And let's not forget this is the same guy carrying around an engagement ring trying to propose to a woman he's never dated, or has had any romantic interest in him.
Some of us know what I'm talking about. For those who may not know what I'm referring to and possibly missed it; in the scene when MC and Derek first break into the mansion in the opposite drawer of the watermelon Tybalt placed an engagement ring in the drawer. In a scene before you entered his room he tried to ask Jill out for a walk but she refused him because they had already discussed what he asked about and she had other things to do. After his failed attempt he placed the ring back in the drawer then went on to her room after she left to sniff her panties, and those are the things the MC saw.
Who does that? I mean aside from creepers like Tybalt. I'd not be surprised if Tybalt views the meetings and discussions they had over her campaign as dates, while she viewed them for what they actually were; just meetings.