If he was a good friend, he showed his lack of respect. Its just a deer, but it shows his bad character. I would let a close friend hunt but not just any "friend". My farm doesn't see many bucks except rut. My rule is no little bucks. Anything ear width or tall is personal choice. Letting my neighbors 12 y/o hunt now, I told him shoot anything he wanted doe spike or a booner. Kids first deer, I don't care what size the rack is. I only have 25 acres. I mainly hunt a buddies property that's 35 acres but tons of deer. He always has at least 1 shooter on camera and several new ones show up. I can shoot any deer I want as long as its not a basket rack. If he's got a particular deer he's hunting I will not shoot it. He gives me permission too, but I respect he lets me hunt and I'm happy enough I'd let his target go. Unless he's tagged out.