I'd heard about Anne rewearing her things, but hadn't realised she goes that far back in her wardrobe! I admit, I don't always like her style, but kudos for her for doing it and for being able to do so - even if you keep your weight, your body does change with age... Though there are bright colors and some flashier items, you can see that a lot of it are more classic styles that do not look dated the next year.
My mom's best friend does the same. Her husbands were all well off and she was able to buy expensive clothes (not couture, but RTW designer brands before fashion became cheap, real Vuitton bags before everybody had them etc.). She has very good taste and goes for classic, chic looks - she has 20 year old suits in her closet that she still wears and people go "this is great, where did you buy this" when they see her. And then they are suprised when she tells them...