Do you find the idea of a man who has his 401K finances in order attractive? Or maybe you just get in the mood for a salt-and-pepper beard? You might want to think about dating an older man if you said yes to either of these questions.

Before entering into a relationship like this, you need to think about a number of factors, such as emotional maturity, finances, children, ex-wives, and a great deal more.

Below, you will find the most significant factors to take into account before dating an older man.

He Can Be Much More or Much Less available to You

If your significant other is older, he might have a more flexible work schedule or, if he’s really elderly, he might be retired, which would leave you with more free time. 

For many women, this might be a welcome change, especially if you’re used to dating males who aren’t sure what they want from life or a partner. But in reality, gratitude can be a transient emotion.

It is likely that the things that excite or appeal to you right now will also annoy or worry you in the future. A year into the relationship, his unoccupied schedule can start to feel confining. 

It’s possible that he wants to take romantic weekend trips every Friday, but you have to stay at the office late since you’re still moving up the corporate ladder and have a few more years of hard work ahead of you. 

You two might discover that your preferences on how to spend your time together differ.

Your Emotional Maturity May Not Be as Advanced as You Believe

He may be more emotionally sophisticated than you because he has more experience playing the game. However, this isn’t always a terrible thing. You want a person who can handle confrontation and battle.

Some back-and-forth games that a younger gentleman enjoys may not be appropriate for an older man. Instead, he might be incredibly direct and at ease speaking whatever is on his mind. You might need to lower some of your usual defences and become more vulnerable if you date an older man.

He May Have Children or an Ex-Wife 

If your man has experienced a failed marriage, he will likely approach your relationship with greater caution and wisdom and will carry with him the lessons he learned from the failed marriage about himself as a partner.

He probably had a few more romances if he had more time than you in terms of years. And perhaps one of them even resulted in a divorce. 

It might be more challenging for you to fit in with his family than you anticipated, especially if he has older daughters. According to studies, daughters are less likely to welcome a younger lady into the household.

Your Life’s Course Could Be Taking a Very Different Turn

You might want to truly discuss your future if the older man you’re seeing is someone you’re considering spending your life with. He probably has a completely different vision of what the next ten or twenty years will be like.


You wouldn’t want to presume someone had the same course for their life as you, even if you were dating someone your own age. 

And you definitely shouldn’t do that in a relationship with a significant age difference because they undoubtedly have a more specific vision of the next years. It’s essential to consider how both of you envision your future selves.

If you are motivated and serious about creating the love that you want, then a dating coach is for you. The Wealthy Wonder Woman offers one-on-one personal coaching sessions through e-mail and video calls. 

Our coaching sessions will give you concrete solutions and help you make the best decisions to reach your goals. Call today to get started!