This phrase is used when a boy is not usually the height that society expects the male to be (Like 5"10 and up). But that are still slightly taller than the height of an average woman and the same height as women who are considered tall by women standards example height: 5"7 so this leaves them in between slightly taller than most women but shorter than most men.
Girl 1: Jeff is kinda cute isn't he

Girl 2: Yeah but he's kinda short for a boy

Girl 1: Yeah is kinda short but he's still cute
by _eternalhour October 27, 2014
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For men 5”8 and under—we’re not y’all but we have other body parts to compensate ;) and will treat u better than anyone ever can
Girl #1: Sam is so short, I’m not dating someone that’s 5”6
Girl #2: He really has that short boy magic tho
by itswednesdaydudest316 September 12, 2019
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December 22nd is short boy appreciation day, so send this to all your short guy friends.
Stacy: oh hey Joe, it's short boy Appreciation day!
Joe: bruh I'm not that short
by Mariaave December 22, 2019
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On December 3 people are supposed to kiss every shirt boy that they find.
Girl: Hey random short dude! It’s kiss a short boy day so, muah!
by IthunkyouknowwhoIam December 1, 2019
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A short kid that has a huge Dick
Why are you dating David he's so short

He has a Short Boy Surprise ;)
by TheWordlyMan January 22, 2023
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