Logan Huntzberger. The playboy of Yale. Girls fall at his feet daily. His most poignant relationship to date was one miss Rory Gilmore. She was the one that intrigued him most. They have a weird relationship, more friends with benefits if you will. But the playboy was falling in love and wanting strings. The whole nine yards. He's just not sure if she wants him back.

Logan and the Yale crew with Rory in tow, just got back from New York after taking in dinner and a show, The Wedding Singer. After dropping Rory off at Branford, Logan stood outside her window and thought of the show they just saw. Robbie and Julia reminded him a lot of himself and Miss Gilmore.

Waiting here underneath your window

Hoping for some kind of sign

Every move, every tiny gesture

Only proves that you're not mine

I could write you a thousand love songs

Search the world for the perfect tune and rhyme

But what good would it do when it seems I'm out of time?

He knew that she wanted some kind of relationship with him, but with his reputation it was hard to grasp the truth. So he simply sat down on a bench and watched her, thinking of the words he longed to tell her.

If I told you

All the words I've yet to say

Would they matter

Or would you simply turn and walk away

If I hold you

Will you tell me I should go

Do I chance it

Or would it just be better not to know?

Rory Gilmore was a small town girl with big dreams. Always wore her heart on her sleeve. After getting back from New York, she thought long about the show she saw and the people she accompanied. She wondered about her relationship with the young Huntzberger. Was it really worth the pain? She wants the strings, but is afraid if she pushes for commitment that it will drive him away. As she unpacks she decides to think about what she wants out of it all.

Who's that girl with the perfect future

Her reflection says it all

Trying hard to pretend she's eager

Searching for some way to stall

So unsure of the road she's chosen

Faced with feelings her heart should not allow

One things certain, it seems

That she just can't turn back now

If she can't tell her how

Rory then looked out her window and saw Logan sitting across the way deep in thought. She then decided once and for all that she was going to tell him how she really felt. At the same time, Logan looked up at the window and saw Rory staring at him. He then ran inside to talk with her.

If I told you

All the words I've yet to say (all the words)

Would they matter

Or would you simply turn and walk away?

If I hold you (If I hold you)

Will you tell me I should go?

Do I chance it

Or would it just be better not to know?

Would it just be better not to know.

Logan knocked on the door. Rory answered, and was about to say something but was cut off with the most passionate kiss she had ever received. As soon as he let go, Logan told her his true feelings and she reciprocated. They held each other for a long time until Logan broke the ice and finally told her that he was in love with her. It was better to know. Telling each other was the way to pure happiness.

A year later, they went back to see the Wedding Singer as an anniversary gift. When Robbie stood outside Julia's bedroom window and sang "If I Told You" Rory looked at Logan gave a huge smile and a hand squeeze. At the end of the show, during curtain, Logan proposed in front of 1,500 people. Lorelai and Luke were present in the audience unbeknownst to Rory. The night was magical as well as the proposal.

It was the perfect ending to a new beginning.

AN: The Wedding Singer: Based on the 1998 New Line Cinema film starring Adam Sandler and Drew Barrymore. Broadway musical premiered at the Al Hirschfeld Theater in New York City on April 27, 2006 starring Stephen Lynch and Laura Benanti. Book, Music and Lyrics by Matthew Sklar, Chad Beguelin and Tim Herlihy. The song in this fic is called "If I Told You".

Gilmore Girls: Owned by ASP and the CW. if I owned it the 6th season wouldn't have existed.