Do you ever use them cross-generationally? I had a friend a dozen years my junior stop talking to me because I used a winking face when I wanted to make it clear I was kidding and he thought I was flirting with him. Never mind that we'd been friends for years and there had never, ever been a hint of interest between us. He insisted I should have known that's what it "always" means, never mind that I was using emoticons in AIM when he was in diapers.