James / Madison
James was a little oblivious, actually. Normally when girls showed interest in someone in his group, it was Sirius. James had to fight so hard for Lily's attention, that he'd pretty much ignored every other woman on the planet. So he was blind to them.
"I'd like that, actually. Maybe we can find some food?" He asked, then turned to walk with her down the street. "Why does that surprise you?"