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The judge would then have several options. Most importantly, the judge could hold the city in contempt of court and could hold the mayor in his personal capacity in contempt. That could entail a fine for the city and the mayor or putting the mayor in jail. Usually the judge won't go that far on the first infraction, but it all depends on how much it's happened and how egregious it is. To make this happen, you would need to file a motion for contempt and request a hearing.
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I've never heard of a Mayor being put in jail for contempt, but that's not to say it never happens. It just isn't that common that a mayor has an injunction granted against him/her, so there aren't that many opportunities for it to happen. That said, most judges will follow the law.