"The Coffee Shop Girl You Never Spoke To"

You've replayed it a hundred times. She stood three feet away, scrolling her phone. You had an opening. You composed the perfect line — after she was gone.

For all you know, she's married now. To some guy who said something. Anything.

Openers are cheap. Almost any sentence works when it's delivered within three seconds. The expensive part is the standing there, drafting and deleting, while the window quietly closes.

The "22 Rules" stripped out my hesitation. What to open with, how to keep it alive, and the one habit that costs guys more women than anything else: waiting for perfect.

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"Date" your married boss or not?

Kaiser10

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There's the question... is it ever worth it to hook up with your married boss?

If she's showing clear signs of interest: sitting with you at every meeting, calling and texting you at random times away from work to talk about work, but straying to more personal talk, coming to see you at work on her day off decked out in off-the-clock hotness to bring you a report she could have emailed or you could have printed yourself decked out in off the clock hotness, making harmless touching contact whenever she can, joking about enjoying "inappropriate" conversations with you...

She got you promoted, she is self assigned to oversee your development, she is helping you to excel in your career...

She is hot as hell, showing obvious interest, but can make or break your career...

Do you resist and stay strictly professional? ...continue to play along and just build chemistry without anything else? ...if you decide to make the move, how do you keep yourself as safe as possible?

I'm leaning towards making a move, but for the first time in my life am scared ****less (but thrilled) by the turned table and feel clueless about how to handle it... that's how I got here.

Please, let the expert advice ensue...
 

"She Wants a Man, Not a Boy"

You asked her if she wanted to grab coffee. Then you asked if the time worked. Then you asked if the place was okay. Then you asked if she'd prefer tea.

Four questions. Four chances for her to say no. Four signals that you're terrified of making a decision.

Plan it. Pick the place. Pick the time. Tell her where to meet you. She'll either show up or she won't.

Either way, you look like a man instead of a scared little boy.

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The Gambler

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Kaiser10 said:
There's the question... is it ever worth it to hook up with your married boss?

If she's showing clear signs of interest: sitting with you at every meeting, calling and texting you at random times away from work to talk about work, but straying to more personal talk, coming to see you at work on her day off decked out in off-the-clock hotness to bring you a report she could have emailed or you could have printed yourself decked out in off the clock hotness, making harmless touching contact whenever she can, joking about enjoying "inappropriate" conversations with you...

She got you promoted, she is self assigned to oversee your development, she is helping you to excel in your career...

She is hot as hell, showing obvious interest, but can make or break your career...

Do you resist and stay strictly professional? ...continue to play along and just build chemistry without anything else? ...if you decide to make the move, how do you keep yourself as safe as possible?

I'm leaning towards making a move, but for the first time in my life am scared ****less (but thrilled) by the turned table and feel clueless about how to handle it... that's how I got here.

Please, let the expert advice ensue...
Look, it sounds very tempting.... and on the surface, seems like it could do wonders for your career short-term....

But medium to long-term, this is almost guaranteed to be a disaster... If SHE has a boss, and word of this leaks out, she is so fired.... If you ever decide to cool things off with her because you've met someone else, that will probably be a bit awkward... The two of you may have a disagreement one day for one of a million different reasons (take your pick), and the work environment may become uncomfortable...

I know I'm mentioning things that are fairly obvious, but these types of things are very likely to happen sooner or later. I'm not telling you anything new here, but in summary my advice would be to NOT DO IT!

In this game, the odds are stacked against ya.

The Gambler
 

DonJuanabe

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Here is what you should do: Go into her office, close the door, and tell her "We need to have a meeting. A meeting of my c0ck and your vag; of my sack and your p*ssy lips as I thrust deeply inside you." Then knock everything off her desk, lay her down on it, and pound her. Pound her so hard she needs a new desk. And a physical therapy appointment. Make sure, before you go into her office, that you put your cell phone on voice record so you have ammo for later.

What is later? Later is when she fires your azz because her marriage has fallen apart and she is losing her half of the stuff because of adultery. Later is when she is just being a woman and fires your azz because she is sick of you. Later is any of the innumerable things will inevitably come about that bend you over and f*ck you so hard up your employment azz that you regret having ever seen her naked and being a total moron for ever entertaining the idea of b0ning your married boss.
 

Kaiser10

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Lol. So guessin general advice is that this is a bad idea...

Why are the dumbest moves so tempting?!?
 

"She Laughed All Night. Then She Ghosted You. Here's Why."

Dinner ran three hours. She laughed at everything. You walked her to her car thinking this one's locked in.

Then: nothing. Two texts. No reply. What happened?

You did what most men do on a great date. You filled every silence, answered every question, and left her with nothing to wonder about. No mystery. Nothing to sit with when she got home.

Rule 3 of the "22 Rules" changes the ending: tell her a little, hold back the rest, and let her imagination do the chasing. The ghosting stops too.

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Beowolf

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I use to joke and flirt with my boss until she started getting serious. I don't know how she manages to spin about four plates in and out of the office (I know of), and cheat on her husband who does'nt know a damn. She knows I know, but I'm all about business, and was'nt tempted. She totally respects that about me. I suggest you do the same, and play it safe.
 
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