It is not possible to charge 2 vehicles simultaneously with CHAdeMO and CCS on the same charger.
The hardware of the charger uses the same set of components (so called ‘power modules’) to convert AC power to DC. This is why CHAdeMO and CCS cannot be used at the same time. The AC and DC outlets do not share components, because AC charging uses the car’s onboard charger. This is why AC charging can be used simultaneously with CCS or CHAdeMO.