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I would love to hear more opinions on this, but Deadpool Wolverine did come off as homophobic to me.
To clarify, it seems like Ryan Reynolds is an ally and I don't think any of it was malicious but there were some concerning trends.
For one, Deadpool has never, even in the comics, had a romantic relationship with a man. Only recently has he dated a nonbinary character, which is a good step, but he had been pan for a while with his attraction to men merely being a joke.
The other thing that bothered me was the amount of "woke mob" jokes, it got to the point where it was excessive and made me question the director/script writer's politics.
Thirdly, while this movie is being called a gay masterpiece by some (eye roll), the only gay rep were punchlines. The scene where Deadpool goes on and on about sexual positions with the TVA specifically seemed like the joke was emasculating men who bottom. Let's remember that this is written by straight men, not queer people in on a joke.