Best movies like Who's Your Caddy?

It's the street vs the elite.

A unique, carefully handpicked, selection of the best movies like Who's Your Caddy? Starring Big Boi, Lil Wayne, Faizon Love, Andy Milonakis, and more. If you liked Who's Your Caddy? then you may also like: Who's Got the Action?, Nativity 3: Dude, Where's My Donkey?!, The Ringer, Janky Promoters, Juwanna Mann 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.

Superstar rap mogul C-Note wants to join the Carolina Pines Golf & Country Club, but faces stiff opposition from the establishment's snooty members. C-Note forces the issue by purchasing the land adjacent to the golf course's 17th hole. As the club leaders search for a way to revoke his membership, C-Note realizes his family's honor and golf history are at stake, and digs in for the fight of his life.

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Who's Got the Action?

A lawyer begins to win after his wife secretly becomes his bookie to save their money.

Nativity 3: Dude, Where's My Donkey?!

This Christmas the pupils of St Bernadette's and their much-loved, madcap teacher Mr. Poppy are back for their biggest adventure yet involving fantastic flashmobs, excitable elves, Christmas carols and of course Archie the donkey! When their new teacher Mr. Shepherd loses his memory and forgets all about Christmas, as well as his fiancée Sophie and the whereabouts of the beloved Archie, it's up to the pupils of St Bernadette's to save the day. Led by the ever enthusiastic Mr Poppy, they embark on a Christmas journey like never before - but time is against them if they are to help Mr Shepherd get to New York in time for his magical yuletide wedding!

5.7 / 10 2005 Comedy
suggested by: user882re703zh4

The Ringer

Pressured by a greedy uncle and a pile of debt, lovable loser Steve Barker resorts to an unthinkable, contemptible, just-crazy-enough-to-work scheme. He pretends to be mentally challenged to rig the upcoming Special Olympics and bring home the gold. But when Steve's fellow competitors get wise to the con, they inspire him to rise to the greatest challenge of all: becoming a better person.

Janky Promoters

Two shady concert promoters get into hot water when their chance to book a superstar rapper goes awry.

5.1 / 10 2002 Comedy
suggested by: tinseltown

Juwanna Mann

A basketball star is booted out of the NBA when his on-court antics go too far, so he poses as a woman and joins the WUBA.

Knucklehead

A fight promoter deeply in debt to his crooked rival and desperate for a new fighter catches a break when a 450 pound church handyman who has spent his entire life in an orphanage agrees to wrestle on behalf of his fellow orphans.

The Air Up There

Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.

Ali G Indahouse

Ali G unwittingly becomes a pawn in the evil Chancellor's plot to overthrow the Prime Minister of Great Britain. However, instead of bringing the Prime Minister down, Ali is embraced by the nation as the voice of youth and 'realness', making the Prime Minister and his government more popular than ever.

5.1 / 10 2006 Comedy
suggested by: PolarPolarBear

Beer League

An unemployed slacker inspires his softball teammates to improve their game to avoid getting kicked out of the local league.

ATL

As four friends prepare for life after high school, different challenges bring about turning points in each of their lives. The dramas unfold and resolve at their local rollerskating rink, Cascade.

Barbershop 2: Back in Business

The continuing adventures of the barbers at Calvin's Barbershop. Gina, a stylist at the beauty shop next door, is now trying to cut in on his business. Calvin is again struggling to keep his father's shop and traditions alive--this time against urban developers looking to replace mom & pop establishments with name-brand chains. The world changes, but some things never go out of style--from current events and politics to relationships and love, you can still say anything you want at the barbershop.

Blackballed: The Bobby Dukes Story

Caught cheating and banned for ten years, Bobby Dukes, paintball's first superstar, returns to reclaim his title and erase the memory of his tainted past.

Bobby Jones: Stroke of Genius

The story of golf icon and legend, Bobby Jones, who retired from competition at the tender age of 28.

Caddyshack

At an exclusive country club, an ambitious young caddy, Danny Noonan, eagerly pursues a caddy scholarship in hopes of attending college and, in turn, avoiding a job at the lumber yard. In order to succeed, he must first win the favour of the elitist Judge Smails, and then the caddy golf tournament which Smails sponsors.

Caddyshack II

When a crass new-money tycoon's membership application is turned down at a snooty country club, he retaliates by buying the club and turning it into a tacky amusement park.

CB4

A "rockumentary", covering the rise to fame of MC Gusto, Stab Master Arson, and Dead Mike: members of the rap group "CB4". We soon learn that these three are not what they seem and don't apear to know as much about rap music as they claim... but a lack of musical ability in an artist never hurts sales, does it? You've just got to play the part of a rap star...

The Legend of Bagger Vance

World War I has left golfer Rannulph Junuh a poker-playing alcoholic, his perfect swing gone. Now, however, he needs to get it back to play in a tournament to save the financially ravaged golf course of a long-ago sweetheart. Help arrives in the form of mysterious caddy Bagger Vance.

Duct Tape Forever

When an evil land baron's limo falls into a sinkhole outside Possum Lodge, lodge leader Red Green is ordered to pay the baron $10,000 or lose his beloved lodge forever. Red considers various money-making schemes concocted by his buddies, but it's his nerdy nephew Harold who hits on an idea that just might save their wood-smoked bacon: a duct-tape sculpture contest in Minneapolis that offers a $10,000 third-place prize.

Slam Dunk Ernest

Ernest P. Worrell becomes a basketball star after an angel bearing an uncanny resemblance to Kareem Abdul-Jabbar gives him a pair of magic sneakers.

First Sunday

Durell and LeeJohn are best friends and bumbling petty criminals. When told they have one week to pay a $17,000 debt or Durell will lose his son, they come up with a desperate scheme to rob their neighborhood church. Instead, they end up spending the night in the presence of the Lord and are forced to deal with much more than they bargained for.

Foolish

'Foolish' Waise is a talented comedian with a hard-edge trying to make it in the comedy clubs in LA while his brother is a hard-nosed gangster trying to make it on the streets. With all the competition they face in their chosen "professions," their biggest battle is with each other over the love of a pretty girl.

FRED 3: Camp Fred

Schools out, and Fred Figglehorn's dream of water slides, horseback riding and monkey butlers during the summer turns into a nightmare of gruel and poisonous berries when his mom signs him up to an unsanitary camp.

Friday

Craig and Smokey are two guys in Los Angeles hanging out on their porch on a Friday afternoon, smoking and drinking, looking for something to do.

I Got the Hook-Up

Two broke buddies feel lucky when they come upon a truckload of cellular phones and begin selling them out of the back of their van. Trouble arises though, when the phones develop faults. The two friends then not only have to deal with unsatisfied customers but also the FBI.

Three Days To Vegas

Four grumpy old men go on a road trip from their retired life in Florida to the excitement of Las Vegas in order to stop one of their daughters from marrying the wrong guy.

A Gentleman's Game

A drama revolving around characters whose lives are transformed one summer at an exclusive East Coast country club.

The Accidental Golfer

I bet anyone can get better at golf than you are in one week, a golfer says to her golfing businessman for a boyfriend in a quarrel. Unfortunately Stig-Helmer is standing nearby when the boyfriend accepts the bet, and he is chosen to be the competitor. Stig-Helmer has never played the game before, but his Norwegian friend Ole promises to help him.

The Great White Hype

When the champ's promoter, Rev. Sultan, decides something new is needed to boost the marketability of the boxing matches, he searches and finds the only man to ever beat the champ. The problem is that he isn't a boxer anymore and he's white. However, once Rev. Sultan convinces him to fight, he goes into heavy training while the confident champ takes it easy and falls out of shape.

House Party 3

Hip Hop duo Kid & Play return in the second follow-up to their 1990 screen debut House Party. Kid (Christopher "Kid" Reid) is taking the plunge and marrying his girlfriend Veda (Angela Means), while his friend Play (Christopher Martin) is dipping his toes into the music business, managing a roughneck female rap act called Sex as a Weapon. Play books the ladies for a concert with heavy-hitting pr

I'm Bout It

I'm Bout It is a 1997 film by rapper Master P. The plot details his life in a New Orleans uptown ghetto. Master P wrote, directed and acted in the film.

5.6 / 10 2013 Comedy
suggested by: user939yks8g8bu

Peeples

The story follows what happens when a child psychologist surprises his girlfriend by showing up at her political family's annual get-together at their Sag Harbor vacation home only to find them desperately in need of therapy.

5.6 / 10 2010 Comedy
suggested by: user5585ozgdx5u

Lottery Ticket

Kevin Carson is a young man living in the projects who has to survive a three-day weekend after his opportunistic neighbors find out he's holding a winning lottery ticket worth $370 million

Class Act

Duncan is a genius straight A student, Blade is juvenile delinquent. But because of a mix up with their school records, everyone thinks each is the other one. Now, Duncan kind of likes the attention from being thought of as a real bad dude, if only the school bully would stop trying to rough him up. And Blade definitely likes being thought of as important instead of as trouble.

State Property

Frustrated with being broke, Beans decides that the only way to grasp the American Dream is to take it.

3 Strikes

Brian Hooks plays a character who is just released from jail. And the state adopts a "3 strikes" rule for felons that involves serious penalties. Hooks has 2 strikes, and wants to change his life for the better. When a friend picks him up, they are pulled over, and his friend shoots at police officers, and Hooks escapes. Now Hooks, a wanted man, must clear his name of having nothing to do with the shooting.

Thicker Than Water

In Los Angeles, two rival gang leaders are also trying to be music producers. When DJ's equipment shorts out and Lonzo is cut out of the action by a record producer, the two join forces, which also requires a tentative peace between gangs. With backing from Gator, a smooth New Orleans drug king, DJ and Lonzo start dealing, organizing their gangs into pushers. Just as their finances are looking up, one of Gator's team pulls a double cross and two of DJ and Lonzo's gang bangers start a shooting war. Can the erstwhile music producers salvage anything of their bond or their plans?

Let's Do It Again

Clyde Williams and Billy Foster are a couple of blue-collar workers in Atlanta who have promised to raise funds for their fraternal order, the Brothers and Sisters of Shaka. However, their method for raising the money involves travelling to New Orleans and rigging a boxing match.

Dance Flick

Street dancer, Thomas Uncles is from the wrong side of the tracks, but his bond with the beautiful Megan White might help the duo realize their dreams as they enter in the mother of all dance battles.

5.7 / 10 2006 Comedy
suggested by: happylittlecloud

Irish Jam

Upon discovering that their town is up for sale, crafty Irish villagers scheme to raise the money to prevent the buy-out. They hold a poetry contest with a tempting grand prize -- the deed to their local pub. But what could happen when a duplicitous American rapper emerges as the best poet around?

Soul Men

Two former backup soul singers, Louis and Floyd, have not spoken to each other in 20 years, and reluctantly agree to travel across the country together to a reunion concert to honor their recently-deceased lead singer. Cleo, a beautiful young woman who is believed to be Floyd's daughter, accompanies them as a new singer.

The Hustle

Disenchanted pest worker and single dad Freddie Manning unintentionally steals and then loses mob money and now he really is in trouble. So when a run-down Baptist church mistakes him and his best friend Junior for replacement ministers, he grabs at the opportunity that might save his life.

The Breaks

Derrick, a racially-confused Irishman raised in the hood by a black family is having the worst day ever. Determined to prove to his fed-up mother and would-be girlfriend that he's not a screw-up, he sets out to do one thing right (get some milk) and even that proves to be a challenge! Hilarious encounters with racist red-neck cops, local gangsters and 'flamboyant' pawn shop owners ensue, and along the way Derek shows that he can actually do things for others and maybe even get his own life together.

Sucker Punch

Ray 'Harley' Davidson is a hustler. With flash clothes and a fast mouth, Harley lives life in the fast lane. With his passion for all things gambling, money runs like water through Harley's hands and as quickly as he makes a killing he takes a beating, normally at the poker table. Nominally an illegal prize-fight manager, Harley hasn't produced a live one in months, until Charles Buchinsky literally wanders into his life. Charles Buchinsky, street fighter extraordinaire. He's from out of town looking for a fight and the chance to tie up a few loose ends. Keeps himself to himself, lets his fists do the talking and his word is his bond. Victor Maitland, top illegal fight promoter and porn baron. Hates losing and loves the prestige of managing the best hitter in town. Harley dreams of bringing Maitland down and after seeing Buchinsky at work, engineers a fragile partnership. The duo soon becomes a hot ticket...

The Super

Louie Kritski is a heartless landlord who has been so negligent in keeping up his ghetto apartment that he is threatened with jail time. The judge gives him another option -- he must live in his rat-infested hell hole until he brings it up to liveable standards.

Gangsta Rap: The Glockumentary

The hardest group you've never heard of is back. Gangsta Rap is a mockumentary based on a group of over the hill gangster rappers (circa NWA), trying to make a comeback. Its a hilarious look at the soft underbelly of hard core hip hop.

Break Point

Jimmy Price is a reckless man-child on the last leg of his career as a doubles tennis player. When his latest partner drops him, he realizes he's officially burned all of his bridges on the pro circuit. He decides to make one last ditch effort to revive his career, reaching outside of the tennis world and convincing his childhood partner -- his estranged brother Darren, now an apathetic substitute teacher - to team up with him. The mismatched pair, with the help of a unique 11-year-old named Barry, make an unlikely run at a grand slam tournament and are forced to re-discover their game, and their brotherhood.

Hole in One

Eric, a highly-gifted golfer but radically-undisciplined college undergrad, finds his world drastically altered after losing a golf bet to a pair of sadistic plastic surgeons. Eric's bad-boy attitude lifestyle comes to a screeching halt as he loses his money, his girlfriend, his dignity and his golf swing. Eric and his best friend Tyler decide to take on the doctors, in a final golf match of "Best-Ball" to get his life back and become the man he should have been all along.

Authors Anonymous

When a dysfunctional group of unpublished writers accept Hannah into their fold, the last thing they expect is her overnight success. Can these lovable misfits achieve their artistic dreams and avoid killing one another in the process?

The Watermelon Heist

To make money fast the Browns come up with a plan to win a contest for "Watermelon Juice Afro Sheen," awarding $10,000 to whoever can find the juiciest, sweetest watermelon in the country.

The Sports Pages

Dr. Lionel Waddems (Bob Newhart), a golf fanatic. is put on trial for killing his golf partner (Played by Kelsey Grammer). The movie follows the trial in the news and features interviews by people who knew the men. It is based on 2 short stories "How Doc Waddems Finally Broke 100" and "The Heidi Bowl".

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