"She Liked You in March. It's October Now."

Attraction runs on a clock.

She flirted for weeks. Touched your arm. Found reasons to be alone with you. And you were careful. Respectful. Waiting for the right moment.

The moment had a shelf life. It expired around month two, and by the time you asked her out, she'd quietly filed you under "little brother."

One of the hardest lessons inside the 22 Rules: women rarely wait. Interest either grows or it decays, and nothing decays it faster than a man who never moves.

Make the move while she's still inventing reasons to be near you.

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How old is the oldest woman you have laid?

Downlow

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my record is 44 (this was a few years ago now). It is true what they say about older ladies, you can do anything with them, and now i wish i was more adventurous! I was actually extremely nervous about going to meet her in her house.
 

"Why Women Dump the Guys Who Try the Hardest"

You paid for dinner. You drove. You said "whatever you want is fine" every single time. All the effort, no expectations.

And she left anyway — probably for a guy who makes her pick up the pizza.

Painful. Also predictable. Her mind quietly concludes that anything requiring zero effort from her is worth exactly zero. You became a free sample, and free samples get taken for granted.

The 22 Rules flip the dynamic. Small shifts that get her investing effort, money, and time in you — until SHE'S the one afraid of losing YOU.

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Bible_Belt

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It's not polite to ask a woman her age, but I once enjoyed the company of a swinger in Florida who by my guess was in her mid 50's. If she had any limits, I never found them...
 

insidious

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53 :eek:

Ha!

I was 35. She hit on me on a weekday afternoon at a bar in Hollywood.

We had a "one-afternoon stand" and she could f**k like a beast. No regrets. She wasn't great or bad looking but she was slender and energetic. :wave:
 

logicallefty

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Nailed a 40 yo when I was 31.

I posted this before in another thread, this is my summary of older vs younger

- Younger woman saying she's not interested : "I am busy"

- Older woman saying she's not interested: "I'm sorry but I dont think its going to work out, good luck!"

- Younger woman saying she wants to sleep with you: "We can go to a movie or go get a drink or do something else." or "Can I crash at your place on the couch?"

- Older woman saying she wants to sleep with you: "I really need some bad, how quick can you get here!? 15 minutes? That's not quick enough!!!!"
 

"She Wants a Man, Not a Boy"

You asked her if she wanted to grab coffee. Then you asked if the time worked. Then you asked if the place was okay. Then you asked if she'd prefer tea.

Four questions. Four chances for her to say no. Four signals that you're terrified of making a decision.

Plan it. Pick the place. Pick the time. Tell her where to meet you. She'll either show up or she won't.

Either way, you look like a man instead of a scared little boy.

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Rollo Tomassi

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When I was 22 I regularly banged a 41 y.o. and a 43 y.o. The 41 y.o. even gave me a car when mine broke down so i could still come out & nail her on the weekends, heh.
 

sparky0000

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and you are proud of that?
 

\O/

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32 when I was 23..
 

squirrels

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Prolly 30something. Women in their 30s can fvck like champs. My first time was with a 36 year old. My best time was with a 32 year old.

I got to third-base with this redhead who said she was 46...but she was still in DAMN good shape for that age.
 

"Stop Asking Your Friends What to Text Her"

Your buddy Dave has been single for three years and thinks "hey u up" is a valid strategy. Your other buddy Mike just got dumped and told you to "just be yourself."

You showed them her text. You asked them to decode the emoji. You drafted four responses and sent the screenshot to the group chat for a vote.

She's been waiting forty minutes.

Put the phone down. Stop crowdsourcing your love life. Type something that sounds like you. Hit send. Then go do literally anything else with your evening.

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Ever onward

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39 year old. Banged her just the other night. Not sure if it counts though as I've been hitting her on and off for nearly six years now.
 

Centaurion

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49 ex stripper.

She sure knew how to work her poon.
 

Downlow

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Rollo Tomassi said:
The 41 y.o. even gave me a car when mine broke down so i could still come out & nail her on the weekends, heh.
I would be proud of that, lol!
I have never actively tried to pickup a milf (except for the 44yo ), but it is interesting because they will never think that you are approaching them for a PU and so don't have a biatchshield, and also you don't have any real expectation and so you are completely laid back about it. (This is unless you're specifically after milf, or that the milf is actively after some fresh young meat!)
 

"She's Out of Your League"

You've said it a hundred times. Maybe a thousand. And every time you say it, you train your brain to freeze the next time she walks into the room.

Leagues are a myth invented by guys who are scared of women.

She's a person. She has bad breath in the morning. She picks songs she can't sing in the shower. She overthinks her own texts.

Walk over. Say something. The league dissolves the second you open your mouth.

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Rollo Tomassi

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sparky0000 said:
and you are proud of that?
Never really thought of being proud about it, it's just what happened. Both of these women were really just glorified FBs for me. I actually learned quite a bit about how women age, their sexually marketability as they age and this phase of a woman's maturity with respect to what's been conditioned in them from these women - and I got laid quite a bit while I doing so too. Both of them met my physical standards and I wanted to try it out with an older woman.

I also found out that hitting it with older women was almost too easy since the imperative for older women (particularly divorced ones) is to affirm themselves and their waning sexual marketability after their mid 30s. And nothing gives them more affirmation than a 22 y.o., muscular guy to show off to their also aging girlfriends and their overweight ex-husbands while getting sexual gratification too.

As I said this makes it too easy for guys just coming into their own with women and it kind of gives them a false sense of desirability. The ease of approach and the degree of success young guys have with older women rarely translates to women their own age since they have completely different priorities for the criteria a man needs to get her intimacy. This then leads guys to "prefering" older women because they're easier and the fear of rejection is marginalized, when what they need to do is learn to approach and close with all kinds of women, younger, older or their own age. All that's not to discourage a guy from hitting it with an older woman, just a warning not to let yourself become too wrapped up in the ease of it all.
 

Sinistar

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Oldest 46,

When they're in great shape for their age (ie slender, athletic) and h0rny, a lot can be learned and some good s3x too!

Rollo Tomassi said:
As I said this makes it too easy for guys just coming into their own with women and it kind of gives them a false sense of desirability. The ease of approach and the degree of success young guys have with older women rarely translates to women their own age since they have completely different priorities for the criteria a man needs to get her intimacy. This then leads guys to "prefering" older women because they're easier and the fear of rejection is marginalized, when what they need to do is learn to approach and close with all kinds of women, younger, older or their own age. All that's not to discourage a guy from hitting it with an older woman, just a warning not to let yourself become too wrapped up in the ease of it all.
...much wisdom in these words.
 

Latinoman

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31 is actually a relatively young woman and not too far from her prime.
 

"How I Made Sure No Woman Ever Friend-Zoned Me Again"

She calls you when her car breaks down. When she needs help moving. When some guy she's actually dating treats her badly.

You're the listener. The reliable one. The guy who would treat her so much better, if she'd just open her eyes.

She won't. You trained her to see you as the low-effort option — the friend who requires zero risk and zero investment. Every favor dug the hole deeper.

The "22 Rules" break the pattern. You'll stop auditioning for a role she already cast and become the man she chases instead. It starts with Rule 1.

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