Oh my.. what kind of thread have I stumbled into this time??
I love flirting... especially in wdw, but I have to admit that I just picked up a couple of great pointers from Timmy
I find that the sweet and innocent approach works best- especially since most people don't have on their "bar-guard" up while at the parks. If I'm feeling bold, I usually just strike up a conversation and "fish" for their status. If they meet the criteria and he's there with kids, I become best friends with the kids by simply asking the kids, in my Disney-best voice, all about their trip

It's a no-brainer really. Out of 4 recent trips to Disney (only 2 of my recent visits were in the parks, the other 2 were at DTD) I've collected several phone numbers & email addys and even had unexpected lunch & dinner companions!