1999: Brown 8 holes, with a more square toebox. I outgrew them before I ever wore them down.
~2000: the only pair I ever got rid of. Got them small because they were the only size in stock, before everything had a zipper. I took them to many concerts, but didn't love them as much because the leather was always too stiff and bent into my achilles.
2007: I got these for fighting in beige with a grass and butterfly lazer print. They are the softest leather and very nice, but the zipper is a bitch to all my socks.
2008: Christina. Damn, I love these shoes! I have worn through half the heel in the last three years because I wear them so much!
2008 (same purchase) or 2009: Thema. Gorgeous. I love these boots, but they are annoying to put on because of my heel getting stuck in the straps.
2010: 1914 Triumph. They are the first I ever saw that are lined and fold over. Very comfy!
2010: Same purchase. Darcie, cherry red rub off. I like them, they are comfortable, they aren't my favorite. I don't know why...
This week I plan on purchasing another pair of 1914 Triumphs; brown with flowered lining. I also want a pair of 8 holes in black flowered canvas, and a pair of plain green 8 holes, but I should probably draw the line somewhere...
ETA: Yeah, I drew the line. One pair farther than that.