I'm into vintage motorcycles. The Mustachian inside me knows this is wrong on a certain level. But it's not so much owning the bikes that brings me joy, it's riding them. I have no attachment to the machines themselves, no sense of nostalgia, any of that. But if I couldn't ride, I'd need some other kind of outlet. Bicycling is a fun and efficient way to get around locally, but it's no substitute for piloting a 2-wheel machine gracefully through a tight curve at high speed. Flying would be fun but is waaaay expensive if you're not making a living at it. And if you stick to older reliable bikes, that's where you get the most bang for your buck. Fools and idiots buy anything newer than 10 years old.
Although I'd love a fun and flashy new FZ6R, the realist in me understands that I'll get about 90% of the fun out of a bike that costs 1/5 as much. I like the late 70's to early 80's Suzuki GSes because they're cheap, plentiful on craigslist, easy to work on, bulletproof-reliable and Suzuki still makes tons of parts for them. I have a 1980 GS850GL that bought for $250 in fairly crappy condition that runs like a champ now. I also have a 1981 GS750E in near-mint condition that I regret buying because although it is low-mileage and very pretty, it's not as much fun to ride as the GS850. I'm going to sell it in the spring.
My hobby is buying, fixing, and flipping motorcycles. I've had literally hundreds of bikes. It is so satisfying to buy a piece of junk for $500, put $200 and 5 hours fun garage time into it, and then sell it for $2k as a reliable bike.
How do you get away with only spending $200 and five hours??? Most old bikes have been sitting for dog-knows-how-long and previous owners lie about everything. There's a certain minimum of maintenance that must be done before you can declare a bike as reliable with a straight face. On the forum I hang out on (full of old motorcycling geezers), most of us estimate at least $1000 and about a month to bring a bike back to safety and relative road-worthiness if it's been sitting for a while. And that's considered cheap and easy relative to most brands. This figure includes things like new brake seals, new brake lines, rebuilding the carbs, cleaning and sealing up the air box, replacing carb boots, checking the valve clearance, new oil, new brake fluid, rebuilding the forks, replacing the tires (tires are good for a max of 5 years if you don't know their history), and so on. All of the required maintenance that has been neglected over the last 20-30 years that the bike has been sitting. If you're not doing all of these things, you're not really fixing up the bike, you're just getting it to run. And then passing the soon-to-be-apparent problems onto the new owner. If you've really done this with hundreds of bikes, it's a miracle you haven't been sued yet.
Also, Harbor Freight often gets a bad rep. Yes, a lot of their tools are poorly-made crap. But if you do your research, there are great deals to be had. I'm a fan of a lot of their hand tools (their ratchets and wrenches are as good as anything else for the home mechanic and come with a lifetime warranty) and some of their air tools.