The Lonely Island are one of the most successful novelty musics acts that aren’t named “Weird Al Yankovich”, but the quality of their actual output kind of comes and goes. The reason this song is funny while the group’s others songs in this vein like “Jizz In My Pants” or “I Just Had Sex” are mostly just groanworthy is that this song actually tells a joke beyond the repetition of a dirty word. The song is a spot-on and surprisingly sophisticated satire of the kind of arrogant, overconfident, socially oblivious men who think sex in an acceptable way to fulfill a gift-giving obligation to their significant other. Just how prevalent the mindset it’s satirizing really is can be seen in the fact that, three years after this song was released, “Birthday Sex” by Jeremih was a Top Ten hit. This legendarily bad song has basically the exact same concept as “Dick In a Box”, but with one important difference: it’s not intended as a joke. If that song can be a hit three years after “Dick In a Box” became a near-universal meme parodying that mindset, I’d say this song has lost none of its relevance today.
Verdict: Good.