At what age should you really not wear shorts?

I have a story about a mate wearing cowboy boots, no t shirt and tight cut off jean shorts sitting on a bench in front of a motel across from a kids play park that I might share one day.
 
too tight khaki ones from Sainsbury’s. Been in jeans all day and just thought I would try some when buying my ravioli tonight. Put them on when I got home and I look like Christopher Biggins. They are currently on the garage roof.
That wasn't the look you were going for? ;-)

Maybe revise them being tight but you should still be able to pull shorts I would have thought.

Unless, are you wearing them with the infamous @worsleyweb coat!?!
 
Do what you want when you want, you get one life. Just don't wear them with boots, unless you want to look like a 90s Salfordian in their Rockports.
 

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