- Throw It In:
- Kate Hudson improvised plastering Matthew McConaughey with kisses during the scene where she introduces the new dog. This is why McConaughey looks genuinely surprised.
- Much of the scene where Andie crashes Ben's "boy's night" was improvised. Hudson had the idea to toss the platter of veggies at the guys seated at the poker table. Donald Petrie, the director, knew she was going to do this but the actors in the scene were truly surprised.
- When Andie and Ben go to see Sleepless in Seattle, according to the commentary, Kate ad-libbed two quotes: "I've always wanted a man like Tom Hanks" and "You can't watch Meg Ryan for two hours and not be thinking about another girl."
- What Could Have Been: Gwyneth Paltrow was originally going to star, but dropped out in order to star in View from the Top.
- Word of God / Word of Saint Paul: According to actress Kate Hudson, about the fate of characters Andie and Ben, they would have gotten married with kids. They'd probably be miserable right now too.
Trivia / How to Lose a Guy in 10 Days