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Tired of dating someone who thinks fine dining means no more than getting a cloth napkin instead of a paper one and whose efforts to impress your parents culminate in wearing a clean shirt while speaking in full sentences?

Maybe you should start looking to date an older man, because…

We all remember when 27-year old Ashley Olsen made headlines for reportedly dating 47-year-old Bennett Miller, the director of Moneyball.

And, yes, I know some younger men date older women.

Community Q&A All relationships have advantages and pitfalls.

May-September relationships (where the man is significantly older than the woman, usually by at least a generation) have their special challenges.

Knowing what to expect can make the difference in the relationship.

Attracting an Older Guy Maintaining a Healthy Relationship with an Older Guy Avoiding Hazards When Dating Older Men Community Q&A When you are 18 or above, dating an older guy can be an exciting challenge.

There are biological as well as psychological reasons for this.Are you dating an older fellow or thinking about dipping your toes into that more mature water? DON' T point out how "cute" his first grey chest hair is (OOPS). With age (often) comes maturity and chivalry—take advantage!Well, my dears, you've come to the right place. Or, in Jess's (Zooey Deschanel's character, for those of you who aren't fans yet) case, don't ask about his health: "How's your prostate? Cece even tells Jess as she's first considering dating Russell (the one and only Fancypants) that "he intimidates you because you wouldn't have to take care of him, he'd take care of you."DON' T make your man feel older than he actually is (or date yourself).These guys know how to behave in a relationship because they’ve done it before with a variety of women, learning all the ups and downs through a variety of dating obstacles.You’re young and beautiful, and he’s technically out of your league.




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