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You probably have a bad ground to that light, when you check it with the lights off you are likely seeing continuity through the light filaments, that is why it goes away with the lights on.
But to answer your question, no a dimmer switch cannot affect the ground.
Yes a wiring diagram is a must when troubleshooting, one thing is to do what was suggested by the first person answering your post.
Pull the headlight out of the bucket, start on the engine side of the headlight bucket and make sure all the wire numbers match from the harness to the bucket leads...
If one of the headlights is working correctly and the other one is not, I would not think it is the light switch or the dimmer switch but an issue out on the front end where the circuits split and or a headlight issue.
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