Worth noting that Crunchyroll sorta assumed more than they should have with this line. Ai’s originally saying “omae, kou iu no ni kyoumi atta'n da” or “So, you like doing things like this?” Which honestly, could be about either staking out trying to find Aoi (to tie back to his not wanting to stick out since, well, he could feel like he’s sticking out by sitting out there trying to find her) or, yeah, picking up girls, but the latter’s not explicitly stated.
blue angel: hoooooiiiiiii, playmaker come and play with me~ let’s duel! come on out i know you’re waaaatching let’s plaaaay uwu sparkle doki sparkle sparkle