I remember seeing a video a while back where the guy had phimosis (meaning his foreskin would not retract). He had no problem with his woman sucking him, and no problem when he stuck his cock in her doggie-style -- and no problem when he withdrew to shoot his cum on her back.
Many people in other cultures consider a non-retractible foreskin to be just a normal variation, like size and erection angle are. If there is no pain when erect, the guy should enjoy what he's got!