Keep in mind a woman utters about 25,000 words a day and a man about 1500. They really like to chatter. It's really best to just let them, nod and agree, and comment occasionally. This is what they like to do. Most of it means nothing and they don't even remember what they say. If you think your'e going to win her over by remembering it all you're wrong. A woman likes a man on a mission - so go make yourself awesome and don't quit doing the things that make you that way or she will begin to loathe you.
For me, yes it does mean a lot because I have some guy friends where if I told him my grandma died, he won't remember it the next day, but if he told me his mum fell ill, I'd ask how she was the following week. I don't understand why, but when they aren't listening it's actually a bit hurtful.
Of course YES! Because not all of us just gossip and not all of us talk about lipsticks and wardrobe and make up! It is okay if the guy does not remember the exact conversation but listening and paying attention means a lot. Should be vice versa.