Dating Older Women

Men's Dating

The Secret to Dating “Older” Women (11 Tips to Try)

David Wygant

Written by: David Wygant

David Wygant

David Wygant is an internationally-renowned dating and relationship coach, author and speaker. To find out more about David and all of his dating and relationship-building products, visit www.davidwygant.com.

Edited by: Lillian Castro

Lillian Castro

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When I was 23, my friend taught me one of life’s greatest lessons: Older women make decisions fast. It was this that led to my first experience with an older woman. She’d come to the beach for the weekend for the same reason I had: to get laid and have fun. We literally talked for 20 minutes and then went and had sex.


Really the #1 tip is to know where to meet these women. You’ll find 100s of older, attractive, experienced babes on OurTime.com.


So if you want to date (and possibly sleep with) older women, try the 11 tips below.

11. Act Like a Mature Man, Not an Immature Boy

You need to show her you’re mature and not some school boy just looking for a quick sexual experience to run and tell your friends about.

You don’t need to tell her you’re older than your years, but you do need to act like a man. Make no mistake — older women are looking for men, not boys. She has needs and a boy is not one of them. Nothing is more attractive to her than a young guy who can fill her needs as a man and in the sack.

But you’re in luck — she’s going to be attracted to you before you even open your mouth. She is drawn to you for the same reason so many men chase younger women: she is attracted by your youthful enthusiasm.

She loves your appetite for life and is intoxicated by your ambition and the fact that so much of your life is ahead of you. She enjoys the fact that you’re not tainted and broken like many of the men her age.

If she’s flirting with you, take her out as you would any other woman. Go out for a date, a drink, and/or dinner. Be a gentleman and take her out and have fun. Hang out with her. Be fun. She’s looking for fun.

10. Don’t Discuss Having a Serious Relationship

It’s going to end eventually, so don’t talk about a relationship with her. Don’t talk about how you want to be with her. Don’t talk about your feelings and emotions and how you’re falling for her unless she does it first.

She’s an older woman, and you’re a younger man. She’s looking to enjoy herself because most of the men in her age range are not in the physical shape she desires and are already broken and destroyed. She doesn’t want to date them.

She’s turning to you for your enthusiasm in life.

9. Play Up Your Sexual Appetite and Stamina

Women over the age of 30 are entering or are already in their sexual primes. They are literally sexual machines. Don’t be surprised if she has an orgasm when you kiss or even touch her.

Remember how horny you were and how often you thought about sex as a teenager? Women in their 30s, 40s, and beyond physically crave sex more than teenage boys.

8. Spark Intelligent Conversation

Older women have lived a life and had experiences. Many of them have had marriages and even children. You need to be able to hold your end of a conversation.

Yes, she wants you to tell her how hot she is, but she also wants to talk to you over dinner, during a walk, or lying in bed after you’ve made love.

7. Show Her That You’re Ambitious

Part of the turn-on of an older woman is her intellect and accomplishments. In order to succeed, she probably had to be smarter than the men around her. If you are just a boy toy she turns to for sex, she will get bored with you quickly. If you have goals and tell her about them, it will definitely turn her on.

6. Be 100% Honest With Her 100% of the Time

Older women have an extremely sensitive bullshit detector, so be 100% honest all of the time. They are more appreciative of open communication. If you want to have sex with her but don’t want to be her boyfriend, tell her. You’ll be pleasantly surprised by her response.

5. Let Her Teach You About Sex

No matter how much of a stud you are, chances are she’s had more sex than you and is better at it. That’s OK. Let her teach you what she knows. The women in your future will be forever grateful.

4. Demonstrate That You’re a Team Player

Experienced women understand life is better when you are part of a team, a real partnership. Make her feel like you are in it together and she will be the best asset for your success.

3. Ignore the Age Difference

Believe me when I say your older woman is well aware of the age difference between you. Don’t mention it. If she brings it up, tell her your heart doesn’t care how old she is. Your job is to make her feel like a GIRL, not like a friend of your mom’s.

2. Be Persistent in Your Pursuit

Even if she’s attracted to you, most older women will feel some guilt about your age. Ignore it and move forward as if she’s giving you the green light. Be manly and charming. If she really wants you to stop pursuing her, she will not be shy about it.

1. Never Let Her See You Looking At Younger Women

No matter how hot, smart, or successful she is, an older woman will always be afraid you’re going to leave her for a younger one. It’s the one thing she can’t compete with, and she’s smart enough to know youth in women, by itself, is attractive.

I’m not saying you can’t check out younger women when you’re alone, but when you’re together, this is an absolute no-no.

Nature’s paradox is the sexes have never been aligned properly. That’s why your older women isn’t interested in men her own age. She knows they can’t satisfy her. They are ready to settle into middle age and she feels like a teenager. She can’t help it. She suddenly feels like she’s got a Ferrari between her legs.

But that is your good fortune and why you have the best chance to seduce a hot older women, especially if you follow these simple tips.

Happy hunting!

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