I've never been the best conversationalist, but I've been getting better. One thing I'm really bad at doing is transitioning from a conversation I'm having to getting the girl to hang out. I'm facing three main issues right now:

1. I'm in a suburb. There's not a lot to do around here - We'll hang out in the same group of friends or hit up a bar weekends, but it's pretty ordinary otherwise. The cities aren't terribly far away, but they're far enough that going there is a big deal for a girl I don't know very well. I need better ideas.

2. If I do have an idea, I find it difficult to get her excited about it.

3. It's also hard for me to transition to the activity in my convo.

How do you gents usually go about this?