"Way shadier than gray."

2016

1h 32m

4.9(1408 votes)

Romance

Comedy

Overview

An inexperienced college student meets a wealthy businessman whose sexual practices put a strain on their relationship.

Links & Resources

Website IMDbView

Social & External

IMDb

Production Companies

Videos & Trailers

1 video

Cast & Crew

20 members

Acting

Marlon Wayans

Christian

Acting

Kali Hawk

Hannah

Acting

Fred Willard

Gary

Acting

Mike Epps

Ron

Acting

Affion Crockett

Eli

Acting

Jane Seymour

Claire

Acting

Florence Henderson

Mrs. Robinson

Acting

Andrew Bachelor

Jesse

Acting

Kate Miner

Ashley

Acting

Tina Grimm

Miss White

Acting

Alice Rietveld

Bride to Be

Acting

Brad Schmidt

Joe Mills

Acting

Mircea Monroe

Becky

Acting

Angel Laketa Moore

Carla

Acting

Elizabeth Ho

Yuki

Acting

Stephen Todt

Bike Messenger (uncredited)

No Image

Acting

Craig Jordan

Mrs. Robinson's Stud (uncredited)

Acting

Dave Sheridan

The Great Mysterio

Acting

Chaunte Wayans

Charlene

Acting

Jenny Zigrino

Kateesha

Similar Movies

7.2

2018

The Lost Ring

Cot is an employee of Ten's house, both have arguments, but despite Ten's strong personality, he ends up arousing feelings for Cot... how will it end?

Movie

10.0

2022

We Have Evil Dead at Home

A group of friends spend spring break at a beach Airbnb. They uncover the Weezer CD of the dead unleashing untold horrors onto themselves as demons posses and pick them off one by one.

Movie

6.8

1968

The Thomas Crown Affair

A debonair, adventuresome bank executive believes that he has pulled off the perfect multi-million dollar heist--until he must match wits with an insurance investigator who will do anything to get her man.

Movie

6.9

1987

Spaceballs

When the nefarious Dark Helmet hatches a plan to snatch Princess Vespa and steal her planet's air, space-bum-for-hire Lone Starr and his clueless sidekick fly to the rescue. Along the way, they meet Yogurt, who puts Lone Starr wise to the power of "The Schwartz." Can he master it in time to save the day?

Movie

6.3

2004

I ♥ Huckabees

A husband-and-wife team play detective, but not in the traditional sense. Instead, the happy duo helps others solve their existential issues, the kind that keep you up at night, wondering what it all means.

Movie

4.4

2002

The Bunny Guards vs. the Forces of Evil

A couple of slackers find an antique dagger and manage to free the gorgeous female warrior that was imprisoned in it by an evil spell. An evil sorcerer is not happy by this turn of events and determines to possess both the blade and the warrior through a sacrificial ceremony. The two heroes manage to rescue the damsel in distress and defeat the wizard and his minions by employing skills mastered through hours of video game play.

Movie

7.2

1983

Trading Places

A snobbish investor and a wily street con-artist find their positions reversed as part of a bet by two callous millionaires.

Movie

7.3

2001

The Piano Teacher

Erika Kohut, a sexually repressed piano teacher living with her domineering mother, meets a young man who starts romantically pursuing her.

Movie

7.5

2015

Carol

In 1950s New York, a department-store clerk who dreams of a better life falls for an older, married woman.

Movie

5.8

1994

The Chase

Jack Hammond is sentenced to life in prison, but manages to escape. To get away from the police he takes a girl as hostage and drives off in her car. The girl happens to be the only daughter of one of the richest men in the state. In a while the car chase is being broadcast live on every TV-channel.

Movie

6.3

1986

Flodder

A low-class antisocial family ends up in a rich upper-class neighborhood and causes all sorts of trouble.

Movie

6.5

2002

Heaven

A woman takes the law into her own hands after police ignore her pleas to arrest the man responsible for her husband's death, and finds herself not only under arrest for murder but falling in love with an officer.

Movie

6.2

1979

Going Steady

It's the greasy 50's, and girls are still causing problems for the Lemon Popsicle boys! Benji falls head over heels in love with new girl Tammy but manages to ruin the relationship by pushing her to go all the way. Benji is the object of Martha's affections, even though she is dating Huey, and as usual Bobby is finding it hard to stay faithful to just one girl! Going Stead is set against a backdrop of sunlit beaches, moonlit nights... and Rock 'n' Roll!

Movie

5.9

1981

Hot Bubblegum

Further adventures of Bobby, Benji, and Huey in their pursuit of sex in the 50's. While preparing for their final exams, they try to work out if it's better to be going steady with one girl, and if changing girlfriends all the time leads to too many complications. This leads to frustrations with girls who wont go all the way, and problems with girls will go all the way with anyone!

Movie

5.8

1982

Private Popsicle

The Lemon Popsicle boys - Bobby, Benji, and Huey - have been drafted into the army, but they're not quite ready to give up the freedom they've enjoyed for so long and submit to army discipline. They spend most of their time chasing women, trying to get out of doing any work and avoiding their no-nonsense sergeant.

Movie

5.3

1987

Young Love

While his parents are on holiday, Huey and his buddies borrow their car and go out. After pursuing a gang of girls, Huey crashes the car, and discovering that the repairs will cost a small fortune, the boys must get jobs to pay for the repairs before Huey's parents get home. The boys all land jobs as porters in the Beachfront Hotel, where their minds are taken off their problems by girls!!

Movie

6.0

2016

A Round Trip to Love

College sweethearts Lu Feng and Xiao Chen are torn apart by family and prejudice. Years later, they reunite as boss and employee, still in love—but their second chance comes at a cost neither saw coming.

Movie

Ethan Gets Skinamarinked

Ethan stumbles into the world of Skinamarink.

Movie

6.1

2003

Down with Love

In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.

Movie

Don't Be a Menace to South Central While Drinking Your Juice in the Hood

7.0

1996

Don't Be a Menace to South Central While Drinking Your Juice in the Hood

When Ashtray moves to South Central L.A. to live with his father (who appears to be the same age he is) and grandmother (who likes to talk tough and smoke reefer), he falls in with his gang-banging cousin Loc Dog, who along with the requisite pistols and Uzi carries a thermo-nuclear warhead for self-defense. Will Ashtray be able to keep living the straight life?

Movie

Recommended Movies

6.0

2006

Another Gay Movie

Andy is your typical All-American eighteen-year-old gay virgin. Like everyone else, he's dying to have sex. Totally out of the closet and mad-crazy horny, this naïve high school senior is caught in that awkward vortex between child and adult. Much to the dismay of his mom (who wonders why all her carrots and cucumbers keep disappearing), Andy spends much of his private time practicing for the big moment when he'll finally take the plunge.

Movie

6.1

2024

Players

New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

Movie

5.9

2022

My Fake Boyfriend

A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.

Movie

5.9

2023

The List

After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.

Movie

6.2

2024

French Girl

Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an executive chef position in her hometown of Quebec City. To Gordon’s dismay her future boss also happens to be her former lover, a celebrity Chef with oceanic eyes and a hit TV show. Good luck Gordon.

Movie

8.5

2023

¿Quieres ser mi hijo?

Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

Movie

5.8

2001

Not Another Teen Movie

On a bet, a gridiron hero at John Hughes High School sets out to turn a bespectacled plain Jane into a beautiful and popular prom queen in this outrageous send-up of the teen movies of the 1980s and '90s.

Movie

6.1

2025

Maintenance Required

Charlie, the fiercely independent owner of an all-female mechanic shop, is forced to reevaluate her future when a flashy corporate competitor moves in across the street. Seeking comfort, she turns to an anonymous online confidant - unaware she's confiding in Beau, the very rival threatening her business. As sparks fly both online and off, the truth threatens to blow everything apart.

Movie

6.2

1977

The Kentucky Fried Movie

A series of loosely connected skits that spoof news programs, commercials, porno films, kung-fu films, disaster films, blaxploitation films, spy films, mafia films, and the fear that somebody is watching you on the other side of the TV.

Movie

6.1

2008

The Onion Movie

Venerable newscaster Norm Archer reports the latest news in politics, health, culture and entertainment - such as an automotive recall of decapitation-inducing "Neckbelts" and a study finding that "depression hits losers hardest". This compilation of bogus news stories, celebrity profiles, movie trailers and skits come courtesy of the ace satirists at The Onion.

Movie

6.6

2026

Office Romance

Jackie, President and CEO of Air Cruz, runs a tight ship in her business, including a rigid anti-fraternization policy for all her employees. When a new sexy lawyer begins working for her, that policy becomes very tested.

Movie

5.9

1987

Amazon Women on the Moon

Centered on a television station which features a 1950s-style sci-fi movie interspersed with a series of wild commercials, wacky shorts and weird specials, this lampoon of contemporary life and pop culture skewers some of the silliest spectacles ever created in the name of entertainment.

Movie

6.7

1989

UHF

The eccentric new manager of a UHF television channel tries to save the station from financial ruin with an odd array of programming.

Movie

6.8

2008

My Sassy Girl

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

Movie

6.6

1998

There's Something About Mary

For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.

Movie

7.5

1938

You Can't Take It with You

Alice, the only relatively normal member of the eccentric Sycamore family, falls in love with Tony Kirby, but his wealthy banker father and snobbish mother strongly disapprove of the match. When the Kirbys are invited to dinner to become better acquainted with their future in-laws, things don't turn out the way Alice had hoped.

Movie

6.1

2014

That Awkward Moment

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.

Movie

7.2

1950

Born Yesterday

Uncouth, loud-mouth junkyard tycoon Harry Brock descends upon Washington D.C. to buy himself a congressman or two, bringing with him his mistress, ex-showgirl Billie Dawn.

Movie

6.8

1958

Teacher's Pet

A rugged city editor poses as a journalism student and flirts with the professor.

Movie

6.6

2022

Sex Appeal

Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

Movie