Space☆Dandy 2nd Season

Synopsis

Feeling the stalking presence of her ex-boyfriend, Dolph, Scarlet makes a deal with Dandy to date her in order to make Dolph go away. When Dandy refuses, she throws in the price of paying him a significant amount of wulongs, much to QT and Meow's fascination; they force Dandy to date her. Over the course of days on Planet Trendy, Dandy and Scarlet begin to exhibit signs of romance, which culminates in Dandy kissing her after confronting a love-crazed Dolph. He is given a restraining order and sent to jail, thus leaving Scarlet safe from him. However, after being paid the money, Dandy feels disheartened without Scarlet and tries meeting her at a diner, but he is too late; both have just missed each other and walk away without noticing. Business goes back to normal when she refuses to register an alien that Dandy claims is rare. However, as he leaves, they give each other glances that hint that they have some feelings.

(Source: Wikipedia)