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John E.
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Conroy- A Southern gentleman, Conroy leads the proverbial life of quiet desperation. He is generally stoic and passive. After his bland, yet sexually aggressive wife suffers a traumatic brain injury that causes her to leave him for a bohemian lifestyle with a local artists' collective, Conroy rents out his home, but can't bring himself to throw away or move any of his wife's belongings. He moves into the office space he and his wife used to share and continues to live in stasis- pretending he is a widower. One night, a whiskey binge with the building's night watchman sends Conroy over the edge and all of the years of frustration with his mediocre life come to the fore. Conroy's meltdown amounts to little more than a temporary catharsis, as he finds himself returning to his old home, and even re-enacting his married sex life with a woman he doesn't know.
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Kristen
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Sylvia- 20s, Sylvia is a member of Majestic 12, the artists' commune that Conroy's wife moves to after her accident. She is impetuous and sexually aggressive, with blonde hair and belly button and septum piercings. She goes to Conroy's to retrieve some items belonging to Conroy's wife, to get a few free meals and sundry items for herself- even if it means having sex with Conroy to get what she wants. Her fling with Conroy lasts two days- just long enough for her to develop a bit of an emotional attachment to the man. Her motives are self-serving, but she is not old enough to be cynical. Sylvia bears a marked resemblance to Conroy's wife..
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Kendra
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Mrs. Conroy- Conroy's wife, she is unnamed in the story and the script. She is a conservative girl bearing a striking resemblance to Sylvia. A meek Catholic who swears a blue streak in bed- then breaks into fits of Hail Marys and sobs afterwards. She suffers major brain trauma in an accident and leaves Conroy to join an artists' commune.
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Holly
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Ms. Duke- A middle aged spinster, Ms. Duke is mostly jolly, but despite appearing flighty, she is acutely aware of her weight and harbors a vicious side that only surfaces in extreme circumstances- such as when Conroy breaks into his house while she is living there.
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Kevin O.
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Crews- A jolly night watchman who works at the building where Conroy and his wife had their office. After he rents out his home, Conroy takes up residence in the office, and Crews pays him a drunken visit. Crews is somewhat like Conroy in that he internalizes his problems, but, as a recent widower and lifelong blue collar worker, has also known more genuine pain in his life and is therefore more at peace with turmoil and adversity than Conroy is. While Conroy bottles his feelings up and explodes periodically, Crews thinks matters through and is able to let them go gently.
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Nancy
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Mrs. Nash- A bitter old widow, neighbors often joke that Mrs. Duke nagged her husband into an early grave. She is a sharp tongued gossip who simply doesn't see why the world around her won't simply do everything she tells it to. In a fit of desperation, Conroy pours his heart out to Mrs. Duke over tea and soon the whole neighborhood is aware of his plight.
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Hanna
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Prank Caller- Voice only local kid who prank calls Conroy and call him "Mister Lonelee".
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