Here is the full list of all 20 Kathy Rain achievements. It takes around 6-8 hours to unlock all of the achievements on Windows.
Finished the game
Finished day four
Finished day three
Really had it out for Goober
Wanted to engage in a good 'ol book burning
Totally mesmerized by Goober's monologues
Amplified Goober's lung cancer
Finished day two
Engaged in flirtatious behavior on the computer
Learned a cold hard truth about your face
Finished day one
Reunited with a furry friend
Rediscovered yourself as a creature of the night
Became a huge fan of those sweet, addictive, not to mention cancer-inducing sticks of tobacco
Felt no apparent need to let Lenny down gently
Tortured an imprisoned bum
Felt like literally taking the wheelchair for a spin
Lost track of time on the road
Barely resisted the urge to barbeque a bear
Made your best efforts to miss the funeral