A mystery unfolds in PleasureTown as one of the pillars of this hedonistic society is found dead due to strange circumstances. Meanwhile, residents cope with the aftermath of a large and destructive fire. All is relayed by a new reporter, who brings her own unique, yet familiar flare for storytelling (yes, this is certainly an homage to This American Life).

Tensions come to a head between the PleasureTown founders, as Claude and Cyrus duke it out in a battle of words for control of the town. Meanwhile, the children of PleasureTown embark on an adventure and make a wish that could change the course of their lives.

A sudden revelation threatens the future of PleasureTown's star-crossed lovers, the Doctor and the Reporter. We hear from the Reporter's side of the story and discover just how their magnetic attraction first came to fruition all those years ago. Meanwhile, the somber and stoic Bartender shares his tale of violence and misery.

As PleasureTown grew, it began to attract a different breed of wanderer. No longer were those drawn to the settlement society's rough and grizzled outlaws and misfits. Dreamers, poets and artists had begun to flock to PleasureTown to carve out their homes. Angie was one such dreamer, and she harbored a power far greater than anyone could have imagined.

In this episode, we learn the birth story behind PleasureTown's original holiday, The Feast of the Wretched. Meanwhile, Mattie Barker has left town, putting aside her frying pan to take up a pair of boxing gloves. Also, Shaman John begins a new ritual while in self-exile. Plus, a strange love affair sweeps the reporter off his feet, and Claude visits the barber for a trim... and leaves with a bruised ego.

In this episode, we meet PleasureTown's barber, who tells the story of how he and his blind brother fled to the settlement after a particularly hairy run-in with a local bigot. We also revisit Shaman John and hear his tale of loss and woe. To cope, the Mormon-turned-mystic smokes an herbal mix and wanders into the woods... only to find himself face-to-face with the Devil himself. Will he give up his soul for the one thing he misses most?

As the population of PleasureTown continued to swell, the settlement began to see an uptick in violence, lawlessness and murder. In this episode, town founders Cyrus and Claude engage in a heated battle of words, with one advocating for rule and order while the other holds firm on the town’s ethos of unfettered freedoms. We also meet Deuteronomy, an outsider who has been called to town for a special purpose. Unbeknownst to the residents, his arrival could very well mark the beginning of the end of their beloved community.

As PleasureTown transformed into a budding settlement, the community began to see a flood of diverse immigrants. With all the activity, it didn’t take long for the media to catch wind of the diamond in the red dirt, and so a reporter from New York City ventured out West to immerse himself among the eccentrics of the budding community. While he is no stranger to experimental townships -- such as the likes of Oneida and the Harmony Society -- he recognizes in PleasureTown a unique charm. We also meet the town’s resident doctor and hear of his peculiar origins as well as the surprising secret he harbors within.

As word spread of the strange, hedonistic town, more and more lost souls gravitated toward a place they believed could be their home. In this episode, we follow Shaman John, once a man of faith turned mystic, through his first day as a Pleasure Town resident. Meanwhile, Matilda Barker tells her tale of love, pain and the strange brew concocted when you mix the two. After years of silence, her husband Henry gets an opportunity to recount his side of the story.

In this episode, Claude and Cyrus invite listeners to join them in retracing the steps that lead them to PleasureTown. Despite their contrasting personalities, both Claude and Cyrus share histories rooted in hardship. As the son of a Mississippi slave owner, Claude’s guilt drives him to search for a place where men are equal and the bourbon always flows. Similarly, Cyrus, a sharp but penniless misfit from New Mexico, is stricken by wanderlust and dreams of life beyond the futility of hard labor. After a chance meeting in a bar, the two dream up a place “to go after their happy.” Join Claude and Cyrus as they relive the moments leading up to meeting each other and their search for a place to call their own: PleasureTown.