Gender doesn't really matter does it, especially on the internet...oh well.
I wouldn't recommend watching something as deep as a sperm pool with him (unless that's his thing, then you just watch Kanokon or something equally harmless and disregard the rest of my text).
If he's the sensitive type that likes crying (I don't know many men who do), try one of Makoto Shinkai's movies or one of Key's many KyoAni adaptations (Air, Kanon 2006, and Clannad, also the upcoming Clannad ~After Story~). Saikano and ef~a tale of memories~ are also good for sensitive people, be warned that afterwards either of them you'll feel pretty low for a few days.
Otherwise, I'd try something kinda sweet, maybe a shoujo or something where the two main characters are actually in love most of the time and don't go completely angsty. I, personally, can't think of any but I'm sure a couple of guys would help you out, if not now try tomorrow or the day after.
Oh, and it would help if you didn't say you were female, just that you want to get your friend to watch a good shoujo without angst and stuff.
It could work.