citychick Good tip on the trainers, will investigate as I am not a "natural" trainer wearer...
Georgina 100% with you on healthy weight (though I have to be watchful now and take action every now and then when I pile on the pounds). I only do pilates once a week, and try and walk more. I admire those who have a proper fitness regime!
On the eyeliner...I suit eyeliner, I wear it often (bobbi brown gel liners mostly) and in the C.T. makeover the stylist went really over the top with it with lots of eyeliner and putting kohl in my bottom waterline (which I never do) and it looked a-ma-zing...but it was an evening look. (DH was taking me to the Opera for my birthday).
On the hair, I am early fifties and have masses of (just below shoulder length) naturally curly hair so I gave up trying to look "groomed" on that front a long time ago but I do give it TLC with the right products and to keep it as frizz free as possible...plus regular hairdresser trims.
On patterns vs plain, colours vs monochrome/beige, I find sticking to one particular style too boring/limiting and prefer variety. But that's just me.
IMHO as long as it suits the wearer's personality, lifestyle, age, body shape, and it makes you feel good then it's OK. For me I just have a thing about the quality, cut and "feel" of the fabrics and prefer natural to man-made.
I think what makes us in our late 40's/50's attractive/not dowdy/ is down to attitude, presence, and radiating a positive attitude, but also not trying "too hard" (I can't quite describe it but it is what I meant by "mutton" comment in my post above).
After all we've been there, done that...the confidence that comes from knowing this is priceless and better than any style tip any of us can offer.
Good Luck OP, will keep an eye for other interesting suggestions.