Going to start this by saying: This is a roleplay blog. If this ends up in the tags and you disagree, congrats. I don't care. This is my interpretation.
Pronouns. Important to a large portion of mortals on planet Earth but not important to IT. When it comes to gender it's just about what it needs to become or wants to do.
In its true form, there is no gender. No consideration for it. Up until the clown appearance, it never really cared. Arguably, it still doesn't. The theft of Pennywise the Dancing Clown's appearance is male presenting. It's not a 1:1 of Bob Gray's design, IT took some liberties of its own. But the comparison is incredibly close.
Referring to Pennywise as 'he/him' isn't wrong for my interpretation. I think it's the closest pronoun that fits. And I'm lazy sometimes, sue me. IT doesn't have to have the shape of Pennywise in between hunts or to engage others with, it's a choice. IT favors the form.
It isn't about the topic of genitals or pregnant spider, because pronouns don't always align with the shape of an individual. So I don't think it's a big deal to apply that to a fictional character who is notorious for shapeshifting and not having any regard for gender and pronouns alike. IT can be whatever it wants to be, whatever suits its nature. Male, female, neither, both, no genitals or yes genitals - it's everything and nothing.
The way I write Pennywise is primarily as IT (it, sometimes neutral they/them). But for the sake of simplicity with the preferred form, he/him.
IT is not at all opposed to she/her. It doesn't care. I don't care. If your character or you, my writing partner, calls Pennywise she/her or he/him or any other variation of pronoun... it doesn't matter. That's your interpretation. And it can't be wrong, because IT is all of them while being none of them. It's just a matter of what it fancies and the purpose that it can serve.
Pennywise is guided by its nature. IT is very much a cosmic force, an eldritch being with its own nature outside of human morality, empathy and perspective. But it has personality, sentience to have favoritism. So I feel for my interpretation, I'll probably swap between neutral and masculine pronouns the most. That's not due to viewing Pennywise as a dick-haver or thinking IT has a preference, it's just because its using Bob Gray's likeness.
When I write shapeshifting monstrosities, I usually let the shape it is in or the perception of another be what dictates the pronouns I use. I default to IT generally, he/him as Pennywise more often, and if someone engaging has a different perspective I usually adapt to that.
You call Pennywise she/her? IT will smile, whatever floats your boat to get you in chomping range. Unless plans change for whatever reason, its objective is singular: to feed.
Pregnant Spider was symbolic interpretation conjured by the human mind. Still not wrong to call IT she/her. The great thing about humans is they will interpret how they wish and IT will use anything and everything against them.
It's all just fiction in the end. Fiction with a shapeshifting cosmic entity so why put human limitations on it? Why would IT ever put limitations on itself beyond when it finds it useful or entertaining?
