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I got this comment many times with my last relationship and felt even more confident hearing it.

This is probably the most challenging thing to overcome when dating an older guy. Although you can’t change a man (or even a woman for that matter), the key is to bend for one another so both of your needs are fulfilled.

Or, Michael Douglas and Catherine Zeta-Jones, who are 25 years apart in age?

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Rather than asking him or her such questions directly, lay low and gather your information over time.At the end of the day, I need to do what’s best for me.Here are a list of pros and cons to consider if you decide to date older: Whether it’s in his career, knowledge acquired overtime, relationships or even in the bedroom, this man knows what he’s doing and knows what he wants. If you answer these questions honestly, you’ll have gobs of good information as you try to determine whether a long-term relationship with the older individual could work well.(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.