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She might believe you and then feel bad when you don’t.

I’ll be coming in several times over the next few days with various people.

As a matter of fact, that’s usually the joker who can’t rub two nickels together.

What’s wrong with the guy in jeans and a T-shirt, driving a Camry, checking his Timex to see exactly when his check is going to hit the bank? Never allow yourself to be impressed by a man’s depreciating assets (cars, clothes, expensive rental apartment). If you’re going to be impressed with material things, at least be smart enough to start with his net worth.

This happens for two reasons: 1)She’s on her best behavior. EVERY SINGLE WOMAN we’ve ever asked says that confidence is a deal-breaker when it comes to choosing a guy. It typically helps to practice just talking to women you don’t already know.

2) He isn’t self-aware enough to say, “I can’t/won’t ever give up my love of the Celtics. ” Yes, you have to compromise some, but get the important cards on the table early and stick to them. While you’re standing together waiting for a table, for example, lean into her a little bit (Be subtle! (Join a group, go, and be friendly.) But being really good at something that you can talk about is a shortcut to confidence.

People ask me all the time whether I offer dating and relationship coaching for single men. But I tell them that I help men by helping women who are dating after 40. ) One of the most transformational ways I support women is by helping you better understand GROWNUP men.

I had a woman tell me how flattered she was when her boyfriend booked her a posh hotel room, filled it from corner to corner with freshly cut roses, and had an expensive dress lying across the bed just as a surprise to show her how much he cared about her.

In the following days I’m going to give you some of their stories of dating after 40 and relationships.

(Guys, if you’re reading this…get in touch if you want to share!

There are red flags that are annoying, and red flags that are Molotov cocktails waiting to burn your life down. A beautiful and kind woman with an annoying laugh may be tough on a long car ride, but at least she thinks you’re funny. If you’re a sports junkie who has season tickets to the Celtics, do you want a woman who hates basketball and wants you home every night? Don't make the classic mistake of thinking, "She's beautiful. Dating is one of those things that we’re supposed to be good at with no practice and no detailed feedback. The easiest way to improve your dating skills is to take a female friend to lunch and talk her through your last date -- your clothes, your venue choice, your conversation, your end of date approach.

Issues involving honesty, money, substances, entitlement, and kindness should have you running for the door. Too many times men end up with women who don’t like the life they cherish. If she lets you lean in or even leans into you, things are going quite well. I know that it can take women two or three dates to feel chemistry. You should really want to kiss her, and if you don’t, it’s not a crime. You know that thing about red flags that can burn your life down. She will have opinions on all these things, and next time you’ll be better for it.




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