Dear WWWFM,
I would consider myself to be quite liberal when it comes to my relationship with women.
I appreciate you approaching the topic of your girlfriends upper lip carefully. The main issue here is not whether you should ask for what you want, but HOW to do it. Some people might say you are being too picky with your girlfriend, but if it really bothers you, I think it would be okay to broach the subject. If you are gentle and kind about it, she should not get bent out of shape. Whenever you want to deliver criticism to anyone without the person getting all defensive, it's best to sandwich it between praise. Here's one possible scenario:
When you are lying on the couch or bed together and cuddling (not having sex), kiss her gently on her face and tell her something nice like, "You have the cutest nose," or "I just love your lips. They are so sensuous." Then say "You know, I think you are gorgeous, but if you waxed your upper lip you would be even more gorgeous. Have you ever done anything like that?" You can use your own words, but if you say it lovingly like this, she is much less likely to be offended.
Keep in mind that if a woman was bothered by something similar in her man, she would probably bring it up. So why can't a man make a reasonable request too? Your girlfriend's upper lip is a little hairy...It's not like you're asking her to have a boob job or telling her she's too fat.
Leave My Girlfriends Upper Lip is too Hairy