Thanks, everyone! And I'm glad I'm not alone on being slow to toss unless it's incredibly obvious
Beth Ann, that's a really excellent point about the clothes being there to make us look good, not the other way around. And about prints keeping the eye moving more.
Ornella, I think a lot of the comments here hit on some of the big things I noticed comparing the two. The longer sleeves instead of the silly puffy cap sleeves are a big plus for dress #1, along with the pattern to keep the eye moving. Also, I think it has a more defined a-line in the skirt and possibly a slightly higher waist, so it fits my shape better. And the thin, silky fabric in #1 drapes really nicely, while #2 is a more matte jersey fabric that's a little thick to drape gracefully, yet also doesn't quite have the structure of something like ponte. The main things I liked about the second dress are the color and, like Donna said, that it's machine washable. Which aren't really enough, are they?
Suz, the green dress is actually gone already, so this is good to hear! Normally, anything I decide to toss sits in the spare bedroom for a while so I can reassess if I really want to, but, in a giant fit of motivation, we decided to take a bunch of stuff to Goodwill today. And I guess I could've taken it out of the pile to give myself more time to decide, but I was kind of over it already. Although I do appreciate Jennifer and Jules's suggestions on salvaging it.
Donna, I usually do try to limit myself to things are machine washable or can handle Dryel unless it's something like a coat. (I hate hand-washing even more than dry-clean only.) But, every so often, I feel like that's limiting things too much and keep something that needs to go to the dry cleaners if it's really calling to me. Dry cleaning isn't even that much of a pain because there's somewhere near me that does pick-ups, but it just feels wasteful somehow. Like I already spent money to buy something, then I have to keep paying to wear it too. But, since it's really only a few things in my wardrobe, it probably isn't too bad in the grand scheme of things. And it's certainly better than buying something perfect and having it sit there!