I think getting fingered by my boyfriend feels way better than masturbating. I don't know why it hurt the first time for you. maybe he scratched u. but if your ready and you want him to than try it out
if you are ready and dont feel pressured by it go ahead. and maybe since you've already had experience it won't hurt as much and it will feel better. and if you dont im sure the guy will understand to give you some time to think.puppy leg broken?