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Movies like Winning Streak (2001)

The best movies like Winning Streak (2001) are Pimp (2018), Al Capone (1959) and Convict (2014). If Winning Streak hooked you with its drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Pimp (2018)

    An urban love story set on the hard streets of the Bronx. A struggling female pimp, named Wednesday, grows up learning the game from her dad. Once he's gone she's left to look out for her prostitute mother and girlfriend Nikki.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  2. Al Capone (1959)

    In this unusually accurate biography, small-time hood Al Capone comes to Chicago at the dawn of Prohibition to be the bodyguard of racketeer Johnny Torrio. Capone's rise in Chicago gangdom is followed through murder, extortion, and political fraud. He becomes head of Chicago's biggest "business," but moves inexorably toward his downfall and ignominious end.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  3. Convict (2014)

    Set in the dark and old Parramatta prison built by the original convicts our lead character Ray a war veteran finds himself serving 18 months for manslaughter after defending his fiance. He soon realizes that the prison boss has it in for him and does everything possible to break Ray even going after his fiance.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  4. The Devil's Double (2011)

    A chilling vision of the House of Saddam Hussein comes to life through the eyes of the man who was forced to become the double of Hussein's sadistic son.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  5. Shame (2011)

    Brandon, a thirty-something man living in New York, eludes intimacy with women but feeds his deepest desires with a compulsive addiction to sex. When his younger sister temporarily moves into his apartment, stirring up bitter memories of their shared painful past, Brandon's life, like his fragile mind, gets out of control.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  6. State Property (2002)

    A Philadelphia gang member becomes a drug kingpin and starts a feud with vicious rivals in his quest for the American Dream.

    Why it matches: Recommended by TMDB viewers · both drama

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  7. Hungry Hearts (2015)

    The relationship of a couple who meet by chance in New York City is put to the test when they encounter a life or death circumstance.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  8. Xiu Xiu: The Sent-Down Girl (1998)

    Young teen girl Xiu Xiu is sent away to a remote corner of the Sichuan steppes for manual labor in 1975 (sending young people to there was a part of Cultural Revolution in China). A year later, she agrees to go to even more remote spot with a Tibetan saddle tramp Lao Jin to learn horse herding.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  9. Auto Focus (2002)

    A successful TV star during the 1960s, former "Hogan's Heroes" actor Bob Crane projects a wholesome family-man image, but this front masks his persona as a sex addict who records and photographs his many encounters with women, often with the help of his seedy friend, John Henry Carpenter. This biographical drama reveals how Crane's double life takes its toll on him and his family, and ultimately contributes to his death.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  10. King Cobra (2016)

    It’s 2006, YouTube is in its infancy, and internet porn is still behind a paywall. Taking the stage name Brent Corrigan, a fresh-faced, wannabe adult video performer is molded into a star by Stephen, a closeted gay porn mogul who runs the skin flick empire Cobra Video from his seemingly ordinary suburban home.

    Why it matches: Recommended by TMDB viewers · both drama

  11. Lockdown (2000)

    Avery (Jones) returns to college as a competitive swimmer after getting his life back on track. But his life takes another unexpected turn when he and his two friends (Bonds, Casseus) are wrongly accused of murder and end up in prison.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  12. Jawbone (2017)

    A former youth boxing champion, Jimmy McCabe is a man in search of hope but looking in all the wrong places. When he hits rock bottom he turns to his childhood boxing club and the only family he has left: gym owner Bill corner man Eddie and promoter Joe. Back in training, years after anyone thought he was a contender, he risks his life, as he tries to stand tall and regain his place in the world.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  13. Rise of the Footsoldier 3 (2017)

    In the late 1980s, Pat Tate journeys from peddling pills in Marbella to his time in prison, where he solidifies his power before his release to reclaim his turf.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  14. Ill Manors (2012)

    Ensemble film revolving around characters living in Forest Gate, London. Over the course of a few days, six inter-linking stories explore issues of drug use, prostitution and urban poverty.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  15. The Born Losers (1967)

    A biker gang incites a reign of terror in a California coastal town that culminates in four teenage girls being raped. Vietnam veteran Billy Jack has had enough, however, and takes on the depraved bikers single-handedly. He rescues young Vicky Barrington from their clutches, but then has to contend with not only the thugs, but also the ineffectual and racist local lawmen, who have it out for the half-Native American Billy.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  16. The Substitute (1996)

    When an inner-city Miami schoolteacher gets her knee broken after standing up to the school's gang leader, her mercenary combat specialist boyfriend goes undercover as a substitute teacher to take down the punk. Soon he discovers a conspiracy of criminals at work, and must reassemble his team from his last jungle raid to stop them.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  17. The Crew (2008)

    Hoping to raise enough capital to finance a legitimate business and leave behind his life of crime, Liverpool underworld boss Ged Brennan sends his brother Ratter and a crew to pull a daring final heist. But when Ratter kills a drug kingpin during the job, Brennan must turn to rival crook Franner to avert an all-out gangland war.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  18. I.D. (1995)

    Four policemen go undercover and infiltrate a gang of football hooligans hoping to route out their leaders. For one of the four, the line between 'job' and 'yob' becomes more unclear as time passes . . .

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  19. Brooklyn Rules (2007)

    Brooklyn, 1985. With the mob world as a backdrop, three life-long friends struggle with questions of love, loss and loyalty.

    Why it matches: Recommended by TMDB viewers · both drama

  20. Mexicali (2026)

    A former special forces contractor is forced out of retirement as an avocado farmer in Mexico when local gangsters try to force him and his family off their farm.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  21. Baise-moi (2000)

    Nadine and Manu are two mad women, as tidy as can be, almost perfectionists. They have several things in common: extreme sex, drugs, beer and the trigger. They find the solution to their problems with guns and beware to those who dare to get in their way!

    Why it matches: Similar story and style · both drama

  22. Palm Swings (2017)

    After moving to Palm Springs, a young married couple puts their love to the test when they discover that their neighbors are swingers.

    Why it matches: Similar story and style · both drama

  23. Two Girls and a Guy (1998)

    Two women confront their boyfriend, a two-timing actor who professed eternal love to each.

    Why it matches: Similar story and style · both drama

  24. Without a Mom (2011)

    Two gay dads fumble to provide their straight son with meaningful support after the loss of his first real love.

    Why it matches: Similar story and style · both drama

  25. Beautiful Beings (2022)

    A teenage boy, raised by a mother who considers herself psychic, takes a bullied kid into his group of violent misfits. As the group’s troubles escalate toward life-threatening situations, an inner voice awakens in the boy and, with the help of his mother and his new friend, he manages to find his own path.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  26. A Day in the Country (2010)

    The doctor makes a house call but three is a crowd after the action is over… A film about existential loneliness.

    Why it matches: Similar story and style · both drama

  27. The Ages of Lulu (1990)

    Fifteen-year-old Lulu has never known any affection from her family. But when she goes to a rock concert with Pablo, a friend of the family, he introduces Lulu to her first sexual experience. Years later, Pablo and Lulu have married; Pablo has created a sheltered, private world for Lulu, into which nothing intrudes. However, Lulu tires of her cloistered existence, and begins hanging out in shady bars, looking for vicarious thrills and danger.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  28. Jubilee (1978)

    Queen Elizabeth I visits late 1970s England to find a depressing landscape where life has changed since her time.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  29. Bulgarian Lovers (2003)

    Graying Spaniard Daniel has a healthy budget for indulging in the finer things in life. Daniel's favorite luxury is playing sponsor to younger men amid the lights and sights of Madrid's gay club scene. After Daniel shares a night with handsome Bulgarian emigre Kyril, he finds himself consumed with an insatiable lust for the charismatic foreigner. But, as their relationship takes shape, Daniel's latest conquest reveals his own manipulative tendencies.

    Why it matches: Similar story and style · both drama

  30. Porno Baby (1970)

    A woman undergoes psychological evaluation for her sexual desires.

    Why it matches: Similar story and style · both drama

Like Winning Streak and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Winning Streak?

The closest matches to Winning Streak are Pimp (2018), Al Capone (1959) and Convict (2014). Below are 27 more, each with the reason it matches.

What should I watch after Winning Streak?

Start with Pimp (2018), the closest match to Winning Streak.

What is the highest-rated movie like Winning Streak?

The Substitute (1996), rated 7.0/10 by 621 TMDB users.

What is the newest movie like Winning Streak?

Mexicali (2026) is the most recent release on this list.

How are movies similar to Winning Streak chosen?

First come films that Trakt’s viewers watch alongside Winning Streak, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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