Guys, "You're kinda dumb, huh" ?

Anonymous
why would he say this to me.
We were talking about how I like longer hair on a guy and he says, "You're kinda dumb, huh?" With a smile. I play hurt, "ouch!" With a laugh.

We are friends, fyi. I just didn't know if he was flirting or just messing with me.
Guys, "You're kinda dumb, huh" ?
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