Havnt had time to read the whole thread but i think ive came up with one thats semi original
(PUSH/PULL)
Me: What you wearin?
Her: blah blah (could be good or bad response)
Me: lol silly! im in town, just so i know who to avoid!
(or could just say "lol silly! so i know how to find u" depending on how much push pull u wanna do)
EDIT:
Field Tested and its worked pretty well
ME: What you wearing?
Her: Im wearin jean shorts leather jacket. Im on my way to town now lol
Me: Great now i know what to look out for and avoid!

seriously tho...shorts in this weather? I think someones went a bit goofy xD
Her:Shh no! It was sunny earlier! :/ and remember im a londoner!
Me: Haha well if thats ur logic then fair enuff. Yeh u londoners r a wacky lot. Dressin like a biker chick in summer when you're really a foreign girl in autumn!
Her:Lool hush hush you! Ill have none of that! Im insane and what? Id have it no other way!
then we just discussed our plans for the day and other such things. All in all successfull field test =D