Best movies like My Awkward Sexual Adventure

A unique, carefully handpicked, selection of the best movies like My Awkward Sexual Adventure Starring Jonas Chernick, Emily Hampshire, Sarah Manninen, Vik Sahay, and more. If you liked My Awkward Sexual Adventure then you may also like: 10 Rules for Sleeping Around, The Zone, Up!, Van Wilder: Freshman Year, Women in Trouble 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 hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.

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10 Rules for Sleeping Around

By following ten simple rules, 20-somethings Vince and Cameron spice up their relationship by sleeping around. But when their straitlaced friends get engaged, their relationship gets turned upside down. To put the rules to the test, they will go on the road to the Hamptons to crash the biggest party of the year where love triangles collide and off-the-wall mayhem ensues.

The Zone

A mysterious visitor spends the night at an apartment belonging to a young engaged couple and their friend. Over the course of the night and the following day he sleeps with all three roommates and then disappears, leading to conversations about God, life and filmmaking.

Up!

Adolf Schwartz has been killed. Who did it? No-one knows or cares, as they're too busy being distracted by busty Margo Winchester, who hitch-hikes into town and gets involved with all the local men.

Van Wilder: Freshman Year

It is freshman year at Coolidge College and Van Wilder is ready to party. To his dismay, all the girls have taken a vow of chastity and the dean rules the school. Van embarks on a crusade to land the campus hottie, Kaitlin, and liberate his school from sexual oppression and party dysfunction.

Women in Trouble

A serpentine day in the life of ten seemingly disparate women: a porn star, a flight attendant, a psychiatrist, a masseuse, a bartender, a pair of call girls, etc. All of them with one crucial thing in common. Trouble.

Newness

In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.

The Cabin Movie

Three couples travel to a secluded cabin in an attempt to revitalize their lives through bizarre games of sexual dysfunction....and all heck breaks loose!

Cinderella

Cinderella, with the help of her "fairy" godmother, is granted heightened sexual prowess to win over Prince Charming. After a blindfolded orgy at the royal castle, the nerdy Prince must sleep with every willing woman in his kingdom until he finds that one, mysterious lover who so "stood out" on the night of the sex Ball.

Good Luck Chuck

Cursed since childhood, dentist Charlie Logan cannot find the right woman. Even worse, he learns that each of his ex-girlfriends finds true love with the man she meets after her relationship with him ends. Hearing of Charlie's reputation as a good-luck charm, women from all over line up for a quick tryst. But when Charlie meets the woman of his dreams, he must find a way to break the curse or risk losing her to the next man she meets.

Young People Fucking

On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?

Femalien

In the pursuit of perfection, an alien civilization has evolved to become beings of pure light energy, unbound by the limitations of the mortal body. But they have lost something precious along the way: the ability to experience physical pleasure. They send a representative to Earth to record human sensory experiences. Taking the form of the perfect human female, "Kara" uses her powers to unlock the secrets of sensuality so long forgotten on her world.

3.8 / 10 2007 Comedy
suggested by: ShadowyScorpion

Pretty Cool Too

After graduating from high school, lovable geek Walter receives a cell phone as a gift which could solve all of his problems. It comes with a personal genie that could control anyone, including Walter's overprotective parents, his pesky brother, and sexy neighbors. With such incredible powers at his disposal, Walter sets out to make his wildest dreams come true.

The Farmer's Daughters

After the farmer's daughters attack the farm hand Fred, three escaped convicts arrive and have their way with members of the family. Fred surprises the convicts, only to replace them in the family's victimization.

Friends with Benefits

Dylan and Jamie think it's going to be easy to add the simple act of sex to their friendship, despite what Hollywood romantic comedies would have them believe. They soon discover however that getting physical really does always lead to complications.

Going the Distance

Nick is a successful young man whose comfortable West Coast life couldn't be better. However, when his girlfriend falls under the influence of lecherous music producer Lenny Swackhammer, Nick impulsively decides to travel to Toronto to intervene. Nick's buddies Tyler and Dime opt to turn the quest into a cross-country road trip that's complete with wacky antics and encounters with beautiful women.

5.0 / 10 2009 Comedy
suggested by: user638mvzzpwbv

Finding Bliss

Jody Balaban, an aspiring filmmaker, is fresh to L.A. with New York film school accolades and the dream of making her movie. Unable to get a job where she can use the skills she so finely honed, Jody must edit adult entertainment to make ends meet. The uncompromising desire to make her movie, leads Jody to secretly film in the porn studio facilities at night - until she is caught in the act.

Hollywood Heartbreakers

It's Friday and Californians want to get it on. Luckily for them, Tony's call-girls are ready to please.

Insatiable

Supermodel and heiress Sandra Chase quickly learns money can't buy happiness or satisfaction. While starring in her first movie, she finds herself caught in a wild web of sexual encounters with her co-stars.

Little Deaths

Composed of three disturbingly sensual and terrifying short narratives, unified by the twin themes of sex and death.

The Party at Kitty and Stud's

Kitty and Stud are lovers. They enjoy a robust sex-life, which includes fellatio and light S&M, specifically, Stud belt-whipping Kitty. Three women come over for a party and Stud services them, one after the other.

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.

Now & Later

Sex, politics and American culture are mixed into a combustible combination in Now & Later. Angela is an illegal Latina immigrant living in Los Angeles who stumbles across Bill, a disgraced banker on the run. She takes him in. Through passionate sex, soul-searching conversations ranging from politics to philosophy, and other worldly pleasures, Angela introduces Bill to another worldview. As their affair heats up, the course of Bill's life begins to take an abrupt and unexpected turn.

The Hand of Pleasure

A mad scientist named Dr. Dreadful leads a terrorist organization called the Hand of Pleasure.

Diary of Lust

An esteemed sex researcher discovers a very old diary, with a number of strange and erotic secrets within. A Gothic-erotic tale of obsession.

Sinful Obsession

A sexually unfulfilled housewife begins working in a high class brothel and starts a mutually obsessive relationship with a creepy regular customer.

Drop Out Wife

A young housewife gets involved in the "swinging" scene and discovers that it isn't all it's cracked up to be.

Amateur Night

Guy Carter, an insecure expectant father unable to find work in his field, accepts a job driving hookers around Los Angeles. One long and crazy evening proves to our hero that he is, in fact, up to the task of fatherhood.

Abigail Leslie Is Back in Town

Abigail Leslie has been away for years but has now returned to the small town of Baypoint, where her sexual appetite made her infamous. Abigail is a woman who is serious about her carnal pursuits, and upon her return she immediately re-establishes her pursuit of the flesh of a lonely tomboy who has a longing for her brother, a repressed housewife who harbors a hidden love of the ladies, and a troubled husband and wife, Abigail having seduced the husband prior to her departure years earlier.

Laura's Toys

Archaeologist Walter and his wife Laura are working at a dig on a small island off the coast of Sweden. One day Laura catches Walter having a go at it with his sexy assistant, Anna. Laura calls in her old friend--and former lesbian lover--Hanni to help get her revenge on Walter by having she and Hanni seduce Anna.

The Key to Sex

When brainy office assistant Simon is left in charge of the boss's Hollywood mansion, the weekend becomes an opportunity of a lifetime. Entrusted by power-hungry movie producer Alan to guard the estate, Simon thinks he's finally made the grade until he learns that his friends and co-workers have their own plans for the place...

The Exotic House of Wax

In this erotic fantasy, when a naive young woman inherits a wax museum, she's shocked to discover that her family legacy is no ordinary tourist trap. Statues from all periods of history come alive -- and come together -- when supernatural sexual amulets are placed around their necks. The action heats up when the world's most memorable mythical figures engage in a love-fest that's truly one for the ages.

The Godson

An ambitious mobster, Marko, makes the local brothel into a rousing success after double-crossing the mafia Don. This of course angers certain people who come after him.

Georges Bataille's Story of the Eye

Based on the 1928 novella written by Georges Bataille, the film takes place in a seemingly abandoned house where a group of people engage in bizarre wordless acts. Just as the book does, the film spans several vignettes.

Below the Belt

A boxer's manager pays a prostitute to make his boxer's nights hot, and endless. Not so strange, considering all the dirty deals the manager has with the local mafia. The strong champion has to contend with the sexy girl, before he gets to the ring with the title contender. But there are other interests at play, and more girls to play.

Club Wild Side

A couple try to save their marriage, while their houseguest discovers her sexuality.

Teach Me Tonight

Michael and Janie are a pair of young grad students living together on a quiet college campus. One day, Janie discovers that Michael has been cheating on her. She walks out on him, only to come back the next day to find him dead of a gunshot wound. The police suspect Janie, but the evidence seems to implicate Janie's friend, Frankie. Somehow, Janie must find a way to prove herself innocent while still protecting her friend.

Bachelor Night

When a bachelor party and a bachelorette party cross paths in Vegas, only the best man and maid of honor can save their friends from a night of epic "mistakes."

Play Time

Lindsey and Geena spend some time together by the pool while their husbands play golf. After talking about their fantasies they begin to enact a few of them for each other. Soon they incorporate Lindsey's husband Joe into their intimate games. When straight-laced Brad finds out what his wife and friends have been doing he blows up, threatening their marriages and friendships.

The Long Weekend

Cooper is an actor who sees life as one big party, while Ed is in advertising and takes life too seriously. When Ed gets stressed over a deadline he has to meet, his brother Cooper works hard in trying to get his brother hooked up with a girl, thus a long weekend of stress and beautiful women, culminating in Ed meeting, and making love to, the woman of his dreams.

Lust for Love

Winning your childhood sweetheart can create more problems than it solves.

One, Two, Many

A modern-day romance that follows one man's quest to find the girl of his dreams: one who wants to do it with him and another girl.

Cinderella's Hot Night

Cinderella's Hot Night presents a lively retelling of the classic fairy tale...with a slightly more mature, erotic twist. Follow the adventures of the bewildered Cindy as she falls prey to her wicked sex-crazed benefactor all the while pining for her secret love, a noble European Prince. With the help of her smoking hot Fairy Godmother, Cindy finally realizes her dream of becoming a real-life Princess.

Hollywood Sex Fantasy

The story of a Hollywood star who, tired of his lifestyle, one night encounters his doppelganger leading to a role switch so the star can slip away for some alone time leaving the double to indulge in his fantasies.

Hide and Seek

Four fragile young people flee London to start an unconventional utopia, creating a world of fantasy that overwhelms them.

Autoerotic

Autoerotic follows four interconnected Chicago couples as they explore the boundaries of self-pleasure and sexual exploration. Through a unique blend of outrageous comedy and in-your-face sex, Autoerotic insightfully illuminates the private sexual lives of America’s urbanites.

The Principles of Lust

Crippled by his writer's block, Paul enters into a new, exciting relationship with risk-taking Billy and super-sexy Juliette. As it becomes increasingly tangled, however, he must choose one of them over the other.

3-Day Weekend

Long-term couple Simon and Jason, along with daddy-ish Cooper and his boy du jour, escape to a mountain cabin for a three-day weekend away from their hectic city lives. Looking to spice up this long-standing tradition, they add a special twist to this years retreat - each of them must invite one attractive single friend to their mountain getaway.

Dangerous Invitation

A wealthy yuppy couple find that their lives are being invaded by another, intrusive couple who are out to rip them off and terrorize them.

Hidden Passion

Kim is the wife of a mobster and she is very unhappy. Then when her ex shows up and they discover her husband's hidden money, they decide to steal the money and blame one of husband's friends.

8MM 2

Entering a seamy underground world of peep shows, nude clubs, and live Internet sex is David Huxley (Johnathon Schaech), an aspiring politician who has everything to lose. Secretly filmed in a steamy three-way with his fiancée Tish (Lori Heuring) and a gorgeous young model (Zita Görög), David is desperate to find the extortionist who's demanding an exorbitant amount of money for the negatives. But when the blackmail trail ends in murder and David is kidnapped, Tish must come up with $5 million ransom or her fiancé's once-promising career, and life, may come to a dead end.

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