That's probably where the social awkwardness of a lot of pilots comes into play. I've flown with plenty of captains that would talk about their expensive toys I couldn't afford when I was an FO. Difference being it was either stuff I was into (fast cars), or one guy that'd just bought an old sailboat and was excited about restoring it and sailing down the west coast. No bragging, just sharing passion for something and a cool hobby that I'd love to be into someday too if I had the time/money. All comes down to how the person comes across I guess. If someone glazes over when I start talking about my car I'd probably take the hint they're not into it and move along.
