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strictshorts · 61-69, M
You should wear what ever shorts you are comfortable with. I have retired but am in pretty good nick (I like to think) gym etc. So I wear all sorts of shorts. The thing is, do not have a hang up or chip on your shoulder about it. I wear shorts ranging from just above the knee cargo shorts to very brief denim shorts and everything in between. Suffice to say I wear short trousers pretty much all the time.