tight worries

as a woman who's tight im always worried about it hurting when it first goes in (im not a virgin but i havent had sex in a few months). i know that sometimes it hurts but i am talking to someone that has a larger size and im scared its going to hurt and i wont be able to continue. is there a way to reduce the amount of pain or prevent it because having pain down there is not something i want (like most people). any suggestions would be appreciated.