20 best movies like The 40 Year Old Virgin (2005)

Three generations of a French family open up about their sexual experiences and desires after young Romain is caught masturbating in his biology class.

Though a childhood bout with polio left him dependent on an iron lung, Mark O'Brien (John Hawkes) maintains a career as a journalist and poet. A writing assignment dealing with sex and the disabled piques Mark's curiosity, and he decides to investigate the possibility of experiencing sex himself. When his overtures toward a caregiver scare her away, he books an appointment with sex surrogate Cheryl Green (Helen Hunt) to lose his virginity.

A high school senior drives cross-country with his best friends to hook up with a babe he met online.

15-year-old deep-thinking Welsh schoolboy, Oliver Tate struggles to initiate and maintain a relationship with Jordana, his devilish, dark-haired classmate at their Swansea high school. As his parents' marriage begins to fall apart, similar problems arise in his relationship with Jordana.

As a fan of Albert Camus and Jean-Luc Godard, teenage Nick Twisp is definitely out of his element when his mother and her boyfriend move the family to a trailer park. When a pretty neighbor named Sheeni plays records by French crooners, it's love at first sight for frustrated and inexperienced Nick. Learning that she is dating someone, Nick launches a hilarious quest to find his way into Sheeni's heart -- and bed.

Eddie lands his first teaching gig at an inner city middle school and finds his highly pubescent pupils are receiving no form of sexual education. Eddie isn't really equipped to teach them...he's not exactly experienced romantically.

Dave, a high school senior, spends most of his time pining away over a girl he can’t have. Aubrey, a junior with artistic aspirations, has a hot boyfriend who doesn’t quite understand her or seem to care. Although they go to different schools, Dave and Aubrey find themselves at the same party. When both head outside to get some air, they meet. A casual conversation sparks an instant connection, and, over the course of a weekend, things turn magical, romantic, complicated, and funny as Aubrey and Dave discover what it's like to fall in love for the first time.

Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.

Amy, a naive college graduate who believes she's destined to be a great poet, begrudgingly accepts a job at a sex shop while she pursues a mentorship with reclusive writer Rat Billings.

Alex Truelove is on a quest to lose his virginity, an event eagerly awaited by his patient girlfriend and cheered on with welcome advice by his rowdy friends. But Alex, a super gregarious dude, is oddly unmotivated. A magical house party throws Alex into the presence of Elliot, a hunky college guy, who pegs Alex as gay and flirts hard. Alex is taken aback but after a series of setbacks on the girlfriend front he takes the plunge and learns some interesting new facts about himself.

A Spanish coming of age story focusing on the antics of two 17 year olds, who have a posh beach house almost all to themselves one summer. This is also a summer of sexual awakenings.

Oh, Ramona! seeks the transformation of Andrew from a teenager into an adult who lives candidly and selflessly his first love story, innocent and uninvolved, alternating with the second, intense and insane story, incapable of making a choice. Oh, Ramona! is the cinematic rewriting of Andrei Ciobanu's book "Suge-o, Ramona!".

A broken family finds their relationships to one another changed by a new arrival in the household.

Feeling pressured to become more sexually experienced before she goes to college, Brandy Klark makes a list of things to accomplish before hitting campus in the fall.

Set in New York City in the sweltering summer, The Wackness tells the story of a troubled teenage drug dealer, who trades pot for therapy sessions with a drug-addled psychiatrist. Things get more complicated when he falls for one of his classmates, who just happens to be the doctors daughter. This is a coming-of-age story about sex, drugs, music and what it takes to be a man.

In the 1980s a group of foreign-born Korean teenagers who meet at a Seoul summer camp to learn what it means to be Korean. The three boys, from the U.S., Mexico, and Germany, then meet three girls who rock their world.

An unusual, real-world romance involving relatable people, with one catch - there are three of them! You Me Her infuses the sensibilities of a smart, grounded indie rom-com with a distinctive twist: one of the two parties just happens to be a suburban married couple.

The bonds between Naomi and Ely are tested when they fall for the same guy.

Myles and Brody are best friends with two very different ways of finding love. Displeased with their current love lives, they make a pact to be together if neither finds love in ten year’s time. Now two months shy of their deadline, both friends set off to do whatever it takes to avoid ending up as each other’s last resort.

Maya, a 40-year-old woman struggling with frustrations from unfulfilled dreams. Until that is, she gets the chance to prove to Madison Avenue that street smarts are as valuable as book smarts, and that it is never too late for a second act.

Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.

A woman on the brink of a marriage proposal is told by a friend that she should date other men before spending the rest of her life with her boyfriend.

In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can experience the joys of parenthood without significantly curbing their personal freedom. However, when Julie and Jason both become involved with others, they discover that they secretly harbor romantic feelings for each other.

The sequel to the two famous Legally Blonde movies.

After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.

A head injury causes a woman to develop an extraordinary amount of confidence and believe she's drop dead gorgeous.

Stillman, a heartbroken physics student, builds a time machine when his girlfriend breaks up with him. Going back in time, he attempts to save their relationship by fixing every mistake he made—while dragging his best friend along in the process.

Inspired by a true story, a comedy centered on a 27-year-old guy who learns of his cancer diagnosis, and his subsequent struggle to beat the disease.

Patrick returns to San Francisco for the first time in almost a year to celebrate a momentous event with his old friends. In the process, he must face the unresolved relationships he left behind and make difficult choices about what’s important to him.

Four lifelong friends have their lives forever changed after reading Fifty Shades of Grey in their monthly book club.

On the night of her 30th birthday, Lindsay Corwin, an unlucky environmentalist with a string of bad relationships, decides to make the ultimate wish: for all of her birthday wishes to come true. When her nearly three decades of wishes, including everything from losing weight to meeting Mr. Right, start magically coming true all at once, Lindsay is awestruck—until she realizes the life, and the man, she’s always wished for might not be the one she really wants.

Thirty-five years in the life of Max, his best friend Sal and a woman they both adore, Lyla. The trio stumble through mandatory but seemingly unfulfilling entanglements, at weddings, funerals, hospitals, eateries, divorce courts and the tool shed. A deadpan fable about time sneaking up on and swerving right around us.

Jang-bu was an ordinary boy except his special talent; To see every moving thing like a slow motion video. As friends teased him by calling ‘monster eyes’, he decided to stick at home and not to go out. Television has been his only friend. Time passes by, and now grown-up Jang-bu works at the CCTV control center which is the best job for him. When he sees people’s life through camera, he feels he’s sharing their ordinary life that he’s never had. This new job opens his heart to the world and Jang-bu starts to make some friends out of the control center. With his dear friends he receives sense of himself and finally decides to propose a girl that he loved for long from CCTV…

Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.

Mike and Dave are young, adventurous, fun-loving brothers who tend to get out of control at family gatherings. When their sister Jeanie reveals her Hawaiian wedding plans, the rest of the Stangles insist that the brothers bring respectable dates. After placing an ad on Craigslist, the siblings decide to pick Tatiana and Alice, two charming and seemingly normal women. Once they arrive on the island, however, Mike and Dave realize that their companions are ready to get wild and party.

The Four Faced Liar is a story of love and lies for four twenty-somethings looking to find themselves in New York City... A story of love and lies for four twenty-somethings looking to find themselves in New York City. A pair of best friends and a seemingly perfect couple meet at a local Irish pub tucked in the winding streets of the West Village. Through their chance meeting, the four bond and over time all of their relationships with one another morph into love, betrayal and heartbreak for all.

As a child, Michael Walker wished every day could be Christmas. That is, until a tragic accident crushed his holiday spirit. Thirty years later, Michael still can't muster any joy for the holidays, despite encouragement from his playful wife and well-intentioned parents. But when his young son faces a tragedy, Michael needs to make amends with his past. A mysterious man named Nick gives Michael a gift and instills in him the courage to find the joy that he lost.

When new kid in town Ed Wallis is given an assignment to interview an older person, he turns to his mysterious neighbor, Ashby Holt for help. That new connection leads to unexpected journeys for both of them, as Ashby – who turns out to be a retired CIA assassin – deals with a terminal prognosis, and Ed deals with adjusting to life with his newly single mom and developing relationship with a brainy classmate, Eloise.

Former prom king and college freshman Scott returns home for Thanksgiving break and gets dumped by his long-term girlfriend. With his world turned upside down, Scott strikes an unlikely friendship with former classmate Tori, an ugly duckling who blossomed in her first semester of college, and they embark on an outrageous adventure through their hometown. But when Scott and Tori start falling in love, they realize that a few months away may have changed them more than they realized.

A sudden loss disrupts Carol’s orderly life, propelling her into the dating world for the first time in 20 years. Finally living in the present tense, she finds herself swept up in not one, but two unexpected relationships that challenge her assumptions about what it means to grow old.

Conception is a clever, romantic comedy that proves it takes more than sex to make a baby. From a couple fighting the odds of fertility to young teenagers losing their virginity, the film follows nine very different couples on the night they conceive, showing that sex can sometimes be more neurotic than erotic. The hilarious ensemble cast includes Emmy-winner Julie Bowen and Sarah Hyland (“Modern Family”), Connie Britton (“Friday Night Lights”), David Arquette (Never Been Kissed), Jason Mantzoukas (“The League”), and Alan Tudyk (Dodgeball).

Follows Andy, who needs to hook up with a hottie, pronto, because he hasn't had sex in... well, forever - and his luck isn't the only thing that's hard. His equally horny teenage roommates also need it superbad, and with the help of their nerdy pal, McAnalovin' and his fake I.D., they may tap more than just a keg.

The story of a young man disillusioned by love who meets a breathtaking young woman at a charity dinner by pretending to be a philanthropist. Turns out that she’s engaged to a guy who doesn’t like her going on dates. Challenged by the chase, and egged on by his eclectic friends, he feigns a platonic relationship in order to keep seeing her as he tries to conquer her heart

"Cavemen" is a comedic film with a slight edge of drama revolving around the lives of somewhat single, somewhat unemployed guys living in a warehouse converted to living quarters in the 'Arts District' of Downtown Los Angeles, California they are toiling adulthood and realities of love.

A romantic comedy that brings together three disparate characters who are learning to face a challenging and often confusing world as they struggle together against a common demon: sex addiction.

The film follows a man with an unwanted gift for healing who meets a teenager with cancer who helps him to find himself.

The love story between a pampered Cocker Spaniel named Lady and a streetwise mongrel named Tramp. Lady finds herself out on the street after her owners have a baby and is saved from a pack by Tramp, who tries to show her to live her life footloose and collar-free.

Fourteen years after the events of the first film, a series of encounters between people in Britain reminds us that in these different times Love, actually exists.

In a world connected by YouTube, iTunes, and Facebook, Lola and her friends navigate the peer pressures of high school romance and friendship while dodging their sometimes overbearing and confused parents. When Lola's mom, Anne, "accidentally" reads her teenage daughter's racy journal, she realizes just how wide their communication gap has grown.

When their plane is rerouted due to a hurricane warning, two single female best friends find themselves competing for the same guy during an extended layover in St. Louis.