Nancy, I loved your "ramblings." I don't think I'm all that prone to looking back and regretting things... anyway, I've had the same basic haircut since 2002. Even if it ends up not being my favorite look, it feels like the time for *some* change. Probably.
Una, good point about the straightener. I had the opposite problem way back when, the first time I got layers. Later stylists told me that the problem was a lack of feathering (don't ask me what that is!), but rather than turning under, the layers collapsed into my neck and flipped out at the bottom. Not cute! If I go for the chop, I should ask the stylist about daily maintenance.
Aida, that hairstyle is so cute! I don't know if I have enough body/thickness/volume to pull it off, but I have added it to my Pinterest hair board.
One thing that does worry me is that my head will look too small with short hair. I'm larger on bottom than I used to me. Hoping that a short cut would make the hair less heavy, though, and allow it to add more volume around the temples.
Hm, I guess the next step is to talk to DH about it...