Christmas Eve... Again
Backseat blunders and shower slips with sisters and aunt.
Author's Note: Everyone in this story is over the age of 18. This is my submission for the Literotica Winter Holidays Story Contest 2024. Enjoy!
CHAPTER ONE
"I definitely DON'T wish it could be Christmas every day," I thought, hearing that same damn song starting up for the hundredth time that year.
I'm not a Humbug or anything. Honest.
I was just trying to enjoy a bit of 'me-time' on Christmas Eve morning. You know, let off some steam, before the family descends.
It's tough enough getting some privacy when you live with three women. There's my mom, Laurel, my twenty-two-year-old sister, Holly, and the baby of the family, Bailey, who's eighteen. But this year we'd be hosting our Aunt Joy and cousin Belle. A full house.
Oh, and of course there's me, Buddy, a twenty-year-old dweeb just trying to get his rocks off before...
"When the snow man brings the snow..."
My bedroom door suddenly burst open and my mom waltzed in singing that awful dirge. I yanked the duvet up to my chin as quick as I could, but not quick enough to disguise the festive fapping I'd been enjoying a moment before.
"...well he just might like to...Red Nose of Rudolph!"
The tray of mince pies that my mom had been carrying clattered to the floor as she threw her hands over her eyes. "Buddy, do you have to do THAT on today of all days?"
"Mom!" I yelped, "How many times have I asked you to knock!?"
I watched my mom blindly backing out of my bedroom and groaned. Christmas had barely begun and it was already shaping up to be one to forget.
--
Inside everybody there is always somebody else. Often a lot of somebody elses.
Most days, I'm mostly just me. Teachers pet. Paladin. Admirer of girls from afar. Sometimes I'm a Scrooge, though only once a year.
It's not just the forced fun. Don't get me wrong, I hate a game of charades as much as the next guy. But it's the presents I hate the most. What do you buy for five women? I wouldn't know where to start with one. So predictably, I hadn't even started my shopping that Christmas Eve.
"Can you hurry up in there?" I yelled at the bathroom door, "I need to go to the shops before Aunt Joy arrives!"
"Don't make YOUR disorganisation MY problem!" Holly yelled back over the the noise of the shower.
Having a high performing older sister can be a real drag. A varsity star and straight-A student, Holly landed a sought after legal job straight out of university and somehow still finds time to run track in the national league. Beautiful, athletic, confident, in short, exactly the type of girl that makes my voice break and my palms sweat.
"Holly!" I banged on the bathroom door again, "hurry up!"
I heard a muffled cry and a loud bang, then a pained groan.
"Holly?" I repeated, anxiously, "are you okay?"
"You made me slip, twerp! Get Mom! I think I sprained my ankle."
--
People are amazed we're siblings. My little sister, Bailey, is the complete opposite to Holly. For a start, she's tiny. A pocket-sized bundle of cuteness. Five-two, modest little B-cups, the sweetest smile you ever did see.
"Oh, hey Buddy." Bailey waved as I entered the kitchen, "I wasn't sure if you'd want pancakes, Mom said you were busy."
Did I imagine the blush on my sisters dimpled cheeks?
"Ummm...yeah...I'd love some."
I watched as my sister bounced around the kitchen in a sheer robe that clung tantalisingly to her perky breasts and rued, not for the first time, my bad luck at being related to the three most beautiful women I knew.
"Umm Buddy?"
I dragged my eyes away from my little sister's chest, realising too late that I'd been caught red handed.
"Sorry, miles away," I apologised, "what's up?"
Bailey smiled coyly as she walked over to me and kissed me gently on the cheek.
"Merry Christmas Eve, big brother."
"Oh...gee...to you too," I stammered, "Bailey?"
"Yeah?"
"I think the pancakes are burning."
"Frick!"
--
"I've lost a present, has anyone seen it?"
Our cousin, Belle, was fretting while I packed our station wagon with her and Aunt Joy's bags. Belle takes after her father's side of the family, her latino heritage clear in her olive skin and killer butt, but Aunt Joy is the spitting image of our mom. Blonde, curvy but in shape, in short, the kind of mom your friends want to bang.
And just like our mom, she's Christmas obsessed. Who wears a Missus Claus outfit on Christmas Eve? Aunt Joy does.
"There are presents EVERYWHERE," Joy laughed, pointing to the trunk that was bursting with neatly wrapped gifts, "it'll turn up."
"Don't you think this is a little...excessive, Aunt Joy?" I asked, sweating as I crammed more gifts in the rear of the car.
"Don't be silly, it's Christmas!" Joy laughed, "There's no such thing as too much!"
"Can we please find the gift before we go," Belle begged, "I know it's here somewhere."
"Surely it can wait?" Joy asked.
"It's...uh...a special gift...from a friend...I need to find it."
"We'll find it later," mom insisted, "we need to leave now or we'll miss the Christmas parade."
"I don't know how we're all going to fit in here with all these presents," I grumbled.
"Well if you took driving lessons like I asked you to..." mom said, rolling her eyes.
"I was GOING to start them," I said defensively, "soon..."
"Your Aunt can sit on your lap," mom laughed, "you don't mind sitting on Santa's lap, do you Joy?"
--
If Mom hadn't barged in on me, I might have got to the shower sooner. If I'd got to the shower sooner, Holly might not have slipped and hurt her ankle. If Holly hadn't hurt her ankle, Bailey might have been concentrating on the pancakes. And if the pancakes hadn't burned, I might have had time to find some proper shorts.
As it was, the thin workout shorts were the first thing I could find before mom rushed me out of the house. The lightweight material was all that separated my junk from the little red dress covering my Aunt Joy's tush.
A tush that was already causing a stirring in my loins as she shifted and squirmed on my lap in her efforts to get comfortable.
"Um, Joy, can you stop moving so much?"
"Sorry Santa," Joy giggled, "I guess you're not used to having big girls on your lap."
"It's not that..." I stammered, praying silently that the lump between my legs would stop growing, "it's just..."
"Is that for me?" Joy asked suddenly.
My stomach dropped and I looked in panic over Joy's shoulder at Belle and mom nattering in the front seats.
"Santa, you shouldn't have," Joy purred.
"I...it's not...I didn't..."
"Then again, I have been a very good girl this year."
"Are we nearly there, mom?" I called to the front seat, sweat beading on my forehead.
"Sorry, it's this traffic," Mom said over her shoulder, "Must be the parade."
"Can I open it now, Santa?" Joy asked.
"Open what?" I gulped, trying to ignore the squishy butt rubbing on my expanding yule log.
"The present, duh!"
That's when I saw it, the gift she'd been holding this whole time.
"Umm, sure."
"I know it's early but I just can't wait to see what my favourite nephew has got me."
"You're, um, welcome," I blushed, grateful for the distraction.
"Your gifts are always so...original..." Aunt Joy said, pulling on the ribbon tied neatly around the box, "did you wrap this yourself?"
"Uhuh. All me."
"That's so thoughtf..."
Aunt Joy trailed off as the wrapping paper fell away from the box.
"Do you like it?" I asked, hoping that whatever it is would get me out of this pickle.
"It's..." Aunt Joy's voice was strangely low and faltering, "it's...not very Christmassy, Buddy."
Aunt Joy half turned in my lap, mercifully shifting off the semi-erect log in my pants, and held the box between us. A cold sweat broke over me and the problem in my shorts shrivelled in a heartbeat.
The box had a clear cellophane window and through the window was something I'd only seen online. A shiny, metallic butt plug.
"Is this some kind of a joke?"
"I...no...I didn't..."
"Maybe don't get me anything at all next year. Okay, Buddy?"
Aunt Joy thrust the box into my hand and turned away from me in a sulk. That's when I noticed the tag on the back of the box. I peeled it off and read the writing inside.
"Dear Belle, Hope you enjoy your Christmas stuffing, Lily x"
--
The rest of the day passed exactly as you might have expected. Awkwardly.
Mom kept bugging me about Aunt Joy's unexplained frostiness. Holly only limped out of her room to curse at me. Belle spent the entire evening shaking the gifts under the tree. I didn't have the heart to tell her that her mom had already opened her special present.
All in all, another let down. This is why I don't like Christmas. It never goes like you hope it will.
The only person who didn't seem annoyed at me was Bailey.
"Wanna stay up and catch Santa with me?" Bailey asked after a chilly dinner.
"You know he doesn't exist, right?"
Bailey hooked her arm through mine and pulled me into our den. "Come on, it'll be fun. We can lure him with mince pies."
"I'm pretty sure Coca Cola invented him to sell more soda."
"Just pick a film, dumb-dumb," Bailey said, shoving me towards the couch, "I'm going to change into my comfies."
I poured a whiskey and settled on the couch, reflecting on another day of Christmas misery. It's up there with the worst ever, I mused, flicking through cheesy Hallmark films.
A quiet cough drew my attention to the doorway. Bailey was standing there in her tiny robe, tugging nervously on the hem that rode high on her pearly white thighs.
"Room for a little one?"
"Always," I said, lifting up my blanket and scooching along the couch to make space beside me. "Any preference?"
"Don't mind," Bailey said, snuggling into my side and resting her head on my shoulder, "you choose."
"Night of the Living Dead it is."
Bailey thumped me in the ribs. "Something Christmasy, silly."
"How about...Die Hard?"
"Too violent."
"I thought you said I could chose?"
"You can. Just make the right decision."
"Fine...aha...this is perfect," I hit play and put an arm around my little sister's shoulder, "Groundhog Day."
CHAPTER TWO
"When the snow man brings the snow..."
I buried my head under my pillow and groaned. I couldn't remember leaving the den last night. The last thing I remembered I'd been cuddled up with Bailey, her soft body pressing up against me through her thin robe, and the next thing I knew I was in my bed listening to that damn song.
I rolled onto my back and saw my morning wood making a tent beneath my duvet. Well, I thought grumpily, since I'm up...
I was barely two strokes in when my bedroom door burst open.
"...well he just might like to...Red Nose of Rudolph!"
The tray of mince pies that my mom had been carrying clattered to the floor as she threw her hands over her eyes. "Buddy, do you have to do THAT on today of all days?"
I yanked my duvet up to my chest. "Mom!" I yelped, "How many times have I asked you to knock!?"
I watched my mom blindly backing out of my bedroom and shrugged off a creeping sensation of deja vu.
--
"Can you hurry up in there?" I yelled at the bathroom door, "I want to get in there before Aunt Joy uses up all the hot water!"
"What are you shouting about?" Holly yelled back over the the noise of the shower, "she's not coming until this evening."
It was an uncharacteristic slip of the mind from my high performing sister. I wondered briefly if she'd banged her head when she'd fallen yesterday. How else to explain her confusion?
"Holly!" I banged on the bathroom door again, "hurry up!"
I heard a muffled cry and a loud bang, then a pained groan.
"Holly?" I repeated, anxiously, "are you okay?"
"You made me slip, twerp! Get Mom! I think I sprained my ankle."
--
"Oh, hey Buddy." Bailey waved as I entered the kitchen, "I wasn't sure if you'd want pancakes, Mom said you were busy."
I looked around for Aunt Joy and Belle but the kitchen was empty.
"Ummm...yeah...I'd love some."
I watched absentmindedly as my sister bounced around the kitchen. Something felt off. The creeping sense of deja vu again.
"Umm Buddy?"
I realised I'd been staring at Bailey's chest, again.
"Sorry, miles away," I apologised, "what's up?"
Bailey smiled coyly as she walked over to me and kissed me gently on the cheek.
"Merry Christmas Eve, big brother."
"Oh...gee...to you too..." I stammered, "Christmas Eve?"
"The day before Christmas, dumb-dumb."
"But it's..."
"Frick, the pancakes are burning!"
--
"Um, Joy, can you stop moving so much?"
The next few hours passed in a fog. I could have sworn all of this had happened before. It HAD to be Christmas Day. But there was no denying the evidence. The date on my phone said the 24th of December. Aunt Joy and Belle were still at their house.
"Sorry Santa," Joy giggled, "I guess you're not used to having big girls on your lap."
"It's not that..." I stammered, "it's just..."
"Is that for me?" Joy asked suddenly.
My stomach dropped as I remembered, or premembered, the present Aunt Joy had found.
"Santa, you shouldn't have," Joy purred.
"I...it's not...I didn't..."
"I have been a very good girl this year."
"Mom, take the back road, the parade will gnarl up the roads!" I called to the front seat, sweat beading on my forehead.
"Sorry, too late," Mom said over her shoulder, "looks like we're stuck in it."
"Can I open it now, Santa?" Joy asked.
"No!" I gulped, trying to reach round Joy to grab the present.
Joy squirmed away from me, her tush grinding deliciously into my groin, and pulled on the bow around the box.
"It's..." Aunt Joy's voice was strangely low and faltering, "it's...not very Christmassy, Buddy."
Aunt Joy half turned in my lap, mercifully shifting off the semi-erect log in my pants, and held the box between us. I prayed I was wrong, that this was all a bad dream, that the present didn't contain a fat metallic sex toy.
"Is this some kind of a joke?"
But my prayers went unanswered.
"Maybe don't get me anything at all next year. Okay, Buddy?"
--
The rest of the day passed exactly as I remembered it. Awkwardly.
Mom kept bugging me about Any Joy's unexplained frostiness. Holly only limped out of her room to curse at me. Belle spent the entire evening shaking the gifts under the tree.
Christmas never goes how you hope it will. Sometimes it goes exactly how you hope it won't.
"Wanna stay up and catch Santa with me?" Bailey asked after a chilly dinner.
"Do I seem okay to you?"
Bailey laughed and hooked her arm through mine, pulling me into our den. "No weirder than normal."
"Nothing about today felt odd?"
"Just pick a film, dumb-dumb," Bailey said, shoving me towards the couch, "I'm going to change into my comfies."
I poured a whiskey and settled on the sofa, reflecting on another day of Christmas misery. I'm losing my mind, I mused, it must be the season.
A quiet cough drew my attention to the doorway. Bailey was standing there in her tiny robe, tugging nervously on the hem that rode high on her soft thighs.
"Room for a little one?"
"Always," I said, lifting up my blanket and scooching along the couch to make space beside me. "Any preference?"
"Don't mind," Bailey said, snuggling into my side and resting her head on my shoulder, "you choose."
"How about..."
That's when it hit me.
"Groundhog Day."
CHAPTER THREE
"Oh I wish it could be Christmas everyday!"
I woke up with a start. Jingle-fucking-Bells, I thought, it's happening again! I checked the date on my phone. It was either a very elaborate prank that my entire family was in on, or it really was Christmas Eve again. Which meant my mom was going to burst through my bedroom door any moment.
Not if I get there first, I thought, wrapping a towel around my waist and yanking my bedroom door open at the very moment my mom reached for the door handle on the other side.
Unbalanced by the sudden disappearance of the door, mom stumbled past me and scattered mince pies all over the bedroom floor.
"Can't stop," I said, slipping past her and out of the door, "taking a shower!"
I was down the corridor and in the bathroom mere seconds before Holly hammered on the door.
"Hey!" My older sister shouted, "I was about to take a shower!"
"Sorry," I yelled back, "you snooze, you lose!"
I might have been stuck in a Christmas time loop but I'm still a young man with urges and, by my count, I was on my third day without blowing a festive load. For the person in the time loop, I noted, it seems urges like hunger, thirst, and horniness were unaffected. Closing my eyes and letting the hot water run over my back, I close my fist around the remains of my morning wood and started stroking.
I guess that's why I missed the lock rattling as Holly jimmied it open from the other side of the door.
"Holy crap!"
My eyes snapped open. Holly was stood in the bathroom door, her hands covering her mouth, staring directly at my cock.
"Fuck, Holly, get out!"
I did what came naturally to me in crisis situations. I panicked. Flinging open the shower door, I scrabbled for my towel, and slipped head over heels onto the bathroom floor.
"You made me slip!" I yelled, trying to cover my wobbling shame with my hands, "I think I sprained my ankle."
Holly seemed in a daze, her eyes fastened to my waist. "My brother is..."
A freak, an anomaly, a goddamn weirdo.
"...fucking hung."
"What's going on in there?" Mom asked, stepping into the bathroom behind Holly, "Buddy! Are you..."
Mom's hands covered her mouth in a spitting image of her daughter as she stared at the my deep, dark secret. "Red Nose of Rudolph..."
"Get out!" I begged, finally getting a hold of a towel and slinging it over my body.
The spell was broken. Mom and Holly blushed, turned to leave, bumped into each other, and scarpered.
There was me thinking Christmas Eve couldn't get any worse. I was about to find out how wrong I could be.
--
"I think the pancakes are done," I said, hobbling into the kitchen.
Bailey jumped, her cute little titties bouncing beneath her thin robe, as she spun round to greet me.
"Oh, hey Buddy. I wasn't sure if you'd want pancakes, Mom said you hurt your ankle."
"Ummm...yeah...I'd love some."
My head was still reeling from Holly and Mom's reaction to seeing me naked in the bathroom. I'd always been embarrassed of my appendage. It's the reason I never showered in the school changing rooms or went to public pools. I'd seen porn. I knew what they were supposed to look like and mine didn't look like that. It was unnatural. What was it my sister had said? Fucking hung?
"Umm Buddy?"
"Sorry, miles away," I apologised, "what's up?"
Bailey smiled coyly as she walked over to me and kissed me gently on the cheek.
"Merry Christmas Eve, BIG brother."
--
"I've lost a present, has anyone seen it?"
"Here it is," I said, handing Belle the little box that had fallen into the passenger footwell of my mom's car, "it must have taken a funny bounce."
Belle looked at me curiously for a moment, almost like she suspected I knew what was in the neatly wrapped box. Then she shrugged and shook her head as if shaking off a wasp. That would be impossible.
"Your Aunt can sit on your lap," mom laughed, "you don't mind sitting on Santa's lap, do you Joy?"
I squeezed into the back seat and braced myself for Aunt Joy to place her plump butt on my thighs, wishing I'd thought to wear something other than my workout shorts this time round. This time round, I mused, how many more times will there be?
"Take the back way home," I called over Aunt Joy's shoulder as she wiggled in my lap, "the traffic will be awful with the parade."
--
"Um, Joy, can you stop moving so much?"
I regretted suggesting the back road almost as soon as we hit it. The poorly maintained track was full of potholes and bumps. The car would jolt with each new obstacle, bouncing Aunt Joy on my lap in a way that was quickly becoming a problem.
"Sorry Santa," Joy giggled, "I guess you're not used to having big girls on your lap."
"It's not that..." I stammered, "it's just..."
The car lurched over a dip and Aunt Joy sprung into the air. The sudden motion caused her little red Missus Claus dress to ride up over her waist so that, when she landed, her exposed butt landed squarely on the firm lump in my shorts.
"I'm sorry," Aunt Joy yelped, reaching for the hem of her dress, "it was an accident..."
Before Aunt Joy could cover herself, we were rocked by another sudden bump. Aunt Joy thumped into the roof of the car then crashed back onto the tube of flesh expanding towards the hem of my shorts leg.
"Just hold on," I warned, forgetting my own danger for a moment, "we'll be past the worst soon."
I put my arms round Aunt Joy's waist, hoping to act as a safety belt as bounced over the rough terrain. My forearms pressed into the soft skin of her upper thighs and I could feel the delicate lace of her underwear whenever my arms slipped too high.
Thinking about my aunt's lacy underwear only made my problem bigger. I could feel it expanding in jolts and lurches, forcing its way down the leg of my shorts and pressing insistently into my aunt's doughy behind.
"Is that for me?" Joy whispered, stiffening on my lap.
I panicked, expecting her to turn around with the gift I'd given to Belle only minutes ago. But Aunt Joy didn't turn. If anything she seemed to be spreading her legs wider and tilting her head to look between her thighs.
That's when I felt it. The cool air-conditioning from the car tickling the exposed head of my problem. All the bouncing and stimulation, combined with my shorts riding up my legs, had resulted in me accidentally exposing myself to my aunt. Though I couldn't see it, I could feel it nestled directly between Aunt Joy's legs, all the way down the inside of my leg, and out the bottom of my shorts.
"Santa, you shouldn't have," Joy tittered nervously so that only I could hear.
"I...it's not...I didn't..."
"Then again, I have been a very good girl this year."
"Hang on back there," Mom said over her shoulder, "it's about to get bumpy!"
We were rocked by a quick succession of pot holes that violently rocked the car. I clung tightly to Aunt Joy, momentarily forgetting my predicament, as my shaft mashed against the hot valley between her legs.
"Oh shit!" Aunt Joy groaned, reaching between her legs and gripping hold of the bulging tip of exposed flesh like a pommel.
The vibrations and the my aunt's grasp made it feel like she was working my overstimulated glans. It was too much. I felt a dangerous precipice approaching.
"Aunt Joy," I whispered urgently, "you need to...need to...let...go!"
It was too late. I was shooting into my aunt's hands, which continued to slide over the tip of my cock as we were bounced around. Aided by the sudden lubrication, her fingers slipped across my pulsing flesh with agonising ease, only serving to coax more from the shooting tip as she struggled for a grip.
"Santa's grotto..." Joy murmured, as lashings of Christmas joy drenched her hands.
How I stifled my cry of passion, I'll never know. Eventually though, the pulsing throb in my loins subsided. I peered over Aunt Joy's shoulder and saw the puddle of cum held in the palm of her hands. My still-engorged tip rested in her upturned palm, red and shining, like Rudolph's nose.
"Nearly home," Mum called over her shoulder, "hang in there!"
"I need a tissue," Aunt Joy whispered urgently.
"I don't...I haven't got any."
"Oh frick." I watched, dumbfounded, as Aunt Joy spread her legs even wider and deposited the creamy puddle on the the only place left available to her; the bright red, lacy underwear clinging to her sex.
The material took on a dark shade as it soaked up my hot, viscous load. Aunt Joy shivered on my lap as she wiped her hands clean against her sexy underwear, then lifted her hips and pulled her little red dress down over her hips.
Aunt Joy half turned in my lap, mercifully shifting off the semi-erect log in my pants, and stared at me sternly. Whatever spell had been over her was truly broken.
"Maybe don't get me anything at all next year. Okay, Buddy?"
--
The rest of the day passed even worse than I remembered it. Hellish.
My ankle was swollen and painful. Mom kept bugging me about Aunt Joy's unexplained frostiness. Holly seemed incapable of avoiding bumping into my crotch and Belle spent the entire evening locked in the spare bedroom.
Christmas never goes how you hope it will. Often it goes much worse than how you hope.
"Wanna stay up and catch Santa with me?" Bailey asked after a chilly dinner.
"I might get an early night, I've had a weird day."
Bailey laughed and hooked her arm through mine, pulling me into our den. "No weirder than normal."
"I really just want today to be over."
"Just pick a film, dumb-dumb," Bailey said, shoving me towards the couch, "I'm going to change into my comfies."
I poured a whiskey and settled on the sofa, reflecting on another day of Christmas misery. I had to find a way to break out of this hellish time loop.
A quiet cough drew my attention to the doorway. Bailey was standing there in her tiny robe, tugging nervously on the hem that rode high on her soft thighs.
"Room for a little one?"
"Always," I said, lifting up my blanket and scooching along the couch to make space beside me. "Any preference?"
"Don't mind," Bailey said, snuggling into my side and resting her head on my shoulder, "you choose."
"How about..."
Maybe I'd learn something useful, I thought, if I could stay awake through the entire film this time.
"Groundhog Day."
CHAPTER FOUR
"When the snow man brings the snow..."
My bedroom door rattled against the chair lodged against the inside handle. I stared at it anxiously, praying it would hold.
"Buddy," Mom's voice was surprised and a little anxious, "are you okay in there?"
"I'm not feeling well," I called back, feigning a croaky throat, "I don't want you to catch it!"
The door rattled again and the chair slipped a little.
"I'm serious, Mom! I don't want you to miss Christmas!"
The door stopped rattling immediately. If there's one thing I know about my Mom, it's that she wouldn't miss Christmas for anything. Not even to check on her poorly son.
"Well...okay...I'm leaving you a mince pie outside your door."
I heard mom's footsteps recede down the hallway and returned to my laptop. Predictably, I'd fallen asleep during the film again and woken up in my bed. Determined to find a way to break the time loop, I resolved to lock myself in my room all day and research the phenomenon. After browsing a lot of wacky websites, I found myself reading the plot for the Groundhog Day film.
"...Phil begins to indulge in binge eating, one-night stands, robbery, and other dangerous activities...realising that there are no consequences..."
The words struck me like a freight train. There are no consequences. I could do anything so long as the time loop persisted. I could live out my wildest desires. Be the person I'd always been too afraid to be. I didn't need to worry about making a fool of myself or fret about what tomorrow may bring. I knew exactly what tomorrow would bring: today!
I threw off my duvet and tore open the curtains. A light snow was falling on a crisp winter's morning. Our postman was walking up our garden path, weighed down by a sack of Christmas cards. I swung my window open and waved wildly at the postman.
"Happy Christmas Eve!" I called down.
The postman glanced up at me, looked away, then did a double take as he noticed the naked young man waving in the window. I flushed, suddenly remembering my state of undress, and ducked beneath the windowsill.
"Sorry!"
I crawled over to my desk and took a pen and notebook from a drawer. A day of no consequences. A free shot to do whatever I wanted. A chance to be the person I'd always dreamt of being.
I scribbled a title on the top of the page: Things to Fix.
I glanced at my reflection in the mirror. Skinny, messy hair, knobbly knees, and a freakishly large dong. Number one, I wrote, be confident.
What else? What had I always wanted to do but been too afraid to try? Number two: drive a car. Oh, and of course, the thing I was most afraid of. Number three: kiss a girl.
"Oh when the snowman brings the snow..."
Mom's merry singing rung through the house. Part of me wished I could enjoy Christmas the same way my family did. But if I couldn't enjoy it, maybe I could at least spread some joy. Number four: find good presents.
A loud yelp down the hall made me drop the notebook. Wrapping a towel round my waist, I removed the chair jamming my door shut and wet to investigate. I heard a low groan as I neared the bathroom door.
"Holly? Are you okay in there?"
"I slipped. Get Mom! I think I sprained my ankle."
Interesting, I noted, very interesting.
--
"Merry Christmas Eve," I said cheerfully, ruffling Bailey's auburn hair as I skipped into the kitchen, "pancakes are done."
Bailey jumped, her cute little titties bouncing beneath her thin robe, as she spun round to greet me.
"Oh, hey Buddy. I wasn't sure if you'd want pancakes, Mom said you weren't feeling great."
"Oh it was one of those twenty-four hour things. But, like, quicker."
I gazed unashamedly at my little sister. Her full curves suggestively hinted at through the thin robe hugging her petite figure.
"Umm Buddy?"
"Sorry, miles away," I apologised, "what's up?"
Bailey smiled coyly as she walked over to me and kissed me gently on the cheek.
"Merry Christmas Eve, big brother."
--
I shoved the last of Aunt Joy's gifts into our congested trunk and quickly slammed the door shut as Belle fretted over her lost present.
"It's...uh...a special gift...from a friend...I need to find it." Belle stammered, peering through the window at the bundle of gifts inside.
"We'll find it later," mom insisted, "we need to leave now or we'll miss the Christmas parade."
"I was thinking," I began, steeling myself against my nerves, "maybe I should drive?"
"Oh," Mom said, frowning, "we're kind of in a hurry..."
"Please, Mom," I insisted, "you keep bugging me to practice."
"I don't know..."
"Let the boy drive," Aunt Joy chipped in, "I can sit on your lap in the back."
We climbed into the car, me in the drivers seat, Belle in the passenger seat beside me, Mom on the backseat and Aunt Joy in her lap. I slotted the keys into the ignition and glanced in the mirror. Mom was smiling encouragingly at me from the back.
"You can do this. Just take your time."
I took a deep breath, pushed the gear stick into drive, and eased my foot off the brake. The car slowly moved off my aunt's driveway, picking up speed as I swung it onto the road.
"I'm doing it! I'm driving! This isn't so..."
SMASH!
I swear, the postman's van came out of nowhere. There was no way I could have avoided it. Probably. I saw a flash of red and then we were spinning out of control, gifts were tumbling around the car, and everyone was screaming. Finally the car came to a stop, half mounting the curb and facing the oncoming traffic.
"Is everyone okay?" I asked, my voice trembling.
Belle, Joy, and my Mom groaned in the affirmative. I looked out of the window and saw our postman gingerly getting out of his van. He glanced over at us, surveyed the damage to his vehicle, then did a double-take back at me. "You again?!"
I cringed. There was me thinking Christmas couldn't get any worse.
--
I spent the rest of the day in my room, willing the hours away so that I could wipe the slate clean. Sometime in the evening there was a gentle knock on my door.
"Go away," I grumbled, "I'm asleep."
"It's me," Bailey said softly as she cracked open the door, "thought you might like to stay up and catch Santa with me?"
"I dunno, I've had a shit day."
The door clicked as Bailey closed it behind her. Her skimpy robe swayed gently as she padded across my room and hopped onto the bed beside me.
"Room for a little one?"
"Umm, I'm...uh...naked under her, sis." I said, holding the duvet tightly.
"Don't mind," Bailey said, tugging the duvet free and lifting up a corner, "I'm not gunna look or anything."
"But..."
"It's cold!" Bailey whined, wiggling under the duvet and snuggling up against the side of my naked body. "Wanna watch a film?"
"Umm, sure," I said, reaching for my laptop, "Groundhog Day?"
"Whatever," Bailey said dreamily, wrapping an arm over my chest and hooking a knee over my leg, "this is nice."
"Cuddling with your brother?" I asked, covertly shifting my junk away from the soft leg draped over me.
"Cuddling with my cute brother."
"That's not funny," I said, frowning.
"Not joking," Bailey sighed, nuzzling into my neck, "you're good to cuddle."
"You really mean that?" I asked, stroking a lock of auburn hair off her face as she gazed up into my eyes.
"Uhuh. You make me feel...safe."
Bailey tilted her head back into the crook of my neck and snuggled closer to my chest. Her soft breasts squished into the side of my chest and I felt a stirring below my waist.
Concentrate on the film, I thought to myself sternly, don't think about your sister that way.
But it was no good. I could feel the firm lump of Bailey's nipple through the thin robe. My cock twitched and expanded towards my sister's soft thigh. I tried to wiggle away from Bailey but she clung onto my chest.
"Nooo..." she moaned, "comfy!"
"But...but..."
My cock twitched again and the tip grazed the flawless, smooth skin of my sister's thigh. I felt her flinch under me. My growing erection throbbed again and this time there was no ignoring its nudge against her.
"I'm...it's...sorry."
"S'okay," Bailey whispered, moving the leg draped over me higher and trapping my nearly-full hard-on beneath it, "it's natural."
I don't know how long we stayed that way, my cock throbbing against the inside of Bailey's thigh, neither of us watching the film. At some point I must have fallen asleep, somehow, and the next thing I knew it was Christmas Eve morning. Again.
CHAPTER FIVE
"When the snow man brings the snow..."
This time, I was determined to get things right. I was up and out of my bed in a flash, searching for the tool I needed. Wrapping a towel round my waist and tucking my morning wood between the fold, I swung open my bedroom door and caught the tray of mince pies as my mom stumbled through. I took one and handed the tray back to mom, cramming it into my mouth as I mumbled over my shoulder.
"Can't...mmpf...stop! Shower!"
The water was running on the other side of the door. I knew I only had seconds. Jimmying the old coin into the slot on the lock, I twisted the door open, and rushed inside.
"What the..."
I lunged for Holly just as she slipped out of the shower. Her flailing arms caught the fold of my towel just as my arms slipped around her naked body and we tumbled to the floor.
"Ooof!" I grunted, as my soaking wet sister landed on top of me.
"Buddy!" My sister squealed, scrambling to climb off me, slipping on the drenched floor, and landing with a thud on my chest that took my breath away. "Fuuuck..."
Gasping for breath, it took me a moment to notice the intense heat and vice-like grip around my cock. My eyes shot down and I saw my older sister naked for the first time. Holly was straddling my waist, eyes bugging out of her head as she stared, horror-stricken, at the union of our bodies.
Her gravity-defying breasts heaved and her taut abs clenched in shock as we gawped at the length of shaft protruding from her stretched pussy. My sister's pussy. I was staring at my sister's beautiful, engorged pussy, which had swallowed up the tip of my morning wood.
"Prancer, Dancer, Vixen and Comet..." my sister mumbled, sinking an inch lower onto my throbbing cock, "you're fucking hung."
Holly placed a hand on my chest and began to lift herself off my cock. Her inner walls massaged my glans exquisitely as the flared tip sloshed through her channel. Holly's eyes fluttered, she bit her lip, then dropped her hips back onto my shaft.
"Holly!"
We both whipped our head round to the open shower door, where our mom was staring open-mouthed at us.
"It's not what it looks like!"
"I slipped!"
"Get off your brother this instant!" Mom demanded, regaining her composure and throwing a towel at Holly. "And you, sir. Cover that thing up!"
Holly scrabbled to her feet, slipped on the slick floor, and went down hard clutching her leg.
"Fuck! I think I sprained my ankle!"
--
"Oh, hey Buddy." Bailey mumbled as I entered the kitchen, "I wasn't sure if you'd want pancakes, Mom said you were busy."
Did I imagine it or was my little sister sulking?
"Ummm...yeah...I'd love some."
I watched Bailey dragging her feet as she moved around the kitchen, an uncharacteristically glum frown wrinkling her normally cheerful face.
"Umm Buddy?"
"Sorry, miles away," I apologised, "what's up?"
Bailey dumped a plate of blackened pancakes on the table in front of me.
"Merry Christmas Eve, prick."
--
Mom and I drove over to Aunt Joy's in a frosty silence. I wouldn't have minded so much, silence was better than talking about 'the incident', if it hadn't been for the interminable Christmas songs on the radio.
At least it gave me some time to take stock. Far from being repulsed by my freakish schlong, Holly seemed positively enthralled by it. The look on her face as she'd sunk back onto it had been one of forbidden bliss. A useful piece of data, I thought, and worth more investigation.
But why had Bailey been so miffed with me? Had mom told her about 'the incident'? Was she...jealous? I remembered the way she'd shifted her leg over my erection earlier the previous night, or later tonight, whatever it was. Another mystery worth more investigation.
--
"Your Aunt can sit on your lap," mom said, then leaned closer and whispered, "no more funny business, okay?"
"Take the back way home," I said, blushing as Aunt Joy's she wiggled in my lap, "the traffic will be awful with the parade."
Thesis: the women in my family are obsessed with my cock.
"Um, Joy, could you stand up a second, I just need to get comfortable."
"Sorry Santa," Joy giggled, lifting her hips and allowing me to position my cock directly between her legs, "I guess you're not used to having big girls on your lap."
"You're not big, Missus Claus," I said, as she descended onto the firm lump in my shorts, "you're just right."
Aunt Joy squealed and bounced off my cock immediately. Unfortunately for her, that was the precise moment we turned onto the bumpy back road. The car lurched and Aunt Joy's feet disappeared from beneath her, causing the little red dress to ride up over her waist and sending her crashing back onto my firm shaft.
Even through my shorts and Aunt Joy's lacy underwear, I could feel her lips spreading around the outline of my shaft as it nestled firmly against her sex.
"I'm sorry," Aunt Joy yelped, reaching for the hem of her dress, "it was an accident..."
Before Aunt Joy could cover herself, we were rocked by another sudden bump. Aunt Joy thumped into the roof of the car and I quickly yanked my shorts up my leg to expose a good six inches of naked cock for her to land on.
"Just hold on," I warned, wrapping my arms around Aunt Joy's waist, "we'll be past the worst soon."
"Is that for me?" Joy whispered, stiffening as she stared at the length of girthy cock rubbing against her panties.
In for a penny, I thought, in for a pound.
"Happy Christmas?"
"Santa, you shouldn't have," Joy purred so softly that only I could hear.
Aunt Joy began shifting her hips in my lap, dragging the coarse material of her panties across the top of my shaft.
"Then again, I have been a very good girl this year."
"Hang on back there," Mom said over her shoulder, "it's about to get bumpy!"
We were rocked by a quick succession of pot holes that violently rocked the car. I clung tightly to Aunt Joy, with one arm and slipped the other between her thighs. My fingers pressed against the red lace just above my cock, rubbing circles around the firm nub I felt beneath.
"So...naughty..." Aunt Joy groaned, reaching between her legs and gripping hold of my bulging tip like a pommel.
Reasoning that there really would be no consequences if I pushed my aunt too far, I hooked a finger around the edge of her panties and tugged them to the side. Aunt Joy hissed as her wet lips touched the exposed skin of my cock. Holding onto my helmet with both hands, Aunt Joy smeared her slick juices along my shaft as she undulated her hips back and forth. Each sway brought her closer to the flared edge of my glans until the thick ridge flicked across her erect clit.
"Stand up," I whispered forcefully into my aunt's ear.
"We can't..." she groaned, smearing my pre-cum over my tip as she directed the sensitive ridge against her clit.
"Be a good girl for Santa," I said, in my best Santa voice.
"You're...my...nephew..."
I reached down and pulled her hands away from my cock, letting it drop away from her needy clit. Aunt Joy groaned, wiggling her hips in a fruitless attempt to find my raging erection again.
"Stand...up..."
With a quiet whimper, Aunt Joy lifted herself off my lap. I tugged my shorts down to my knees and pointed all twelve-inches of cock at my Aunt's dripping pussy.
"Now." I whispered.
I watched my aunt's juices ooze around my engorged head as it forced its way inside her steaming passage. She paused with the tip barely inside, her legs trembling, as she struggled to acclimatise to the overwhelming fullness.
Unfortunately, at that moment, we hit a massive pothole. The car bounced into the air and my raging erection buried itself to the hilt in my Aunt's unprepared pussy.
"Santa baby!" Joy screamed.
Mom slammed on the brakes and whipped her head round, leaning between the front seats to get a up-close view of her sister stretched obscenely around my massive cock.
"What happened?" I head Belle ask, forcing Mom out the way and taking in the incestuous sight for herself, "Jesus H Christ!"
"Get out of your aunt this instant!" Mom yelled.
"It was an accident," Aunt Joy groaned, pulling herself gingerly off my cock with slurp that made my mom cringe.
"I slipped," I confirmed, "...again."
"You're in so much trouble when we get home," mom huffed.
"Fucking hell, mom." Belle said with roll of her eyes, "Your nephew?"
Aunt Joy half turned in my lap, pulling her little red dress over her butt.
"Maybe don't get me anything at all next year. Okay, Buddy?"
--
Needless to say, I wasn't invited to diner that night. Some time after I heard everyone retire to their own rooms, I crept down the corridor and knocked softly on the spare bedroom.
"Belle," I whispered, "are you up?"
The door opened a crack and Belle peered out suspiciously.
"What do you want?"
I held out the little box I'd picked up earlier in the passenger footwell.
"I found this."
Belle's eyes widened and she yanked me through the door before slamming it shut behind us.
"You opened it?!"
"I'm sorry, there wasn't a label on the outside and I thought it might be for me."
Belle snatched the box out of my hand. "It's not what it looks like."
"It looks like your girlfriend sent you a butt plug."
"Okay, it IS what it looks like but it was a joke. We don't do THAT together."
I sat on the edge of Belle's bed. "Uhuh."
"No, really. Look, if you must know, the girls were joking about my butt and..."
"Joking about your butt?" I quizzed, glancing at the yoga pants clinging to her perfectly shaped ass.
"Yeah, like...I can't believe I'm telling you this...like how it's the perfect butt to fuck and I told them...oh fuck it...I told them I haven't done THAT, I don't even know if I could, and so...and so Lily sent me this. To practice."
Belle flopped onto the bed beside me. "Do you think I'm a freak?"
"You saw me accidentally inside your mom," I laughed, "I don't think I'm in a position to judge."
Belle laughed and slapped me playfully on the arm.
"So are you going to try it?" I asked.
"What, now?" Belle said, suddenly serious.
"No, I just meant, I general," I hesitated, "unless you want to?"
"I've never...I wouldn't know how."
I glanced across at my gorgeous Latina cousin, the first girl I'd ever had a crush on, and decided to roll the dice.
"I had a girlfriend once who liked it. Butt stuff."
"You had a girlfriend?" Belle asked, shocked.
"Uhuh, Nancy, um, Claus. Nancy Claus. Anyway, she was really into that. The butt stuff. She taught me a lot. I could help, if you liked?"
"How would you help?" Belle frowned suspiciously.
"I could give you some pointers. Coach you through it."
"But you're my cousin. We shouldn't do that."
"We wouldn't do THAT," I assured, "I wouldn't even have to see your...your...you know. I could just look at your ass."
"You'd do that?" Belle asked, "for me?"
"Sure," I shrugged, feigning a nonchalance I wasn't feeling in the slightest, "you could just bend over the bed and I'd show you how it's done."
Belle studied me with her deep, brown eyes for a long moment. Then she nodded. "Let's do this."
Swinging round, Belle hopped onto the bed and knelt with her perfect butt pointed squarely at me.
"I can't believe I'm showing my cousin my ass," Belle mumbled, hooking her fingers into the hem of her yoga pants and shimmying them over her plump cheeks, "ready."
I stood behind her, gazing in wonder at the bronzed skin slowly being exposed as Belle peeled her yoga pants off. Inch by inch, her flawless valley revealed itself to me, until finally I glimpsed the perfect little rosebud at its core. Belle stopped there, leaving the yoga pants discretely covering her forbidden flower.
"Um...Buddy?"
"S...Sorry," I stammered, in a daze, "it's just...you're...just wow."
Despite the weirdness of the situation, Belle managed a laugh. "Guess my girlfriends were right."
"Oh, definitely. That's a very fuckable ass."
"Don't you get any ideas," Belle said seriously, "I've seen what you're packing and there's no way I'm ready for that...yet."
Yet? Had I heard that right?
"Ready I'll ever be," Belle said, wiggling her spectacular ass in my face, "just be gentle on..."
Belle's words trailed off as I squeezed her perfect mounds. I was doing it. I was actually touching my beautiful cousin's perfect butt. I'd dreamt about it for as long as I could remember but the real thing was so much better. Firm but with just the perfect amount of jiggle, my hands sunk into Belle's cheeks, kneading them in circles that caused her wrinkled star to gape temptingly at me.
"Is this necessary?" Belle asked breathily, burying her face in the bed.
"Mmm...yeah...I need to...warm you up. Wouldn't want you pulling a muscle."
I continued working my cousin's butt, mesmerised by the tight hole that was mine to plunder at will. Some animal instinct drew me towards it, luring me closer, compelling me to reach out my tongue and -
"Jingle Hell!" Belle yelped, jerking away from my tongue as soon as it brushed against her puckered asshole, "what are you doing?"
Belle flopped onto her belly and looked back at me, eyes wide with innocent surprise.
"It's...part of the process," I explained, "don't worry, you've got a delicious ass."
"Buddy, yuck!" Belle's gaze fell to my waist, where my shorts were tented in obvious confirmation of my approval, "is that..."
I blushed, covering the protrusion with my hands, "it's weird, isn't it. I'm an aberration. A freak. A fricking Nightmare Before Christmas."
"No...it's...you're..." Belle lifted her hips off the bed and thrust her ass towards me, "you'll make a lucky girl very happy one day."
Taking this as permission to continue my oral attentions, I dropped to my knees and buried my tongue in my cousin's asshole. What I lacked in experience, I made up for in enthusiasm, slobbering and drooling as I attempted to bury my eager tongue as deep as I could in Belle's tight channel.
"Jingle...fucking...Christmas..." Belle moaned.
I paused for breath, wiping the saliva from my chin, "is that okay?"
"Okay? It's...if I'd known it was this good I'd have had you kissing my ass years ago."
Encouraged, I hooked my thumbs on either side of Belle's puckered hole, stretched it open, and thrust my tongue deep inside.
"Ughh....so...fucking...nasty..."
I became aware of the Belle's hand moving beneath her yoga pants as she rubbed her pussy mere inches from my face.
"I think I'm ready," Belle said in breathy tones, "I want to try it."
Reluctantly pulling away from her spit-soaked hole, I removed the butt plug from the box. It wasn't huge, nowhere near as thick as my cock, but enough to push the limits of a first timer. I stood over my cousin, watching for a moment as she slowly rubbed her fingers through her wet folds.
Belle flinched when I pressed the cool metal to her virgin hole, causing her cheeks to jiggle delightfully.
"Be gentle, please."
"I will," I assured, as her asshole began stretching around the flared steel.
The metal plug sunk deeper into Belle's distending hole, accompanied by an uninterrupted mewl from my cousin, until the plug neared it's thickest point.
"Oo...ooh...too much! Too much!"
Belle clenched in panic. The toy jumped out of her straining hole. I placed a calming hand on my cousin's lower back.
"It's okay, we'll try again."
I corkscrewed the pointy tip of the plug into Belle's ass, watching in awe as her gummy ring stretched to accommodate the shining toy, until it neared the tipping point once more.
"Oooouch!"
Belle lurched away from the plug again. "Shouldn't we use some lube or something?"
"Good idea," I said, kicking myself that I hadn't thought of that, "do you have any?"
"No, I thought YOU were the expert at butt stuff!"
"Right, no, I am."
"Maybe this wasn't such a great idea," Belle grumbled, pulling her yoga pants back over her ass and rolling onto her back.
"Maybe I have some lotion in my room, give me a minute."
"Forget it. Let's just pretend this never happened."
"Wait, I'm sure I have some..."
"Goodnight, Buddy."
--
I was sulking in my room, waiting for sleep to reset this day of unfortunate disasters, when I heard the soft knock on the door.
"Go away," I grumbled, "I'm asleep."
"It's me," Bailey said softly as she cracked open the door, "can we talk?"
"I'm kind of tired."
"Oh, okay."
The disappointment in my little sister's voice cracked my defences. "Come in, I've got room for a little one."
The door clicked as Bailey closed it behind her. Her skimpy robe swayed gently as she padded across my room and hopped onto the bed beside me.
"I'm naked under here though," I warned.
"Oh," Bailey said, pausing beside my bed, "I'm not gunna look or anything."
"Okay."
"What's up?" I asked, wrapping an arm around Bailey as she wiggled under the duvet and snuggled up against the side of my naked body.
"Do you promise you won't laugh at me?" Bailey asked, wrapping an arm over my chest and hooking a knee over my leg.
"Promise."
"This morning, with Holly, were you...?"
"Is THAT what you've been sulking about?"
"I told you not to laugh at me!"
"I'm not," I said, stroking a lock of auburn hair off her face as she scowled up at me, "it was an accident, that's all."
"Really? 'Cus mom said your...your thing was in Holly's...you know...and I thought, maybe, you two..."
"No, we're not, I promise."
"Sure? 'Cus everyone fancies Holly. I wouldn't be surprised if you wanted to...you know..."
"Honestly, it wasn't like that."
"She's just so smart and skinny and has such big, perky...well...I don't look like that."
"Bailey," I said firmly, tilting my little sisters chin up gently to stare into her shining eyes, "you're the most beautiful, perfect, incredible woman I know."
"You really mean that?"
"Every word."
Bailey tilted her head back into the crook of my neck and snuggled closer to my chest. Her soft breasts squished into the side of my chest and I felt a stirring below my waist. "You're good to cuddle."
Then she was moving, rolling onto my chest before I could warn her of the problem growing on my stomach.
"Opps!" Bailey laughed, as she straddled my semi-erect cock.
"I'm...it's...sorry."
"S'okay," Bailey whispered, shimmying up my torso away from the hot length of flesh between her thighs, "it's natural."
Bailey's robe fell open at the chest as she wiggled up my body. I felt the firm nubs of her erect nipples grazing against my chest and my cock bounced between her legs, trapped between my stomach and the back of her robe.
"Are you...are you wearing anything under your robe?" I asked, suddenly aware of the treacherous position of my cock between Bailey's legs.
"Nu-uh" Bailey mumbled into my chest.
My cock lurched again, nudging against Bailey's soft inner thigh as it edged higher up her legs. I could feel Bailey's heart pounding through her chest, almost as loud and strong as my own.
"Bailey?"
"Mmm?"
Bailey shifted on my chest, edging her hips down my body to meet the cock creeping closer to the centre of the V between her legs. My bulging tip bumped higher on her inner thigh and this time stayed there. My whole existence narrowed to the point of contact, my sister's soft, pillowy thigh against my hot, pulsing cockhead.
It had been different with my aunt, cousin, and older sister. They were grown ups. They could make their own decisions. But I still looked at Bailey as my baby sister. I was supposed to be her protector.
"Be careful," I warned, stroking her soft hair with one hand and holding her with a firm pressure against her lower back with the other.
"Feels nice."
Bailey squirmed against me. My cock left a slimy trail as it slipped higher between her legs. I could feel her thighs sandwiching my helmet as it nudged closer to the point of no return.
"Bailey..."
"Shhh...don't spoil it..."
"What...what are we doing?"
"Don't mind," Bailey mumbled sleepily, "you chose."
"You should go to your room," I whispered, "if mom catches us like this..."
"Nu-uh. Not yet."
"I thought you said I could chose?"
"You can," I felt pressure around my cock as Bailey squeezed her thighs together, enveloping my raging erection in her cushiony flesh, "Just make the right decision."
I loosened my grip on Bailey's back, just enough to signal my capitulation, and she shifted down my body once more. We gasped in unison as my flared tip nestled into her soaked pussy.
"Bailey..!"
It was too much. Bailey stiffened as her pussy was doused in a sudden gush of hot cum from point blank range. Her slick, wet folds rubbing against my overstimulated cock drove me to a powerful orgasm. I felt Bailey's thighs closing around my throbbing cock, trapping it in place as it squirted jet after jet of creamy fluid onto her pussy.
Then she was trembling, biting my shoulder to stifle her moan as she spasmed through an orgasm brought on by the brother-cum plastering her tight pussy, so much of the slick liquid that it was spilling up and into the channel of her ass, pooling over her winking rosebud.
I don't know how long it went on for. When it was over, we lay panting, a hot, sticky mess spreading between our thighs.
"Bailey...I'm sorry..."
"S'okay. I did too."
"You did?"
"Uhuh." Bailey laughed.
"What's funny?"
"Looks like we got a white Christmas after all."
Despite the craziness of our situation, I couldn't help but laugh with her. The movement caused my still semi-erect cock to slosh between Bailey's drenched lips and our laughter died suddenly. Bailey lifted her gaze to meet mine. She looked so damn innocent, biting her lip and staring up at me with those puppy dog eyes.
"Buddy?"
My heart beat strong and fast, sending blood pumping into the flesh between my thighs once more. It nudged more firmly against its slippery home.
"Please?"
"Please what?"
Bailey wiggled her hips and my cock nestled at her entrance.
"Please?"
"Bailey..."
My baby sister's hole stretched around my cum-soaked cockhead as she shifted down my body again.
"Please...please fuck me, big brother?"
CHAPTER SIX
"When the snow man brings the snow..."
"Noooo....." I groaned.
What felt like merely a moment before I'd been about to bury my cock in my little sister's willing pussy and then, Alacazam, I was waking up to that godawful song.
My bedroom door suddenly burst open and my mom waltzed in singing that awful dirge. I yanked the duvet up to my chin as quick as I could, but not quick enough to disguise the erection wobbling pendulously in anticipation of slipping into my sister's tight pussy.
"...well he just might like to...Red Nose of Rudolph!"
The tray of mince pies that my mom had been carrying clattered to the floor as she threw her hands over her eyes. "Buddy, do you have to do THAT on today of all days?"
"Mom," I sighed with resignation, "How many times have I asked you to knock?"
I watched my mom blindly backing out of my bedroom and groaned. I knew I had to find a way to break this cycle. I had to escape.
--
"Oh, hey Buddy." Bailey waved as I entered the kitchen, "I wasn't sure if you'd want pancakes, Mom said you were busy."
I studied my little sister for any trace of the our incestuous near-miss the night before, or the night to come, but saw nothing other than my innocent, butter-wouldn't-melt, little sister.
"Ummm...yeah...I'd love some."
I watched absentmindedly as my sister bounced around the kitchen, remembering the sublime pleasure of her cum-soaked hole opening around my cock.
"Umm Buddy?"
I realised I'd been staring at Bailey's chest, again.
"Sorry, miles away," I apologised, "what's up?"
Bailey smiled coyly as she walked over to me and kissed me gently on the cheek.
"Merry Christmas Eve, big brother."
"Yeah" I sighed, "happy Christmas Eve, again."
"Again? But it's...Frick, the pancakes are burning!"
--
The rest of the day passed more or less as it had done five times before. Another shower slip, backseat blunder, and misplaced plug. After another dinner passed in stony silence as public enemy number one, I resolved to end the loop anyway I could.
Festive times, I thought, call for drastic measures. Slipping out of my bedroom window, I shimmied down the drainpipe and quietly unlocked my mom's car. Releasing the handbrake, I pushed it silently down the driveway to the edge of the street.
Mirror, signal, manoeuvre.
I guided the car onto the empty road, jumped into the drivers seat, and started the ignition.
You can do this, I told myself, after all, what's the worst that could happen?
--
I parked the car in a lay-by half a mile from the bridge, left the keys in the ignition, and walked through the gently falling snow towards the rumble of the river up ahead.
A pair of headlights appeared through the snow up ahead and swung around me just in time.
"Hey! Look where you're going!" The driver blasted their horn as they disappeared into the night behind me.
I walked to the middle of the bridge and leant out over the railings. The snow was falling harder. I thought of my family. Bailey would be knocking on my bedroom door any moment now. The water was dark and swirling beneath me. One way or another, I had to know. I stepped onto the first rung of the railings.
"Help! Help me!"
A shape hurtled out of the sky above me, narrowly avoiding the railings before hitting the turgid waters below.
I reacted in a heartbeat. Stepping onto the top of the railings, I flung myself into the darkness. The cold hit my instantly, like an icy vice around my chest. I was gasping, swimming frantically towards the man.
"Help!"
I slung my arm around the man's barrel-chest, and hauled him towards the riverbank, doing my best to keep his bearded head above the water.
--
We huddled in mom's car with blankets wrapped around us, leaning into the blasting heat of the blowers and trying to stop our chattering teeth. The man's red jacket and trousers were drying on the backseat.
He was huge. Vast in stature and in presence. A great white beard and flowing white hair framed a kindly face wrinkled with laughter lines.
"I didn't have time to get more stylish underwear," the stranger explained, gesturing to the faded string-vest beneath his blanket, "Busy night for me, you see."
"How did you fall?" I asked.
"I didn't fall. I jumped in to save you."
"You what? To save me?"
"Well, I did, didn't I? You didn't go through with it, did you?"
"Go through with what?"
"Suicide, Buddy!" Laughed the stranger with a booming chuckle.
"I wasn't actually...it's hard to explain. Hang on, how do you know my name?"
"Oh, I know all about you. I've been watching you grow up from a little boy."
I glanced anxiously at the door to check the lock was popped open.
"What are you, a mind reader or something?"
The stranger laughed his booming laugh once more. "Oh no no no"
"Well, who are you, then?"
"Nicholas Claus. You can call me Nick."
"Claus? Like..."
"Santa Claus, the very same."
If it hadn't been for the crazy events of the last twenty-four hours then I might have kicked the stranger out of my car right then. But in the context of everything that had happened to me, having Santa in my car didn't seem that weird.
"You don't have anything to do with the whole time loop thing, do you?"
"That's why I'm here. This isn't a film, you know. If you die in the time loop, it's nighty night, lights out."
"You don't understand, I can't put up with it any more. Every day is the same, forever and ever and ever."
"And you think killing yourself would help that? No Ho Ho! The only way to break the loop is to discover the true meaning of Christmas!"
Another Christmas nut roast, I thought, just what I need.
"And what's the true meaning of Christmas," I asked, rolling my eyes.
"Why, love of course! Freely giving yourself and receiving it back in return! Love!"
"Giving...and...receiving?" I asked, an idea forming in my mind.
"Of course!" Boomed the stranger.
"Like, presents?"
"The greatest present of all!"
"So if I learn to give presents, I'll break the time loop? I'll be free?"
"Well, not exactly..."
And that's the last thing I remember before...
CHAPTER SEVEN
"When the snow man brings the snow..."
I was up and out of my bed in a flash, throwing on my clothes. I swung open my bedroom door and caught the tray of mince pies as my mom stumbled through. I took one and handed the tray back to mom, cramming it into my mouth as I mumbled over my shoulder.
"Can I borrow...mmpf...the car?"
"The car? But, baby, you don't drive." Mom said, caught off balance in every way.
"I'll be...these are delicious...fine."
"Oh...okay. Be careful."
"Merry Christmas Eve!" I shouted, skipping down the stairs two at a time.
--
For once in my life, I knew exactly what I need. I zipped round the shops, steaming past frazzled last-minute shoppers with my list clutched tightly in my hand, and made it back in time to drive mom to Aunt Joy's.
"You made it!" Mom exclaimed with surprise.
"Of course," I laughed, "I've had more practice than you might imagine!"
"Right..." Mom looked at me strangely. "Well, anyway, Holly slipped in the shower and hurt her leg, I'll need you to help me collect your Aunt Joy."
"Five minutes, let me just wrap your presents."
"What has got into you?" Mom chuckled.
"Christmas!"
--
"Here, Aunt Joy, this is for you."
Aunt Joy took the small, square present and smiled. "Can I open it now?"
"Why not," I said, watching as she tore the wrapping paper off, "we can listen on the way home."
"Buble's Christmas album! How did you know?"
Aunt Joy threw her arms around me and planted a sloppy kiss on my cheek.
"There's not a lot of space but your Aunt can sit on your lap," mom laughed, "you don't mind sitting on Santa's lap, do you Joy?"
I squeezed into the back seat and braced myself for Aunt Joy to place her plump butt on my thighs.
"Take the back way home," I called over Aunt Joy's shoulder as she wiggled in my lap, "the traffic will be awful with the parade."
"And let's listen to my present," Joy said, handing mom the C.D, "nice and loud!"
"Um, Joy, could you stand up a second, I'm just need to get comfortable."
"Sorry Santa," Joy giggled, lifting her hips and giving me the opportunity to position my cock directly between her legs, "I guess you're not used to having big girls on your lap."
"You're not big, Missus Claus," I said, as she descended onto the firm lump in my shorts, "you're just right."
Aunt Joy squealed and bounced off my cock immediately. I'd timed it to perfection, only a second later we turned onto the bumpy back road. The car lurched and Aunt Joy's feet disappeared from beneath her, causing the little red dress to ride up over her waist and sending her crashing back onto my firm shaft.
Even through my shorts and Aunt Joy's lacy underwear, I could feel her lips spreading around the outline of my shaft as it nestled firmly against her sex.
"I'm sorry," Aunt Joy yelped, reaching for the hem of her dress, "it was an accident..."
Before Aunt Joy could cover herself, we were rocked by another sudden bump. Aunt Joy thumped into the roof of the car and I quickly yanked my shorts to my ankles, exposing all twelve-inches of hard, naked cock for her to land on.
"Just hold on," I warned, wrapping my arms around Aunt Joy's waist, "we'll be past the worst soon."
"Is that for me?" Joy whispered, stiffening as she stared at the length of girthy cock rubbing against her panties.
Time to give the gift of Christmas, I thought.
"Happy Christmas." I whispered huskily.
"S...Santa, you shouldn't have," Joy purred softly, Buble's dulcet tones drowning out her voice so only I could hear it.
Aunt Joy began shifting her hips in my lap, dragging the suddenly damp material of her panties across the top of my shaft.
"Then again, I have been a very good girl this year."
"Hang on back there," Mom said over her shoulder, "it's about to get bumpy!"
We were rocked by a quick succession of pot holes that violently rocked the car. I clung tightly to Aunt Joy with one arm, slipping the other between her thighs and hooking a finger around the edge of her panties to tug them to the side. Aunt Joy hissed as her wet lips touched the exposed skin of my cock.
Holding onto my helmet with both hands, Aunt Joy smeared her slick juices along my shaft as she undulated her hips back and forth. Each sway brought her closer to the flared edge of my glans until the thick ridge flicked across her erect clit.
"Stand up," I whispered forcefully into my aunt's ear.
"We can't..." she groaned, smearing my pre-cum over my tip as she directed the sensitive ridge against her clit.
"Be a good girl for Santa," I said, in my best Santa voice.
"You're...my...nephew..."
I reached down and pulled her hands away from my cock, letting it drop away from her needy clit. Aunt Joy groaned, wiggling her hips in a fruitless attempt to find my raging erection again.
"Stand...up..."
With a quiet whimper, Aunt Joy lifted herself off my lap. I pulled Aunt Joy's soaked panties to her ankles and, while she stepped out of them, pointed all twelve-inches of cock at my Aunt's dripping pussy.
"Now." I whispered.
Aunt Joy descended onto my cock, just as I knew she would, pausing with the tip barely inside her, legs trembling, as she struggled to acclimatise to the overwhelming fullness.
Which was the exact moment we hit the pothole, exactly as I planned. The car bounced into the air and my raging erection buried itself to the hilt in my Aunt's unprepared pussy.
"Santa baby!" Joy screamed, at the precise moment Buble hit the chorus of track seven and belted out the exact same words.
Mom laughed, misinterpreting Aunt Joy's cry as enthusiasm for the track, and continued singing along. "Slip a Rolex under the tree..."
"For me!" Belle, added.
Meanwhile, in the backseat, Aunt Joy was moaning softly as she ground her pussy into my lap. "So...fucking...full..."
One of her hands found mine and lifted it to her bosom. I slipped my fingers past the buttons on her dress and felt the full lacy cup of her bra. Aunt Joy's other hand explored our incestuous union, pausing briefly to draw slow circles around her clit before caressing the small portion of hard cock not engulfed in her pussy.
"More..." she panted, undulating her hips in an effort to impale the last few inches into her stuffed cunt, "I want it all."
I pulled the cup of her bra down and found my aunt's thick, rubbery nipples. Much longer than Holly's they stood like the tips of my little finger. Joy shuddered as I rolled them between my fingers and her hand travelled down to my full balls, cupping them as if to urge me deeper inside her.
"Lean forward," I ordered.
Aunt Joy reached for the seat in front and pulled herself off my shining cock. She groaned as it slipped almost completely free of her dripping hole.
"Please..."
"Please what?" I asked, using my Aunt's juices to stroke the length of exposed shaft with my swollen head nestled tightly in her opening.
"Please...Santa...give me my present."
With that I drove my hips forward, slamming 12-inches of nephew-cock home with a violence that made Aunt Joy bite down on mom's headrest. I dragged my cock back and thrust it home again before she had chance to recover, setting a steady rhythm of long strokes that made my aunt's legs tremble.
I held her steady with two fistfuls of her creamy ass, spreading her full cheeks to give me a perfect view of her tight little ass as I ploughed into creaming pussy. Just like her daughter's, I mused, admiring the winking rosebud.
Aunt Joy released the headrest with one hand and reached blindly back. Finding my hand, she clenched it hard. Too late, I realised the signs. Honesty, it probably wouldn't have made a difference if I had understood her warning earlier.
I felt a sudden pressure forcing my cock from my aunt's spasming tunnel as her orgasm rocked her. The tip on my cock popped out and a great gush of squirt followed, drenching my legs and the footwell of the car. I held all of Joy's weight as her legs turned to mush beneath her. Each convulsion of pleasure ejected another stream of clear fluid onto my lap. Eventually, the contractions diminished and I guided my cock-drunk Aunt back onto my soaked erection.
Aunt Joy fell backwards onto my full length and rested her head on my shoulder.
"Give it to me, Santa," she moaned, "empty your sack."
"Inside?" I asked, feeling my own orgasm approaching as she gyrated on my cock.
"Up my chimney. That's where I want it."
I felt the wave rising inside me, a pressure building inexorably towards, towards...
"Yesss...." Joy hissed as the first jet of cum splattered against her cervix, "give it to me."
I bit my fist in a desperate effort to silence the urge to cry out as I painted the inside of Aunt Joy's pussy with what felt like a gallon of eggnogg. When it was over, Aunt Joy turned her head and kissed my gently on the side of my mouth.
"Maybe get me the same thing next year. Okay, Buddy?"
--
"How are you feeling?" I asked softly, stepping my older sister's room and closing the door behind me.
Holly was lying face down on her bed wearing an oversized shirt that barely covered her long, toned legs. She flicked her blonde hair off her face and looked back over her shoulder at me.
"Like shit. My calf is fucked. That's probably the Nationals blown."
"Would an early present cheer you up?
Holly rolled over, sat up, and pulled her knees up to her chest. "You got me a present? You never get me a present."
"I'm feeling different this year," I explained, handing her the hand-wrapped gift, "festive."
The wrapping fell away and Holly studied the bottle inside. "Massage oil?"
"I thought it might help with your leg."
"But...how did you know?"
"Umm..." I gulped, realising my error too late, "I mean, like, in general. With the running and all."
"Oh," Holly smiled, "that's super thoughtful."
"Would you like me to massage your calf now?"
"You'd do that for me?"
"Of course."
"You don't think it's gross, you know, massaging your sister?"
"It's just a massage," I shrugged, "and if it helps you recover..."
Holly tossed me the bottle and rolled onto her front. "A few ground rules. Rule one: keep it below the shirt."
I mounted the bed behind and knelt just behind Holly's feet. The vantage point gave me a tantalising view beneath the shirt, almost all the way to her ass. All in good time, I thought.
"And rule two: no peeking." Holly added.
The scent of lemongrass and sandalwood filled the air as I warmed the oil between my palms. I spread the oil on her firm calves, careful not to press too hard as I worked the injured muscle beneath my hand.
"You're good at this," Holly sighed, "can you do all my legs?"
"Sure," I smiled, sliding my hands over the back of her knees and onto her toned quads, "do you mind if I scoot up a little?"
"Knock yourself out," Holly replied dreamily.
"Do you mind spreading our legs a little?"
"Mmm hmm" Holly mumbled, opening her legs enough for me position one of my knees between her legs as I knelt over her, "don't forget the rules."
Holly's legs shimmered in the soft light as I felt each muscle gradually relax beneath my hands. Each pass brought me closer to the bottom of the shirt and the prize beneath it. I only had to take my sister to the point of temptation and knew she would do the rest. Pulling one leg of my shorts aside, I guided my lengthening cock out of the leg hole and let it hang tantalisingly above my sister's leg.
"Want me to go a little higher?"
My sister's moan was neither confirmation nor denial. I leant forward as my hands travelled up her left leg, applying the pressure of my body weight as my fingers reached the hem of her shirt and continued past it. The shift also had the effect of dropping my cock low enough that it brushed the length of her hamstring, leaving a sticky trail of pre-cum.
"How was the pressure?"
I held my breath as I retreated, spreading the slick line of pre-cum into her skin, as I waited for her response.
"It felt good," Holly said breathily, "keep going."
Emboldened, I repeated the manoeuvre. This time I ventured high between her thighs, almost to the crease of her pert butt, and let my cock drag along her hamstring with more pressure. There was no way she could mistake the hot appendage slipping across her leg but she simply moaned happily.
Reaching the crease of her butt beneath the shirt, I worked my thumbs into the firm muscle as the fingers of my inner hand rested against the full lip of her labia. Each rotation of my thumb pulled her tight butt open slightly, just enough that I could feel her lips parting next to my hand.
"Mmm Buddy?"
I held my breath, waiting for my sister to come to her senses and enforce Rule One.
"Other leg?"
"Sure." I said, breathing a sigh of relief.
I shifted to Holly's right leg, not hesitating to slide my hands under her oversized shirt and massage her firm ass while dragging my drooling cock along her thigh. Holly shifted her legs slightly, opening them a little wider in a tacit agreement of my ministrations. I nudged the shift higher up her thighs, hoping for a glimpse of my older sister's toned butt.
"Buddy?"
"Yeah?" I said, sure I was about to be busted.
"Can you do my front?"
I glanced down at the six-inches of erect cock protruding from the bottom of my shorts. The moment of truth had arrived.
"Sure," I said, hitching my shorts a little higher to expose myself even more.
I swung my legs off Holly and knelt beside her as she rolled over. Pretending to be focused on warming the oil between my hands, I gave Holly a second to notice the throbbing length of brother-cock trapped against my leg.
"Holy crap," Holly gasped, "my brother is...fucking hung."
The unsettling sensation of deja vu sent a shiver down my spine. I'd heard those words before. I knew I was on the right track.
"Rule two, sis," I said, moving back between Holly's legs, "no peeking."
"Sorry," Holly mumbled, closing her eyes, "But it's kinda hard not to when you're swinging that thing around."
I pulled my shorts higher up my leg again, freeing more of my cock to give it the space to jut out at forty-five degrees from my body, then began working on the area of exposed leg. I worked slowly, edging upward and inward by degrees, monitoring Holly's gentle coos for permission to push Rule One a little further.
Catching Holly sneaking a glance at my pendulous cock, I decided the time was right to push my luck.
"Would you like me to go higher?"
"Mmm hmm" Holly groaned.
"It's going to be tricky stick to Rule Two in this position," I said, sliding my hands beneath the shirt and swirling my thumbs teasingly close to the crease of her thighs.
"Maybe..." Holly whispered, opening her eyes and staring openly at my erection, "maybe we could drop Rule Two as well?"
"Good idea," I agreed, pushing her oversized shirt up Holly's legs until it bunched around her waist, "lift your hips a second."
Holly hesitated, biting her lip as she wrangled over revealing herself to me. Then, without ever taking her eyes off my swinging schlong, my sister lifted her hips. I slipped the shirt up and was rewarded with a perfect view of my big sister's wet pussy.
Wet. My sister was turned on. Extremely turned on, if her shining lips and little erect clit were anything to go off.
"You're...wow..."
"Your turn," Holly said, gesturing to my shorts, "it's only fair."
I stood and whipped the shorts off. My cock bounced then stood tall at a right angle to my body. Holly whistled softly.
"New rule," Holly said breathily, "don't even think about putting that thing in me. You'll break me in half."
"Oh, I wouldn't, obviously," I said, doing a poor job of hiding my disappointment.
I resumed working on Holly's quads, sweeping my hands onto her sensitive inner thighs, gliding upwards towards her glistening lips, squeezing the wet fold together with my thumbs and watching her juice oozing out.
I shuffled higher between her legs, positioning the pre-cum dangling from my tip directly over Holly's firm little clit. We both watched, mesmerised, as the shining fluid drooped inexorably towards its landing zone. Touch down. Holly twitched as my pre-cum dropped onto her clit, quickly covering it with a layer of slimy lubrication.
I glanced up at my big sister. She looked uncharacteristically ruffled. Her blonde hair was a tangled mess, her cheeks red, her eyes glazed and unfocused.
Guiding my thumb enticing along the edge of her lip, I found her firm clit and gently spread my pre-cum around it.
"Fuuuuuuck...."
Holly's chest arched off the bed and her hands clutched her heaving breasts as she teetered momentarily on the precipice. Then her body slammed back into the bed and she shuddered beneath me. Still massaging her pulsing clit, I let my free hand take my throbbing erection and stroked it slowly as I watched my big sister orgasm.
"No more..." Holly gasped, twitching uncontrollably, "too much!"
I reluctantly took my hand from between her thighs and sat back on my heels, still stroking my cock.
"Maybe we should review Rule Three?" I suggested.
Holly paused, watching my oily hands move across my cock. "I wasn't joking, that thing would break me."
Holly rolled forward and knelt in front of me, tugging her shirt back over her waist. Reaching out, she took my cock in her small hand and gave it a long, slow stroke.
"It might not fit in here," Holly said, slipping a hand beneath her shirt and rubbing her wet pussy, "but I've got another idea. Stand up."
I practically leapt off the bed. Holly sank to her knees at my feet and took hold of my throbbing cock again.
"Merry Christmas, little brother," Holly purred, looking up at me with a sultry smile before guiding my leaking tip towards her open mouth.
"Holly! Are you in there?" Holly dropped my cock like a hot potato as Bailey's shouted on the other side of the door, "I can't find Buddy!"
"Put THAT away!" Holly hissed, tossing my shorts at me and leaping to her feet.
I tugged my shorts on and tried to tuck my raging erection inside just as Holly opened the door.
"Oh, hey," Holly said, feigning a nonchalance as she tried to smooth down her wild hair, "he's in here. We were just..."
"Planning a Christmas surprise," I finished, trying to disguise the tent in my shorts.
"What is it?" Bailey probed.
"You'll find out tomorrow," Holly promised, "anyway, we're done now. Buddy was just leaving. Weren't you, Buddy?"
"I was?"
"Yes!" Holly said firmly.
--
"Yeah, like...I can't believe I'm telling you this...like how it's the perfect butt to fuck and I told them...oh fuck it...I told them I haven't done THAT, I don't even know if I could, and so...and so Lily sent me this. To practice."
Dinner had been pleasant for a change. Aunt Joy was positively full of Christmas cheer and Holly didn't complain about her injured leg once. Afterwards, pulled Belle aside and quietly told her that I had something of hers in my room.
Belle flopped onto my bed beside me. "Do you think I'm a freak?"
"Not at all. I had a girlfriend once who liked it. Butt stuff."
"You had a girlfriend?" Belle asked, shocked.
"Yeah, Nancy Claus. She was really into that. The butt stuff. She taught me a lot. I could help, if you liked?"
"How would you help?" Belle frowned suspiciously.
"I could give you some pointers. Coach you through it."
"But you're my cousin. We shouldn't do that."
"We wouldn't do THAT," I assured, "I wouldn't even have to see your...your...you know. I could just look at your ass."
"You'd do that?" Belle asked, "for me?"
"Sure," I shrugged, confident where this was leading, "you could just bend over the bed and I'd show you how it's done."
Belle studied me with her deep, brown eyes for a long moment. Then she nodded. "Let's do this."
"Hold on," I said, reaching for a small gift on my nightstand, "I actually got this for Nancy but since we're not dating any more...maybe you should have it."
Belle looked at me curiously then unwrapped the gift I'd brought for her that morning.
"Lube?"
"Trust me, you'll need it."
Ten minutes later, I'd thorough eaten my cousin's asshole and was slathering lube across the shiny metal plug.
"I'm going to put a little lube inside you now," I warned, holding the tube over her hole, "it might feel a little funky."
The gloopy clear gel dripped into my cousin's asshole, a direct hit that fell through the small gape his tongue had encouraged.
"Yikes!" Belle cried, clenching her butt closed and forcing a dollop of lube from her tight channel.
"You're nearly ready," I encouraged, pressing the pointy end of the plug against her asshole, "just breath."
I pressed against the base of the plug with a gentle insistence that gradually eased Belle open around its bulging girth. Slowly, her tight ring stretched to accommodate the modest bulb of metal, easing my cousin towards the wide midpoint.
"So much..." Belle groaned, as I rotated the plug in small circles.
"You're doing so well," I assured her, "good girl."
My words sent a shiver through Belle's body and her asshole clenched around the plug, forcing it out a little before opening around it once more.
"Say that again."
"What? Good girl?"
"Uh-huh..." Belle moaned as the plug crept towards its widest point.
"Nearly there, cuz," I said, pulling on her thick ass to help gape her straining hole.
"Talk...dirty...me..." Belle whimpered, "...helping..."
"Stretch that beautiful asshole for me, cuz. Take it all for me."
"So...naughty...ugh!"
Belle's ass flared around the widest part of the plug and sucked it itself with a sudden pop. She shuddered, whimpering gibberish as she slowly acclimatised to the plug nestled tightly inside her butt.
"Naughty...cousin... butt-fucker..."
I stroked Belle's fabulous ass and ran my thumb over the jewelled base of the plug. She reached back and her fingers met mine, feeling out the cool metal in her hole. "How does it feel?"
"It feels...I think...I fucking love it."
I pinched the base of the plug and gently pulled on it, my poor, frustrated cock throbbing uncontrollably as Belle's asshole opened up around the flared middle.
"What are you...oh..."
Belle sighed as I released the plug and let it sink back inside her snug butt. I slowly repeated the process, pumping the plug into my cousin's asshole as she moaned into my pillow.
"You really do have the perfect ass to fuck, Belle."
"Do you really mean that?"
"You look so fucking sexy right now, cuz. I know it's bad, I know I shouldn't think it, but I can't help it. Your ass was made to be fucked."
I slipped the plug all the way out so I could gaze inside my cousin's gaping asshole for a moment.
"Do you think...maybe we could try...just as an experiment..."
"What are you saying?"
"Maybe we could check if I really DO have a fuckable ass?" Belle slipped a finger through her slick channel and dipped it into her winking hole, "Maybe you could put yours in me? Just a little. Just to check."
My shorts were off in a heartbeat. I squirted a long line of lube along my shaft and trembled as I stroked it across my bulging tip. Belle glanced back and gasped.
"Jingle fucking Christmas, you're...you'll make a lucky girl very happy one day but I don't know if I can handle that!"
Remembering Belle's reaction to my dirty talking, I decided to take a gamble. Stepping to the edge of the bed, I hotdogged my cock between my cousin's perfect ass and grabbed her hips firmly.
"Tell me to stop," I dared her, stroking my cock through her deep valley, "I fucking dare you."
A flash of fear crossed Belle's face. "Buddy, it won't fit."
I dragged my glans to her puckered hole and jerked myself roughly against it.
"I don't think you want me to stop," I insisted, flicking my tip against her gape, "I think you want my big fucking cock."
I pressed more firmly. Belle's asshole began yielding around me as she mewled pathetically. "Too big, Buddy."
"Say it."
"Nooo..."
THWACK!
My hand connected with the soft flesh of Belle's bubble-butt with a searing crack that left a red handprint on her olive skin.
"You love stretching your slutty ass for your cousin, don't you?"
"Nooo..."
THWACK!
Belle's hand reached beneath her body to her pussy. My cock slipped deeper, almost to the edge of the flared head.
"Say it, Belle."
"Fuck...THWACK...my...THWACK...ass!"
A guttural groan spilled past Belle's lips as her abused hole suddenly swallowed the head of my cock. I froze. My cock head was impaled in the most perfect ass I'd ever seen. My cousin's ass.
"Is it...is it in?"
The fingers sloshing through her pussy crept up and felt the stretched ring of flesh hugging my shaft tightly.
"I did it..."
"Nearly, " I said, guiding her fingers back to her dripping lips, "For us to really know if you have a fuckable ass, I'd have to..."
I slowly drove my hips forward and watched a couple of inches of thick, veiny truncheon disappear inside my cousin's snug virgin hole.
"...I'd have to fuck it."
I gawped at the over-dilated rim of my cousin's cock-clutching anus as my fat dick slipped deeper still.
"Uungh...Bud...it's in, it's fucking in! I can't believe you're in my ass, oh my god! Sooo big...stretching my ass so much, Buddy, but...but I love it!"
"You're so tight, Belle. You feel awesome." I grunted, retracing my ass-plundering cock to the very tip of her clingy butthole then forcing it back into her depths.
"Uuhh Buddy, it's so good, sooo good...I...I want more..." Belle's fingers circled her engorged love-button sending waves of clitoral bliss through her trembling body, "Keep going, I want more! Go deeper! I can take it. I want it. I want it all! Uuhhh...Buddy...fuck my ass!"
Emboldened, I yanked Belle's yoga pants to her knees. Her plush petals, slick with juices, were dripping liberally onto my bed as her fingers thrummed across her needy clit.
"Keep stretching me, Buddy, give it to me deeper! It's, uunhhghh, so fucking intense!"
Belle lifted herself off the bed with one hand and rocked back into me, willing the suctioning warmth of her ass to swallow every inch of my stiff dickmeat. I reached forward and grabbed a fistful of her brown hair, wrapped it round my hand, and pulled her back against my chest.
"Uuhh fuuh-uhh-ucck!" Belle whimpered, as my overladen balls smashed into the fingers diddling her dripping pussy and her sphincter wrapped itself tautly around the base of my butt-fucking cock. I'd stuffed her stocking completely, filled it with ever inch of my candy cane, and it was more than she could handle.
"Oowwhh my god, yessss!" Belle cried as waves of anal pleasure crashed into her, shaking her to the core with her very first anal orgasm.
I felt the walls of her cock-stuffed rectum massaging my raging schlong, each twitch of her ravaged asshole milking my enormous horsecock towards a creamy eruption of sperm.
"I'm...close! I'm going, fuuuck, to cuuuummm!" A geyser of jizz was moments away from plastering my cousin's anal walls.
"Yeess, cum in my ass! Breed my ass!" Belle moaned as she bucked against me.
KNOCK KNOCK!
"Belle! Are you in there?" Belle leaped off my cock with a wet squelch as Bailey shouted on the other side of the door, "I can't find Buddy!"
Belle scrabbled to pull her yoga pants over her obscenely gaped hole. "Put THAT away!"
My huge dick twitched on the verge of an explosive orgasm.
"Don't you dare," Belle hissed, sensing the impending disaster, "she'll see!"
For the second time that day, though an effort of superhuman willpower, I brought myself back from the brink and hurriedly covered myself with my shorts. Belle nodded, then swung open the door.
"Hey Bailey," Belle said, stiffening as a trump of compressed air escaped her gaping hole, "Excuse me! Too many brussels sprouts."
"What are you doing in here?" Bailey asked, looking around my bedroom dubiously.
"Planning a Christmas surprise," Bailey said quickly.
"You as well?" Bailey probed.
"It's a...a team effort," I stammered.
"Anyway, we're done now," Belle said, sidestepping past Bailey with a hand over her butt, "I was just leaving. See you, Buddy."
Bailey inspected me carefully, her eyes widening at the tent in my shorts. "Mom wants you to help with the turkey."
With that, my little sister turned on her heel and stomped out of my room.
--
I'd done exactly as Santa said, freely giving myself and receiving back in return. Mom had LOVED her new turkey baster. There was only one person left to gift their present and by my calculations she'd be arriving at my door any minute...
Right on cue, someone knocked softly on my bedroom door.
"Hello," I said, feigning ignorance, "who is it?"
"It's me," Bailey said softly as she cracked open the door, "can we talk?"
"I've always got room for a little one."
The door clicked as Bailey closed it behind her. Her skimpy robe swayed gently as she padded across my room and hopped onto the bed beside me.
"I'm naked under here though," I warned.
"Oh," Bailey said, pausing beside my bed, "I'm not gunna look or anything."
"Okay. What's up?" I asked, wrapping an arm around Bailey as she wiggled under the duvet and snuggled up against the side of my naked body.
"Do you promise you won't laugh at me?" Bailey asked, wrapping an arm over my chest and hooking a knee over my leg.
"Promise."
"Earlier, with Holly, were you REALLY planning a surprise?"
"Is that what you've been sulking about?"
"I told you not to laugh at me!"
"I'm not," I said, stroking a lock of auburn hair off her face as she scowled up at me, "it's nothing to worry about, really."
"And with Belle? 'Cus, I didn't mean to look but, your...your thing was...you know...sticky outy...and I thought, maybe, you guys..."
"We didn't," I half-lied. We hadn't done THAT.
"Sure? 'Cus everyone fancies those two. I wouldn't be surprised if you wanted to...you know..."
"Honestly, it wasn't like that."
"She's just so smart and skinny and Belle's bum is...well...I don't look like them."
"Bailey," I said firmly, tilting my little sisters chin up gently to stare into her shining eyes, "you're the most beautiful, perfect, incredible woman I know."
"You really mean that?"
"Every word."
Bailey tilted her head back into the crook of my neck and snuggled closer to my chest. Her soft breasts squished into the side of my chest and I felt a stirring below my waist. "You're good to cuddle."
"Wanna climb on board?" I offered.
"Mmm-hmm," Bailey mumbled happily as she rolled onto my chest.
My poor, overwrought cock had been edged for hours. My big sister's lips and then my cousin's perfect ass had worked me up into a hormonal frenzy. So when my little sister swung onto my lap, my cock was rock hard beneath her.
"Opps!" Bailey yelped, shocked by the solid lump of brother-cock beneath her robe.
"I'm...it's...sorry."
"S'okay," Bailey whispered, shimmying up my torso away from the hot length of flesh between her thighs, "it's natural."
Bailey's robe fell open at the chest as she wiggled up my body. Her tight pink nipples grazed familiarly against my chest and my cock bounced between her legs, trapped between my stomach and the back of her robe.
"Are you wearing anything under your robe?" I asked, following the script to what I hoped would be the same conclusion as the previous loop.
"Nu-uh" Bailey mumbled into my chest.
My cock lurched again, nudging against Bailey's soft inner thigh as it edged higher up her legs.
"Bailey?"
"Mmm?"
I was her brother. Her protector. But I wanted her. And I knew if I played my cards right, she'd want me too. But time was running out. I couldn't let the day end before Bailey received her gift.
"Be careful," I warned.
"Feels nice."
Bailey squirmed against me. Her thighs sandwiched my pulsing glans.
"Bailey..."
"Shhh...don't spoil it..."
"What are we doing?"
"Don't mind," Bailey mumbled sleepily, "you chose."
"You should go to your room," I whispered, "if mom catches us like this..."
"Nu-uh. Not yet."
"I thought you said I could chose?"
"You can, just make the right decision."
I glanced at my bedside clock. Five to midnight. It was now or never.
"Buddy..!"
Bailey gasped as I rolled her beneath me. Her robe fell open at the chest, her small breasts revealed to my eyes for the first time. She quickly flung an arm across her chest, covering her cute nipples in a moment of timidness. All traces of sleepiness had vanished, Bailey stared at me with wide eyes that slowly travelled down my body to the 12-inches of swaying cock between us.
I pulled on the cord loosely holding Bailey's robe at the waist. I glanced at her for permission but my little sister's eyes were still fastened on my cock, her face a picture of forbidden desire. Only four minutes to midnight. I pulled the robe away from Bailey's waist and gazed at her sweet flower, so small and tight beneath my big cock.
Instinct drove me onward. I dipped my hips and we gasped in unison as my flared tip nestled into Bailey's soaked pussy.
"Buddy..."
It was too much. Again. Bailey stiffened as her pussy was doused in a sudden gush of hot cum from point blank range. Her slick, wet folds rubbing against my overstimulated cock drove me to a powerful orgasm. I felt Bailey's thighs closing around my waist, trapping me in place as I squirted jet after jet of creamy fluid onto her pussy and stomach.
Then she was trembling, biting my shoulder to stifle her moan as she spasmed through an orgasm brought on by the brother-cum plastering her tight pussy, so much of the slick liquid that it was overflowing into the channel of her ass, pooling over her winking rosebud.
I don't know how long it went on for. When it was over, we lay panting, a hot, sticky mess spreading between our thighs. Two minutes to midnight.
"Bailey...I'm sorry..."
"S'okay. I did too."
"You did?"
"Uhuh." Bailey laughed.
"What's funny?"
"Looks like we got a white Christmas after all."
Despite the craziness of our situation, I couldn't help but laugh with her. The movement caused my still hard cock to slosh between Bailey's drenched lips and our laughter died suddenly. Bailey lifted her gaze to meet mine. She looked so damn innocent, biting her lip and staring up at me with those puppy dog eyes.
"Buddy?"
My heart beat strong and fast, sending blood pumping into the flesh between my thighs once more. It nudged more firmly against its slippery home.
"Please?"
"Please what?"
Bailey took her arm away from her chest and bared herself fully to me for the first time.
"Please?"
"Bailey..."
My baby sister's hole stretched around my cum-soaked cock head as she shifted her hips towards me.
"Please...please fuck me, big brother?"
"Hang on," I said, remembering just in time the present beside my bed, "this is for you."
"Really?" Bailey whined, "now?"
"Open it."
Bailey tore off the wrapper and studied the box beneath. "Condoms?"
I drove my hips forward, angling my cock upwards so it thrust against her cum-splattered clit. One minute to midnight.
"I'm not even going to ask," my little sister laughed, tearing open the packet and handing my a rubber.
I sheathed myself in double-time and repositioned myself at Bailey's sopping entrance. "Are you sure?"
Bailey nodded silently, staring between her legs with a look of trepidation and desire. Twenty seconds to midnight.
"There's no going back."
Bailey's hand slipped around my waist and grabbed my ass. "Just shut up and fuck me."
With that, Bailey pulled me inside her. It was happening. I was fucking my baby sister. Bailey moaned as I eased between her lips, stretching her further than she ever had been before.
"Wait...a second..." Bailey gasped when my entire head was inside her, "...you're so fucking big."
"Are you okay?"
"Better than okay," Bailey said, looking up into my eyes, "this is incredible."
"I..." I took my little sister's cheek in one hand. Five seconds to midnight. "I love you."
Bailey's eyes glistened. A single tear broke away and rolled down her face. Two seconds to midnight. "I love you too, Buddy."
Our lips met, tentatively at first as we overcame the novelty of frenching our sibling, then more passionately, our tongues exploring each others mouths in a reckless, desperate heat. I felt Bailey pull on my ass again and rocked my cock deeper inside her.
"Fuck..." Bailey gasped, breaking our kiss, "Fuck that's...oh fuck..."
She pulled my face to hers again, whimpering into my mouth as my thick cock pried her tight pussy.
"Keep going, I want all of it," Bailey moaned, "I want all of you."
I obliged, slowly but steadily sawing into her impossible tight pussy. Bailey lifted her knees up to her chest and hooked her arms around them, opening herself for my increasingly deep thrusts.
"Keep...keep fucking going, I can take it."
"You feel incredible, sis," I moaned, feeling the duvet slip off my back as I lifted myself up and brought my hands to Bailey's milky thighs, "fucking incredible."
"So big..."
Bailey's eyes rolled to the back of her head as half my length pumped into her wet channel. Her perky little breasts shuddered as the force of my thrusts increased and she twisted her taut nipples. I released one of her legs and brought a thumb to her glistening clit, eliciting a hiss of approval as I strummed it firmly.
"Deeper...all of it...fuck me brother!"
Encouraged by her urgings, I ploughed my cock into her with a powerful stroke that stretched her pussy to breaking point.
"Oh god!" Bailey squeaked as my still cum-heavy balls slapped against her ass.
"Sorry!" I said, easing back.
"Nu-uh," Bailey said, pulling me back in to the hilt, "just give me a minute."
Together we stared, amazed, at how her tiny pussy had swallowed every inch of my huge cock. Her hand travelled down her body from her breast to where her abdomen swelled obscenely. "I think...I think that's you..."
My cock twitched and we watched the lump in her abdomen jerk.
"Holy fuck..."
"Buddy..?" Bailey started, looking into my eyes with a mischievous twinkle.
"Yeah?"
"I want to feel you."
"You can't feel THAT?"
"I want to REALLY feel you. I want you to take the condom off."
"But Bailey...I could..."
"Pweeease?" Bailey whined, in that sweet voice that always melted me.
"It's too risky."
With surprisingly speed and strength, Bailey rolled herself on top of me and lifted herself off my spear of raging cock. Before I could stop her, she'd torn the condom off me and tossed it across the room.
"Bailey!"
She was squatting above me, rubbing my unprotected cock through her soaked folds, dropping down, opening up, engulfing me in the magnificent heat of her vice-like channel. Every inch was a perfect torture, the walls of her pussy hugging my shaft like they were made for each other, until she bottomed out with a soft sigh against my hips.
"Fuuuuck..." Bailey groaned, gyrating against me with every inch of my cock stuffed inside her, "I can't believe we waited this long..."
"Be careful," I warned, feeling a wave of ecstasy building inside me.
"I think I'm ready," Bailey said, beginning to bounce on a few inches of my cock, "I'm ready for you to fuck me."
I couldn't help it. I thrust up to meet Bailey, forgetting for a moment the early rumblings of an orgasm that could prove disastrous.
"Fuck me," Bailey begged, as she bounced higher, "fuck my pussy. It's yours. It's always been yours. Fuck me, fuck me, fuuucc.."
I was driving into Bailey heedlessly, all 12-inches of brother-cock glistening as it briefly emerged from her gushing pussy before driving home unforgivingly.
"Bailey, we have to, I'm nearly..."
"A little...unngh...longer...uhh..." Bailey's fingers found her throbbing clit, "nearly...uungh...there.."
"Bailey!" I attempted to push my little sister off me as my balls spasmed, warning of their imminent release, but she shoved me back against the mattress and dropped all of her weight onto my twitching cock.
"I want it," Bailey urged, "cum with me, cum in your sister's pussy!"
We cried out together as I exploded inside her, spraying hot cum directly onto my sister's cervix as her own orgasm sent her into a spasming fit on top of me.
"Bailey," I gasped.
"I know," Bailey purred, milking every drop of potent semen out of me, "feels so good."
Bailey flopped on top of me, riding out the rest of our orgasms in my arms. "That was..."
"...un-fucking-believable," I finished, "but..."
Bailey hushed me with a finger against my lips. "We'll worry about that tomorrow."
A lightbulb went off in my head. Tomorrow.
"What day is it?" I asked, frantically reaching for my bedside clock.
"You know what day it is, silly."
I found the clock and turned it towards me. Ten past midnight.
"Happy Christmas, big brother."