Stuff her Stocking with Love

It’s difficult to imagine being able to win at the holiday gift giving game when her bank account makes yours look like a child’s after a failed lemonade stand attempt. Last year she bought you an expensive watch, a gift certificate to have your car professionally detailed, and a week-long ski vacation. How are you going to top that? Spoiler alert … you’re not. At least, not in the way you hope to. Here’s the thing about most women who make more money than their man. First, they already know they make more money. Second, if they already know it and … [Read more...]

Think Outside the Bank Account

For all the men out there dating a woman who makes more money … Dating a woman who makes more money than you isn't that different than dating one who makes less. They both want the same thing out of dating. To be pursued. To feel sexy and desired. You can accomplish this even if you don’t have access to Scrooge McDuck’s bank vault. It all boils down to effort. Regardless of her financial standing, don’t be that guy that suggests a Dutch date at the beginning of the relationship. Instead, figure out a way to stand out without relying on your wallet. … [Read more...]

Silly rabbit, games are for kids.

Games are fun. I love all kinds of games. Board games? Sign me up. Card games? What’s the buy in? Relationship games? Fuuuuuuuuck no! Here’s what I love about board and card games and the like, the goal is defined and the rules are clear, they even print them out for you as a reference. You don’t find yourself in a situation where you’ve got one person playing Monopoly, another person playing Poker, and a couple more playing Twister. Everyone has agreed to play the same game, and in the end, there is a clear winner and loser. You see where I am going … [Read more...]

Is settle a four letter word?

You can settle an argument or a legal dispute. You can decide to settle down and get married and have a family. You can even settle into a nice groove at work or school. Use the word “settle” in any of these ways and you have yourself a positive situation. How about when Mary settles for Tom, even though she isn’t interested, because he is the only man interested in her … then that is bad. But, is that settling or giving up? One definition of settling that Miriam-Webster offers is, “to end (something, such as an argument) by reaching a settlement.” So … [Read more...]

Prescription for Saving the Relationship

Your relationship is dying. You are planning the funeral and writing the epitaph, all that's left to do is to take it off life support. Is there anything you can do at this point to bring it back to life? It's possible, but it will take a lot of work from both of you, and these prescriptions.     Prescription 1: Time Capsule Uses: To take you back to the beginning of the relationship when things were exciting and every interaction was fresh and new. Directions: Go on a dates. Real dates. Hire a sitter (they are a hell of a lot … [Read more...]

Is it OK to let her pay?

Short answer ... sure. When a relationship is new, tradition has it that the man pays, and I’m all for that. People respect what they work for, it’s part of the chase. But there will likely come a point when she offers to pick up the check. Perhaps she wants to go somewhere a little out of your price range, maybe she just wants to make sure her level of interest is apparent, whatever the reason, the question is, what do you do? Do you let her? Do you wave her off? If after a few dates she is willing to lay down her own cash, let her. The whole … [Read more...]

Creativity is Key

It’s not a secret, she knows she makes more than you -- and if she’s still with you then she doesn’t care. One of the worst things you can do when you are dating above your pay grade is live outside of your means in order to entice her with spending power you don’t have. That will catch up to you, and it’s more than a relationship on the line, it’s also your financial future. If she wanted to be with someone with a matching bank account, she would be. She chose you, so you have to find ways of impressing her that don’t include running up your credit … [Read more...]