LOL wierd question please help!?

Yes, guys like that. It's a tighter fit, if you know what I mean. If you tell him it's ok, he will expect you to do it later, if your relationship progresses. If you're not into that, you had better tell him now. If you don't know if you are into it or not, just do some self-exploring. You'll know pretty fast if it's for you or not.