Crazy Karaoke is an episode of Ian is Bored. It was uploaded on December 16, 2013 on Smosh.com and YouTube. Ian and Anthony take turns trying to sing one song while listening to another starting with Anthony choosing a combo for Ian.
- Applause by Lady Gaga while listening to Smells Like Teen Spirit by Nirvana
- Baby by Justin Bieber while listening to Entombment Of A Machine by Job for a Cowboy
- Blurred Lines by Robin Thicke while Smack My Bitch Up by Prodigy plays
- The Star Spangled Banner while listening to Rubber Johny by Aphex Twin
- Anthony was not allowed to view the lyrics, unlike in the previous sets.
- Wrecking Ball by Miley Cyrus while listening to Blink 182's Shit Piss Fuck
- Started From the Bottom by Drake while listening to Scary Monsters and Nice Sprites by Skrillex
- Mirrors by Justin Timberlake while The Fox by Ylvis plays
- Ultimate Assassin's Creed 3 Song (without lyrics) while listening to Rick Astley's Never Gonna Give You Up