The group formed on 19 October 2013 while playing Grand Theft Auto Online, where they called themselves "The Ultimate Sidemen", which included all the members except for W2S. In January 2014, Zerkaa met W2S while at a FIFA gaming event in New York City and invited him to join the group. In 2016, the group opened their joint YouTube channel and has since been uploading a video every Sunday in which they call “Sidemen Sunday”. The channel surpassed 10 million subscribers on 1 December 2020.
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