"I just moved here from Florida."

That sentence contains at least five follow-up questions she WANTS you to ask. Where in Florida? What brought you here? How long have you been in the area? What do you miss? How does it compare to here?

She handed them to you on a silver platter. And you said, "Oh cool. I come here every week. I love this band. Ummm... pretty crowded tonight."

She smiled politely. Nodded. And never texted you back.

I was that guy for years. Talking too much. Listening too little. Panicking about my next sentence while she was literally feeding me the answers.

Then I found 22 rules that fixed the whole thing. Rule number one: shut up and listen. She'll tell you exactly what to say.

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Getting with older women

GoodMan32

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Most men on here appear to be into younger women.

I am in somewhat of the opposite position. Despite being 32, I prefer women in the 45-65 age range (I might even be willing to go above 65 on a case-by-case basis).

Is there anything different about the approach a man should use when trying to get a woman significantly older than himself?

Also, seeing as a decent chunk of that age range is old enough to be my mom, how do I get past the "I couldn't bring myself to do a bedroom session with a guy young enough to be my son" roadblock that a lot of older women have?
 

"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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GoodMan32

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I don't have an answer to your question, but I hear you about older women. They are usually better in bed and hornier than younger women. They like younger men to validate them.
Plus, with this type of age gap, there's an unwritten rule that a traditional relationship is unrealistic. Therefore, both parties know right off the bat that the arrangement is sex-only.

I've also found that older women are more open to fetishes.
 

Hamurabimbi

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I've actually found it more difficult to get with older women than younger. Despite being middle aged, I've had better results with younger (18-30) than older. Older women seem more cautious and skeptical. I get the impression they think I'm running some 'game' on them. Younger ones just seem less defensive and more 'giddy'.
 

Hamurabimbi

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I don't have an answer to your question, but I hear you about older women. They are usually better in bed and hornier than younger women. They like younger men to validate them.
I've found older women seem to have more stamina. They'll ride you. Younger women orgasm too quickly.
 

zekko

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Also, seeing as a decent chunk of that age range is old enough to be my mom, how do I get past the "I couldn't bring myself to do a bedroom session with a guy young enough to be my son" roadblock that a lot of older women have?
I'm just guessing here, but I wonder if part of the problem is insecurity? If they're 13-23 years older than you are, they might be thinking their bodies might not hold up in comparison. Maybe the answer might be in making them feel more attractive or comfortable somehow?
 

"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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CAPSLOCK BANDIT

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I used to only date older women with lots of money, the thing is they can date to more their own tastes as opposed to servicing or being influenced by their social circles as younger women do and are.

Speaking purely statistically, older women get the most matches/likes on online dating apps because younger dudes will bang them and older dudes will date them, the same could be said about real life although I doubt they get the same approaches from younger men compared to online, but the point im making is that putting an older woman into scarcity mindset is basically impossible, but they also understand the value of a man who can give them what they want and need as long as you care enough to figure that out.

With the above being said, you can authentically and easily escape the friend zone with an older woman as long as you understand where your leverage is and show her you can service that want/need and also this isn't sexual, she has access to sexual energy in abundance more so than any other demographic generally speaking.

So basically the only way you can't get in is by banging your way in
 

Scaramouche

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Most men on here appear to be into younger women.

I am in somewhat of the opposite position. Despite being 32, I prefer women in the 45-65 age range (I might even be willing to go above 65 on a case-by-case basis).

Is there anything different about the approach a man should use when trying to get a woman significantly older than himself?

Also, seeing as a decent chunk of that age range is old enough to be my mom, how do I get past the "I couldn't bring myself to do a bedroom session with a guy young enough to be my son" roadblock that a lot of older women have?
Hi Goodman,
Not just a Good Man but wise too....A marooned Seafarer had best just convince himself that Coconuts are actually rather nice...Most Older Women are a waste of time,but that still leaves an awful lot of Mrs Robinsons out there...As Ben Franklin tells a younger Man,many are like Old Peaches when you get past the wrinkly skin they are just soo sweet...With a younger Women you do all the work,she often just lies there like a sack of Spuds,the experienced Women will know that to keep you around she has to make an effort.
 

Mike32ct

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I'm just guessing here, but I wonder if part of the problem is insecurity? If they're 13-23 years older than you are, they might be thinking their bodies might not hold up in comparison. Maybe the answer might be in making them feel more attractive or comfortable somehow?
I agree about insecurity, but I have a different angle.

I think they might find younger guys attractive, but some might have mental hangups about going forward with a hookup or FWB with that younger guy.

Sort of like… “I don’t do that anymore” or “I shouldn’t be doing that at my age.” In others words, they might talk themselves out of it.
 

Scaramouche

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I'm just guessing here, but I wonder if part of the problem is insecurity? If they're 13-23 years older than you are, they might be thinking their bodies might not hold up in comparison. Maybe the answer might be in making them feel more attractive or comfortable somehow?
Hi Zecko,
Yes for Many insecurity is what drives them....In my experience the never married Spinsters of the Parish should not be your Target,rather a Divorced Woman,She knows what she wants,If Athletic she is usually chasing Forever Youth,it's the new Religion,the affirmation for which is to have a younger Man in tow She wants to show you off to her Friends and Family...very often it is Quid pro Quo,time in the Bedroom in exchange for your Social presence.
 

Learning Curve

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Most men on here appear to be into younger women.

I am in somewhat of the opposite position. Despite being 32, I prefer women in the 45-65 age range (I might even be willing to go above 65 on a case-by-case basis).

Is there anything different about the approach a man should use when trying to get a woman significantly older than himself?

Also, seeing as a decent chunk of that age range is old enough to be my mom, how do I get past the "I couldn't bring myself to do a bedroom session with a guy young enough to be my son" roadblock that a lot of older women have?
I get that you like older women. I do also.

But why the heck would you want to go above 65 or even above 40+ ?

I don't get it. Do you like grannies?

Dude you are 32. Wake up.
 

"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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GoodMan32

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I'm just guessing here, but I wonder if part of the problem is insecurity? If they're 13-23 years older than you are, they might be thinking their bodies might not hold up in comparison. Maybe the answer might be in making them feel more attractive or comfortable somehow?
You might be right.

When I was in my early 20s, I got with a 48 year old. She asked me ahead of time if I've been with an older woman. In retrospect, she probably wanted to make sure I wouldn't be shocked at her body.

And yeah, making the woman feel more attractive couldn't hurt.
 

GoodMan32

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Hi Goodman,
Not just a Good Man but wise too....A marooned Seafarer had best just convince himself that Coconuts are actually rather nice...Most Older Women are a waste of time,but that still leaves an awful lot of Mrs Robinsons out there...As Ben Franklin tells a younger Man,many are like Old Peaches when you get past the wrinkly skin they are just soo sweet...With a younger Women you do all the work,she often just lies there like a sack of Spuds,the experienced Women will know that to keep you around she has to make an effort.
If I recall, Ben Franklin also said something along the lines of "Even if the rest of her body ages, her cooch looks no different than a younger woman's"
 

GoodMan32

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I agree about insecurity, but I have a different angle.

I think they might find younger guys attractive, but some might have mental hangups about going forward with a hookup or FWB with that younger guy.

Sort of like… “I don’t do that anymore” or “I shouldn’t be doing that at my age.” In others words, they might talk themselves out of it.
I know an escort perhaps isn't the best woman to get lady advice from (as her livelihood depends on men continuing to pay for sex).

That being said, when I was heading into my building with my escort this weekend, we happened to run into my next door neighbor. My next door neighbor is in her early 50s.

When I was in bed with the escort, I mentioned to her that I would totally like to get with my next door neighbor. The escort said my next door neighbor, even if into me, probably thinks there's no way a guy as young as me would be into a woman 20 years older than me.
 

Gamisch

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Plus, with this type of age gap, there's an unwritten rule that a traditional relationship is unrealistic. Therefore, both parties know right off the bat that the arrangement is sex-only.

I've also found that older women are more open to fetishes.
Nope.

Older women are equally delusional as their younger competitors . An older woman whose sincerely impressed by you will DEFINITELY try to speed shyte up.

My problem with older women is that I can't stop thinking that I actually should've been dating the 12 year younger version of her.

It's a matter of taste I geuss. I agree that an older woman MIGHT give you less headaches, but the difference isn't as great as people believe it is. I've been with older women who behaved like angry teenage girls.
 

"You'll Never Feel READY to Walk Over"

Next Monday you'll feel more confident. After the gym you'll feel more confident. After one more drink you'll feel more confident. After you get a better haircut, a better jacket, a better job.

You've been "getting ready" for two years.

She's standing ten feet away right now. She'll be gone in four minutes. No amount of preparation will manufacture the courage that only comes from moving your feet.

Walk over. Stumble through the first sentence. Let it be clumsy. Let it be imperfect. You will feel more alive in those ten seconds than you have all month.

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GoodMan32

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Give them orgasms.


They're often less inhibited, but not better in bed.


Like I said, not worried that much about being slvt shamed anymore.


With experience you become less 'easy'. When I was young, a woman just had to put her mouth around my trouser snake for me to come in 4-5 minutes. Now they better have some sucking technique or they'll be sucking for 30 minutes.
Giving an older woman an orgasm requires her to give me a chance first.

As for the fetish thing, you're right, older women are less afraid of being slvt-shamed.

Another thing about my fetish in particular (watching a woman pee), younger women are more self-conscious about bodily functions.
 

GoodMan32

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I get that you like older women. I do also.

But why the heck would you want to go above 65 or even above 40+ ?

I don't get it. Do you like grannies?

Dude you are 32. Wake up.
So you like older women, yet think I should draw the cutoff at 40? If 40 is your idea of an older woman, I take it you're younger than me (40, while technically older than me, isn't even a decade older. That's nothing).

My dead serious reason of preferring 45-65: Old enough that pregnancy ranges from unlikely to impossible, yet young enough I still find her attractive.

Even in my early 20s, I got with a 54 year old. In my early 30s, my upper limit has gone up by about 10 years.
 

RangerMIke

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I've noticed since Covid that older women are going after younger men in increased numbers. I used to never have any problems with women close to my age.... Mid 40s to mid 50s.... but now, I've had women my age get turned off because we are the same age.

It is what it is, nothing we can do about it. It's a combination of several factors... but the biggest is that older women are no longer shamed for dating much younger men. I have a couple of female friends, one that is 45, the other 39.... and they will not hook-up with any men that are older than their late 20s.

But yeah... older women are better. Women in their mid-30s and lower are just too much chaos and BS.
 

"She Laughed All Night. Then She Ghosted You. Here's Why."

Dinner ran three hours. She laughed at everything. You walked her to her car thinking this one's locked in.

Then: nothing. Two texts. No reply. What happened?

You did what most men do on a great date. You filled every silence, answered every question, and left her with nothing to wonder about. No mystery. Nothing to sit with when she got home.

Rule 3 of the "22 Rules" changes the ending: tell her a little, hold back the rest, and let her imagination do the chasing. The ghosting stops too.

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