English Etymology Blend of cup + upset. Pronunciation IPA(key): /ˈkʌpsɛt/ Audio (US):(file) Noun cupset (plural cupsets) (sports, British, slang) An upset in a Cup competition. 2006 May 7, Sunday Mail, Glasgow:Gary: It'll Be Cupset for Andy 2014, Lee Price, Turning My Back On the Premier League:[…] a landmark point of the season, with fans and commentators alike eagerly awaiting a 'cupset'. Anagrams pectusRemove adsWikiwand - on Seamless Wikipedia browsing. On steroids.Remove ads