Hey everyone! For the first few chapters, there will be time jumps until the story continues for the most part on the present/future timeline of 2091. For my Bamon Shippers, the slow burn will be worth it I promise!

Characters and who I envision playing them:

Bonnie Bennett - Kat Graham

Damon Salvatore - Ian Somerhalder

Elena Gilbert/Salvatore - Nina Dobrev

Stefan Salvatore - Paul Wesley

Emily Bennett - Bianca Lawson

Disclaimer: These Characters Belong to LJ SMith/CW Network. No Copyright infringement is needed.

Sophia Archambeau - Tawny Cypress

Ewan - Booboo Stewart

Chapter 2

Year 2020, it has been about one year since Elena has woken up from Kai's Spell:

"Damon it's time we start talking about what our plan is, I'm going back to school full-time in the fall" Elena stated disrupting the kisses Damon was placing on her bare shoulder.

Damon groans and turns Elena around to face him.

"Isn't everything virtual these days? Wouldn't you much rather learn about human anatomy with me draped along the chaise lounge on our porch with this marvelous view of Portofino behind me….naked, I'll even let you cover me with post-its" Damon wiggled his eyebrows and gave Elena the classic Damon smirk.

Elena rolled her eyes and continued to button up her beige linen oversized top trying to stifle her laugh.

"I have loved being able to do my studies part-time with you here so we can both travel" Elena gave Damon a quick peck and walked towards their balcony. "But Caroline put in a lot of effort to compel literally everybody to get me back into school after last summer."

Damon winced after thinking about the months that followed Stefan's death, Elena waking up, him being human, and Bonnie leaving. He hadn't had a lot of time to fully work through everything that happened in such a small period. The first weeks weren't the hardest, he had his girl, both of his girls and Caroline too, whose daughters kept him quite busy when the mystic falls spice girls wanted some time to themselves. What was the hardest was everyone needing to go back to their lives, Caroline and Alaric had the school to open, which worked out because Damon couldn't stand being around the boarding house for longer than need be, and Bonnie…Bonnie left after making Damon and Elena spelled rings to shield them from supernatural beings that weren't in their direct circle since they were both now the most vulnerable of the group.

"Have you heard from Bonnie?" Damon interjected and then realized he had no idea what Elena was rambling about after talking about last summer.

"Actually yeah, she sent a postcard that arrived this morning, I'll go grab it!" Elena gave Damon another kiss and then quickly ran downstairs to retrieve the postcard.

Damon walked over to his phone to re-read the last text message Bonnie sent before she left to go on her world trip of domination, as he liked to call it.

"Damon, I know I told you that eventually, I will be leaving and that I would probably leave suddenly, not wanting you to talk me out of it more than you have already tried haha. I did not want to leave until I knew that you were okay, that everyone was okay. After our conversation a few nights ago, I knew it was time. I love you Damon, and I love Elena, and I want you guys to have a real shot with this time you guys now have together, and you can't do that with distractions, and I'm not talking about Lizzie and Josie lol Please send them my love and stop sneaking them sour gummy worms. I'm getting better at tracking with my magic, and with the rings it will be easier for me to find you both. I will send postcards when I can, I'm also leaving my phone with Caroline so you will not be able to harass me to make me change my mind. Be good to yourself, and your liver. Love, your Bon"

Damon set his phone back down right when Elena ran up behind him with the postcard. With her arm around his waist, she kissed his back and showed him the postcard with her free hand.

"She really does look so happy, he's no you, but he sure is cute" Elena beamed.

"Uhm excuse me, but who the hell is that" Damon stated annoyed and bothered as he burrowed his brows at the picture while taking the postcard from Elena's hand.

"I don't know but I am hoping that's my new future brother-in-law" Elena giggled as she followed Damon.

"Damon, we haven't even read the back of it yet!" Elena exclaimed as Damon tossed the postcard.

"I am suddenly very uninterested in what stranger danger Bonnie has to say" Damon took a mental note of where the postcard fell and turned around to wrap his arms around Elena's waist.

Elena rolled her eyes and wrapped her arms around Damon's neck.

"Are you jealous Damon? Should I be worried? Elena said sarcastically before rubbing her nose on his and kissing it.

"Elena, she doesn't have the best track record in men, and yes that includes your whiny little brother."

Elena rolled her eyes at him.

"She finally helped Enzo to find peace not too long ago and I just don't think she should rush into anything drastic" Damon widened his eyes to emphasize his point.

Elena chose to ignore that Damon considered Enzo haunting her through the psychic hold she had on him as a continuation of their relationship. Elena was happy that Bonnie was happy but couldn't shake the feeling that whenever Bonnie sends a postcard to check in, Damon would always have a smart sarcastic remark to it as if he were pushing away what he was really feeling.

"Okay on that note, I'm going to run down to the café and grab us some much-needed caffeine, and then I will check to see how much it will cost to start shipping our stuff back home."

Elena smiled and nipped at Damon's neck which caused him to groan.

"You have about 10 seconds to leave before I ruin another one of those button-downs" Damon wiggled his eyebrows and made sure to smack Elena's ass as she turned around to leave.

Damon dropped his smile after Elena had left their room and quickly went back to find the post-card that pictured Bonnie and a man that was certainly not Enzo, Jeremy, or Damon snuggled up on a bench in Tokyo smiling.

"Hey friends!" Damon rolled his eyes and made a mental note that it should have read "Hello my sexy best-friend… and Elena" Damon continued to read the postcard.

"Hey Friends! I'm sorry I haven't sent anything in a few weeks, I've been trying to be more in the moment and experience the world around me. I miss you both and can't wait to see you sometime when we are all back in the States. I'll see you both sometime soon. All my love, Bon. P.s. Damon, yes I am fine, this lovely gentleman named Ewan has been showing Sophia and me around Tokyo.

"What kind of name is Ewan" Damon muttered to himself; brows still burrowed.

Damon quickly grabbed his phone to look up flights to Tokyo.

Sometime after Damon Passed:

"This is never going to get old" Damon shot Stefan a smirk as he revved the engine to his blue 1969 Chevy Camaro Convertible with Stefan nodding in agreement.

They both lunged forward when Damon pressed his foot fully on the gas pedal. They would not be able to say how long it has been since finding peace, time worked differently than it did with the world of the living. Damon would have lived his same life repeatedly, the good, bad, and the ugly if it meant that the result would be living forever in peace with his brother. They were able to shift timelines as they needed to and recall different events they were not there together for. Sometimes, if they concentrated hard enough, they could sense and even sometimes see the people they loved that were still living.

They finally made it back to the boarding house after speeding through an empty Mystic Falls, changing the timeline at will which meant sometimes the scenery was modern and sometimes it was Mystic Falls 1864.

Stefan got out of the car first and noticed that something was not right but couldn't quite put his finger on it. The air suddenly felt cold which was strange because they hadn't felt cold since finding peace. Damon caught up to Stefan and felt the temperature change the closer they got to the house.

"Uh.. Stef please tell me you're suddenly going through the change and making the house a walk-in ice box purposely"

"No it's not me, I'll go through first"

"Nope, no-can-do baby brother, I will go, we've had enough of you being the bigger person to last all lifetimes" Damon stated while smiling nervously.

"Oookay, you first" Stefan patted Damon's shoulder.

Damon walked into the house and smelled the familiar scent of a certain Bennett witch.

"Damon Salvatore, we had a deal, and I am summoning you to fulfill it, my line is in trouble."

"Nice to see you too Emily, I knew I should have read the terms and conditions of finding peace" Damon stated as he scowled looking at Emily Bennett.