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With relationships comes drama, and when there's no drama, there's stress, and when there's no stress, you haven't been in the relationship long enough.
Thats why I tend to hang out in groups of people and make friends with everyone. When I'm friends long enough with a girl and I want to date her, I'd ask her out. Or sometimes the girl would ask me out first. What matters is that usually I try to get a sense for how the girl is outside of a relationship first.