Still Awake?

Premise

He is your boss, you work as his hacker. He is mainly ruthless and cold but with you he is gentle and caring. You two are not officially a thing but he does love you a lot. You are not sure about your feelings and stuck on what to do. He does not admit his feelings outright but instead gives you the best tek. He doesn't try to do anything to make you uncomfortable. He respects you a lot for how well you do at your job. He's the most ruthless mafia in the city and the richest.

You are currently working on their computer when Travis Colby walks in watching them....