DISCLAIMER: Gossip Girl and its characters are the property of Cecily von Ziegesar and Warner Bros. No infringement intended.
AUTHOR'S NOTE: Just a little something that came to me while listening to Stars' "The First Five Times"
ARCHIVING: Only with the permission of the author.

The First Five Times
By Sydney Redfield


I: The First Time
:: The first time, in your backyard
Underneath the plastic sheeting
Outside, it was pouring
And we were drunk as shit ::

The first time Blair and Serena had sex, it was in Serena's backyard. In the midst of a wedding reception, a downpour started that sent the guests inside. The blonde, however, wouldn't budge and convinced Blair to dance with her in the rain. Once completely soaked, she dragged Serena under one of the plastic tents for some champagne.

Countless empty flutes later, Blair was sitting on the table, watching Serena, following tiny rivulets of water as they mapped broken trails over her flawless skin. She tried desperately to brush off the growing knot in her stomach, telling herself she was just drunk. But when Serena smiled at her, she couldn't stop herself from leaning in and capturing her lips.

The blonde didn't pull away but instead kissed back eagerly, making Blair shiver with want as soft hands glided over her still wet skin. They didn't speak, save for the tiny gasps as the need for each other battled with the need for oxygen. When skilled fingers grazed her inner thigh, a silent question, she arched forward and then Serena was touching her. Really touching her, fumbling with slick flesh as the brunette's hips rocked forward, seeking more contact. Serena responded, slipping inside of the damp heat and Blair felt so overwhelmed she thought she might die. She gasped and thrust and it was like the sky exploded behind her eyes as she came. When she finally opened her eyes, the blonde was smiling and Blair couldn't help but return it.


II: Next Time
:: Next time, at a party
When all our friends were there
There's nothing like their mattresses
Underneath the stair ::

The next time Blair and Serena were together, it was months later. It was at Nate's for some party or another and the last time she'd seen him, he'd ran off with Chuck for God knows what. Serena hadn't made it yet, so when she felt hands slip around her waist from behind, she tensed.

"Come with me."

She released the breath she didn't know she was holding and relaxed as she recognized Serena's voice.


Instead of answering, she took Blair's hand and guided her toward the stairs, leading her into the small room beneath them.

"So...clandestine," Blair teased as Serena shut the door behind them.

"The bathroom seemed cliché," the blonde said with a smile as she moved to the brunette, leaning down to kiss her without another word. "I'm sorry," she breathed, voice void of any apologetic tones, before moving her lips to her jaw and neck.

"Why?" Blair asked, running her fingers up and down the blonde's arms.

"We shouldn't be doing this," Serena whispered between kisses. She stopped to look up at the brunette. "But I couldn't stop thinking..."

Blair cut her off with a kiss. "Me either." Soon, her lips were trailing other places as she nipped and kissed every inch of skin she could find.

"Fuck," Serena whispered as Blair slid her hand under her shirt, brushing against the underside of her breasts.

"If that's what you really want," she responded with a devilish smile, slipping her other hand under Serena's skirt.


III: The Third Time
:: The third time, in the doorway
Lights all on around us
And the audience beside us
And the old man watching from a tree ::

The third time Blair and Serena had sex was the most exciting, though Blair would never tell anyone. Blair's bitch of a mother was throwing an after party for the release of her new line and Blair was quickly tiring of watching her play the loving mother she only was when there were people around. As she slipped away to room, Serena stopped her.

"Where are you off to?" She asked, following her up the stairs.

"Somewhere I don't have to see her."

"Somewhere that you can see me?" The blonde asked with a seductive smile.

"Maybe. My room?"

"I thought you'd never ask."

Before Blair could open the door, Serena stopped her by placing kisses down the back of her neck and exposed shoulders.

"What are you doing?"

"I want you. Now."

"There are people just yards away!"

"So?" Serena questioned leaning in to nip at Blair's exposed collarbone. "Be quiet and you won't alert them."

"Exhibitionist much?"

"Last time it was too clandestine. Can I ever make you happy?" Serena mock complained, complete with an adorable pout, as she slowly stroked her fingers over Blair's hip.

"Always," Blair responded, wrapping her fingers around the taller girl's wrist, guiding her beneath the hemline of her skirt.

Later, when Chuck told her what he'd seen and how he wanted to join in, she shoved him - hard - against the doorframe and told him if he didn't keep his mouth shut, everyone would know exactly how he felt about Nate.


IV: Fourth Time
:: Fourth time, I said that's it
You've agreed to give me everything
Now I've got to ask you one thing
Keep doing that forever ::

The fourth time Blair had sex with Serena was the first time in a bed. They were watching a movie and Blair was trying to ignore the light touches from Serena on every inch of exposed skin.

"You know, if you don't stop, we won't finish this," she said without looking away.

"Maybe I planned on that," the blonde replied as she rolled over to straddle the brunette.

"S," she whined, drawing the letter out as she tried to see the screen. "I wanna see if Isla stays for Rick!"

"We've seen this movie a hundred times," Serena said as she leaned down, blonde hair cascading around the two of them.

"I think this is the beginning of a beautiful friendship," Blair smirked.

"Just the beginning?"

Blair smiled and brought her hand up to cup the girl's cheek. "You are so fucking sexy."

"You're biased. You just like the things I do to you."

"Just a bonus," she whispered, pulling the blonde down until their lips connected. When Serena slid her tongue inside the brunette's mouth, the girl whimpered and bucked her hips upward.


"I want you. You've been teasing me with those touches since Isla walked into Rick's gin joint."

"Oh really?" She asked, repositioning so her thigh was between Blair's legs. Blair nodded. "Then I guess I should follow through," she said, exploring the girl's body with her fingertips. When she finally slid her hand between her legs, Blaire gasped.

"Don't stop. God, please don't ever stop."


V: Fifth Time
:: Fifth time in your bedroom
And finally, we rested
And you leaned upon your elbow
And began to speak to me

But you stopped yourself and kissed me
And I grabbed your lips and told you
I know, I know, I know
I feel the same as you ::

The fifth time Serena and Blair slept together was in Serena's bedroom. If you could call the room she was sleeping in at The Palace her bedroom. It was also the most important time they slept together for a number of reasons.

Blair had been over helping Serena unpack and sometime in between her shoes and her CD collection, Blair had found the temptation way too hard to resist and kissed her. As they stumbled around, falling backwards onto the bed, Serena's hands went to the buttons of Blair's shirt and she tensed.

"What's wrong?" Blair shook her head. "This isn't the first time I've seen you naked, B. This isn't even the first time we've slept together."

"I know," Blair said, blushing. "But it's different somehow."

"Better," Serena stated, placing kisses on her neck.

"Maybe." A beat. "Definitely."

Serena smiled. "Let me," she said, toying with the buttons again. This time, Blair didn't tense and eventually all of their clothes ended up scattered in the room. Afterwards, lying on the bed, gazing into each other's eyes, Serena smiled.

"What?" Blair asked and Serena shook her head. "Something."

"Just thinking."


"You. This." Us she wanted to say, but instead she propped herself up on her elbow and brushed her fingers lightly over the brunette's cheek. "I..." She started, but stopped just as quickly, leaning in to kiss the brunette. The kiss was long and languid, unlike most of them.

When they broke apart, Blair whispered, "I know. Me too."

The End

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