What a great question! I'm reading everyone's fascinating responses and wracking my brain.
I guess I was initially enamored of the tools and the process. My dad had a Leica IIIf and a Yashica C. The woman who lived across the road from us taught photography at the high school and had a little darkroom setup in her laundry room. This is when I was six years old. She taught me how to develop the Verichrome I ran through my 127 box camera. I mixed D-76, Dektol, and Rapid Fixer by the gallon for her (imagine the trouble you'd cause asking a six year old to do that these days). My dad give me the Yashica C. I puttered around with that for years, not really creating anything interesting.
I worked at a camera store while I was in high school. At some point I saw photos by Garry Winogrand, though I didn't connect a name to them at the time. They were real, and raw, and utterly cool. I thought taking pictures like that would really take guts. A long time after that the next photos that really jumped out at me were the weekly "Sylvia Plachy's Unguided Tour" in the Village Voice. Sylvia's "your camera can make things interesting" aesthetic has stuck with me. I like to think that Sylvia Plachy is still taking me on an Unguided Tour.
First photo: Garry Winogrand, "Los Angeles, California, 1969"
Second photo: Sylvia Plachy, "Gabrielle, 1981"
[attachment deleted by admin]