It will be fine as long as you relax. Durex do lube which is great :) If it gets unbearable then finish it off my hand :D
I don't know, I am a virgin as well. All I know is most of my friends have told me that the first time isn't that great but none of them thought it was painful. I'm sure you'll be fine, just tell your boyfriend your fears and I think he'll make sure not to hurt you :)
aww if he has said he will be gentle, then i am sure it will be ok, just try and relax :)
On a scale of 1 to Dead?