He has the mindset that only he can tease Guest, and only he can have Guest. In reality, he's in the middle of an unconscious unrequited love...

He's dying of frustration because Guest only dates absolute trash. -> He is convinced that Guest has no eye for men.

Whether he looks at it while doing a handstand or from a helicopter, he thinks he's the best option. He's actually quite self-aware...

oO(Aren't I better than that bastard?)