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[[File:Tracker and Pessimist.png|thumb|left|Pessimist comes face to face with [[the Mad Cupid of the Euclidean Plane]] himself. ([[PROSE]]: ''[[Misadventures in the Interdimensional Black Market (short story)|Misadventures in the Interdimensional Black Market]]'')]]Some time later, Pessimist was “wandering about despondently” when [[Tracker-764's Void Ship|a Void Ship]] appeared in the skies of [[Cupid Homeworld|the Homeworld]] and began barreling towards him. Reasoning that it would probably find a way to hit him even if he tried to dodge, Pessimist didn't even try, and the ship rammed into him as it crashed. From it, emerged none other than the legendary Tracker himself, who vaguely recognised Pessimist, recalling his name as “Negativeman”. Pessimist was neither very surprised, nor as warmly welcoming as Tracker had hoped of the first Cupid he met in years. ([[PROSE]]: ''[[Misadventures in the Interdimensional Black Market (short story)|Misadventures in the Interdimensional Black Market]]'')
[[File:Tracker and Pessimist.png|thumb|left|Pessimist comes face to face with [[the Mad Cupid of the Euclidean Plane]] himself. ([[PROSE]]: ''[[Misadventures in the Interdimensional Black Market (short story)|Misadventures in the Interdimensional Black Market]]'')]]Some time later, Pessimist was “wandering about despondently” when [[Tracker-764's Void Ship|a Void Ship]] appeared in the skies of [[Cupid Homeworld|the Homeworld]] and began barreling towards him. Reasoning that it would probably find a way to hit him even if he tried to dodge, Pessimist didn't even try, and the ship rammed into him as it crashed. From it, emerged none other than the legendary Tracker himself, who vaguely recognised Pessimist, recalling his name as “Negativeman”. Pessimist was neither very surprised, nor as warmly welcoming as Tracker had hoped of the first Cupid he met in years. ([[PROSE]]: ''[[Misadventures in the Interdimensional Black Market (short story)|Misadventures in the Interdimensional Black Market]]'')


Some time before visiting [[the Toymaker's Labyrinth]], ([[PROSE]]: ''[[The Cupid Suggestion Box (short story)|The Cupid Suggestion Box]]'') Pessimist was one of the Cupids who made use of the briefly-available [[Cupid Suggestion Box]] set up by the [[Copper-Colored Council of Elders]]. However, his sole suggestion was for the whole Crew's operations to be wound down so that he could get some peace and quiet. As a second option, he suggested that he himself be set adrift in [[the Void]] to achieve the same. Both suggestions were naturally rejected. ([[PROSE]]: ''[[The Cupid Suggestion Box (short story)|The Cupid Suggestion Box]]'')
Some time before visiting [[the Toymaker's Labyrinth]], ([[PROSE]]: ''[[The Cupid Suggestion Box (short story)|The Cupid Suggestion Box]]'') Pessimist was one of the Cupids who made use of the briefly-available [[Cupid Suggestion Box]] set up by the [[Copper-Colored Council of Elders]]. However, his sole suggestion was for the whole Crew's operations to be wound down so that he could get some peace and quiet. As a second option, he suggested that he himself be set adrift in [[the Void]] to achieve the same. Both suggestions were naturally rejected. Pessimist was also mentioned in [[Dandy-432]]'s note as an example of how little most Cupids knew about clothing, with Dandy relating an incident which saw Dandy having to explain to Pessimist what a top hat was to stop him from eating soup out of one. ([[PROSE]]: ''[[The Cupid Suggestion Box (short story)|The Cupid Suggestion Box]]'')


=== In the Toymaker's Labyrinth ===
=== In the Toymaker's Labyrinth ===
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