Why do you have to have a pull through. I have noticed that many of the superchargers look like this picture:
Note the far left charger is on the side, rather than at the rear of the parking space. As such, you should be able to pull in forwards with your Cybertruck, with the trailer still attached and the supercharger will end up roughly at the rear wheel of the vehicle in the correct spot for charging. After charging, simply reverse out.
NB: I'm not saying this is perfect, just that it is doable. I'm sure Tesla will make some useful rearrangements when they start to replace the V2 superchargers with V3 ones.