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Yeah at a fundamental language level every word has implications. Any given word is less one specific meaning than it is one or more primary meanings with a whole constellation of associated concepts. Picking to use a specific word means one thing but its associated concepts also shade the surrounding words and sentence. The word “female” is not offensive any more than a word like “red” would be, but it carries a clinical connotation as well as being problematic with regards to trans people and the trans movement in general. Depending on how it’s used it could offend someone, but with the right tone or context so could asking someone “How old are you?”. So it’s wrong to say in absolute sense that “female” is offensive, but like many words it can be used in an offensive manner.
Democrats have way fewer drooling brain donors than the Republicans do. I’m sure he’ll get some votes, but he’d never be able to pull the kind of crowds Trump was able to on the conservative side. Democrats are also way less likely to support a DNC candidate at any cost as they don’t see politics as a team sport where their “side” has to win at all cost (for better or worse). If the DNC truly did run a candidate as horrible as him in the general election they would 100% lose because a significant portion of liberal voters would vote 3rd party while the conservatives would fall in line like the good little serfs they are.