1. The best sort of man would be one that is more focused on your pleasure and enjoyment than his own. He would also be totally cool about your vagina, regardless of how it looks and what grooming you've done or haven't done. In other words a man with a mature, caring, loving attitude. Not an immature, ignorant, selfish boy.
2. You can find a sweet guy, like in the movies. However be aware that romantic relationships in films are fictitious creations by scriptwriters that are often not very good at real life romantic relationships. Their whole depiction of how the man and women should act for best romantic results is usually wide of the mark for real life application.
3. Don't worry about the blood. It's possible to have sex during your period, when blood will get on his penis and the bedsheets and it feels somewhat like having sex under water. The blood is no big deal. It all washes off.
4. Pain. It shouldn't be too bad. If it's so painful that you feel like screaming, somethings not right. This is where having the right sort of man comes in. One that is patient and understanding. One that doesn't act like a complete caveman.
5. Some women are hairy around their anuses. It's fine.
6. Waxed or left natural? Either is fine. Whatever's best for you. If you ever meet a man that is fussy about your private part grooming, that's a red flag that he's not the sort of guy you should be with.
7. Don't worry about you being well enough lubricated naturally. One thing to sort out the competent lovers from the incompetent ones is that the more competent ones would be looking to help you orgasm before they thought of inserting their penis inside you. If you have orgasmed you will be wet enough and relaxed enough.
8. Your vagina might seem to disgusting to you. To a man (that isn't neurotic about these things) it will look, feel, smell and taste just fine.