Mallrats (1995)
Both dumped by their girlfriends, two best friends seek refuge in the local mall.
https://www.youtube.com/watch?v=eOd5zJLsZEc
There’s Something About Mary (1998)
A man gets a chance to meet up with his dream girl from high school, even though his date with her back then was a complete disaster.
https://www.youtube.com/watch?v=503D8hOfE_8