Do you shave "down there"?

I recently broke up with my boyfriend of a year and during that relationship I decided to stop shaving down there. Now I'm planning on hanging out with this guy Friday. who knows what's going to happen but we will probably hook up. I know most women my age shave and that's probably what he expects. Every time I shave that spot though I get bad irritation and sex hurts it. I trim it but should I totally shave or what Idk I'm kind of nervous for this