I don't like headphones very much and I rarely listen to music on headphones.
I used to listen to my dad a lot as a way of trying to be close to him as well because my parents were divorced and I didn't spend that much time with him. And I used to put headphones on and listen to my dad talk and sing and I found that quite... bonding with him in a weird way.
I actually bought a travel guitar and that guitar is really cool. You can actually fold the guitar and you can plug headphones into it but it's acoustic or semi-acoustic.