Category - Dating Over 40

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 …

Claire’s phone rang at the time she had scheduled. JOEY: Hi, Claire. I’m Joey, an AI matchmaker. I’ll ask you some questions about yourself and the kind of man you’d like to meet, then I’ll look for someone I think could be a good match. CLAIRE: Sounds good. JOEY: What kind of relationship are you …

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 …

“You know what’s funny?” Laura looked up. “What?” “I was more nervous tonight than I expected.” She laughed. “You hide it well.” “Years of board meetings.” “Does dating make you more nervous than presenting to a room full of executives?” “Much.” “Really?” “Nobody’s ever called three days later to say they didn’t feel a connection …

Robert suggested the weekend over dinner. “How about getting out of town for a couple of nights?” Margaret looked up. “Just the two of us?” He smiled. “I wasn’t planning to invite anyone else.” She laughed. “You’ve thought about this.” “I have.” “What made you decide now?” “These client projects are killing me. You’re pulling …

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. …

Renee: Hi, good to finally meet in person. Eric: Yeah, finally. You too. Sorry about having to reschedule last week. It’s been a busy stretch. Renee: It’s fine. Life happens. Eric: Sorry I’m running a few minutes behind. Work emails wouldn’t stop tonight. Renee: No worries, I just sat down myself. How’s your week been …

“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 …

Sarah’s marriage ended years ago. Since then, she’s built a good life — a career she’s proud of, her close friends, and independence. She’s been seeing someone new for a few months. He’s kind, consistent, easy to talk to. Their first conversation lasted three hours. He asks real questions and listens to the answers. It’s …

They’re on their third date, having dinner. The conversation is good – until he brings up his ex-wife. What starts as a brief mention becomes a long explanation of their marriage, the divorce, what went wrong, how she changed over the years. She listens. She nods. She waits for him to finish. She feels herself …