"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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My boss is chasing/tryin to win back wife that cheated, Should I advise?

tomtom16

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This situation can be extremely challenging. Whether you should talk to this man or not would depend on the man. Even though he is confident and successful, the reality is that he is as human as the rest of us. 14 years isn't easy to let go and give up on, and it would appear that he was seriously committed the entire marriage. He may not be receptive at all to anything you have to say. It may take some time for the emotional sting to wear off before he will be open to any advice along the lines of not falling into the trap of practically begging.
 

"Nervous Around Beautiful Women? There's a Rule for That"

I could talk to any woman I wasn't attracted to. Charming, funny, relaxed. Then a gorgeous woman looked my way and I'd become a sweating, babbling mess.

The fix took me years to find and ten minutes to learn. Nervousness and excitement are the same physical state — pounding heart, adrenaline, flushed face. Your brain just picks the label. And you can pick a better one.

Rule 16 shows you how. You feel the nerves, relabel them as excitement, and let that energy pour out as enthusiasm. Women notice the guy radiating it. They always do.

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sylvester the cat

Master Don Juan
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OP only you can really gauge whether or not your 'friend'/boss would be receptive to your advice although personally I would not proffer advice if it was not solicited.
 
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