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****I do not own this story. This is just from Literortica on Free sources, and I am not charging for it, its just something I thought you guys might like. : D
ENJOY!
Working the Holidays
by es_larsson
I negotiated my way through the packed crowd of shoppers and
wheeled the trolley towards the stockroom doors.
"It's mental out here."
Kareem glanced over and raised his eyebrows in greeting. "Christmas rush - you know how it is."
Kareem was the security guard in the store, and had been for 25 years. He was about 6' 2 and had the physique of a rugby player gone to seed. A big belly and shoulders filled his shirts to bursting, and a thick moustache highlighted a square jaw. He was an imposing sight - certainly enough to put off any would-be shoplifters.
The store itself was massive, a stand alone department store in an exclusive part of London, the kind that turned over millions a week and employed dozens of staff in each department.
The stockroom, which is where I now headed, seemed equally vast. I was glad to be spending the rest of the day checking and updating prices and sales tags in the quiet. Currently, I was working my way through Row G8 - women's evening-wear. A whole load of dresses waiting to be tagged with their prices before they were displayed in front of house to customers.
I had been working this job during the holidays for years. It wasn't the best, but it was consistent and I could pick it up soon as I finished for the semester at university. It was money that kept me afloat in term time, and I couldn't afford to lose it. Besides, I had some good friends in the store and it was enjoyable to see the same faces every couple of months and fall back into a routine. Even Kareem and I got on, despite being almost polar opposites physically. He knew a good worker when he saw one, and we both had a dry sense of humour.
My name is Eric. I'm about 5'9 and slender, with narrow wrists and long legs that I kept toned with cycling. My long hair I kept in a bun to try to be edgy, or under a hat. I'm 20, but people frequently mistook me for being under 18. Sometimes it felt like puberty had yet to hit, but I got good compliments on my boyish features, and overall I was happy with my slight frame.
By the time the last item was priced up on Row 8, it was nearing the end of my shift. I'd been on my feet for 8 hours. I'd woken up
at the crack of dawn to prep for an early opening, and whilst I wasn't tired, my mind was beginning to wander. The rush of holiday shoppers seemed far away this deep in the stockroom, and I had only been disturbed a handful of times by colleagues moving goods within the store.
I began to tidy up the area I had been working in. Shifting a box, I spotted a company Fall/Winter catalogue peeking out under the base of a clothing rack. It was open to the Christmas themed lingerie page, and a stunning, limber blonde was looking back out of the page at me. She was wearing a red lace bra and panties, a garter belt holding up long red and white striped Christmas stockings, and a cheeky smirk. She stood hands on hips in green heels, golden curls falling around her head. The image caught me off guard, and my mouth fell open. I sat on the box I'd just moved, and pulled the catalogue towards me. I flicked through the womenswear section of the catalogue like a naughty school boy, and could feel myself getting hard.
I looked around. There was no chance of being spotted this far back in the stockroom.
I moved to the end of the row and glanced towards the store doors. I would hear anyone coming in a long time before they'd be able to see me. Grabbing a pair of lace panties from a shelf I made my way back to catalogue. I took out my cock, rock hard from the
excitement of doing this in a public place and wrapped the panties around the head. I sat there on the box, trousers round my ankles stroking for a few minutes. I bent back down over the catalogue and let my mind fill with the images of the playful underwear models. I kept returning to the picture of that flirtatious blonde in the catalogue, imagining the scent of her tousled hair and the thought of sliding my hands up those stockinged legs. I picked up the pace and within 30 seconds was cumming hard in the panties. The climax was intense! Fuck, must have been more worked up than I thoug...
Movement from across the room caught my eye, and in an instant my reverie was shattered. Kareem stood there at the end of the aisle, camera phone pointed straight at me!
"Shit, fuck! Kareem... What are you..." I scrambled to pull up my trousers, cum leaking down the front of them.
"I always wondered what you kids must get up to back here. Guess now I know."
"Kareem I'm sorry... This is the first time I swear. I thought I was alone. I was just..."
"Aye, you certainly thought you were. Jacking off on company time eh? What are we going to do about that?"
He stood there in silence, a dark look about him. He placed the phone back in his pocket.
"Kareem, please I'm sorry. Don't show that to head office. Don't fire me." I begged.
"I'll have to see what I can do boy, but I consider it my duty here to deal with such issues. Slacking off and such. Weed out the wheat from the chaff."
"Please!"
I moved towards him, looking to leave the aisle, but he stayed put, blocking my exit. If anything, he moved closer to me, his bulk towering above me. He looked over his belly at me, and raised my chin with his thick fingers to look me in the eye.
"Complete your shift tomorrow and then see me in my office after." He slowly turned and left.
I breathed a sigh of relief. But I had fucked up. I felt the cum soaked panties in my hand and was flooded with shame.
I stuck them in my pocket and made my way towards the exit, heading first to my locker in the staff room.
Kensie saw me enter the staff room. She must have been leaving too, a bag slung over her shoulder.
"On your way out?" She asked "What's up by the way? You're blushing more than usual."
"Ahh.. nothing. Just grabbing my stuff."
"I'll wait for you" she replied, and pulled out her phone whilst I made my way to the locker.
Changed into my regular clothes I felt better, and talking to Kensie back in the real world outside the shop made it feel like a bad dream that I had just woken up from. She was my height and a year older, and had been working at the same store since before I started. Kensie was on her way to the gym; a place she spent a lot of time. And you could tell it. She was athletic and toned, her medium length black hair often pulled up into a high bun. Her ass and legs looked incredible in the tight black jeans she always wore along with a hoody and sports jacket. I had only an inkling of her taste in men, but I had a feeling it wasn't me. According to her, guys under the age of thirty were "way too needy".
We parted ways in the car park, and I headed home for the evening. I was back with my folks for the holidays, and entered my
parents house to the smell of home cooking and TV chatter from the living room. I quickly zoomed up the stairs and dumped my bag on my bed, stashing the dirty panties until I could later dispose of them.
---
The next shift passed slowly, as if I was in a daze. The reality of my situation hit me in mid-afternoon, and I was dreading seeing Kareem. I managed to avoid him until the store closed and the main lights were switched off. Dragging my feet I made my way up to his office, and was red from embarrassment before I'd even knocked on his door.
"Come in"
I entered and closed the door behind me.
"Thought you might not turn up boy" Kareem growled. "Sorry I'm late Kareem"
He was sitting behind his large desk in his impossibly clean office. A parcel was sat on the table in front of him. I thought it best to remain silent.
"You should be able to keep your job" Started Kareem "Thank you, I..."
"We'll deal with your punishment off the books" He continued. "Occasionally something like this happens. And In my experience it is best if things are just kept between the two of us." Kareem climbed to his feet and stepped around to my side of the desk.
"Youngsters like yourselves require a bit of guidance, and I'm here to give you that" said Kareem. "Open the package"
A small brown paper wrapped parcel was on the table in front of me. I tore at the edges and a matching red lace bra and panty set fell into my lap, along with some long striped over the knee socks.
"Put them on" ordered Kareem. "Kareem, I'm not..."
"Call me Sir" Kareem said firmly.
This conversation was not happening as I had expected. I backed away, and Kareem smiled an unsettling grin.
"T- this job isn't worth that much to me Sir.... I mean Kareem. I'm not going to dress up for you just to keep it"
Kareem leaned over the desk and twisted the monitor to face me. "You've got more to loose than just a job son." Playing in high-definition was the video of he must have recorded yesterday. I was sat on cardboard box lost in pleasure. My eyes were shut but it was obviously me. You could see the exact moment I began to orgasm, my toes curling with delight, and the exact moment that feeling turned to panic and as I spotted Kareem recording me.
"How'd you like your friends and parents to see this eh lad? Now I'm going to repeat myself: Take off your clothes, fold them neatly and put on the panties. If you don't this here video is going to end up in your parents inbox and plastered over your friends social media."
I hesitated, and realised he had won. "Fuck you"
Moving with speed that surprised me for a man of his age, Kareem moved across the room. His weight pinned me to the wall. He kept me in place with one hand, whilst the other hand tugged down my trousers until they were bunched around my ankles.
"Bad girls get punished" he said calmly. Not even out of breath. I struggled but might have well as been trying to move a mountain.
Hauling me over to the chair he sat down and pulled me across his lap, my bare ass pointing at the ceiling. I was wriggling and complaining, trying to get free, but he silenced me with a hard spank. I was stunned.
The next smack was harder and I let out a squeak. By the fifth I was crying out.
Kareem let out a belly laugh. "Go ahead, squeal all you want."
He dealt me five more firm spanks, until I had tears in my eyes. FInally, his hand rested on my pink ass cheek, and cupped it, his pudgy brown fingers dangerously close to my puckered pink hole. My eyes grew wide. "So you gonna give me any more lip, or have you had enough?"
"I'm sorry Sir, please let me go."
Kareem released me and I clutched at my belt and pants. Then he pointed to the women's clothes on the floor, and I reluctantly stepped out of my trousers, and removed my shirt. Kareem swept the hat from my head and released my longish blonde hair. I was naked before him, and felt very vulnerable.
I picked up the lace panties.
"Garter belt first" ordered Kareem. I put it on before sliding the long red and white striped socks up my legs and clipped them to the belt. They had small bows and a little bell on the back of each thigh. On went the panties and bra, which must have been an A cup.
I turned to face Kareem. He was smirking, and I could see the outline of a big cock pressing against his black jeans. He was getting off on this.
"And the little cherry on top if this perfect slut sundae:" he held out a pair of green stilettos, velvet green gloves with white fur trim, and a little elf Christmas hat. The hat was held on with clips in my shoulder length hair. The shoes had a 5 inch heel and I tottered about just putting them on. Kareem strode over and I skittered backwards, collapsing into a chair. He reached into his pocket and pulled out too small padlocks, which locked the straps of the stilettos around my ankles.
"Just so ya don't get any ideas about running away now." He straightened up and looked lecherously at me.
"You make a much better girl than you ever did a boy. Want to see?"
He offered his hand to help me stand. I hesitated, and then took it. He threw open the office door and half carried me through it.
"Wait! I can't go out like this!" I protested.
"Don't worry, the store has been empty for hours." He said.
He stopped at the first full length mirror we came to, and gently pushed me in front of it. I had been expecting to a man crudely dressed in drag; a gawky man in women's underwear.
Instead I was confronted by long limbed girl dressed seductively in striped thigh socks and expensive lingerie. My hair was messy and ruffled and framed an androgynous face, with plump lips and a slight turned up pixie nose; features I had never noticed before. I straightened up, feeling pleasantly surprised. Turning, I checked out my ass. A red thong separated my my pert, full ass cheeks. Damn I looked good! All that cycling must have shaped my hips and legs. I looked like... Fuck!? It dawned on me. Kareem had dressed me to look like the girl in the catalogue. I ran my hands over my body, and could feel myself getting turned on. The slight bulge in the front of my panties started to grow...
I was distracted by a flash, as Kareem began taking photos of me.
"More leverage if I need it" he grunted. "So. You like the look of yourself huh?"
I frowned with concern, but turned back to the mirror, and nodded. I was lost for words. Walking over to the shelves, Kareem picked out a lipstick and mascara and moved me closer to the mirror. With surprising dexterity and skill he applied the makeup to my face. I watched myself transition from androgenous to christmas bimbo. Moving behind me he tied my hair into pigtails, like a schoolgirl might wear, and tied little red ribbons into the ends.
"Lots of guys come in here with their girlfriends and wives." Kareem said. "Picking out clothes for them to wear, things they think look sexy on their girl. Some of them are like you. Some of them would rather be shopping for themselves. They want to be the girl, you understand."
"That's not me... Sir. That's not me. I'm swear I'm not gay."
"Gay or straight has nought to do with it. Look at you. You were made to wear those clothes. That's why you were rubbing your tiny clit to the picture of the girl. You wanted to be her. You want guys to want to fuck you."
"...my clit?.."
I watched him approach me from behind. I was nearly naked, a peachy teenage girl in front of this lecherous older arab man. A slutty girl who has got herself in trouble... I thought. He ran a hand up my back and stroked my hair over my ear. I shivered. With the other he reached around and took my cock and balls in the palm of his hand. I jumped at his firm touch.
"No real man has a little clit like this."
"Hey!?!?" I struggled to move away, but he held me tight, occasionally tweaking my nipple to make me squeal as he worked my cock (or as he called it - my clit) through the panties. The mirror showed a smoking hot girl dressed in a sexy elf outfit being pleasured by much older man. I was so confused. Turned on at the sight of myself, but alarmed by the bigger alpha male using my body. Kareem was right, my tiny cock wouldn't be able to satisfy a girl.
He ran his hands up my ass and caressed my smooth stomach, before quickly pulling down my panties, roughly cupping my balls. Shocked by the touch, I pushed back and staggered, tripped by the panties round my ankles.
Kareem looked down, and chuckled "Don't worry babygirl, there's plenty of other ways to give pleasure." I tried to crawl away as he approached me from behind. He grabbed me by the waist and lifted me up. After a brief struggle he gathered both of my wrist in one hand and bound them in front of me with tinsel.
"Hmm. Festive."
He hauled me back in front of the mirror and pulled down a cable and hook from the ceiling. He pushed a button on the drop down and my arms were winched above my head, leaving me balanced on the heels.
"Had these installed to help us put up signs." Kareem pointed to the electric winch on the ceiling. "But this is a better display than I could ever have imagined."
He pulled away and I was left standing alone in front of the mirror. I was taken aback by his absence, frantically looking about the store to make sure I couldn't be seen. I began to get my bearings. Christ, I'm in trouble. My legs rubbed together as I tried to balance. The stockings felt amazing. The bells on the socks jingled slightly when I moved, and my attention was drawn back to the mirror. I marvelled at my beautiful dark green heels. I felt my nipples get hard and gently rub against the bra. Slowly, I teetered round to examine my ass. My legs were so long and slim
in these socks! Damn I looked too hot. This was dangerous! I was so aroused by my reflection. As a guy, I always struggled to look attractive. Dressed as a girl I was a 10. I pouted at the mirror, trying out a sultry look. If it wasn't for my erect little dick poking up from between my legs, nobody would have guessed I was a guy!
I heard heavy footsteps, and Kareem returned holding a bottle of lube. His shirt was open now, revealing a hairy broad chest and a big belly under a white vest. He was no longer wearing pants, displaying thick thighs. The bulge in his briefs was frighteningly large. My eyes widened and I tried to back away, unsteady on the heels. Kareem laughed and took more pictures, before grasping my stiff little cock in his left hand. I felt his right slide down my back and and a thick finger probe my ass. I gasped and my sphincter tightened in response. Kareem grunted appreciatively.
"Kareem, please Sir no."
"Isn't this what you wanted?" He asked rhetorically "To see that hot girl in the catalogue lost in pleasure?"
I tugged at my bonds above me but they didn't give an inch. He began his two pronged assault: Slipping a large digit in my ass and slowly finger-fucking me, he gently jerked me using just his finger tips. Within minutes I was panting and my face flushed - the girl
in the mirror biting her lip as she was fingered. I continued to fight and twist, but weakly, my resistance draining from my body. I moaned has he slipped in another finger and squealed as he curled them in my ass. My heels clattered feebly against the shopfloor as my knees gave from the pleasure. He quickened the pace.
"Kareem, please... I'm going to cum." I whispered. "That's it baby, cum for Daddy"
"...Daddy?... fuck... fuck. I'm cumming!"
He curled his fingers in my ass and I shot my load into his hand. He milked my prostate with his fingers and I experienced the most intense orgasm of my life. I saw stars as my cum spurted into his fist in 5 or 6 bursts.
He raised the cum filled hand to my face.
"Good girls swallow." He ordered. Still in the haze of my orgasm I opened wide and he fed me my own sweet semen. I swallowed, opening my mouth to show him I had drunk the entire load, just like the obedient pornstars I had seen in videos.
"Thank you Sir." I said. He liked that, and gently spanked me. Mental clarity began to return to me, and I was flooded with shame. I decided to play his game to get out of there quickly.
He cut me loose and I collapsed. Cum was still dribbling from my clitty, and he handed me my panties back. I put them on, my rapidly shrinking package fitting snugly inside them. Thinking the ordeal was over, I began to get to my feet, and was surprised when he pushed me back down onto my ass. He loomed tall above me and released his large cock, which sprang out half erect, and getting larger every second! Not waiting for his cock to get fully hard, he pushed the growing head against my half-open red lips.
"Time to repay the favour, sweetcheeks" He grunted.
I opened my mouth to protest and he shoved his big brown cock inside, pushing to the back of my throat. I coughed and moaned but he thrusted again, and again. My back was now against a wall and my legs folded beneath me as he thrust into my mouth, filling my nose with his scent and testing my gag reflex. He used my ponytails like the reins on a horse, controlling me and pressing mercilessly into my increasingly sloppy mouth, abusing my hole and bringin tears to my eyes.
He grunted and groaned in pleasure, his heavy belly looming over me, his bear-like body pressing his huge cock into my mouth. I choked, then suddenly it slipped into my throat, and his balls rested against my chin, his untamed bush tickling my pixie nose. I raised my hands to push him away. Gathering my thin wrists in one hand he raised them above my head, whilst his other paw grasped the back of my head and pushed it back down on his cock. I struggled weakly; my stocking clad legs wiggling in protest. This seemed to encourage him, and he began to pound my throat, which gagged and then stretched to accommodate his enormous member. I was being completely dominated and used - any attempt to fight back ended in failure.
His thrusting grew more desperate and intense, and I was on the point of fainting when I felt him shudder in pleasure. He plunged his cock as deep as it could go, and a felt a stream of hot cum flow straight into my tummy. I squirmed in protest as he ground with each pulse of his orgasm, gasping for breath as his cock finally slid from my throat.
He was still cumming! His purple cock continued to pump thick white cum in spurts and it coated my face and lips, some falling in my mouth and running slowly down my chest. Kareem shook the last of the drips from the end and onto my forehead, marking me as his property. I looked up, and Kareem already had his phone out - taking further photos!
"Clean me up babygirl." He ordered.
I shook my head, frowning and frightened. He turned the screen of the phone towards me, and showed me his handiwork. A skinny,slutty teenage elf with flushed cheeks, smudged make-up and a cum-soaked face. I looked feminine, but it was recognisably me.
"Fuck." I murmured.
I reached out with my and took his cock in my shaking hands. I could barely get my fingers around it! I placed the tip tentatively between my lips and wrapped my tongue around the head, licking the cum from the tip and under his foreskin. Kareem moaned appreciatively. His cum wasn't bitter, and his cock was warm to the touch. Surprising myself, I found myself admiring such a beautiful dick.... A real man's dick....
Once Kareem was satisfied with my effort, he allowed me to climb, shaking, to my feet. Then, delicately, he began the scrape the load from my brow and nose, and pushed it into my mouth, making me suck his fingers clean.
"Don't waste any next time" he threatened. "Sorry Sir" I said, and I swallowed it down. ---
Once inside his office Kareem kept me standing whilst he reclined into a chair. My feet were aching. I wished I could take off these shoes.
"Kareem, where are my clothes?" I asked him, looking around.
"You don't need those ugly things now" he smirked, and leaned back in his chair. "I put them in the incinerator whilst you were dangling like a beautiful slutty bauble out there on the shopfloor."
"What!! Fuck you Kareem! Now what do I wear home!? I played along with your perverted game. Now it's over! "
"Oh, kiddo, it's not over" he said seriously. "And you're forgetting to call me Sir."
"Fuck you!" I said defiantly.
Kareem let my words hang in the air.
"You should have realised this by now: I own you."
Pictures of me slowly scrolled across his screen. A sissy boy jacking off in the stockroom. A crossdresser prancing about in sexy underwear. A made up doll obediently sucking a fat dick. The reality of my situation began to sink in. Kareem was a perverted old asshole... this was too well planned...
Kareem continued "I was going to let you choose a new outfit from the racks to go home in, but now I think I'll choose for you. Actually... I think it'd be best for you to go home as you are."
"What!! I'm nearly naked. And these shoes!" I said.
"You've got to learn obedience. Tell you what. If you can convince me you're learning I'll let you complete the outfit."
He gestured to a green tunic type minidress hanging behind him that would complete my slutty elf outfit.
"Please...." I begged, but Kareem was having none of it, and wordlessly gestured to his crotch.
I bit my lip and shook my head. Slowly, I got down on my hands and knees and crawled over. I unzipped his pants, and pulled out his cock. It sprang free and rested on my cheek, semi-firm. With two hands I stroked its length, and with a small degree of hesitation, licked along the shaft.
"Please daddy... please can I have my outfit to wear. It's so cold outside. I'll freeze without it. Please Sir."
I popped the head past my lips and bobbed up and down on it, my pigtails bouncing. Kareem groaned with pleasure and thrusted gently in rhythm. I continued to stroke his cock, and before long, I felt him swell in my mouth and with a roar, he pumped a fresh load of cum into me. I couldn't swallow it fast enough, and some
escaped to drip down his balls and onto the floor. How much cum does this guy produce! I thought to myself. I felt a hand on my neck, and was guided to the wasted cum on his hairy balls. Grimacing, I slurped it all up, and then lowered my head to lap at the milky pool on the floor.
"Good girl" growled Kareem, and I blushed.
More pictures were taken and he made me pose in compromising positions: Bent over the desk... biting my thumb... up against the wall. It looked like I was asking for it.
Finally he handed me my prize. The dress barely covered my crotch, and had a large red ribbon as a belt, as if I was a gift under the tree. I ran my hands over it, trying to stretch it out. My eyes were wide with fear. I looked over at Kareem.
"Tomorrow you can be Santa's little helper." He grinned wickedly. "We've got lots of presents to give out. You can help me empty the sack."
"People will recognise me! There's no way that's fair!"
Kareem handed me my car keys and another duffle bag. "You'll have the tools in there to make yourself unrecognisable. If you don't show however, your colleagues will be the first to know about your embarrassing cum-guzzling habits."
He steered my by the elbow and through the shop, ejecting me into the back alley and loading bay where deliveries for the mall were made.
"See you tomorrow... Erica!" Kareem whispered, and gave my pert ass a final squeeze before pulling down the shutter behind me.
A crisp winter breeze reminded me just how skimpy my outfit was and I shivered. I began to trot to the multi-storey car park. A few post-shopping stragglers were milling about, and a group of guys sitting by the exit whistled and cat-called as I passed - my ears ringing with shame. (or was it the bells on my thigh high socks?)
Finally, I made it to the safety of the car, and plonked the bag given to me by Kareem on the seat next to me. It fell open. He'd packed me some fresh underwear, hair removal cream, hair dye and make-up products. Hallelujah. I also found the keys to my padlocked heels. I finally slipped them off. I felt around in the bag further and my hands closed around something rubber.... I pulled out a girthy, black, realistic 8" dildo!
I was shocked and stuffed it back into the bag. After the immediate shock had faded, I was gripped by a curiosity. Still in park, I pulled my panties down and compared sizes with the toy. It was so much bigger than me! God I was so girly. I stroked my long striped socks and gently bit my lip. I had never had a sex toy before.
Looking in the car mirror I put the dildo to my mouth. I felt my cock twitch in my wet panties. I tentatively licked it and sucked it, making eye contact with myself in the car mirror.
Fuck! What was wrong with me! I threw the dildo back in the bag. My head cleared, and I was able to pull out of the parking lot.
Working the Holidays Pt. 02
byes_larsson©
My alarm woke me at 7am with an urgent beeping.
Bleary eyed, I sat up in bed and swiped my phone screen to silence it. I clicked through the notifications, and within seconds was wide awake. A message from Kareem:
"Don't let me down today babygirl. If you don't show up today I'll have no choice but to punish you."
Disgusted, I threw the phone down on the covers. It could have been an illusion, but I swear I still had the bitter aftertaste of his hot semen in my mouth, and my jaw was aching from the oral pounding I had taken back on the shop floor. I shook my head in an attempt to clear the memories.
Kareem was playing Father Christmas in the department store. After dressing me last night as a little nympho elf, he was now forcing me to play his sexy Santa's helper. I wasn't even supposed to working today!
The phone buzzed again, and the screen lit up with a fresh message:
"And if I see my little princess wearing a single item of boys clothing the punishment will be severe."
Q
I sunk back down under the covers; I recalled his merciless spanking. How did I let myself end up in that position? Regardless of the consequences, I should never have degraded myself to that level and allowed him to blackmail me into dressing up for him. I had a choice, didn't I? Why didn't I fight back properly, or protest louder?
"Because your throat was full of cock." I murmured to myself. Now he had so much material with which to ruin my life.
I buried my face in the pillow before quickly realising the make-up that Kareem had applied to my lips and eyes the previous evening
was still on my face, and was now smeared over my bed sheets. What's more, whilst I had managed to change into a t-shirt before succumbing to sleep, I was still wearing the red lace panties and garter belt.
Hurriedly I removed them, and groped around for some pyjamas. I caught the sight of my naked ass and long slim legs in the mirror as I bent down at the waist. Kareem was right about one thing - I had such a girly ass. And my long blonde hair wasn't helping matters. I scowled, brushed it out of my eyes, and vowed to cut it.
Once dressed, I made the bed and opened my bedroom door a crack, listening for footsteps. Silence. My parents must have left for work.
First, I crept into my sisters bedroom. She had not yet returned for Christmas, and her room was empty. Ransacking her dressing table, I dug out some make-up wipes, and headed into the bathroom to wash my face. 30 seconds later I was free of mascara.
On the return to my own bedroom, I picked up the duffel bag that Kareem had given me, and emptied its contents out onto the bed. He had given me five or six fresh pairs of panties in varying styles as well as socks, hairbands, jewellery, and a big make-up bag and boxes of toiletries.
Also included was a bottle of lube, and the big black dildo. I dug it out from the pile on the bed and inspected it closely. It was firm and heavy, but soft to the touch, with detailed veining. What did he expect me to do with this? It would barely fit in my mouth, let alone anywhere else. I flung it to the floor, and the suction cup base kept it glued to the spot where it landed in the centre of my room.
I closed my eyes and clenched my fists in frustration. Kareem was expecting me to return to the store in my slutty elf outfit... I couldn't possibly do that. Not in public. The thought terrified me. But if I didn't show up he'd ruin me by posting his gallery of compromising photographs online.
"Fuck", I whispered myself. I had no choice. But I couldn't possibly wear that tiny mini-dress and those fuck-me heels in broad daylight.
Gradually, an idea began to form in my mind. What if I wore my sister's clothes? At least to get to the store, and then find a less R rated elf costume to wear, or maybe even try and buy my way out of this: offer Kareem my savings to forget this whole thing.
I found a new level of steely resolve within myself, and made up my mind to put the plan into motion. The first step was to remove the traces of my masculinity. I needed to look like a girl on the
surface. I gathered the necessary equipment from the pile of beauty products in front of me, and headed back to the bathroom. I used hair removal cream over my limbs and body, removing in the hot shower the peachy fuzz that passed for my body hair. In more... private... areas, I waxed. Which was painful and awkward, but rewarding, and came without the risk of chemical irritation. I was impressed with my own handiwork.
Kareem had included hair dye in the set, and after some thought I decided to use it. The picture on the outside of the box showed a woman with a hair colour similar to my own, only a slightly lighter blonde, with a few highlights. Seeing as I was planning on cutting my hair after this, there could be no harm in using it.
Whilst the hair dye was doing it's job, I sat myself on the edge of the bathtub, and carefully painted my nails a dark red. This was much more difficult than I expected, and took me ages. Whilst I waited for the final nails to dry, I picked out a couple of pretty necklaces; a thin cute gold and beaded choker, and a bar on a chain. Very hipster chic. They highlighted my fine collar bones.
I opened Youtube on my phone, and familiarised myself with the brushes and blushes, eye shadows, pens and pencils and all the other products in front of me before opening a tutorial for a "natural" makeup look. Whatever that was. I just knew my
inexperience would show through if I tried to over do it. I moved over to the bathroom mirror, and did a double take.
My hair was pink.
"Oh shit oh shit oh shit."
I washed my hair and dried it, destroying a towel in the process. My hair remained a pastel-bubblegum ultra-girly pink. I looked back at the dye packet instructions, and on the box. I had followed instructions to the letter... How had this happened?
It dawned on me. Kareem had tricked me. Again.
I stared open mouthed at my pink hair. I was clearly going to have to buy some more hair dye to turn myself back into a boy.
I refocused, and started again with the make-up. An attractive Californian Instagram model talked me through the process of moisturising, applying concealer, a light foundation and a peach blush, before I went bolder and opted for a slightly smokey eye. I contoured my nose to get the best out of it's pixie shape. It was fun, and the control I was able to exert over my appearance was at odds with the chaos my life had quickly become. Even better, I was beginning to look hot! My cheekbones stood out and my
plump lips formed a sexy pout. I'm not gonna lie, it felt surprisingly great.
The next stop was my sister's room. After some consideration, I picked out some black woollen tights, a Burberry beige tartan skirt that finished above the knee, and a super-soft dark cashmere jumper that felt amazing. I also found a pair of her old Doc Martens in a drawer, and a big scarf and tight leather bike jacket. I felt these items would give me a preppy but no-nonsense look for ensuring Kareem took me seriously. I carried them into my room and laid them out on the bed.
From my supply, I chose a matching Calvin Klein soft cotton bra and panty set. The light-pink thong panties cupped my smooth cock securely, giving me a little bulge, and the high waist design accentuated my thigh-gap. But, I rationalised with myself, they're pretty similar to briefs. I stepped in front of the mirror and gave myself the once over. I pulled my hair up into a messy bun and tried a few model poses. My ass looked amazing in the thong! So pert and grope-able. The bra was sporty, and it still looked feminine even if I didn't have any tits. I stood on tip toes and slapped my ass, and pretended to moan in pleasure, giggling. All this pink was making me feel super girly. I could be such a Thot if I wanted.
"Time to get moving" I told myself, and shook my head.
I was picking up the next part of my outfit when I noticed a familiar dark shape beside me, and my focus shifted to the dildo still stuck to the floorboards. It stood firm and erect, curving slightly. The tip was bulbous, and the ridge of the head prominent. I bit my lip. My mouth seemed to be watering. Swallowing, I unstuck the cock from the floor and sat on the bed. How could something like this ever fit in someone?
I could still see myself in the mirror, a hot, willowy, pink-haired bimbo holding a thick black rod. I measured it against myself, and it reached from my crotch to my belly button. I had seen plenty of anal sex in porn online, and those girls seem to enjoy it, or at least enjoy being dominated. I couldn't help feeling curious. It would be funny to try, and besides, I had gone past the point of experimentation. I was also feeling confident with this new side to myself. I was going to get my power back from Kareem and this would be over soon.
I climbed into the centre of the bed, and squirted some lube into my fingers and on the head of the dildo. Kneeling, I rubbed the lube into the shaft, jacking it off gently as if it were a lover. I slipped off the thong and slid a couple of my slippery fingers into my ass.
One hand a continued rubbing the dildo, and with the other I slowly fingered myself, slipping in a third finger when I felt myself loosening. Feeling more relaxed, I arranged myself above the huge plastic cock and slowly pressed it against my anus. I gasped and suppressed a moan. It wasn't even in and it felt good! I lowered myself slightly, and met resistance as my hole began to stretch to accommodate the toy. This was going to be a slow process.
My own cock was standing rigid to attention inside the panties, but I resisted the urge to touch it, focusing only on the pressure on my ass. Over a period of about 15 minutes, I worked the fat dildo into me, bouncing gently and re-lubing frequently.
Then, with an almost audible pop, the head pushed past my sphincter. I gasped. Already I was so full and the pressure on my prostate was causing me to leak precum from my cli... from my dick. The next few inches slowly eased in before the dildo increased in girth. Soon I was panting and red faced as I struggled to fit any more of the dildo inside myself. It was about halfway in. Instead, I changed tack, and bounced slowly on my knees, taking as much of the length as I could. Each thrust pushed against my prostate, and within a few minutes I found myself riding it hard and moaning in a state of bliss.
I watched my reflection in the mirror in wonder; a smooth, skinny slut railing herself with a fat black dildo. Precum was leaking over
my sheets. I grasped my cock and jacked off to my own image. Almost as soon as I touched myself, I was floored by my orgasm, pumping cum into my hand and crying out as the dildo rammed home.
I collapsed sideways onto the bed and the dildo flopped out of my ass. When I was finally in a condition to stand my legs were shaky and unstable.
"Fuck, the rumours are true. I guess guys do have a g-spot." I smiled to myself. "I think I'll be keeping this."
I cleaned up after myself, and hid the dildo in my wardrobe. I moved to the edge of the bed pulled the thong back up to cover my hole, which was still clenching in orgasm. I felt empty.
Got to concentrate! In a slightly dream-like state, I got dressed. I pulled on the tights and the skirt, and tucked the cashmere jumper into it. I laced up the boots, and put on the jacket, using the big scarf to disguise my flat chest.
I studied my reflection. Nailed it. I looked like I meant business; street smart but also high-maintenance. The kind of girl who is used to ordering men around. I practised speaking in a girl's voice, and after a while managed to perfect a warm, husky tone. It wasn't easy, and I had to concentrate hard, but I was fairly certain
I was unrecognisable. I didn't want to take any chances. I packed a few essentials into a small shoulder bag and left the house before I could chicken out.
***
Despite the traffic, I was able to park in the usual place. It was still morning - only 11am - but the sky was dark and a cold wind was whipping leaves around. I checked my makeup in the mirror, and gave myself a little pep talk. I was to go in, queue up as a customer to see Santa. When inside the grotto I would say my piece and make my offer without the risk of any repercussions. He wouldn't be able to do anything to me in such close proximity to the public.
The department store was heaving with customers making late gift purchases. It was wonderfully decorated, with trees that glittered gold and warm with lights and baubles, and elaborate displays festooned with red and green. I headed up to the third floor, where Santa was to be found, ensuring I took small feminine steps in my doc martens. On the way I passed the place I had been trussed up and taken advantage of the previous night. Despite myself, I felt a tingling in my crotch, and found myself struggling not to tent my skirt. I turned the corner, and Santa's grotto was in front of me, with a queue that snaked for about 15metres, made up of mostly parents and children. I joined the back of it. The mothers glanced over, as if wondering why I was
there. The fathers stared in lust, and I felt their eyes moved up my slim legs and over my petite young figure.
Gradually the queue moved forward, with families being allowed in one at a time for a minute with Father Christmas.
As I reached the front of the queue, I saw it was Kensie who was acting as doorman, letting visitors pass the velvet rope. I almost panicked and fled. I couldn't let her see me like this! My heart was beating loudly in my ears. I was about to leave the queue and form another plan when she looked up at me. Her gaze settled on me, but didn't light up in recognition or confusion. Hesitantly, I stepped forwards. She... She didn't recognize me! I exhaled in relief and my heart rate slowed. It also boosted my confidence to know I could deceive a friend.
"Is it just yourself here to see Santa?" She beamed at me. "Erm.. yes please" my voice was almost a whisper.
"Great! It's nice to see you've still got the Christmas spirit. And you're just in time."
Kensie shepherded me into the entrance of the grotto before turning to the people standing beside me:
"I'm very sorry, but Father Christmas only has time for one last visitor before lunch! Please take a number and we'll see you again in 20 minutes!"
Her voice faded as a I walked into the atmospheric snow cave. The families behind me were indignant and making their displeasure known.
I nervously turned the corner and entered a dark chamber stocked high with presents and decorations. The grotto was lit with candles and Santa sat at one end.
"HO, HO, HO" rang out loudly as I drew closer. "Don't be shy now, step forward."
I steadied myself as a prepared to act tough in front of the man who had abused and blackmailed me. With clenched fists I strode forwards into the gloom.
Kareem was seated in a large green and gold throne, flanked by pine trees. A large, overflowing sack of gifts was to his left. He leaned forwards as I entered.
"I like what you've done with your hair" he said. This threw me off.
"T-t-thanks" I stuttered. "But that's not really what I wanted to talk about"
"And your make-up is great" he continued. "Those clothes really suit you. Not what I asked for, but it's clear you're really cutting loose your slutty side in your new role. I like it a lot."
I looked down at myself. Now that he mentioned it, this skirt was very short. I bit my lip and tried to tug it down.
"Turn around" Kareem ordered. I gave him a twirl, before remembering myself.
"Kareem I can't do this anymore. I want out."
"Get down on your hands and knees girl, and show me that ass. Shake it for me."
I hesitated, and he raised his eyebrows. Quickly I complied, and feeling foolish, wiggled my butt at him.
"Lift up that skirt for me baby, and spank your ass. Say "I love you daddy, I'll do anything for you.""
"Kareem..."
"Do it"
Lacking in enthusiasm, I spanked myself. "I love you daddy, I'll do anything for you."
"Again"
"Love you daddy, I'll do anything for you."
"Like you mean it girl. I want you to say it 10 times, and slap your ass after every time you say it, and make me believe it."
Again I complied, this time with feeling. "I love you daddy, I'd do anyyyyything for you" I said, drawing out the words. I looked back over my shoulder at him and bit my finger, giving him a sultry look
"Rip those tights. I want to see that ass whilst you do it"
I did, displaying my pale white cheeks separated by the pink of my CK thong.
After 10 repeats, Kareem motioned for me to stand, and held out his hand. I took it and he pulled me into his lap. His hands were
huge and firmly gripped my waist, pulling me against his fat belly. I could see smell his cologne.
"And what's your name?" Santa asked. I remained silent.
"A pretty little thing like you must have a name. What should I call you?"
"Erica"
"Erica. That's a beautiful name. For a beautiful girl."
He patted my knee, and let his hand rest on my stockinged thigh.
"So Erica, have you been nice this year, or have you been... Naughty?"
"I've been good."
"Well well well. Let's see if that's true."
Santa reached down and picked up a large, leather bound book. He opened it on his other knee, and began flicking though the pages.
"E. E for Erica. Ahh here we are."
He turned a page, and revealed a full page photo of me bent over Kareem's desk in red lingerie, giving the camera a wicked grin.
"Why is Father Christmas so jolly?" Kareem quipped. "Because he knows where all the naughty girls live."
"Please" I begged. "I have money I can pay you. Please just delete the photos."
"Erica, I can't do that. Look at you. You need this."
I looked down at the picture in the book. God, I did look amazing. My back was arched, highlighting a narrow waist and full hips and ass. My long legs looked incredible in those heels.
"Please..." I said again, wavering.
His hand slid up my stockinged leg and beneath my skirt. He tore from edges of my ripped tights until they were just scraps around my ankles. He loosened the laces on my boots and they slipped from my feet to the floor. Now I was barefoot I could feel the fur trim on his red and white costume on my smooth legs. My feet dangled helplessly as he held me in his lap.
His hands were back, caressing me, sliding underneath the hem of my plaid skirt, rubbing at my tucked little cock and puckered pink hole with his chubby digits. I resisted the moan that was trying to escape my lips. My eyes widened when I felt his his big dick stir and harden beneath me. My heart was pounding in my chest. This was getting dangerous.
I begged weakly again, protesting and trying to push him away, but his bear-like arm pulled me close. His other hand firmly hiked up my skirt and, pushing the material of the thong aside, he slipped a finger into my ass. I gasped and squirmed.
"You're already wet for me" he chuckled. "Have you been doing some practising?"
The lube from earlier was still in my ass, giving me away! He slipped in another digit and stretched me out. I was moaning now, as his fingers assaulted my prostate.
"No! I don't want this!" I squealed.
"Quiet now" he growled, "or your friend outside might come to investigate."
I bit my lip to silence myself. I didn't want Kensie to hear. Kareem grunted, unzipped, and freed his cock from his red and white trousers, positioning me directly above it.
I panicked. This was next level, and I wasn't ready. It was all happening so fast! Kareem silenced me by invading my mouth with his tongue, his moustache bristling against my lips. He held me tight and his cock-head rested against my rosebud. Slowly, I was lowered down onto it. My hole stretched to accommodate the wide purple head of his cock, and I quietly cried out.
"Fuck baby girl. You're tight. You like this big brown cock stretching you out?"
I tried to deny it but my body betrayed me, and I let out a girly moan.
"Please..." I started again. "
"You want me to fuck you, you little whore?"
I shook my head quickly, and Kareem started to slowly thrust. I could feel my own body responding, my clit stiffening and starting to leak in my panties.
"Ahh Daddy, please! I'll do anything!" "I know" said Kareem.
I didn't know what I wanted any more. Kareem had a hand under my top and was tweaking my nipples. The scarf was lost and he was devouring my neck. I was completely filled by his cock, and my eyes were watering. I gently moaned with each thrust, first with fear, and then pleasure. I was riding him side saddle, and he was so deep inside. Carefully, without letting his cock slip out, Kareem stood up and maneuvered us round, placing lying me down on the seat of the throne. Now he was above me and spread my legs. My ankles rested on his shoulders. He flipped up my skirt to allow him to rub my clit with his thumb, and I moaned in ecstasy. Santa's big belly towered above me, and he was breathing heavily. He was close.
"Tell me what you want for Christmas babygirl" "Please... I want your cum!" I whispered
What was I saying? If someone was to walk in now, they'd see a fat, lecherous Father Christmas railing a hot cum-hungry teenage nymph. I could feel his heavy balls slapping against my ass as he picked up the pace.
"Take it you little whore" Kareem grinned and slipped his thumb into my mouth and I sucked it hungrily.
Grabbing me by the thighs, Kareem thrusted deep and blew his load deep inside. I could feel his big cock pulsing, pumping cum into my belly. God it felt good to be filled.
I gasped as he slowly withdrew his huge tool, my sloppy hole winking as his big cock slipped out.
"I feel so empty" a voice said. It sounded like mine.
"Haha, you're a cock addict now. You'll need filling 24/7." I propped myself up on my elbows, weak and light headed.
Kareem reached into a pocket, and pulled out a fat silver butt plug. My eyes widened, and I squealed as he firmly pushed it inside my ass, sealing his load inside. The plug was decorated with a pink diamond on the base, which must have been visible between my cheeks. He tapped it firmly and I whined.
My cock was still standing to attention. Desperate for release, I started playing with myself. Kareem however, wasn't having it, and slapped my hand away, and pulled my panties back into place. I complained and scowled.
"You're not allowed to cum without a cock in you." I dropped onto my knees.
"Please daddy. Please put it back in. Let me cum" I begged. I was tugging at his now deflating cock, flicking threads of his cum across my face.
Kareem laughed, and allowed me to play with his now flaccid cock. He took out his phone and recorded me as took his cock-head in my mouth and my tongue around it - a cock that 30 seconds ago had been deep in my ass. I moved my tongue under the foreskin and tasted traces of his seed. I felt it stir back into life and begin to harden. Desperately I stroked it fully erect with both hands, bobbing up and down and taking it into my throat, gagging and lubing it with my spit.
An evil grin spread over Kareem's jowly face. He took his seat again. I took my place between his huge thighs and licked his hairy balls, taking each one in my mouth as I worked his stiff rod. It radiated heat.
Kareem stroked my long hair and grunted in contentment. I felt his palm on the back of my head, and he forced my head down to fuck my throat. I freed my little cock and furiously stroked myself whilst Kareem abused my mouth.
I was getting close to orgasm, and Kareem could tell - he picked up the pace, ignoring my gags. Suddenly, his entire cock was buried in my throat and my nose was nestled in his hairy crotch. He was ejaculating! Meanwhile, my own cock pulsed in my palm and I shot ropes of cum into my pink panties. My toes curled in pleasure and my eyes rolled back with the strength of my orgasm.
Kareem released me and his cock dribbled cum down my top and onto my skirt. I was trembling and weak, my ass clenching round the thick plug in my ass.
"Fuckkk..." I moaned.
"You're turning out even more of a cumslut than I could have planned"
Kareem's voice was floating above me. He sat me up and put my shoes back on. I licked the cum from my lips and staggered to my feet.
I couldn't look him in they eye, but he pulled me close and with a thick finger, raised my chin.
"Say thank you to daddy" He ordered.
"Thank you daddy" I murmured. I felt shame seeping into my head.
He kissed me and, despite myself, I responded meeting his tongue with mine. His hands were all over my young body again. Then, he slapped me on my ass and murmured in my
"You should get going. Meet me outside the stock room exit at 8. In the meantime, treat yourself to something nice."
He pushed a store gift card into my hand. "Yes Sir."
I pulled my clothes back into place and picked up the scraps of my tights on the floor. I pulled on my boots.
Kareem took his place back in Santas throne as I left and watched me walk back through the fir trees and out of the grotto. I emerged blinking back into the light and noise of the department store. The line of parents & children waiting to enter was starting to build up again. Kensie was still guarding the door and beamed at me brightly as I passed.
"Did you get what you wanted?"
"Y..y..yes" I stammered, blushing deeply.
"Great!" She replied. "Hope to see you again soon!"
But I was already making my way towards the toilets, desperate to get out of there. My pink panties were soaked with lube and my own cum, and my pink hair was messed up and all over the place. I arranged my scarf to hide the worst of the white cumstains that marked my cashmere sweater.
I was halfway down an escalator when I felt deep throbbing vibrations in my ass. I jumped in surprise and squealed loudly. Several people looked round in alarm. The butt plug! Kareem must have a remote control!
The vibrations were strong, but I couldn't hear it above the noise of the escalator. My legs were shaking as I reached the bottom. I
dashed on quivering knees to the nearest toilets, locked the door behind me. I dropped my panties. With difficulty, I slowly pushed/pulled the huge buzzing plug out of my abused ass. It continued to vibrate in my hand.
The cum that had been sealed inside me now flooded out. I tried to stop it with my fingers, but just succeeded in spreading it all over my smooth crotch in a messy cream pie. Soon it was running down my legs.
I closed my eyes, and rested my head back against the door "Fuck."