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I don't like the phrase. It just feels bad, idk. If she put in effort to wear nice underwear for you, its probably one of many little details she put into your date. Idk. I'm kind of a prude.
It also kind of feels like something a dudebro might say later after he pressured his drunk date into something she didn't want to do.
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.
Failed legal strategy by Tate Andrew in the Nord Amerika Tribes circa M2