I repeat jackets/blazers all the time.

If someone was rude enough to point it out; I'd say something like ... "Thanks for noticing, it's a favorite!"

I don't think anyone cares, though :p

Huh. I always figure that you can pretty much wear outwear every single day. I mean, that's the function of a jacket, right? Keeping you warm and protected from the elements every day? Would he expect her to have a different winter coat for every day of the week, too?

Men are weird sometimes.