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On the night of her second wedding, the series opens with Becca. She is still plagued by doubt despite the fact that everything appears to be flawless this time around. What if she could change everything and make the 'right' choices this time? There is something about her ex-best pal Lolly that keeps Becca up at night. If only she could re-establish communication with her... After a weird elevator ride, Becca gets the chance to do just that when she wakes up in New York City on the morning of her first wedding day in 1995. She's about to marry Sean, a bad-boy artist who isn't right for her, and she knows that her first step should be to get in touch with Lolly to relive that day. Can she "make it right" by starting her life over and readjusting to life in New York City in the 1990s, when people smoked in bars, carried pagers, and had AOL email addresses? Even after learning what she thinks she knows, Becca will come to realize there is no sure-fire way to make the correct decisions in life.