Story takes place after Season 2 in the summer before Season 3. In this story Jenny is more like her Season 2 self and doesn't care about being queen or being popular.

I stand over my bathroom counter staring at a small plastic stick.

Crazy how two little lines could change everything.

There's no way I was ready for this. And Nate definitely wasn't was he?

No of course not, he was just starting at Columbia today for God's sake. And I was supposed to be starting my last year at Constance. I was going to try to fly under the radar, I'd turn down Blair's proposal to be "queen". I just wanted to have a normal year and graduate.

Normal, my ass.

"Jenny!", I hear Dan call.

"One sec-", I start fumbling over the package of the test, but was caught off as my idiot brother opened the bathroom door.

"Jheez Dan! Stop!", I whine.

"I didn't see anything!", Dan said, hands over his eyes in that stupid, awkward way he acts. "I just think you're gonna be late, and I gotta head out soon too".

I look up to see the test has fallen in the sink.

I crumble the package and stick it in my pocket. I can't have Dan finding that in the trash.

"I know, I know, I'll be like one minute. I swear", I say, my hands on my temples. One minute exactly. I set my dad's stupid egg timer from the kitchen.

"Okay. I just want to remind you that Dad let us both live here during the week under the pretence that we'd actually y'know... go to school, function as adults, not stay in the bathroom for 10 minutes and show up late to their first day of senior year", Dan droned on. "Plus Dad's kind of trusting me to make sure you're okay now".

"I know", I sigh. "But I am okay, I promise".

"Okay. I'm gonna head out now, promise me you'll get to school on time, or else it's a one way ticket to the Upper East Side with Serena, Eric, Blair, Chuck and Nate", Dan says. "They're not so bad, but I know you're trying to stay out of the drama this year".

"I am", I say as the timer goes off and I jump at the mere mention of Nate's name. "And I promise, there's nothing to worry about, you can go".

"Alright. Love you Jen".

I pick up the test.

"Love you too".

I hear Dan walk down the short hall and shut the loft door.

I look down at the two fairly prominent lines staring back at me.

Sure. I think to myself. Nothing to worry about.

I mean it wasn't like I planned for this at all.

I felt stupid in fact. I'd only done it once. I still kind of felt like a virgin if it weren't for the fact that I remembered it like someone was putting me in a time warp every night that took me back to that night in The Hamptons.

Of course I liked Nate. He felt safe, and I knew he wouldn't hurt me. I knew I liked him. I just never imagined he would feel anything for me back. Last year at the fashion show I'd put on it was one of the best nights of my life but it felt slightly to good to be true and ended faster than it started.

Still, maybe it's something about the end of July heat or the way that I feel like a different person out of the city and in The Hamptons, and I think Nate did too.

I feel embarrassed and silly that I still remember the date; July 29th 2009.

Obviously me and Nate had known each other for a while. When he arrived back from his trip to Europe a week after the 4th of July, he texted me to see if I was in town and wanted to hang out.

I remember perking up. But I didn't want to get my hopes up. Maybe Serena, Blair, or Chuck just weren't in town?

Truthfully I'd spent the whole summer with Eric at Cece's Hamptons home sketching some designs for new pieces, reading, tanning, and eating a ton of takeout.

Eric urged me to go even though I felt like Nate wasn't interested in me that way.

From the day he showed up we spent every day together. Bike riding, swimming, going on drives in Nate's family's jeep, seeing stars late at night, playing cards on the beach, shopping even.

Every night I'd creep in the door like my dad wouldn't hear, even though I'm sure he did, and find Eric waiting in my room to hear about mine and Nate's adventure of the day.

Sometimes I'd ask him where Chuck was or where Blair and Serena were. Chuck and Blair spent much of the summer in Paris with Harold and Roman, and Serena was off on the party circuit in different magazines each week.

I'd ask him why he didn't want to visit Chuck or go travel with some socialite he'd met on vacation.

He'd always just respond: "Why would I do that when I'm here with you?".

It was the best month of my life, but in the back of my head I worried that it would all end when the summer came to a close.

One night we'd gone to a party at the Nichol's mansion. Nate had asked me to go even though we both knew it probably wouldn't measure up to nights laying on the beach with no one in sight.

I could feel the stares on me at the party, and clenched Nate's hand tighter. I knew there were people who thought we shouldn't be together.

Not that we were even technically together.

We'd left the party early that night and gone back to Cece's beach house where no one was home, and I finally came clean.

"Nate why are you with me right now?".

"What do you mean", He'd taken my hands. "Because I like you and because me and you connect".

"I know, but did you see the stares?", I stared into his greeny blue eyes. I'd compared them to the water here in my mind.

"I've always been kinda used to that being in my family", Nate scoffed, but moved closer to me as I looked at the ground.

"Look at me", he whispered about an inch away from my lips.

I opened my eyes and my gaze fell into his.

"I want to be here with you. I want to bring you to these things if you want to go. I want to be able to walk around the city with you, to come see you at school, for our families to meet each other", Nate smiled.

"Really?", I whispered.

"Yes really, why is that so hard to believe?", Nate let out a small laugh.

I laughed back and put my head in my hands.

"I don't know, I'm just nervous I guess".

He pulled my hands back gently.

"Don't be", He said softly. "There's also something else I've kind of been wanting to do".

I looked up and leaned in as Nate's lips fell down to mine. I leaned back on the railing on the porch as he deepened the kiss. I stood on my tippy toes to put my hands behind his neck pulling on his hair before we both mutually pulled away slowly.

We stayed in that position for a while, my hands on the back of his neck and him smiling down at me, my cheeks blushing.

"Well that was...", Nate laughed.

"Unexpected", I giggled and jumped up to kiss him again feeling the smile on his lips.

Unexpected, yeah that's for sure. But that has nothing on this September 7th day and the white stick that determined my future in my shaking hands.