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Dating Rules

Learn the rules of dating.

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Does Dating Younger Women Make an Older Man "Dirty"?

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younger womenThis is Part I of a 2-part series on dating younger women. In Part I, we'll be focused on social factors that have changed and why there's so much pushback against older men dating younger women in the West. Part II will be our "how-to" - that is, how to date younger women as an older (or younger) man.


There's something of a stigma in the West right now against older men and younger women (while younger men and older women is often considered right as rain - and maybe even ideal!)... younger woman / older man couplings, you'll frequently be told, are a Bad Thing.

But travel the rest of the world, and this stigma is largely nonexistent.

Throughout history, it's been common for older men to select younger women as their brides, across cultures, nearly universally.

It would appear we live in a strange and rather unusual period in history, where sexual norms have been turned upside down and positioned on their heads.

But look a little closer, and you'll see that even in the West - even in the United States, bastion of feminist sentiment right now - steer clear of unattractive women with bones to pick, and you'll quickly find that - at least among pretty younger women - this "stigma" against older men dating younger women is primarily the figment of a small group of the media's imagination.

Let's sweep aside the deliberate confusion of the rabble-rousers and have look at what actually goes on out there in the real world of older men and the younger women they date.

Having Lots of Dates in Short Amounts of Time

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While my normal recommendations are that guys stay far out of boyfriend-territory and focus on sealing the deal with girls they like on the first date, the truth is sometimes you're going to move too slow by accident, or not feel confident enough moving quickly with a girl, and you'll wind up as a boyfriend candidate after all.

So what do you do then, when she's not seeing you as a lover, and you can't move fast?

Just give up?

Or do you play the game the way she wants you to play it... but with your own twist?

lots of dates short time

I'm going to introduce you to the concept of date compression in today's article - making dates count for more than a single date, and having a full boyfriend-candidacy dating process in a short amount of time, rather than the protracted courtship these frequently turn out to be.

In the end, you'll be able to take girls who view you as a boyfriend candidate as lovers and as girlfriends much more quickly and reliably than the men who stretch things out - and often lose the girls they like after plowing time and money into trying to get them.

Let's talk about speeding up the entire dating process without skipping steps.

How to Meet Tons of Girls on Plenty of Fish

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plenty of fishPlenty of Fish - as chances are you already know - is an out-and-out treasure trove of young, cool, attractive girls who want to meet cool, sexy guys and... well, it's a dating site.

Thing is, it's a free dating site, which means it's open to the masses... which in turn means the most beautiful women on POF get inundated by messages from hopeful (sometimes desperate) men - so much so that the average pretty girl with options doesn't last longer than a few weeks on the site before throwing her hands up in frustration and resignation and abandoning her account.

And the ones who stick around? Grizzled POF dating veterans who cut through newbie online dating hopefuls like female paramilitary troopers trained at mercilessly crushing and cannibalizing the unready and unprepared.

In this article, I'm going to take you through what I learned in four (4) years of using Plenty of Fish to meet, date, and sleep with tons of new girls, including some of the hottest girls on POF in Southern California.

So sit back, relax, and let's get you doing what most of the rest of the online dating crowd can't do: lining up dates and taking pretty new girls to bed by the bushel.

Does She Want You as a Boyfriend... or Something Else?

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In the piece on how to treat a woman, a reader shared a tale of having a wonderful date with a girl, ending it by holding hands with her as they walked together, her talking excitedly... only for things to fall apart and her get suddenly uncomfortable when they arrived at his place. He then commented this:

I am in my 40s, well-paid mid-level manager in a prestigious organization. Most of the women I meet are around 25. Even if I don't tell them what I am doing for a living, they just can tell where I stand. The problem I face quite often is "this guy is not in my league, therefore he must be just playing". Can't tease too much, must be careful to show not too high value, and sometimes the move fast approach back fires, as described above.

does she want a boyfriend

Thus enters the status dynamic: the man who is sufficiently high status compared to the girl that she does not want to just sleep with him quickly and one-and-done him, but who is not so high status that he can ask for whatever he wants with her and get it.

He is, in other words, ideal husband material - or, to put it differently, a whole lot more valuable to her as a long-term prospect than a simple fling.

Something I've called, for a long time, the boyfriend dilemma.

Carnival of Dating Advice, 25th Edition

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carnival of dating advice

It's time now for the 25th Carnival of Dating Advice - our last.

In our final carnival here - wrapping up one full year after we got started - we have a grab bag of solid articles, focused primarily on having great relationships and avoiding the bad ones, but also on getting over a breakup, and dealing with self-doubt.

So dive in, friends, and get ready for a nice sendoff of the carnival.

Without further ado, your articles...

Carnival of Dating Advice, 24th Edition

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carnival of dating advice

Welcome to the 24th Edition of the Carnival of Dating Advice. We're winding the carnival down; this is our second-to-last go-round bringing you the best latest articles in dating, relationships, psychology, and more from around the web.

Short carnival this time, with four articles included - ranging from the gentlemanly to the emotional to reflection on success and taking action.

Here we go...

Carnival of Dating Advice, 23rd Edition

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carnival of dating advice

Welcome, friends, to the 23rd Edition of the Carnival of Dating Advice, bringing you some of the best latest articles in dating, relationships, psychology, and more from around the web.

Today you'll find articles served up on topics as varied as dealing with your own emotions - whether about success or a cheating partner; on figuring out how to get more results when it feels like you're doing everything you possibly can (and still not seeing any); and articles on busyness, uninhibited sex, and being a gentleman.

Without further ado...

Carnival of Dating Advice, 22nd Edition

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carnival of dating advice

May I present to you the Carnival of Dating Advice, 22nd Edition, here to bring you some of the best reads on dating, relationships, psychology, and more from across the web.

The article selection this time makes for an interesting mix of breezy reading, including a top 25 list on date ideas and a quick article on the psychology of attachment (in this case, to food), with some articles designed to make you stop and think, including those on mother issues, emotional unavailability, and treating relationship building as a problem-solving exercise.

Let's dive in...

Carnival of Dating Advice, 21st Edition

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carnival of dating advice

It's time once more for the Carnival of Dating Advice, this time the 21st Edition. As always, aimed at bringing you the 'Net's latest in thought-provoking pieces from across the spheres of dating, relationships, psychology, and socializing.

We're serving up four choice articles today: a primer/refresher on making a good impression, a primer on fighting and resolving conflicts effectively and well, a theory on approach anxiety and what you can do about it, and a bunch of fun little tricks you can do at bars (to the delight of any and all in eyeshot).

Let's have a look...

Are We Just Friends? Does She Like Me Back or Not?

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A reader writes in on the article "Staying Out of Auto-Rejection," about asking himself the question of "Are we just friends?" and giving up on a girl he was pursuing - only to have her pull him back in with an expression of her feelings:

are we just friends

I wrote off a girl (well have tried to anyway with great difficulty) I felt strongly for about a year ago due to the fact that although she expressed strong interested in me, she moved onto another guy due to me moving too slow, being aloof etc.

Since then, as part of bringing closure to the whole episode, I read all these theories about escalation-windows and auto-rejection, and concluded that this was most likely what happened in my case, and thus put the whole thing to rest, reaching acceptance that anything we had was over (well at least trying my best with these steps), and resolving not to make these 'mistakes' again with the next someone special who comes along.