- Awesome Music: The game's soundtrack is full of original compositions, some of which definitely qualify as an ear worm.
- Captain Obvious Reveal: Claire being evil isn't exactly hard to guess. Nobody expected her to be The Dragon, though...
- Darkness-Induced Audience Apathy: As more of the truth about the prom dates and Dolores's motives for her Roaring Rampage of Revenge is revealed and it becomes clear just how screwed up everything is, one might feel sorry for Dolores....if she haven't already crossed the Moral Event Horizon by killing everyone who wronged her, even the ones who didn't really deserve it. And also for torturing Kyle in a "Groundhog Day" Loop for something he wasn't even aware about.
- Especially since, ironically, Dolores might have gotten everything she wanted if she had just waited a bit before sacrificing her body to a magical revenge scheme, since Neela and Maggie had a change of heart and were about to expose Brooke's misdeeds at the after-party anyway, so Brooke was already about to face consequences for her misbehavior and Kyle might have helped Dolores.
- Ensemble Dark Horse: From the prom dates, Neela is the most popular due to being a bubbly Nice Girl.
- Also Dolores has quite a fanbase. Either fans think that Evil Is Cool or they could relate to her due to her constant self-loathing and the victim of a horrible Prank Date.
- Memetic Mutation: Kyle is usually depicted as the Butt-Monkey or Chew Toy in fanworks. Even the developer herself isn't immune from this.
- RANDY DID NOTHING WRONG. To provide further explanation, this is the creator's comment on Randy you find in the Developer Room. This comment is necessary because in the game itself, Randy seems to betray you on the 3rd loop by revealing that he's working for the Big Bad. But it later turns out this was a "mirror" version of Randy. The real Randy has no involvement in the horrific events of the game's plot and according to Word of God he even becomes Kyle's Secret Keeper about the events in the game.
- Moral Event Horizon:
- Dolores crossed it after murdering everyone who wronged her. While it was satisfying to see her kill Brooke and her own aunt, it was terrible to see that she also killed Maggie and fan-favorite Neela, for helping Brooke in the Humiliation Conga scene. Worst of all, Dolores was aware that Maggie and Neela were being blackmailed by Brooke, but killed them anyway.
- Brooke crossed it for her Humiliation Conga on Dolores by making her believe that Kyle wanted to invite her to prom, purely on spite that Dolores got the scholarship Brooke wanted. And for forcing Neela and Maggie to go along with it, which resulted in their deaths.
- In-universe, and according to Dolores, Kyle crossed it for abandoning his girlfriend Serena after she was horribly injured during an accident, thus not being there in her final moments.
- Rewatch Bonus: There is a whole lot of foreshadowing in the game that you probably wouldn't even notice until you replayed while paying attention.
- The Scrappy: Brooke is hated by the audience because of her behavior towards Dolores, Neela, and Maggie in the latter part of the game. Even before that, she was still the less popular of the prom dates, due to being a smug know-it-all.
- Tastes Like Diabetes: Admit it, the interactions between Kyle and Neela were full of this.
- What Could Have Been: According to the creator's comments in the Developer Room, the creator originally intended Maggie to be antagonistic to Dolores, in addition to Brooke. But the creator decided against it because Brooke was already so horrible that making Maggie antagonistic too would have been "overkill", so the creator toned down Maggie in the final product and made Maggie a more reluctant participant in Brooke's scheme.
- The Woobie:
- Kyle. Not only did his girlfriend Serena die (and he didn't do anything for her in her last moments), but he gets trapped in a "Groundhog Day" Loop by an unstable girl who forces him to watch as his possible love interests die in gruesome ways. And no matter the ending, he is now scarred for life after the prom dance. He just wanted a date, dammit!
- Dolores. Born with a disability and with her parents being either dead or absent, she was forced to live with an aunt who treated her like she was helpless. Believing that she would never find true love because of her disability, she gets a ray of hope after apparently Kyle invites her to prom, only to realize that it was a cruel Prank Date organized by a girl motivated by pettiness and jealousy. No wonder she snapped and, with her awakened demonic powers, decided to get revenge in everyone who wronged her, at the cost of her life. It gets much worse with the revelation that her life wasn't actually so bad; she did have friends of sorts and was protected by the spirit of her late mother. But Dolores was too consumed by hate and self-loathing to appreciate those little things...
- Maggie and Neela. Blackmailed to humiliate an innocent girl and being killed by said girl in a rather disproportionate way later. Their situation is tragic as shown in the Bonus Room. While Brooke complains that Dolores managed to outsmart her and that she was sent to a plain room for an afterlife, Maggie is completely resigned to her situation while poor Neela is afraid that Dolores sent her to Hell.
YMMV / Prom Dreams