I have no cycling related stories,but...

In undergrad there was a guy on the swim team with me and we I kept giving each other the I know you look. It wasn’t until a few weeks in I noticed him wearing a Boy’s State (a NYS leadership camp), then it clicked him and I were in the same group at the camp. Then as we talked we realized we have been crossing path for many years.
We were always at the same Boy Scout Jamborees, his sister was the favorite camper of my girlfriend at the time, we met at the leadership camp, at university orientation, and then we were on the swim team together. We became best friends, lived together for years, were in each other’s weddings, and have stayed in contact.

I came from a small town and I always remember the girl who moved during grade 1. Then my last year in university I kept see a girl who seemed familiar. After months a friend of hers came to talk to me. It turned out she was the girl who left in grade 1, she transferred to my university in my last year. After about 15 years we still remembered each other.

Once when picking my parents up from the Seattle airport for my wedding I ran into my philosophy prof from my university in upstate NY.

My siblings met their soccer coach on the Colorado ski hills.