Start with underwear:):one bra in nude, one in black, 2 pairs of matching french knickers. I like Intimissimi.
One fitted white shirt, I like TM Lewin personally, but I also have a fitted one from Levy.
Long sleeved t-shirts in navy/black and white/cream.
Navy cotton blazer.
Black/ navy trousers.
One very plain dress in block colour. I like me&em ones lately.
A funky skirt in a block colour.
A cashmere jumper/cardigan.
One pair of flats, one pair of wedges (I don't do heels)
One handbag. I have hobo slyle ones, that's what suits my needs.
Some jewellery, a silk scarf, a linen scarf. I only own one bracelet which is a family hairloom and a very small discreet watch I had for the past 20 years. But jewellery and scarves are rather personal and dress you, not the clothes, so experiment :), that's where you get to reinvent yourself.
Face cream with a bit of foundation (I use max factor)
Concealer (I use chanticaille)
Eyeliner, mascara, blusher (max factor)
I own two lipsticks, a chanel for the summer, a mac for winter, see what suits you.
Get a haircut, thread your eyebrows, clear nail polish.
Chin up, straight back, smile. :)
Never settle for:that'll do. Keep looking till you find the piece that makes you feel amazing.
It'll take months, but enjoy the search.