Yep - use Astroglide. Not sure whose fault - mine or my wive's. Maybe both. But it is a must and is so much better than KY.
A sloppy, long round of cunninglingus usually helps, but it fools you because your good for the grand entrance, but potentially friction past.
Oh, and guys that say they bust condoms because they have huge dongs - you didn't lube the chick up right, one way or another. No matter what, half of all highschool guys say this shit. Makes me wonder what else they don't know. Sorry about us girls, in high school we are idiots and probably don't even know how to make sure a chick doesn't get robbed of an O just because you are still quick-draw McGraw.
(Admittedly, I sometimes get surprised when I'm on test and first response, every time: "Fuck, sorry." But you can still make it up)
Alright, I ramble on when I post late at night. So I am stopping.