Tricky Story Level 5 Walkthroughs & Guide
Help Anna get ready for work
Help Anna get properly dressed up for work!

Tricky Story Level 5 — Help Anna get ready for work Guide Overview
I needed a couple of tries before I figured out that dressing Anna for work isn’t just about putting clothes on her. My first attempt missed half the items because I assumed only visible objects mattered. Tricky Story Level 5 throws in hidden planks, mouse holes, and photo tricks. Anna’s inner monologue gives you hints if you listen. She wants to look elegant, feel fresh, and stay awake. The real puzzle is sequencing these eleven steps in the right emotional order. Get one wrong and she won’t move forward.
Pattern Overview
Anna’s emotional readiness drives every item choice — she needs confidence before pragmatism.
The Emotional Sequence
- Office Skirt Before Blouse: physical foundation anchors Anna’s professional identity before layering.
- Photo Blouse Before Shoes: emotional attachment to her favorite shirt builds self-esteem.
- Heels Before Perfume: elegance must be established before mood enhancement kicks in.
- Perfume Before Hair: fresh scent clears mental fog before physical grooming.
- Feather Duster Before Curtain Cord: messy environment must be addressed before Anna can focus on styling.
- Ponytail Before Coffee: structure her appearance first; caffeine amplifies the finished look.
- Jewelry Before Mouse Item: hidden treasures unlock trust before Anna rewards animal help.
- Handbag Before Door: final accessory signals readiness to leave.
Why This Level Feels Tricky + The Key Insight
Why tricky:
- Two items are completely invisible until you interact with specific surfaces — the photo on the wall needs to be tapped to reveal the white shirt, and a wooden plank on the floor hides the jewelry. Most players run around tapping obvious objects first.
- The cheese-to-mouse trade feels unrelated to dressing. You might skip the mouse hole entirely, assuming it’s decoration. But Tricky Story Level 5 links resource management (cheese) to apparel (the item the mouse returns) in a way that breaks standard point-and-click logic.
Key insight:
I assumed the game followed a linear order — skirt, shirt, shoes, done. So I gave those three items immediately, then got stuck. I started clicking random objects hoping for a reaction. That’s when I noticed Anna’s dialogue: “Hopefully I’ll make it on time!” — she’s stressed. The flower (perfume) wasn’t a luxury; it was emotional fuel. The feather duster and curtain cord weren’t random — they addressed her “messy hair” thought. The trigger was realizing Anna’s inner monologue gives priority to psychological comfort, not fashion logic. Once I understood that each item either satisfies a need or unlocks a state, the order clicked.
Step-by-Step Solution
Step 1. Foundation Recovery
Tricky Story Level 5 starts with the wardrobe because Anna’s first thought is “I have to wear office skirts to work.” Open the wardrobe, grab the skirt, and hand it to her. This clears four tiles from the board and gives Anna confidence to move forward. She shifts from anxious to grounded.
Step 2. Emotional Anchor from the Wall
Don’t ignore the framed photo on the wall — tap it. The white shirt is hidden behind that image. Tricky Story Level 5 forces you to inspect every wall fixture. Give Anna the shirt. She says, “This is my favorite blouse,” and her posture relaxes. Now she feels presentable.
Step 3. Elegance Check
See the shoe box on the floor? Open it. High heels are inside. Tricky Story Level 5 uses the box as a decoy — many players think it contains a key. Give the shoes to Anna. She says, “High heels can make me look more elegant.” Leaves exactly eight items on the board.
Step 4. Fresh Start with Perfume
The flower is sitting on the nightstand. Pick it up. Tricky Story Level 5 places it where you’d expect a lamp — easy to miss. Give it to Anna. She thinks, “Perfume will make me feel better.” This unlocks her willingness to tackle hair and styling next.
Step 5. Clearing the Way
You see a feather duster by the dresser. Grab it. Tricky Story Level 5 makes you use this before the curtain cord because Anna mutters, “Can’t go to the office with messy hair.” Hand her the duster. She brushes her hair with it, and the screen pulls back to reveal the curtain.
Step 6. Tying It Together
Once hair is brushed, take the curtain cord from the window. Tricky Story Level 5 hides it in plain sight. Give it to Anna. She ties her ponytail, saying, “A ponytail still suits me best.” This psychological step transitions her from disorganized to controlled.
Step 7. Morning Ritual
Coffee cup is on the desk. Pick it up. Tricky Story Level 5 waits until after hair styling because caffeine before grooming would make her jittery. Give the coffee to Anna. She says, “A cup of coffee can keep me awake all day.” Her energy visibly increases.
Step 8. Hidden Treasure Under the Plank
Lift the wooden plank on the floor near the bed. Underneath is a piece of jewelry. Tricky Story Level 5 buries this deliberately — you’d miss it without inspecting every floor tile. Give the jewelry to Anna. She wears it, and her mood lifts. Now the mouse hole activates.
Step 9. Trade with the Mouse
Drag the cheese from the plate into the mouse hole. Tricky Story Level 5 uses a small rodent as a delivery system. The mouse returns a small item (maybe a hairpin or earring). Give that to Anna. This item resolves the last accessory gap.
Step 10. Final Accessory on the Wall
See the handbag hanging on the wall peg? Grab it. Tricky Story Level 5 saves this for last because Anna needs to feel fully ready before holding her bag. Give it to her. She slings it over her shoulder and heads to the door.
Step 11. The Door Opens
Finally, tap the door. Tricky Story Level 5 won’t let you open it until all ten items are given. Open the door for Anna. She says, “Hopefully I’ll make it on time!” and walks out. The level ends as she steps into the hallway.
The Logic Behind It
Tricky Story Level 5 solves by reading Anna’s emotional progression: physical foundation, then psychological comfort, then final accessories. Each item addresses a specific inner thought, not a random order.
Final Scene Description
When I finished giving the handbag and opened the door, I watched Anna step into a sunlit hallway. The clock on the wall showed 8:30. Tricky Story Level 5 had her dressed perfectly — skirt, blouse, heels, jewelry, ponytail, handbag. She turned back and smiled. Then the screen faded to a small coffee cup on an empty desk, still steaming.