Advice On Girls, Yes Another One

So, I was having a conversation with a female friend of mine last night about... well I honestly don't remember how it came up. Anyway, I have a habit of talking to girls once, or in class or just in any general setting and then if the next time, they don't give any indication of saying anything back I give up and move on.

For a more literal example I will go with an online situation. On a dating site like okcupid, I always give a well thought out message that leaves room for a response. Usually they respond a few times, each time the message gets longer and by about the 3rd message between us it tends to be really long. After that point, averaging 3 messages, no matter how well they go, or any indication that they dislike me (one girl literally said "have you ever met someone and after something they said, just wanted to blurt out 'marry me?'" (yes, it was odd)) they just don't respond, ever. Anyway, I always go "meh" and don't worry about it, never making an attempt to speak to them again.

Now, this situation comes along a lot. I am honestly not particularly attractive and make a point to let everyone know I am a nerd since it's literally everything I do in someway (I know that's the last thing you wanna say to a girl, but it felt relevant to the whole question). Every single time, I make a point of never making a point to greet people or go out of my way to speak to them, unless they do themselves because I believe that not taking the hint and talking to them again is the best way to make them think I am creepy. I don't talk a lot in public, but I think some people find it strange how much I talk with just them, so I am always worried people will think I'm creepy. In the end, all that really matters is the basic question based on the dating site example for ease of wording but it goes for everything, not just that specifically:

If the girl doesn't message you back, is it okay to message them again? Or is it considered creepy?


My friend is convinced it's okay to message them back, but she is a female and cute at that, I am pretty sure she has no idea what rejection is (I've known her a very long time so I know she doesn't)

I am convinced that the best way to make them decide I'm a worse creeper than the guy who runs around to every girls page and says "lets fuck", since that guy isn't paying them any special interest, where if a guy who actually took the time to give a shit, gives a shit, he may be really into them and clearly I can't take a hint.

I keep over explaining things, is it a hint to stop talking to them if they don't respond? It honestly seems pretty obvious that it is a strong hint, but my friend is convinced other wise.

Anyway, I'll restate the main question in the tl;dr:


tl;dr:

If a girl doesn't message you back on something like an online dating site, after several correspondences, does that mean you should give up and move on?