My girlfriend is a virgin, and I was trying to fit my (apparently) gigantic cock in her yesterday afternoon.  She wouldn't stop crying, and looked like she was in agonizing pain.  So after more attempted cock cramming, she's really really upset, so I decided to stop.  Then she was kinda pissed off at me, but that wore off after a while.
Kinda sucks 
 
So what's the easiest way for this to be as painless as possible?