Title: Firsts

Character/pairing: Blair/Dan

Disclaimer: Gossip Girl does not belong to me and I am not making any money from writing fan fiction.

Rating: PG

Warnings: Fic is unbetaed. Read at your own risk. I appreciate your feedback and constructive criticisms.

Notes: This story started out as a drabble and grew from there. Below are 3 drabbles - they can standalone or continuating parts of the other.

Alternate Universe (AU). In this reality Dan and Blair attend Yale. Blair got in via late entry and Dan got a student loan (plus help from Rufus) to fund college.


The first time Dan kissed Vanessa Abrams, they were in Central Park having a picnic and reading their favourite literature. She was sitting on top/astride of him and giving him a tickle fest in punishment for his incorrigible teasing. Their eyes met and she initiated things from there.

The first time Dan kissed Serena Van Der Woodsen, it started tentatively and almost shy in nature. It was how he always imagined it to be wild, flighty, unattainable and too good to be true.

The first time Dan kissed Rachel Carr, it was in her apartment and she kissed him first. It was unavoidable as they had being dancing around each other for weeks. He thought he never wanted it to stop but when it did he didn't miss it at all.

The first time Dan kissed Blair Waldorf, it was in annoyance. He couldn't take her continuous diatribes on the merits or demerits of being poor and coming from Brooklyn. He wanted to respond in kind but her disparaging verbal virtuoso held him dumb and incapable. He thought that maybe if he kissed her she would finally shut up or be so annoyingly dumbfounded that he could escape from her tongue lashing of girly evil. That was 2 years ago and he has not stopped kissing her ever since.


They broke off the kiss, Dan found that his initial reasons for kissing Blair have escaped his mind. He is unable to move from where he stood, due to being dumbfounded at the impact of the kiss and the emotions it invoked in him. They were not emotions he would have ever associated with Blair Waldorf.

Blair Waldorf lifted up her right hand towards face level and Dan flinched from the anticipation of the slap that never came.

Blair's hand gently grazed her lips in reminiscence of the kiss. Dan watched in slow motion as her hands moved from her lips, to the tips of his shirt collar. He began to stammer in gibberish, in an attempt to apologise, while he anticipating his punishment.

The sane part of Blair's mind kept reminding her that this was Brooklyn, that came with cravings for things like pork, cheese, subways and pretentious idiots who claimed to be writers. The spontaneous side of Blair (which was often suppressed) erred on the side of caution, it was eager to see if it could spontaneously combust again under the ministrations of Dan's lips.

Without allowing herself to process what happened and with whom; like an out of body experience Blair found herself grabbing at Humphrey's collar.

Humphrey continued his renditions of all things gibberish, Blair Waldorf gazed at him in amusement and said, "Shut up Humphrey and kiss me again."


The first step to recovery is admitting you have a problem.

Blair Waldorf refused to admit she had a problem.

While Serena, Nate and Chuck were out partying and making the most of their time in the Hamptons; Blair was tossing and turning in her bed. Blair was unsettled and in a crabby mood, she hadn't slept in over 48 hours and someone's head was going to roll.

Blair picked up her cell and began to dial a number.

"Hello", said a sleepy voice.

"I hate you Humphrey!"

"Blair?" replied a startled but still sleepy Dan.

"I hate you Humphrey!" she repeated. "I can't sleep and it's all your fault."

"Normal people count sheep Blair," replied Dan dryly, sounding more awake.

"What do you think I have being doing the past 48 hours? Somehow, I think I kinda got used to you droning on about your stories that, I can't sleep without it?"

"Is this your way of telling me you miss me Waldorf?"

She could tell from his voice that he was now alert and there was also a hint of laughter in there as he delivered his last sentence.

"Don't flatter yourself Humphrey. It seems my sleeping senses have got accustomed to you droning on."

"So basically you want me to read you a bed time story?" chuckled Dan.

"You really are enjoying yourself at my expense aren't you?"

"Hey who called whom?"

"Whatever cabbage patch, just recite me something, so that I can sleep."

"Hang on, I thought we agreed (cough! you instructed) not to contact each other while on spring break?"

"I swear Humphrey, if you don't do something to make me sleep, I'll smother you with a pillow when I get back to college."

"Promises promises", chuckled Dan.

"Humphrey?" whined Blair

"Okay, only because you begged so beautifully."

"And I don't want your sorry attempt of a story about Two Princes, a Princess and a Pauper; which is basically a lame attempt of a story about You, me, Chuck and Nate."

Dan chuckled in response to her retort. "So what story do you want me to recite then?"

"I like the one about the lady and the servant boy."

"And I'm the one with the lame attempt at telling stories masking our real lives."

"I swear Humphrey that smothering with a pillow is looking more like a hired assassin."

"Promises promises", chuckled Dan.

She harrumphed and said "I liked it better when you were scared of me."

"Ok…" he said in defeat.

"Like you have a choice?"

"Ok Waldorf, here we go. Once upon a time in a land far far away there lived a beautiful princess…"

With Dan's soothing voice, Blair fell asleep within a few minutes into the story. Dan continued with the story for another 30 minutes, just to ensure that Blair was sleeping deeply. Once he was sure of this, he ended the story by saying sweetly, "Good night Blair".