Best movies like Portrait of a Serial Monogamist

Two friends meet after 15 years. They have a complicated and intimate past that becomes impossible to deny in spite of intentions to the contrary.

A young woman's friendship with a drug-dealing drifter evolves into a lesbian romance.

Reena is a young Indian American lesbian who lives and works in New York. Her sister Sarita, who is happily married, discovers that she is infertile. Reena offers to be a surrogate mother for her sister's baby, hoping to improve her relationship with their mother, who disapproves of Reena's sexual orientation. Reena has second thoughts when her girlfriend Lisa feels left out.

When theater major Leah, brings home the special someone in her life to meet her mom, Julie, the family is met with a surprise when Pearl comes to the door. Julie tries to embrace the idea of Leah’s new love interest, but she can’t shake the feeling that something is very wrong. Julie’s suspicions lead to a startling discovery about Pearl that puts Leah in serious danger. Will Julie be able to save her daughter from an eternity of heartache before it’s too late?

Dr. Jean Markham returns to the town she left as a teenager to take over her late father's medical practice. When a school-yard scuffle lands Charlie in her surgery, she invites him to visit the hives in her garden and tell his secrets to the bees, as she once did. The new friendship between the boy and the bee keeper brings his mother Lydia into Jean's world.

A young woman's plans to propose to her girlfriend while at her family's annual holiday party are upended when she discovers her partner hasn't yet come out to her conservative parents.

Awkward, shy and delightfully funny, Polly Vandersma is an "organizationally impaired" temporary assistant who finally gets her first permanent job at the age of 31. While she works for the curator of an art gallery, Polly narrates her own story, sharing the comical and bittersweet pretensions of the art world. At the same time, she reveals a special part of her own private world, taking the viewer to enchanted places in this quiet assault on the notion of authority everywhere.

A weekend getaway for four couples takes a sharp turn when one of the couples discovers the entire trip was orchestrated to host an intervention on their marriage.

A 20-something woman goes back to her hometown for the holidays for the first time in several years and is not only met with people from her past, but she's forced to deal with unresolved feelings too.

A closeted young woman brings her girlfriend home for Thanksgiving, only to have her coming-out efforts thwarted by the unexpected arrival of her male roommate.

The story of straight-edge literature professor Vivian who travels to Reno to get away from a relationship breakup when she falls in love with an attractive and unconventional girl named Cay.

Tala, a London-based Palestinian, is preparing for her elaborate Middle Eastern wedding when she meets Leyla, a young British Indian woman who is dating her best friend. Spirited Christian Tala and shy Muslim Leyla could not be more different from each other, but the attraction is immediate and goes deeper than friendship. But Tala is not ready to accept the implications of the choice her heart has made for her and escapes back to Jordan, while Leyla tries to move on with her new-found life, to the shock of her tradition-loving parents. As Tala's wedding day approaches, simmering tensions come to boiling point and the pressure mounts for Tala to be true to herself.

Finding love is never easy. For Ravi Patel, a first generation Indian-American, the odds are slim. His ideal bride is beautiful, smart, funny, family-oriented, kind and—in keeping with tradition—Indian (though hopefully raised in the US). Oh, and her last name should be Patel because in India, Patels usually marry other Patels. And so at 30, Ravi decides to break up with his American girlfriend (the one who by all accounts is perfect for him except for her red hair and American name) and embark on a worldwide search for another Patel longing to be loved. He enlists the help of his matchmaker mother, attends a convention of Patels living in the US and travels to wedding season in India. Witty, honest and heartfelt, this comedy explores the questions with which we all struggle: What is love? What is happiness? And how in the world do we go about finding them?

Aging TV star Walter Campbell's attempts to break up with younger girlfriend Lucy are thwarted by the announcement of her pregnancy. Looking for space, Walter resolves to visit his estranged daughter Nic, currently residing in Big Sur, resentful of her father's neglectful parenting and womanizing ways. He agrees to give a lift to Nic's friend Kim, who having recently attended the funeral of her estranged mother, is dealing with her own emotional baggage. Upon arriving in Big Sur, Walter discovers that Nic is living on a lesbian commune, and is in fact due to get married. Nic is appreciative of Walter's acceptance of her sexuality, which sees the pair's relationship begin to repair, but this newly formed bond is at risk of being destroyed once and for all.

Hunky Daniel couldn’t have it better – great parents, a successful career as an investment banker, and the beautiful Jen as his fiancée. A seemingly perfect life… but there is one temptation that may derail his best laid plans for the straight-and-narrow: he has a thing for Tommy, a charming former college classmate who is now openly gay.

High School basketball coach, Dinah Groshardt, falls for the school secretary, Carly Lumpkin, and upsets the entire school in the process.

Amy is a single 29 year old Jewish woman. She wrote a successful self-help book about how women can't truly be in love and experience "mental orgasm." Her parents and acquaintances always try to give her advice. Eventually, she breaks her celibacy and starts dating a radio shock jock, who is known for hitting on his bimbo guests. Of all men, will she find in him the true love she never believed in

Max is a trendy, pretty, young lesbian, who is having trouble finding love. A friend sets her up with Ely, whom Max likes, but Ely is frumpy, homely, and older. Nor do they have much in common. Can Max learn to look past the packaging?

A film about growing apart when growing up. Two best friends relationship strains when one deals with her newfound sexuality and the other with breaking up with her long term boyfriend.

A lesbian hires a male escort to break the heart of the bisexual woman who has just dumped her.

Two friends reunite in after ten years and one has a secret waiting to come out.

Danny, a commercial editor and documentary filmmaker attempts to finish his film, a study on relationship while navigating the relationships in his own life. Will he continue to chase the unattainable Theresa a hippy new age dancer(Caitlin Fitzgerald) or will he finally admit he's in love with his best friend Carla (Katherine Waterston) who is in an unfulfilling relationship with a political strategist(Gaby Hoffman). Manhattan Romance is a funny insightful look at contemporary life in Manhattan. It explores new age ideas and open relationship as well as true friendship and connection.

A famous mommy blogger faces an empty nest as her daughter prepares to go away to college. When she turns to her blog for advice, she finds herself on the attack by a reader who has conflicting opinions. While she deals with him online, offline she finally meets a great single dad and sparks start to fly. What she doesn’t know is that the confrontational reader and the adorable single dad are, in fact, the same person.

Renee and Valerie, a couple at a cross roads in their relationship, leave the city to spend the week at a remote cabin with friends. But when they arrive, their friends are nowhere to be found. As they stumble through their relationship woes, they discover they are being hunted by a group of militant extremists who are determined to exterminate them.

The lives and loves of a close-knit group of young gay ladies as they make their way in a not-so-modern world.

A talented, but distracted photographer, Lola, on the verge of success in both love and work, could lose it all if she doesn't make it to a crucial meeting on time. But, as usual, Lola is late. With her job and girlfriend on the line, she has three chances to make it right. In a desperate race through the streets and back rooms of San Francisco, time grows short-will Lola make it? Will she come at all? With a pop sensibility that mixes live action, animation and still photography, And Then Came Lola explores love's age old question in a fresh new way, "If you try, try again, will you finally get it right?" (Written by M. Siler and E. Seidler)

A lesbian bachelorette weekend goes awry when one of the brides admits she's never had an orgasm.

A self-proclaimed "ex-lesbian," Jill hunts down her ex-girlfriend Jamie to prove to herself that she is no longer attracted to her. "Heterosexual Jill" is a satire about sexuality where nothing is as it seems.

When her inability to commit leads to a breakup with her girlfriend, opera-loving writer Allegra winds up in the bed of amiable professor Philip. He is so smitten with Allegra that he dumps his lover, Grace, and convinces Allegra to continue their affair. When Allegra meets Grace, sparks fly, and she begins a parallel romance, unaware that her new lover is the woman Philip left to be with her.

Rising music star Layne heads home to Nashville for New Year's Eve to break her writer's block, but sometimes you find inspiration - and love - where you least expect it.

Jamie is moving in two weeks from Chicago to New York hoping to become a Broadway actress. Her best friend Jessica is bummed because she's not-so-secretly in love with Jamie. As moving day gets closer, Jessica tries to make Jamie jealous by dating other girls. But Jessica's plan backfires, in a way she could never imagine. Set in working class Chicago and infused with musical dance numbers, "Jamie and Jessie are Not Together" is a love letter to those gray areas of love and lust and to the young romances we will never forget.

The film follows the story of Jamie, a struggling butch lesbian actress who gets cast as a man in a film. The main plot is a romantic comedy between Jamie's male alter-ego, "Male Jamie," and Jill, a heterosexual woman on set. The film's subplots include Jamie's bisexual roommate Lola and her cat actor Howard, Lola's abrasive butch German girlfriend Andi, and Jamie's gay Asian friend David.

Reeling from a one-sided breakup, heartbroken Karen breaks into her ex’s lakehouse. There, she strikes up a complicated relationship with provocative younger woman Lana.

TRU, 37, is a serial bed-hopping lesbian who cannot commit to a relationship or a job for long...that is, until she meets ALICE, 60, a beautiful widow, who has come to town at the last minute to visit her daughter, SUZANNE, 35, a too-busy corporate lawyer and Tru's friend. Alice and Tru begin to forge an unlikely friendship...and more. Suzanne, who has a deeply conflicted relationship with her mother and a complicated past with Tru, becomes increasingly alarmed at the growing bond between Tru and her mother. Tensions escalate after Suzanne witnesses an intimate moment between them. She tries to sabotage the budding romance, but it backfires, as Tru Love is hard to contain.

Stud lesbian JJ works with her gay best friend Seb as wedding photographers. When JJ falls in love with a beautiful diva, JJ and Seb's friendship is tested, and she’s forced to chose between her hot new lover and her best friend.