"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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Did Things Get Different After You Turned Thrity Something?

John_Taylor

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(Hope no one takes this offensively).

This is mainly geared towards older men whom nonetheless pull pretty girls.

When there was a big age difference between you and her, did you act any differently than when you were younger? (please say it proudly).
What's your approach in regards to age differences?
 

"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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davewe

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John_Taylor said:
(Hope no one takes this offensively).

This is mainly geared towards older men whom nonetheless pull pretty girls.

When there was a big age difference between you and her, did you act any differently than when you were younger? (please say it proudly).
What's your approach in regards to age differences?
Well first, your age isn't posted so we don't know what ind of age difference you mean, though from the title I'd assume you are 30 or approaching it.

Do a search and you'll find a ton of stuff here on the topic of age differences.

Professionally, I'm a writer and wrote a comic essay on the issue. Here's some of the strategies I have gleaned from various sources (mostly here):

When a woman asks your age, she's interested, but has some doubts, and isn't sure what to think about the potential age difference. She will look to how you answer to clue her in on how to feel, albeit unconsciously. If you’re lacking confidence about the age thing, take a cue from Ronald Reagan (not from his politics) during his debate with Walter Mondale:
"I refuse to make age an issue in this campaign. I will not hold my opponent’s youth and inexperience against him."

Strategy 1: Make her qualify herself to you.
Never feel awkward about being too old with younger women. Make them feel awkward about being too young for you. Do it playfully with a good dose of sarcasm. You are a mature man full of confidence and wisdom. She is a silly little girl who you can barely take seriously. Allow her to prove her maturity to you.

Hot Babe (HB): So how old are you?
Me: You tell me first.
HB: 27
Me: Wow, you are young. Do you have an older sister?
HB: No.
Me: Young looking mom?
HB: Not exactly.
Me: Well, I normally like more mature girls.
HB: Oh...
After this, she’ll desperately try to prove to you how mature she really is.

Strategy 2: Let her set the tone
HB: How old are you?
Me: Guess.
HB: 45.
Me: Actually, I'm 46. You're pretty close.
HB: Cool
The theory behind this is if you ask her to guess, she will tell you the age she wants you to be. Either accept that number or adjust it slightly.

Strategy 3: Be the charming older man
If you’re significantly older, like I am, then young women often consider your advances "harmless flirting" because you're the charming older man and more of a father figure than a threat. If at thirty-five a guy flirts with a young cashier, she goes quiet. If a fifty-five year old flirts with the same girl, she is all smiles and giggles. A much older man may be initially perceived as harmless. But as you are charming her a certain number of younger women will think, ‘why not?’ It’s become my calling card - “Why not, Dave.”

Strategy 4: Wiseassed sexy answers
HB: How old are you?
Me: Old enough to know what to do and young enough to do it often.

Strategy 5: Literary reference:
HB: So how old are you?
Me: Did you ever read “The Picture of Dorian Gray” (then point to yourself).
If she knows about Dorian Gray, she’ll laugh at the reference; if she doesn’t, she’ll pretend she does by smiling knowingly. Either way, the age question is dropped.

Strategy 6: Attach yourself to a celebrity that you know she would sleep with in a heartbeat

HB: How old are you?
Me: Oh, George Clooney and I have the same birthday.

She’ll practically melt, as now she associates you with Clooney, and if she ever thinks about your age difference, she’ll automatically think about being with Clooney.

Strategy 7: Make her feel great:
HB: I’m guessing you are about my Dad's age.
Me: Ya know, I always think that young women your age get better looking as they age a little.
HB: (smiles coyly) Oh, really? How old do you think I am ?
Me: Hmm, no idea, but you will be a stunner when you get to 25 .
HB: (blushes ) Errr, I hope so.
Me: Let me know when you have that birthday OK. We'll go out
HB (biggest smile) I sure will...thanks.
Whoever said that it is about how you make women feel knew it all.

Strategy 8: Deflect and attack

HB: How old are you?
Me: How much do you weigh?
 

zekko

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davewe said:
Never feel awkward about being too old with younger women. Make them feel awkward about being too young for you.
Honestly, when I've been with women much younger than me (and my girlfriend is 15 years younger than I am), I've never put any thought into it at all. As long as we form some sort of connection, the age difference means nothing to me. And in return, I've never gotten an impression that it meant anything to them either. If anything, my impression has always been that women like mature men. As long as you can vibe with a girl, the age difference is meaningless.

And oh yeah, things definitely get better after 30. There's a recent thread on this somewhere.
As far as acting different with women than when I was younger, I would say I was probably a lot calmer with my interactions with them once I turned 30.
 
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