Best movies like How To Tell You're A Douchebag

Once considered a teen prodigy, a recovering addict sobers up and tries to get her writing career back on track. She begins a relationship with a rising author known for his wartime memoirs.

An aspiring Jewish actor moves out of his parents' Brooklyn apartment to seek his fortune in the bohemian life of Greenwich Village in 1953.

Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrough and creates a character named Ruby who inspires him. When Calvin finds Ruby, in the flesh, sitting on his couch about a week later, he is completely flabbergasted that his words have turned into a living, breathing person.

After writing a soon-to-be bestselling novel, writer and committed bachelor Harper attempts to hide the fact that his saucy new book is loosely based on the lives and loves of his tight-knit group of friends. Harper is set to be best man at his friend Lance's wedding, and all his friends will be in attendance. When an advance copy of the book makes its way into the hands of his ex-flame, Jordan, Harper attempts to keep it under wraps.

Eugene, a young teenage Jewish boy, recalls his memoirs of his time as an adolescent youth. He lives with his parents, his aunt, two cousins, and his brother, Stanley, whom he looks up to and admires. He goes through the hardships of puberty, sexual fantasy, and living the life of a poor boy in a crowded house.

Nicolas Cage is Charlie Kaufman, a confused L.A. screenwriter overwhelmed by feelings of inadequacy, sexual frustration, self-loathing, and by the screenwriting ambitions of his freeloading twin brother Donald. While struggling to adapt "The Orchid Thief," by Susan Orlean, Kaufman's life spins from pathetic to bizarre. The lives of Kaufman, Orlean's book, become strangely intertwined as each one's search for passion collides with the others'.

Julia Child and Julie Powell – both of whom wrote memoirs – find their lives intertwined. Though separated by time and space, both women are at loose ends... until they discover that with the right combination of passion, fearlessness and butter, anything is possible.

Ruth and her beautiful sister Eileen come to New York's Greenwich Village looking for "fame, fortune and a 'For Rent' sign on Barrow Street". They find an apartment, but fame and fortune are a lot more elusive. Ruth gets the attention of playboy publisher Bob Baker when she submits a story about her gorgeous sister Eileen. She tries to keep his attention by convincing him that she and the gorgeous, man-getting Eileen are one and the same person.

George Schneider is an author whose wife had just died. His brother Leo gives him the number of Jennie Malone, and somehow they hit it off. And just when things are moving along, the memory of his first wife comes between them.

Jason Carmichael is a popular New York City playwright in desperate need of a new writing partner who can provide him with inspiration. Phoebe Craddock is a small-town teacher who aspires to be a writer.

In this fact-based made-for TV film, Gary Gilmore, an Indiana man who just finished serving a lengthy stay in prison, tries to start anew by moving to Utah. Before long, Gary begins an ill-advised romance with the troubled Nicole Baker, a teenage single mother. As their relationship quickly deteriorates, Gary goes on a murderous rampage, leaving two dead. During his trial, he demands capital punishment; a media circus ensues and outsiders look to profit from his story.

The story of Nola Darling's simultaneous sexual relationships with three different men is told by her and by her partners and other friends. All three men wanted her to commit solely to them; Nola resists being "owned" by a single partner.

While researching his book In Cold Blood, writer Truman Capote develops a close relationship with convicted murderers Dick Hickock and Perry Smith.

Strike is a young city drug pusher under the tutelage of drug lord Rodney Little. When a night manager at a fast-food restaurant is found with four bullets in his body, Strike’s older brother turns himself in as the killer. Det. Rocco Klein doesn’t buy the story, however, setting out to find the truth, and it seems that all the fingers point toward Strike & Rodney.

In an effort to tap into his original talent, a wheelchair-bound author moves to a rural town, where he befriends a single mother and her three kids, who help reignite his passion for writing.

Following the launch of her new novel, 35-year-old writer Kate Conklin is invited to speak at her alma mater by her mentor and former professor. After accepting the invitation, Kate finds herself deeply enmeshed in the lives of an eccentric group of college students.

This autobiographical story traces the career of playwright Moss Hart. Moss struggles as a dramatic writer until he concentrates his efforts on writing comedy. He suffers through a series of professional and romantic failures before a meeting with George S. Kaufman which changes his fortunes.

A well-respected professor who is a celebrated novelist and loving husband loses himself when he becomes obsessed with an ambitious and talented student.

With his landlord breathing down his neck and his writing career stagnant, the last thing Harrison Tyler (Dean Winters) needs is a kid hanging around. But he's in for a surprise when his ex-girlfriend (Lorraine Ansell) leaves her precocious 6-year-old (Emily Mae Young) in his care for a few weeks. It turns out the girl possesses remarkable matchmaking skills, and soon Tyler's professional and romantic fortunes begin to turn around.

On a one-day business trip to New York, a German business executive falls in love with a singer-songwriter who exposes him to her Brooklyn world and emotions he's never experienced before.

This documentary attempts to go beyond the sensationalized media coverage and the stereotypes to examine several key conflicts from the point of view of both Black and Jewish activists.

After breaking up with her boyfriend, Lillian moves in with married couple Julia and Don only to overhear them arguing in the night. The front door slams as Don moves out, and the following days sees Lillian, selfish and irresponsible, having to earn her keep by cooking for Julia, a reclusive, distrustful writer who rarely emerges from her room. Though communicating largely through notes, the odd couple gradually forge a bond and help one another to negotiate the foibles, phobias and obstacles that have long hindered their happiness.

Newlywed Diego Diaz heads down to Miami Beach for a few weeks to finish his latest novel, but when he becomes emotionally intimate with a sexy bartender, he and his wife are left to examine the true state of their young marriage.

Director John Dullaghan’s biographical documentary about infamous poet Charles Bukowski, Bukowski: Born Into This, is as much a touching portrait of the author as it is an exposé of his sordid lifestyle. Interspersed between ample vintage footage of Bukowski’s poetry readings are interviews with the poet’s fans including such legendary figures such as Lawrence Ferlinghetti, Joyce Fante (wife of John), Bono, and Harry Dean Stanton. Filmed in grainy black and white by Bukowski’s friend, Taylor Hackford, due to lack of funding, the old films edited into this movie paint Bukowski’s life of boozing and brawling romantically, securing Bukowski’s legendary status.

An exploration into the life and art of the renowned author of "Last Exit To Brooklyn" and "Requiem For A Dream." Hubert Selby Jr., a self-described "scream looking for a mouth," against all odds, reached international acclaim with his controversial novels. His is a classic story of the great American novelist, overcoming tuberculosis, drug addiction and financial ruin, Selby eventually triumphed in his life and penned seven of the most remarkable and distinctly American books ever written.

The story begins at the height of Gleason's career. He has it all: women, wealth, and extraordinary power. But he is haunted by memories of his childhood. Gleason spends his formative years entering amateur contests, performing in sleazy night spots. Along the way, he steals gags from the best comics in town and finds love with Genevieve, a dancer whom he marries. But Gleason isn't the ideal husband or even a responsible father as he abandons his family to answer the call of Hollywood. Brash, arrogant, and egotistical, he alienates his directors and the man who discovers him. When he ends up back in New York, Gleason gets one of those rare second chances in the new medium of television, creating some of its most unforgettable characters. But even as Gleason becomes the talk of the tube, his life - ruled by demons of rage, booze, and insecurity - unravels.

Piper Grant moves to New York for a fresh start and to find her career passion. As she bounces between different exciting temp jobs that take her all over the city, she meets Austin Edwards, an aspiring writer. While Piper’s sunny optimism is at odds with Austin’s jaded personality, the magic of the autumn season soon brings them closer together. When Piper realizes her true passion is illustration, they decide to team up on a children’s book project, and in the process, they discover the thing they’re really searching for might be each other.

A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.

When aspiring romance novelist Kim Rossi is unceremoniously dumped by her soon-to-be-published romance novelist boyfriend, Kim takes stock and decides to take a leap. She signs up for a romance writing retreat at a quaint Vermont Inn shortly before Christmas, where a top romance novelist is scheduled to attend and read the work of one lucky writer. Shortly after arriving, she crosses paths with Zeke, whom she initially finds to be intrusive and, naturally, ends up being her assignment partner. Worse yet, her ex is also at the retreat. Despite these bumps in the road, Kim steps outside her comfort zone and plunges into the writing exercises, surprising herself. Equally unexpected is the attraction that seems to be building between her and Zeke that promises to take her down a road she never imagined traveling. Based on the book by Richard Paul Evans.

Every year, Megan, an ambitious young woman uses the weeks leading up to Christmas to become the ultimate holiday freelance assistant for hire, helping with any Christmas related tasks for extra income. But when the opportunity arrives to save a Christmas party and dazzle her crush, she must choose between the man of her aspirations and Mr. Right.

Evie's co-workers at the uniform shirt factory, and her almost-fiancée's inability to kiss, inspire her to slip a letter into a size sixteen-and-a-half shirt for some anonymous soldier. It's received by "Wolf" Larson, who immediately throws it away, but his sensitive, dreaming--and short--buddy John McPherson snags it, and begins a correspondence with Evie, pretending to be Wolf. But things get complicated when Evie wants to meet her tall, handsome soldier. And even more complicated when Wolf sees Evie and likes what he sees.

When Seattle magazine writer Samantha Hart is sent home to write an article about the wedding destination of Hawthorne Vineyards, she discovers the ex who broke her heart not only runs the vineyard, but he’s about to get married there.

A neighborhood in Brooklyn reacts to the first black families moving into the community.

Kate is part of a writing duo with her boyfriend, and thinks her author days are over when they split, until her publisher requests a sequel.

Caroline Williams, a well-known social media travel writer, is given the assignment to cover a hundred-year-old Christmas parade in the small town of Carte De Amor, New Mexico. Not excited about the assignment, Caroline goes anyway and meets a high school music teacher, Oscar Ortiz, who introduces her to a side of Christmas that she has never seen, with different traditions and meanings. In the twelve days before Christmas, Caroline falls in love with Christmas all over again and finds true love for herself.