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Added by blankend on 30 Nov 2011 01:47
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Biggest Flops of A-List Stars

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Johnny Depp - Private Resort

People who added this item 198 Average listal rating (100 ratings) 4.8 IMDB Rating 5.2
An 80's raunchy teen sex-romp in the same vein as Fast Times at Ridgemont High and Risky Business.

It was a few rungs down from those two, however, and starred a young pre-Jump Street Depp. It featured a pair of horndogs at a posh hotel with bkini-clad babes and jewel theives. In addition to Depp, it featured Northern Exposure's Rob Morrow and raunchy comedian Andrew Dice Clay.

Most Embarrasing Moment: Depp hiding out in an arobics class ogling a shapely butt in front of him and declaring "I'm in love."
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Eva Longoria - Carlita's Secret

The same year she debuted on Desparate Housewives, this cheapie came out starring Longoria as a smoldering dancer blamed for murder.

Most Embarassing Moment: A female salsa dancer hits on Longoria by feeding her a maraschino cherry just like the one on her neck tattoo.
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Ben Affleck - The Third Wheel

People who added this item 39 Average listal rating (27 ratings) 4.4 IMDB Rating 0
This disposable romantic comedy about a first date gone wrong was one of the first films produced by Affleck and Matt Damon's post-Good Will Hunting media company. It sat on the shelf for 3 years before finally being released....in Italy.

Most Embarrasing Moment: Just when you think Damon had the good sense to sit this one out, he pops up near the end as Denise Richards' smarmy ex.
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Alec Baldwin - Suburban Girl

People who added this item 115 Average listal rating (76 ratings) 5.4 IMDB Rating 5.4
Suburban Girl (2007)
This is a bad adaptation of the best-seller The Girl's Guide to Hunting and Fishing. It stars Baldwin as a publishing playboy and Sarah Michelle Gellar as a junior editor. This unfunny movie becomes just plain creepy when the leads eventually lock lips.

Most Embarrasing Moment: Baldwin and Gellar's first encounter, where they flirt by swapping saucy literary quips.
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Jessica Biel - Powder Blue

People who added this item 135 Average listal rating (75 ratings) 6.4 IMDB Rating 6.3
Powder Blue (2009)
Biel plays a single-mom stripper with a coke habit in this Crash rip-off. Fans of movie-star nudity are already aware of this movie because Biel goes topless and drips candle wax on herself onstage. In spite of that recommendation, this movie virtually went straight to DVD, although it did get theatrical releases in Russia and Kazakhstan.

Most Embarrasing Moment: Biel gives her ex-con father (Ray Liotta) a lap dance. Very depressing.
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Brad Pitt - Cutting Class

People who added this item 68 Average listal rating (35 ratings) 5 IMDB Rating 4.4
This is a teen horror flick that Pitt has said he would wipe off his resume' if he could. He stars as a horny high school jock who appears to be unable to dribble a basketball. The movie is atrocious. It is the type of whodunit where you know exactly who did it in the first 5 minutes.

Most Embarrasing Moment: Pitt dresses in one of his girlfriend's father's suits and tells her that while her father is bigger than he is, he's bigger 'where it really counts.'
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Megan Fox - Holiday in the Sun

People who added this item 223 Average listal rating (121 ratings) 4.5 IMDB Rating 5.1
Before Megan Fox became a household name by wearing a skimpy tank top in Transformers, she was in this mind-numbing, Bahamas-set Olsen twins movie.

Fox is a rich bitch trying to steal a vacationing Ashley's man, Jordan.

Most Embarrasing Moment: Fox threatening Ashley,"I get what I want, and this winter break, I want Jordan."
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George Clooney - Red Surf

People who added this item 9 Average listal rating (7 ratings) 5.1 IMDB Rating 3.7
Clooney stars in this limp Point Break precursor as a jet-ski-riding, ponytailed, coke dealer who battles barrio homeboys on both surf and turf. He also gets to go head to head against Kiss frontman Gene Simmons.

Most Embarrasing Moment: Doug Savant somewhat erotically snorts coke off Clooney's lap as he's driving a Jeep in a Guns N' Roses T-shirt.
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Jake Gyllenhaal - Highway

People who added this item 150 Average listal rating (77 ratings) 6.2 IMDB Rating 6.1
Highway (2002)
This was intended to be a Bill and Ted for the grunge generation. It came out between Jake's emergence in Donnie Darko and his Oscar nod in Brokeback Mountain. Jake and Jared Leto are 2 dim-bulb Gen-X knuckledeads on the run from gangsters. It makes you want to root for the gangsters.

Most Embarrassing Moment: Jake gets beat up by frat boys while defending a freak-show attraction named Alligator Boy.
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Matthew McConaughey - Surfer, Dude

People who added this item 72 Average listal rating (44 ratings) 4.3 IMDB Rating 4.7
Surfer, Dude (2008)
This stoner comedy features McConauhey as a mellow, shirtless, weed-smoking surfer. His performance is almost comatose. I have no clue about the curious punctuation of the title, but this 6 million dollar project grossed a little more than 52 thousand in the theaters.

Most Embarrasing moment: McConauhey plays a didgerdoo naked.
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Katherine Heigl - Caffeine

People who added this item 66 Average listal rating (34 ratings) 5.7 IMDB Rating 5.5
Caffeine (2007)
Romantic comedies don't come any less romantic or comedic than this low-budget, London-set doozy about the shenanigans of the staff of a Central Perk-style coffeehouse.

Most Embarrasing Moment: During an excruciating blind date, Heigl daydreams about a clown in a rainbow wig pleasuring himself.
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Christian Bale - Equilibrium

People who added this item 2131 Average listal rating (1465 ratings) 7.1 IMDB Rating 7.3
This is a shameless Matrix clone with a pasty-faced Bale standing in for Neo. If this is the future, then the future needs a better director, or at least a tanning booth. The highlight is where dudes do a ninja-like battle with machine guns - not by firing them, but by hitting each other with them (which kind of defeats the whole point of having a gun in the first place).

Most Embarrasing Moment: Bale defies authority by refusing to take his mandated sense-deadening meds, which awaken his long-buried sense of empathy, which in turn makes him want to save a puppy from being killed.
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Daniel Craig - A Kid in King Arthur's Court

People who added this item 144 Average listal rating (82 ratings) 4.6 IMDB Rating 4.7
Back when Brosnan was in the Janes Bond tux, Craig paid dues in movies like this Disney kiddie flick about an awkward 14 year old who is magically transported back to the medieval days of Camelot. Craig serves as his mentor teaching the nerdy lad about archery and jousting.

Most Embarrasing Moment: Craig hitting on Kate Winslet while wearing snug Robin Hood leggings.
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Leonardo DiCaprio - Don's Plum

People who added this item 81 Average listal rating (29 ratings) 6.7 IMDB Rating 5.6
After Titanic turned DiCaprio into the king of the world, an ex-friend, who happened to be a director, turned up with this grainy black-and-white slice of lost-generation misogyny. It was shot pre-Titanic in 1995. It featured DiCaprio and his posse bullying female characters and calling them bitches and worse.

This was a movie DiCaprio did not want his fans to see, claiming he did it as a favor to his friend and never expecting it to play theatrically. After legal wrangling, a settlement was reached that ensured the film will never come to theaters, DVD, or streaming services near you. The agreement states it can only be shown outside the U.S. and Canada.

Most Embarrasing Moment: DiCaprio, sporting a pair of novelty buckteeth, picks his nose, then eats it to get a laugh.
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Jennifer Aniston - Leprechaun

People who added this item 411 Average listal rating (276 ratings) 4.7 IMDB Rating 4.8
Leprechaun (1993)
It is amazing that a movie this bad has managed to grow into a half-dozen movie franchise to date. Aniston wears mom-jean shorts, high-top aerobics sneakers, and feigns a look of terror as she runs from a three and a half foot tall homicidal troll.

Most Embarrasing moment: Aniston burns the Leprchaun's nose with her pickup truck's cigarette lighter.
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Paul Rudd - Gen-Y Cops

People who added this item 18 Average listal rating (10 ratings) 6.5 IMDB Rating 5
This must be seen to be believed. Rudd as a peroxide-blond, hair-trigger FBI agent sent to Hong Kong to retrieve a Power Rangers-looking robot from a band of badly dubbed slapstick terrorists. Not only does he get to ham it up Jackie Chan-style in an underwater gunfight, but he also gets to deliver the following line:"Keep flappin', dickhead! You're the one going to the bamboo Alcatraz!"

Most Embarrasing Moment: Rudd barks,"Roseanne Barr Arnold will be President of the United States before you two punks see the light of day."
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Sandra Bullock - Fire on the Amazon

People who added this item 33 Average listal rating (23 ratings) 4.2 IMDB Rating 3.5
A year before Speed turned her into America's sweeheart, Bullock starred in this jungle adventure set in the Amazon basin. This cheapie is full of cliche'd dialogue like 'The rainforest is no place for a gringo'. Bullock is a fanny-pack-wearing crusader helping locals battle greedy land developers. The real reason to check it out is the scene in which Bullock and Craig Sheffer, with tribal stripes painted on their faces, drink a vision-quest potion given to them by the natives and make hungry, groping, raw slo-mo love in a bamboo hut to the strains of exotic pan-flute music.

Most Embarrasing Moment: Bullock licks the sweat off Sheffer's chest as if it were the salty rim of a margarita.
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Meg Ryan - My Mom's New Boyfriend

People who added this item 167 Average listal rating (95 ratings) 5.1 IMDB Rating 5.3
Meg has been in more bad movies than good ones in the past decade, but this one stands out as the most self-aggrandizing. The movie starts out with Ryan in a fat suit so that everyone can tell her how hot she is when she loses the weight and turns into a sexually liberated mom on the prowl. This direct-to-DVD dud is a cross between Cougar Town and The Klumps.

Most Embarrasing Moment: Ryan, in a latex fat suit, sits on the floor at the airport gorging herself on a bag of Krispy Kremes.
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Ryan Reyolds - Coming Soon

People who added this item 44 Average listal rating (24 ratings) 5.7 IMDB Rating 4.5
This clunker was an attempt at a raunchy American Pie knockoff told from a female perspective. Reynolds plays an Upper East Side trust-fund rebel trying to come across as a sensitive misfit. His facial hair gets to show more range than he does-it literally changes from scene to scene, going from a soul patch to full-on Vandyke. A female admirer looks at him dreamily and sighs,"So Emillio Estevez!" And that was meant as a compliment.

Most Embarrasing Moment: Reyonlds onstage with his emo band, Oedipus Wreck dedicating a song called 'Love of a Woman' to the girl he can't have.
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Gywneth Paltrow - Hush

People who added this item 100 Average listal rating (74 ratings) 5.1 IMDB Rating 5.5
Hush (1998)
This absurd thriller popped up the same year as Patrow's Oscar winning Shakespeare in Love. This story is about a newlywed's relationship with her possesive, horse-breeding mother-in-law played by Jessica Lange, who does her best Norma Desmond drag queen impression. Her performance is so over-the-top, all Paltrow can do is look blond and terrified.

Most Embarrasing Moment: Lange slips a drug designed to induce premature labor in horses into Paltrow's dessert.
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Reese Witherspoon - Overnight Delivery

People who added this item 81 Average listal rating (50 ratings) 6.1 IMDB Rating 6.1
To be fair to Paul Rudd, I will focus on his co-star in this lame road trip movie, Reese Witherspoon. She plays the least naughty stripper ever. After sending his long distance girlfriend a letter wrongly accusing her of cheating, Rudd hits the road to retrieve it. Riding shotgun is Witherspoon's perky exotic dancer, Ivy Von Trapp. You can see where this is headed.

Most Embarrasing Moment: Witherspoon tells Rudd she's having a hard time staying on her side of the car due to his "James Dean sexual heat."
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Sylvester Stallone - Eye See You

People who added this item 199 Average listal rating (142 ratings) 4.6 IMDB Rating 5.3
This sluggish stockpile of stale serial-killer cliches spent 3 years in limbo before its blink-and-you'll-miss-it theatrical run. Sly plays an FBI agent haunted by the murder of his girlfriend with a power drill. He is sent to a remote (of course) clinic for post-traumatic stress disorder. As a blizzard sets in, one patient starts offing his fellow inmates and its up to you-know-who to save the day.

The title refers to the killer's calling card. in one case he writes the letters "ICU" inside his victim's eyelids.

Most Embarrasing Moment: Never one to let a double entendre go to waste, Stallone impales the killer on a spike while uttering, "I see you. You see....this?!"
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Gary Oldman - Tiptoes

People who added this item 74 Average listal rating (42 ratings) 5 IMDB Rating 4.3
Tiptoes (2003)
Where to begin with this one? A drama about two brothers, one normal size, Matthew McConaughey, and the other a dwarf, Oldman. The trailer says,"When the going gets rough, it's only the size of your heart that counts" and boasts Gary Oldman "in the role of a lifetime" which required him to kneel to play a Southern accented little person named Rolfe. This is the holy grail of awful movies.

Most Embarrasing Moment: Oldman walks in on his little-person girlfriend having sex with a Little Richard look-alike played by David Alan Grier.

This is Entertaimant Weekly's list of these stars' worst movies

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