What Do T-Shirts Say? - Part Three (Wow...)

Anyone in the ripe mood for yet another round of poking fun at T-shirt slogans? I sure am!

5A washed-up Val Kilmer, unaware of the $500 penalty, contemplating whether or not to jaywalk in this 'Fine City'.
5Something a hot jock would wear to his bimbo cheerleader girlfriend's house (just to please her ex-Marine dad) before they set off for their first date.