Castillo

Sombra's teddybear
Sombra became an orphan during the Omnic Crisis. She's 30 years old in present time. In her Origins video we can see she was already hacking for Los Muertos as a kid. She was probably around 7 or 8 years old when she started hacking. Overwatch wasn't just a military organization, we can safely assume they would do lots of humanitarian work around the globe while keeping the world safe. The Overwatch logo on this teddybear's chest leads me to believe that Overwatch used to give away toys to orphans, to help them cope with the loss of their parents and families. That bear would be 20+ years old, which would explain how worn-off and used it looks, yet it's still intact and Sombra keeps it on her bed, she clearly loves that bear.

Mc Cree's hat
There is a southern saying that goes : "Home is where you lay your hat". It means that wherever you feel comfortable becomes your home, no matter where you were born. Mc Cree strikes as the kind of guy who wanders a lot. Never stays in a spot for too long and apparently, Castillo is his new home for now.