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51 pages 1 hour read

Freida McFadden

The Boyfriend

Fiction | Novel | Adult | Published in 2024

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Chapters 25-37Chapter Summaries & Analyses

Chapter 25 Summary: “Present Day (Sydney)”

Tom Brown brings Sydney a change of clothing so she isn’t covered in blood at their date. When she admits to having a blood clotting disorder, Tom quickly identifies it by name, surprising her. Tom reveals that his father died of a heart attack when he was young and that he works as a medical examiner at NYU Hospital. He admits that he wanted to ask out Sydney the night they met but that he was in a relationship at the time.

Chapter 26 Summary: “Before (Tom)”

Tom’s mother flies to Seattle to visit family, leaving Tom alone with his alcoholic father. Tom grows increasingly nervous about Allison’s threat to report his relationship with Brandi to police, knowing they hope to pin Brandi’s death on her mystery boyfriend. When Tom’s father arrives home drunk and threatens to sexually assault Daisy, Tom stabs him in the stomach. The stab wounds are not enough to take down his father, and Tom is forced to slit his throat.

Chapter 27 Summary: “Present Day (Sydney)”

Tom and Sydney share a wonderful date. Sydney is surprised by Tom’s intelligence, humor, and the chemistry they share. She is charmed when he refuses to let her pay and helps her with her jacket as they leave. He offers to take her home, but she refuses, knowing she might be tempted to invite him in. Sydney gives Tom her number and they share a kiss. Later, she realizes that he still has her bloody shirt.

Chapter 28 Summary

While at a yoga class with Gretchen, Sydney admits that she is starting to fall for Tom, whom Gretchen has nicknamed Dr. Perfect. As they leave the class, Sydney sees Kevin, the bad Cynch date who tried to assault her. Gretchen tells her to report him, but Sydney feels she has already done all she can. Jake calls to share that a third victim has been found with hair missing in the same place as Bonnie, suggesting a serial killer as the culprit. Sydney assures him she’s safe with Tom.

Chapter 29 Summary: “Before (Tom)”

Although Tom is relieved that his father cannot continue to abuse his mother, he panics at the sight of the dead body. He calls Slug for help disposing of the body. Slug seems unsurprised that Tom killed his father and jumps into action. Together, they roll the body into a rug and stuff it into the back of Slug’s parents’ car. As they close the trunk, Tom sees Allison watching them from across the street.

Chapter 30 Summary

Tom attempts to distract Allison, but her dog rushes to Slug’s car and begins barking at the trunk. Allison asks if they have meat in the car, and Slug lies, saying that they have raw hamburger in the back for a barbecue. Allison seems to accept their explanation, and reminds Tom to talk to Daisy as they discussed. As she leaves, Slug insists that she’s going to report them to the police. He tells Tom they need to bury they body.

Chapter 31 Summary

Tom and Slug drive 90 minutes away from their town to bury Tom’s father near an abandoned hiking trail. Tom tries not to question how Slug found the spot, or why he knows so much about hiding bodies. Tom decides to tell his mother that his father went on a bender and disappeared, knowing she won’t report him missing for at least a week. Slug warns that Allison is a threat, but Tom assures him that if she saw something, she would have mentioned it already.

Chapter 32 Summary: “Present Day (Sydney)”

After their third date, Sydney invites Tom back to her apartment. Tom seems startled when Sydney reveals that her ex-boyfriend is a cop, and openly shocked when she signals which building is hers. He asks whether she knows many people in the building, and is visibly horrified when Sydney mentions her neighbor was killed. Tom seems ready to leave until Sydney accidentally cuts her finger. Inside, he bandages her wound and then initiates sex.

Chapter 33 Summary: “Before (Tom)”

The next morning, Tom wakes up half hoping that he dreamed killing his father. When he sees the missing rug in his living room, he cannot deny the truth. Tom’s mother calls and Tom confirms that his father arrived home the prior night, but claims not to know where he is. As Tom walks to school, he has a sense that things will work out for the best. When he arrives, Daisy tells him that Allison is missing.

Chapter 34 Summary: “Present Day (Sydney)”

Sydney and Tom’s post-coital bliss is interrupted when Tom sees a text from Jake asking Sydney if she wants him to do a background check on her date. Sydney explains that she is still in contact with Jake, but promises to set boundaries. When Sydney presses for details about his romantic past, Tom admits that he’s only been in love once: with his high school girlfriend who died when they were 16.

Chapter 35 Summary: “Before (Tom)”

Daisy explains that Allison went for a walk the prior night but returned home, and her parents found her bed empty this morning. She believes that Allison would not run away, and fears that something bad happened to her. Tom immediately suspects Slug is involved, but Slug denies it and suggests jokingly that someone else took care of the problem for them. Tom worries that Slug is dangerous.

Chapter 36 Summary

Tom is called into the principal’s office for questioning by Chief Driscoll. He reveals that there was no sign of entry at Allison’s house, suggesting that she opened the door for someone she knew or left on her own. Tom uses the past tense in describing his relationship with Allison, arousing the Chief’s suspicions. Chief Driscoll reveals that Allison’s friends knew she wanted Daisy to break up with him. Tom uses his father as an alibi, claiming he was home all night.

Chapter 37 Summary: “Present Day (Sydney)”

Before her sixth date with Tom, Sydney receives a call from her mother about a cousin who had twins at 42. She excitedly tells her mom about Tom. When Tom and Sydney arrive at the restaurant, a diner greets Tom as Dr. Brewer and thanks him for helping ease her husband’s death. Sydney questions Tom about it, but Tom insists that he never introduced himself as Tom Brown and that he’s always been Tom Brewer.

Chapters 25-37 Analysis

The primary focus of the “Present Day” chapters in this section of The Boyfriend is Sydney’s growing relationship with Tom Brown/Brewer, whom McFadden has confirmed to be a violent murderer in the “Before” chapters. The tension between Tom’s violent behavior in the “Before” chapters and his charm toward Sydney in the present drives the drama of this section, leading readers to believe that Tom may be the serial killer responsible for the death of Bonnie and others. Although Tom’s violence is contained in the “Before” chapters, the scenes in which Sydney discusses her budding relationship are tinged with threats of violence to remind readers that men—including Tom—are still a threat in the dating world. 

McFadden’s references to horror film imagery and tropes reinforce the novel’s thematic engagement with Navigating Misogyny and Safety Risks in the Dating World by framing contemporary dating as a landscape fraught with danger. Chapter 25, which centers on Tom and Sydney’s first date, begins with Sydney describing herself as looking like “the victim in some kind of slasher film” (149). Tom reinforces this image when he tells her that changing her bloody shirt will keep her from looking like “a murder victim” (149). In both passages, the association of Sydney with victims of violent crime colors her date with Tom and highlights the implicit threat of violence even as Sydney begins to fall for him. 

In these chapters, McFadden incorporates the stalker trope—a classic element of the psychological thriller genre—to escalate the novel’s menacing tone. When Sydney gushes about her new relationship to Gretchen, she is interrupted by the sight of Kevin “standing outside the glass door of the yoga studio, peering inside” at her (170). Kevin unnerves Sydney, who “feels like he could pop up at any minute” (169). His constant, unwanted presence in the background of Sydney’s life acts as another reminder of the violence inherent to the dating world. McFadden also includes a twist on the classic stalker trope by hiding an additional stalker in plain sight—Gretchen poses as Sydney and Bonnie’s friend with the intent to stalk and murder them.

McFadden’s dual timeline structure emphasizes the cyclical nature of Violence and Neglect in Families by giving readers access to Tom and Daisy’s murderous pasts. The audience’s knowledge that Tom is capable of murder adds a sense of dramatic irony to these chapters. When Jake warns Sydney to “please be careful” before her date, she insists that she doesn’t “need him to look out for [her]” because “[she’s] got Tom” (174). Knowing that Tom murdered his father frames Sydney’s assurance that Tom can keep her safe as ironic, while also underscoring Tom’s relationship to his own violence as tempered by a personal moral code. Later, Sydney wonders why Tom has never had a successful long-term relationship given the fact that he is “objectively a very good catch” (190). Rather than asking, she decides that “if [they’re] together long enough, [she’ll] find out”—a menacing foreshadowing of the novel’s climax in which McFadden reveals Tom and Daisy’s connection.

McFadden consistently connects Sydney’s willingness to overlook warning signs in her relationship with Tom with her deep desire for romantic partnership, underscoring the novel’s thematic interest in The Pressure of Social Expectations. Even beyond overt signs of violent behavior, these chapters suggest that Tom and Sydney are incompatible. On their sixth date in Chinatown, Tom grows distracted “by the items [vendors are] selling, even though [Sydney’s] more focused on getting to dim sum before the cutoff” (216). When Tom offers to buy Sydney a baby turtle, she’s immediately disgusted, worrying that “a turtle purchased off the street is probably teeming with turtle bacteria” (217). Later, she cuts Tom off when he begins talking about a violent fireworks accident, explaining that “the thought of a person getting their fingers chopped off turns [her] stomach, and [she] certainly [doesn’t] want to hear about it when [she’s] about to eat” (217). Tom has an immediately physical reaction to her dismissal—so “crestfallen that he can’t tell [her] all about the hand ravaged by a firecracker” that he is “quiet the entire rest of the way down the block” (217). Sydney’s repeated rejections of the small things Tom is interested in reinforce a sense of incompatibility.

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