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Learn why people trust wikiHow. Explore this Article parts. Related Articles. Article Summary. Part 1 of All rights reserved.

This image may not be used by other entities without the express written consent of wikiHow, Inc. Carry yourself with confidence.

When you approach an older woman, hold your head high, roll your shoulders back, and straighten your back. This will help you have an air of confidence that will make you seem appealing to someone who's a little more mature.

For example, you might tell yourself something like, "I'm cute, smart, and funny, so I just need to be myself! Also, if you come across as insecure, it could make you seem like you're looking for a mother figure, rather than a partner.

Make eye contact when you talk to her. One of the best ways to show confidence is by maintaining eye contact. Make sure to look at the other person in their eyes and hold eye contact whenever you're talking or around each other.

Dating Coach Expert Interview. However, don't just stare at her straight in the eyes, as that can seem creepy. Hold her gaze for a few seconds, then look away for a moment.

To seem even more flirtatious, look her in the eyes, give her a smile, then glance at her lips for a moment. Give her a sincere compliment.

As you're talking to your new interest, pay attention to exactly what it is that's drawing you to her. Then, turn that into a sweet compliment that's unique to her.

If possible, try to focus on how she makes you feel or the qualities she projects. Those types of compliments can be a lot more meaningful than just a comment on her physical appearance.

Mentioning that you love her smile or her eyes can be sweet, but those compliments can be a little generic—it might work in your favor to be a little more creative.

For instance, if she's telling an interesting story, you might say, "I could listen to you talk all day! Avoid mentioning her age at first.

In general, it's best to avoid bringing up a woman's age altogether, but that's especially true when you're flirting with an older woman.

Talking about how she looks great for her age might make her feel self-conscious, or it might emphasize the fact that you're younger than she is.

Eventually, the subject of your age difference will likely come up, and you don't have to shy away from the conversation. Just don't make it your main focus early on.

If she does mention her age, you can say something like, "I never would have guessed. Don't be too obvious about it, though. If you think she's in her mids, for instance, a good guess might be Once you do start talking about her age, you can ask how a woman her age got to be single, or how she's kept so many partners at bay.

Just don't make it sound too corny or put on. Make yourself seem independent. Older women appreciate partners who are able to take care of themselves, so emphasize your accomplishments and the things you like to do on your own.

If you're always talking about your friends and family, then she may not see you as someone who stands on their own two feet, which can be a big turn off for women of any age.

If you have a good career with a bright future, talk about what you do for a living. However, don't brag—being arrogant can actually make you seem less confident.

If you live with your parents, try to avoid mentioning that, especially if she's closer to their age than she is to yours. Be direct and ask her out.

If the conversation is going well and you're interested in getting to know this lady more, don't play games—let her know.

Older women tend to appreciate a more direct approach. Stay cool, and casually ask her if she'd be interested in seeing you again the following week.

Are you free for dinner next Friday? If she says no, don't panic—just ask her if there's another night she'd like to meet. Remember to smile and look her in the eyes when you ask her out!

Part 2 of Plan a nice date based on what you learn about her. Before your date, spend a little time texting or talking so you can get a feel for what she likes.

Then, arrange a nice date based on that. Just remember to plan around what you're comfortable with, too—if you're too far out of your comfort zone, it will be obvious.

However, if you can't afford the bill or you aren't comfortable in a fine dining setting, the date may feel awkward, so it would likely be best to plan something else.

Try to think of dates that she might not be expecting. For instance, if you're outdoorsy, you might plan a casual hike or an evening boat ride.

Put effort into looking your best to impress her. Before your date, make sure you have a chance to shower and put on a nice outfit.

Showing up in wrinkled clothing or having messy hair might send the impression that you don't take the date—or her time—very seriously.

Just don't overdo it—strong smells can be offputting, even if they're pleasant. Hold the door for her. Some women aren't crazy about chivalrous gestures—they don't want to be made to feel helpless.

However, for other women, it's a sign of respect and they'll be expecting it. To be sure you don't make the wrong move, make an offer to open her car door, hold the door at the restaurant, or order a drink for her at the bar.

Then, gauge her reaction to see if she likes that type of treatment. If she declines your offer, just smile and appreciate the fact that she's secure in her independence.

Remember that in any case, there are times when it's polite to open or hold a door for someone, regardless of whether you're dating them or not.

Avoid talking about things that emphasize a generation gap. Even if she's savvy, an older woman might not know all of the newest street slang or latest memes, and she's not likely to be impressed by stories about the killer keg stand you did a few nights ago.

Instead, try to talk about your interests that are more likely to align with hers, like politics, world events, books, films, and music. For instance, if you've traveled, try talking about some of the places you've been and the things you enjoyed about them.

If you haven't traveled much, try talking about the places you'd like to go. Embrace your younger age.

If you're trying to impress an older woman, you might feel embarrassed or shy about the fact that you're younger. However, try to remember that you have a lot of advantages that someone her own age might not have, like more physical energy and an enthusiasm for trying new things.

You might benefit from acting more mature around her, but don't feel like you have to pretend to be someone you're not!

Call attention to your strengths instead of pointing out your weaknesses. Don't talk about your lack of experience or job prospects.

Instead, talk about how excited you are for the future and about how happy and free you are at your age. Flirt with her throughout the date.

One of the best ways to build sexual tension is to break the touch barrier, so look for little opportunities to brush your hand or leg against hers while you're out together.

In addition, give her compliments, make eye contact, and smile at her while she's talking. For instance, if you touch her arm and she puts her hand on your knee, you might move your chair a little closer to hers and rest your leg against hers.

If she seems like she's pulling back a little, you may be coming on a little strong, or the chemistry might just not be right. Try switching back to a more friendly demeanor, rather than a flirty one.

Then, ease back into flirting once she seems more comfortable. Part 3 of Kiss her at the end of the date if things are going well. Older women tend to appreciate a direct approach, so if you're enjoying yourself and you want to take her to bed, you may not need to take the slow approach.

As the end of the evening approaches, if you're feeling a spark between the two of you, go in for a kiss.

If she kisses you back, let the kiss become passionate for a few moments, then break it off and pull back a little. If she leans in as well, it's probably okay to kiss her.

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