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Plot Summary

Marriage on Autopilot

Diana and Oliver's marriage is routine

Diana Wood lives in Dallas with her husband, Oliver, and their daughter, Emmy. Their marriage is comfortable but lacks passion; they love each other in a "marital" way, not the all-consuming love Diana once imagined. Diana wonders if "fine" is enough, but life's routines—parenting, work, and domestic chores—keep her from confronting her dissatisfaction. The couple's intimacy is mechanical, and both seem to have quietly accepted a life of muted desire and unspoken disappointment. Diana's creative ambitions as an artist have faded into the background, replaced by the daily grind and the comfort of stability.

The Artist's Lost Self

Diana's creative identity is buried

Once, Diana was a vibrant, sensual artist, living in a chaotic Dallas house with other creatives, signing her work as "Dirty Diana." She thrived on art, wild stories, and the thrill of self-expression. Now, her art supplies gather dust, and her creative self feels like a distant memory. A trip with old friends stirs nostalgia for the woman she used to be—spontaneous, passionate, and alive. Diana begins to question if she can reclaim that part of herself, or if it's lost forever to marriage and motherhood.

Friends, Sex, and Secrets

Female friendships and sexual honesty

Diana's closest friends—L'Wren and Jenna—are her confidantes, sharing everything from Botox mishaps to the frequency of sex in their marriages. Their conversations are candid, funny, and sometimes raw, revealing the pressures women feel to maintain desire, youth, and marital happiness. Diana's friends are both a mirror and a contrast: some are content, others restless, but all are searching for meaning and connection. The group's annual trip to an antiques fair becomes a catalyst for Diana's self-reflection, especially when she stumbles upon a photograph by Jasper, a man from her past.

The Box of Tapes

Rediscovering the past through art

While searching for wrapping paper, Diana finds a box of old cassette tapes—interviews she recorded with women about their sexual desires, meant for a second art book that never materialized. Listening to the tapes, Diana is transported back to her younger, bolder self. The voices of other women—funny, vulnerable, explicit—remind her of the power of female desire and the importance of telling these stories. The tapes become a symbol of everything Diana has set aside: her art, her curiosity, and her willingness to explore the uncomfortable.

The Spark Fades

Intimacy becomes a struggle

Diana and Oliver's attempts to rekindle their sex life are awkward and unsatisfying. Diana finds herself faking pleasure, going through the motions, and feeling increasingly disconnected from her own body and from Oliver. She wonders if she's broken, or if this is simply what happens in long marriages. Oliver, meanwhile, feels rejected and unattractive, but doesn't know how to bridge the gap. Their efforts—date nights, hotel getaways, even a comically disastrous attempt at using a sex toy—only highlight how far apart they've grown.

The Erotic Interviews

Diana's project becomes her lifeline

Inspired by the rediscovered tapes, Diana begins a new project: interviewing women about their sexual fantasies and experiences. She posts flyers, places ads, and records candid, often explicit conversations. The stories are diverse—one-night stands, secret affairs, fantasies of power and submission, the ache of longing. As Diana listens, she feels less alone in her confusion and desire. The project becomes a way to reconnect with her own sexuality and to offer other women a space to be heard without shame.

The Ghost of Jasper

A past lover's memory resurfaces

The photograph Diana buys at the antiques fair is by Jasper, a photographer she once loved in Santa Fe. Their affair was passionate, creative, and ultimately heartbreaking. Jasper represented everything Diana misses: artistic ambition, sexual freedom, and the thrill of being truly seen. The memory of Jasper haunts Diana, especially as her marriage falters. She wonders if she made the right choices, or if she settled for safety over passion.

The Affair That Wasn't

Temptation, boundaries, and regret

Diana's longing for excitement leads her to a bar, where she flirts with the idea of an affair but ultimately cannot go through with it. Instead, she listens to more tapes, immersing herself in the stories of other women's desires. The boundary between fantasy and reality blurs, and Diana realizes that what she craves is not another man, but a sense of aliveness and connection—something she once had with Oliver, and with herself.

The Past in Santa Fe

Flashbacks to youth and possibility

The narrative shifts to Diana's past in Santa Fe: her bohemian life, her friendship with Alicia, her work as an artist's assistant, and her intense relationship with Jasper. These chapters are lush with sensuality, creative struggle, and the bittersweetness of growing up. Diana's art flourishes, but so do her doubts about love, ambition, and the sacrifices required to pursue either. The past is both a source of inspiration and a reminder of roads not taken.

Becoming Dirty Diana

Claiming sexual agency and voice

In Santa Fe, Diana's project of interviewing women about sex takes off. She paints, writes, and records, channeling her own and others' desires into art. The persona of "Dirty Diana" becomes a way to explore taboo subjects and to challenge the silence around female pleasure. The project is both liberating and risky, pushing Diana to confront her own boundaries and the judgments of others. Her friendship with Alicia deepens, and her relationship with Jasper intensifies, but both are threatened by the realities of adulthood.

The Temptation of Escape

Dreams of running away

As her marriage in the present unravels, Diana fantasizes about leaving everything behind—her job, her family, her responsibilities. The urge to escape is both a longing for freedom and a fear of failure. She remembers how, in Santa Fe, she almost left with Jasper for a new life, but was ultimately left behind. The temptation to start over is strong, but Diana is also haunted by the knowledge that running away doesn't guarantee happiness.

The Marriage Unravels

Secrets, lies, and confrontation

Back in Dallas, Diana and Oliver's marriage reaches a breaking point. Oliver begins frequenting strip clubs, seeking validation and excitement. Diana discovers his secret and, in a desperate attempt to reconnect, suggests they visit a club together. The experience is both erotic and alienating, exposing the deep rift between them. Therapy sessions reveal long-held resentments and unmet needs. Both are forced to admit that their marriage, as it is, cannot continue.

Therapy and Truths

Facing uncomfortable realities

In couples therapy, Diana and Oliver are challenged to be honest about their desires, disappointments, and fears. Diana confesses to faking pleasure; Oliver admits to feeling unloved and lost. Miriam, the therapist, encourages them to share secrets and listen without judgment. The process is painful but necessary, forcing both to confront the ways they've failed each other and themselves. The possibility of separation becomes real, but so does the hope for transformation.

The Club and the Confession

A night of reckoning

Diana and Oliver's visit to the strip club is a turning point. Watching Oliver with another woman, Diana feels a mix of jealousy, arousal, and despair. The experience brings their issues into sharp relief: the need for novelty, the pain of rejection, the longing to be desired. Afterward, they fight, confess, and finally acknowledge that they are lost. The decision to separate is mutual, though neither knows what comes next.

The Separation

Letting go and starting over

Oliver moves out, and Diana is left to navigate single motherhood, heartbreak, and the uncertainty of the future. Friends rally around her—sometimes with disastrous results, as when L'Wren slaps Raleigh, the woman Oliver is now seeing. Diana's project, Dirty Diana, gains momentum as more women share their stories. The act of listening, creating, and connecting becomes a source of healing. Diana grieves the loss of her marriage but also feels a new sense of possibility.

Friendship and Fury

Female solidarity and anger

Diana's friends, especially L'Wren and Alicia, support her through the breakup. Their loyalty is fierce, sometimes comically so, as when L'Wren physically confronts Raleigh. The bonds between women—messy, imperfect, but enduring—are a lifeline for Diana. Through laughter, tears, and shared stories, she begins to rebuild her sense of self.

The Power of Stories

Art as survival and connection

Dirty Diana, the website, becomes a repository for women's erotic stories—anonymous, raw, and real. Diana realizes that storytelling is not just about art, but about survival: a way to make sense of desire, loss, and change. The project connects her to a wider community of women, each struggling with their own versions of love, sex, and identity. Diana's own story is just one among many, but in sharing it, she finds meaning and hope.

A New Beginning

Embracing uncertainty and growth

As the dust settles, Diana and Oliver tentatively reconnect, not as lovers but as co-parents and friends. Diana's art and interviews continue, and she begins to imagine a future that is not defined by marriage or motherhood alone. The novel ends with a sense of openness: Diana is still searching, still making mistakes, but she is no longer afraid to ask for what she wants—or to listen to the desires of others. The story closes with a meeting that hints at new possibilities, both for love and for self-discovery.

Characters

Diana Wood

Restless artist, searching wife

Diana is the protagonist, a woman in her early forties who feels trapped between the comfort of her marriage and the longing for her lost creative, sensual self. She is introspective, witty, and deeply empathetic, but also prone to self-doubt and avoidance. Her journey is one of reclaiming agency—first through art, then through honest conversation, and finally through the messy process of letting go. Diana's relationships—with Oliver, her friends, her past lovers, and the women she interviews—reveal her complexity: she is both caretaker and rebel, mother and lover, artist and survivor.

Oliver Wood

Kind, confused, disconnected husband

Oliver is Diana's husband, a gentle, well-meaning man who struggles to express his needs and desires. He loves Diana and their daughter, but feels increasingly rejected and invisible. His forays into strip clubs are less about sex than about feeling wanted. Oliver's journey is one of awakening: he must confront his own complicity in the marriage's stagnation and learn to speak his truth, even when it means risking everything. His relationship with Diana is marked by both tenderness and frustration, and his eventual willingness to separate is an act of self-respect as much as resignation.

L'Wren

Fierce, loyal, comic best friend

L'Wren is Diana's closest friend, a larger-than-life personality who rescues stray animals, delivers tough love, and isn't afraid to throw a punch for her friends. She is both comic relief and emotional anchor, offering Diana support, perspective, and the occasional reality check. L'Wren's own family life is messy, but her loyalty to Diana is unwavering.

Alicia

Wise, creative, grounding friend

Alicia is Diana's oldest friend from her Santa Fe days, now a film professor and mother. She represents the road not taken: a life devoted to art, risk, and self-invention. Alicia is honest, supportive, and unafraid to challenge Diana's self-pity. Their friendship is a source of comfort and inspiration, reminding Diana of who she once was and could be again.

Emmy

Innocent, observant daughter

Emmy is Diana and Oliver's young daughter, a bright, imaginative child who is both a source of joy and a reminder of what's at stake. Her well-being is central to both parents, and her resilience in the face of their separation is both heartbreaking and hopeful.

Jasper

Charismatic, artistic past lover

Jasper is a photographer from Diana's past, representing passion, creativity, and the possibility of a different life. Their affair in Santa Fe was intense and formative, shaping Diana's understanding of love, art, and loss. Jasper's reappearance at the end of the novel signals the enduring power of unfinished stories and the allure of what might have been.

Raleigh

Vulnerable, complicated "other woman."

Raleigh is a fellow mother at Emmy's school who becomes involved with Oliver during the separation. She is both a rival and a mirror for Diana, embodying the messy realities of desire, loneliness, and reinvention. Raleigh's presence forces Diana to confront her own jealousy, pride, and capacity for forgiveness.

Barry

Supportive, beloved mentor

Barry is Diana's old boss and friend from her Santa Fe days, a kind, nurturing figure who believes in her art and her worth. His death is a catalyst for Diana's return to her roots and a reminder of the importance of community and creative risk.

Miriam

Calm, insightful therapist

Miriam is the couple's marriage counselor, guiding Diana and Oliver through the painful process of honesty and self-examination. She is patient, nonjudgmental, and skilled at cutting through defensiveness to get to the heart of the matter.

Liam

Sensitive, creative younger friend

Liam is L'Wren's stepson, a quirky, artistic soul who offers Diana unexpected wisdom and support. His own struggles with belonging and self-expression parallel Diana's, and their friendship is a reminder that healing can come from unlikely places.

Plot Devices

Dual Timeline Structure

Past and present intertwine to reveal character

The novel alternates between Diana's present-day struggles in Dallas and her formative years in Santa Fe. This structure allows the reader to see how Diana's past choices, relationships, and creative ambitions inform her current crisis. The contrast between youthful possibility and adult compromise is a central tension, and the gradual revelation of Diana's history with Jasper adds emotional depth and suspense.

The Box of Tapes

Physical symbol of lost desire and potential

The rediscovered tapes of women's sexual stories serve as both a literal and metaphorical device. They connect Diana to her past, inspire her new project, and become a catalyst for change. The tapes represent the voices of women—often silenced or ignored—whose stories are as important as Diana's own.

Erotic Interviews

Stories within the story, amplifying theme

The interviews Diana conducts with other women are interspersed throughout the narrative, offering a chorus of perspectives on sex, love, and longing. These stories are explicit, funny, sad, and empowering, challenging the idea that female desire is shameful or unimportant. They also serve as a mirror for Diana, helping her understand her own needs and choices.

Therapy Sessions

Framework for honesty and transformation

The scenes with Miriam, the therapist, provide a structured space for Diana and Oliver to confront their issues. The sessions are both plot device and thematic exploration, forcing the characters to articulate what they want, what they fear, and what they're willing to risk.

Symbolic Objects

Art, photographs, and gifts as emotional anchors

Throughout the novel, objects—paintings, photographs, figurines, even a box of minicasettes—carry emotional weight. They are reminders of the past, tokens of love or loss, and sometimes the only tangible evidence of a life lived fully.

Humor and Female Solidarity

Comic relief and emotional resilience

The novel uses humor—especially in the banter between Diana and her friends—to offset the heaviness of its themes. Female friendship is depicted as both a source of comfort and a crucible for growth, with women supporting, challenging, and sometimes fighting for each other in ways that are both hilarious and profound.

Analysis

Dirty Diana is a bold, honest exploration of female desire, marriage, and the search for self in midlife. It challenges the myth that long-term relationships must be passionless or that women's sexuality fades with age. Through Diana's journey—from stifled wife to artist, interviewer, and survivor—the novel argues that reinvention is always possible, but it requires courage, honesty, and the willingness to embrace discomfort. The stories of other women, woven throughout, underscore the universality of longing and the importance of telling the truth about our bodies, our needs, and our disappointments. Ultimately, Dirty Diana is about the messy, nonlinear process of becoming—of learning to listen to oneself, to others, and to the quiet voice that says: you are not alone, and your story matters.

Last updated:

Review Summary

3.59 out of 5
Average of 5k+ ratings from Goodreads and Amazon.

Dirty Diana receives mixed reviews, with an average rating of 3.59 out of 5. Readers appreciate its raw exploration of sexuality, marriage, and self-discovery. Many find the book captivating and emotionally intense, praising its honest portrayal of relationships. However, some criticize the excessive sexual content and lack of character development. The book's ending leaves readers divided, with some excited for the sequel and others disappointed by the cliffhanger. Overall, it's described as a spicy, thought-provoking read that delves into complex themes of desire and intimacy.

Your rating:
4.72
5 ratings

About the Author

Jen Besser and Shana Feste are lifelong best friends who met at age eleven in California. They have collaborated since childhood, starting with middle-school talent shows. Their debut novel, Dirty Diana, originated as a podcast starring Demi Moore, which won critical acclaim. Shana is an award-winning screenwriter and director of feature films, while Jen is a fiction editor and publisher. Despite living far apart, they communicate daily. The authors maintain an active social media presence on Instagram as @jenandshana. Their work explores themes of sexuality, relationships, and personal growth, drawing from their long-standing friendship and creative partnership.

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