I bought some very Annie Hall-ish trousers from Gap - light brown, lightweight twill, wide legs with a high waist & belt loops in the middle (so there's about 2 inches of fabric above them IYSWIM). Before you ask, YES, they are flattering & my bum doesn't look big (I'm a size 12 with a small waist - tho the trews are size 10 yay!).
ANYWAY, as it's not 1973 I don't want to actually look like Annie Hall, but after so many years of low-rise, I've forgotten what to wear with high waists! What would look good? FYI, I am a 43 y-o SAHM who generally wears boyfriend cut jeans with converse or ballet pumps, layered tops, 1950s shirts, vintage cardies - you know the sort of thing. I've got no confidence in styling myself though & am wondering if I shouldn't just take the trousers back...