Boring Boring Boring Guy!

This is kind of like someone who travels a lot is dating someone who stayed in their hometown their whole life, the discussion will be so off at sometimes it seems like it is just hard to drag some common points of interest up for topic of conversation.

Well, the only advice I can give you on this one is to cease all communication with him and move on. He may be a nice guy, but it sounds like has a fatal personality flaw. One that you can't change. There is no way you will be happy with this guy, so move on to someone else. That's way too much work for him to put on you to establish the relationship. You've heard the expression "pushing a chain"? That's what you are doing here. Don't waste your time. You can do better! I'm glad the Jerk is finally fading to the background in your mind. That means you are healing emotionally, and that's what its all about. Healing, and moving on to something better!

Ya I know exactly the type of guy you're talking about. I've got some of those before. Don't even bother with him. For real. He's just not your type you can get someone so much better. And don't worry about hurting him. He can find a girl that's just as dull as him. And then they will both be comfortable with each other. I've seen it happen. You should look for someone that is more outgoing like you. Don't waste your time.

Oh my goodness! This is sooo funny! I'm in the same situation right now! The guy I'm seeing wasn't boring at first, then after we officially started our relationship, everything just went down hill. I really find myself having nothing to say to him. It sucks, because we used to talk a lot in the beginning, now its just to the point when he calls, I tell him I'm too sleepy and I'm taking a nap or I'm going to bed for the night. And this is at 9pm. Hahaha!. Maybe someone can help me out here while they help you!. Good luck with the wet mop. =D

Yeah, I agree with the previous answers, there is nothing you can do to change that guy, he is just not passionate about life and you would go crazy trying to spark him up and still wouldn't work.

I used to talk to a guy who was like that. I would have rather stabbed myself in the eye with a dull spork! It was just painful because we didn't have give/take conversations. I'd ask a question and I was lucky if I got a sentence. He was just always so vague. Not because he was hiding anything. He just was kind of boring. Hah! Eventually I stopped calling and whenever he'd call me I'd just say it was really great hearing from him but was busy so I needed to go. We hung out a few times and conversation was a little better in person, but the spark just wasn't there for me so I finally said, you're great, but we don't have a lot in common, we should just be friends. To this day we randomly stay in touch and that was at least 10 years ago. One 5 minute conversation every year and a half is about all we need to cover what he's been up to :) Have fun with that root canal. Err. I mean phone conversation!