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I’ve heard so many different rules about dating someone older, and they all boil down to a magic number: “Don’t date anyone more than ten years older,” or “Marriages never work if there’s more than fifteen years’ difference.” People love rules, telling themselves that abiding by them will cause them to get hurt less. The most important rule to follow is a general one: Make sure the two of you have the same goals for the relationship and for your daily life together. Think about whether you want to get married; have a big or tiny wedding; have children; be with someone who already has kids; live in the future in the same town or city where you’ve been dating; move somewhere far or close; have extended family very involved or not very involved in your life; have a relationship where you socialize almost always together or often; have a partner who’s more of a social butterfly or homebody; and have a partner who is very involved or not very involved in extracurricular activities. Psychological Age You’ve probably heard someone say, “He seems young for his age,” or “She’s so young at heart.” Though we all have a chronological age, we also have what I refer to as a ‘psychological age.’ How old do you feel, for example? In addition, ask yourself what the psychological age is of your prospective older partner. Again, use those early months of a relationship to gauge whether your sexualities are congruent enough.