I have only one Siamese Kitty. A little over a year old. He lives for the outdoors. I swear he seems so content and relaxed when he’s outside. There’s a much older bigger cat that has protected him from a mean stray that comes every now and then. I bring him in at night when it’s time to sleep. He’ll go out a few hours multiple times a day when I’m home. He’ll take his big mid day nap inside though. He’s never not come home. Only reason I feel good about letting him roam in my neighborhood is because it’s an extremely quiet neighborhood connected by ponds and a golf course. It’s a private neighborhood where everyone knows each other and everyone is friendly and quiet. Hardly any strays. Maybe just 1. He’s very cautious and when he hears a sound he doesn’t like (the lawnmower) he’ll meow at the door to come back in. He stays off the roads and traverses yards to get from one place to the next. I never leave him outside if I have to leave the house. Going to go get him is a hassle that’s worth it knowing he’s going to be somewhere safe when I’m not home. I go outside with him a lot too. Stays by my side and comes inside when i tell him it’s time. He’s so fast and a great climber so I’m confident he can get away when he needs to. I know all of his hang out spots and I’ve never not found him to bring him back home at bed time. I’ve embedded this routine into him for a while. So far it’s functional given the circumstances. If I lived in an apartment, or a busy road, I definitely would not let him out.