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Some of my commenters mentioned that it should be easier for older guys to date younger girls because of the inherent attraction women have for worldly, mature men. This assumption is true in the abstract, but needs to be amended.

Maxim #7: The greater the age difference between the older man and the younger woman, the tighter his game will need to be, barring compensatory attributes.

This is why a 25 year old guy can get away with a little more beta behavior when gaming 22 year old girls than a 35 year old man gaming the same girls. There is a smaller margin of error when the age difference approaches ten years plus, and the women are under 25. The upshot is that an older man with good game is EXTREMELY attractive to all women because the experience is so rare.

Maxim #7 applies to about 60% of women under 25. I have found that 40% of under 25 women have no problem dating much older guys, and many even actively seek out the dashing older gentleman. What this means in the field is that if you are over 30 and hitting on 22 year olds, you will be rebuffed slightly more frequently before you even open your mouth than if you were closer in age to your targets. Don’t worry about it. Chances are good that for every girl who sneers “How old are you??” the very next one will welcome your advances. Only when you notice all your approaches beginning with your target’s incredulity should you consider raising the lower bound age limit of the women you hit on. But trust me, that point comes much later than most guys realize.

Another commenter wondered if joking about the age difference would help deflate its impact. Be careful with this course of action; it can easily backfire. If you do make light of it, don’t go overboard. Too much evasive joking betrays a faint whiff of insecurity, especially if you are the one to broach the age subject first. One offhand joke is enough. For instance, when asked my age, I sometimes say “My chronological age or my emotional age? Cause, you know, emotionally I’m 14. Wanna go to the arcade?”

The same applies when being asked about your job. One “joke job” is enough. If you reel off a litany of joke jobs, she will suspect you really are an unemployed loser with something to hide.

Nowadays I skip the joking entirely and don’t mention age at all unless my date shows signs of unease with the age difference. In these cases I handle any age objections like this:

Her: “So I have to ask… how old are you?”
Me: “Guess.”
Her: “29.”
Me: “Pretty good. [notice I didn’t actually confirm her guess] How old are you?”
Her: “23.”
Me: “Wow, my ex was 23… no wait, it was her birthday last week, she just turned 24. Normally I like to date older women because they are classy and sophisticated, but maybe you are different.”

I have done two things here: One, I’ve showed her that I am no stranger to dating younger women. They like to know you are loved by other women similar to themselves in age and beauty. (This is why dating a fat chick is actually worse for your product marketability than being single.) Two, I have put her on the defensive so that she is now working hard to get my approval. Most women are secretly hoping that you will challenge them like this. They WANT to be the approval-seekers.

Once you’ve mastered the most important part of picking up younger women — your attitude — you can improve those secondary characteristics that will help round out your game. Here are some:

  • Stay in shape.

It’s not hard. Don’t overeat and hit the gym regularly. The real gym with iron, not the froo froo one with elliptical machines and treadmills. Women are forgiving of general aging in a man, but they are less lenient when that man has a round gut and bitch tits.

  • Baldness.

If you are balding, shave it to the scalp skin. There is nothing worse than the monk’s ring. If I were balding, I would shave it all off and get a spitting cobra tattoo wrapped around my skull. Job promotions would soon follow.

  • Fashion.

Dress younger and trendier than the average guy in your age bracket, but not so trendy that you look ridiculous. For instance, if you are 30, upgrade from designer hoodies to designer blazers. Chuck the Chucks for Steve Maddens and Pradas. $50 t-shirts are still OK if you have an excellent V-shaped torso to show off, but most men will want to move on to snappy spread-collared shirts after 30.

  • Tattoos.

This is a little trickier as you run the risk of looking like a prole, but tattoos add an aura of toughness that works well to compensate for the perception of blandness as you age into the next demographic.

  • Become artistic.

Drop the typcial American male hobbies like drinking and football and take up photography and guitar. Expressing yourself artistically is so attractive to so many younger women that it virtually negates any doubts about your age.

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