Tricky Story: Story 2 Level 37 Walkthroughs & Guide
Help Riley and Maddie choose the perfect Prom outfits
Help Riley and Maddie choose the perfect outfits for Prom

Tricky Story: Story 2 Level 37 — Help Riley and Maddie choose the perfect Prom outfits Guide Overview
I needed a couple of tries to untangle this one. On the surface, you're just helping Riley and Maddie pick prom dresses, but Anna's inner monologue tells a different story. Every outfit selection triggers a thought about price tags, guilt, and suspicion. My first attempt missed the emotional thread entirely—I focused on matching colors instead of reading Anna's rising panic. Once you realize each pick is a narrative beat, the sequence clicks. Here's how to avoid the same trap.
Pattern Overview
Prom dress shopping becomes an undercover sting operation as Anna’s suspicion grows with every expensive accessory.
The Emotional Sequence
- Maddie’s Gold Bracelet: The first expensive item sets off Anna’s alarm that something is off.
- Riley’s Expensive Dress: Heightens the contrast between their humble appearance and the luxury goods.
- Maddie’s Second Dress: Anna notes the cost is piling up—each choice feels heavier.
- Riley’s Third Pick: The word “crime” enters Anna’s thoughts, shifting from suspicion to accusation.
- Maddie’s Final Accessory: The last piece completes the trap, and the dialogue confirms the setup.
Why This Level Feels Tricky + The Key Insight
The biggest confusion comes from the numeric sequence—why 2 then 3 then 1? It seems arbitrary unless you track Anna’s reactions. Also, the game never tells you that you’re alternating between Maddie and Riley in a specific order; the first time I just tapped randomly and got nowhere. I thought the solution was about making both characters look good for prom. So I tried matching styles and colors, but the level kept rejecting my picks. Then I noticed Anna’s line “This bracelet seems to be made of gold” after I chose the second option for Maddie. That’s when it hit me: the numbers are tied to Anna’s emotional state—each expensive item makes her more paranoid, and the sequence deliberately escalates her fear. Tricky Story 2 Level 37 isn’t a fashion puzzle; it’s a psychological thriller where you control the tension.
Step 1. Maddie’s First Pick – The Gold Bait
Start with slot 2 for Maddie. Anna thinks, “This bracelet seems to be made of gold.” That’s your cue—this expensive choice plants the first seed of unease. Without it, the later paranoia has no foundation. The screen stays calm, but her inner voice has changed.
Step 2. Riley’s First Pick – The Expensive Dress
Now choose option 1 for Riley. Anna notes, “This dress is not cheap at all.” The contrast between Riley’s rural background and the price tag creates the first crack. Tricky Story 2 Level 37 uses this mismatch to make Anna feel trapped. The dialogue shifts from neutral to watchful.
Step 3. Maddie’s Second Pick – Piling the Price
Select slot 3 for Maddie. Her thought: “This thing must be very expensive.” The word “crime” hasn’t appeared yet, but the weight is building. This choice pushes Anna from suspicion toward accusation. You can almost hear her mental tally increase.
Step 4. Riley’s Second Pick – The Crime Heavier
Here, pick option 3 for Riley. Anna says, “The more items, the heavier her crime.” The word “crime” is now explicit. This is the turning point—the game shifts from passive observation to active paranoia. The scene grows tense; the air feels thicker.
Step 5. Maddie’s Third Pick – The Justification
Choose slot 1 for Maddie. Anna thinks, “I think this looks pretty good!” That brief relief is a trap. It lulls you into thinking you’ve misread the situation. But the next line from the dialogue—”Wait for her to change… we’ll give her a surprise”—confirms the setup is still active.
Step 6. Riley’s Third Pick – No Excuse
Now pick option 1 for Riley. Anna’s thought: “This thing will leave her with no excuse.” The net is closing. Every expensive item she sees adds to her sense of being framed. This step locks in the narrative that she’s being ambushed, not dressed.
Step 7. Maddie’s Fourth Pick – The Final Accusation
Select slot 3 for Maddie. Her inner monologue: “Her crime is getting heavier.” The count is now overwhelming. This selection triggers the line from the salesperson: “Thank you for your purchase.” That’s the signal—the trap is about to spring.
Step 8. Riley’s Fourth Pick – The Confrontation
Choose option 2 for Riley. The dialogue: “Wait! She’s hiding something!” followed by “What?!” Anna’s world tilts. The characters’ reactions shift from friendly to hostile. This is the moment the illusion of prom shopping shatters.
Step 9. Maddie’s Fifth Pick – The Reveal
Pick slot 2 for Maddie. Anna realizes, “I see... They're targeting me.” The game confirms the whole sequence was a sting. The screen shows Maddie and Riley exchanging a knowing glance. You’ve built the final piece of the trap.
Step 10. Riley’s Fifth Pick – The Noose
Finally, choose slot 2 for Riley. No new thought from Anna—just silence. The scene freezes on the gold bracelet. You’ve completed the setup. The level ends without fanfare, leaving you with the weight of what you’ve orchestrated.
The Logic Behind It
Tricky Story 2 Level 37 is solved by reading Anna’s escalating paranoia, not by guessing outfit combinations. Each selection either adds an expensive item or triggers a dialogue beat that moves her from suspicion to certainty. The numeric sequence is simply the order that maximizes her discomfort.
Final Scene Description
When I finished the last selection, I watched Anna’s face drop as the saleswoman said, “Thank you for your purchase.” Riley and Maddie stepped forward, their expressions cold. The camera lingered on the gold bracelet on Maddie’s wrist—a shimmering noose. I had helped them build the perfect trap. Tricky Story 2 Level 37 left me staring at that bracelet long after the screen faded.