These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Harsher in Hindsight: In 2001, he and NSYNC recorded a cover of Janet Jackson's "That's The Way Love Goes" in tribute to the singer. Three years later, the infamous Super Bowl performance with Janet happened.
Perhaps subverted in that several of his films (and performances) since then have earned lukewarm receptions, perhaps going to show that his effectiveness was due more to David Fincher's direction and Aaron Sorkin's screenplay.
Hilarious in Hindsight: "Carry Out", his song with Timbaland that consisted of nothing but food innuendos. Back in 2000, *NSYNC was the musical guest on SNL and their cameo on a sketch was that of a boyband who sang songs with food innuendos.
Ho Yay: With Jimmy Fallon. So much that during Justinís impromptu speech at his wedding reception in front of 150 guests, Jimmy interrupted him with a joke from his seat, sparking an improv between the two of them that went on for a good five or 10 minutes and had all the guests roaring with laughter. Justin admits that if it was anyone else, he would have kicked their ass.
Narm: The spoken word in the final section of "Like I Love You".