Chapter 74: The Boyfriend - Summary and Analysis
⚠️ Spoiler Warning: This guide contains detailed spoilers for the entire novel. Proceed only if you've finished reading or are comfortable knowing the plot.
Summary
Sydney is at a restaurant bar waiting for her Cynch date, Kevin, whose profile photos show a young, boyishly handsome man. When a gaunt, older man with a receding hairline and a messy ponytail introduces himself as Kevin, Sydney is immediately skeptical. She compares his phone to the profile and concludes the photos are not of him. Despite her doubts, she decides to give him a chance and they move to a booth. Kevin compliments her but then criticizes her arms as “flabby,” and later openly admires the waitress’s arms. He dismisses her order of Diet Coke, insisting she have a real drink. Sydney silently wishes for her friend Gretchen’s pre-arranged rescue call to arrive. The chapter highlights the gap between online personas and reality, as well as the pressure to be polite even when uncomfortable.
Key Events
- Sydney arrives early for her date with Kevin from the Cynch app.
- The man who shows up looks drastically different from his profile: older, thinner, with a ponytail.
- Sydney compares the profile photo to the real man and decides the photo is likely not him.
- Despite the mismatch, she agrees to have dinner and they sit in a booth.
- Kevin compliments Sydney but immediately undercuts it by calling her arms flabby.
- He orders for her after criticizing her choice of Diet Coke, then winks at the waitress.
- Sydney anxiously waits for her friend Gretchen to call with a false emergency.
Character Development
- Sydney: Demonstrates caution and self-awareness by using a pre-planned rescue call. Her willingness to give Kevin a chance shows her desire not to judge too quickly, but her self-doubt after his comment on her arms reveals vulnerability. Her internal monologue balances frustration with social pressure.
- Kevin (Real Kevin): Revealed to be manipulative and disrespectful. He uses compliments as a setup for insults, dismisses Sydney’s preferences, and openly checks out the waitress. His appearance deception points to a pattern of dishonesty.
Themes, Symbols, or Motifs
- Deception in Online Dating: The chapter starkly contrasts Kevin’s curated profile with his real appearance, exploring how people misrepresent themselves on apps.
- Body Shaming and Self-Image: Kevin’s unsolicited criticism of Sydney’s arms triggers her insecurity. The motif of “monstrous arms” symbolizes how casual comments can damage self-esteem.
- Safety and Autonomy: Sydney’s rescue-call strategy underscores the risks women take when meeting strangers. Kevin’s attempt to control the drink order tests her autonomy.
- Social Politeness vs. Assertiveness: Sydney struggles between being polite and leaving immediately, a common tension in uncomfortable social situations.
Why This Chapter Matters
Chapter 74 deepens the novel’s exploration of trust and identity, especially as Sydney navigates the treacherous world of modern dating. The chapter sets up a pattern of gaslighting and disrespect that may foreshadow later conflicts, and it reinforces Sydney’s reliance on precautionary measures like the rescue call. It also provides a standalone commentary on the disconnect between online personas and real-life behavior.
Study Questions and Answers
1. Why does Sydney decide to stay for dinner even though Kevin looks nothing like his photos?
She tells herself that five minutes is a snap judgment and that she doesn’t want to spend years on first dates. She also has a rescue call scheduled, which gives her a back-up plan if the date goes badly.
2. What does Kevin’s comment about Sydney’s arms reveal about his character?
It reveals that he uses backhanded compliments to undermine her confidence. He praises her overall but immediately finds a flaw, showing a pattern of negging (giving insult disguised as honest feedback) and a lack of respect for her feelings.
3. How does the chapter use the rescue call as a symbol?
The rescue call represents the invisible precautions women take to stay safe when meeting strangers. Gretchen’s pending call is a safety net that allows Sydney to take a risk while still having an exit. The fact that Sydney is still waiting for it at the end underscores that she hasn’t fully regained control of the situation.
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