Stan might have teased about being the hottest Loser, but in truth he was nearly positive they had all turned out to be above average attractive adults, no matter what Richie might be thinking about himself. The point was, Stan was being entirely honest about calling Richie pretty even if he was teasing him. "I know I'm not, I'm never wrong." He added just to be sure that Richie knew it and well because he wanted to tease a little bit more.
"I don't know-" He started and then huffed shaking his head when Richie suggested maybe he was just talking about life. "But it's not that either, you know. This isn't - I mean, back home it's working and bills and you know trying for a kid and office parties and things like that. And here it's..." He trailed off again and shrugged. "It's not really the way life works." At least not the way his life had worked, and he wasn't entirely sure how to make this new reality fit with some old idea of what life was meant to be.
He frowned a little trying to find the right words for it. "I don't really know that I can describe it, what I'm trying to say. If I even expect an answer, it's just kind of right there, in the back of my mind nagging at me and well - I've gotta push back at it." He admitted. This was probably one of those things that he'd just have to sit with for a little while to make some kind of peace with and figure out how to move forward from it, but right then it just left him confused and feeling like he was reaching for some answer that was just beyond his grasp.