So I decided to write a crossover of Gossip Girl and The Vampire Diaries. Elena, Caroline, Bonnie, Matt, Stefan and Damon all go to the Upper East Side for Christmas, and Blair, Chuck, Serena, Nate and Dan are forced to spend Christmas at home. What happens when they all meet? Set at a random point in Season 1 of The Vampire Diaries, before Bonnie's grandma dies and completely ignoring Katherine. Elena is going out with Stefan and knows he is a Vampire, but has a crush on Damon. Set sometime in Season 2 after Blair has lost Yale and she is single. Nate has broken up with Vanessa, and Dan has broken up with Serena, because they share a sibling. Chuck, Serena and Dan all live together. Completely ignoring Jenny and Vanessa . Oh yeah, and its Christmas (I know the time scale is all wrong and its spring at this point in Gossip Girl, but I'm just going to pretend it's Christmas again coz everyone loves Christmas). So basically everyone's single apart from Stefan + Elena and Caroline + Matt.

Disclaimer – I don't own Gossip Girl or The Vampire Diaries, or any of the characters, or anything at all really. Wish I did though :( Hope everyone likes it, and please review :) xxxx

Chapter 1

"Stefan!" squealed an extremely excited Elena. "Steefffannnn!"

Stefan grunted. As much as he loved his girlfriend, she was often a bit loud in the mornings. Reluctantly, he got out of bed and stared in the mirror for a second, smoothed over his hair and stumbled downstairs. He was not a morning person.

"Quit with the shouting guys. Last night's events were very... exhausting." Damon smirked as Elena pulled a face. Then he noticed Elena's eyes were glued to his chest, so he casually looked in the mirror on the opposite wall. He had sex hair, only three of the buttons on his shirt were done up and his eight-pack was clearly visible. He looked good, even for him. "Errm hello-o," he waved his hand in front of her face to get her attention. Her eyes returned to his face, but tried to sneak another look at his abs when she thought he was distracted by Stefan entering. "Once you've finished checking me out, I believe you had something to say", he commented smugly, causing Elena to blush and Stefan glare coldly at his brother.

Elena stuttered. She was completely distracted and had completely forgotten what she was going to say. All she knew was that she wanted to slap Damon. He was such a jerk. Such a fit jerk... A fit jerk with an amazing body... and really hot hair... Stefan's questioning glance at her snapped her out of it, and she continued, trying to pretend that nothing had happened, even though she knew she was blushing furiously. "Oh yeah, Bonnie and me-"

"Bonnie and I" Stefan corrected, while Damon laughed at his brother. "Ok, Bonnie and I" Elena glared playfully at Stefan whilst saying this, "decided we want to go to Manhattan this Christmas. And Caroline is coming, and Matt." She was really excited, and smiled at Stefan. "So, do you want to come?"

Stefan gave Elena an anxious look which clearly meant "But what about Damon? We can't trust him on his own here." Damon smirked – he understood what was going on, and laughed as a flustered Elena was trying to find a way out of taking him with them. After a long and slightly awkward pause, Elena gave in reluctantly, "We'd love you to come too Damon", giving Damon an incredibly fake smile. Damon was secretly delighted, despite what he pretended, he liked hanging out with Stefan and Elena, and would willing use any excuse to spend more time with them, even if it was only to annoy them and make Elena blush. But Damon knew that if Stefan knew he was excited, Stefan would think he was up to something, so he had to play it cool. "You want me to spend my Christmas babysitting all of you in Manhattan. The people there are so rich that if I kill anyone, there are a million different private investigations and you can't leave until they give up. What will I do for Christmas dinner?" he replied, with a glint in his eye.

"Eeewww Damon." Elena commented, while Stefan just laughed at his over-dramatic brother and replied, "We all know you have to come, so quit with the drama queen act bro." Damon just rolled his eyes. "K, but once we're there, we don't know each other and you don't get a say in what I do."

"Fine" Stefan grunted, already knowing that this trip was going to be a disaster. With Damon, it always was. "So, when are we leaving?"

"Tomorrow." Elena stated. "At 6 in the morning." Damon groaned and Stefan just laughed.