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Do something where you'll have something to talk about. On the other hand, you don't want to put your date, yourself or your son in embarrassing situations. Question from Denise: Are online dating sites good ways to meet people? You have to try different sites to see which ones feel comfortable for you, and which ones have tools that you think will create a better chance of a good relationship. But I think third date it starts to up the ante, and by the fifth date there is some pressure for some sexuality.