Dean couldn't help but feel that Sam was a bit too eager in his question. He thought he knew where it was coming from and Dean wasn't hypocritical enough to begrudge his brother the sentiment. Hell, if Sam had set his attention on any female (except for Meg)) other than Ruby, Dean would be much more obvious about pushing Sam toward said direction. Wanting Sam to be happy. To have something stable. While Dean wasn't so far gone in his emotions that he couldn't appreciate it, he did wish that Sam wouldn't. That he wouldn't put his hopes into anything happening with Buffy. Because ... Because nothing would happen? With each passing moment with Buffy, Dean was finding it harder of convincing himself of that. Because nothing could happen. She deserved something better then whatever the hell he was.
"Everything." Dean huffed out. There was a bit of surprise in his tone. Still. He hadn't been thinking too much about it when it was happening. Not after a while. But now, he was finding it hard to believe. "Almost everything. She mostly did the talking." Dean admitted. He'd wanted to; however. And that was shocked him. That and how content he'd been to just listen and how many questions he'd had. Because he had really wanted to know. To get to know her. "Her being called. Her mom, her sister. Sunnydale. Her ... Scooby Gang. And all the crazy people that were in it. Are still in it. Her Slayer Cell. That kind of stuff." She told him about dying. Three times. And Heaven. Because he'd asked about Heaven. She'd even told him about how horrible coming back had been. Though he hadn't ask, she'd just knew that he wanted to. He supposed he had been that obvious at the moment. "I told her about ... stuff." This was Dean hesitated. Because while he hadn't done a lot of talking. He had still shared much more than he had expected. "Life as a hunter. Some of the stuff we did. Dad." It had seemed fair. He hadn't gone very deep into that. Just that he missed his dad and he was the one who taught them everything.
Dean hoped that Sam wasn't expecting any details. Because while Dean had them. They were ingrained in his mind -- and oh my God, he was turning into a girl. He was turning into how his brother used to be two years ago! Okay. So. While he had them. He wasn't sharing. Because saying what he was saying was hard enough. Bringing it up and talking it about it. Made him think about things, bringing up feelings. He was ignoring them as best as he can.