FILM
Hasselblad 500c/m - Medium format is awesome, and Hasselblad makes such a great camera system. This was my uncle's, and I'm very fortunate to have it. Thing is so fun to shoot on, the lenses are stupid sharp, and I can't wait to get back out with this.
Minolta SRT201 - I have two of these because they're affordable and really awesome to take around. Completely manual, very well constructed, and tons of glass offerings. I'd say probably the most affordable and easy way to get into shooting film. I bought one of them for like 7 bucks, and the lenses are all ranging around 20ish.
Canon T50 - My dads AT1 broke, and I needed a camera that could take FD lenses. Completely automatic in every way. You cant set your exposure, it's just full-time program mode and that's it. Has an autowinder, but you have to manually rewind- which is nice since I know some old autorewinders used to crack film sometimes. Still kinda fun to just take out and shoot. I got it for 3 bucks, as well so hell yeah.
Canon EOS 50/Elan IIe. I bought this for 20 bucks and it had a pretty nice lens on it, so it was a must. Plus, I could use all my lenses from my DSLRs on it, so it was a pretty good snag. Basically a DSLR without the digital. Modern in every way. I bought a grip for it too, so I can use AA batteries. Really nice to take out along with a digital camera since you can switch out lenses on both.
Minolta Hi-Matic 7sII - I wanted a rangefinder, and this was one of the more affordable ways to go about it, since I'm not Thomas and therefore not made of money, so I cant just up and buy a freaking Leica M ;). 40mm fixed lens. f1/7. Extremely sharp. Really accurate meter. Compact, easy to take around. Full manual and auto exposure options. My only compliant is it's not the black one.
Chinon CM3. Fully manual camera that's super plasticy, but that I got for 10 bucks at goodwill with a couple of PK mount lenses. The meter is hard to read since it's LED rather than needlematch like my Minoltas, so I don't really take it out all that much. I use the lenses on my digital stuff.
Pentax Spotmatic. I have 2 of these from my uncle who gave me the Hassy. I rarely ever take these out because I only have 2 lenses for them and they aren't really the best. If I had better glass I would, because they are awesome cameras.
DIGITAL
Canon 60D. Pretty awesome camera. Very similar to the t3i in most ways, but it has faster, more accurate AF, and it has the top window for reading exposure settings which I really really like. Takes solid video, and is just overall nice to take out and shoot with. I mostly use it for video.
Canon 10D. I got this thing for real affordable to have a beater dslr to take around when I wanted to leave my 60D at home and just take photos, or leave on a timelapse or toss in a backpack to take into the backcountry or something. I also had a bunch of CF cards, and couldnt use them on my 60D, so why not. Pretty basic in every way, but still very much an awesome camera that takes great photos. Probably one of the best cameras for someone looking at getting into digital photography.
Canon Powershot SX10? Ex girlfriend gave it to me a while back since she never used it. It's like a want-to-be DSLR. I never use it but I keep it sitting around in case I'd actually need it for some strange reason.