How To Date Someone With A Large Age Difference

Men's Dating

How to Date Someone with a Large Age Difference

The Mingle Master

Written by: The Mingle Master

The Mingle Master

The Mingle Master is dedicated to helping people improve their social skills and dating habits. He writes a blog about his "101 Tips to Mingle Like a Gentleman."

Edited by: Lillian Castro

Lillian Castro

Lillian Guevara-Castro brings more than 30 years of journalism experience to ensure DatingAdvice articles have been edited for overall clarity, accuracy, and reader engagement. She has worked at The Atlanta Journal and Constitution, The Gwinnett Daily News, and The Gainesville Sun covering lifestyle topics.

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We have all seen it — the much older man walking around hand in hand with a much younger woman (or vice versa).

Most people will usually have one of three reactions to this sight:

  1. Admiration. They think, “Man, that guy is cool to have pulled that off.”
  2. Disgust. They think, “Shame on them. People should date people their own age.”
  3. Ambivalence. They don’t think anything about it at all.

If you are one of those people in group one, or if you just think age shouldn’t make a difference in whom you date, then I have a few tips for you.

1. Don’t be fake to try to win someone over.

OK, so you have decided you want to date a much older or younger person. Now what?

The key is to find someone who is comfortable doing the same things. If that is the case, then there is no need to trick them into liking you.

So don’t worry about pretending to like Taylor Swift or John F. Kennedy to try to impress.

2. Don’t be discouraged by haters.

There are some people who think dating people with a large age difference is wrong. Fine. Let them date someone who was in the same grade they were in.

As for you, feel free to play by your own rules.

“Do what makes you happy, even if

that means going against others.”

3. You can always find someone who likes the same things. 

It doesn’t matter how strange, different or outrageous your preference is, I promise you there is a person out there who likes the same things.

The same is true for large age differences. It’s just up to you to find that person.

4. Be inspired by your favorite celebrities.

Jerry Seinfeld is 21 years older than his wife. Andy Griffith was 30 years older. Fred Astaire? Forty-four years. Dane Cook is engaged to a woman in her 20s while he’s in his 50s. And there are cougar examples too, too. Holland Taylor is over 70, and her girlfriend Sarah Paulson is 32 years younger.

I know, I know. You are worried the only reason these celebrities were able to pull this off was because they were rich and famous. That helps, but it’s not a requirement.

There are plenty of regular people who have successfully maintained age-gap relationships.

5. Do what makes you happy. 

So you are thinking of not being with a person with a large age difference only because of what others might think? Shame on you.

Do what makes you happy, even if that means going against the advice of your friends, your therapist or your momma.

Are you seriously going to be with someone who is not as great of a match for you just to please or impress other people? Come on! I hope not.

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