I have naturally medium/dark brown hair but these days I am about 30-40% grey, especially around the hairline which is scarily white. I have been like this for years but I colour it all one block colour, not dissimilar to my natural colour, but slightly redder/warmer. It can fade to a slightly drab and tacky copper brown though, which I hate.
I am struggling to hold the white roots at bay now and I'm starting to look like a badger. I think I am ready to start lifting the colour and highlighting, and go gracefully, classily grey.
I love to think that I'll end up with a very chic Mallen streak on a lovely swishy bob, but I'm scared it will just look hideous and ageing.
I also need to lose some length and grow my blunt fringe down a bit. My hair is currently a longer, wilder, straggly and slightly out of control version of what's on my profile pic. I love a good bob but I don't think I can go fringeless now. But I'm not sure lots of highlights will work with a fringe.
I don't want anything too styled or 'funky' or choppy or try-hard. I want an elegant non-style. Actually, I don't know what I really want!
I've booked tomorrow for a radical cut and colour. I can picture how I'd like to end up colour-wise though it might take several visits - effortlessly silver across the front, with blonde/ash streaks blending into the brown at the back and underneath. But I'm scared now. 
I don't have to go cold turkey with the grey but I have to start a process where it is gradually and less painfully introduced!
Help me pleeeeeeease........