- Actor-Shared Background: The show is fond of Meta Casting to give Reality Subtext to their scenarios.
- Descended Creator: John Quiñones himself occasionally turns up in scenarios.
- Disabled Character, Disabled Actor: Ableism-related scenarios certainly involves actors of the corresponding condition.
- Enforced Method Acting: Sometimes, an actor playing in a scenario will be profoundly moved by people getting involved, and will have a cry while still in character. One notable incident was when a waiter berated a lesbian couple in front of their children and a fellow restaurant patron later approached the couple with a lengthy handwritten letter. One of the actresses was herself a lesbian parent.
- Hey, It's That Place!: Watch the show long enough and you'll notice that they repeatedly use a few of the same neighborhoods and businesses in the Connecticut/New York/New Jersey area. So far, no marks have noticed, but one wonders when they're going to start.
- Irony as She Is Cast: An episode about a homophobic baker not wanting to serve gay and lesbian customers has said baker being played by a gay man.
- No Export for You: Although WWYD? occasionally hits the road and travels to other states, there are certain places they'll never be allowed to film (such as California or Florida) due to laws against hidden camera and microphone taping of the public.
- Queer Character, Queer Actor: Gay Aesop scenarios often feature actors who are members of the LGBT community.
- Playing Against Type: The show reuses a number of actors in particular roles but more often than not cast them in opposite roles. An example would be tenured cast member Traci Hovel, who frequently play antagonists, sometimes turn up as the victim in certain scenarios.
- Real-Life Relative: The show has often used actors/actresses who are family members in certain scenarios. John Quiñones' son even appeared one time in a date-related episode.
- Reality Subtext: Some of the actors and actresses talk to Quiñones about how they've dealt with the scenario themselves in Real Life.
- Similarly Named Works: Not to be confused with a Nickelodeon show from the early '90s, although both use hidden cameras.
- You Look Familiar: They tend to reuse several of their actors, and so far no marks seem to have noticed.
- This is frequently the case with an actress named Traci Hovel, who appears in several roles that require a woman in her thirties (her roles have ranged from beleaguered waitress to supermarket con artist to lazy EMT). Sharp-eyed viewers might also notice that Traci occasionally gets Demoted to Extra whenever WWYD runs scenarios in restaurants or stores, and in those cases she usually takes on the minor role of clerk or waitress (or even fellow patron) just in case a customer needs someone to vent to. And from the looks of things, the poor woman actually works the job itself for the day.
- This is also the case with an actor named Jeremy Holm, who like Traci participates in a wide range of scenarios, and frequently takes on waiter roles. Quiñones mentioned in one narration that Jeremy works as a waiter in Real Life whenever he doesn't have an acting job.
- Quiñones lampshades the trope in one episode, when he identifies one actor playing an anti-Semetic store clerk as having played a racist clerk in two other WWYD scenarios.
- The Utah episode provides an info pop-up on the bottom of the screen that points out that this is the 17th time the actor playing the abusive husband/boyfriend has played a villain in such a scenario.
- In a scenario where two young men in fatigues went into a bar, supposedly just back from deployments in Afghanistan, and tried to order drinks despite being underage, one mark turned out to have been in the scenario described under Off the Wagon, above.
Trivia / What Would You Do?