Anyone been in the same situation as me?

Ever had sex with someone multiple times but they don't make you orgasam or cum? Like it doesn't hurt or feel bad but you just don't get all the way? Or he cums before you and then you're still just half done :( how do you say this to him and talk to him!? Like what are they meant to do? Like hey finish me off or go longer even though it's not pleasurable for you or????