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Summary
Dennis liked routines, plans, things that happened when he knew they were going to happen. When his friends said that they wanted to hang out later, he just wanted to know what they were doing, what time they were meeting up, and who was coming. Any last-minute plans were often declined; he never felt prepared for that. He just wanted to be prepared.
Dennis didn’t start the new step in his routine; it just happened one day on a random Wednesday in May, nothing special about that day other than the start of receiving his coffee order from Dr Robby. He knew he didn't break the routine either; Robby did because he got a girlfriend.
It's fine, they were just friends, colleagues, mentor and mentee. Then why did it feel like he was going through a breakup?