Nothing is better at creating illusions than darkness combined with people's fearful imaginations, and a former shadow would naturally be the stealthiest ninja. As a shadow himself, Night doesn't actually have his own shadow...that'd be weird, shadow-ception. Though not many get to the point of actually being called a true friend of his, my guy'll be alright with most nocturnal humans/animals/beings, since they generally don't fear him nor feel his aura of death/danger...

Example:
-small kids who see him passing through town may feel like they'd be kidnapped or eaten up by animal if they stayed in his presence, normal village women who see him feel like they're in danger of being raped and killed, men feel like they'd be robbed or murdered in cold blood...it's the feeling of a dangerous and uncertain night.
-nocturnal animals would feel comfortable or even at home like within the safe parts of their territory, a vampire would feel perfectly safe around him, black or dark magic user would feel like they were in the presence of a great friend or mentor, some open-minded people would just see a lonely stranger riding along in the night, while fearless travellers would feel him just another traveller. Astronomers or stargazers or the like would see a person of enchanting and mysterious beauty, and even feel a sense of awe, as if watching a procession of a royal. Wanted robbers or murderers feel like they'd have a better chance of escaping if they stay with him...this last one, he takes advantage of, bringing some criminals to Day at the morning light.