Ugh, I think I can see where this is leading, and I don't like it.

Matt is going to find out that Gary is the one who Kiley has on her mind - the same Gary who he has just made him admit that he felt "inadequate". He's also discovered exactly what it takes to get into Kiley's pants, and she has just suggested that Matt has a need to be 'superior' to Gary....

....Matt will end up in bed with Kiley just because she is the only one who can accurately tell him "who is better".