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10 Awesome Benefits of Dating an Older Woman

By Emyli LovzJune 16, 2018Strategy
benefits of dating an older woman

Looking for some benefits of dating an older woman?

When it comes to age gap relationships, most people think of a younger woman and an older man. Seeing older men with younger women has practically become a cliche because it happens so often. People tend to accept it as the norm, but people don’t seem to chat nearly as much about relationships between younger men and older women.

While our culture can be beauty and youth-obsessed, a woman who has more years under her belt may prove to be the perfect partner thanks to experience, confidence and even a heightened sex drive. Without further ado, check out the 10 benefits of dating an older woman below.


Benefits of Dating an Older Woman #1: Older Women Tend to Be More Independent

Older women especially have established themselves and have their own lives. This means that they tend to be more independent. This is great because you won’t need to worry about a woman trying to cut in on your boys’ nights out and she won’t try to smother you when you need some alone time.

If you date a younger woman who doesn’t have much dating experience, she may feel uncertain of herself and get clingy. I’m not saying that this is always the case, but it can be more likely based on a lack of experience and immaturity.

Benefit #2: She Has Her Stuff Together Financially

Kanye West once warned us about gold diggers, but I don’t know if people are taking him as seriously nowadays, so this might be a good time to revisit that age-old lesson. One of the benefits of dating an older woman is that these women have their own money.

Because this woman has already established a career, promotions and the like, you don’t need to worry about getting taken advantage of financially.

One important thing to remember, however, is that even though she is able to take care of herself financially, that doesn’t mean that you shouldn’t be paying for the first three dates. Even if she offers to split the bill, don’t allow her to do that. You will never see her naked if you do this and she will discount you as a qualified dating partner for making her pay. And being that she’s older and more adept at speaking her mind, she may call you out for not treating her to a $3 coffee or a $10 martini on the first date.

The good news here is that it’s honestly not going to cost you a whole bunch of money or wreck your credit score when you pay on the first three dates, even if you’re going out on dates with several different women at the same time. My rule of thumb for the first three dates is:

  • The first date should cost no more than $10 to $15.
  • The second date should be something active and free.
  • The third date can be the fancy dinner and also the point where you can see whether or not the two of you have long-term potential. This is also often the time that physical intimacy occurs.

In total, you should be spending about $100 over the first three dates before you get invited in or ask her back to your place to seal the deal. That’s not so bad if you think about how much the alternatives might cost you. 🙂

Benefit #3: You’ll Have Great Conversations

Older women have had more life experience and developed wisdom that you won’t find in a younger woman. This means that you can have deep and meaningful conversations, which can help you build a connection and enjoy the time you spend with them.


You won’t have to worry about sitting across from someone who gives monosyllabic answers or doesn’t really “get it” when you try to talk philosophically or tap into her inner sapiosexual.

Benefit #4: She Won’t Use You for Your Seed

If the woman is divorced and already has kids or if she’s in her 40s, she’s not going to be on a mission to have you inseminate her. This is a huge benefit if you don’t want kids.

Some younger women may be in a panic as they get closer to 30 because they want to get married and have kids and are worried that it won’t happen if they don’t go husband hunting. With an older woman, she will either already have kids, has chosen to not have kids or is past the point of freaking out about it.

However, if you want children, remember that a woman who is in her late 30s or early 40s is still able to have children, her chances are simply lower than they were before.

Benefit #5: She Knows What She Wants and She Will Let You Know

The older we get, the better we get to know ourselves and the more comfortable we get with our wants and needs.

An older woman, perhaps in her 40’s, is not going to beat around the bush when it comes to letting you know what she wants. She’s less likely to pussyfoot around an issue than a younger woman because she’s been there and done that. She already knows what she really doesn’t like.

If anyone is going to have to worry about beating around the bush in a relationship, it will more likely be you if you’re the younger person. And if you start playing games with her or get wishy-washy, you better believe she is going to call you out on it.

This is a huge benefit of dating an older woman because trust and honesty are two of the most important things when it comes to the foundation of a long-term relationship.

Benefit #6: She’s Less Dramatic

The older you get the less energy you have when it comes to the game or dramatics. If you’re dating a woman who is under the age of 25, you may notice that she has less control over her emotions, can be impulsive and may not have the maturity to date without playing games.


Moreover, there is scientific evidence that also states that certain parts of the brain are not fully developed until age 25. Between the ages of 18 and 25, the prefrontal cortex is still not fully developed. This part of the brain is what helps you practice impulse control and can also help you organize things in a way that helps you reach a goal (like settling down and getting married, meeting a goal to do with your career path etc.). A woman who is older has had plenty of time to get her emotions in check and has probably gotten a lot of bad, impulsive decisions out of her system.

Benefit #7: You’ll Learn More About Yourself

Even if you only date an older woman one time, it’s a great learning experience. She’s had years to learn about herself, travel, become more cultured and feel comfortable in her skin.

When you’re the younger person in a relationship, you can learn a lot from someone who has the benefit of a decade or so more experiences than you. Older women don’t sweat the small stuff as much as their younger counterparts and that is likely because they have already sweated the small stuff plenty of times and know how futile extreme rumination can be. Because they have learned how to handle different challenges, they can instill you with some of their wisdom.

Benefit #8: She Will Appreciate Your Youthful Ambition and Energy

According to an article in the New York Post, 42-year-old event planner, Amber Soletti, started dating men in their 20s and 30s after becoming frustrated with a lackluster love life (how’s that for alliteration?) and issues she had with men in her age group. She eventually got engaged to a man who was eight years her junior.

Soletti and other women in the article noted that they preferred being with younger men because they felt that they enjoyed the youthful energy and ambition of millennial men, as well as their younger suitors’ support of their careers and goals.

When it comes to career and ambitions, you always want to be with someone that is encouraging and supportive of you rather than someone who wants to control you or be controlled. If you and a partner aren’t on the same page in this area, it isn’t a true partnership.

Man older women also have significant experience when it comes to careers and goals, which can be beneficial to you if you’re seeking advice or need guidance when it comes to making certain moves.

Benefit #9: She’s More Confident

This is one of the greatest benefits of dating an older woman and one that can help build a strong foundation for a relationship.


With age comes wisdom and also confidence. Older women have already gone through their terrible breakups and come out on the other side; they’ve dealt with insecurities over appearance and learned to accept them, or at least accept them better than before.

Dating someone who is confident and comfortable with themselves is extremely important when it comes to a compatible, long-term partnership. Not only is confidence sexy, but a strong woman is going to treat you better than a woman with insecurities, or a woman who is emotionally unavailable.

When dating older women who are confident, you’ll reap benefits like:

  • She’s not going to play games with you.
  • She will tell you exactly how she feels.
  • She is more likely to get along with your friends and family.
  • She won’t manipulate you.
  • Because confidence is attractive, the sexual spark will be better and you will enjoy your experiences with her more.
  • She is less likely to become jealous or irrational.
  • She will trust you and prove to be a trustworthy person.

Benefit #10: She Has a Higher Sex Drive

I saved the best one for last!

When it comes to sexual compatibility, older women and younger men tend to work very well together.

Yes, women in their 30s and 40s are generally more sexual than women in their 20s. Older women have more sexual fantasies and more sex due to this heightened libido.

This works out very well for men, particularly those in their 20s, as sex drive begins to decline for men after they reach the age of 30.

As far as things in the bedroom go, dating an older woman is a great idea and can really ramp up your sex life. Plus, there are plenty of self-described cougars who find being with a younger man very alluring, which is only going to add to the spark between you too.

Wrap Up: Benefits of Dating an Older Woman

One way that you can meet older women — or women in general — that may prove to be a good match for you is by increasing the age requirements on your online dating profiles. Another way to really ramp up your dating life and enjoy a variety of new experiences is through MegaDating.


Megadating is a dating strategy that involves dating several people at the same time in order to diffuse energy by keeping your calendar full. When you MegaDate, dating becomes fun instead of frustrating. Because you are hanging out with different women instead of focusing on going out with one woman at a time, your confidence will increase, your anxiety will decrease, and you won’t settle for less than you deserve.

MegaDating also lessens the pain of rejection because you won’t get hung up on one person. Using this strategy is also great if you feel hesitant or intimidated by the idea of dating an older woman – just make sure the older woman you’re dating isn’t married.

With MegaDating, there is less pressure and you can meet tons of different women in order to find what is the right fit for you.

If you want to learn more about MegaDating or want to reach your dating goals faster, head over to my calendar and book a new client 1-on-1 Skype session with me today. During our session, we will discuss your dating roadblocks and create an action plan to help you stay out of the friend-zone and find the right partner. We’ll also discuss if my 3-month coaching program could be a fit for you.