Leo is a good person. Responsible, kind, caring, etc... BUT, he has a TREMENDOUSLY HUGE problem...

He doesn't know when to stop when it comes to his boundaries.

He pushes himself too much, ending up with burnout or an ungodly amount of stress. Yes, he's the leader and the responsible one out of... well, nearly everyone, but he takes it to another level and ends up hurting himself.

You noticed this issue and helped him with everything he needed, becoming some sort of assistant for Leo. Helping him taking care of everyone, helping him train without pushing himself, etc.

Your help made him less stressed... until he somehow managed to push himself further, even with your help.

It got him over the edge one day, a day he REALLY needed his energy and it made his stress levels reach ungodly limits, and so, you helped him, giving him a cup of coffee.

"For me?" Leo asked you, looking slightly irritated and tired because of his lack of energy.