- His and Carrie Underwood's "Obamacare By Morning" song at the 2013 CMA Awards. Especially the lead-up involving a Take That! to Miley Cyrus.
- Later, at the same show, he "accidentally" sends Keith Urban a sext, instead of sending it to his wife Kimberly Williams-Paisley.
- "I'm Still A Guy" is just one big Funny Moment, especially if you know the story behind its being written.
- In the otherwise mostly-serious "Letter to Me", about what he would put in a letter to his past self:And when you get a date with Bridget, make sure the tank is full
On second thought, forget it, that one turns out kinda cool… - "Don't you think it's time for me to end this song? (Beat) …Me neither!"
- Paisley's third #1 hit (after "He Didn't Have to Be" and "We Danced"), "The Fishing Song." The narrator's wife warns him that if he wastes yet another day fishing, she'll be gone when he gets home. Considering that the alternate title of the song is "I'm Gonna Miss Her," it looks like it didn't work.
- The music video features faux-serious fishing commentary from Dan Patrick, and a parody Jerry Springer segment.
- His bit during the opening segment of the 2014 CMA Awards on the P.P.T.S.D.note that Nashville was going through due to Taylor Swift moving to New York City.
- His referring to the fact that the 2014 CMAs took the time-slot that Blackish airs in. He then called it "White-ish", which was immediately followed by the camera switching to a Reaction Shot of Darius Rucker laughing his head off.
- His appearance on A Prairie Home Companion, featuring a song on the geology of the Ohio River and the Appalachians. It was supposedly planned for a release on the album "Your Substratum Makes My Lava Flow."
- The music video for "Southern Comfort Zone" lists things involved in making it at the beginning and end. It includes "a tractor," "6 jackets," and "one very friendly Maasai giraffe".
- The beginning opens up on what appears to be a farm. Then an elephant wanders on screen. Bonus points for pairing it with the word "shocking."
- "Ticks", a song about picking up someone in a bar and taking them for a walk in the woods...and then having to check them for ticks.
- The music video for "Online", starring Jason Alexander as the protagonist Basement-Dweller, William Shatner and Estelle Harris as his parents, and Maureen McCormick as the Girl Next Door. Particular moments include jokes about Shatner's music career, visions of the "hot girls" that Alexander's character is chatting with online, and Alexander playing the guitar in concert with Taylor Swift and Kellie Pickler as his backup dancers.
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