"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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How do you go from friends to dating? (not the regular friendzone situation)

the_govner

Don Juan
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I don't have a problem with women in general, going from nothing to dating has been quite good for me.

However, I've known this one girl for awhile pre-dj and she's been a fairly good friend. Not very close, but we hang out maybe once every couple months and chat every now and then.

She knows I date a lot and I know that she sees me as a friend.

Any ideas as to how I ask her out on a date? The words to use? Don't want to be coming off as if I realized that we should be more than friends. I just want to date her and see if it goes well, nothing is certain.
 

"So, What Do You Do for Fun?"

She asks it casually, mid-sip. And you feel the floor open up, because the honest answer is work, gym, and a couple shows you're half-watching.

Women rarely say this out loud, but a man with a life is attractive before he says a word. The guy who spent Saturday deep-sea fishing and came back with photos and a story — he walks in already interesting.

The "22 Rules" pushed me to build a life worth talking about. Turns out the fastest way to be interesting to women is to be interested in your own life first.

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Iceberg

Master Don Juan
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I don't know that you can "ask her out on a date".

At best, you guys can hang out together for a night on the town, have a few drinks, and try to escalate to something physical.

Something has to actually happen for her to change her perception of you as a friend. I don't think you can talk your way into it.

If what you're saying is true, and you guys are not-so-close friends, then maybe you have a chance.
 

zekko

Master Don Juan
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At best, you guys can hang out together for a night on the town, have a few drinks, and try to escalate to something physical.
I think that's the best strategy (although you aren't clear on whether you've actually been out alone with her before or as part of a group).
Just get her to hang out with you as usual, then try to escalate, kino, try to get a kiss, etc.

She may give resistance at first, and that's okay! She may need time to get used to the idea of seeing you in a different light. Just back off awhile then start again. She's either going to have to change her mindset about you or reject you completely.
 

"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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