10 Tips For Dating An Older Woman

October 18, 2023 |
Dating an older woman
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What is dating an older woman like? Are they different from women your age? Do they get butterflies in their stomach when you say something remotely cheesy, or are they past that phase in their lives? Yes, it is tricky and confusing, but it’s not rocket science.

To understand her, you have to understand her needs, desires, goals, and circumstances. She is not going to respond to your overtures if it’s just a silly schoolboy crush. So if you’ve had your eye on an older woman, but aren’t sure how to approach her, we have some tips for dating an older woman which may be of help.

10 Tips For Dating An Older Woman

How to date older women when you know nothing about them and have had no experience in this area. Well, for starters you have to be prepared to do more than the bare minimum to win her over. For instance, if she sees potential signs of a clingy or selfish boyfriend in you, she isn’t going to reciprocate. Or if she feels disrespected in the relationship, in all likelihood, she won’t put up with it in the hope that things will improve.

But don’t worry, dating an older woman isn’t hard, provided you handle the situation the right way. For that, we’ve got your back. If you’re looking for more such tips on dating an older woman, continue reading the following 10 points:

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1. Get your basics straight

Make your partner feel that you are with her, and not just for the thrill of the age difference. Make her believe that you love her for who she is. Ensure that she doesn’t feel that you are with her solely for her age. She may feel insecure that this is just a fling that you can later boast about with the boys.

You can’t blame her for thinking that way. If you’re thinking about dating older women, you will have to learn to be more sensitive and respectful of them.

2. Respect her values

You should always remember that she is not from the same generation as you, so she might not have the same tastes and preferences as yours. Don’t get cranky if she refuses to join you in your wild plans. This is not because she is ‘conservative’ or ‘old-school’, but because her idea of fun and unwinding is different from yours.

So don’t go calling her ‘backward’ or ‘grandma’ just because she doesn’t agree with the mainstream millennial norms. Before shutting down her opinion, hear her out and try to make her feel as included as possible.

3. Don’t pretend to be someone you are not

Dating an older woman means she has more wisdom than you, and she’s been in more relationships too. Don’t fake experiences because you may get caught and risk making her feel as if she is dealing with an insecure boyfriend. There is no shame in being truthful about yourself.

Instead, be open to learning from her experiences. A relationship with an older woman can help you grow and evolve, so embrace that aspect of your partnership.

Tips dating an older woman
Don’t fake experiences because you will get caught

4. Compliment her

Paying her little compliments now and then can go a long way in making her feel special. If you want to know how to date older women and make them feel loved and special, never miss a chance to make her think that she’s beautiful. But be genuine about it. False compliments will only make her wary of your intentions.

5. Don’t try to impose your lifestyle on her

You are young, and you may enjoy clubbing and hanging out with friends pretty often. But she might have outgrown these things, so you should not try to impose your habits upon her. And if she enjoys doing certain things that you don’t connect with, give her the space to pursue them.

Related Reading: 12 Facts Of Older Woman Younger Man Relationships

6. Be respectful of her past

One of the rules of dating an older woman is to never be judgmental about her past experiences. Her past has made her what she is today – the woman you fell in love with. There is no point in being disrespectful toward what you can’t change. Don’t shame her for her past relationships, and don’t bring up the question of ‘how many men have you been with’ over and over again.

7. Don’t be jealous of her success

Chances are that she might be more successful and at a more stable place in her career than you. Don’t let that turn you green-eyed. Instead, treat her experience and success as examples you can learn from. Dating an older woman means you can get some valuable insights into work life and how you can be more organized and focused.

If she’s older and single, chances are she is very career-oriented and will not put up with anyone who tries to get in the way of her goals and ambitions. So be mindful of this fact and respect her choice to be a career woman.

Dating older woman
Be respectful of her career goals and success

8. Understand her constraints

She might have past and present commitments. For instance, she might have a child to look after or family responsibilities. Don’t expect her to give all her time to you and understand the importance of space in the relationship.

One of the most important tips for dating an older woman is understanding her priorities and her family situation. You can’t expect her to neglect her child just to spend more time with you. In fact, if you’re serious about this relationship, you should lend her a helping hand.

Related Reading: 10 Must Watch Younger Man Older Woman Relationship Movies

9. Make her a part of your social life

Another one of the gold tips for dating an older woman is to not be self-conscious about your relationship with her. Don’t feel embarrassed to introduce her to your friends. Instead, look for opportunities where you can invite her into your social life.

This way, you will not feel as if you are caught between two worlds. And if you really are embarrassed to be seen with her in public, you need to introspect why you’re with her in the first place.

10. Be charming always

How to date older women

Don’t slack on the charm that made her fall for you. Be exciting and be appealing to her. Think of some fun date ideas, fancy dinners, or maybe even a simple picnic day. Don’t let the romance die. No matter their age, women are women, and they will always appreciate romantic gestures that make them feel special.

Nowadays, relationships that don’t follow conventional boundaries are no longer seen as taboo. So don’t shy away from your relationship with an older woman. Dating an older woman isn’t as socially unacceptable as it was before. And anyway, why does it matter if you’ve found your person? Be free in love.


1. Is dating an older woman a good idea?

If you truly love her then yes. Relationships in the modern day are unconventional and aren’t bound by the same social taboos as they used to be. So you can date whoever you want, no matter the age gap.

2. What is the attraction of an older woman?

Older women are mature and wise. They are probably more experienced with dating and even in bed, and you can learn a lot from them.

3. Why would a younger man want an older woman?

Older women are enticing and have an aura of mystery around them. They are over the ‘honeymoon’ period of dating, and want something more meaningful and serious with their partners.

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