Always a bridesmaid but never a bride, Jane has seen her fair share of weddings. There have been 27 of them, to be exact, and she’s kept the bridesmaid dresses in case you don't believe her. An idealist and romantic to her core, the young woman firmly believes she will get her day in white. Until then, however, she might as well do whatever she can to make saying, “I do,” as ecstatically wonderful for others as is humanly possible.
This changes the day her sexy and selfish little sister Tess starts making come-hither glances to Jane’s boss George, a dashingly successful entrepreneur whom she secretly loves. The twosome quickly and suddenly engaged, big sis isn’t none to happy about this, especially when her favorite wedding reporter named Kevin wants to write a story on the happy couple.
Or does he? Unbeknownst to her, the cynical (if brilliant) writer could care less about the coming nuptials. He’s more interested in the perennial bridesmaid, hoping to craft a story on her that could be his ticket out the bridal beat and instead fast-track him to some more high profile gigs in other sections of the paper.
With neither person trusting the other, the duo hardly notices the effect they’re having upon one another, love circling them like an arrow shot from Cupid’s bow. Problem is, Jane and Kevin are too consumed by their own desires and ambitions to see it, and if one or the other of them doesn’t act quickly the thing both are looking for might just vanish before they even recognize it’s right in front of their eyes.
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