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From a steady stream of celebrity deaths to an election that lent itself better to screaming matches than corny jokes,group sex movies 2016 gave brands plenty of opportunity to make everyone groan on Twitter.

Mourning the death of a beloved musical icon? So are the good people at Crocs! Watching an accused sex predator defend himself as he vies for the most powerful job in the world? Let Bisquick know if you have any questions!

These are the types of sensitive cultural moments you can always count on to spur at least one misguided corporate social media team to bumble their way into.

But brands also reminded us once again this year that they are plenty capable of faceplanting all on their own — whether mistaking two iconic black women at an event already steeped in diversity controversy or failing to foresee a bot’s transformation into a racist hatemonger.

The brand social media outrage cycle is a well-worn machine that tends to follow the same pattern again and again. But there’s still a certain schadenfreude in seeing companies invest so much in appearing friendly and relatable only to seem the most human when they’re doing exactly what everyone does online: Creating bad tweets.

In that spirit, here are a few of the worst brand fails of the past year, in no particular order.

1. Cinnabon pays tribute to Princess Leia's "buns"

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Mourning a beloved celebrity's death with a product-placement tribute is a surefire way to cook up Twitter outrage. Yet every time a star passes, brands seem unable to resist the urge.

Cinnabon was forced to delete and apologize for its pastry-themed nod to Carrie Fisher this week after Twitter users slammed it for crassly exploiting legitimate grief around the late Star Warsactress. Extra points for a particularly corny joke.

2. Beauty outlet mistakes Whoopi Golberg for Oprah

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The 2016 Oscars were marked by heated controversy over the stark absence of nominees of color in top categories.

Enter online publication Total Beauty with a seemingly innocuous comment on Twitter about Oprah's surprising tattoos on Oscar night. The only problem: The woman in question was actually Whoopi Goldberg.

The company hastily apologized for the gaffe and offered to donate $10,000 to a charity of the two stars' choosing.

3. Texas mattress company promotes 'twin towers' sale

Sometimes brand fails are understandable. While the mistake is certainly regrettable, you can see the thought process by which the company might have arrived at it. You might even be able to sympathize.

This mattress company's spectacularly tone-deaf ad for a "twin towers" sale is not one of those cases. One has to wonder who in the world thought that a video in which two spokesmen yell in comically exaggerated terror as they knock over two stacks of mattresses would go over well.

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The ad was so bad that it led to the closure of that particular Miracle Mattress location.

4. A Thai company suggests dark skin is for losers in blackface ad

The most insidious type of advertising fail is that which simply reflects harmful societal attitudes and prejudices.

That seems to be the case in this startlingly racist commercial from a Thai cosmetics brand with a tagline that claims that you "need to be white to win."

The ad is rooted in the Thai cultural association of pale complexion with higher social status, particularly among women.

The brand later apologized and removed the ad from YouTube.

5. Microsoft's Twitter bot becomes a racist Trump supporter

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In the brand fail perhaps most emblematic of 2016 as a year, Microsoft's artificial intelligence Twitter bot, Tay, was transformed into a racist jerk by Twitter users just hours after the company let it free.

While the outcome is more of a failure on the part of humanity than the software brand, Microsoft should have had the foresight to, maybe, look into the kind of place Twitter is before making its bot so impressionable.

6. Bisquick fields political questions

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In the midst of one of the most hostile and divisive presidential elections in recent memory, why not look to your favorite pancake mix brand for answers?

That seems to be the pretense Bisquick was operating under when it offered to take questions from Twitter users during the second presidential debate — an event shaded by allegations of sexual assault against the current U.S. president-elect.

While the tweet might have been well-intentioned, many Twitter users found it to be tone-deaf given the stakes and subject matter of the debate.

7. Crocs awkwardly honors David Bowie

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Another to file under "bad celebrity tributes": Crocs was roundly criticized when it tried to weigh in on the passing of rock legend David Bowie.

It seems that the maker of a clumsy foam clog universally recognized for its lack of stylishness was not the voice many were looking to hear from in the wake of the fashionable music icon's death.

8. Lululemon takes on Beyoncé

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When you come at the queen, you best not miss.

But that's exactly what Lululemon did when it attempted to throw shade at one of the most fiercely adored figures in the music industry for supposedly ripping off its products.

The clothing brand spent the rest of the day assuring fervent Queen Bey stans that it meant no slight by the tweet.

9. Chinese laundry brand runs blatantly racist ad

The glaring racism in this ad for a Chinese laundry detergent commercial pretty much speaks for itself.

While the brand ultimately apologized for the commercial, it's hard to argue any way in which the ad was anything other than flagrant discrimination.

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