Something I said here, because it seemed relevant:
I have made a conscious effort to get better about this, but I know when I drop an email conversation it’s often really tough to get back to it. In fact, knowing that, I have managed to reach the point where I will occasionally send two messages in a row, if there’s been some lag and the conversation is unlikely to continue otherwise. I’ve been pleasantly surprised to find that, often, the other person wanted to write back but had just left it too long.I suspect that there’s more of a lesson in this than I have learned, yet. I think a lot of times, people just want someone who will make it easy on them, and walk them through all the checkpoints before they are officially “seeing each other”. I don’t do that, yet, and don’t know that I ever will, because it makes me feel like this is someone who isn’t interested, even if that’s often not what’s actually going on on their end. I also won’t do it because I’m as of yet insufficiently experienced to be able to tell “uninterested” from “interested but shy”, and I’d rather let some of the latter fall by the wayside than make all of the former uncomfortable.
I’m pretty sure all of this applies equally to non-romanticosexual relationships, as well, but the stakes are lower with those, so it’s easier to keep things going. My current focus is on the former, though.
I know, for my part, I’ve only really had relationships where either there was a very gradual, mutual expression of interest, or someone came on to me. And if something seems difficult, if there appears to be some obstacle, I’m more likely to drop contact than push through. This cuts both ways, though; when I do this, I’m sure it reads as “lack of interest” to the other party, especially as I tend to be boisterous and overbearing in almost every other arena. Something for me to work on.