My wife and I are both 31, and we're already on boat #2. We bought a couple-year-old Catalina 350, which was quite an expense, but we realized that it's enough boat that we won't be wanting to trade-up anytime soon. All my friends think we're nuts. The friends that we've invited to go sailing love it, but no one's really "taken the plunge" yet. I've never had anyone ask me where my parents are, but I've certainly seen "that look" that says it.
We just had our firsts child; sailing just got a LOT more complicated.