After his Honduran girlfriend abruptly runs off to the Dominican Republic with an exchange teacher, Brooklyn lawyer Matthew McConnell goes on the prowl and finds even more dysfunction in the 'Island' women he dates in New York. After each of his dates from hell, Matthew always finds his way to Smith's Sweet Treats and Coffee, run by half-Dominican, half-American Angela Smith. But she has her own painful secret to contend with - can Matthew break down her defences and allow them both to finally be happy again...together?