Oh, dude, when a guy sings in front of you, it could mean a lot of things. Maybe he's trying to impress you with his vocal skills, or he's just really feeling the music in that moment. Or who knows, maybe he's just trying to drown out the sound of his own awkwardness. Like, it's hard to say for sure without more context, you know?
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It is called being serenaded. He wants to go out with you. If he is smiling when he is singing he is definitely interested in you. I would just take it easy. He might ask you to go out, if he hasn't already. Enjoy!
It could be two things. Either he actually means what the song says or.....he thinks it will help him get into your pants Not too much effort goes into pressing play on CD player.
Would you mind elaborating... What Family Guy anniversary song ???
Baby I Love Your Way.
He just sings a very high pitched voice.
Assuming you mean the song "Whatever You Like", T.I. sings that song.
Matchbox Twenty (: