Why "Whatever You Want" Keeps You Single

She says the movie looks dumb; you suddenly agree. She tests you with a little attitude; you apologize for nothing.

You think you're being easy to get along with. She reads something else entirely: a man with no edges. Nothing to hold on to. No friction, no tension, no reason to wonder what he really thinks.

The "22 Rules" taught me to push back — playfully, calmly, without needing her approval. Strange things happened after that.

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Date with a widow

John9999

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At my age of 53 this occasionally comes up.
I have a first date Thursday night with a woman who is 51 years old. I kept the texting to a minimum so I don’t know a lot of details. But it looks like her husband died over 10 years ago. She had a LTR for 6 years , but now I’m gonna be her first date in 4 years. Go figure

So what do you do in a situation like this? I kind of feel like if she doesn’t bring up her deceased husband I don’t ask. What do you guys think?

Normally I would never ever ask about an ex but in this case the woman didn’t choose to be single. I don’t wanna seem cold or insensitive.
 
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"She Made Her Decision Before You Finished Your Sentence"

Three seconds. That's how long it took. Your shoes. Your posture. The way you held your drink. Whether you looked at the floor or looked at her.

She already filed you away. Interesting. Boring. Safe. Bold. Before you even opened your mouth.

Everything you say after that is just her confirming what she already decided.

So stop rehearsing lines. Fix the first three seconds. Stand tall. Look up. Smile like you mean it. Walk like you belong wherever you're standing.

The words come later. The impression comes first.

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KindredSpiritzz

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He's been dead 10 yrs now so i dont think its a big deal. If she wants to talk about it she'll bring it up, otherwise i'd stay clear of the topic, last thing you want is her thinking about her dead husband on a date with you. Just sit and listen and nod your head every once in awhile, women love to gab so she'll probably do most of the work. You just ask questions when she does stop talking.
 

John9999

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Yes. My bigger concern is no dates for her in 4 years. Either she’ll be super nervous. Or if I’m lucky super horny
 

Black Widow Void

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I wouldn't bring her status up. The reason is because a date is supposed to be uplifting and fun. You want to be viewed/remembered as the fun-guy that gave her a positive emotional experience. Reminding her of her late husband and her loss, will in no way work to your advantage - just the opposite.

You mentioned that she's been a widow for about 10 years, had a six year relationship and has been single for four years. Doing the math, it sounds like she quickly dated and formed a relationship after her loss. Factoring in that she seemed to quickly date afterward and it's now been ten years since her loss, you'll probably not have much of an unusual obstacle.

Her recent four year break from dating might be most revealing, but this subject too could also be a mood killer for the evening. Be the man that makes her feel good and the likelihood that she'll make you 'feel good' is more probable.
 

"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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MrWood

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just like ex's... don't ask, don't tell
If she brings it up, acknowledge her, give a consolation and ask if she wants another glass of wine
 

John9999

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Well now none of it matters because this one has ghosted me. Onto the next. I don’t think she was ready to do any kind of dating, I bet I dodged a bullet
 

Scaramouche

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Hi John,
Quite daunting for her to get back into the swim,Widows like her often make great plates...you just see them from time to time...A light hearted mail say a week from your last contact,tell her what you have been up to during the week and just finish off with a simple how's your week been?...Neither threatening,nor demanding shows you are a caring inoffensive Guy...she may well come after a couple of tries,what do you have to lose?...good Luck.
 
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Alvafe

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I think you care too much for only a date
 
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