Here is the full list of all 27 Cool People Club achievements.
Beat all the bosses in a Wish route with Plate only.
Beat all the bosses in a Wish route with Duck only.
Beat all the bosses in a Wish route with Sock only.
Oh, so you're a comedian, eh? (Wish for Jokes)
Now that's a big ol' stack of pancakes. (Wish for Cakes)
ur ded lol. (Wish for Death)
Is it hot in here? (Wish for Flame)
Wake up, sleepyhead... (Wish for Dream)
All hail the cool people club. (Wish for Power)
Fancy footwork, baby. (Wish for Style)
Cold hard cash, please. (Wish for Money)
Congrats on your jerk award, ya big jerk. (Complete the Jerk Route)
Defeat Beatrock.
Defeat Droplet.
Defeat Beandip.
Defeat Sun.
Defeat Dreamer.
Defeat Turtle.
Yeah. You better run. (Run away from Turtle)
Defeat Balthazar.
Win the contest.
Buy an item from Bertie's Brew.
Reach level 3 with a character.
Reach level 5 with a character.
Reach level 10 with a character.
Gluby! (Wish for Gluby)
You're pretty cool.