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Flirting is supposed to be fun, so crack some jokes, and let the fun side of your personality shine.
If you prefer to jump right into a conversation where flirting is the norm (or at least not unusual), there are a few places to look: So you want to flirt, but you don't want to seem creepy. Webcams make it easier because you can actually smile and wink versus using emoticons.
Whatever really stands out to you (it could be completely random and something they've never even thought about), comment on it, and make that person feel special. Take the chats to emails and maybe phone calls first. Then meet somewhere neutral and out in the open (never have someone pick you up at your home right off the bat).