The most confusing thing is how he keeps telling everyone ELSE in the room that she's pretty instead of addressing her.

This was around the time that rumors about Vin's sexuality were pretty rampant, so maybe he was just overcompensating? It's all good, Vinny, just be you and stop making this poor girl uncomfortable. Then again, we do know that Vin's interview banter is usually scripted, so maybe he was just trying to be original.