Achilles Cafe

sherlock holmes deduces you are trans before you've figured it out yourself and refers to you with those pronouns and then when you look confused is like "ah...had you not arrived at that conclusion yet?" and wafts away in his dressing gown to smoke seventeen pipes, leaving you in a gender crisis

Hercule Poirot deduces you are trans by accident because he suspected you of murder and broke into your house and searched your stuff then puts 2 and 2 together when Hastings makes an innocuous observation about your fashion sense or something and he jumps up and cries “mon dieu!!!” before striding over to you kissing you on both cheeks and saying “ah, cher ami, you must live as you choose!” and then running off to confront the real culprit while you stand there in befuddlement

Columbo deduces you're trans from context clues while he's talking to you about the area, immediately uses your preferred pronouns and starts telling you about his cousin, who's also transgender, and how they got this job doing security, and how they told him that a security guard always locks up, and asks you if the guard locked up last night, and isn't it weird the place was open? And you're like, well, someone else must have opened it up. Maybe the guy in charge? He has a spare key. And then he nods and goes "the guy in charge has a spare key... well, how about that?" And then he offers you a cigar and wanders off, and a day later your boss gets arrested for murder.

Fanon Batman deduces you are trans and suddenly a free hormone clinic opens up by your home a couple months later

Miss Fisher learns youre trans and simply gives you hormones, and a little cocaine as a treat. she also invites you out to a club to meet like minded individuals. at the club you watch as she seduces the bartender and then the next day the bartender is arrested for the murder.

Cordelia Cupp figures out you're trans and keeps dropping cryptic references until it becomes useful to her, at which point she talks to you about it, promises not to tell anyone, and immediately tells her boss as proof you didn't do it