@BeeJay,
Learn how to thread-cut off boring topics onto ones you'll enjoy.
e.g., she starts to talk about her girlfriend's drama-filled relationship. You find this boring and unproductive to where you want to take things. So you thread-cut off to something more useful:
HER: ... so then Kathy called me up and said Jake showed back up at her apartment. She thought he was going to apologize -- and that's what you'd think, right? But no! Instead, he wanted her to apologize! Can you believe it?
YOU: You know, one of the most interesting things to me is how differently people can think about things. In your friend's case, she can be thinking "He so owes me an apology", but meanwhile the boyfriend was thinking the exact same thing about her! It's the weirdest phenomenon. Actually, just the other day I was out with my friend to buy a few new clothing items. She has a great eye for fashion and was helping me out. Well, this sales guy approached us and he just completely misinterpreted how to work with us. The guy was hanging around, being nosy, pestering us. I already had a fashion expert with me, I didn't need this guy's help. He thought he was ensuring himself the sale with this behavior. In the end it was so annoying my friend and I found another sales guy and brought all our purchases to him. First guy looked completely vexed; he couldn't understand it. So how about you, do you like fashion? You're dressed pretty smartly. This blouse is straight up sexy. I love the design. You seem like you know your stuff.
So you go from:
- Her: blah blah friend's relationship
- You: "Yeah, people can think about things totally different"
- You: story about being out with your friend (who happens to be female, and who is helping you pick out clothes for you to wear... very kind of her), when a sales guy behaves annoying, and you pick another sales guy over her
- You: ask her if she's into clothes and compliment her on her fashion while throwing a little cold read in there
You can thread-cut to any topic you want.
Key with thread-cutting is just taking either the concept of what someone is saying, or a specific important word from her last sentence, and using that as a launchpad into a new, related, but different topic, that lets you take things in a new direction.
You can see how hard it'd be for her to get the conversation back to her girlfriend's relationship drama after your shopping trip story and moving on to asking her about her fashion and complimenting her on it. You've brought it back to something personal between you and her, and her friend's drama is no longer relevant.
Very handy technique for leaving bad topics behind.
Chase