Most guys have a hard time telling the difference of a flirt vs a girl being nice. In these situations, as obvious as you think you are, you aren't being enough.
I've listened to my friends say " I don't understand how he can't know, I smile and make appoint to ask about his day, what else can I do?" The guy for all he knows is you being a nice chatter box.
Although I know this, personally if I am not looking to meet someone, my flirting radar is out the window. I know girls, even if they aren't looking, can detect a guy flirting with them. Guys however, if not in the right state of mind won't have a clue.
I have always said, "O no, I'm on the ball, id never miss someone flirting with me". However recently a old friend came on to me, and said she had been flirting for years. HAD SHE? I think it depends on the guys outlook, I have noticed in the past, and you always need to be careful that if a guy is oblivious that they are not doing it on purpose, to avoid any awkward rejections.
I think you should just say to him how you feel, in a cool way.
I'm actually in a similar situation now myself. Although with my own case I think I might be getting played. The length of time varies. I mean if he doesn't feel all that close to you he probably won't make a move. You can subtly hint by asking him what he will be doing over the weekend, later, etc. That indicates you are interested in what he does. I would say move on if it feels like he's using you for convenience, not excited (I light up when I'm around someone I like), or short.
Sorry I didn't mean to imply you were playing games. I think you are being sincere. If he doesn't get the idea before long move on. Guys can be oblivious but with the right amount of reinforcement he (or someone else) will come around and ask you out. I guess right now just focus on getting to know him and being his friend. From there who knows.
It is true that often it becomes hard for us guys to differentiate between flirty and friendly and because we are often afraid of rejection, we tend to perceive it as friendly I think, at least in my experiences. You just need to be more obvious about your interests. Guys need girls to show them they truly are interested because we are afraid of rejection. Guys love when girls are physical with them, so if I were you I'd escalate attempts on being physical. Nothing makes a guy sure a girl likes her more than when she starts being very physical and close. Depending on how comfortable you guys are already that should help determine what kinda physical contact you could get away with. If you get a chance to touch or grab his hand, that's a biggie.
Well I can assure you that I for one was oblivious to loads of flirting and indicators of interest a girl once shown me (was last Xmas eve) until I went home that night and starting doing research on body language and flirting techniques women use.
We became friends and saw each other every now and then, but the flirting soon died and so did her attraction for me.
Found out the other night that she only see's me as a friend now which put a major downer on my Christmas :(
Anyway I'm ranting now, yes a lot of us will be oblivious unless we have done our homework first, so if you meet an idiot like me you may need to spell it out in C A P I T A L S!