I wish my mom would've been cool enough to pick me up some dates. I would actually find that quite comical and a bit interesting as it's not the norm, I wouldn't come to the conclusion she's 'desperate' or something. And yeah, I'd be honest with her and keep it really lighthearted...if you get dramatic and over explain, that's probobly when it'd get a little strange. Not often do we meet people we click with so well, I wouldn't let it go over something like that.