How will he or she fit in with your social life as it exists today?

In addition, think about everyone with whom your prospective partner socializes. The most harmonious relationships involve a fairly seamless overlap of social circles.

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When the allure of dating someone new wears off, it’s important to accept your partner for the person that you met – even if they are 20 years your senior.

An older man usually has an established work, social and home life. Older men are often looking for something consistent. You won’t catch yourself with lingering thoughts of other lovers or competition.

Are you always up for something fun and spontaneous?

Do you like to feel the occasional rush of adrenaline and stimulation?

(It will never be exactly the same for two different people.) Assess Your Proclivity for Indulgences While many behaviors in the extreme form represent a problem or even an addiction, some of those same behaviors can be harmless if not taken to the extreme.

Consider a list of activities that fall on the hedonistic end of the behavioral spectrum: drinking alcohol, gambling, shopping, traveling, and spending, for example.

Think about friends, acquaintances, work colleagues, and even extended family members with whom you socialize.

Now, insert a significantly older partner in that picture.

Rather than asking him or her such questions directly, lay low and gather your information over time.