should it ever be done?........

....i always thought this kind of stuff could work....but then a few weeks back this guy came back into my shop to ask out the girl who'd just served him.......he was all...'i know this is...don't normally....but do you want to....etc etc etc...'

he look like a dick....and desperate....a desperate dick.....not charming and cinematic at all....and he weren't ugly or owt.....but still looked rubbish....it was all a bit embarressing and weired...

so has anyone done it...how did it go?