Contrast

This is an unmissable, story-related achievement. Near the beginning of the story, you'll go into the club where Didi wants to go (where her mother works). After you turn on all of the spotlights and aim them correctly, you'll go through a lit doorway for a cutscene. Then, just go down the stairs and through the next lit doorway to exit the club and go into the alley. This is the end of one "chapter", and the beginning of the next, so the achievement should pop in the alley, as the game saves and the new "chapter" name pops up.

When you leave the cabaret in the first Act

Full Walkthrough :
Timestamps:

00:00 Intro
00:24 Act I: A New Dimension, Illuminated Achievements (Collectible 1,2,3)
02:31 Act I: Not That Kind Of Game! Achievement
02:42 Act I: To The Heroes Among Us Achievement
03:19 Act I: Room 529 Achievement (Collectible 4,5,6,7)
06:50 Act I: Now That’s Thinking With Shadows, My God, It’s Full Of Stars! Achievements (Collectible 8)
07:56 Act I: Punching Bag (Collectible 9)
09:08 Act I: You Broke My Finger!, A Carousel Of Broken Dreams Achievements (Collectible 10 – Streets Sweeper Achievement)
12:50 Act II: The Family Life Achievement (Collectible 11)
13:12 Act II: This Circus Is A Disaster Achievement (Collectibles 12,13,14)
17:39 Act II: The Cyclops’ Bottle Achievement
17:49 Act II: Just Like Harry Achievement
19:03 Act II (Collectible 15)
25:53 Act II: No Backpack Bird Needed Achievement
26:11 Act II: Handy Person Achievement (Collectible 16 – GroundsKeeper Achievement)
29:12 Act III: How’d you get in Achievement (Collectible 22,26,19)
33:36 Act III: Let There Be Light, FIN Achievements (Collectibles 20, 21,18,23, 24, 25, 18 – BookKeeper Achievement)
40:58 Streets Sweepers Achievement
42:06 GroundsKeeper Achievement
42:51 BookKeeper Achievement