Why "Whatever You Want" Keeps You Single

She says the movie looks dumb; you suddenly agree. She tests you with a little attitude; you apologize for nothing.

You think you're being easy to get along with. She reads something else entirely: a man with no edges. Nothing to hold on to. No friction, no tension, no reason to wonder what he really thinks.

The "22 Rules" taught me to push back — playfully, calmly, without needing her approval. Strange things happened after that.

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Older women?

Fly By Night

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Hey guys, I too think it would be cool to hook up with a more mature woman, but... It seems impossible to me. I even try to spark up normal convos with them and they seem distant and ready to get away from you.

Care to share your stories? Because as of now I hardly believe anyone who says they been with an older woman.
 

"I'm Not Looking for Anything Serious Right Now"

When a woman says it, guys hear a confession. A heads-up. A scheduling conflict.

Here's the translation: I don't feel anything. Right now. With you.

Watch what happens when a man triggers actual attraction. The busy career, the recent breakup, the "not in a place to date" — all of it evaporates instantly. The same woman who was guarding her freedom is suddenly free every night.

The "22 Rules" explain why. When the right switches flip, her timeline rearranges itself around you.

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Mike32ct

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I like older women but they are a strange bunch.

Sometimes they are easier and have less hangups than the younger ones. Sometimes even their (mature) gfs encourage you to leave with their friend :).

But most times, IME, they are more conservative. Despite many having a high sex drive, many play the "I don't do that ANYMORE" card.

This means "I want to b@ng you silly but don't think it's proper at my age to do that even though I F-ed a football team back when I was 23."
 

nismo-4

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Older women still have choosing power like younger women, even worse that the media blew up this milf and cougar craze. Now look at all the power and entitlement issues they have now.

I've been with some older women in the past. I've had some in chambers. They still hold the sex card and have lots of options. My best ones were those who already found me attractive.

Lie about your age too. They'll pull the "Old enough to be your mama" card. Translation: I'm repulsed at the thought of dating you.
 
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ilikecharlene

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Most older woman/young man relationships are probably sexual only. But it probably depends on the woman involved. If a woman is more conservative-minded, or her social circle/family is, then she may not be up for it.
 

pdx1138

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go hunting for recent divorcees.

a lot of them want action to prove to themselves they still "have it."
 

"The Coffee Shop Girl You Never Spoke To"

You've replayed it a hundred times. She stood three feet away, scrolling her phone. You had an opening. You composed the perfect line — after she was gone.

For all you know, she's married now. To some guy who said something. Anything.

Openers are cheap. Almost any sentence works when it's delivered within three seconds. The expensive part is the standing there, drafting and deleting, while the window quietly closes.

The "22 Rules" stripped out my hesitation. What to open with, how to keep it alive, and the one habit that costs guys more women than anything else: waiting for perfect.

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noreally

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Older women probably aren't playing any games, nor have they developed some new sense of entitlement. They've simply moved on! After a certain age the idea hooking up with a man just isn't very interesting - but it's not personal, it's just hormones. They've moved onto the next life stage, of being with interesting people (male or female), being creative, thinking about the community rather than themselves and their gadgets.

If you're just looking for sex, they'll know, and they'll see you as a mosquito looking for blood, and swat you away. If you're looking for a genuine connection because you like their maturity, then you need to be interesting, creative, community-minded, and engage with them on that level. Then, I dare say, eventually you can amuse them into bed...
 

HalfPUAHalfAFC

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When I was 19 (I'm mid 40s now) I dated two 31 year old women in a row. One in a boring but open marriage, another a divorcee who hadn't had sex in about 3 years.

If you are younger and want to bang hotter chick, these are the ones that will do it:

1. Those who are sexually frustrated and not receiving attention from the hot guys their age. With these women, they are not likely to let you game them in front of their friends, it will make them look desperate. Meet them at place A, ask them to meet you at place B the next day. They will know what's up.

2. Those who are sex freaks and think you are a decent opportunity. Don't game her like a younger chick. Gaming her requires showing you are fun but cool and smart. Shennigans won't help, teasing probably not too much either. But wit and flirty conversation will and she'll often take up the lead.

That said, most older women who are getting some sex and/or attention will not be too interested in hooking up with guys that are about 5 or more years younger than them (maybe more).
 

nismo-4

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I lie about my age.

If they're i.e. 45, I'm 43. I had a woman who was 65 in chambers before. She never knows my real age. She was quite attractive and had lots of sexual energy for her age.

I'm one hard judge. She found that out. Any woman over 40 knows I give them the stiffest punishment I can.
 

Deep Dish

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I’m 32 and my new girlfriend is 42. I’d prefer if she was younger but she’s still relatively hot, skinny, has a great ass, and she’s cool. Sex freak. She does come with emotional baggage and drama, though.
 
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