Pear of shoes does make sense
Jokes on you
A pear of shoes literally means pears consisting of shoes. Or shoes consisting of pears, which makes better sense for the punch. However you wanna look @ it
You call someone a 'fruit' and say 'pears' of shoes as in 'pair' but its a play on words because you're using 'pear'
A 'pear' of shoes. Anybody would tell you it makes sense in its context...even your favorite rapper makes wordplays like that lol
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