Expediting Dating

I suppose this is the question: Can dating be expedited?

In truth, it probably depends on the person.

You see, my younger sister just recently got a boyfriend. My older sister and I do not have boyfriends. I had one at one time, but that's a long story. My older sister has never had a boyfriend.

There is a boy my sister has been interested in for approximately way too long for nothing to have happened yet (thus, it is time to make something happen). And, she informs me, he does flirt with her. (I haven't witnessed this myself; I've only seen the guy in person once.)

There is a boy I myself am somewhat interested in, though I've known him for approximately two months, and I only see him twice a week - at school, in a class we have together, and for the half hour or so before class we spend talking about random things.

Here's the goal: All three of us get boyfriends by the time the month is out.
Here's the question: Is it possible?

So, if you were a guy I'd known for the aforementioned length of time, enjoyed talking with me (because, seemingly, he does), and appreciated the classroom antics we seem to be amused by, would it be incredibly forward of me to ask to hang out with you outside of class?

I ask for the heck of it, just to see if it could happen, and, well, to maybe end up with a very awesome boyfriend. And to see just how far existentialism really can take you.