3
Oct

Does He Care What You Want When You’re Dating After 40?

Michael put his wineglass down. “I want to ask you something.” Laura looked at him. “What?” “What do you think about living together?” She stared at him for a moment. “Are you serious?” “Very.” A smile spread across her face. “You’ve been thinking about this?” “For months.” “Months?” “I figured ten days together in Italy …

12
Sep

When Does Dating Someone Mean You’re Really Exclusive?

Laura had been seeing Daniel for almost two months when he called her Sunday evening. They had gone to dinner Friday night. Afterward, they went back to her house and opened a bottle of wine. “Hi,” she said. “Hi. Do you have a minute?” He sounded more serious than usual. “Sure.” “I don’t think we …

15
Aug

Can AI Fix What Women Over 40 Hate About Online Dating?

From: Michael To: Claire Subject: Matched last night Claire, You’re a beautiful woman. I’m 62, divorced, with two grown children, and I develop commercial real estate. I liked your smile, but I have to admit it was your eyes that made me write. There’s something very warm about them. I’d like to know more about …

11
Jul

Why He Won’t Commit Even After Six Months Together

The takeout containers were open on the kitchen island. Claire was still in the clothes she’d worn to the office, her heels by the front door. David set chopsticks on the counter while she poured two glasses of wine. “My sister called today,” Claire said, handing him a glass. “She’s making Thanksgiving plans.” David smiled. …

13
Jun

Why Heartbreak Makes It Hard to Trust Yourself Again

“He asked me to meet his friends this weekend,” Sarah said. Her friend looked up. “Are you going?” “I said I’d let him know.” She turned her glass. “He’s wonderful. He really is. I just keep waiting for the other shoe to drop. And it doesn’t. And somehow that makes it worse.” “What are you …

13
Dec

Overcoming Dating Struggles: Recognizing Your Turning Point

She’d been invited to a friend’s engagement party. The invitation sat in her inbox for a week. She kept meaning to respond, but didn’t. Every time she opened her email, she saw it — and clicked on something else. She told herself she was just busy. But the truth was, she didn’t want to sit …

17
Jan

Why Successful Women Over 40 Stay Single: The Hidden Fear

Emma had been seeing James for a couple months now. Dinner once a week. She liked him – he made her laugh, asked good questions, seemed genuinely interested. He was attractive, successful, the kind of man she’d hoped to meet after her divorce. One Saturday evening at dinner, he brought up the following weekend. There …

24
Jan

When Self-Sufficiency Backfires in Dating Over 40

Lauren met Greg in September through a mutual friend. First date was dinner on a Tuesday. He’s an engineer, she runs her own consulting firm. They talked for three hours. At the end of the night, he kissed her. He called the next day. They made plans for Saturday. By mid-October, they were seeing each …

7
Feb

How Time Affects Your Exclusivity Decision After 40

Rachel had been seeing Michael for three weeks—four dates, all genuinely good. After the fourth date, as they were saying goodnight, he said: “I’m really enjoying getting to know you. I’m not seeing anyone else. Are you?” Rachel felt her chest tighten slightly. She liked him. But she wasn’t ready to be exclusive yet. Three …

14
Feb

When Dating After 40 Leaves You Lonely In A New Relationship

Laura was getting ready for a dinner party where her friend said there would be “some interesting single people.” She wanted to go. She wanted to meet someone. But standing in front of her closet, she felt her chest tighten. The last time she’d done this—really tried to meet someone—she’d ended up in a relationship …

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