15 Insanely Unflattering Celebrity Courtroom Sketches

Kayla Boyd | Aug 16, 2017 Celebrities
15 Insanely Unflattering Celebrity Courtroom Sketches
Image: Splash News

taylor swift courtroom sketch
Splash News

It's nowhere near uncommon for celebrities to have lawsuits and court appearances. And as serious as the circumstances sometimes are, we can't help but find a little bit of humor in some of their courtroom illustrations. 

Here are 16 celebrity courtroom sketches that don't exactly highlight their best features. 

  • Tom Brady


    This sketch of NFL quarterback Tom Brady made meme history in 2016 while Brady was on trial due to his alleged conduct in the NFL Deflategate controversy. For a guy known for his good looks, saying that this drawing doesn't do him justice would be a VAST understatement. 

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  • Michael Jackson

    michael jackson courtroom sketch
    Pool Photographer/Handout/Getty Images

    The lawsuit where Michael Jackson was found not guilty on all charges of molesting a 13-year-old boy was anything but funny. But this courtroom sketch, with the glasses and the glare, is pretty comical. 

  • Taylor Swift

    taylor swift courtroom sketch
    Splash News

    The most recent sketch-gone-viral is this one of Taylor Swift, who appeared in court to settle her sexual assault case against former radio host David Mueller. It doesn't quite match the beauty of the T. Swift we know. 

  • Courtney Love

    courtney love sketch
    Splash News

    Yes, that is supposed to be Courtney Love. She was in court in 2004 to face charges of assault after she attacked a fan with a microphone at a Manhattan club. 

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  • Martha Stewart

    martha stewart courtroom sketch
    Splash News

    Can you spy Martha Stewart? That's her throwing shade in the lower corner, back when she was in court for charges surrounding insider trading.

  • Rosie O'Donnell

    rosie odonnel courtroom sketch
    Splash News

    Rosie O'Donnell isn't looking her best here. She was in court in New York to sue magazine publishers back in the early 2000s. 

  • Sean "Diddy" Combs

    diddy courtroom sketch
    Splash News

    This was back when Diddy faced gun possession charges, and although this does resemble him a little, he looks more like a grumpy old man than the Diddy we know.

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  • Mike Tyson

    mike tyson courtrrom sketch
    Splash News

    This sketch of boxer Mike Tyson surfaced when he faced charges of assault. At least they got the tattoo right I guess? 

  • Lil' Kim

    lil kim courtroom sketch
    Splash News

    Kim, is that you?? Lil' Kim was in court over a shooting incident in front of her record company -- but you'd NEVER know it from this sketch!

  • Liza Minnelli

    Liza Minnelli courtroom sketch
    Splash News

    Liza Minnelli, who was in court for her divorce proceedings, just doesn't look quite right.

  • DMX

    dmx courtroom sketch
    Splash News

    This drawing of Rapper DMX, who faced DUI charges, isn't the worst we've seen, but it's not very convincing either. 

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  • Bill Cosby


    This is just sad. Bill Cosby looks like an angry Mr. Clean -- but considering he was being charged for sexually assaulting over 40 women, we aren't too concerned. 

  • Paris Hilton

    paris hilton courtroom sketch
    Bill Robles/Splash News

    OH NO. Paris Hilton, who was sketched just before being sent back to jail for violating probation, looks pretty rough here. 

  • Guy Fieri


    Oh, Guy. This heinous drawing happened when Fieri testified against a 19-year-old who stole Fieri's 2008 luxury vehicle to impress a girl and plotted to kill her and her boyfriend, according to E! News. I mean, that hair is accurate though! 

  • Amy Winehouse


    Was Amy trying out for the Rockettes? This was back when she was on trial for assault, and we have to admit -- it captures her fiery essence. 

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