Best movies like May-December-January

A unique, carefully handpicked, selection of the best movies like May-December-January Starring Andrea Del Rosario, Gold Aceron, Yayo Aguila, Debbie Garcia, and more. If you liked May-December-January then you may also like: Boy, Call Me by Your Name, Caught, Ring of Deception, The Secret Sex Life of a Single Mom 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.

A story about Claire a single mom and a career woman. She is aware that her son is gay and accepts this wholeheartedly. What breaks her heart, though, is finding out that they are both in love with the same man.

selected filters: Sort: Default

You may filter the list of movies on this page for a more refined, personalized selection of movies.

Still not sure what to watch click the recommend buttun below to get a movie recommendation selected from all the movies on this list

Know any good movies to watch like May-December-January 2022. With a similar plot or stoyline. Suggest it.

Boy

A poet sells his collection of comic books and action figures in order to afford to hire a male stripper on New Years Eve.

Call Me by Your Name

In 1980s Italy, a relationship begins between seventeen-year-old teenage Elio and the older adult man hired as his father's research assistant.

Caught

A middle-aged couple has a drifter enter their lives. The fish-store owners find that the mysterious young man awakens the couple in ways they didn't expect. Things get tense when the drifter begins an affair with the woman of the house.

Ring of Deception

Single mom Julie Stevens' life is turned upside-down when international con man Martin moves to her neighborhood. As Julie begins to open up to Martin's charms, another woman - Sloane - is determined to kill Martin for having left her and robbed her blind. Will Julie survive Martin's affections and Sloane's revenge?

Within These Walls

Finding her relationship at a standstill, single mother Mel breaks up with her boyfriend. After he moves out, strange things start happening in her house that threaten her safety and well-being.

Torch Song Trilogy

A very personal story that is both funny and poignant, TORCH SONG TRILOGY chronicles a New Yorker's search for love, respect and tradition in a world that seems not especially made for him.

Labor Day

Depressed single mom Adele and her son Henry offer a wounded, fearsome man a ride. As police search town for the escaped convict, the mother and son gradually learn his true story as their options become increasingly limited.

The Switch

Kassie is a smart, fun-loving single woman who, despite her neurotic best friend Wally’s objections, decides it’s time to have a baby – even if it means doing it herself…with a little help from a charming sperm donor. But, unbeknownst to her, Kassie’s plans go awry because of a last-minute switch that isn’t discovered until seven years later… when Wally gets acquainted with Kassie’s cute – though slightly neurotic – son.

Golden Delicious

Golden Delicious is a coming-of-age story about an Asian-Canadian teenager who is torn between his girlfriend’s dreams of their future and his father’s ambition, all the while struggling with finding himself and following his own desires.

Childhood's End

A story of two teens discovering their budding sexuality. Greg is having his first sexual experience and first relationship with his friend's mother, a woman twice his age....while Denise is angry with Greg, and sleeps with another girl. Both are in a hurry to mature, but both must deal with the repercussions of growing up, moving out, and leaving the security of childhood behind.

The Soccer Nanny

A woman hires a Norwegian soccer player to be a male au pair and help her raise her two sons. It deals with personal loss and how a soccer ball can change sadness into laughter.

Helicopter Mom

Maggie Cooper thinks it would be really cool if her son Lloyd were gay. So cool, in fact, that she outs him to the entire school.

Mama's Boy

A twenty-nine year-old slacker who lives with his mom realizes his sweet set-up is threatened when she hears wedding bells with her self-help guru beau.

Score

In the mythical European city of Leisure, married couple Jack and Elvira have an ongoing bet regarding who can seduce whom. This comes up in the wake of a swinging night with a couple of tourists picked up via a newspaper ad. Elvira, a self-professed "sexual snob" has bet she can seduce newlywed Betsy, married to handsome marine biologist Eddie. If she fails by midnight, then Jack gets to seduce Eddie.

The Inspection

Ellis French is a young, gay Black man, rejected by his mother and with few options for his future, decides to join the Marines, doing whatever it takes to succeed in a system that would cast him aside. But even as he battles deep-seated prejudice and the grueling routines of basic training, he finds unexpected camaraderie, strength, and support in this new community, giving him a hard-earned sense of belonging that will shape his identity and forever change his life.

All of Us Strangers

One night, screenwriter Adam, in his near-empty tower block in contemporary London, has a chance encounter with his mysterious neighbor Harry that punctures the rhythm of his everyday life. As Adam and Harry get closer, Adam is pulled back to his childhood home where he discovers that his long-dead parents are both living and look the same age as the day they died over 30 years ago.

Winning Dad

A young man tricks his homophobic father into a camping trip with his secret boyfriend.

Stage Mother

A conservative church-choir director moves from Texas to San Francisco to run her deceased gay son's drag club.

Jump, Darling

A rookie drag queen, reeling from a break-up, escapes to the country, where he finds his grandmother in steep decline yet desperate to avoid the local nursing home.

Mom's Apple Pie: The Heart of the Lesbian Mothers' Custody Movement

While the fight for LGBTQ Civil Rights movement was gaining momentum, the 1970s witnessed horrific custody battles for lesbian mothers. Mom's Apple Pie: The Heart of the Lesbian Mothers’ Custody Movement revisits the early tumultuous years of the lesbian custody movement through the stories of five lesbian mothers and their four children. Narrated by Kate Clinton, the documentary interviews the sons and daughters who were separated from their mothers, the mothers themselves, and one woman who made the difficult decision to flee with her children.

Never Kiss a Man in a Christmas Sweater

Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.

Country Christmas Album

After country music starlet Tess Stapleton’s album sales keep dropping, her label forces her to record a Christmas album with ex-teen heartthrob and pop-star, Derek Copeland, in an attempt to resurrect each’s career. Reluctantly, Tess agrees. At first, they appear to be polar opposites; clashing over song styles and irritated that they were forced together. However, to their combined surprise, as the album shapes up, they find themselves growing closer over their shared love of music. As they finish the album sparks begin to fly and love blooms just in time for Christmas.

Perfect Romance

The mother of a young divorcee places an ad on her daughter's behalf on a lonely hearts internet website but the person who responds fits her own ideal of a suitable partner. The daughter is still hung up on her musician ex-husband.

No Future

After the tragic overdose of his estranged friend, Will, a recovering addict, returns home, where he is reunited with Claire, his friend's grieving mother, with whom he begins a secret but volatile affair.

Christmas Wishes & Mistletoe Kisses

Single mom Abbey takes a leap of faith to pursue her passion for interior design. When she gets hired to decorate the estate of local businessman Nick, Abbey must complete the job by Christmas Eve. With the holidays fast approaching, Abbey must figure out how to break down the wall between her and Nick, as this could be the opportunity that jump-starts her career.

Dating My Mother

Dating My Mother explores the intimate and sometimes tumultuous relationship between a single mother and her gay son as they navigate the dizzying world of online dating.

Maggie Marvel

About a single Mom who moonlights as a contract killer. Maggie Marvel must balance career and family, murder and math homework. She is pushed into this dangerous world... only to find out she is very good at it.

Madly

Madly explores love in all its permutations in six short films from a vibrant group of filmmakers representing Japan, Argentina, the UK, the US, India, and Australia. All forms of love are on display in this anthology. And all manners of feelings expressed from jubilance to depression are done so strongly.

Sacred Journeys

Marco is a mess. He's lonely, depressed, and just barely going through the motions of life. When a surprise visit from his past turns him upside down, he discovers what's been holding him back all this time.

Northpole

Northpole, the magical city where Santa and his elves live and work is in trouble. Families around the globe have gotten too busy to enjoy the season together, and Northpole depends on their holiday happiness to keep running. In the hopes of turning things around, a determined young elf befriends a little boy with a lot of spirit. His skeptical journalist mom doesn’t have room in her heart for anything but the facts, so it’s going to take a little nudge from his charming teacher to create an unbeatable Christmas team to turn around this town and share the importance of the season with the whole world.

A Date with Danger

After a mysterious disappearance, a single mom becomes suspicious of her boyfriend.

10 Things We Should Do Before We Break Up

After Abigail, a single mom of two, becomes pregnant following a one-night stand with Ben, the unlikely pair try to make a go of it.

Take a Chance at Christmas

Balancing life is not difficult for single mother Sutton Kim, even when she must spend the Christmas season finding new clients for her publishing firm. Her son Jae, however, is convinced that her mom needs something (or someone!) else in her life, and convinced her to sign up on a dating app. Sutton swipes left on single father Mateo, but when she realizes this Mateo could land her a career changing book deal, she might just let Christmas work its magic…

More related lists

Sort results by:

X close
Default
Clear filters
...