The 10 Most Embarrassing Celebrity Side Projects

Celebrities are always coming up with side projects and trying to explore new creative genres. It’s certainly not a new phenomenon — think the Rat Pack — although we do think in the modern era there’s probably some building pressure to “expand the brand” across industries. However, some celebs, though often beloved in one area, can branch out a little to quickly or a little too far, and well, embarrass themselves. Hey, it happens to the best of us (obviously, because James Franco is on this list), but that doesn’t mean we can’t judge. Click through for our roundup of the most embarrassing celebrity side projects — and let us know if you have any famous fails to add to the list.

Leighton Meester’s Music Career

We were basically fine with Meester’s musical attempts, although never particularly enthused by the results, until this song hit the internets. We know the rumor is that it’s an old song only recently seeing the light of day, but that maybe doesn’t matter that much. Two years ago she was still Blair. And also a human with ears.