If someone asked me about my favorite summer vacations as a kid, I would walk away. Then again, I'm not exactly the most socially adept guy.
That's what I'm saying, these are stupid conversation starters. Better ones and ones I have used in the past:
What type of law do you practice? Follow up with: I’m not really familiar with that, but its sounds interesting, what’s the anatomy of a typical case, I mean how do you get them and how do the usually proceed? Then ask what is your favaiorte type of case that comes in and why? Least favorite? Or ask about favorite or least favorite law school classes (this gives you something in common to talk about) or favorite professors if alumina. Or what they think the best classes are for practical skills, or for their industry. What drew them to law school. Why did they pick that practice area. Where do the see the future of litigation (if a litigator). What skills should I hone as a students for transactional work. What they would do different in law school knowing what they know now. Ect.
All these will get you started talking to a stranger then just carry the conversation forward. After the initial meeting follow up with an e-mail. Say you enjoyed talking with them and if you could buy them lunch next month and pick their brain again. Do that a few times and your formed a friendship/mentor relationship.
The hardest part is just geeting up the guts to go into a room of strangers and talk to people. If you can get past that part (and this is hard for me, I break out ina sweat) then everything else is gravy.