80s, 90s and early 2000s movies with romance and characters in their 30s/40s

[Anonymous]

Anonymous wrote:America’s sweethearts
You’ve got mail
Serendipity
Someone like you
It’s complicated (50s)
The holiday
27 dresses
Friends with kids

Also, when Harry met sally and sleepless in seattle

[Anonymous]

Kissing Jessica Stein

[Anonymous]

The English Patient
Moonstruck
Working Girl
Bull Durham
Dead Again

[Anonymous]

Anonymous wrote:Grosse Pointe Blank

I love that movie, but the characters were in their 20s.

It was a 10-year HS reunion.