[quote name='insane-azn']Nope, you can technically use 'them' to describe a singular subject. Also, there is no set rule for names such as Grammar Nazi, since it isn't even a technical term. If it counts for anything, I am on my iPod so i often omit capitals...[/QUOTE]
It's more of a phrasing error. If you say "You don't date 'with' someone, you date them", you're not bringing out the emphasis of the statement correctly. The point of the statement is that with a small omitation of the word "with", the statement becomes grammatically correct. The point of repeating the phrase, first with the error, and second without, is to show the difference. Thus, it is more correct to keep all the original words used in the beginning phrase (You, date, someone) in order to emphasize the fact.
Also, no.