I like your posts but they're just the tip of an iceberg and there's no detail I can derive about you other than a vague positive impression of your sense of humor.
...
Actually, maybe I could have crushed on a grown up transfem Tails? But they're a fictional character. And you're a person. Not fictional.
If you gave me a lift to an amusement park i'm not about to conflate you with a roller coaster X3
Alright trans agenda planners I'm going to need a plan drawn out stat to bring this to reality. Next, we'll setup the gay agenda planners to get at Big the Cat and Knuckles.
Honestly I would be completely fine with this as canon. I'd actually prefer it, because honestly it just fits better than the Tails I remember from Sonic Adventure 2 growing into a man-- something about that just wouldn't sit right.
The image implies that Tails (on the right) met an adult (an adult "Tails") who is pretty. Problem is, that adult is female, so she is not the same character or person.
I know some people actually think Tails is a female, probably due to his voice in the anime, and that's canonically wrong. And whoever wants to bring up gender transition - feel free as long as it's a fan made material. "What does this even trying to say" is a proper reaction to the OP image.