Because hopeless romantics are truly hopeless without a good, sensible best friend by their side.
Say Anything
Hollywood would have you believe that Lloyd Dobler standing outside of a girl's window blaring love songs is romantic. A good best friend would have called this shit out for what it is: disturbing the peace and felony stalking.
Gracie Films
Clueless
Dionne and Ty were good friends on the surface, but their failure to tell Cher that just 'cause falling for your stepbrother is legal, it doesn't make it right shows their true natures. A good friend would have given Cher the "I love you but you're nasty" talk before things escalated.
Paramount Pictures
She's All That
Oh, the classic tale of a truly stunning girl who is apparently gruesomely disfigured by eyeglasses, ponytails, and overalls. "LANEY BOGGS WHO CAME FROM A BOG!" they seemed to shout, but didn't actually. Laney Boggs relied on her dad for advice (big mistake) instead of a bestie. One good gal pal to say, "Laney, astigmatism is correctable and fashion crimes are not actually illegal. We can do this without King Freddie of High School" or whatever his name is would have fixed everything. She wouldn't have gone to the dance where Usher DJ'ed, but she also wouldn't have been attacked by Matthew Lillard.
Miramax
You've Got Mail
Though the danger and stigma of online dating have largely disappeared in our hyperconnected world, going out with a stranger from the World Wide Web in 1998 was a death wish. No GPS tracking your phone. No texting your friend how it went. No PULSE by the end of the night. If there had been a good best friend present, she would have insisted on trailing the couple and later informed her that Tom Hanks' character was a regular old cad.
Warner Bros Entertainment
