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Where do I start with this? The "Proud Ally" billboard from that GTA VI screenshot is satirizing corporations that preach LGBTQ+ acceptance for easy marketing.
The top response is from San Andreas, not The Ballad of Gay Tony. In that, San Fierro is an expy of San Francisco, which
DID have those flags hanging on light poles. That's not on Rockstar being "woke;" that's Rockstar wanting to be accurate with their source material.
Lastly, I wouldn't exactly classify The Ballad of Gay Tony being "woke" just because there's a gay, central character in the plot. Tony Prince is a flawed, hysterical character throughout his many interactions. The game does not glorify his actions or behaviors nor do the supporting characters either.
Almost everybody demeans Tony for his sexual orientation with slurs and insults. Story ends, everybody still holds those same resentments against him. Again, the writing makes sure that they don't classify those feelings as outright evil itself or even have the characters show remorse for them. Two great examples would be Ray Bulgarian and Luis' childhood friends.