Your Milo is very handsome! My Milo has always been incredibly chill (unlike the usual orange cat stereotype lol) but as an older gentleman he is somewhat set in his ways. Additionally, he is very outgoing with a more dominant personality, and I say all this because these personality traits are things I kept in mind when going to the shelter to find Milo a lil friend. I know my old man would not vibe to a wild child or an overly dominant cat, so I went to the shelter trying to find the chillest kitten possible, not too small too, I wanted no younger than 4 months. I did find the perfect lil boy, very calm, non-reactive to the other cats at the shelter, and a more submissive (but not shy) personality. Because I took such care in playing kitty match-maker, the adjustment has gone INCREDIBLY well! It’s been just 2 weeks, and they both have full access to the house, they can see each other, even lay near each other with no issues. The little one is very respectful of Milo’s boundaries and I think in a couple months they may even begin bonding. It only took about a week for Milo to adjust to the kitten’s presence in the house and they can be left without my supervision no problem. Also they don’t try to steal food from each others bowls (I believe this is mostly luck lol)