Lorelai knew she'd screwed up colossally this time. She knew what happened with Chris was a mistake, but she let it happen anyway. Part of her knew that she was getting in too deep with Luke, and that's what made Chris appeal to her. The love she felt for Luke was much more intense than anything she'd felt for Chris, and that scared her more than she could admit to anyone, especially herself. She and Luke hadn't made up after the boat incident. Lorelai just couldn't understand why he refused to see that she was doing something heartfelt. She'd never experienced losing a parent, but she couldn't imagine giving away one of the last possessions of her parents she owned. It was dumb, but with the way Rory was handling things in the love department these days, and with her questioning Lorelai's love for Luke, she didn't think going to Rory for advice on this fight would be for the best. Instead, like a moron, she called thought she'd ask Chris what to do. Chris would understand, because he'd messed things up so many times. What she hated admitting to herself was that he was always messing things up for her, because if did, that meant losing one of the only friends she'd had for life. Chris had always been the only one who understood why she couldn't bear her parents life, because he'd rejected it his whole life as well.
Lorelai showed up at Chris apartment without calling after Patty's party. She'd called the diner to see if Luke wanted to talk, but he wasn't picking up the phone. She drove past the diner, and saw the upstairs' light on, so he must have just ignored her call. Admittedly, this made her angry, but more than that she wanted to know how to fix this. She knocked on the door twice, and waited for Chris to answer. When he didn't after a minute, she decided to knock once more and then leave if he didn't show. She started to walk down the hall, but heard footsteps behind her. Chris whispered that he and Gigi had fallen asleep on the couch, so Lorelai told him she was sorry for not calling, and he should go back to bed, but told her to come in anyway. Lorelai noticed that he was in his pajamas, and so was Gigi who was asleep under the blankets in the living room. Lorelai asked him why Gigi wasn't sleeping in her crib, and he told her she'd heard him pick up the phone around 10:30 and he just needed someone to hug. It was only then that she noticed that Chris' eyes were extremely red. Lorelai asked him what was wrong, and he said that it was his father who had called to tell him that his mother passed away.
Lorelai took in a deep breath and guided Chris into his bedroom. She gave him a sympathetic look directly in his eyes, and sat him down on the bed. She asked him what happened, and he said Straub and Francine had been on a cruise to the Caribbean and his mother started having chest pains after dinner. They took her to the nurse on board, but there wasn't much they could do in time without the proper equipment. They would be sailing her body back for the funeral at the end of the week. He said it made him sick how cold and nonchalant his father acted about the whole situation. All he was worried about was getting the right people on the guest list for the funeral, nothing about how he'd miss his wife. It was then that Chris started crying. He draped his arms over Lorelai's shoulders, and wept while she held him. She started to whisper that it would be okay, while rubbing his back. Chris pulled back and told her he felt so alone since Sherry left, and that he didn't think he could raise Gigi by himself. His mother had been the main person helping him with the baby and the nanny was great, but it scared him to be alone with Gigi. He told Lorelai he was just waiting for the second he would screw up, like he did everything, and he wouldn't be able to live with himself if he hurt Gigi. Lorelai pulled him into a tighter embrace and reassured him that she would be there to help him through this. She told him she wasn't going anywhere. It was then that Chris kissed her. It wasn't a thank you peck. It was desperate, and didn't end until he had pushed her back on the bed. Lorelai didn't know what to do. She thought she could feel his tears on her cheek, but then she realized that they were her own. She started crying when Chris pulled down her pants, but she didn't stop him.