Alright - I've hung on for days hoping that some FEMALE would do this : I didn't want to be the one... but since nobody else is stepping up: Gather round virgins and Uncle Zero will explain a few things.
Girls: Yes it can hurt, most of you will lose your hymen* when you **** for the first time - and thats not going to tickle. But one of the main reason sex hurts so much the first time - (and by proxy why it can also hurt the guy) has nothing to do with that little piece of tissue.
First time sex is a scary business - and the chances are that even if you want to do it, you wont WANT to do it.. you will be too distracted by the fact that it's going to get done to get into it - and thats where the problem lies. It's all about lubrication - because if your not horny your going to be dry, and if your dry it's going to hurt a little (for both of you)
So - if you can't persuade the pimply no-hoper you'r unlucky enough to be losing it to to spend as long as it takes getting you "ready" - then either dump him and move on, or get some KY.
And guys also bear this in mind - foreplay is never more importaint that the first time - so practice! (and i dont mean on yourselves)
*from the greek Hymenos - who was one the Erote, the god of weddings. He personified the hymn sung outside the bridal chamber.