Major corporations often turn to rap music when they want to get their products in front of the right crowd or when they want to earn some cool points with the masses. Sometimes, though, the end result can leave much to be desired. Over the years, we’ve seen ads that feature corny raps, plug questionable local businesses, and at times, even incorporate serious social ills.

There are few things more cringey in the ad world than a commercial that misses the mark when attempting to appear trendy and current. For your amusement, here are 12 of the worst commercials starring rappers.

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