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A. Well, there are multiple ways to deal with this situation. Let's take a look at them.
1. Do you generally have advance warning as to when a sex session is going to happen? I know that some couples are spontaneous but others sort of plan out their play time. If you have advance warning you can lube yourself up. Gay guys sometimes do this before hitting gay bars, for just the reasons you describe and having yourself lubed up before things start should make it at least a little easier to deal with.
2. Have you thought about asking her to masturbate for you before you guys get down to going down? If you can talk her into not just rubbing her clit but also fingering herself she may be able to get enough of her own natural lube on her fingers to make things slide in a little easier.
3. There's always the good for the goose, good for the gander approach. If you guys are 69ing when this happens, you can try to slide a finger up her bunghole as well. My guess is that that would lead fairly quickly to a discussion about the need for lube when tapping the butt fantastic.
4. Or, just bite the bullet and bring it up. But do so in a positive way. When you start making out, tell her how much you love it when she touches you down there. Don't make her feel bad about her current technique, simply say "hey, that's so hot, but I bet it would be even hotter with some lube." Making her feel good about what she's doing is much more likely to make her want to do it better than telling her you don't like what she's doing - which would probably insult her and keep her away from your ass forever.
5. Scream out in pain when she does it.
Of these choices, I think option 4 is probably the best, but every couple has their own dynamic so mix and match from the list until you find which works for you.
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