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A watch on the outside of the astronaut's spacesuit will be exposed to little or no air pressure when he steps out for a spacewalk or on the surface of the moon.
In a commercial jetliner, you are in a pressurized cabin because the air pressure at high altitudes is very low. On rare occasions, the cabin pressure may drop suddenly, causing the pressure inside the watch to be greater than outside of it.
The end result is that due to any these several reasons, the air pressure inside the watch becomes greater than the air pressure outside the watch. The tigher seals of a highly water resistant watch can prevent these pressures from equalizing as quickly as they might change in the environment. The weakest seal for handling internal pressure is that holding the watch's crystal. When internal pressure exceeds that seal's limits, the pressure will escape by causing the crystal to pop out.
This is why the Speedmaster Moonwatch and X-33 are not made waterproof to great depths. These air pressure difference issues occur in routine space mission events, rendering a watch that cannot handle them a danger to the mission