In order for the relationship to thrive, you must find places in the relationship where you can be in your feminine.
Ask him for help around the house, put him in charge of travel, let him cook you a special meal, and be comfortable in sharing your vulnerabilities with him.
This is EXTREMELY important and will make or break where your relationship is headed.
Some other potential issues that can arise if an older woman is dating a younger man: There’s a chance you’ll experience some insecurities or anxiety about whether a younger guy will stray, but that can only happen if you haven’t mastered your own self-confidence that a guy is with you for the right reason.
And since we believe a match made in heaven is based on common values, you may be setting yourself up to be in a mismatch from the get-go.
However, as long as you’re both open and honest with each other and have discussed your needs, wants, expectations and values…then go for it.
And then you learn that the same year you graduated college, he was wrapping up his freshman year—of high school.
Dating someone younger—whether you’re two or three years his senior or are talking cougar territory—certainly can work (look at Eva Longoria and her 4-years younger beau), but being an “older woman” in a relationship does tend to come with certain perks and downfalls.
If you’re an older woman getting back in the dating game, it can be daunting to decide if someone is the right age for you.
And more often than not, the question is, “Is he too young for me?
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December-May is always going to be looked at in a different light than May-December; so unless you can ignore others’ opinions about your relationship with a younger man, you’ll be out of luck.