We have 2 well loved bikes that have been passed around in the family. My oldest son has both of them, now. The oldest bike, a Voodoo hard tail, was DH's first mountain bike, then became the bike I started riding on, with slicks, sat around and was used for guests, then became an errand bike for me, with panniers and a rack. Then DS used it to commute. The other is a 2000 Serotta Atlanta, classic steel road bike. It was DS #2's second racing bike. It sat around for years, he occasionally rode it when he came home for leave. It's too small for him now, but it fits my older son perfectly. He's had it for 2 years.
2015 Trek Silque SSL
Specialized Oura
2011 Guru Praemio
Specialized Oura
2017 Specialized Ariel Sport