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Christmas Eve Again

Christmas Eve Again

by sundance_id
19 min read
4.78 (116900 views)
adultfiction
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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!"

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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.

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"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."

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