Kind of an embarrassing question about handjobs

Help a virgin out? Lol. So today I was making out with my boyfriend, who has had sex before, and we got to the point where I had my hand down his pants. The first issue was that my wrist was at an awkward angle but my biggest concern was that there was so much friction it would be uncomfortable for him, so I didn't stay there for long because I was afraid of hurting him. Anyway, how do I do this better? If it matters he isn't circumcised. not sure if he has/needs lube and i wasnt about to just go spit on his dick.