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Four separate stories of the auto-sexual proclivities of Chicagoans is presented. In the first story, a man, who is in a seemingly supportive relationship, is nonetheless self-conscious about what he considers the small size of his penis, regardless of his girlfriend telling him otherwise. His penis enlargement efforts lead to a change in attitude on many fronts. In the second story, a woman, who is in a supportive sexual relationship, has of late been turned on by everything, which leads to her feeling the need to masturbate whenever and wherever she can. After discussing the issue with a friend, she decides to take that sexual arousal to the next level by experimenting with auto-asphyxiation. In the third story, a pregnant woman, while still sexually aroused, can no longer come to orgasm through vaginal penetration. A female friend believes she can help her reach orgasm again, which the pregnant woman's husband allows. Although this experiment is solely to be between the two women, the husband can't help but want to be a part of the experience, even if the two women don't know. And in the final story, a man's primary sexual release is watching videos of him and an old girlfriend having sex. She, who is about to get married to someone else, reenters his life as she wants him to delete those videos. Wanting/needing a replacement for those videos, he asks her for one last "non-sexual"/non-video favor before she exits his life for good.

Falling Overnight tells the story of twenty-two year old Elliot Carson on the day before he has surgery to remove a brain tumor. Facing what could be his last night, Elliot's path intersects with Chloe Webb, a young photographer who invites him to her art show. Elliot welcomes the distraction and as the night descends, Chloe takes him on an intimate and exhilarating journey through the city. But as morning approaches, and Chloe learns of Elliot's condition, the magic of the evening unravels, and they must together face the uncertainty of Elliot's future.

The professional and personal life of a sexual surrogate begins to unravel when she starts working with a new client.

The summer before college presents two best friends, Lilly and Gerri, with the opportunity to shed their good girl images. Both girls want to lose their virginity and explore another side of who they are. But their dark and different home lives and the introduction of a bad boy, threaten to destroy their friendship without it being the nice coming-of-age summer that the two girls envisioned.

When a foreign exchange student arrives in a small upstate New York town, she challenges the dynamics of her host family's relationships and alters their lives forever.

Jack and Diane, two teenage girls, meet in New York City and spend the night kissing ferociously. Diane's charming innocence quickly begins to open Jack's tough skinned heart. But, when Jack discovers that Diane is leaving the country in a week she tries to push her away. Diane must struggle to keep their love alive while hiding the secret that her newly awakened sexual desire is giving her werewolf-like visions.

The strained relationship of an engaged Brooklyn couple, Theo (Chris Messina) and Nat (Rashida Jones). Theo is bored with his job as a wedding photographer-the generic backgrounds, the artificial posing, the stilted newlyweds-so he develops an unconventional side business, called "Gumshoot," a service where clients hire him to stalk them with his camera. Becoming infatuated with one of his clients, a mystery woman who goes by the name Subgirl (Meital Dohan), Theo develops a voyeuristic obsession that forces him to confront uncomfortable truths about himself and his impending marriage.

About a recent college grad who returns home while she tries to figure out what to do with her life.

Young writer, Mason Michael Finch, and his girlfriend, Samantha Cooper, live together but they have an open relationship. They have love affairs with different partners whenever they want and then they tell to each other details of their flings.

Jack Frost's playboy lifestyle in New York City is rocked by the news that his childhood love is engaged. Amidst his friendships with Scotch Evans, a ribald nightlife correspondent; Ozzy, a troubled but loving heroin addict; and Kate Hardwick, a bewitching, quick-witted reporter, Jack sinks deeper into depression. Haunted by lost-love and his mother's suicide, Jack plunges into whiskey and self-destruction . . . until his eleven-year-old neighbor, Sophie, an unlikely mother figure, leads Jack back into himself, and out of the nostalgia and excess that consumed him.

After the heartbreaking end of his first love, a recent college graduate sets out to win back the girl of his dreams only to discover a greater journey awaits him.

A young girl in Nevada becomes romantically involved with a female drifter who introduces her to a life of stripping, drugs, and metaphysical experiences that teach her what happens when real life catches up with dark fantasy.

It's the final semester before graduating from high school, and aspiring actress and good girl Alexa (

29-year-old Leigh is on leave from her job in New York City after feeling a sense of emptiness and sadness in her life. Leigh has returned to her parents' home, to her high school job as a lifeguard and to her high school friends still in town. But Leigh continues to struggle in finding happiness since her parents don't approve and she's bullied by local kids at the pool. Leigh finds an almost like kindred spirit in high school student Little Jason; but when their friendship turns into an illicit relationship, her friends don't approve and even more tragedy awaits Leigh in her personal journey towards happiness.

When their abusive parents are killed in a car crash, twin sisters Rosie and Violet vow to run away to Kentucky in search of a better life. While on the road, the girls meet up with Pete, a drifter working as a grounds keeper on a derelict army base, who takes them in. While Violet falls for him, Rosie becomes increasingly angry and hostile, and the sisters' childhood bond is eventually destroyed forever.

Tanner Hall is a vivid peek into the private world of an all-girls boarding school. In a cozy, but run-down New England, the knot of adolescent complexity is unraveled through the coming-of-age stories of four teenage girls.

A tale of three women who have reached a turning point in their lives. Delia is a spirited, working-class woman from a small town in New York who leaves her abusive husband and sets out on a journey to reclaim the power she has lost. Greta is a sharp, spunky editor who is rotten with ambition. To spite the hated infidel ways of her father, she has settled into a complacent relationship and is struggling (not too hard) with issues of fidelity to her kind but unexciting husband. Finally Paula, who ran away from home and got pregnant, is now in a relationship she doesn't want. She's a troubled young woman who takes off on a journey with a hitchhiker after a strange, fateful encounter on a New York street.

Veronika, a woman in her mid-twenties, appears to have everything: good looks, good job, and a great life ahead; yet she decides to end her own life. She is unsuccessful and awakens in a mental hospital where she learns that she has only weeks to live. In the hospital she meets people who are only 'insane' because they don't always follow society's rules. With little left to lose, Veronika frees herself to experience relationships and emotions and ultimately discovers what it means to live.