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I'll Kiss You Twice

I'll Kiss You Twice

by W. Winters 2022 188 pages
3.95
3.1K ratings
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Plot Summary

Prologue: Edge of Despair

A moment of irreversible loss

The story opens with Declan Cross, handcuffed and desperate, as police restrain him from saving Braelynn, the woman he loves, who stands on a windowsill, ready to jump. The chaos is thick with regret, violence, and the sense that everything has gone too far. Declan's mind flashes back to his brother Carter's warning about the moment you realize you've ruined everything. As Braelynn's tear-streaked face meets his, a gunshot rings out, and Declan's world shatters. This prologue sets the tone: love and violence are inseparable, and the consequences of betrayal are fatal.

Betrayal and Ice

Accusations and brutal punishment begin

Three weeks earlier, Declan is forced to order the torture of Braelynn, believing she betrayed his criminal family by leaking information. The coldness of the Cross estate is matched by the literal ice bath Braelynn endures, caged and interrogated for a confession she cannot give. Declan's internal conflict is palpable—he wants to believe in her innocence, but the evidence and his brothers' pressure are overwhelming. The emotional and physical agony for both is excruciating, as love and suspicion become indistinguishable.

The Interrogation

Pain, safe words, and breaking points

As Braelynn is submerged repeatedly in freezing water, she screams for Declan, using their safe word, "Red." Declan, witnessing her suffering, is torn apart. In a fit of rage and guilt, he kills one of his own men to stop the torture, rescuing Braelynn from the brink of death. The aftermath is chaos—Declan's loyalty to his family and his love for Braelynn are now in direct conflict. The lines between victim and traitor, lover and captor, blur irreparably.

Declan's Dilemma

Guilt, anger, and fractured family

Declan brings Braelynn, broken and shivering, into the heart of his family's home. His brothers' reactions range from suspicion to cold indifference. Declan's rage at their complicity and his own role in Braelynn's suffering isolates him further. He tends to her wounds, but the emotional chasm between them widens. The family's criminal code demands loyalty and punishment, but Declan's heart is no longer aligned with their rules. The cost of love in this world is becoming unbearable.

Shattered Trust

Isolation, suspicion, and psychological torment

Braelynn, traumatized and unsure if Declan orchestrated her torture, is kept under watch in his room. Declan's attempts at comfort are laced with control and possessiveness. Both are haunted by nightmares—hers of the ice bath, his of losing her. The power dynamic is fraught: Braelynn is both prisoner and beloved, Declan both protector and jailer. Their relationship is now a battleground of fear, desire, and mistrust.

Aftermath and Survival

Recovery, submission, and new rules

As Braelynn recovers physically, Declan enforces strict boundaries. He controls her movements, communication, and even her thoughts, demanding she give him her fears to "take care of." The trauma lingers, manifesting in panic attacks and a deepening sense of captivity. Declan's love is suffocating, his need for control absolute. The outside world—family, law enforcement, and Braelynn's mother—presses in, but inside the estate, only Declan's rules matter.

The Club's Shadows

Secrets, surveillance, and paranoia

Declan obsesses over security footage, convinced Braelynn is the source of the leak but unable to find proof. The Club, once his domain, now feels like a trap. The family's criminal operations are under threat from law enforcement, and Declan's divided loyalties threaten to unravel everything. The sense of being watched, judged, and hunted pervades every interaction. Trust is a luxury no one can afford.

Family Tensions

Brothers, wives, and shifting alliances

The Cross brothers debate Braelynn's fate. Carter, the eldest, pushes for a test: give Braelynn an out, a chance to run, to prove her loyalty. Declan resists, fearing she'll leave. Aria, Carter's wife, warns Braelynn not to trust anyone and hints at the dangers of staying or running. The family's women, once outsiders, now serve as both cautionary tales and potential allies. The criminal code is unyielding, but personal bonds complicate every decision.

Submission and Control

Punishment, obedience, and erotic power

Declan and Braelynn's relationship becomes a twisted dance of dominance and submission. Punishments for perceived disobedience are both sexual and psychological. Safe words are invoked, but the boundaries are constantly tested. Declan's need to own Braelynn, to have her absolute submission, is both a balm and a poison. For Braelynn, love and fear are inseparable; her survival depends on pleasing Declan, even as she loses herself.

The Prisoner's Choice

Freedom offered, freedom feared

Carter's plan is enacted: Declan gives Braelynn a bag of cash and the code to the front door, telling her she can leave if she wishes. The offer is a test—if she stays, she proves her loyalty; if she runs, she confirms their suspicions. Braelynn is paralyzed by the choice. The outside world is terrifying, but captivity is soul-crushing. The psychological torment of being both loved and imprisoned reaches its peak.

The Test of Loyalty

Temptation, surveillance, and breaking points

Braelynn agonizes over the money and the open door. She calls her mother, lies about her well-being, and is haunted by the knowledge that every move is watched. Declan, equally tormented, waits to see if she'll run. The family's lawyer and brothers prepare for the fallout, knowing that Braelynn's decision could trigger violence, betrayal, or worse. The tension is unbearable—love, loyalty, and survival are all on the line.

The Out Offered

A final chance, a desperate plea

Declan confronts Braelynn, offering her the out one last time. She begs him to take it back, to simply love her and not force her to choose. Declan, torn between protecting her and obeying the family's code, is unable to give her what she needs. The emotional gulf between them is now a chasm. Both are trapped by love, fear, and the rules of a world that punishes weakness.

The Escape

Flight, guilt, and self-destruction

Overwhelmed by fear and a sense of inevitability, Braelynn flees the estate, taking half the money and leaving a note. She checks into a cheap motel, wracked with guilt and convinced she's doomed. Declan, devastated by her departure, is forced to confront the reality that love in his world is a death sentence. Both are lost, broken, and alone.

The Motel Breakdown

Despair, regret, and suicidal thoughts

In the motel, Braelynn spirals into despair, contemplating ending her life. She is haunted by memories of Declan, the torture, and her own perceived failures. Declan, tracking her down, is equally shattered—his love for her is now indistinguishable from the violence and control that define his life. Their reunion is raw, painful, and unresolved.

The Final Confrontation

Love, forgiveness, and the impossibility of escape

Declan finds Braelynn in the motel, and their confrontation is a mix of apology, longing, and resignation. Braelynn begs for a peaceful end, asking Declan to kill her in her sleep. Declan, horrified, realizes the depth of the damage done. Their love, once a source of hope, is now a weapon turned inward.

Arrest and Goodbye

Police raid, separation, and heartbreak

The police storm the motel, arresting Declan for questioning in Scarlet's murder. Braelynn, in a panic, tries to escape, but the story circles back to the prologue: the window, the ledge, the gunshot. The cycle of violence, love, and loss is complete. Both are left with nothing but regret and the knowledge that in their world, love is indistinguishable from ruin.

Love, Fear, and Ruin

The cost of loving a monster

The story closes with both Declan and Braelynn destroyed by the choices they made and the world they inhabit. Love, in this world, is a double-edged sword—capable of saving and destroying, of binding and breaking. The emotional arc is one of descent: from hope to despair, from passion to devastation. The only certainty is that nothing will ever be the same.

Characters

Declan Cross

Haunted antihero, torn between love and violence

Declan is the brooding, powerful middle brother of the Cross crime family, shaped by a brutal upbringing and a code of ruthless loyalty. His love for Braelynn is obsessive, possessive, and ultimately destructive—he wants to protect her, but his methods are indistinguishable from control and punishment. Declan's psyche is fractured by guilt, fear of loss, and the impossible demands of his world. He is both victim and perpetrator, desperate for connection but unable to escape the violence that defines him. His development is a tragic spiral: the more he loves, the more he destroys.

Braelynn Lennox

Innocent outsider, broken by love and captivity

Braelynn is drawn to Declan's darkness, believing she can soothe his wounds. Her journey is one of increasing isolation, trauma, and loss of agency. Initially strong-willed and hopeful, she is systematically broken by suspicion, torture, and the suffocating love of a man who cannot let her go. Her psychological arc is one of descent—from hope to despair, from agency to submission. She is both a victim and a survivor, but her survival comes at the cost of her sense of self. Her love for Declan is both her salvation and her undoing.

Carter Cross

Ruthless patriarch, enforcer of the code

Carter, the eldest Cross brother, is the embodiment of the family's criminal code: loyalty, control, and punishment above all. He is both mentor and antagonist to Declan, pushing for tests of loyalty and orchestrating the psychological games that ensnare Braelynn. Carter's own history of regret and loss informs his actions, but his primary allegiance is to the family's survival. He is a cautionary figure—proof that love and power cannot coexist without destruction.

Jase Cross

Charming facade, hidden ruthlessness

Jase is the brother who appears approachable and even kind, but beneath the surface is as dangerous as the rest. He serves as a bridge between Declan and the rest of the family, offering moments of levity and support but always reinforcing the family's code. His relationship with Declan is complex—protective, competitive, and ultimately complicit in the family's violence.

Daniel Cross

Quiet observer, enforcer in the shadows

Daniel is less vocal but no less dangerous. He is the brother who watches, judges, and acts when necessary. His presence is a constant reminder that the family's rules are absolute, and his loyalty is to the code, not to individual happiness. He represents the inescapable surveillance and judgment that define Braelynn's captivity.

Aria Cross

Survivor, warning, and reluctant ally

Aria, Carter's wife, is a former outsider who has adapted to the family's world. She serves as both a warning and a potential ally to Braelynn, offering advice and sympathy but also reinforcing the dangers of trust and the impossibility of escape. Her presence highlights the gendered dynamics of power and survival in the Cross world.

Nate

Loyal soldier, instrument of violence

Nate is Declan's right-hand man, tasked with carrying out the family's dirty work—including the murder of Scarlet and the torture of Braelynn. He is both a tool and a threat, embodying the impersonal violence that enforces the family's rules. His relationship with Braelynn is one of fear and trauma; with Declan, it is loyalty strained by guilt.

Scarlet

The catalyst, friend turned victim

Scarlet's betrayal and subsequent murder set the plot in motion. Her fate is a constant reminder to Braelynn of the consequences of disloyalty. As a friend, she represents lost innocence; as a victim, she is a warning of what happens to those who cross the family.

Michael McHale

Family lawyer, voice of pragmatic survival

McHale is the Cross family's legal counsel, navigating the threats from law enforcement and advising on damage control. He is pragmatic, unflinching, and focused on survival above all. His presence underscores the constant threat of exposure and the need for ruthless decision-making.

Braelynn's Mother

Symbol of normalcy and lost safety

Though mostly offstage, Braelynn's mother represents the life and innocence Braelynn has lost. Her concern and attempts to reach her daughter are a painful reminder of what's at stake and what can never be reclaimed.

Plot Devices

Dual Perspectives and Alternating Narration

Shifting viewpoints reveal inner turmoil

The novel alternates between Declan and Braelynn's perspectives, allowing readers to experience the psychological torment, longing, and fear from both sides. This structure deepens the emotional impact, highlighting misunderstandings, conflicting desires, and the tragic inevitability of their choices.

Safe Words and Power Dynamics

Consent and control as battlegrounds

The use of safe words, especially "Red," is a recurring motif, symbolizing the illusion of control and safety in a relationship defined by dominance and submission. The boundaries are constantly tested, and the invocation of the safe word is both a plea for mercy and a reminder of the power imbalance.

The Test of Loyalty

Freedom as a trap

The central plot device is the "out" offered to Braelynn—a bag of cash and an open door. Ostensibly a gesture of trust, it is in fact a psychological test designed to prove or destroy loyalty. The choice is a no-win scenario: stay and be a prisoner, or run and be hunted.

Surveillance and Paranoia

Constant observation breeds mistrust

Security cameras, bugged phones, and the ever-present gaze of the Cross family create an atmosphere of paranoia. Every action is scrutinized, every word potentially damning. This device amplifies the sense of entrapment and the impossibility of true intimacy or freedom.

Foreshadowing and Circular Structure

Inevitable tragedy, mirrored beginnings and endings

The novel opens and closes with scenes of desperate separation—Braelynn on the ledge, Declan restrained, a gunshot. This circular structure reinforces the sense of inevitability and doom, suggesting that in this world, love stories can only end in ruin.

Analysis

A modern gothic of love, power, and psychological captivity

"I'll Kiss You Twice" is a dark, unflinching exploration of the intersection between love and violence, set against the backdrop of organized crime. The novel interrogates the nature of power—how it is wielded, how it corrupts, and how it destroys those who seek to escape it. Through the dual perspectives of Declan and Braelynn, the story exposes the psychological costs of loving a monster and the impossibility of true agency in a world defined by surveillance, suspicion, and brutality. The use of safe words and the illusion of choice highlight the complexities of consent and submission, while the family's code serves as both shield and prison. Ultimately, the novel is a meditation on the price of survival: to love in this world is to be broken by it, and the only escape may be self-destruction. The emotional arc is relentless, offering no easy answers—only the haunting truth that some loves are as fatal as they are irresistible.

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Review Summary

3.95 out of 5
Average of 3.1K ratings from Goodreads and Amazon.

I'll Kiss You Twice is the second book in W. Winters' Shame On You trilogy, following Declan and Braelynn's tumultuous relationship. Reviews are polarized: many praise the emotional intensity, chemistry, and suspenseful plot, calling it addictive with heart-wrenching cliffhangers. Fans love the BDSM elements and dark romance aspects. Critics cite frustrating character choices, slow pacing, poor communication, and Braelynn's excessive submission as weaknesses. Several note the story feels unnecessarily stretched across three books. The ending cliffhanger leaves readers desperate for the conclusion.

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About the Author

Willow Winters is a USA Today, Wall Street Journal, and #1 Contemporary bestselling author who began writing in January 2016 after having her daughter Evie. During pregnancy, she voraciously read romance novels and felt compelled to write the stories constantly filling her imagination. Her extensive bibliography includes the Merciless World series, Valetti Crime Family series, various duets (Imperfect, Damaged), standalones, and collaborations with Lauren Landish on the Highest Bidder series and Bad Boy standalones. She offers exclusive content and free monthly books through her newsletter and text alerts.

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