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RichardKennaway comments on How to always have interesting conversations - Less Wrong
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Simpler even than an internet chat room are Omegle (text chat with a random stranger) and Chat Roulette (video chat with a random stranger).
Just one social blunder after another.
You're there to talk, they're there to talk, you say hi, and they disconnect. Where is the "blunder" and who is making it?
No worries, I was just amused. I've chatted on Omegle before. I have actually kept in contact with a couple people, including a young lady from Portugal who sent me YouTube videos of her grandmother and her singing old folk songs.
His most obvious faux pas, if that was Chat Roulette, was not immediately exposing himself--conversants on that forum tend to become suspicious if the expected visual greeting is not performed.
I'm very late to this party, but just in case: to a mundane, "what ho" doesn't look like a casual, old-timey greeting, it looks like a typo for "what a ho". Maybe that's what went wrong here.