Anaconda
Make Brazil scary, snakes ginormous, and Jennifer Lopez as 1990s as you possibly can, and you've got the plot of Anaconda from 1997. Aside from the actress, this movie also showcases the talents of Jon Voight, Danny Trejo, and Ice Cube. With crass special effects, this movie feels nostalgically gimmicky in a comfortingly bad way.
She’s All That
She’s All That employs the classic trope of "attractive girl takes off glasses and suddenly she's popular." With stars like Freddie Prinz Jr., Rachel Leigh Cook, Lil’ Kim, Usher, and the late Paul Walker. If you love a plot that actually turns your brain into mush backed by the sound of 'Kiss Me' by Sixpence None the Richer, see this immediately.