That's funny coastal rat, I was thinking the same thing when I read that about the phone wallpaper. I just didn't want to say anything as I don't think this kid could even fathom what we're talking about, but mostly because I figured I'd be coming across as a bitch. I don't know how I would be construed that way saying that, but I'm pretty sure it would've been brought up.
I'm all for K.I.S.S., as in keep it simple stupid.
Sure, my suggustion of "hey, have you seen Bob?' is fabricated, but seems like it would be a natural enough question, that could just be asked naturally, as you could very likely be on the lookout for Bob. I doubt anyone would even think "why are you asking me, why aren't you asking your friends?"
uh, because you're standing there, friends aren't, hope that isn't too much of a question for you, and btw, I'm trying to start communication with you.
I think it's funny that the guy is automatically assuming anything he says to the girl is going to make her question why he's asking, will think he's weird etc. I think it could be likely she'll be please he talked to her, maybe even be thinking "wow, he's finally talking to me"
Anyway, if she's going to think he's weird for doing something as normal and natural as saying "hi" or hello, or asking a question, I'd be wondering why I even want to have anything to do with somone who would think that about me.
The suggestion of dropping your phone, asking if the girl had any idea how her picture got on the phone.....now that sounds weird, and kinda stalky. My first reaction would have been "you dropped your phone and got my picture? What are you taking pictures up my skirt, get away from me ya creep."