Best Uncomfortable Movies

  • The Squid and the Whale

    The Squid and the Whale (R, 2005)

    Jeff Daniels, Laura Linney, Jesse Eisenberg, Owen Kline, William Baldwin
    Bernard Berkman, the patriarch of an eccentric Brooklyn family, claims to have been a famous novelis... read moret but is now reduced to teaching. His wife Joan discovers a literary talent of her own, and it breaks up the family, leaving the two teenage sons, Walt, 16, and Frank, 12, divided between their parents. The wife starts an affair with her younger son's tennis coach, while the husband starts sleeping with a student whom his elder son is courting.
    • InfamousHugo
      InfamousHugo: tarring Jeff Daniels, Laura Linney, Jesse Eisenberg

      Im feeling a bit uncomfortable about this film cause I didnt really like it but I liked a lot of things about it. Jef
      Reviewed 6 years days ago
    • jakeascott
      jakeascott: Uncomfortable to watch with your parents. Generally entertaining, but hard to recommend or even wa
      Reviewed 7 years days ago
  • Happiness

    Happiness (NC-17, 1998)

    Jane Adams (II), Dylan Baker, Lara Flynn Boyle, Ben Gazzara, Jared Harris
    The lives of many individuals connected by the desire for happiness, often from sources usually cons... read moreidered dark or evil.
    • fb100000501535944
      fb100000501535944: Oftentimes uncomfortable, but it's essential viewing.

      The last scene says it all. The people who think they ar
      Reviewed 50 days days ago
    • markvito76
      markvito76: .. The father/son sex talk is one of the most uncomfortable movie moments ever.. I blush and cringe even if I'm watching it alone. Philip Seymour
      Reviewed 22 days days ago
    • fb1486323503
      fb1486323503: . Loved the constant contrast with the music playing in the background of most scenes. Felt uncomfortable the entire time and the high tension almost gave me a heart attack and even though the
      Reviewed 12 months days ago
  • The Break-Up

    The Break-Up (PG-13, 2006)

    Vince Vaughn, Jennifer Aniston, Joey Lauren Adams, Ann-Margret, Jason Bateman
    A once-loving Chicago couple whose happily-ever-after quickly turned into a never-again finds their ... read morecrumbling romance complicated when both parties refuse to move out of the pair's recently purchased condo. The Break-Up is a romantic comedy that starts where all the others end. The future once looked promising for thirtysomething couple Brooke (Jennifer Aniston) and Gary (Vince Vaughn), but lately it seems like a series of increasingly petty and intolerable squabbles have snuffed any semblance of romance in their relationship. Their confrontation endlessly fueled by mean-spirited suggestions of revenge tactics from friends and family and their stubborn refusal to budge resulting in an excruciating stalemate, Brooke and Gary ultimately decide to spitefully stick it out as hostile roommates until the weaker party eventually admits defeat. As the competition to drive one another out grows increasingly intense and outrageous, however, Brooke eventually comes to the realization that she's not fighting for possession of the condominium as much as she is fighting to salvage her relationship with the man she once viewed as the love of her life. ~ Jason Buchanan, Rovi