I remember seeing this on Hulu a few years ago.
It was about an awkward girl. I’m pretty sure it was a horror movie as well, kinda campy and some blood.
The male actor in it was attractive and has shoulder length curly hair. There’s a few screen caps of it floating around on tumblr. The girl was really shy in the movie and I can’t remember if she was the one who was killing people or not?
I cannot remember the name for the life of me or any of the scenes except the actor and actress sitting on a bench.
I’m going to go out on a limb and offer MAY (2002).
that was going to be my guess, too. based on the descriptions fitting both Jeremy Sisto and Angela Bettis.