Category - Dating Over 40

Anne laughs—genuinely–at Richard’s joke. “You have a great sense of humor,” she says, noticing his left hand has no tan line from a wedding band. “Life’s too short not to find the funny parts,” Richard replies, his smile reaching his eyes. He leans forward. “My daughter graduates next month. First in the family to get …

You’ve been told a lie: “You can’t love someone else until you love yourself.” On the surface, it sounds empowering—a call to self-acceptance and inner strength. It’s often repeated with the best of intentions. But it’s wrong— and it’s quietly keeping countless women from experiencing genuine connection and lasting love. Believing this myth can lock …

Margot had been seeing Peter casually for a few weeks. On Thursday afternoon, he texted: “Hey, just got two tickets to that jazz trio you mentioned — it’s tonight at 8. Want to come?” On the surface, it seemed thoughtful. But was it really about her — or just convenient for him? The text lingered …

Jessica had always struggled with her weight, and her father’s hurtful comments about her body stung. He would call her “chubby” and make jokes that made her feel bad about herself. She began to criticize herself like he did, and she started to believe that she wasn’t good enough because of her size. As a …

Emma arrived at the restaurant first, a bottle of wine tucked under her arm. She’d seen in his profile that he liked Syrah—why not make it interesting? Mark stepped inside a moment later, scanning for her. She lifted the bottle slightly as he approached. “Figured I’d bring something we both enjoy.” His eyebrows lifted in …

Catherine sat across from David, smiling as he asked thoughtful questions about her recent promotion to Chief Marketing Officer. Their second date had gone better than she expected—he seemed genuinely interested in her work, unlike so many men who had grown distant once they learned about her career success. He even texted her that evening …

Joanna brushed a strand of hair from her face as she surveyed the restaurant. She hadn’t expected to be dating at this stage of life, but here she was. Catching sight of Michael by the bar, she straightened her shoulders—the same adjustment she made before client meetings. They exchanged smiles, and something about his warm …

Susan sat in her dimmed study, opening her AI app. Her cursor blinked in the question box: “Met Richard at Jane’s dinner party. Good guy, interesting conversation, clearly interested. He asked me to meet for coffee. I just don’t know if I’m attracted enough.” The AI’s response appeared: “Many people expect instant chemistry. Would you …

Maria had been looking forward to tonight. After a promising first date last week, David had suggested dinner for Valentine’s Day. She felt a flicker of excitement—maybe this time would be different.  Then, this afternoon, his text arrived: “Something came up. Need to cancel. Can we reschedule?”  Her stomach dropped. She stared at the screen, …

Three years after her divorce, Diana was tired. She’d tried everything—at least that’s what she told her friends. She kept her dating profile active. She went to her community’s singles events. She said yes when friends offered to set her up. But somehow, each year felt like a replay of the last. She’d start January …