This happened over the course of the past few weeks with a coworker. Guy probably makes $100K.
Him: I'm glad fall is almost here, I'm tired of being broke all the time.
Me: Say huh?
Him: Yeah, I'm spending like $150 a weekend in fuel for my boat. The slip (boat parking spot) is like another $200 a month.
Me: Wow, I had no idea it cost that much.
Him: Yeah, I think next week I'll pay to have it winterized and put it into storage.
Me: Oh, how much does that cost?
Him: I think the winterizing cost $200, then it's only $80/month for indoor storage.
Me: Oh. OK.
About a week later...
Me: Done boating for the year?
Him: Yeah, but I think I'm going to sell my boat.
Me: Tired of spending money on it?
Him: Kinda. I think I'm going to sell it and get a newer one with an aluminum trailer so I don't have to buy a F250. I don't like towing mine with my F150.
Me: How much does that thing weigh?
Him: About 10K loaded. I only get about 8 MPG pulling it.
Me: I wouldn't want to do that either.
Him: I figure I can probably sell my boat for $15K, but I hate to do it because I have some equity in it, and a new one will be about $35K. Can't buy a F250 for $20K, amiright!
Me: Well, good luck.