When you're born a veritable princess of wealth, pomp and circumstance, grow up to star on a reality show only vaguely more business-y in construct than the Kardashians, and ultimately land yourself the role as the decidedly unconvincingly unpolitical first daughter of the United States, well, you can expect your less than photogenic moments throughout the years will prove interesting to the unforgiving masses...

Enjoy!

[Photo via Getty]