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To be clear it was a 29 yr old straight woman telling an 18 yr old straight guy this. (Who maintained a platonic relationship of "bis sis/lil bro" for many years.)
Oh ya I get that, but in general that's what the phrase makes me think of.
I'll just say, as a guy, I absolutely had pairs of boxer briefs I'd wear when I was going out as a younger man. I even still have some, but I'm married with two kids, and so they're for when I'm staying in now.
But that being said, just because I wore them didn't mean I was hooking up with someone. And that could be her choice or my choice, it's gotta be a mutual thing. So at the most it indicates a potential intent. But I had times I wore my shit and chose not to for one reason or another at the end of the night. And probably ten times more the choice was made for me.