You could always find another way to get satisfaction..bring a toy into things? you don't have to make him feel insecure about things, it's not like he doesn't know his p***s is small..
Quoting Amarra's Mommy.:" it's not like he doesn't know his p***s is small.."
Actually, that might not be true. Guys dont generally see other guys dicks, especially hard, except for porn which are usually freaky large anyway. I found out by accident that my dick is on the small side.