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Which item of clothing have you had longest? (which you still wear)
I have a blue 1980s Adidas tracksuit top which I still wear to do exercise. I bought it 15 years ago in a second-hand shop, because I wanted to dress like Damon Albarn (despite being a girl who fancied him). It was large at the time so it fits now.
I like that it has a small 'blim burn' hole in it ('hot rock' if that's just a Gloucestershire term?) from youthful experimentation. But I'm somewhat alarmed by that too because I'm amazed it didn't go up in flames, it's pretty synthetic.
You?