Throughout dinner, Eleanor asked probing questions about my family background, my salary, and whether my company offered good benefits. I deflected as politely as possible, while Jason looked increasingly uncomfortable.

“Mom, this isn’t a job interview,” he finally interrupted when she asked if I owned or rented my apartment.

“I’m just getting to know the woman my son is so smitten with,” Eleanor replied with a tight smile. “Is that a crime?”

Despite the awkward first meeting, Jason and I continued growing closer. He was thoughtful, passionate about education, and made me laugh every day. When he talked about his students, his face lit up with genuine care. It reminded me of how my grandfather looked when mentoring young employees.

After eight months together, Jason proposed during a weekend getaway to a beachside town.

We were walking along the shore at sunset when he dropped to one knee, presenting a modest but beautiful diamond ring.