Hello, ladies -- great thread!
Here are my picks:
1. Flat-front looooonnnng black pants from Lane Bryant -- I probably wear them too long, but I like 'em that way... but now they are getting too baggy, even for my taste. *sob* Gee -- I guess I'll just have to get a pair in a smaller size!
2. Black button-down shirt with a covered button placket and french cuffs -- I always feel chic in this shirt. I'll be sad when it gets to be unwearable.
3. Little black waist-length corduroy jacket with buttoned pockets on the lower front. I am wearing this as a winter coat and probably shouldn't because it is not very warm... but... I tend to go for fashion over function... tsk tsk
4. Black (see a pettern here?) Doc Marten ankle boots that have wing-tip styling and did have that sort of hair/fur in sections... sort of hard to explain, but these boots were like love at first sight for me ten years ago! The fur stuff has mostly worn off, and they look pretty scruffy, but I just cannot chuck them! I spent way too much $$$ on them at the time, but I would say I got my money's worth!
(And I actually have the gall to wear them to work sometimes!)
5. Tan thin-waled corduroy A-line skirt, which I made... I actually don't have this anymore, and I can't remember why. Either I grew out of it, or it had issues, or both. Either way, I would wear it all the time about 5 years ago and it will always have a place in my heart. A few more pounds, and I may have to make a replacement in homage.
Clothes can be so loaded emotionally, can't they?