Ohh, dating advice?  I suck at that.
So there's a cute social worker at one of the nut houses I visit as part of my job.  How do I ask her out without it being awkward?  Ask her to grab a coffee or lunch one day?  Ask her hiking?  Regal her with stories about how I fended off the crazy hoards to see her?  Piss my pants out of nervousness and awkwardly leave?
Awaiting demik's answer about how I'm a ***** and wuss and how I need to HTFU.