You've Got Mail/YMMV


 * Funny Aneurysm Moment: Looking back at this film with all of the documentaries and knowledge abut being careful with strangers online is very sobering. True, neither was putting an overtly personal info out there, but with modern knowledge of internet scams and predators the sheer casualness of meeting someone in a chat room and talking to them immediately feels weird.
 * On the other hand, their relationship is pretty similar to how people whose relationships start online work. (With less romantic comedy moments of course.)