Alexander McQueen shoes and bag at Joyce on Queens Road Central, Hong Kong
You are not supposed to match your shoes and your bags! is a popular noughties and 2010s fashion diktat. But when you wear shoes like these, which are bad taste personified frankly - so of course I love them - then matching your bag keeps you from sliding too far down that slippery slope. This sedate bag and the crazy shoes balance each other perfectly. Now all you need is a longish fitted grey wool dress like the Narciso Rodriguez number Kate Moss wore in Cannes with Johnny Depp. If you are wondering, that was 17 years ago. How fast did those years go by?!