1. Compliment his 'face'

2. Read books to him

3. Give him a flower. No, not in a nice way. He'll take it in an Offenderman way and freak out.

4. Wear his tie on his desk.

5. Lemme clarify 4. Wear nothing but his tie on his desk. Just don't get tentacle raped. We don't need tentacle porn in the mansion, now do we?