After a divorced mom and widowed dad have a disastrous blind date and part ways, they unknowingly end up having to share the same romantic suite at an African resort for families during spring break.
With the occasion all but overshadowed by her sister's upcoming wedding, angst-ridden Samantha faces her 16th birthday with typical adolescent dread. Samantha pines for studly older boy Jake, but worries that her chastity will be a turnoff for the popular senior. Meanwhile, she must constantly rebuff the affections of nerdy Ted, who is unfortunately the only boy in school who seems to take an interest in her.
After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player cousin, Evan, choice tips on how to win the battle of the sexes. After Evan's beautiful girlfriend, Nikki, utters the words "we need to talk", Evan panics and decides to leave her before she can leave him. But when Nikki realizes Evan's connection to break-up guru Quincy, it's these players that end up getting played.
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