The third official filk sung by Sing Back Knightmare (formerly Wall Aid 11). This song is a parody of Rick Astley's biggest hit, Never Gonna Give You Up, popular on the internet due to the phenomenon known as RickRolling.

It was produced just in time for Christmas 2009 after Darren suggested the idea of a new recording to Pooka, who sounded out some members of Sing Back Knightmare via the Knightmare.com Forum and Facebook. Although Billy Hicks wrote the lyrics, he did not actually vocally contribute to the track - the first time this has happened (unless you count Perfect Quest as official).

The song was sung by Darren, David (Drassil), Keith (KaM), Kieran, (MadMog)Sue and Pooka, who once again produced the song. Pooka also did the cover art for the track, which features all the dungeoneers on the quest for the Cup - none of whom, of course, won it.

The track also features an introduction by Treguard, played by Russell 'Ruzl' Odoni, who portrayed him for KMRAmDRam productions. In this introduction, Treguard is browsing through his 'e-scroll' messages using the Magic Mirror, when he comes across a link to a 'RickScroll'. After the song finishes, Treguard remarks, "Terrible."

Never Gonna Win The Cup was later sung as a solo piece by KaM.

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