#1
'03 Diamondback Wildwood Deluxe - chose because it fitted well, had nicer feel and look compared to the base model. I've pimped it out sufficiently into a commuter with rack, grocery bags, fenders, all the works.

#2
'07 Trek 1600 WSD Roadie - chose because it fit the best of any of the road bikes I had tested. Also, I really, REALLY liked the color, the light weight, and the feel. However, I sometimes have questions/concerns. I'm 5'8" and a men's frame size may have suited me as well. It has a Bontrager Fit women's seat, and I do like it for the reason I have it - exercise, longer rides with DH. I'm having some shoulder issues from riding on it (I've got some extra flab to love, er, lose) and am considering a different stem and/or handlebars. One of my LBS clerks had cautioned that WSD bikes were geared toward smaller gals and the smaller width handlebars might be too narrow for me. I'm considering an adjustable stem that I have seen on some touring bikes.

If I could do it over again...
I might have more strongly considered selling the DB and buying a cyclo-cross or touring styled cycle that could serve my needs for commuting and weekend recreation.