Tricky Story: Story 2 Level 20 Walkthroughs & Guide
Help Liam cheer Riley up
Help Liam cheer Riley up during their date at the square.

Tricky Story: Story 2 Level 20 — Help Liam cheer Riley up Guide Overview
I stumbled through Tricky Story 2 Level 20 a few times before I got the sequence right. The square is full of distractions – musicians, clowns, ice cream carts. But Riley is upset, and Anna’s thought about the broken vase – “Oh no… this is the boss’s favorite vase. How can I ever make up for it?” – told me this was about making amends. Each money drag leads to a gift, but you have to do them in the right emotional order. Here’s how I cracked it.
Pattern Overview
Help Liam cheer Riley up after a broken vase – that’s the heart of Tricky Story 2 Level 20.
The Emotional Sequence
- Shopping Bag Before Balloon: The bag is a practical, needed item that builds Riley’s trust before a playful gesture.
- Balloon Before Ice Cream: The balloon lifts Riley’s mood enough to welcome a sweet treat next.
- Violinist Tip Before Ice Cream: Paying the musician creates a romantic atmosphere that makes the ice cream feel special.
- Ice Cream Before Rose Bouquet: A cold treat soothes before a passionate floral gift.
- Rose Bouquet Before Coin Necklace: Romance paves the way for a heartfelt wish in the fountain.
- Coin Necklace Before Painting: The wish deepens the emotional investment, preparing Riley for a personal portrait.
- Painting Before Teddy Bear: Art captures the moment, but the teddy bear delivers the final emotional payoff.
- Teddy Bear Finale: Dropping the stuffed toy from a popped balloon seals Riley’s recovery with a surprise hug.
Why This Level Feels Tricky + The Key Insight
The biggest trap in this level is the sheer number of available interactions. You see the shop girl, clown, violinist, ice cream cart, flower girl, fountain, painter, and a stick on the ground – and you think you can do them in any order. But if you buy the rose bouquet before the ice cream, Riley stiffens up. The dialogue “I need to clean up before Ms. Riley gets back” hinted that her mood was fragile, not ready for big romance yet. I assumed the correct order was whatever felt most expensive first – the painting or the bouquet. So I dragged money to the old painter immediately. Riley just stared at the canvas, unimpressed. The trigger came when I accidentally clicked the violinist’s tip tray first: a soft melody played, and Riley’s posture relaxed slightly. That’s when I understood that Tricky Story 2 Level 20 follows a ladder of emotional readiness – small, neutral gifts first, then playful, then romantic, then symbolic. Each step builds the trust needed for the next.
Step 1. Foundation Recovery
Tricky Story 2 Level 20 starts with the shopping bag because Riley needs a neutral, useful item first. Drag money to the shop girl, then the bag to Riley. Anna’s thought “Oh no… this is the boss’s favorite vase” sets the guilt tone. This clears the first emotional hurdle – Riley accepts the bag, and the board feels open.
Step 2. Lightening the Mood
After the bag, Riley’s guarded. Tricky Story 2 Level 20 next demands a balloon from the clown – it’s playful, not serious. Drag money to the clown, then the balloon to Riley. The animation shows a slight smile. This step bridges the gap from obligation to genuine cheer.
Step 3. Setting the Atmosphere
Now pay the violinist. Tricky Story 2 Level 20 uses the tip tray to trigger background music. No item to drag – just drop money. The violinist starts playing, and the square’s mood shifts. Riley looks around, more at ease. This unlocks the psychological space for the ice cream.
Step 4. Sweetening the Deal
With music playing, Riley is ready for a treat. Tricky Story 2 Level 20 guides you to the ice cream cart. Drag money, then the ice cream to Riley. She takes it, and Anna’s thought “I need to clean up before Ms. Riley gets back” fades. The screen brightens – .
Step 5. Romantic Gesture
The rose bouquet cannot come before the ice cream. Tricky Story 2 Level 20 forces this order because romance needs a sweet foundation. Drag money to the flower girl, then the bouquet to Riley. She blushes – a clear shift from comfort to affection.
Step 6. Making a Wish
Liam’s coin necklace goes into the fountain now. Tricky Story 2 Level 20 uses this as a silent wish for Riley. Drag the necklace from Liam to the fountain. No immediate reaction, but the water ripples. This unlocks the painter – Riley’s heart is open to art.
Step 7. Capturing the Moment
The old painter needs payment before he produces a portrait. Tricky Story 2 Level 20 requires money first, then the painting to Riley. She studies it, and Anna whispers “Good night, Riley!” – the evening is almost perfect. Only one hurdle left.
Step 8. The Final Surprise
The stick on the ground pokes the hot air balloon. Tricky Story 2 Level 20 hides the teddy bear inside – pop the balloon, grab the stuffed toy, drag it to Riley. She hugs it, and the dialogue “We’re home now, thank you!” plays. This final step .
The Logic Behind It
Tricky Story 2 Level 20 is solved by reading Riley’s emotional ladder: start with neutral necessities, then playful, then romantic, then symbolic. Each gift type must match her current openness, and the money transactions are always the enablers.
Final Scene Description
When I finished, I watched Riley clutch the teddy bear, a real smile breaking through. The fountain glowed behind them. Liam put an arm around her, and Anna’s voice said “Good night, Riley!” The broken vase was forgotten. Tricky Story 2 Level 20 ended with the square settling into a warm, golden quiet – no more mess, just relief.