It gets easier with practice, and the worst he can say is no. In the search for Mr. Experiment by dating guys with different looks, personalities and outlooks on life. Be Honest The number one rule in casual dating: Be clear about your intentions from the start. By first blush, casual dating can appear like an effortless way to build new connections and ease loneliness devoid of having to get too attached. Can you repeat that? Serious relationships usually involve:. A lot of people commit to one partner absolutely or monogamously once things get acute.