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I was very lucky the first time I played tennis. I won the first four games and was beginning the fifth when the man I was playing against said with a shouting voice "I stop playing against you. You are winning all the time. It is not possible to be so lucky."
In this sentence all the time refers to the time I was playing, so progressive should be correct — but if all the time referred to a behavior, then would the simple present be better than the progressive one?
The present progressive is correct here, but not because you were playing at that moment. There's another function of present continuous here, which is to express annoyance at a repeated event. It's often used with "always":
My sister is always borrowing my clothes without asking!
This indicates something that happens regularly, which is normally indicated with present simple. But to add a feeling of irritation or annoyance, you can use present progressive.
The man you were playing with was annoyed at something that happened repeatedly.
The whole meaning is a bit off. "All the time" doesn't mean "today", it means "forever". You have won four matches this morning - does your opponent mean that you have never lost a game and never will? No, they are saying that you are playing very strongly (or very luckily) today, and present continuous is a good choice, but paired with a different time phrase:
You're winning everything this morning!
("I stop" is the wrong tense though.)
