Lot of great ones in Quiz Show. Smoking hot Mira Sorvino questioning Northern Exposure guy's manhood is great. But this scene:
From the early Brad Pitt oeuvre bracket, A River Runs Through it. These two scenes coupled together, lands hard.
Dark horse, this fight scene from Upgrade
Swimming pool from It Follows
Wedding Crashers dinner
Good call on River Runs Through It. Most of us don't like to admit, but that movie will speak to everyone on some level as it relates to family. Pitt was very good in that movie. Everybody was. One of Redford's best.
Is it as boring as those two clips would indicate? Keep in mind, you're talking to someone who's a neanderthal when it comes to "the arts."