hi thanks for reminding me....
I haven't done your dare yet
but have done similar....I had on tear away workout pants on and t shirt no underwear and went to store was kind of windy and there were a couple young guys standing up by store one pointed me out to other Im pretty sure he new I wasn't wearing underwear....I turned red....lol
but it was hot.
I want to do like u said wear baggy jeans and button down shirt with 2/3rds buttoned sonds hot....I will let you know how it goes might do this weekend....