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Good Advice (2001)
From Amazon:
Fans of Denise Richards will delight in her skin-tight and belly-revealing outfits in Good Advice; fans of Charlie Sheen will enjoy his patented sleazeball-with-a-heart-of-gold performance. Richards is the author of a much-ignored advice column who's trying to drag her hotshot stockbroker boyfriend (Sheen) to the altar. When a phony tip ruins Sheen's career, Richards leaves for Brazil with the owner of a diamond mine. When the publisher of the newspaper that runs the advice column calls, Sheen grabs at the chance for a paycheck and writes for Richards. Unsurprisingly, masquerading as a woman saves his shallow male soul and ...
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