I've had lots of animals in my life too, from pet pherrets, dogs, cats, bunnies, hamsters, mice, guinnea pigs, birds, and fish, to opossums. ..hopefully a squirrel next.
Kitty's definutely unusual though. ...He's not lunging at anything, and when cats or squirrels are in the yard, he just sits there staring and very interested, but never even meows. Luna's the one that meows when something's in the yard. Everytime he's yowling there's never anything outside(although I don't check when he wakes me up ten times a night).
He's also neutered. Thank you!!!!! (Before he was neutered he'd never leave me alone!..but never bothered my boyfriend. The first place we moved into, we had to wait a day for our furniture to get there, so we slept on the floor. ...My boyfriend stayed up all night just so he could keep the cat from humping my head. :/ ) ..anyways, also, Luna's a spayed female. Like I said, I never notice anything outside when he's meowing, no female cat, male cat, nothing. In fact, when he does yowl, he simply turns around and looks at us just to make sure we heard or something. I seriously think he's yowling just to voice his displeasure of being inside.
Kitty definutely loves his kitty nip, too. And I do think I should buy some of the fresh, still-in-soil nip, too, 'cause I'm sure he'd love it. (I just have the stuff in bags, which he still loves to death).
One of those kitty catwalks would be the ideal, but I know that would take a lot of time, energy, and money. Eventually...maybe in a different place. ..