I know it's an old post, but just saw it and wanted my top 5 listed!:
1. The Wedding singer - watch this on a regular basis, love it
2. Good Fellas - fantastic gangster film
3. The Holiday - great feel good movie, actually watched this for the first time recently, highly recommended
4. In Her Shoes - chick flick, love it but thought the book was loads better than the fild
5. Drop Dead Fred - hilarious film with Rick, good film to watch with kids (so long as their name is not Isabella!)
Cheers!