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It can look good if done in a very youthful, Ivy League way with plaids and tweed.
This usually looks too 'try hard'
Or it makes an older guy look like he's really trying to look youthful.
Educate me, what's the cut off line between youthful and old guy?
Right. Jeans are only to be worn by the most beautiful among us. The rest should of us should not wear jeans or trousers of any kind.
I'd go for it. I always find that jeans are a good 'get of jail free' card when it comes to not wanting to turn up somewhere massively overdressed but not wanting to turn up without your precious pocket squares/blazers/french cuffs etc...
manopause.