Best movies & TV Shows like Twenty

A unique, carefully handpicked, selection of the best movies like Twenty Starring Lily Richards, Alessandra Esparza, Kathy Dorn, Taylor Bennett, and more. If you liked Twenty then you may also like: The Watermelon Woman, The Carmilla Movie, The Incredibly True Adventure of Two Girls in Love, Careful, Soft Shoulders, Broadway Damage and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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A lesbian musician struggles to break her patterns of whirlwind romances while serving as the shoulder to lean on for a group of eclectic friends, who offer little in return.

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The Watermelon Woman

A young black lesbian filmmaker probes into the life of The Watermelon Woman, a 1930s black actress who played 'mammy' archetypes.

The Carmilla Movie

It has been five years since Laura and Carmilla vanquished the apocalypse and Carmilla became a bonafide mortal human. They have settled in to a cozy apartment in downtown Toronto, Laura continues to hone her journalism skills while Carmilla adjusts to a non-vampire lifestyle. Their domestic bliss is suddenly ruptured when Carmilla begins to show signs of "re-vamping" – from a fondness for bloody treats to accidental biting – while Laura has started having bizarre, ghostly dreams. The couple must now enlist their old friends from Silas University to uncover the unknown supernatural threat and save humanity – including Carmilla's.

The Incredibly True Adventure of Two Girls in Love

An adventurous love story between two young women of different social and economic backgrounds who find themselves going through all the typical struggles of a new romance.

Careful, Soft Shoulders

In this espionage movie, set in Washington during WW II, the daughter of an ex-senator has become a dress model. She is approached by an American counter-espionage agent who offers her a chance to serve her country. The carefree son of a naval official receives a similar offer. He is asked to secure secret Naval plans. Unbeknownst to them, the man they work for is actually a Nazi spy. The two dupes finally figure it out, and the spy kidnaps them. Somehow they escape and break up the spy ring.

Broadway Damage

A quirky, romantic comedy about the complexity and frustration of finding a true love in the gay community. Marc is a struggling actor who finds an apartment in NYC by searching the obituaries. He lives with his out-of-work, eccentric fag-hag Cynthia. His best friend, Robert, is secretly in love with Marc, while Marc falls head over heels for flighty studio musician David. Things heat up as Marc's desire for David keeps him waiting by the phone, while Cynthia gets financially cut off from her rich parents and Robert struggles to express his feelings for Marc.

The One

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.

Anatomy of a Love Seen

A film within a film that explores love in all its painful and messy glory. Six months ago Zoe and Mal fell for each other while filming a love scene, which led to an intense, whirlwind affair, followed by a devastating breakup. Soon after their split, things get complicated when the two have to meet on set once more to re-shoot that fateful sequence.

Life Partners

A 29-year-old lawyer and her lesbian best friend experience a dramatic shift in their longtime bond after one enters a serious relationship.

Maggie and Annie

Annie has it all in life. A wonderful husband and a darling little girl. All is going well until she goes to a softball practice and meets Maggie. Maggie -- cute, athletic, and openly gay -- touches feeling deep down inside Annie that she has no idea existed. Maggie also is attracted to Annie but vows to her friends that she will not make a move on her because of her wonderful family. As the friendship gets closer and as they struggle to stay apart, all hell breaks loose. A night of dancing and drinking puts Annie in the arms of Maggie. The love affair begins and reaches a point where there may be no way back.

Picking Up & Dropping Off

Divorced father Will and divorced mother Jane start to meet at Denver International Airport when picking up and sending off their children to ex-spouses for holidays and summer vacation. They both long for companionship and love while struggling with the reality of being single parents amid a series of missed opportunities and fears of rejection.

My Two Loves

A widow emerges from her mourning after a year. She moves into a new apartment, gets a new job, and a gains a 'gentleman caller,' her late husband's partner and former best friend. Her daughter opposes the relationship and causes considerable confusion. As she tries to work out her problems, she confides in a fellow worker. The friend offers her a shoulder to cry on and ultimately suggests that they have a relationship. Surprised and more confused than ever, she does find herself drawn to her friend.

Serving in Silence: The Margarethe Cammermeyer Story

After serving in the military for more than twenty years, including a tour of duty in Vietnam, Colonel Margarethe Cammermeyer (Glenn Close) had seen her share of battles. But nothing could prepare her for the fight ahead: an intensely personal struggle against the U.S. Army when she becomes the highest ranking officer ever to be discharged for being a lesbian. With the support of her partner Diane (Judy Davis), Cammermeyer undertakes an against-all-odds battle against the Army's policy. But to do so, she must risk everything – her career, her privacy and even the love of her family.

I Hate New Year's

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.

Tim Minchin: Back

After selling out his world tour in record breaking time and receiving rave reviews, internationally renowned, award-winning musician, comedian, actor, writer and composer, Tim Minchin is back... Filmed in front of a live audience at London's Shepherd's Bush Empire, Back is a musical comedy spectacle of 'Old Songs, New Songs, F*** You Songs', showcasing material from all corners of Minchin's eclectic repertoire. A hilarious display of his extraordinary wit, musical virtuoso, self-mockery and philosophical observations, Back is a truly unique and unmissable show.

Misery Loves Company

MISERY LOVES COMPANY is a film about personal growth and emotional understanding in the guise of a dark romantic comedy. Brian Norton (Peter O'Brien) is a broken-hearted projectionist with a chip on his shoulder. After getting dumped by his current love interest, Alison (Priscilla Wilson), he inverts to a retrospective state in search of the source of his dilemma, but when your reality is primarily fantasy, it's easy to lose sight of things. Brian struggles for understanding as his best friend, Cliff (Steven Bendler), encourages him to put his emotions aside and focus on friendships instead of relationships. It is through Cliff that Brian meets Veronica (Carly Ballister) and his inner conflict begins. His problems are exacerbated by the adolescent advice of his friends, Les (Shawn Stephens) and Wayne (Konrad Mann). What follows is an exploration of options, expectations and experiences that serve to remind Brian of one thing... You're never as alone as you feel.

Keep the Lights On

Documentary filmmaker Erik and closeted lawyer Paul meet through a casual encounter, but they find a deeper connection and become a couple. Individually and together, they are risk takers — compulsive, and fueled by drugs and sex. In an almost decade-long relationship defined by highs, lows, and dysfunctional patterns, Erik struggles to negotiate his own boundaries and dignity and to be true to himself.

Ma Belle, My Beauty

A surprise reunion in southern France reignites passions and jealousies between two women who were formerly polyamorous lovers.

Allyson Is Watching

Innocent, sexy Allyson leaves her boyfriend Peter to go to acting classes in Los Angeles. In Los Angeles she rents a room in an apartment building from the grumpy Mr. Merry next to the resident working girl, Bridget. During the day Allyson struggles with her acting lessons at arrogant Eric Constantine's acting school whilst at night she plays with herself as she watches beautiful, confident Bridget through the keyhole servicing her clients. In class she meets professional photographer Jerry who offers to shoot her a portfolio.

Remy & Arletta

Remy attempts to balance her relationship with her alcoholic mother and her longtime best friend, Arletta. While Remy leans on her best friend as a coping mechanism, she learns that their co-dependent friendship is more than she realized.

Out of Season

Hip lesbian Micki Silva leaves her fast-paced urban lifestyle for Cape May, New Jersey, to help her ailing uncle Charlie. At the local diner, run by Shelley, Micki meets Charlie's friend Roberta. Roberta likes her house, working at the diner, and numerous aspects of the small-town way of life that bore Micki, but opposites attract. Drawn together by the dying Charlie, the two women develop a complex relationship.

Saltwater

This American Indie drama follows several endearing characters as they wade through life seeking happiness, peace and ultimately, love. Will (Ronnie Kerr, Vampire Boys 2, Shut Up and Kiss Me) leaves the Navy after many years, soon reunites old friends and begins to start his new civilian life. His friend Rich (Bruce L Hart) tries to set him up with ruggedly handsome Josh (Ian Roberts-a former Australian professional rugby player, actor and model-Cedar Boys, Superman Returns, Little Fish). While there is immense chemistry between the two, timing and certain ideals never seem to align. When a shocking tragedy happens the two are paired up to pick up the pieces and sort through the after effects. Saltwater is a story about men of all ages, finding love, losing friends, navigating their way through life and knowing it's the journey rather then the destination that's important.

The Last Christmas Party

Over the course of one night a group of college friends try to navigate their complicated love lives before they leave for winter break.

This Time Tomorrow

On December 20, 2012, the eve of what may be the end of the world, Stacey decides he wants to see his ex-girlfriend, Parker. Though not entirely convinced of impending doom, Stacey convinces Parker to embrace the notion that this might be the end, and she agrees to spend the day with him, making sure to fit as much into these final moments as possible. Stacey and Parker bump into old friends and fall into old patterns, all the while struggling to embrace the present and not focus on the past.

Full House

After the death of his wife, Danny enlists his best friend and his brother-in-law to help raise his three daughters, D.J., Stephanie, and Michelle.

The L Word

A group of lesbian friends struggle with romance and careers in Los Angeles.

Exes & Ohs

Meet Jennifer, a documentary filmmaker with a vivid fantasy life and a floundering career. Jennifer wants to find Ms. Right. but first she must navigate the rules of lesbian life, most of which she learns the hard way. Fortunately, her friends are there to help. Surviving singlehood, couplehood - and each other - has never looked quite like this.

The Real L Word

This sexy reality series features a fascinating group of smart, gorgeous, and fiercely successful LA ladies ready to make the scene with their uniquely captivating stories and sizzling drama. From love and lust to family and career, these women know what they want and just how to get it.

Winter Break: Hunter Mountain

For one season out of the year, the East Coast becomes the Ice Coast. Serving as a rite of passage for young people who want to get away for a winter break, Hunter Mountain is an idyllic ski resort that offers twenty somethings the chance to escape their regular lives, ski and snowboard their brains out and party with other like-minded singles. On Winter Break: Hunter Mountain, we document the lives of 8 young people who move into a share house for the season – and the impact their winter together has on their lives.

The Bisexual

Leila takes a break from her decade long relationship with partner Sadie, and begins to explore her own bisexuality.

Dating Around

In each episode of flirtations and fails, one real-life single navigates five blind dates. The mission: Find one match worthy of a second date.

Feel Good

Recovering addict and comedian Mae tries to control the addictive behaviors and intense romanticism that permeate every facet of her life. Life is further complicated by a new and all-consuming relationship with her new girlfriend George.

Successful People

Chet & Laura, a songwriting duo in their tenth year of trying to make it, start to realize their chances of success may have already passed them by.

Heartstopper

Teens Charlie and Nick discover their unlikely friendship might be something more as they navigate school and young love in this coming-of-age series.

Little Kings

The Little Kings is about a group of assertive, uninhibited, even reckless students at the top of the school social pyramid, often more focused on their own needs than those of the community, until one day a collateral victim of their carelessness decides to play a vigilante. The prime targets for their downfall are the leaders of the group, the two popular and privileged best friends, Julep and Adaboy. The first is the beloved captain of his hockey team, the second is the star of skating team. Around them revolve their friends, who will also bear the brunt of this vigilante.

High School

A story about finding your own identity—a journey made even more complicated when you have a twin whose own struggle and self-discovery so closely mimics your own. Told through a backdrop of ‘90s grunge and rave culture, the series weaves between parallel and discordant memories of sisters growing up down the hall from one another. Based on the autobiographical book High School by musicians Tegan and Sara.

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