgasm, he suddenly stopped and stood up. He walked around the bed to the mini bar, where I could see him mixing a drink. He stood there, tented pants clearly visible, and took a long sip of his old fashioned. I waited, quietly, to see what he wanted from me next.

He returned and leaned over me, pulling the panties from my mouth and untying my hands. I held still, still leaning across the bed with my legs spread, even more juices rolling down my thighs now. He pulled something out of his pocket and held it up to my face: a medium sized black butt plug. My eyes widened slightly and I felt a wave of anticipatory pleasure shiver through my pussy and ass.

Open your mouth, suck on this, get it ready to go in your asshole, he said.

Obediently, I opened my mouth and did my best to lube it up. I swirled my tongue around it, spitting on the tip, and trying to lick my way up and down it. After a minute, he seemed satisfied and pulled the now wet and red lipstick smeared plug out of my mouth.

He walked behind me, kneeling again. I felt liquid drip down onto my already wet asshole as he dribbled spit on me and rubbed it around my puckered hole with his thumb, pressing in gently. Next I felt the warm pressure of the plug pressing against me. He rubbed his fingers across my clit as he began pressing the plug into me. The combination felt incredible and I began pressing back against the plug, eager for more. My asshole began to widen to accommodate it, and as he continued to press it in, I moaned loudly. It burned as it stretched me out, but in the most pleasurable way. It was incredible, being stretched and filled like this while he ran his thumb across my wet clit over and over. He finished pressing the plug all the way in, and gave the end a little tap, tap, sending vibrations through my whole body.

He then sat down in the wingback chair and took another sip of his drink, watching me intently as I adjusted to the stretch and fullness of the plug. His eyes passed over my mussed hair and smeared red lipstick, down my back, to my ass stuffed with the plug and still flushed from his earlier spanking, and finally to my dampened legs and feet. Still staring at me, he unzipped his pants and pulled out his long, thick, hard cock.

Fuck. I bit my lower lip and smiled. He really had the most perfect cock. Eight inches, rosy pink, thick and smooth. Just looking at it made my mouth water. I was so eager to taste him, and he knew it.

He smiled as he saw my reaction. Come here, get on your knees. You've been a good girl and can get a little treat now. But put your new shoes back on first.

I slid off the bed onto my knees and quickly slipped the nude heels back on. I crawled the few feet over to him on my hands and knees. I could feel the plug moving inside my ass, pressing on my hole as I instinctively clenched it tightly, which only made it feel even bigger and fuller.

He looked so handsome, sitting there, sipping on his drink, gently stroking his hard dick, watching me crawl towards him. I sat back on my heels in front of him, and ran my fingers up his legs. He scooted a bit further down in the chair, spread his legs wider and leaned his head back, completely relaxed and knowing that I was there entirely to serve and pleasure him.

I ran my tongue up the under side of his cock, feeling how warm and smooth he was. I eagerly licked around his round head, flicking my tongue into his slit and tasting his salty pre cum. As I took him into my wet mouth and let the spit pooled in my throat flow onto his head and down the sides, I heard him moan deeply. I swirled my tongue around his head and began to suck, tasting his pre cum mixed with the lingering flavor of my own cum in my mouth. The best taste.

I began moving my head up and down, taking more of his thick cock into my mouth every time, making sure to keep spitting to make my mouth as warm and wet as possible. My soft hand stroked the lower half of his cock, feeling how wet and hard he was. I knew he loved watching me stroke him when I had a fresh manicure, my bright red nails flashing up and down his hard pink dick. I kept relaxing my mouth to take him in deeper until he was regularly pressing hard against the back of my throat, completely filling it.

You like that, you like your mouth being filled by my thick cock? he asked, knowing full well it was impossible for me to answer him stuffed full like this.

I could again feel my pussy getting wetter, my inner thighs starting to dampen. He leaned forward and pressed the end of the plug, sending a jolt through me, and pressing his cock even deeper into my throat. He swiped his fingers across my dripping pussy and, feeling how wet I was, flexed his cock in my mouth, causing my eyes to water and my nostrils to flare for air as he pushed another half inch into my throat. He leaned back again, allowing me to catch my breath, but then rested one of his large hands on the back of my head, his fingers grabbing a handful of my hair. He firmly pressed my head down forcing the remaining inches of his shaft deep into my throat until my mouth was pressed up against his stomach, his balls against my chin. He held me there, knowing I was gagging and struggling to breathe with his cock filling my throat. He released my head and I pulled back, gasping for breath. As soon as I was able to get a breath or two, my tongue still running up and down his cock, he pressed my head down again, this time repeatedly flexing his cock so I could feel him rubbing against my soft wet throat. My eyes watering, mascara running down my face, he released my head again.

Steadily, he began fucking my mouth, his large hands on either side of my head, using my mouth however he wanted. As much as I was gagging, drooling, coughing, eyes watering, he didn't care. My manicured hands clutched against his legs every time he plunged deeper into my mouth. I was just there for him to use, for him to fuck my mouth and throat for as long as he wanted, and as deep as he wanted. Over and over and over, I felt him fill my throat, his long, thick cock completely engulfing my mouth. With every deep thrust, as he held himself for longer and longer stretches in my mouth, I felt my pussy and ass tighten. My inner thighs were completely soaked, and I could feel trails of cum along the back of my thighs, pooling behind my bent knees, the plug still filling my ass completely.

Finally, after at least ten minutes, he slowed his merciless pounding of my throat. After one last flex, deep in my throat, he told me to stop and sit back. I could only imagine how I looked: mascara and lipstick smeared across my face, spit and precum coating my cheeks, chin, and dripping down onto my chest, red lips puffy and swollen.