BTW,welcome to the "friends" club, Physics is Phun !
This is, IMO, very important:
Lisa! said:
But, for example, it might not work (my own experience) doing it like this:
Yes, early on, say "hey, you want to go out to a <insert activity that invovles communication.. i.e. NOT the movies>"
and the "go out" part is important because it is a hint that you want to date.
This IS a HINT to any person relying on logic, intelligence, etc... but then again this is not always the case. What I did then is just asked directly... I used this almost always as a desparate final attempt

, and no surprise here, it led to a failure in 100% of the cases.
Might be my bad luck, because one of the girl actually said something like "thanks for asking, but I'm not interested. anyway, nice approach, not many have the courage to ask this directly". So in my opinion, it probably depends from person to person. Let's name her Lisa

[*] for the purpose of this text, I'll make a reference to her later, so that's why I needed a name.
Like some people here said (I think it will sound more important if I repeat one more time :), don't wait too long (like I did, for example), otherwise you are just digging yourself in a very deep hole... deeper and deeper and deeper with every day, until one day you are so deep, there is no way to come out. So then you have to restart over, which is really not cool. From your story it sounds you are "The Digger" (but hey, it seems we aren't the only one

).
Let's get back to the "Lisa". When I asked a friend to give me her phone number, he said (OMG, this will sound a little weird in english!) "OK, but can you wait for a few days? I really like her and I've been 'preparing' her for over a month now. So if I fail, you can call her or send her a message.". I agreed, we both failed, but that's not the point. Can you recognize my friend ? Yep, he is also "The Digger". Luckily, I didn't throw away so much time on her, trying to avoid any unneccessary "digging".
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[*]
Disclaimer: All names used in this text are purely fictional. Any resemblence any of these names have with other real life or forum persons is purely coincidental. :)