Dating an older woman is exciting and you really want to impress her—but how? Older women may have experiences or expectations that you're not used to, so it's understandable if you’re a bit nervous. In this article, we'll share everything you need to know about dating an older woman, from making a good impression to moving forward with a serious relationship. Keep reading for our complete guide to dating an older woman!

Things You Should Know

  • Be thoughtful in conversation. Ask her questions about herself and really listen to what she has to say.
  • Keep the mood light and just focus on having fun together. Avoid bringing up her age frequently.
  • Maintain your friendships and interests outside of the relationship. Older women tend to prefer autonomy and appreciate independent partners.
2

Hold your own in conversation.

  1. Work on being thoughtful, mature, and articulate in conversations. Read up on politics, world news, and other recent events so you start good conversations. Be sure to contribute your own opinions, and don't be afraid to open up about yourself.
    • For example, talk about your experiences, memories, or aspirations to show her different sides of your personality.[2]
    • You might say, "I love to travel and I hope to do more of it in the future. I think my favorite destination so far has been Rome. So much history and culture there! What about you?"
    • Avoid topics that make you sound young, like video games or recent drama with your friends.
3

Take a real interest in who she is.

  1. Ask questions about her life and really listen to her. Put away your phone, make eye contact, and don’t interrupt her. Show interest by asking her open-ended questions about her childhood, work, friends, family, and hobbies. Give her sincere compliments when she reveals interesting things about herself.[3]
    • You might say, "I noticed you always have a book with you. Who are your favorite authors? Do you prefer any specific genres?"
    • To keep the conversation flowing, try to find common interests that you share. If it seems like you don't have any common interests, steer the conversation back to her. Older women tend to be strong conversationalists, so ask her to tell you more about one of her interests.
    • Complimenting her looks is fine, but highlighting her sense of humor or personality shows that you have depth. You might say, "The stories you tell about your friends crack me up. I love hearing your perspective and your friends sound so fun."
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6

Be positive and energetic.

  1. Impress her with your energy and willingness to try new things. What you may lack in experience or knowledge, you gain in enthusiasm, excitement, energy, and a positive outlook. Show her that there are benefits to dating a younger man, too![6]
    • Embrace new opportunities as they come. For example, if she wants to go to the opera and you've never been, look at it as a chance to experience something new.
    • Even if you haven’t done a lot (yet), you can always talk about the things you’re excited about trying in the future.
    • When you’re getting intimate, don't focus on your lack of experience in that department. Just enjoy yourself in the moment. If she wants to teach you a few things, be open to that![7]
8

Be yourself around her.

  1. Show authenticity if you want to have a meaningful relationship. You don't need a complete personality makeover to impress an older woman. At the end of the day, you want her to like you for you, not some polished, dressed up version of who you are.
    • You can always work on gaining experience, being more mature, and holding your own in the relationship, but you don't need to change yourself.
    • Don't worry about her judging you for your interests or hobbies, especially if they're a big part of who you are. If she's dating you, then she'll be curious to hear about your interests, even if she can't relate to them.
9

Show off your independent side.

  1. Maintaining friendships, interests, and goals is a sign of maturity. Make it clear that there’s a lot more going on in your life than just dating her. Continue spending time with your friends regularly so she knows friendships are important to you. Work toward your goals and share them with her so she knows you're a complex and dynamic person.[8]
    • For example, you might mention an upcoming hiking trip you're planning with your friends. If you're working on a passion project, tell her a little bit about it. For example, "I'm really into classic sports cars. In fact, I'm restoring one right now. That's how I spent my weekend."
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10

Focus on her, not her age.

  1. Pointing out her age all the time can make her feel awkward. Most women don’t want to be looked at as older—they just want to enjoy relationships on their own terms. Unless she brings it up, try not to draw too much attention to her age, and avoid bringing up your age difference constantly.[9]
    • It's exciting to date an older woman, but if you keep bringing it up, she may get the sense that your heart isn’t in the right place.
    • Other people might make comments about your age difference; just ignore them. As long as you're both happy and having fun, there's absolutely nothing wrong with dating outside of your age group.
11

Give her space.

  1. Respect that she's her own person with a life outside of you. It's fine to check in with a quick text when you’re apart, but leave it at that. Let her do her own thing and enjoy herself. To prove that you're mature, try to avoid acting jealous or questioning her about what she's been doing.
    • Don't mistake her independence as a lack of interest. One of the best things about dating an older woman is how independent and self-assured she is!
    • An older woman has more life experience, which can sometimes mean emotional baggage. For example, maybe she's newly divorced and wants to date casually for now. Try to respect what she's been through.
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12

Be upfront about what you want.

  1. It’s important to be honest if the relationship starts getting serious. If she wants more from you than you're currently able to give, don't string her along or waste her time. Respect her needs, have an honest conversation with her, and part ways amicably. If the relationship is going well and you want to take it to the next level, be upfront with her about what you want.[10]
    • You might say, "We've been dating for a few months now and I really like you. I'd love to be an exclusive couple and see where the relationship goes. What are your thoughts on that?"
    • A difference in age can mean you're both at different stages of life. Reflect on where you're both at right now. What are the family dynamics like? How does it feel to be together in your social circles? Do your lifestyles complement each other?[11]

Expert Q&A

  • Question
    How do you know if your age gap is OK?
    Jessica January Behr, PsyD
    Jessica January Behr, PsyD
    Licensed Clinical Psychologist
    Dr. Jessica January Behr is a Licensed Clinical Psychologist and the Founder and Director of Behr Psychology. She specializes in couples and sex therapy. Additionally, Dr. Behr treats those experiencing anxiety, stress, relationship problems, and depression. She holds a BA in Psychology from Hunter College. Dr. Behr also holds a Masters of Science of Education (MsED) in School Psychology and a Doctor of Psychology (PsyD) in Clinical Psychology from Pace University.
    Jessica January Behr, PsyD
    Licensed Clinical Psychologist
    Expert Answer
    First you got to understand that there's nothing inherently wrong with two consenting adults being together. More important than the age gap is the fact that the relationship is healthy and comfortable for each of the partners.
  • Question
    Can a relationship work between a younger man and an older woman?
    Jessica January Behr, PsyD
    Jessica January Behr, PsyD
    Licensed Clinical Psychologist
    Dr. Jessica January Behr is a Licensed Clinical Psychologist and the Founder and Director of Behr Psychology. She specializes in couples and sex therapy. Additionally, Dr. Behr treats those experiencing anxiety, stress, relationship problems, and depression. She holds a BA in Psychology from Hunter College. Dr. Behr also holds a Masters of Science of Education (MsED) in School Psychology and a Doctor of Psychology (PsyD) in Clinical Psychology from Pace University.
    Jessica January Behr, PsyD
    Licensed Clinical Psychologist
    Expert Answer
    Yes, but you have to ask yourself why you're worried about that. Do you feel totally comfortable with the relationship? There usually are external concerns, like blending in with family and friends, but the most important thing is how you feel on the inside, especially regarding other aspects that may burden the relationship. For example, older people are usually more financially stable and have children, and those dynamics can affect you.
  • Question
    Can a younger man be happy with an older woman?
    Jessica January Behr, PsyD
    Jessica January Behr, PsyD
    Licensed Clinical Psychologist
    Dr. Jessica January Behr is a Licensed Clinical Psychologist and the Founder and Director of Behr Psychology. She specializes in couples and sex therapy. Additionally, Dr. Behr treats those experiencing anxiety, stress, relationship problems, and depression. She holds a BA in Psychology from Hunter College. Dr. Behr also holds a Masters of Science of Education (MsED) in School Psychology and a Doctor of Psychology (PsyD) in Clinical Psychology from Pace University.
    Jessica January Behr, PsyD
    Licensed Clinical Psychologist
    Expert Answer
    Yes, he definitely can! There are, however, circumstances that might make that challenging. For example, you may have reactions to the relationship or mixed feelings about the age gap. You should look inward and ask yourself if you are genuinely interested in the older person or if there is something else going on. You can learn a lot about yourself through your attraction to this person.
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  1. https://www.psychologytoday.com/us/blog/compassion-matters/201210/6-ways-keep-long-term-relationships-exciting
  2. Jessica January Behr, PsyD. Licensed Clinical Psychologist. Expert Interview. 12 August 2021.
  3. Jessica January Behr, PsyD. Licensed Clinical Psychologist. Expert Interview. 12 August 2021.

About This Article

Jessica January Behr, PsyD
Co-authored by:
Licensed Clinical Psychologist
This article was co-authored by Jessica January Behr, PsyD and by wikiHow staff writer, Amber Crain. Dr. Jessica January Behr is a Licensed Clinical Psychologist and the Founder and Director of Behr Psychology. She specializes in couples and sex therapy. Additionally, Dr. Behr treats those experiencing anxiety, stress, relationship problems, and depression. She holds a BA in Psychology from Hunter College. Dr. Behr also holds a Masters of Science of Education (MsED) in School Psychology and a Doctor of Psychology (PsyD) in Clinical Psychology from Pace University. This article has been viewed 447,158 times.
12 votes - 83%
Co-authors: 18
Updated: October 25, 2022
Views: 447,158
Categories: Getting a Date
Article SummaryX

To date an older woman, be a gentleman by showing up on time, putting an effort into your appearance, and giving her compliments. You should also voice your opinions and hold up your end of the conversation since older women like men who are thoughtful, articulate, and mature. Another way to hold her interest is to be independent, like having your own friends and hobbies. Don’t make a big deal about her age or else she might sense that you’re uncomfortable with it. Instead, focus on showing her how confident and capable you are by standing tall, making eye contact, and accepting new challenges with excitement. To learn how to make a relationship with an older woman last, keep reading!

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