Early in the novel, Winter’s mother is shot in the face by a rival drug-dealing gang, and her father is imprisoned. Inherent to the drug-dealing lifestyle comes a level of violence and the constant threat of prison time. Selling drugs is what makes Winter’s family wealthy, but it’s also what leads to her family’s ultimate downfall. Much urban fiction deals with themes such as prison, drugs, and violence, and The Coldest Winter Ever is no different. In this way, Winter’s sexuality is as much a focus of the novel as her family’s involvement in the dealing of drugs. As a result, much of the novel details Winter’s most intimate thoughts and moments with men she doesn’t shy away from describing men’s genitals or her physical sensations during sex. She is acutely aware of her sexuality and how best to use it to get what she wants. Winter is best described as self-absorbed and highly carnal. But this is a realistic coming-of-age story of debauchery with a grave moral.Told from Winter’s point of view, the language in the novel often reflects hip hop and street culture colloquialisms. Souljah peppers her raunchy and potentially offensive prose with epithets and street lingo, investing her narrative with honesty albeit often at the expense of disciplined writing. Sister Souljah herself appears as a 'fictional' character who voices her belief that Winter's vices are shared by many, and that greed, drugs and violence devalue the lives of urban youth. Winter's obsession with money, possessions and appearances, her involvement in the drug trade and the parade of men she uses lead her down the wrong path. Attracted to power, intolerant of those without it, ill-equipped to deal on her own and predisposed to make all the wrong moves, she deceives and steals from those who help her and yet, somehow, she remains a sympathetic character. Being the ruthless hood rat that she is, however, Winter leaves her weakened relatives behind and sets off to regain her stature and reinstate her father. For the first time, Winter feels anger toward her father and pity for her fallen mother. Then, while visiting her father at Rikers Island, Winter discovers her father has a 22-year-old mistress and a baby boy.

Winter's mother is shot in the face by competing drug dealers, the FBI arrest Santiaga and confiscate the family's possessions. Riding high on the trade, Santiaga moves the family out of the Brooklyn projects to a mansion on Long Island where things start to disintegrate. Winter Santiaga, the 17-year-old daughter of big-time drug dealer Ricky Santiaga, is spoiled and pampered, intoxicated by the power of her name and her sexuality. Hip-hop star, political activist and now writer, Sister Souljah exhibits a raw and true voice (though her prose is rough and unsophisticated) in this cautionary tale protesting drugs and violence among young African-Americans in the inner city.

The coldest winter ever audible