Top 20 Most Difficult Video Games of All Time #7: “Dark Souls” (2011) ... #6: “Castlevania” (1986) ... #5: “Super Mario Bros: The Lost Levels” (1993) ... #4: “Celeste” (2018) ... #3: “I Wanna Be the Guy: The Movie: The Game” (2007) ... #2: “Sekiro: Shadows Die Twice” (2019) ... #1: “Battletoads” (1991) More items...