Ruby and Billy decide to spend a day in Chicago before making any rash decisions about their next moves. As the two await check-in at a lavish hotel, Ruby meets a woman at a department store, while Billy handles a relentless Fiona.
Aired: Apr 12, 2020 Ruby looks to escape her humdrum life by embarking on an adventure with an ol...
Aired: Apr 19, 2020 Ruby's mind is consumed by sex, while Billy probes for personal details she's...
Aired: Apr 26, 2020 Ruby and Billy decide to spend a day in Chicago before making any rash decisi...
Aired: May 3, 2020 Back on the train, Ruby seeks guidance from a new friend and gets a wakeup ca...
Aired: May 10, 2020 A dramatic detour finds Ruby and Billy in unknown territory as they're forced...
Aired: May 17, 2020 Stranded in the middle of nowhere, Ruby and Billy argue about what to do next...
Aired: May 24, 2020 With the end of their journey approaching, Ruby and Billy consider their futu...
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