Disclaimer: Characters belong to WB, Gilmore Girls etc. No one, other than fictitious characters I create, do they belong to me.

Pairing: Tristan and Rory

Author's Note: Tristan never did become friends with the Duncan group or been sent away from Chilton. This is an alternate universe, and don't expect perfect grammatical essay or realistic happenings.

Summary: Tristan became a well-known bachelor in New York, CEO of his own firm, Dugray Corp. The story of how and when he fell in love with Rory Gilmore. Talking about his pain to 20/20 anchor, Barbara Walters, for the first time in ten years.

"Tristan Dugray, CEO of Dugray Corporations, was named Times' top fifteen richest men. He has succeeded in the business world at a young age; first graduating from the infamous preparatory school, Chilton, attended and graduated from Harvard, from top of his class, and worked his way up the corporate ladder before opening his own firm, a highly successful firm, Dugray Corporations." Summarized Barbara Walters, as she concluded her segment on Tristan's business life. She smiled at the camera and turned to Tristan once more. This time, not about his business, but about his persona in the glamour world.

"In your early twenties, you were named, top ten most eligible bachelor. I gathered that many parents and single women wanted to be the next Mrs. Tristan Dugray?" She gave him a polite, yet amused smile.

"No and yes. From where I'm from, Hartford, many prominant families expected to merge their companies through marriage. Arrange marriage isn't an incognito fact. I too, was planned to become a husband to a girl, with a wealthy background. But all knew that even without his vast wealth, he would have attracted females of young and old with his looks and charm. His answers, as always was standoffish. He was used the questions about his his personal life, business life and about Rory. Today; however, marked the decade of the death of his beloved wife, Rory. But he was tired, stressed and dejected. He was tired of all the questions about his personal life that he had avoided the past decade. But the paparazzi was hounding him, since he had become a recluse since Rory's death. Lorelai suggested to him to give the press a one-off interview, and he had to agree that Rory's mother had a valid point. He closed his eyes, flipped his head back for a brief moment and relish the bittersweet memories.

"Tristan, don't live life without love. Marry for love again."

"How can I find another love, when you're the only one I want, need in my life. The one whom I truly love with all my life? Anything less, would be settling for second. Tristan Janlen Dugray, never, settles for second best." he smiled cockily. His stance looked confident, but his emotions felt sick, empty and hurt. He wanted to throw up. It hurt the fact that he couldn't deny that Rory will die.

"God. How much I love you. I wish this wasn't our final meeting. I wish I could look my best to you, one last time." Rory laughed meekly, when looks were the last thing on her mind.

"You'll always be beautiful to me. Don't talk like this is the end. It isn't Ror. C'mon, I know you can pull through. What about me? The kids? Shane and Mary need you. They're only three and two. They need their mother. You have to get better. I need you Rory. Forever." Tristan pushed back her limp, fallen hair away from her face, and kissed her forehead.

"What? Sorry. Could you please repeat the question?" Tristan asked hazily. He just remembered a piece of a memory that was latent deep in his mind. After the death of Rory, it was as if, a part of his mind, heart and memory was lost, forgotten. Sometimes it was as if, there was a door that was slightly opened, letting the breeze pass through, breeze of memory of Rory. Why did you leave me, Rory, huh?

"Why did you marry Lorelai Gilmore the second? Her mother and father are the children of prominant families, but not themselves." asked Barbara.

"I fell in love with her" he said simply.

TBC. Positive feedback please. This is an ALTERNATE UNIVERSE. It is not meant for realism, or perfect grammar. It's for enjoyment. You don't like, don't read it, don't comment on it!