The Big Chill (1983)

This was a huge hit at the time, and billed as a baby boomer nostalgia film. It's about a group of friends in their mid-thirties, blandly reflecting on how the ideals of the 60s transitioned into a bleak reality blah blah blah. Excellent cast, excellent soundtrack, extremely tedious if you're not in the (almost extinct) target demographic.

The weird thing about this movie now is that the meaning of 'baby boomer' has gradually shifted, so most people called 'baby boomer' today were teenagers when this came out.

Maron - Season 1

"Mary Sue" doesn't even begin to describe this. More than half the episodes are him complaining that too many beautiful women want to have sex with him.

The Great Gatsby - F. Scott Fitzgerald (1925)

Everyone's rich and goes to parties and it's extremely tragic.

Code Complete - Steve McConnell

Motivational speeches for people who say, "Let me bing it on my Windows Phone".

McConnell likes to spend fifty pages driving home ideas that could be summed up in one or two sentences, and which generally aren't that profound ("planning ahead is important"). His anecdotes are idiotically exaggerated, like the cigar-chomping general who storms around the office demanding to count lines of code.

History and the Historians of Medieval Spain - Peter Linehan

This mess of a book is badly in need of an editor. The name alone hints that the author couldn't decide what book he was writing.

His observations on history are mainly uninteresting. His observations on historians range from boring to catty.

Master Of None - Season 1

At first I thought, "This is funny, but the main character is a bit of a Mary Sue." Then I got to the Nashville episode. The entire episode involves Aziz's character taking a girl out on a perfect date. The plot doesn't start till about minute 21 (75% of the way through the episode), when he makes a mistake but then makes up for it in a charming way.

Can you imagine being so self-absorbed that you would write an entire script about how attractive and wonderful and funny and kind you are, and then assemble a film crew halfway across the country so that you could have it broadcast to the world? I don't think I've ever been so embarrassed for someone I've never met.

Prometheus Unbound - Percy Shelley

This painting accurately represents the pain of the boredom I felt when reading this book. I can't believe someone read Prometheus Bound and thought this was the direction the story was supposed to take.

Candide - Voltaire

This book is meant to make fun of Leibniz. It's fairly funny and I enjoyed it as a teenager, before I knew anything about Voltaire or Leibniz or most of what this book talks about. Teenage me just enjoyed the raw sarcasm and smugness.

Leibniz has a spotty record as a philosopher, but his contributions to mathematics go far beyond the calculus you normally hear about. His fingerprints are all over pure math and formal logic and computer science and computer hardware and engineering in general. Next time you're in an airplane and it doesn't crash, thank Leibniz twenty times over.

Voltaire, on the other hand, was a rich, sarcastic dickhead whose rants against Jewish and Black people were extremely racist even by the standards of the 18th century. Screw this book.

Eternal Sunshine Of The Spotless Mind (2004)

This, along with the indie rock popular around the same time, created the obnoxious precedent that affluent white guys whining about breaking up with their girlfriends is culturally significant artwork.