When someone is out of their usual style. Or when people attempt things that are not "them".
Zak: "Yo is that skinny jeans you got on?"
Ibby: "Yeah, they fit dumb good."
Zak: "Yo thats not your square."
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Losing your squareness means to kiss a boy or girl with tongue for the first time.
Example: I lost my squareness to Betty the other day. It was moist and squishy but I liked it.
Example: Did you enjoy losing your squareness to Betty?
Definition: To kiss someone with tongue for the first time.