Eddie was insistent that my aunt wouldn’t get any “lube,” and from the grins on the other girls’ faces, that didn’t sound good for her. Either she didn’t care, or she didn’t think he was serious.
“No one’s going to sit here and let you milk yourself like the cow you are to get wet! You should’ve shown up greased up like the other reindeer. Now, if there are no questions, get into two lines—single file. Men on this side, reindeer on the other. As a reindeer gets pinned or works through all eight men, she moves to the winner’s circle—or the loser’s pit.”
Eddie made it clear that “winning” meant getting pinned, while “losing” meant squatting off to the side with no attention at all.
“It’s Candy Cane time! Let the games begin!”
Evan raised his hand, looking genuinely confused. “So ... do we all go for the same girl, or is it one guy, one girl, and they’re done?”
Eddie smirked and cocked his head. “What do you think, Evan? Do these look like the kind of wanton trollops that would let an entire line of men have a go at them before they’re satisfied?”
The guys lined up, and I slipped to the back of the line, unsure how to play. I figured I’d watch and figure it out by the time it was my turn. “Uptown Funk” was blasting through the speakers, and the beat had everyone moving. The reindeer swayed and laughed in their line, their energy electric. Blitzen had taken a spot at the back, too, probably for the same reason I did—trying to stay low-key while figuring things out.
Evan’s awkward silence answered that question, and Eddie clapped his hands. “if the reindeer makes it past eight tries, she heads to the loser’s circle and can’t play in the next game. That’s the rule. I don’t make ‘em up! Oh wait, I did make that one up!” Eddie laughed. “Alright! Reindeer games – eight guys have a chance to pin the tail on the reindeer. If she gets tailed, she’s done – and waits in the winner’s circle, shaking what’s got. She’ll wait off to the side, fat reindeer ass sticking out, holding her knees like the good little reindeer slut she is -proud of what hole she got pinned.”
I started to get a hard-on just thinking about how eager these women were to be pinned in a “hole.”
Dancer, who was next, made a sour face and stuck out her tongue at us when Eddie called out, “Fat reindeer ass.”
“If they don’t get pinned, shame on the party guests! They’ll be on consolation prize duty during the ring toss game that follows! Dancer, you’re up first!” Eddie announced, grinning. He applied a blindfold to her – but didn’t explain why. He faced her to the wall and made her touch her nose and tits to it.
It seemed like everyone except for Evan and me knew what was happening and why, and neither of us asked.
Dancer took her spot: initially, palms flat against the wall, nose to it, legs apart, and presenting her thick ass with an exaggerated wiggle. “Okay, Dancer reporting in to get my tail!”
Eddie, ever the showman, cranked up Kung Fu Fighting on the stereo, giving the whole scene a ridiculous, playful vibe. Everyone started singing along to the goofy lyrics, and I couldn’t help but laugh. It was silly, over the top, and somehow worked.
Jerry stepped up first, candy cane in hand, looking like he actually wanted to win. He was blindfolded and spun around several times before being let loose with his candy cane.
She had rope around her ass and tied to her wrist, but Jerry lifted it up – clearly and placed the candy cane on her butt – clearly indicating that’s where it was going to end up. Dancer didn’t seem to mind at all. If anything, I’d say she was downright flattered.
Evan and Harley weren’t the only couple here. I guessed that Dancer and Jerry were both married, probably to other people at this party. No one seemed jealous or uneasy about it. Instead, everyone was buzzing with excitement, cheering, and clapping to get the game underway!
Dancer glanced back over her shoulder, giving another exaggerated wiggle. “Come on, Jerry! I can’t present a bigger target than this!” she teased. She removed her hands from the wall and held her ass cheeks apart for him – showing us both holes spread wide.
The girls kept chanting directions to help him- or mislead him. “Colder ... colder ... warmer ... nope!” to help him find his way forward.
Jerry’s candy cane missed completely, clattering to the floor. He threw his hands up, groaning, as the room exploded with laughter.
Dancer let out a loud, fake sigh of relief. “Phew! You missed! Guess I don’t have to make an example of you!” she teased, grinning.
Next up was Gary. He stepped forward, his brows furrowed like he was about to solve a math problem. “Come on, Gary, you got this!” Daisy called out, her voice dripping with fake encouragement.
“You better hope he doesn’t!” Dancer shot back, smirking over her shoulder. “My ass isn’t taking another round tonight.”
Gary lined up his shot, taking it way too seriously. The candy cane smacked the wall just above Dancer’s head, and the whole room lost it. Dancer spun around dramatically, clutching her chest like she’d just dodged a bullet. “Warm, but still fail! Thank God. I owe you one, Gary!” She gave him a playful wink as he slinked back to the line.
I stayed at the back of the lineup—not because anyone told me to, but because it felt easier to let everyone else go first. From there, I found myself watching Mrs. Sanderson - casually. Smiling, grooving to the music, unaware that I was watching. Almost shy. Her big, doe-like eyes flicked toward me, just for a second, before darting away. She made no attempt to cover her nudity – somehow, I felt like a jerk for daring to look at her huge nipples. They weren’t FOR me – and yet I indulged myself and admired the slope, and wait, they stuck straight out – more so, I admired how bold she was for just standing there with everything hanging out.
I doubted that I wouldn’t have been self-conscious if the tables were turned, and I was naked in a room full of fully dressed women.
I had no idea what I was going to do when it was finally my turn. Watching the others wasn’t helping—they all laughed and teased, but no one was explaining a damn thing. And still, every time I glanced at Mrs. Sanderson, I felt the knot in my stomach twist a little tighter. Was she nervous? Flirty? The way her gaze lingered, even for a heartbeat, felt like a question I didn’t know how to answer.
Maybe it was the tequila I’d had earlier, but with each turn that passed, my confidence started creeping up.
Three people had already taken their turns, and now it was Evan’s turn to pin the candy cane on the reindeer—or whatever we were calling this outrageous game. It was basically a super kinky version of Pin the Tail on the Donkey, except both the pinner and the pinnee were blindfolded, and tequila was involved. I still wasn’t entirely sure if we were supposed to try and stick the candy cane in their butts or something. I was hoping someone else would figure it out before I got to the front of the line.
I couldn’t imagine pitching this idea to some girls for the first time. “You’ll stand naked, and we’ll try to shove a candy cane up your butt while you are blindfolded ... sound good? Why are you leaving.”
a reindeer got pinned, they were out, and nobody else got a try—but they ‘won.’ I wasn’t sure how having a candy cane in the butt made them a winner, but everyone further back in line lost their chance. That alone added pressure. I was the last guy, so if they got past me, they ‘lost,’ and I was sure somehow that would be my fault, too.
The guys in front of me kept whispering and trying to throw Evan off, their voices just loud enough to carry over the noise. “Left ... left ... warmer ... warmer!” they called out, their laughter obvious.
Meanwhile, the girls weren’t helping either, shouting just as loudly but giving conflicting instructions. “Right! No, higher—no, no, lower!” The chaotic mix of voices only added to the tension.
Dancer, blindfolded and grinning like this was her personal stage, wiggled her ass and teased over her shoulder, “C’mon, Evan, don’t listen to them. Trust your instincts! Or do you need me to make it easier for you?”
Evan, candy cane in hand, stepped forward, his movements cautious but determined. The room was practically buzzing with anticipation, the playful chaos making it impossible to tell if anyone actually wanted him to succeed—or fail miserably. The combination of conflicting advice and playful teasing was enough to make Evan hesitate, his grip tightening on the candy cane. He took a deep breath, adjusted his stance, and carefully leaned forward. The room held its collective breath as he made his attempt.
The Candy Cane – went straight into this woman’s pussy – she bucked her hips and slid back on it while it was still in her hands.
“Bullseye!” Dancer cried, spinning around with a grin. “Evan, you’re officially my favorite tonight. Harley’s gonna have to fight me for you.”
My sister was one of the ones laughing and applauding the hardest – like a good sport, genuinely happy that her friend was pinned, and her boyfriend had done the deed.
The room exploded with cheers and laughter as Evan’s face turned beet red. He stepped back, clutching the candy cane like it was some kind of trophy, looking half proud and half mortified.
Evan’s aim wasn’t perfect, but it didn’t need to be. The candy cane stuck just well enough for the group to declare it a solid “hit.” Dancer let out a delighted laugh, spun around, and planted a quick kiss on his cheek. “Not bad for your first try!” she teased before sauntering over to the “pinned” lineup. She bent forward slightly, hands on her knees, her stance making it clear she was ready for whatever came next.
Harley stepped up next, full of her usual sass. “Alright, boys, time to try your luck,” she called over her shoulder, throwing in a playful wiggle. “Let’s see if anyone here can handle this!”
“Crap,” I muttered under my breath as the line moved forward. “Someone pin her before it’s my turn...”
One by one, the guys ahead of me missed, and each failed attempt was met with louder taunts from the girls and groans from the guys. Eddie couldn’t resist chiming in when it was his turn, dramatically yelling, “A swing and a miss, Uncle!” as his candy cane went wide.
Harley seemed almost too into the game, playful and open to being pinned. I couldn’t believe what I was seeing. My big sister—usually the one with a steady boyfriend all through high school—was acting like this was the most fun she’d had in ages. Watching her now, I couldn’t help but wonder how often she acted this way and whether Evan would even care—or get jealous.
She wasted no time spreading her legs wide, presenting a target without a shred of shame. Both holes were glistening with lube, and she wore a bemused, devil-may-care expression. My parents didn’t seem to disapprove—though I noticed my father wasn’t exactly staring in awe either. I tried to act like this wasn’t blowing my mind, but it was a losing battle.
My parents had clearly been part of this lifestyle for a long time, but Evan and Harley were still new to their relationship. I couldn’t even imagine how she’d convinced him to come to a party like this, let alone be okay with it. The whole situation felt impossible to wrap my head around.
I was eighth in line, and the way the rotation worked, every guy got one try against each reindeer unless someone pinned her first. If no one managed to pin the reindeer after all eight of us—Jerry, Gary, Marty, Evan, Harold, my dad, Eddie, and me—then she was out and lost. Win or lose, the next reindeer stepped up, but the rotation didn’t reset to the beginning. If someone pinned her before all eight attempts were used, the next girl came up, and the turn continued with the guy after the one who made the Pin. For example, if Evan pinned Harley, Harold would start on the next reindeer. Every guy got one shot per reindeer, keeping it “fair”—if you could call getting a candy cane shoved up your ass fair.
Dad stepped up next; Eddie spun him around several times, sheepish look on his face, candy cane in hand, his usual laid-back confidence masking what I could tell was a bit of nervousness.
My sister was already in position, blindfolded and waiting hands holding her ass cheeks apart nice and wide – I could see EVERYTHING.
“Last year, you were afraid to be pinned. Still afraid, pumpkin?” Dad teased; his tone playful but with a definite edge.
Harley shot back immediately with sass and confidence. “The name is Donder, and I’m going to be disappointed if you don’t pin me!” She wiggled her hips for emphasis, earning a round of laughter from everyone watching.
From the sidelines, Daisy chimed in with her own brand of encouragement. “Come on, Steven! That girl’s asshole is tight, teach her a lesson, she’s playing big-girl Reindeer games now!” It was both crass and degrading, but somehow, it still felt like she was being supportive of both of them.
I was shocked that my Mom was supportive, but all of the reindeer seemed to root for each other – even though most of them could also be catty and vindictive at times. “Don’t hold back, Steven! She’s been fully trained this year. She can take anything you can dish out! Any hole, any time!! She’s DSL material!”
All the women, including my sister and Mrs. Sanderson, pumped their fists or clapped and shouted, “DSL!”
Mom noticed me standing off to the side and shot me a quick, exasperated glance—like she’d just remembered I was there and realized what she’d said.
Dad lined up, spun once for effect, and took his shot. The candy cane missed entirely, smacking the wall with a hollow thud. The room erupted into laughter, and Dad gave a shrug like he didn’t care, though I could tell it stung a little.
Harley, ever the show woman, lifted her blindfold slightly and turned her head toward him with a grin. “Nice try,” she said, her voice warm despite the teasing. Then, leaning in, she planted a quick kiss on his lips before dropping the blindfold back into place. “Better luck next year, old man.”
“You better be full DSL by next year!” Dad patted her bottom and handed his blindfold to Eddie because my uncle was next before me in the rotation.
She leaned in closer, her voice low and teasing but excited “I never thought about being a real member!” She turned in my mother’s direction, still in her blindfold, and asked, “Would you train me? To be a full member?”
“Harley, DSL training isn’t just a fun little game—it’s a full commitment to prepare for the initiation. We all had to do it. I can’t just let you waltz in the club without that. It’s physically intense, mentally challenging, and, yes, sexually demanding. You’d be expected to go far beyond playful service at a party like this. Before you even think about starting, you’d need to have a long conversation with Evan. This is a commitment and it’s definitely not just one night of fun. If you’re serious about earning your DSL wings, you’ll have to prove you’re ready for everything that comes with it.”
“Wings? I thought we got DSL horns,” my aunt crowed. Instead of angel wings, she wanted devil horns. I still didn’t know what DSL stood for, but I was starting to get the idea it was some kind of sex club. I noticed Blitzen blushing – I wondered if she was considering joining it – or even a member.
The other girls were supportive, whooping, shaking their fists, and trying to welcome my sister into their club and encourage my Mom to consider supporting her for membership.
My Mom folded her arms, her tone softening as she spoke to Harley. “DSL isn’t something you jump into lightly,” she said as she glanced at me and back at Harley – perhaps signaling her discomfort with the conversation while I was present. “DSL is more than a club—it’s a sorority of sisters who count on each other, hold each other to high standards, and expect full commitment. And let’s not forget, your brother is here. Maybe we can enjoy the party now and talk about it later and get someone to stick a candy cane up your ass and another in your mouth, so you do less talking and more smiling?”
The guests laughed about that. Harley frowned but nodded. “Mom, we have to be totally honest at the party—that’s the rules. I think Nick has an idea of what DSL is about, and it’s not a charity anyway ... but fine, we’ll talk later; someone shut me up,” she opened her mouth wide as if offering to let someone put a candy cane down her throat.
From the sidelines, Dancer snorted and added with a laugh, “We kind of ARE a charity; we do give it away.”
Prancer didn’t miss a beat, smirking as she chimed in. “Speak for yourself. I charge when I can. Get away with it!! Sell a little skin on the weekend,” the two girls high fived. I got the impression that she meant prostitution – my mind boggled.
Harley returned to her position, confident and ready for another attempt to pin a tail into her pussy and asshole. She presented herself to her uncle.
Eddie went up before me, and of course, he had to make a spectacle of it. Blindfolded and spun like a drunk at last call, he stumbled forward, gripping the candy cane like it was a weapon. The room erupted with shouted directions, most of them nonsense meant to throw him off. When he finally lunged, the candy cane smacked the wall a foot too high, bouncing off and landing with a hollow clatter. Eddie yanked off the blindfold and turned to the crowd with a smug grin. “Guess I overshot and missed the hole! We should paint a bullseye on your fat asses to make it easier!”
He slapped my sister’s ass. She remained in position and reminded him that he was blindfolded, so he couldn’t see it anyway.
“Doesn’t matter, sexy as hell to see a woman with a bullseye on her ass! For what it’s worth, and my opinion ain’t worth piss in the DSL; I think you would make a fine Dick Sucking Lady!”
There it was – what DSL really stood for. I had heard my aunt say that casually in the kitchen, but it was so outrageous that I wrote it off as something of a joke. No one corrected him, and the girls backed him up and applauded.
My Mom shot me a maternal glance, her eyes soft with a mix of concern and apology. It was the kind of look that said she knew I’d pieced together more than she ever intended me to and maybe more than she was ready for. For a moment, her confident facade slipped, replaced by something almost vulnerable, before she straightened her posture and turned her attention back to the game.
“You are up, Nick!! This is what you came here for, right?” She applauded as they encouraged me to step forward.
The candy cane wasn’t made of real candy at all. It was a latex dildo shaped like a candy cane – slathered with a jelly-like Vaseline that made it feel sticky – but also easier to slide in. There was a 32-ounce container labeled “Sex-Grease” to re-apply as needed by my sister’s feet.
My dad, Eddie, guys I’d never met before, the DSL ladies, even Blitzen—everyone seemed to pile on with words of encouragement. I could feel the weight of their eyes and the weight of every missed attempt, pressing down on me like a lead balloon. My confidence, already shaky, was starting to slip. Eddie tied the blindfold snugly around my head, the grin on his face practically radiating through the fabric. Then, with dramatic flair, he spun me around like I was the main event of the night.
George Thorogood’s gritty riff from Bad to the Bone blasted through the speakers, adding to the electric atmosphere. The crowd clapped and stomped along, shouting things like “Take your time, Nick!” and “You’ve got this!” The energy was infectious, but the pressure was suffocating.
Notably absent was Evan’s voice, and I couldn’t help but wonder what he thought about his girlfriend’s little brother stepping up to pin her. He probably thought we were one deeply perverted family.
Harley, never one to let a moment go by without adding her signature sass, called out with a teasing edge in her voice. “Come on, Nick, aim like a man! You had your first kiss with Mom; this counts as losing your virginity to your sister!”
“Hey!” Comet shot back, barely able to contain her hysterical laughter. I could picture her covering her mouth, trying (and failing) to stifle the chuckles. The crowd erupted, their laughter echoing through the room, and it was painfully obvious they were laughing at me, not with me.
Bad to the Bone
Bad to the Bone
B-b-b-b-b-b-b-bad
B-b-b-b-b-b-b-bad
The group laughed and sang along. I borrowed some of George’s swagger and approached this like the man that my sister said I should be.
I squared my shoulders, refusing to back down. “At least if I pin you, Harley, I won’t have to make up some story about who broke you in for the DSL.”
“Oh, snap!!!” I heard one of the reindeer say, and a wave of excitement fell over the crowd. I must have said something right because my sister had no come back. “Nothing to say, Harley? I mean Donder. I guess I don’t have to stick this dildo in your mouth to shut you up!!”
“It’s a candy cane,” one of the girls corrected. “We love candy in the DSL!!”
I tried to get my bearings. The blindfold wasn’t helping, and the spinning had me completely disoriented.
“Do you even know where a pussy is?” my sister chimed in, shaking her rump triumphantly as if to remind me. “You better not try to stick it in my asshole! I don’t know you well enough for that,” she goofed on me.
“Either way, he’s never going to do it,” my sister predicted, and sadly, she was right. My first attempt slid through her legs and hit the wall with a thud.
“Damn, were you trying to rip me in half?” Harley playfully removed her blindfold and gave me a quick kiss on my lips – never in the 18 years I had known this girl had she done that to me before. It was always on the cheeks. I removed my blindfold and hugged her awkwardly. Her boobs pressed against my shirt.
“No hard feelings, little bro! It was your first time; good effort, maybe next year?” she looked in my Mom’s direction, but my Mom said nothing – flat expression.
I realized the implication of what Harley meant. In ONE year, if I were able to come to the party, I’d be able to do these again with my sister. I wasn’t sexually attracted to my sister, but I have to admit – I kind of wanted to shove the dildo in her pussy or ass just to get one over on her. She had goaded me in a way that made me want to do it.
That seemed to be the goal of the teasing and trash-talking – not to hurt the men’s feelings, but to make us feel less guilty about “pinning the tail” and enjoy it.
As the next guy stepped up, Harley’s smugness didn’t last long. Jerry, a burly guy in a red sweater, took his spot, visibly confident. Eddie tied the blindfold snugly over Jerry’s eyes and gave him a few dizzying spins for good measure, the room erupting in laughter as Jerry staggered into position. George Thorogood’s gritty riff blared in the background, setting the scene perfectly.
When Jerry finally steadied himself, he lunged forward with determination. The candy cane hit its mark perfectly, sticking just where it was supposed to. The room erupted into cheers, the men clapping Jerry on the back like he’d just won the championship. Harley, still blindfolded and stiffened at first, then let out a dramatic sigh, her smirk quickly returning.
Jerry stuck the same dildo I had been using right up my sister’s tight little asshole – and it hung out like it was a long tail!!!
“Bullseye!” Jerry called out, pulling off his blindfold to see his handiwork. Harley patted the candy cane tail sticking out from her lower back and gave it a playful tug. “Mmm, peppermint,” she teased with a cheeky grin “Damn, feels good to have a tail!!! Evan, look!!! I got my tail!”
The lube didn’t taste like peppermint at all. It tasted like gross sex jelly. I tasted it when I went back to the end of the line.
My sister pranced over to where Dancer was bending over, bent over, and swayed her ass to the music like a stripper dancing on stage, trying to encourage someone to come up with a dollar bill -proud of the tail in her ass.
It was an odd sight—like they were on display, trophies in a game that blurred the lines between playful and primal. Dancer seemed entirely at ease, even pleased, while Harley’s smug expression only grew as she adjusted her stance. They looked like prey caught by hunters, but instead of resisting, they seemed to bask in the attention.
Meanwhile, Eddie passed over another Christmas-themed Peppermint Dildo from what he called the “Toy Box” – a chest of sex toys. Vixen caught it. She bent over, displaying her pussy and ass to the crowd, and squirted a LOT of the sex lube into her hands, spread some on her pussy and asshole- fingering her butt with it.
Then the big blonde turned around and started jerking off the dildo, rubbing the lube up and down the cock. I almost jizzed in my pants watching her perform on the dildo. Everyone else laughed and encouraged her. Jerry handed out half-tequila shots, calling them “reloads,” and made everyone drink a little. All except for me and my sister.
Daisy smirked, leaning in just enough to make her voice drop into that teasing, knowing tone. “I told you DSL wasn’t a charity, but you didn’t want to believe me.”
I was surprised that my aunt was able to speak at a lower volume, and with everyone’s attention on the performance that Vixen was giving us, I had a chance to ask more questions.
Daisy laughed, the sound sharp and unapologetic. “Heck no! There’s no way. Eddie and I are always open and honest about our lifestyle. We don’t go into details; if they knew I’d be a reindeer, they’d beg me to do it all the time at home. I’d have a candy cane up my tail hole every night if Eddie and the boys had their way!”
I smirked, leaning into the teasing. “But I thought you liked being a reindeer. Wouldn’t you love giving them a Christmas gift too?”
“I’d BE the gift, and like I told you in the kitchen, my boys wouldn’t really understand restraint – they’d wear me out!”
She didn’t say anything about being revolted by kissing or allowing her sons to pin her at all – and since she kissed my Mom in front of me, I assumed incest wasn’t a limit – just the frequency.
“You said when they are 18, you are going to invite them, though; what then?”
Daisy tilted her head, her expression softening just slightly. “We’ll have to give them a proper education before they come to something like this—help them understand the boundaries and what this is really about. Limits are important, and I wouldn’t want them walking in without knowing the rules. You’ve done a good job of rolling with things, but I can tell some of this is blowing your mind – especially seeing your sister get nailed up there.”
She indicated Harley shaking her rump playfully like she had won a huge prize by having a dildo stuck up her ass in front of everyone else.
She paused, then smirked knowingly. “See, that’s the problem with your mom’s ‘absolutely not’ approach. All it did was make you curious enough to sneak around to get a peek, connect the dots all wrong, and decide we’re being forced into this, and we’re poor little abused reindeer!” Her voice dripped with hyperbolic self-pity for her plight. “I am not ashamed of getting a dick up the ass, Nick – I’ve taken them before you were born. I love it. My boys know I love sex; I make no secret that we swing, and they’ve met a lot of the guys who are my regulars. I just don’t tell them the details. If they came to this party – they’d have to be prepared to see the details, but that’s ONCE a year we let it all hang out.”
I didn’t get a chance to follow up – the show was back on. Eddie clapped his hands, drawing everyone’s attention. “Alright, folks, let’s keep the spirit alive! Quick reminder: remember those fancy Sexmass cards waiting for you at the end? If your reindeer get pegged, you’re winning ‘em for your rider. That’s Gary for Dancer, and—wait, who’s Harley riding for again? Someone yell it out.”
From the back, Marty sheepishly raised his hand, earning a round of good-natured jeers from the guys. “That’s right,” Eddie grinned. “Don’t let ‘em down, gents!”
“Okay, who is Blitzen riding for?” Eddie asked. No one said anything, and I looked in my mother’s direction. Her blue eyes burned through my soul, and I didn’t raise my hands. I noticed Blitzen looked dejected.
“No problem, we’ll divide those up!!” Eddie moved along with the game. The line of men shuffled forward as the next round began. My Mom was up next. She stepped to the wall with an exaggerated sigh, pulling her hair back and twisting it into a loose bun. “Alright, harpoon the great white whale, boys,” she declared, pressing her chest to the wall. Her arms framed her face as she leaned forward, her voice full of humor and challenge. “Let’s see what you’ve got.”
I stayed quiet, trying not to react, but I couldn’t stop the heat rising in my cheeks. Something about all of it—the playful banter, the cheering, the way the girls seemed to glow with pride when pinned—was stirring something in me that I didn’t quite know how to process. I’d never thought of myself as competitive, but watching the game unfold, I couldn’t help but feel an odd mix of anticipation and ... something deeper. Something I wasn’t sure I wanted to admit to myself.
I have to admit that my aunt gave me a lot to think about. I was so caught up in the moment that I wasn’t sure how I would react (or how my parents and sister would react) now that this was all out in the open. I wasn’t like my cousins Kyler and Austin – I wouldn’t demand they play Reindeer games at home, but it may still be awkward.
There was a reason my Mom hadn’t been open and honest with me, and she obviously had with Harley – and now Harley was going to be initiated into her DSL club – which was clearly a sex club of some kind.
Once we were ready to go, it was my mom’s turn to present herself to be “tailed” or “pinned” as they called it. Prancing up playfully, big tits shaking, making an entrance. I noticed when my mother turned around, she had recently been spanked – and hard! Her butt was a rosy red color. No one mentioned it but it looked like she had definitely had more than a few swats on the ass.
She was also incredibly aroused – nipples hard, pussy dripping, and and well lubricated. She placed her palms flat and pointy nose on the wall, stuck out her ass, and said sweetly “I am ready for my close up, Mr. Deville!”
I didn’t get the reference, but it was so charming that I laughed anyway, with the others. Eddie blindfolded her, and then Gary – he spun him around.
Gary stepped forward, gripping the candy cane like he was ready for battle. Mom was completely unfazed, her hands confidently pressed against the wall, her whole body on display like it was the most natural thing in the world. “Any reindeer hole, except for my mouth—I hate candy canes! Yuck!” she called over her shoulder, playful as ever.
“But how else are we supposed to shut you up, Twat?” Gary fired back with a cheeky grin, his line earning a round of laughs from everyone watching.
“Twat, Twat, I am a Twat, and you’re not! Let’s see if you can stick it to my spot, hot shot!” Mom sing-songed, shaking her butt side to side in slow, exaggerated motions. “Nanaaa Nanaa Boo-Boo!” she added, sticking out her tongue just enough to hammer the point home.
It was surreal, ridiculous, and easily the strangest thing I’d ever seen. Yet, somehow, it was also the coolest.
Gary lined up his aim, the room falling into a tense hush as he thrust forward. The candy cane completely missed, clattering to the floor with a hollow rattle. Mom didn’t even flinch, steady as ever, with an amused glance over her shoulder. “They should give you candy canes to scale with your tiny penises, so you might actually hit the target!”
The reindeer laughed and cheered, Eddie smacked my mother’s already rosy-red butt several times with his hand in retaliation, but my Mom unrepentantly kept her nose to the wall and smiled like it was worth it.
I couldn’t look away. It was surreal to see her like this—so confident, so carefree. This wasn’t the elegant, composed Mom I was used to; this was someone entirely different. She was in control, unbothered by the attention or the misses. If anything, she seemed genuinely disappointed when they didn’t come close, almost rooting for them to do better.
“Marty, Marty, put it in the place I go farty at the Christmas party!” she sang in a playful, teasing tone, swaying and mocking like a kid on the playground. The room erupted in laughter, and her grin only grew wider, fully embracing the ridiculousness of the moment.
Marty was barely blindfolded and spun around when he charged forward. “I’m going for the bullseye, not the brown eye,” Marty muttered, squinting as he tried to steady his hand. Another miss.
“You are going for the No eye.” Mom shook her head dramatically. She reminded me of one of those clowns that sit in the dunk tank at the county fair and insult you so that you’ll want to throw balls harder at them and dunk them. “Guess your aims as limp as your dick, Marty! I feel bad for Donder tonight!”
It sounded like she was annoyed she had to wait through failed attempt after attempt. I couldn’t get my head around why she might be so eager to be pegged! Why any of them were.
Donder promised playfully that limp or not, she was going to fuck him like he was the last cock on earth! This was MY sister – brazenly promising she’d fuck a man she probably didn’t even know in front of everyone. Wow.
As fate would have it, the boyfriend she would apparently NOT be fucking was up next.
Mom’s voice took on a playful, almost sultry tone. “Evan, my sweet lover boy,” she cooed, “Peg me like you kissed me – nice and hard! Please send me to the winner’s circle, and don’t make me wait...” Her hands were theatrically pressed to her chest, making the performance even more exaggerated. I wasn’t sure how I felt watching her act like this—it was weirdly captivating, and at the same time, I couldn’t shake the awkwardness of it all.
Eddie decided to crank up the atmosphere, switching the music to “You Spin Me Right Round.” Mom turned slightly, hands on her hips. “Really, Eddie? Come on. Play something better, please?”
“Okay, Madame Comet,” Eddie replied, dripping with mock sweetness. “What would you enjoy?”
“AC/DC,” she said with a grin, and within seconds, “Back in Black” blasted through the room. Everyone started bouncing their heads to the beat.
“Now that’s what I’m talking about!” Mom exclaimed, breaking into an air drum solo against the wall. I couldn’t believe how carefree she was—this wasn’t the woman who scolded me for leaving socks on the floor. This was someone else entirely, and it was almost ... fun to watch.
Evan stepped forward, gripping the candy cane tightly as he tried to focus. “Evan, I’m getting super dry,” Mom teased, glancing back over her shoulder. “If you can’t land one, maybe just hold it out, and I’ll back up until it pokes me! Help me help you.”
“Nah, nah, that doesn’t count, blue eyes!” Daisy chided her from the sidelines.
Evan’s shot missed. Mom spun around with a big smile. “All that ant-ici-pat-ion, and what did it get me? Cons-ti-pa-tion!” she sang, swaying to the beat and moving her hips with each syllable of the two words to tease him.
Then, Dad stepped up for his turn. “Hello Lucy, I am home,” he said, the iconic line from the TV show I Love Lucy.
Mom straightened, pressing her chest against the wall with an exaggerated sway of her hips. “Oh, hello, big guy,” she purred, her voice dripping with playful charm. “Finally stepping up to remind me who’s in charge?”
Dad chuckled, gripping the candy cane with deliberate slowness. “Remind you? I’ve been in charge since the day you said, ‘I do.’ Now, hold still—this is going to be fun for both of us.”
The room erupted into laughter and whistles, with Mom tossing a sly grin over her shoulder. “Pin me before Nick gets a chance, please,” she winked at me. I was unsure if she was horrified or open to the idea of me even playing this game with her.
It was hard to believe that only hours earlier, our house was calm and serene, and now this decadent party was taking place – my mother, with her bare ass exposed, was waiting for my father to stick a dildo in either her asshole or her twat – and her friends including me and her daughter were watching and cheering.
As the girls booed playfully, Mom leaned into the teasing atmosphere. The ones already pinned were rooting for Dad in jest, shouting, “Come on, hit her where the good Lord split her!” Meanwhile, those who hadn’t been pinned threw out cheekier suggestions like, “Maybe aim for her knees—less surface area than her belly button!” and “Pull those cheeks apart and help him out!”
Dad missed epically after being spun a few too many times, drawing groans from the men and cheers from the women. Before he could even step away, Eddie strode forward, taking center stage like he’d been waiting for this moment all night. He grabbed the mistletoe stick like a microphone and strutted toward me, his grin wide and mischievous.
Eddie’s hand eye-dexterity was a bit off, and he flubbed his try spectacularly. My Mom laughed. “I tried to give you a big enough target, Eddie, sweetie; if you were any further off, you’d be pinning the tail on the Blitzen’s dog across the street!”
I glanced over at Mrs. Sanderson when her reindeer name was mentioned. She covered her mouth and giggled impishly – clearly not offended.
Eddie was already handing me the candy cane dildo. “Do it, make it hurt, son,” he quipped playfully. I found it hard to believe that we could joke this about pegging the women at the party, but no one seemed to take offense – it was all in good fun.
“Ladies and gentlemen, boys and girls, it’s the moment you’ve all been waiting for! Fresh off his tequila-fueled debut, the rookie sensation, the one, the only—Nick!” Eddie’s voice boomed theatrically, and the room erupted into playful cheers.
My uncle leaned toward me, lowering his voice conspiratorially but loud enough for everyone to hear. “Thar she blows! The great white whale, ready and waiting for your harpoon, lad! Mudhole One, and Piss flaps on the horizon, dead ahead!” he bellowed in an exaggeratedly vulgar pirate accent, gesturing dramatically toward Mom’s rear. The room erupted into laughter, some of the guys clutching their sides. “And this, mates, is the harpoon that shall bring her down!!”
He slapped the dildo playfully between my mother’s thighs; she playfully danced and let him do it while he teased her. “Beware of giving chase without the proper aim, for the white whale mocks all but the bravest sailors, Lad!”
I took the dildo from my uncle, handing it to me like it was a deadly harpoon from Herman Melville’s Moby Dick.
“And ya know what they say when men sail to find her?” He paused for effect, grinning like he’d just landed the joke of the century. “They see how big it is and yell, ‘We’re gonna need a bigger boat!’”
Mom, still pressed against the wall, let out a dramatic sigh, swaying her hips just enough to make everyone laugh. “Listen, Nick,” she said, glancing over her shoulder with a smirk. “You’ve got one shot to prove you’re more than the peanut gallery back there. Aim for the blowhole, not the blowhard, but I’ll give you a prize if you hit either!”
The room roared, but Mom wasn’t done. “Here, let me make it easier for you.” She reached back, spreading her cheeks extra-wide with exaggerated theatricality – her asshole stretched out, pussy lips dripping. “No excuses now, champ. Concentrate and land it! You wanted to be here – this is what we do. You may as well see it all.”
The prize she mentioned really intrigued me.
I hesitated for a second, the weight of their expectations sinking in, then smirked, deciding to play along. “Depends—do I get a prize for hitting a home run?”
My Mom was deep into her trash talk, palms to the wall, spreading her legs apart, presenting her ass cheeks. “Sure, I’ll make it easy for you,” she removed her palms and pulled her cheeks apart slightly to make it easier for me. “I still haven’t decided whether to send you back to the Johnson’s house after we have dinner. If you hit the bullseye and really want to stay, You have my blessing. That motivation enough, or do you mean something naughty?”
“Staying at the party would be great!”
I wanted to stay – and I wasn’t sure I wanted to push my luck to ask for something ‘naughty’ from my own Mom.
I was still uncomfortable looking at my mother and Harley’s body in the same way that I looked at the other women. I hadn’t given much of a look to Harley when I had the chance – and it cost me.
This time, I memorized every feature of my mother’s pussy lips and her very pronounced gaping asshole. I hate to admit that it turned me on to see how slippery she was back there and how willingly she exposed herself to me.
Her thighs were bound together with rope -a single ornament hanging between them. The reindeers seemed to be constantly changing their outfits and decorating themselves. I wondered how I could use the rope as a landmark to help me approximate where my mother’s pelvis was.
I also couldn’t help but feel a little flattered by Mom’s offer of a reward if I hit her ‘bullseye’. Honestly, I hadn’t even thought about going back to the Johnsons, though they were probably starting to wonder where I was. I didn’t dare joke back with her—I didn’t want to risk her saying she was kidding. Besides, with everything going on, I realized I was starting to work up quite an appetite. Dinner couldn’t come soon enough.
My dad is very well-read; he has been working on a quote for the White Whale thing in the background. “Talk not to me of shame, lad; I’d pin the moon itself if it dared mock me. Now, strike true, and show this beast we mean business!”
No one laughed like they had earlier when Eddie made his jokes. Dad tried again, this time much more dramatically, “This here party, my lad, is no less than the Pequod in search of the great white reindeer! And this candy cane—your harpoon. Don’t let her escape unmarked!”
That got some laughs, and Dad was satisfied. I tried to concentrate on the task at hand.
Mom adjusted her stance even wider, exaggerating how wide her legs could spread. Comet glanced over her shoulder at me with a mix of playful challenge and maternal warmth. Her tone carried a teasing edge, but there was something softer beneath it. “Alright, Nick. You snuck in here, told me you could handle it, and now here we are. Do you still think I was babying you before? Or are you ready to give me that peppermint injection—or are you going to miss and leave me in the loser’s circle for the first time in years?”
“You definitely give a new definition to ‘Thar she blows!’, Mom,” I laughed, and the crowd exploded – instilling me with confidence; my Mom nearly took her hands off her butt cheeks to cover her mouth. Harley laughed so hard that the candy cane in her butt almost fell out. I watched her adjust it and push it back in.
The room’s energy buzzing around me, I wanted to come across as cock sure and confident. I met her gaze, my lips twitching into a smirk. “B-9.” I said cryptically.
Mom raised an eyebrow, puzzled. “What’s B-9?”
“That’s me sinking your battleship!” I quipped, stepping forward with mock confidence.
The room erupted once again into raucous laughter, the girls cheering and hooting the loudest. “Oh, he’s got some fire in him!” Daisy shouted, clapping her hands. Even the other guys joined in, jeering playfully as the spotlight shifted fully onto me.
Mom chuckled, shaking her head. She was clearly amused but kept her composure. “Alright, big shot let’s see what you’ve got. Just remember—this is a party, and what happens here stays here. Don’t brag about what you saw here to your little brother, or...”
Eddie smacked her ass hard and said I had enough common sense to know what happens to loose lips – they suck dicks. I’d be starting with his if I said anything to anyone outside of the party.
Before I could respond, Cupid’s mischievous voice rang out. “Stick it in her shit hole, Nick! She can take it!”
“Not nice, Cupid!” Mom pouted, shooting a mock glare her way before turning back to me with a teasing grin. “Hang on now, Nick. Don’t tail me too hard—try ... try to aim for the Twat!”
Eddie spun me around to the beat of AC/DC’s Back in Black, – so I didn’t have a chance to even respond to that outrageous request – either hole had to be humiliating for them.
“Warmer! No, colder! No, wait—hotter!” The voices clashed and ricocheted, making it nearly impossible to focus as I staggered forward – now feeling the pressure. If I didn’t manage this, would she send me home? Perhaps I should not have made the bet at all.
Mom tossed another jab over her shoulder. “If you can’t hit this big ol’ fat ass, how do you ever hit the toilet at home?”
“If he sticks it where you need it stuck, you’ll be shitting on the toilet just fine—no more constipation, Comet,” Evan added calmly, referencing Mom’s earlier joke about his miss and how the dildo would shake something loose.
Mom grinned, clearly delighted by the banter. “Actually, I’d prefer it in my cunt, please. My booty’s a little sore—see if you can fit it in that tight little sugar shaker, Nick! Either hole will do – DSL!”
“DSL!!!” the other girls cheered.
“You’ve got performance anxiety, don’t you, Nick?” she added with mock concern. “Having second thoughts? Want to phone a friend?” my Mom teased – if she wanted me to do this, she sure wasn’t making it easier. I was careful and methodical. They won’t let you cheat and stab the air multiple times. You have one shot, and that’s a lot harder than it seems.
“Aaaannnnn-tish-a-pashion!!!” My aunt sang mockingly.
The other reindeer joined in, “Anticipation is making me late, Is keeping me waiting.”
Clearly, ridiculing me for taking my time.
A few people were also calling out directions and advice. I tightened my grip on the candy cane, isolating my sister’s calm voice from the noise. “Warmer ... hotter ... hotter ... C’mon, Nick!”
The noise melted into the background as I lunged forward, thrusting the candy cane. Silence fell over the room like a curtain dropping – I felt like I stabbed the dildo into the soft folds of a cooked Christmas ham. For a moment, I couldn’t feel or hear anything but the sound of my own heartbeat.
Eddie whipped the blindfold off, and my vision adjusted to the light. All eyes were on Mom. She turned her head, her face frozen in a mix of surprise and mild discomfort.
“Ouchie,” she said softly, her voice uncharacteristically timid. After a beat, she added, “Perfect bullseye.”
I’d managed to only leave a few inches sticking out my mother’s ass – ramming it in as far as I could and then pushing it in a little further. I assumed that she had lubed up well because there was absolutely no resistance when I hit the target.
The room exploded into chaos. Laughter, cheers, and shouts of “Ouchie, perfect bullseye!” echoed off the walls as the phrase became an instant chant. Mom turned beet red, burying her face in her hands while the commotion swirled around her.
Dad clapped me on the shoulder, his grin wide and approving as he stepped forward to address the room. “Well, would you look at that?” he boomed, his voice carrying the weight of pride and amusement. “I believe Melville said it best: ‘For as in this fish of the sea, so in the great whale, the tongue is suspended beneath the upper jaw... ‘ And damn it, Nick, you found it! A harpooner in the making! Let’s hear it for the boy who bested the beast!” His laugh was infectious, and the crowd erupted in cheers and applause, all eyes on me.
Amid the chaos, Mom peeked out from behind her hands, giving me a look that was equal parts mortified and impressed. “Okay, you can stop pushing it in now—you’re hitting my stomach, Nick.”
“Give it a twist, Nicky!” Eddie teased, grinning ear to ear.
“Yeah, give it a twist!” Cupid echoed, laughing. The two exchanged mischievous glances, sharing a rare moment of alignment in their chaos.
Eddie started rooting around in the Toy Box for another Dildo. “Talk amongst yourselves; we’ve got a bunch of these,” he offered. “Prancer you are up next!”
As Mom moved toward the winner’s circle to join the others, I called out, “Wait a minute.”
She stopped, turning to look at me with a mixture of confusion and exasperation. “What?”
“Turn around,” I said firmly, surprising even myself with the confidence in my voice. I don’t know why I felt the need to test that authority out right then, but I didn’t want her to just walk away and let this be over.
The other girls had slunk away immediately after being pinned, and the game continued, but it felt so anti-climactic. I wanted to know for sure that I won the bet.
Her expression shifted to one of mock disbelief, her eyebrows raised, and a teasing smirk on her lips. “What, so you can admire your work?” she asked, her tone dripping with playful defiance. Mom smirked, stepping into position with exaggerated flair. “Shall I pull my butt cheeks apart so you can see you sunk my battleship? Or is it enough to make me drip all over my floors while you tease me in front of friends I’ve known for years?”
I didn’t expect that. The room howled with laughter, but I had a different question. “So, I won the bet?”
“The bet? Yeah, we were not going to send you home anyway. That’s all you are worried about? As long as you don’t break any rules, you can stay. I’ll call Mrs. Johnson after the ring toss and make sure she knows you are okay.”
I could have asked about the ring toss or why she had to wait, but I decided not to do that. She asked me if I had any other questions or could be dismissed, and she called me Sir – but it was like she didn’t mean it at all in a respectful way.
“Does it hurt?” I asked, my voice quieter than I intended. I couldn’t help but notice how her pink pussy glistened and dripped now that her asshole was stuffed. The dildo forced her asshole wider- pushing her cheeks apart. It was in there – and good.
Comet’s blush deepened, and she opened her mouth to respond, but Daisy’s voice cut through the noise. “It’s supposed to hurt!” she shouted, her laughter ringing out. “Take it out, make her clean it off, and give it another go; maybe you didn’t do it right!”
it was a playful suggestion and obviously facetious.
My Mom shifted slightly as if testing the sensation, then gave a half-laugh, half-sigh. “Only a little, sweetheart. More surprising than painful,” she said, her voice soft but steady. Then, with a teasing smirk breaking through her flustered demeanor, she added, “You put me in the winner’s circle, and now it’s going to be up to me to win the ring toss! No caroling with losers!!”
The DSL ladies roared back defiantly. I wasn’t sure what the context of that was – obviously, it was some inside joke. Eddie found the dildo and gave it to Prancer to lube up – putting on a show and stealing the attention away from my conversation with my mother. Prancer filled her mouth with lube and began to suck on the dildo to apply it – it was hot, but I was still talking to my Mom.
Mom glanced at me; her face still flushed but managing a small, wry smile now that all the attention wasn’t on us. “So, Nick,” she asked softly, her tone teasing but laced with curiosity, “did you actually mean to hit the bullseye, or was that just beginner’s luck?”
Her question caught me off guard, and the room seemed to quiet down just enough for a few heads to turn our way, waiting to hear my answer to my mother’s question. I was glad I’d had a little Tequila because it may be dawning on me that I just rammed a huge candy cane up my mother’s ass in front of her friends and our family – and we were talking like it was perfectly normal.
“Was your asshole the bullseye?” I asked for clarification, trying to keep my voice low but failing as my face burned hotter. No one had explained the game thoroughly to me. I think a combination of drinking, the fact most people at the party had obviously done this before, and the overall lack of seriousness over the game made me think there really were no formal rules. “I thought you told someone that was the brown eye, and the target was your pussy hole?”
It sounded disgusting saying “pussy hole,” but I had heard women, including my Mom, use that term exactly when referring to their pussy, and the alternatives were twat and cunt. I wasn’t sure, even after everything, that I could say that to my Mom.
Mom’s blush deepened, but she held her composure, letting out a sharp laugh that turned more heads. “Oh, sweetie, you really are going there, aren’t you? I’ve been reminded by SEVERAL people tonight that it was my idea that we have to be totally honest and give full and explicit answers to anyone who asks us questions – one night of the year. No being coy, no dicking around the bush.”
My mom reached back to her throbbing pink ass and placed her hands on her ass cheeks – I got the impression part of the “explanation” someone gave her was a thorough spanking.
“Yes, I got spanked -a little attitude adjustment and a lecture on treating you like a baby. Yes, I enjoy anal, and yes, I like having a dildo packed neatly up my asshole. Did that answer your question, Sir?” My Mom’s blue eyes seemed to be searching me – testing my reaction to see how I’d respond.
My Mom’s use of the word Sir was not respectful. It dripped of playful sarcasm - but I still liked it when she said it.
“You won the bet, and you can give me and the other reindeer little orders tonight,” Her teasing smirk stayed intact as she straightened up and added, “May I turn around and join my reindeer sisters over there? I’ll wait here until you release me ... unless that earlier command of yours was meant to be an order?”
I hesitated, feeling the weight of the moment settle around us. The tequila I’d sipped earlier lent a faint buzz of confidence to my voice. “It was an order. I’ve got questions, and as long as I’m a guest at this party, I’m going to ask them. Aunt Daisy said I could tell the reindeer what to do tonight—just not anyone else’s—and that includes you. And if you misbehave...” I paused, summoning my best attempt at authority, “ ... I can send you somewhere worse than the naughty corner.”
Mom’s lips quirked into an amused smile, though a flicker of something deeper—curiosity, perhaps—passed through her eyes. “Oh, Cupid told you the rules, did she?” Mom glared at my aunt, who grinned innocently. I noticed Mom had carefully chosen to refer to her sister as “Cupid,” clearly avoiding the penalty for using her real name.
“Rules are rules,” Aunt Daisy replied with a shrug, unapologetic – overhearing our conversation.
I realized much too late that saying, “Cupid told me I could,” made me sound a little bratty. I wasn’t even sure what I wanted to say until that moment. “I have one more question!”