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I used to have many, many extended conversations on IMs...not so much these days. I kinda miss it sometimes, but it feels like people gravitate more towards group chats these days, which I find kinda intimidating. That, or maybe nobody wants to talk to me one-on-one anymore xD
Sometimes when it comes to talking to people one-on-one over IM, you have to push yourself more to message them and they might feel more comfortable messaging you back!
Yeah, quite often to get anywhere with conversations, you have to be the one to start them...at least, if you want anything more than a casual conversation. I've never found it difficult to talk to strangers irl, but I quake at the thought of trying to make friends with someone - I feel like a pest if I initiate anything. xD