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I'm in again. My guess:

DREAMFALL: THE LONGEST JOURNEY

(sorry, boldface not working again)
How about Panzer general 2? :D
Round 2, guess 385. Could it be Wing Commander 4?
Next Guess.

Pharaoh + Cleopatra
If I got this right, none of the round 2 games appeared in round 1, correct? So there is no need to repeat them. 1 game from round 3 did appear though, so that will have to be repeated once round 3 starts in order to be won, right?

Anyway, next guess: American McGee's Grimm
hmmmm......

Gabriel Knight 3: Blood of the Sacred Blood of the Damned
Guess #3, round 2

Inherit the Earth
Yet another guess that is probably wrong: Master of Orion 3
Wing commander armada
R2G3 = Assassin's Creed®: Director's Cut.
I am in.
Round 2:
Master of Orion 1+2
Maybe Populous?
The 11th Hour
Next guess: Police Quest Collection
Leisure Suit Larry