If she learns to relax, it won't hurt. In the mean time, go to your local sex toy/porn shop and they will have it. Make sure when applying it she gets some inside, not just on the outside. Wait a few minutes for the numbing agent to take effect and still use pleanty of lube. You can eat her out while you're waiting. You may also want to be loosening her up with a finger or small toy before sticking your cock into her.
that;s right; it only hurts for the first 30 seconds--after that, the date is usually asking for "more, more, harder, faster"....butt, all to often he comes and that's the end...
I was always told never to use Analease. Because if it hurts that bad for that long, you aren't doing it right. My wife and I don't use any store bought lubes at all. We just use her natural lube to get things rolling.