Case Studies:  3 men who fell hard for a "demanding" woman

Damon fell in love with Keesha almost at first sight and that first sight almost didn't happen. He was late getting home from work on the evening of their first date. He took a little more time than he should have to get ready and out the door. He knew he was probably running a few minutes late, but figured it would be no big deal. They met online and had been texting for a couple of weeks. She seemed really chill.

When he arrived at the coffee shop more than half an hour late he was greeted by a barista who was instructed to give a note to the guy who would show up looking confused.

The note read: Damon, I waited ten minutes. When you didn't show or text, I decided to take myself out to dinner. I'm a girl with an appetite for a lot of things. One of those things is not waiting around for anyone. You've got a great smile in your pictures and I've enjoyed texting with you. You will make some woman with lower standards when it comes to respecting her time than I have a good companion. Best of luck in your dating adventures.

Damon read that and at first, he was irritated by how curt she was in the note. However, before he got his latte he was already suspicious he didn't want to date another woman with lower standards. It took him three weeks to convince her to give him another chance.

On their real first date, he invited her to dinner instead of coffee. He showed up early with flowers. He behaved like a gentleman because he knew he wasn't going to get away with anything less. Damon said for the first time in his life he felt like he understood what courting a woman felt like. He liked the way he felt being that man. They've been together for six months and he's secretly shopping engagements rings.


Speaking of engagement rings...
Andy and Megan seemed like a perfect couple. Andy said he'd never been happier. Megan was great. She was spontaneous, independent, adventurous, and she laughed at his corny jokes. They had a passionate physical connection. He'd never been happier in a relationship.

However, Andy had a personal policy that he didn't want to get married until after thirty-five. They were both twenty-nine. They were together for about six weeks when he told her about his policy. Megan looked at him and didn't blink an eye. She told him she had a policy too. She wouldn't date a man for more than a year if the marriage wasn't in the cards. She also made it clear, marriage in six years didn't count as in the cards.

The next few months were amazing. Andy couldn't imagine being without her. He knew she felt the same way. Although he wasn't ready to propose, he was finding it harder and harder to imagine waiting until 35 to get married.

However, at their one-year anniversary dinner, Megan did something he never saw coming. She handed him the key to his apartment he'd given her a few weeks before. She told him she'd given all the items he'd left at her place with the doorman at his building.

Megan, she didn't shed a tear when she told him she loved him before she walked away after telling him it was over. Andy was shocked and devastated. Given the choice of being married at thirty instead of thirty-five, he couldn't believe he ever thought that five years mattered.

Andy will be getting married three weeks after his thirtieth birthday. He proposed three weeks later and there is no part of him that feels pressured.


Then there is Jason. Jason was the King of the "let's hang out sometime" date. He specialized in keeping things undefined. He had a reputation for being a ladies man and always had someone to hang out with. However, no one could ever really tell if Jason was in a relationship, and when I say no one, I especially mean the women he was hanging out with.

Jason worked with Sarah. He thought she was fascinating. She was gorgeous, smart, funny and she flirted with him regularly. They had obvious chemistry. All of which made it confusing to him. He knew she was single and looking. However, every time he asked her if she wanted to hang out or get together to do something, she said no. She didn't make excuses, she just turned him down.

Even more confusing was when she went out on several dates with Josh from accounting. Josh was obviously not her type. He lacked a certain kind of flare or polish. Jason couldn't figure out what Sarah saw in him.

One afternoon when Sarah and Jason were out of the office to meet with clients, he asked her why she was going out with Josh. Her answer was simple, "I make it a point to go on dates with as many different types of men as I can. You're right, Josh isn't really my type, but he asked me on a date. So, I thought, why not?"

Jason must have looked visibly confused. So Sarah clarified. "He asked me on a proper date. He's taken me out to some really nice places. We've had fun." Then she clarified further. "Jason, I don't do the 'let's hang out' thing with anyone. I don't like that kind of lack of intent. Players hang out. Real men date".

Jason was taken back at being called on his MO. Later he had a long talk with his sister about how offensive that conversation was. His sister laughed and said, sounds to me like you've met my future sister-in-law.
She was right.

Jason realized he was bored with all the women he was hanging out with. So, he decided to man up. He asked Sarah out on a proper date, and then another, and another. When he asked her to move in with him she told him he'd need to put a ring on it. He did.


*These stories have been shared with permission. Names and details have been changed to protect privacy.

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Lisa Hayes, The Love Whisperer, is an LOA Relationship Coach. She helps clients leverage Law of Attraction to get the relationships they dream about and build the lives they want. Lisa is the author of the newly released hit book, Score Your Soulmate and How to Escape from Relationship Hell and The Passion Plan.