It's been over twenty years since Guy ditched his high-school sweetheart Gloria at the prom, and they haven't spoken since. Now he's a failed LA lawyer, divorced, and working at his brother's resort in the Muskokas. When a wedding conveniently brings Gloria to the resort for a weekend, Guy is determined to keep his distance. But their high-school friends Eva, Leslie, and Peggy, and Peggy's mom Jessie—the crew's former teacher—decide to play matchmakers and reconnect the long-split pair. Between the reunion of old friends, each with their own surprises, Gloria and Guy are pushed together, learning the power of forgiveness, the warmth of opening up to someone, and the possibilities of a rewritten future.