Swingers (1996). A young Jon Favreau is dragged to VEGAS BABY! after being ditched by his missus. Once there, he and a young Vince Vaughn make docks of themselves, while the later punctuated every sentence with the word 'baby' and tells us all about how to show with the chicks. There was a joke about a waitress knowing who Voltaire is. Was the short of straight to video efforts that me and mates lived on when we were stoned teenagers. Switched it off after about fifteen minutes.
Dude, where's my Car? (2000). That only lasted five minutes.
He Got Game (1998 ). Spike Lee, Denzel Washington. Somehow never got round to watching this back in the day despite their being a bit of a thing with Public Enemy doing the soundtrack iirc. Was alright, though not exactly Lee's best.
Jerry Maguire (1996). Eminently quotable film, though the biggest thing I took away from her was how many times they could make a show of their notoriously short-arsed lead actor hitting his head/having to duck under stuff.