Yes, Rob was being a bit silly here, but the background story is that he didn't enjoy his Junior Prom as much as he had expected, because his girlfriend was clingy and demanded all his attention. If he danced with other girls she frowned, if he talked to friends (guys) for too long she pouted, and he wasn't at all pleased with the way she pushed him on the preparations for the Prom or her expectations in general. Thus Rob almost envied the guys going stag, and now he's determined to have fun and get the best out of the situation.