I Invited My Colleague to Secretly Introduce Her to My Single Grandson, My Heart Stopped as They Saw Each Other

Elsie’s greatest wish was for her grandson Josh to meet someone special and consider settling down. So when a young teacher named Allison joined her kindergarten staff, Elsie thought she’d found the perfect match. But when Josh met Allison, it became clear their connection was far deeper than she’d ever imagined.

I’ve always been a meddling grandmother, but only in the best way. I just want my grandson Josh to find happiness. At 27, he spends most of his time working or gaming, rarely venturing out. Weekends are usually spent at home, either fixing something around the house or gaming.

“Josh, you need to get out more,” I’d say. “Don’t you want to meet someone?”

He’d always pause his game and look at me with a smile. “I know, Gran. But right now, I’m focused on work. I’ll get there eventually.”

“Work is fine,” I’d reply, passing him some chips, “but you’re not getting any younger!”

“It’s because you’re around kids all day,” he’d joke, “you just want great-grandkids.”

He wasn’t wrong. I’m a kindergarten teacher, and I love my job. But now, as I near retirement, I crave a quieter life and want to make sure Josh isn’t left too alone.

A few months ago, a new teacher named Allison joined our kindergarten. She was a few years younger than Josh, kind-hearted, and I quickly adored her. Naturally, I thought of setting her up with him. Knowing Josh wouldn’t agree to a blind date, I took the next best route: inviting her over for dinner.

“Alli,” I asked one day, “would you like to come for dinner?”

“Yes, of course!” she replied enthusiastically. “Since moving here, I’ve missed family dinners so much.”

Friday evening came, and I set the table while Josh hovered nearby. “We’re having a new teacher over, alright?” I said casually.

“Sure, Gran. Need any help?” he offered.

Allison arrived with a cake, her warmth and smile instantly lighting up the room. She hugged me and settled in, all while Josh was still upstairs. But when he finally walked in and saw her, the atmosphere shifted.