- without fixing "boring" you will always have issues. But if she is the "boring" one, that's not something I would worry about too much.
As for you flirting with that young coed grad student, you have that cocky, funny, making fun of her thing with jokes and teasing thing going on, considering she was very chatty and asking lots of questions about you, don't be surprised if you flipped some attraction switches with her, age is just a number, it really isn't that hard, some people do it by accident, others know what works and do it on purpose. Good practice for you for when you start dating ;-)
