Did the Xbox 360 Come With Two Controllers?

No. The standard retail Xbox 360 (all models: Original "Phat", S, and E) shipped with exactly one wireless controller.

Exceptions (Bundles Only)

Specific promotional or holiday bundles occasionally included a second controller, but these were limited-time SKUs, not the standard configuration. Examples:

• Select "Holiday Value Bundles" (e.g., 2006, 2009, 2010).
• Special Editions (e.g., Halo 3, Gears of War, Star Wars consoles) — usually still only 1 controller, check specific box contents.
• Kinect Bundles: Included the Kinect sensor, but typically still only 1 standard controller.

If buying used, verify the listing explicitly states "2 controllers." Otherwise, assume 1.