You can still wear a skirt from ten years ago. That's incredible!
You can still get into a skirt you bought ten years ago. That's impressive!
この場合、次のような言い方ができますよ。
ーYou can still wear a skirt from ten years ago. That's incredible!
「10年前のスカートがまだ履けるなんてすごい!」
ーYou can still get into a skirt you bought ten years ago. That's impressive!
「10年前に買ったスカートがまだ入るなんてすごい!」
ご参考まで!