Disclaimer: I own nothing but a warped imagination and a weird sense of humor.

A/N: A special thanks has to go out to my sister 30 Second Romance, as without her, the list would never have been completed.

The Bucket List

Damon sighed, flopping back onto his bed. It was coming up midnight and he was bored. Sure, he could quell the boredom with sleep, but he knew the second he woke up in the morning it would be back once more. He'd been feeling this way for about a week. Nothing seemed to amuse him anymore. Normally he'd swan around the place making sarcastic comments and basking in the misery and hardships of others, but it just wasn't giving him the same wave of pleasure it used too. As he stared up at the ceiling contemplating finding some hot girl to occupy his time, something popped into his head.

His list.

He'd written it back when he was human, a bucket list of sorts, but when he became a vampire he never really bothered with it anymore. After all, he now had all the time in the world to do whatever he wanted. He walked over to the small shelf where his box of memories sat. It was nowhere near as full as it should have been, but he found it rather trivial trying to keep memories when he was going to be around for quite some time. He opened the box's sleek black lid, pulling out the folded up piece of paper which was nestled neatly on top, unfolding it carefully. His eyes scanned down to the list, mentally checking off which one's he'd done.

1. Do something reckless – Done, many times.

2. See the world – Very done, I've seen a lot in my 171 years of life and walking death

3. Get ridiculously drunk – Done, whiskey is my best friend.

4. Day dedicated to annoying Stefan – Surprisingly not done, well not up to my standard

5. Fall in love – Done, Katherine. Enough said.

6. Steal a wish from a well – Done, although I'm not exactly proud of this. One of my lamest moments.

7. Ride a horse bareback – Done, very painful. Sore balls and lots of chafing.

8. Bury all of Stefan's clothes – Done. Funny yet horrifying witnessing Stefan storming around in long-johns.

9. Throw a huge ball – Done time and time again.

10. Get married – I've got all the time in the world to get this one done.

As his eyes scanned over the list once more, his brows furrowed at the realization that he'd done most of the things on it. He sighed, walking over to his bedside table and placing the note down before falling into bed. As he lay drifting off he made the decision he was going to make a new list in the morning.

"You're looking particularly glum this morning." Stefan commented rather cheerfully from the sofa where he was sat with Elena. Damon yawned, plopping himself down into the chair opposite them.

He rolled his eyes, making an animal like noise as he rolled his head back. "Yeah, well you would be too if you were bored out of your mind." He groaned, slouching down in the chair as far as he possibly could without falling to the floor.

"You actually get bored?" Elena commented with a chuckle as she observed a rather petulant looking Damon pouting. "I thought that was one of the few positives of being you, lack of boredom?"

"Unfortunately, despite being absolutely incredible, I still suffer from boredom like everyone else." He flashed her a sarcastic smirk, "But anyway, I've got a proposition for you two."

"Fire away." Stefan said, sitting forward and clasping his hands together.

"Well, I found my old Bucket List, but unfortunately, I appear to have done most of the items on the list. So, I was hoping you two could help me come up with some more."

"You actually want our help?" Stefan questioned, quirking an eyebrow in his brothers direction. Damon didn't falter, just rolled his eyes once more. Stefan nodded. "Okay, we'll help you."

Elena smiled and stood up. Damon and Stefan both looked up at her. "Well if you're making a new one, we might as well get everyone else involved. It'll give us all something to do. After all, you're not the only person to every get bored." With that she left the room.

Half an hour later, Damon, Stefan, Elena, Bonnie, Tyler, Caroline, Matt, Jeremy and Alaric were gathered at the Salvatore household, ready to help Damon come up with items for his list. Damon wasn't entire sure why everyone had been invited, he was only planning on getting help from Stefan and Elena, not the entire gang plus extras. He questioned Elena why practically 'the whole town' had turned up, but just received incoherent mumbles about a chain of inviting events.

"So, where do we start?" Caroline asked, propping herself up in her chair, a huge smile spreading across her face in anticipation. Everyone else looked bored which made Damon even more suspicious as to why they'd bothered to come, it wasn't as if someone had forced them into it. The room was silent apart from the sounds of heavy breathing and the occasional 'mmm' as Matt looked like he was actually thinking.

Damon rolled his eyes, "Well, the two I haven't done yet are staying on. This list is a challenge and I never back down from a challenge." he stated, writing down the two remaining items as 1 and 2 of his new list.

1. Day dedicated to annoying Stefan

2. Get married

Stefan leant over the table, scowling at the first item on the list. "Don't you think you've annoyed me enough over the years?"

"Nope," Damon grinned, "Until I've spent an entire day solely annoying you, it will never be enough." He smiled what he aimed to be a sweet and innocent smile before placing the pen down on the table top. "So that's sorted, any ideas?"

There was silence as everyone pondered the possible additions to Damon's new list. There were many thoughts popping into people's heads, most of which were things they wanted to do before they died. They were fairly certain Damon would have done most of the things and would consider the rest trivial. After all, creating a bucket list for a Vampire wasn't a regular thing.

"You could research the Druids?" Bonnie piped up. Damon didn't answer, just cast her a look that said 'I'd really rather not'. "What? It's a good idea and it could be really interesting."

"For you maybe, for me the idea of doing that would be torture. This is a list of things I actually want to do or at least challenging things – not stuff that could made me die of boredom."

"Fine." Bonnie stated with a pout, propping her chin up on her hands and glaring down at the table. Once again the room became silent, leaving only the faint sound of breathing, the odd uncomfortable cough from Matt and the sound of the large clock ticking from the hallway.

"We could take a road trip?" Stefan suggested. If he hadn't been sitting down, Damon probably would have collapsed – Stefan actually wanted to spend time with him.

"Is one day of having me annoy you not enough?" Damon questioned with a smirk, twirling the pen he was holding between his fingers.

Stefan smirked slightly, his brows furrowed his he shook his head, a small chuckle escaping from his lips. "Not to annoy me, just to have some brotherly bonding time, it'll be fun." He looked sincere.

Damon held his brothers gaze, narrowing his eyes briefly for any sign of doubt in his siblings eyes, but there wasn't any. "I like the sound of that." He smirked once more, adding the item to his list

3. Take a road trip.

"Anyone else have anything to add? I mean I could literally sit here forever, most of you on the other hand – I don't think you'd be so much fun in around 60 years or so." All human eyes narrowed in his direction. "That's if you'd last that long," he added, licking his lips.

An awkward tension filled the air. Everyone was sat in silence, glancing around everywhere in the room except for at each other.

"You could have a Stag-do?" Alaric suggested, the room filling with the sound of long held breaths being released. "I mean you might never meet the right girl or get married in our life time and I'd hate to miss out on a good party."

"I like how you think Saltzman." Damon grinned, excitedly adding to his list.

4. Have a Stag-do.

His list wasn't done, but already Damon was excited. He wasn't entirely sure why, but Alaric's suggestion had triggered it. It wasn't like he never partied, hell, pretty much every day was a party when you're Damon Salvatore. But the idea of partying for an actual purpose and doing something considered so natural to humans really got him feeling giddy and ready to go.

Alaric's suggestion had obviously got the whole process going as dull chatter filled the room as stag-do idea's started floating around the place. Whilst listening to the different conversations Damon briefly heard the words: Strippers, Vegas, Casino's and enough booze to fill the oceans. If he wasn't excited before, he definitely was now.

"Dress up as a woman for a day?" The conversations came to a halt as all eyes darted towards Tyler. He was sat beside Caroline with the worlds most accomplished grin on his face "Well it would be pretty funny, unless you're too scared?" He quirked an eyebrow challengingly at Damon.

"Scared? Please," Damon scoffed, rolling his eyes. "I'm not scared of anything." He added the item to his list. He wasn't going to admit it, but he was pretty reluctant. After all, he felt he was the epitome of the perfect man and dressing up as a woman would seriously ruin that image, even if it was just for a dare of sorts.

5. Dress up as a woman.

"Well that's my contribution. I'm gonna leave you guys too it." Tyler said, standing up from the table, still grinning in triumph.

"I see, drop me in it then run away? Sly move Lockwood." Damon commented, his lips pursed as he kept his eyes on Tyler.

"I never run away Salvatore. Besides, I've got more important things to do." He smirked, kissing Caroline on the lips before sauntering out of the room.

"Well, he's a party pooper." Damon muttered, staring at down at the pen which he was twirling between his fingers once more as the sound of the front door being closed echoed through the house

"Hug a hybrid day!" Caroline shouted excitedly, practically jumping out of her seat. If he had been human, Damon was sure he'd have died of a heartattack.

"What?" he questioned, rubbing his ear to rid it of the ringing sound that was echoing inside.

"Hug a hybrid day. Now that he's gone I can finally suggest possibly the best idea ever." Confused eyes focused on where she was sat, practically bouncing in her seat. "You have to hug Tyler and Klaus in the same day." She stated as if it was the most obvious thing in the world and giving everyone a look that said 'Duh!' "Now that would be a challenge." She tapped her hand against the table top and smirked in satisfaction at her own suggestion before leaning back casually in her chair.

"You've got to admit, that would be pretty challenging considering neither of them are your biggest fan." Matt said, idly rubbing the back of his head and making his already messy hair even more of a nest.

Damon rolled his eyes again. "Fine, but if anyone ends up dead, on your head be it." He warned, pointing the pen threateningly at Caroline before adding the item to his list.

6. Hug a Hybrid day.

Damon had just finished slowly writing out the last suggestion when the sound of the front door being opened and closed attracted everyone's attention. All eyes focused on the large doorway to the room.

"Ah, look who's arrived. Guess news of fun travels fast." Damon commented as Klaus, Elijah, Rebekah, Kol and Finn entered the room.

"We heard you're making a bucket list and the idea of you dying in the near future was much too appealing to pass up on." Klaus stated, leaning casually against the wall, his arms folded loosely across his chest.

"We were hoping we could give you some additions to your list that might make that perfect day arrive as quickly as possible." Kol commented dryly as he inspected a picture on the wall.

"Nice try, but anything that risks this beautiful face isn't happening." Damon stated before looking over to where Jeremy and Matt were sat. Since the originals had arrived he could hear their faint chatter and chuckles from down the other end of the table. "Would you care to share with the class what you find so amusing?" Damon asked, focusing his narrowed gaze on Jeremy who appeared to be the instigator.

"Play party games together." Jeremy answered, an amused smirk on his face as he pointed from the Salvatore's to the Mikaelson's. Matt chuckled from beside him stopping immediately as Finn's lip curled up into sneer, briefly casting his eyes to the Salvatore's before looking away in disgust.

"I think I'd rather be shot with wooden bullets." Kol stated in a matter-of-fact tone, his expression one of boredom.

"That can be arranged." Damon quipped, narrowing his eyes at Kol.

"Well if you're too chicken…" Jeremy drawled out, tracing the patterns of the wooden table with his fingertip before looking up smugly.

"I'm no chicken." Damon stated, quirking an eye dangerously at Kol who looked pretty much ready to rip his head off.

"What about you guys? Are you scared they'll beat you?" Alaric questioned, craning his neck to look over at the Mikaelson siblings who were gathered around the doorway to the room.

"Please, they couldn't beat us even if we refused to try. We are far superior." Finn drawled out, allowing his stance to relax as he perched himself on the edge of a wooden cabinet.

"Fine, add it to your little list. But if anyone gets hurt or loses a limb I refuse to take responsibility." Klaus warned as Stefan nodded in agreement. Damon clenched his teeth and added the suggestion.

7. Play party games with The Originals

There was a clear tension in the air as the Salvatore's…well Damon and the Mikaelson's (Klaus and Kol) exchanged heated glares. "Well there's my contribution. I've got work so I'm gonna head off." Jeremy piped up slightly, attracting everyone's attention. He gave a small wave as he left, Matt's gaze following him with a pleading look on his face that said "help me out here, take me with you!"

There was another silence, less awkward than the first but still not entirely neutral. "Do you guys have any ideas?" Damon questioned, turning his head to address the Mikaelson's. "Or did you just come round to stare at my beautiful face?"

"Kill yourself?" Klaus suggested, with a large, closed-mouthed grin. Damon sent him a single glare as Klaus turned his attention towards Caroline who'd been absentmindedly staring at him. She quickly looked away and shifted uncomfortably in her seat.

"Read the entire works of famous authors?" Elijah offered, "It could be interesting to broaden your literary horizons." He mused, looking off into the distance at nothing in particular.

"Please, that's more Stefan's thing." Damon answered, but Elijah wasn't really listening. He looked deep in thought his brows furrowed and his look remained focused towards the floor by the fireplace.

"Let me torture you and your brother to death?" Kol questioned as he twirled a vase around in his hands, examining it idly. Damon snorted loudly in response.

"As if you could – and don't drop that Vase, it's more than your life's worth."

"Never speak ever again?" Finn near muttered, as he looked around the room, taking in his surroundings. Damon was going to comment about how if they weren't going to take the list seriously, they might as well leave before he did something they'd regret, but he chose to pretend he didn't hear the comment.

"Let me stake you in the balls?" Rebekah asked as she examined her fingernails then looked towards Damon with a hopeful look. He shook his head and rolled his eyes. She pouted and turned her attention back to her nails.

There was silence again, so silent in fact you could have heard an ant fart.

"You know what, I think I'm gonna go too…" Matt drawled out, making to get up from his chair.

"You can't, you haven't contributed!" Caroline piped up in a high pitched voice, still noticing Klaus staring at her out the corner of her eye. She grabbed hold of Matt and slammed him back down into his chair.

"That hurt." He muttered, hovering up to rub his butt. "I really don't know…wash a car?"

Damon rolled his eyes and Matt shrugged.

"Shave your head?" he suggested again. He didn't have any decent ideas. He'd only come along because he felt he might miss out on something interesting. If he'd have known he'd have to contribute, he'd have stayed at home or taken up the spare shift at The Grill.

Damon's eyes widened as he smoothed a hand through his hair. "No. That's never going to happen."

Matt sighed loudly, resting his chin on his hands and staring down at the table top. He was quiet for quite some time before he raised his head, "Brother Swap?" he suggested, nodding decisively as the everyone else looked rather confused. "Like wife swap, but you swap brothers. Klaus could come live here and Stefan could go live with Elijah." The room filled with the sound of 'ahh's' as most seemed to be nodding in agreement, even Kol.

"Ooo, I like it." Caroline piped up. "What do you think Damon? It could be fun…or is this something you're going to have to chicken out of."

"Like I said, I never chicken out of anything, but there's three other people whose permission I'm going to need." He signaled round to Stefan, Elijah and Klaus.

"I think it's a good idea, give us all some time to bond." Elijah said with a smile before looking towards his brother. "What do you think?"

"I'd rather be shot in the arse with wooden bullets." Klaus grimaced.

"Please. The entire thing could be interesting." Elijah gave his brother his best persuasive smile.

"Or are you too chicken?" Stefan asked with a smirk.

"I am no chicken." Klaus snapped, folding his arms across his chest and pouting. "Fine, but I'm not moving out of my home. Whichever one of you is going to be annoying me with your presence, you'll have to come and live with me. My house, my rules."

"Fine, drama queen." Damon quipped before adding the item to his list.

8. Brother Swap.

"Well as our original friends here have failed to come up with any decent ideas, what about you Bonnie, any idea's that don't suck?" Damon asked, leaning slightly across the table and smirking smugly at Bonnie.

"Have a manly pamper day? Face masks, massages, spa's, the works." Damon cast her the same look as before. "What's wrong? You scared to show your feminine side."

"Fine, but if I'm doing it, I'm not going there alone." He pointed his pen threateningly around the room.

"So you shouldn't, us girls don't do pamper days alone." Caroline chirped up whilst the rest of the guys around the table looked rather glum. Damon scribbled down the suggestion.

9. Manly pamper day.

"I can just see you now, in a facemask." Kol mocked.

Damon shot him a glare before turning to Elena. "Elena? You've been awfully quiet, care to fill the last space?"

Elena smiled to herself and shifted in her seat. "Let Stefan be in charge of you for a day." She placed her hand on top of Stefan's on the surface of the table.

"What?! No way." Damon near shouted, his face contorting in disapproval.

"Scared?" She asked, quirking an eyebrow at him and meeting his gaze.

"No, this is a bucket list of things I want to do before I die. Not things I'd rather not do ever." he looked away from her, hoping she'd let it drop and move on to something else. He was wrong.

"We'll have a vote." She stated with a smug grin and raised her hand. Everyone else followed suit.

So the last item was decided. Damon grimaced as he wrote down the final item on his list

10. Let Stefan be in charge for a day.

He placed the pen down and picked up the list, scanning the completed thing up and down.

1. Day dedicated to annoying Stefan

2. Get married

3. Take a road trip

4. Have a stag-do

5. Dress up as a woman

6. Hug a Hybrid day

7. Play party games with The Originals

8. Brother Swap

9. Manly pamper day

10. Let Stefan be in charge for a day

"Well, this is going to be very interesting."

Thanks for reading!