Personally I’d go with Independence Day if I had to pick a movie that felt the most 90s.
Terminator 2 is in a weird spot since it’s a sequel to an 80s movie but is itself a 90s movie. But I’d nominate it for this award.
It’s a quintessential 90s movie sequel to a quintessential 80s movie
Clueless, anyone?
90s, or timeless?
Yall probably forgot about Hackers because it’s a documentary but it’s pretty 90s
the fashion, music and hyperbolic/complete misunderstood depiction of cyber security cements Hackers as the quintessential 90s movie
This isn’t the most quintessential 90’s movie, or even a good movie, but the fever dream of Romeo+Juliet (1996) is the most 90’s thing I’ve ever seen in my life.
It’s funny, at the time we probably would’ve said Reality Bites.
Can’t Hardly Wait.
Space Jam, for sure.
Slacker (1990)
American Pie or My Big Fat Greek Wedding.
I know a few other people have already said it, but I’ll agree: Hackers, 100%. Late DOS/early-GUI computers + skate punk aesthetic? Can’t get more '90s than that!
Con Air is the most 90’s movie that ever 90’s its way through the 90’s.
Mallrats
Tempted to say The Matrix but it’s late in the decade.
Maybe Scream?
I think The Matrix can work! It feels very 90s to me as well!
Interesting that Point Break (1991) and The Matrix (1999) book ended the decade. Point Break focuses on white 20 something kids that dropped out and started surfing, the The Matrix focuses on a 30ish white guy going through an existential crisis. At the beginning of the 90s there was still some hope, that a person could find a small counter-culture and create if not a wealthy life, of something satisfying. By 1999 all hope was gone.
Point Break would be my pick too despite the fact the early 90s had many sensibilities that look more like the 1980s to us now.
Goof Troop would be one of my picks. 1995, I think.