This is an ideological disagreement we will never get over. I never subscribe to the " if you have one specific minority representation, it needs to be positive to avoid reinforcing stereotypes" theory.I do believe their point is that if you choose to represent only one character of a social minority, it behooves a writer to make it fit the demographic in a positive or appreciative manner otherwise it comes across as negative/shallow/one-dimensional which quickly becomes discriminatory if directed at social minorities.
If you represent one X and they just happen to be Y, even if it's for the best and most logical of reasons, you portray a fictional world in which 100% of all Xs are Ys. Which can be detrimental to X's struggle for legitimacy and more equal rights if Y is negative or stereotypical.
It is my utmost belief that weak storytelling with seemingly flawless minority characters that are more harmful to mainstream acceptance, whereas 3D examinations of such characters are ALWAYS more effective in that endeavor.
A clear distinction to make about trans people: In Alfred Hitchcock's Psycho, our villain is revealed to be a crossdressing man (as his mother no less) (spoilers for a literally half century old movie). For the longest time, this was denoted as a transsexual depiction. But it was not. Furthermore, the villain was as 2 dimensional as they came. That single movie painted the pop culture with sexual deviant trans people for decades. Weak storytelling in an otherwise masterpiece of a movie caused untold harm to trans people's lives.
Then we have Jared Leto's character in Dallas Buyers Club. The movie deals with a very specific subset of american history, the onset and progression of the aids epidemic. And this character was the emotional heart of the movie. She wasn't by any means a saint, and in fact shown to be a very flawed character many times. Yet watch that movie and tell me you hate trans people still, because that story, while ending tragically, told a strong story with a very 3D trans character.
This is the difference I can see EvaKiss was trying to go with in GGGB ( which as mentioned, was the request of a trans patron themselves!) This conversation in Red String is a good attempt at portraying a charged dialogue between friends. The choice to have that conversation or not would be the offensive way to do it.
"Choosing" not to have that conversation is an even bigger political statement than portraying that conversation itself in the first place.