The next morning Rory woke up to find Paris had already left for her 9:00 class, Rory's first wasn't until 2 so she slept until noon. She got out of bed and headed towards the bathroom then after her shower wanted coffee...she was a Gilmore after all. She straightened up her half of the room then headed out the door to get her coffee. When she opened the door, she was in for an interesting surprise.
"Coffee, Mary?"
"I think I can get my own, Tristan."
"But why when I have perfectly good coffee brought to you by a very attractive male."
"You think quite highly of yourself."
"So you don't think so? I'm so very hurt Mary," Tristan responded sarcastically.
The truth was Rory found him very attractive, but after her forth break up with Dean, she wasn't in the mood for Mr. DuGrey's come-ons.
"Where's bagboy? I thought he came last night."
"If you must know, we broke up last night. For good this time."
"I'm sorry."
Tristan invited himself in and sat down on the couch motioning for Rory to sit next to him.
"Ya know, you being here after my break up seems awfully familiar."
"We could keep it familiar."
Rory knew what Tristan was implying, but she remembered why she cried after the first kiss. She was confused because she liked it, but still loved Dean. Her love for Dean wasn't going anywhere, especially not because of Tristan. Rory decided to sit down on the couch – she still had another hour and a half before she needed to head to her Investigative Journalism class. Rory asked Tristan about military school, he didn't have very much to say about it. He told her that he deserved the punishment and lived through it, now he was happy to be free.
Tristan couldn't believe how much he enjoyed just sitting there and talking to her. He then remembered something that Noah had said on the phone the night before. "If you really like this girl, do something about it. Tristan DuGrey isn't one who's shy around the ladies." It was true, girls never made Tristan nervous before...but this one was different. Mary...Rory was the girl that stayed on Tristan's mind from Chilton to military school to Princeton and now Yale. She was supposed to be at Harvard; he was supposed to forget her.
"We never finished that play before I left Chilton."
"I think Dean might've killed you if we did," Rory's eyes started to tear when she mentioned Dean's name.
"I'm sorry for that night at rehearsal...for bringing up our kiss."
"I never told anyone about that. I thought we agreed that we were upset, that it meant nothing."
Did this girl know how much she was killing him? Tristan wanted to wipe the tears forming in her eyes, but his own heart felt like it was going to explode. Tristan stared deeply into Rory's blue eyes, which were swollen with tears and completely lost any sense of reason. He leaned in and kissed her like he did that night at Madeline's party. Rory felt her body begin to shake, the sparks that she missed with Dean, the butterflies...they were all there. When Tristan started to lick her lips, asking for entry, she allowed it. He couldn't believe that he was finally getting somewhere with her. All it took was a loss of control on his part. That same loss of control was causing for Tristan's pants to feel a little tighter and him to pull away.
"I have to go. Good bye...Mary."
Rory was left completely speechless; she didn't know what just happened. That wasn't like the kiss at Madeline's party or Saturday night after Tristan's date with Paris. It reminded her of the kiss with Jess at Sookie's wedding. When he came back from New York after the first time he ran away. Tristan's kiss made her feel better than she had since the night she gave herself to Dean.
Paris came into the room to find Rory still sitting on the couch with a stunned look on her face.
"Rory...what happened?"
"Tristan...coffee...wow."
"Okay, all I got out of that was this has to do with Tristan. Did he come here?"
"He showed up...with coffee."
"The way to a Gilmore's heart. You and Lorelai have a death wish with all that coffee drinking."
"Tristan kissed me."
"Again?"
"No, I mean he really kissed me. Like Jess used to kiss me. Like Dean kissed me."
Paris didn't know what to say to her roommate. She was happy for Tristan because it was obvious to everyone how in love he was with Rory Gilmore. But at the same time, Paris couldn't help but to feel jealous. She had a crush on Tristan since grade school and the one time he took her out at Chilton was because Rory asked him to. He would've done anything Rory said...that was Tristan, the ladies' man except when it came to his Mary.

Tristan needed another cold shower...she couldn't keep doing this to him. Rory had to know how he felt; he didn't want her to be another girl he hooked up with. Tristan wanted Rory Gilmore to be his girlfriend...the one and only girl he was with. She would never believe he could change his ways though; Summer was the only girl she'd seen him date. The year before at Princeton, Tristan never had a relationship, he'd go on dates and sleep with girls, but never felt the way he did about Rory.
After his shower, he called Noah again.
"I did it."
"Fucked your Mary?"
"It's not like that Carlisle."
"So, you don't want to get in her pants."
"God, do I; but not right away."
"I don't know what's happened to you, DuGrey, but I'm not sure I like it too much."
"I kissed her and I think I'm going to ask her out."
"Then fuck her?"
"Shut the fuck up."
At that Tristan hung up on his military school buddy. He was going to plan out a date that Rory would love...that would make her love him. Tristan called Paris to find out what time Rory would be back from class. She told him that he better not hurt Rory; she'd been through a lot in the past few years. Tristan simply responded, "she's not the one you have to worry about."