Katie Holmes
We were really worried about you for a while there. Once a sweet and innocent All American girl, we did not see you abandoning your wallflower ways for some controversial choices, both romantic and lifestyle-wise. Everyone gets wrapped up in a crazy May-December romance, and those rarely work out for the best, so we do have empathy for your situation. Who doesn't have someone they regret on their romantic bucket list? And what young woman hasn't made the mistake of assuming that dating an actor is a good idea? It never is. And look at you now: a fashionista and fixture on the cosmopolitan social scene, yet you stayed true to your low-key girl next door ways. Proud of you, let's grab a drink together sometime and catch up since we know nothing about your personal life anymore!
[Photo via @dawsonscreek_world]
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