Rumer Willis doesn't exactly frequent best-dressed lists, but her latest look has us wondering if she knows what she's doing.

While out in New York City with new boyfriend Jayson Blair, Rumer wore a pretty easy-to-miss top. The blush-colored tank almost matched her skin tone and the neckline crept so far down that any sharp movements would have likely resulted in complete exposure -- yikes! It's hard to imagine that Demi Moore's 24-year-old daughter could have missed that aspect of the top before she left the house.

The super mini black skirt that she paired with it wasn't particularly demure either. But considering her past offenses (slashed, rear-revealing cut-off shorts, plunging bandage dresses, etc.), we should have expected this. Do you think Rumer's look is too risky? Check out the photos and tell us what you think.

PHOTOS:

rumer willis

rumer willis

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