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When I was in my early twenties one of my best friends, who was also in her early twenties, started dating a man who was creeping up on turning 40. It was right on the edge of socially acceptable but not exactly. Sure, when you say someone in her twenties and someone in his thirties are together, it doesn’t sound so odd. But when you consider that one was just a year out of college, barely yet able to pay her own bills, and the other had already owned his own company for nearly a decade and had friends who were nearing their fiftieth birthday, things start to look a bit different. We tried to all be good sports about accepting this much older man into our group but there was no denying that it felt a bit odd to all of us. Here’s what it’s like when your good friend dates a much older man.
Your hangouts are slumming it for him
You can sense him turning his nose up at your group’s favorite spots. He doesn’t want to go to a crowded bar with sticky floors for taco Tuesday or a dingy spot for karaoke that sells Jell-O shots. You can sense that he’s uncomfortable there and just tolerating it.
