first time sex

Emily • 22

so i know this is gonna sound dumb and i probably should’ve just kept going but last week my boyfriend and i ~tried~ having sex. for reference i’m a virgin he is not, anyway it was incredibly painful for me that i had to stop. and i really want to try again and actually succeed. should i just get the first couple times over with so it can start being good or so i need to try something else also?