The game was cute, albeit short. I absolutely loved the music and it complemented the theme perfectly.
Two things ruined it for me. First, you forgot the most critical part of pursuing a relationship with ANYONE... and that is to simply be yourself. It's more important than any of the rest of this. I feel that the message was needed especially given the "Maybe I need more money" level.
Second, lose the irritating sound effect between the levels. Please.
Great job overall.