I’d probably start with 2, with hesitation on first.

1. Scarlett Johansson in Ghost World. I know this community loves it and it was certainly heralded and gained popularity in recent years due to ScarJo’s rise to stardom, but it is pretty cult following. Fantastically good and quirky Zwigoff film. But a pubescent ScarJo was excellent as was Birch and Buscemi, of course.

2. Tom Cruise in All the Right Moves. I believe this came out just prior to Risky Business and really is overshadowed. I continually enjoy this one and have seen it quite a few times. And would always catch bits and pieces on cable. Have already started again on HBO Max. I just think it’s a no brain, sports, more drama with perfectly cliched 80’s movie ending movie. Plus, I think Lea Thompson showed her tatas. But, this is such an enjoyable, feel good flick. Rarely seen and even rarely talked about. Just before he exploded with RB.

Sean Penn - The Assassination of Richard Nixon

Bill Murray - Quick Change

I have NEVER heard of this movie.

John Heard in Cutter's Way. Just putting this out there since Gen X (And younger ones) only thinks of him as Kevin McCallister's dad.

Wonder Boys--Michael Douglas (honestly, you could probably put Tobey Maguire here as well)
Reality Bites: Winona Ryder
State of Play: Gary Oldman.

Blue Collar - Richard Pryor

Johnny Depp - Black Mass
Chris Webber - Uncle Drew

Jackie Chan - Heart of Dragon
Jim Carrey - Doing Time on Maple Drive

Mark Wahlberg - The Big Hit
Nicolas Cage - Red Rock West
Joaquin Phoenix - Buffalo Soldiers
Sylvester Stallone - Oscar
Kiefer Sutherland - Truth or Consequences, N.M.

I'm unsure of how underrated it is, but PSH in Mission: Impossible III remains one of the greatest villains of all time, for me.

Doing Time... was great stuff. 80’s TV movie right?

really? Curious as to why. I thought he was pretty generic, of course elevated a bit bc it’s PSH and he’s great and the way he went out was terrible. But I don’t think he ranks in top 100 of baddies. I just saw it again recently and while a good movie, I don’t think he was main reason imo. Forgettable almost, but I can see a little with the cold, emotionless demeanor.

Robin Williams - One Hour Photo
Jessica Lange - Men Don't Leave
Oscar Isaac and Rachel Weisz - Agora
Cate Blanchett - Heaven
Ryan Gosling - The Believer
Edward Norton - The Painted Veil
Sam Rockwell - Choke

I hope you're referring to his acting here (which honestly, I don't remember much about his performance) and not the movie itself which is a literal mashup of every Quentin Tarantino script. I mean, I know there was a slew of 90s movies that aped QT's style, but none were as blatant as Truth or Consequences. You go in with a list of Tarantino scripts and just check off items as they happen.

To the best of my memory (it was 20+ years ago), there's two guys, black and white, retrieving a briefcase. They make cracks about pop culture. One of them though is an undercover cop. The deal goes south, lots of violence. The survivor of the pair decides to sell the contents of the briefcase (drugs), and to escape he kidnaps a family in an RV. There's a torture sequence set to a uptempo pop tune, and that's all I remember.

I felt like he's one of the more realistic takes on a "super criminal". He's just kind of a schlubby guy who's a psychopath. His demeanor and almost disconnected nature, while also being in control and uncompromising for most of the film, feels like an actual person in what's otherwise a comic book world.

Affleck was the bomb in "Phantoms"

Yo.

The Count of Monte Cristo & Immortals = Henry Cavill