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On the other hand, if you went with a buddy, you could have fun even if there was nobody interesting there.
So if you have a friend who will make any trip interesting no matter what, then give it a shot.
That said, I know people who had HUGE distances between them and survived that and ended up committed and together.
So it's not easy, but if it's really important to both of you, and both of you work at it, it can have a good outcome.
Question from Lois: What about trips that are only for singles?
PS: I think day trips for singles are a good idea, or maybe even three days.
But a longer trip, if you don't really find someone interesting, would be a problem if you were trapped, say, on a boat or mountaintop. 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.