Corkscrew's Links
Corkscrew isn't necessarily enamored with Cardsharp, but he's a major flirt and Cardsharp frequents a lot of the casinos he does stage shows for. They run into each other at the bar more often than not, and Corkscrew always offers him a drink, which Cardsharp vehemently refuses. Oh well, can't win 'em all.
Cardsharp is frequently annoyed by Corkscrew's flirting. They both know that Corkscrew doesn't actually have feelings for him- he'll just flirt with anything that moves and Cardsharp happens to be around. He refuses each time, which Corkscrew finds entertaining. Corkscrew's attempts aren't obsessive- just habitual.