For me, it'd be loose fitting boxers, because I can see not just a bulge, but instead I can see the entire length pushing against the fabric, and maybe the tip poking out the leg of them. And depending on how you sit, she might catch a glimpse of your shaft up the loose fitting legs.
Gah I'm so frustrated. You've got me so horny talking about this right now. If you dare me, I'll go wake up one of my brothers right now and ask directly if he enjoyed seeing my tits today. But if I do, you gotta text her right now and follow my suggestion of complimenting her underwear.
What do you say, test out our fantasies a bit together?