![]() After its initial debut as an SNL Digital Short, the video was uploaded to YouTube and subsequently attained much online popularity, amassing more than 227 million views as of August 2022. The clip, on which Bolton noted the trio intended to go "above and beyond", was recorded over two days. After recording the track, the troupe recorded a music video with Bolton as Jack Sparrow, protagonist of the aforementioned film series. The trio relentlessly begged Bolton, who was initially uneasy to commit due to the track's coarse language. ![]() With an initial premise concluded, the members settled on contacting Bolton to make an appearance for the track. The track was written by The Lonely Island during the production process of their second album, Turtleneck & Chain, in the summer of 2010. Bolton ruins the group's song by instead singing choruses about the Pirates of the Caribbean film series and its primary protagonist Captain Jack Sparrow, but also with references to Forrest Gump, Erin Brockovich, Scarface and Jerry Maguire. The plot follows the troupe inviting Bolton to work on a new hip hop track, in which the members rap about meeting at a club and taking women home. The song and music video debuted on Saturday Night Live as an SNL Digital Short on May 7, 2011. " Jack Sparrow" is a song by American comedy troupe The Lonely Island featuring singer-songwriter Michael Bolton. Single by The Lonely Island featuring Michael BoltonĪndy Samberg, Akiva Schaffer, Jorma Taccone, Michael Woods Other guests appearances include Snoop Dogg, DJ Khaled, Nas, RZA, Justin Timberlake, Questlove and Fallon.2011 single by The Lonely Island featuring Michael Bolton "Jack Sparrow" If you've yet to watch the trailer here you go - it's worth watching considering that Seal (yes, "Kiss From A Rose" Seal) makes a very brief but memorable appearance. The movie is a parody of music documentaries such as Justin Bieber: Never Say Never, where Andy Samberg portrays Connor4Real, an internationally known pop artist, who is struggling with the failure of his second album, Connquest. The Lonely Island boys have been making their promotional run for their film Popstar: Never Stop Never Stopping, which is in theaters today. The look of disapproval Black Thought receives from everybody else, after singing about f**king a mermaid.Black Thought singing T-Pain's lol-worthy guest verse, including the part about f**king a mermaid (and pulling out an actual inflated mermaid).Captain Kirk Douglas playing a ukulele with the straightest face possible.Samberg pulling out an actual pair of "floppy floppies.".Questlove yelling "floppy floppies" and being the hype man that The Lonely Island deserves. ![]() Adorned in full fleet week sailor attire and sunglasses (except Jorma Taccone, who's visibly bummed at being the only one wearing a "DUNCE" cap), everyone breaks into the viral video track, with Andy Samberg and Akiva Schaffer spitting their verses. ![]() Well, the trio of comedians have brought the song back to life, courtesy of Jimmy Fallon's Classroom Instruments segment. "I'm On A Boat." You remember that one, right? That infamous rap parody track from The Lonely Island's 2009 album Incredibad that became a pop culture sensation (and featured one of the most memorable guest appearances from Auto-Tune mastermind T-Pain)?
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