I am adding this lengthy authors note in hopes it finds you well.

Some things I'd like to mention before you give this fic a chance or write it off as ridiculous.

1.) I'm looking for someone to be a beta-reader. Someone who's going to help me with ideas... knowledgeable on TVD and OUAT. Also help me with grammar and that non-sense but in a respectable way.

2.) I am aware this is a crossover fic, but I was afraid nobody would see it as I've noticed crossover fics aren't as popular.

3.) I love OUAT so MUCH. There are two shows on this planet I can watch over and over and it's TVD and once upon a time. I got back into FanFiction when OUAT went on summer hiatus. I also discovered TVD on Netflix and man... I am so glad I did.

4.) if you are afraid of not understanding the once upon a time segments of this story. Shoot me a message. I'll do my best to fill any holes for you. (Though my ultimate recommendation is to watch the show.) Captain Hook is a character I swoon over. (I have a thing for men like Damon and Killian. They are so similar in their actions and how they love their OTP.)

5.) and finally, just give it a chance and keep an open mind. Let me know if you like it or even if you don't.

Chapter One

There has to be a way to break Kai's spell. We've always been able to find a loophole why would this be any different? Damon thought as he paced the parlor with a bottle of bourbon in hand. To him everyone seemed content with riding out this sleeping curse until Bon Bon croaked but that just wasn't good enough for Damon. He was happy for the first time in his long existence only to have it ripped away from him again. He didn't want to wait for Bonnie to die, he wanted a loophole and he wanted it now. Damon didn't want Elena to wake up years from now and Jeremy, Bonnie, & Alaric be gone. She had suffered enough in her short life, why add to it?

Stefan watched his brother from across the room. He hated to see him this way and hoped the lead he found would nudge him in the right direction. He would not sit for however many years and watch his brother self destruct.

"Hello Brother. I know you're there so just come on in here and have a drink with me." Damon didn't bother to look up at his brother as he made his way over to him. He just kept his eyes on the fire and passed him the bottle.

Stefan took a drink. "There's not a nice way to put this so I'm just going to say it. You're a wreck and you need to pull yourself together." Stefan kept his eyes on his brother wanting him to look up at him and say something. He passed the bottle back and got the fire poker and began poking the logs absentmindedly.

"I know that, Stefan but I can't. I can't accept this. I don't feel like we've done everything we can! There has always been a loophole! I was ready to be human with her. I was ready to have family and now I have to wait another 60 or so years for that?" He was facing his brother now. Desperation in his voice, agony on his face, and bourbon on his breath. He reached for the bottle of bourbon but Stefan wouldn't give it to him.

"I know you think you're alone in this and that we haven't been doing everything we can to find a loophole but we have. Caroline... Bonnie... Alaric... Hell even Enzo have been helping look for witches and spells that could counter this one. Bonnie and Enzo just returned from a town in Maine that may have some helpful answers." Stefan could see he had his brother's attention Finally.

"I'm listening." Damon buttoned his shirt up and began to pace again. Brooding was supposed to be Stefan's thing not his.

"Well, It's a town called Storybrooke, Maine. They just so happen to have some problems we may be able to help them fix and they have answers to fix a sleeping curse." Damon had an estranged look on his face.

Damon didn't say anything for a while. Damon knew it wouldn't hurt to check this lead. He needed to get away from Mystic Falls for a bit so what could it hurt?

"Alright, I'll pack up Elena and leave tonight." Damon smirked at Stefan, "Thanks brother." He patted him on the shoulder and began to leave the room but stefan was in front of him before he could take another step.

"Not so fast. You're not going alone, you know that right? Besides the town has a cloaking spell. You're going to need Bonnie to help get us in." Damon let out a sigh and Stefan stepped back.

"So we will just get the mystery machine and take the gang to Storybrooke. Tell them we're leaving in an hour. I've got to go talk to Elena." Stefan nodded at his brother as he got his phone out to start making calls.

Damon sat on the edge of the clock tower looking at the sky. He spotted Elena on the ground looking at him confused. He jumped down to greet her. Even if it was just him inside of her mind it felt real to him. He wrapped his arms around her and held her until she pulled away.

"Damon, how long has it been?" brown met blue and he could see her confusion. He hadn't been inside her mind until he told her goodbye. He promised her he wouldn't come back unless they found a way to break the spell.

"A few weeks. I missed you." He breathed. His lips met hers and she kissed him back passionately running her fingers through his hair. When they finally broke away from each other he ran his fingers over her cheek.

"I told you not to-" Damon put his finger on her lips his face just inches from hers and they were back on top of the clock tower now.

"I know, I'm here because we may have found a way to break the curse." He studied her face as she digested the information.

"But how?" Elena questioned. Ever since everyone told her goodbye she had spent her time in a burning room. She knew it was just in her mind but the burns felt so real. She didn't want to get her hopes up too much but she was ready to try anything to escape this hell.

"There's a town in Maine called Storybrooke. Stefan found it and says some very powerful witches live there. It's so magical they have their town cloaked and off the map."

"Wait a second, did you just say Storybrooke?"

"I know it sounds crazy-" Elena interrupted Damon she took his hand and kissed it.

"It's not crazy at all Damon. Ever since you told me goodbye I've been trapped in a burning room a little boy from Storybrooke." Elena couldn't help but beam. "He isn't cursed anymore either! He told me the spell was broken as a side effect he just ends up in that room occasionally when he sleeps!" She hugged him hard damon slowly wrapped his arms around her confused.

"I told Stefan to let the others know we are leaving soon. We are going to break this curse and then we are finally going to start our lives together." He leaned in and kissed her again holding her face in his hands, "I love you, Elena Gilbert."

"I love you too, Damon Salvatore. I can't wait." She smiled and kissed him one last time before he left.

Damon opened his eyes and released Elena's hand. He checked his phone, It had been nearly half an hour since he told Stefan what they were going to do. He kissed Elena's forehead and then closed the casket.

"Are you ready?"

"Yeah, let's go." they both lifted each end of the casket and loaded Elena into the UHAUL. Damon chose to stay in there with her while Stefan and Caroline drove. Bonnie and Alaric following behind with Baby Gilbert and Enzo.

So Let me know what you think. I'm really practicing my creative writing but it's so hard to write dialogue.