Category - Dating Over 40

Maria, a successful woman divorced two years, sits across from yet another pleasant man, nodding as he talks about his hiking trip. It’s her fourth first date this month. He’s nice, but she already knows—there won’t be a second. There’s no spark. No depth. Just another conversation that feels surface-level. As she walks to her …

Emma had an MBA, ran her own business, and gave great advice to her friends about their relationships. But now she was sobbing in her car—humiliated, heartbroken, and confused. Again. Later, she told her sister, “I feel like an idiot. How did I not see it—again?” Her ex-boyfriend had been charming at first. He’d sweep …

Sarah had been on 15 first dates in six months. After a difficult divorce, she wanted to find love again but was scared that she might make another mistake. So she’d spend every date asking detailed questions about the man’s relationship history, career goals, and how he communicates. She thought if she could just gather …

Sarah sighed as she climbed into her car after yet another disappointing date. It had been three years since her divorce, and her love life felt stuck. After tonight’s dinner with Robert, she felt like giving up. “He talked about his job the entire time,” she muttered to herself as she drove home. “And that …

Rebecca smiled as Paul approached her table. They’d matched on a dating app three days earlier. His profile had caught her eye—kind eyes, a warm smile, and a love for hiking, just like hers. Conversation started easily. They laughed over shared tastes in music, swapped Thai food recommendations, and were both reading the same bestseller. …

Let’s be honest: the idea of dating apps might make you want to hurl your phone across the room. And who could blame you? For many women over 40, the thought of creating a profile, choosing flattering photos, and braving awkward first messages sounds more like a chore than a chance at love. But here’s …

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 …