Best movies like Drop Dead Sexy

Small time crooks... Big time idiots!

A unique, carefully handpicked, selection of the best movies like Drop Dead Sexy Starring Jason Lee, Crispin Glover, Amber Heard, Pruitt Taylor Vince, and more. If you liked Drop Dead Sexy then you may also like: We're Talkin' Serious Money, Who's Minding the Mint?, Wise Guys, Kicked in the Head, King's Ransom 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.

When their money scam runs aground, a group of would-be thieves turn to kidnapping in an attempt to blackmail their target.

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 Drop Dead Sexy 2005. With a similar plot or stoyline. Suggest it.

Who's Minding the Mint?

A bumbling government employee accidentally destroys a small fortune and decides to break into the US Mint to replace it, but before long everyone wants a slice of the action - and the money.

5.4 / 10 1986 Comedy Crime
suggested by: user458m1i7yj0b

Wise Guys

Harry Valentini and Moe Dickstein are both errand boys for the Mob. When they lose $250,000, they are set up to kill each other. But they run off to Atlantic City and comedy follows.

Kicked in the Head

Redmond is a young guy who can't find what to do with his life. When his uncle Sam gives him the bag to deliver to some uptown connection he fails to do so and it gets them in trouble with Jack, low-key criminal. After that tough guy Stretch wants Redmond to take part in his illegal beer business, but before Redmond gets involved, the business ends in a bad way. Redmond is also having affair with flight attendant Megan.

King's Ransom

Hoping to foil his own gold-digging wife's plan, a loathsome businessman arranges his own kidnapping, only to realize that there are plenty of other people interested in his wealth as well.

Bad Santa

A miserable conman and his partner pose as Santa and his Little Helper to rob department stores on Christmas Eve. But they run into problems when the conman befriends a troubled kid.

The Blue Iguana

To stay out of the slammer, down-on-his-luck bounty hunter Vince Holloway reluctantly agrees to do the bidding of two crooked IRS agents. Tasked with recouping $20 million of laundered drug money, Holloway heads south of the border to the Blue Iguana, a bar crawling with thugs, killers, smugglers, evil women, and crazy action.

Breaking In

Professional thief Ernie takes Mike on as an apprentice, but while Mike clearly has "larceny in his heart", it will take him a long time to get as good as Ernie.

The Brink's Job

In 1950, a group of unlikely criminal masterminds commits the robbery of the century. Led by Tony Pino, a petty thief fresh out of prison, and Joe McGinnis, who specializes in planning lucrative capers, the gang robs Brink's main office in Boston of more than $2 million. However, things begin to go awry when the FBI gets involved, the cops start cracking down on the gang and McGinnis refuses to hand over the loot...

Circus

Bruno, a sadistic criminal, wants clever con man Leo out of the way. Leo and his equally clever wife, Lily, are up to something. So too is Julius: he hires Leo to kill Gloria, Julius's wife. Leo does it, but then Julius shows up with the murder on tape, saying Gloria isn't his wife - it's blackmail. Leo's bookie, Troy, is also closing in, wanting to be paid. Bruno and Lily as well as Bruno and Julius have their own scams running, and Leo is their target. Maybe Leo can get Troy off his back, avoid Moose (Bruno's huge enforcer), send Gloria's corpse out of England, turn the tables on Bruno's murderous brother Caspar, and outfox Lily. Or is Lily his fox? It's a three-ring circus.

Cops and Robbers

Two disillusioned New York policemen plan a $10 million robbery to fuel their low pensions, only to run into one debacle after another in the process.

Deal of the Century

Arms dealers from several companies vie to sell the most expensive and highest tech weapons to a South American dictator. There are complications; understanding the exact nature of how 'gifts' are used to grease the wheels of a sale, a religious conversion from one of the salesman and a romance that begins to grow between two competitors.

5.7 / 10 2000 Action Comedy
suggested by: user766vsvpxkab

The Crew

Four retired mobsters plan one last crime to save their retirement home.

Graduation

Four best friends, about to graduate from high school, must find a way to raise money to help a family member in need. When one of them discovers her banker father having an affair, the foursome plots to rob his bank during graduation ceremonies. When things don't go according to plan, they end up learning more about themselves in one day than they ever did in school.

Loot

Two bank robbers, Dennis and Hal, are on the run from the police after a successful heist. Needing somewhere to hide the loot, they turn to a funeral parlour where they stash the cash in Hal's recently-deceased mother's coffin. Taking the coffin, they turn to Hal's father and hide it in the bathroom of his hotel. Before long the hotel is host to the eccentric Inspector Truscott.

The Ice Harvest

A shady lawyer attempts a Christmas Eve crime, hoping to swindle the local mob out of some money. But his partner, a strip club owner, might have different plans for the cash.

Foolproof

Kevin, Sam and Rob have an unusual hobby: planning foolproof heists, without intending to actually perform them. The game goes wrong when their latest plan is stolen and carried out. Things get even worse when a mysterious man approaches them with an offer: plan a heist for him, or go to jail. As the clock ticks, they find that the risk might be higher than just their freedom.

Stealing Harvard

John and his girlfriend have vowed to marry once they save $30,000 for their dream house. But the minute they achieve their financial goal, John finds out his niece has been accepted at Harvard, and he's reminded of his promise to pay for her tuition (nearly $30,000). John's friend Duff convinces him to turn to petty crime to make the payment … but Duff's hare-brained schemes spin quickly out of control.

The Great St. Trinian's Train Robbery

The all-girl school foil an attempt by train robbers to recover two and a half million pounds hidden in their school.

Blueprint for Robbery

A gang of career criminals plots the robbery of an armored car company's headquarters. Although the robbery itself goes off as planned, it's not long before the gang members are fighting among themselves over everybody's share of the loot and trying to avoid capture by the police, who are pouring all their resources into capturing the robbers. Based on a real-life 1950 Brinks Armored Car Co. robbery in Boston.

Harry and Walter Go to New York

Two hoplessly out of their class con-men attempt to pull off the largest bank heist of the l9th century—by gaining the enmity of the most famous bank robber in the world and the affection of a crusading newspaperwoman.

Life Without Dick

By accident, Colleen Gibson shoots and kills her gold-digging cheating boyfriend, Dick, a private eye who happens to have a hitman on his tail. Danny the hitman works for his brother-in-law, a cheerful but nasty Irish mobster, hasn't actually killed anyone, and wants to be a singer. He falls for Colleen. she likes him, too. He can solve her problem (Dick's body), she can solve his (meeting the mobster's demands that he kill people like Dick). Danny has an ex-girlfriend, who might still hold the key to his heart, two cops are sniffing around for Dick, a junk yard owner gets a conscience, and a talent show is coming up. Bullets, music, and true love are set to collide.

Little Cigars

A gangster's former mistress hooks up with a troupe of circus midgets who, as a sideline, rob banks and casinos.

Madigan's Millions

When a deported gangster dies in Italy, the U.S. Treasury Department is very interested in the one million dollars Madigan owed the government, but managed to take to Italy with him. They send Agent Jason Phister over to Italy to nose out the million. His criteria for the job is that no one would ever guess he's an agent of the United States government.

5.7 / 10 1998 Comedy Crime
suggested by: user431mzyztdes

Safe Men

Two untalented singers are mistaken for a pair of major league safe crackers in Providence, Rhode Island. The two are pressed into service by the local hoodlums and quickly find themselves in conflict with their professional colleagues. Romantic interest is added by the daughter of the underworld leader who won't date the men she knows are gangsters.

Screwed

A chauffeur kidnaps his rich boss's dog to hold it for ransom, but when she accidentally gets the dog back, she thinks that it's the chauffeur who's been kidnapped.

Paper Soldiers

Paper Soldiers follows an overeager burglar named Shawn (Kevin Hart) through the ups and downs of his short, stressful career.

Slither

While searching for a small fortune of embezzled money, an ex-con, a small-time bandleader, his doting wife and a kooky drifter find themselves being followed. Their chase takes them to trailer camps, bingo halls, laundromats and ultimately, a showdown with a group of unconventional bad guys.

Teresa's Tattoo

Mathematician Teresa just wanted to study during the College spring break. But her friends, who want her to live a little, drag her out to parties. The next thing she knows, she has been drugged, kidnapped, made a redhead, tattooed, and wearing leather?!? Her captors seem to be the most inept crooks ever. They seem to have a plan, if only she could figure out why it involves her.

Body Count

A group of thieves attempt to rob an art gallery, but when plans backfire and one of the men winds up dead, the group head down south, running afoul of the law. Along the way, they meet up with a seductive con artist with ideas of her own.

How to Rob a Bank

Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.

The Biggest Bundle of Them All

A kidnapped mobster (Vittorio De Sica) persuades his captors to help him rob platinum ingots from a train.

The Doberman Gang

After a failed bank robbery, an ex-con, an ex-waitress and a few of their friends train a pack of doberman dogs to rob a bank for them.

The Great Bank Robbery

A motley group of phony church leaders attempts to rob a bank controlled by brothers in 1880's Texas.

Bank Shot

A bank temporarily housed in a mobile home while a new building is built, looks like an easy target to break into. On the other hand, why not steal the whole bank, and rob it in a safer location.

Special Delivery

A gang of thieves plan a daring bank robbery, making their escape across the rooftops of Los Angeles. The police are quickly called in, however, and only one of the robbers, Murdock, makes a clean getaway. Unfortunately, in order to do so, he is forced to dump the stolen cash into a mailbox, which he then finds is locked until midnight, forcing him to wait until the mailman makes his late night pickup. As he waits, he discovers that his hiding place has been observed by several other people, all of whom want a share of the loot.

Destiny Turns on the Radio

Johnny Destiny burns into Las Vegas in his hot Plymouth RoadRunner, stopping only to pick up a stranger stranded in the desert. But then, things aren't always as they seem. Anything can happen in that town of many possibilities...especially since there's been some weird electrical disturbances. As the stranger, fresh out of prison, tries to put his life back together--to recover his money from an old bank heist and the girl he lost in doing the job--something keeps interfering with his plans. Is it fate...or just Destiny?

11 Harrowhouse

A small time diamond merchant jumps at the chance to supervise the purchase and cutting of a large first class diamond. But when the diamond is stolen from him, he is blackmailed into pulling off a major heist at the Diamond Exchange, located at 11 Harrowhouse.

The Real Thing

Their plan was simple...Get the Cash. As Rupert, an ex-con, tries to go straight, his younger brother James pursues a life of delinquency. Days after being released from jail, James is gunned down and lies waiting in a hospital for a liver transplant. In a desperate attempt to save his brother's life, Rupert decides to execute a heist at a downtown club on New Year's Eve that will give him the money he needs. Rupert assembles an eclectic crew of ex-cons, including his best friend and his ex-girlfriend. Rupert and his gang converge on the nightclub for a climax that spins out of control. New Year's Eve has never been so explosive!

A Fine Mess

Two friends an actor and a chef discover a plot to fix a horse race and try to capitalize on it. But also have to deal with the two men who fixed it who are trying to silence them. And there's also the mob boss whom the two guys work for who planned the fixing thing whose wife is having an affair with the actor.

3.8 / 10 1989 Comedy Crime
suggested by: user755i4r04bix

Cold Feet

Three criminals run into complications when they attempt to smuggle emeralds across the Mexican border.

The Collectors

The head of the Louisiana Mafia sends two mobsters (Casper Van Dien, Rick Fox) to New York on a dangerous assignment to collect money.

Federal Protection

"Chop Chop" Frankie Carbone has made a career out of stealing cars for the mob in Chicago. An attempted assassination by a mob boss goes badly and Frankie retaliates, only to wind up in the hands of the Feds. Frankie agrees to testify against the mobsters and his life is suddenly worthless - unless he submits to going into federal protection.

Hollywood Flies

While on a road trip, a man and his sister pick up two hitchhikers (Brad Renfro, Vinnie Jones) on the run for murder and armed robbery.

Bookies

Four college friends become small-time bookies, only to find their world spinning dangerously out of control when their greed attracts the attention of organized crime.

6.3 / 10 1963 Comedy
suggested by: user752psudpeor

The Cracksman

Ernest Wright's peerless prowess as a locksmith comes to the attention of a tough big-time crook, who feels that the little man would be a valuable asset to his crime kingdom. In order to inveigle him into a series of jobs, he sets up a beautiful hostess as a trap, into which the hapless Ernest inevitably falls..!

Sitting Ducks

Two small-time thieves come together in a quest to make their childhood dreams come true.

The Strangers in 7A

A building superintendent and his wife are held hostage in their apartment by a sadistic would-be bank robber and his spaced-out accomplices.

More related lists

Sort results by:

X close
Default
Clear filters
...