Okay, so my younger brother got taught all about how to put on a condom in Sex Ed not too long ago, and today he comes up all worried and asks me this:

"They said in Sex Ed that part of putting on a condom meant you had to pull back your foreskin before you put it on. But mine doesn't go all the way back over the head, and if I try to make it go back further it hurts. Is that going to be a problem? Will that effect me later on in life?"

Now, me and my little brother are fairly open with each other, but not /that/ open. So for him to work up the courage to come and ask me that, he must be really worried about it, so I really want to give him a good answer. Any ideas?