Do you have to dress up for work? When you do, have you found any brands/stores with a good balance of comfortable and work-appropriate? I am a fan of the dressed up look that doesn’t require any pain.
#1 has to wear business or business casual and gets most of her clothing at the Loft outlet. Loft is way less fussy and more washable than the standard Ann Taylor. In the summer she goes much lower scale business casual, but it’s still nice fitted short sleeve shirts rather than what she wears on weekends (which is mostly unisex protest t-shirts or DH’s old t-shirts that are too ratty to wear outside but are really comfy for sleeping and lounging around the house in).
#2 I dress from business casual down to “not actually my pajamas.” I have no brand suggestions, I wish that I did. Sometimes Ann Taylor/ LOFT does me well, but it depends on the season. The pants are fairly reliable for me but I haven’t tried the dresses. They last pretty well (the pants).
#1 always gets really really depressed trying on Ann Taylor pants because they were not made for her, uh, womanly figure. Some Loft pants are ok.