59 pages 1 hour read

Is She Really Going Out with Him?

Fiction | Novel | Adult | Published in 2024

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Chapters 14-21Chapter Summaries & Analyses

Chapter 14 Summary

Content Warning: This section of the guide includes discussion of bullying and animal death. 

Anna awkwardly asks Michael for a date, and he accepts. At work, Jonathan says that Crispin is visiting soon, and Anna and Will’s column needs to impress him. Still hurt over him leaving her at the Hay, Anna remains cool with Will on the outside, but internally, she admits she has a “full-blown crush” on him. Ryan Stirling’s agent replies to Anna’s date request, confirming that he will meet her for a drink. 

Meanwhile, Will sends texts with flirty references to the night in the window. Will asks about her next scheduled date so he can align his focus for the column, and she tells him about the date with Ryan. Will says Ryan is reportedly not friendly, but Anna reminds him this isn’t a serious search for a partner. Will is scheduled for a date with an older woman. He glances at her pay stub and says she needs to ask for a raise. Internally, Anna can’t deny her crush but remembers that Will’s “playing the field” in his search for the right person, and she’s not sure she can handle the potential for rejection.

Chapter 15 Summary

Anna’s cat, Katniss, dies. Will calls, and she tearfully tells him about Katniss. Will races over and helps Anna deal with the cat at the vet. On the drive home, Will comforts Anna and says he likes her. The blonde, Deedee, left the Hay with calls, and Will said he’d call her back later. Will apologizes, claiming he was confused in Hay, but Anna, assuming that he is now dating Deedee, says she isn’t confused and blames the night on alcohol. Will looks slightly hurt, but Anna ends the conversation. The children take the news about Katniss well, and Anna curls up with them on the couch to watch The Aristocats and cry.

Chapter 16 Summary

Anna and the children go to Dan and Sylvie’s house for dinner, and she is shocked at how young and perfectly beautiful Sylvie is in person. Dan and Sylvie’s house is impeccably neat and decorated in a beige, minimalist style, opposite of Anna’s house. Pictures of Dan and Sylvie cover the walls, and Anna wonders how they’ve built this life together so quickly. Anna witnesses Dan washing dishes and the children obediently putting away their toys, and she wonders into whose life she’s slipped. Dan digs at Anna about drinking during the week and the messy house. She bites her tongue but can’t help responding that Dan should be helping her more with the kids’ laundry. Sylvie isn’t drinking and serves a delicious vegetarian meal, claiming she doesn’t mind adhering to conventional gender roles since “Daniel” works and she’s at home.

Sylvie asks Anna if she’s dating, and Ethan says she’s dating Ryan Stirling. At first, Dan and Sylvie think she’s joking, but Dan gets jealous when she says she is seeing Ryan tomorrow night. When she returns home, Michael has sent her a charming handwritten invitation to tea at the Jane Austen Centre. Jess sees something on her phone that upsets her, but she won’t tell Anna what it is and disappears to her room. Alone, Anna thinks about her life with Dan and all her compromises, including the color of the kitchen cabinets. She’s genuinely happy that Dan has found someone because seeing him happy is good for the children. After scrolling social media and finding it brings her no comfort, she begins searching for paint colors to refinish the kitchen cabinets in a color she likes.

Chapter 17 Summary

Noah tells Anna she received a large package he kept in his shed for her. He also gives her a council complaint form about the hedge and says he’ll share the cost with her to “mediate” their disagreement. Anna says she hasn’t trimmed the hedge since their last conversation. She shreds the form and opens the package to find that Will has sent her sculpting supplies. She feels a mix of emotions, wondering what it means. At work, Anna thanks Will for his gift. His date with the older woman went well. Will asks Anna to text him when she gets home from her date with Ryan. He touches her wrist near the covered tattoo.

Crispin arrives to conduct the individual interviews. He first makes a speech to the group, explaining that any changes his company makes to the staff are to improve Bath Living. In her meeting, Crispin is blunt and to the point, telling Anna that she needs to make her columns more emotional and relatable to the younger generation, who are accustomed to people on TikTok openly sharing their lives. Anna feels that her new dating column accomplishes this, but Crispin says she must “[…] crack this open and bleed words, feed the vampires” (174). Anna leaves the meeting uncertain that she can deliver.

Chapter 18 Summary

Anna discovers Ethan and Jess have lice on the night of her date with Ryan. After assuring the babysitter that she can’t get the lice and covering the children’s heads with caps, Anna leaves and stops by the store for lice treatment. She grabs a silk head bonnet in case she has nits, too. 

She attends Ryan’s Shakespeare performance, and a woman named Loretta sits next to her. Loretta also wears a turban and mistakenly thinks Anna has cancer; Anna doesn’t correct her. After the performance, Loretta gives Anna her number. Anna explains she’s divorced but is close with her sister. Loretta encourages Anna that post-divorce is her “rock era” and describes the reference to Fleetwood Mac’s transformation after Peter Green left the band. She suggests Anna listen to “Go Your Own Way” for inspiration.

Anna meets Ryan after the show and is surprised that he is shorter in real life but still stunningly handsome. He takes her to a private club, where they are alone. He gloats over his performance of King Richard and touches Anna’s arm and hair several times, which makes her uncomfortable. She dismisses the nonconsensual touch as she’s still a bit starstruck. Anna mentions his role on Port, Starboard, Murder and his co-star, Faye Carraway. Ryan says Faye is a “bitch,” and his mood sours. He moves closer, grabs her thigh, and demands she fix his bad mood by telling him her fantasy. Anna freezes, unsure of how to react, and exclaims that she has nits. Ryan backs away and curses her for coming. Before leaving, Anna tells him he shouldn’t treat women this way, and Ryan retorts with an insult about her looking older in person.

At home, Anna takes a long bath to wash away the awful night and treats her hair for lice. Will texts that he’s found a date with a semi-celebrity. She tells him that Ryan is a creep. Will instantly calls to check on her since he knows about Ryan’s reputation. When she confesses being hurt by Ryan’s age insult, Will says she’s “[…] the most beautiful woman I know” (188). They end the call after a long pause. Anna plays “Go Your Own Way” and dances around her room in her pajamas.

Chapter 19 Summary

Anna sees Will at a coffee shop with Deedee, but he lies, saying he’s at the dentist after being late to work, and he doesn’t take the bait when Anna tries to catch him in the lie. Will and Anna meet with Jonathan, and he loves their newest column. Anna chooses to focus on the humor of the situation with the lice instead of revealing Ryan’s disgusting behavior, and she knows she didn’t deliver the emotional appeal Crispin asked for. Will says that the Times, a national newspaper, wants to collaborate with them on a story. Jonathan is thrilled, but Anna is angry since Will didn’t tell her. 

After Jonathan leaves, Will reveals that he sent his resume and their story to the Times because he’s interested in working there. They want Will and Anna to attend a tech-free couples’ retreat in Mendip Hills, where couples can reconnect without their devices. The tension is thick as Anna is frustrated with Will lying to her, but she doesn’t tell him. She agrees to go to the retreat. Will helps her open the door and touches her hand.

Chapter 20 Summary

At Ethan’s field hockey game, Lottie encourages Anna to stop overthinking the situation with Will and enjoy the weekend away. Lottie reminds Anna that she is “hot” and deserves to enjoy herself with no strings attached. Neil is there, and the wound on his face is infected. He says he told his ex-wife that he and Anna are dating to make her jealous. The awkward exchange reminds Anna why some people enjoy online dating because “[…] it’s easier to never see people again” (198). Jess is upset because Penny told their classmates she uses they/them pronouns, which isn’t bad but also isn’t true. Jess hasn’t told the teacher because she doesn’t want further embarrassment. Lottie encourages Anna to support Jess and wait for her to talk more because there’s likely more to the story.

Anna’s band-aid falls off, and the kids and Lottie see the tattoo. Jess loves it and asks if she can get a tattoo. Lottie thinks it’s cool and that Anna should keep it. Anna retreats to the garage at home and pulls out the sculpting set. While molding the clay, Anna reflects on new possibilities and realizes that Lottie is correct and that she deserves to be happy and fulfilled.

Chapter 21 Summary

Anna meets Michael at the Jane Austen Centre, and he is dressed in full Regency-era clothing as Edward Ferrars from Sense and Sensibility. Anna learns that Michael works part-time at the Centre and is a Jane Austen aficionado. Anna admits to Michael that her knowledge of the novels comes mostly from viewing film versions. Michael is offended and explains that his first marriage ended because his wife didn’t accept that he enjoyed Regency cosplay nor would she attend Bath’s annual ball.

Anna reluctantly borrows a Regency-era costume from the Centre, and she and Michael walk through Victoria Park. At first, Anna is self-conscious, worrying about what people will think of her in costume. However, the walk is intellectually stimulating as she and Michael converse about marriage and relationships in Austen’s era. Though modern dating is challenging, Anna appreciates that she lives in a time where she has agency over whom she dates and marries. Michael quotes Austen, saying that friendship is an antidote to heartbreak, and asks if they can be friends.

Suddenly, Anna sees Will approaching her, arm in arm with Loretta. Will stifles shock and laughter at her costume and explains that he and Loretta are on a charity committee together. Loretta still thinks Anna has cancer, and Anna quickly explains the misunderstanding. Anna is relieved, and Loretta finds it humorous, insisting they get together soon. After some persuasion, Anna convinces Michael to let her create a dating app profile for him. She explains that it might be the ideal way for him to find a fellow “Janeite” who fits perfectly with his interests. Michael agrees to try online dating if Anna reads Pride and Prejudice.

Chapters 14-21 Analysis

Anna’s interactions with Sylvie and Dan expose her ongoing struggle with The Challenges of Navigating Life After Divorce. In Sylvie’s Zen-like home, Anna feels out of place. She is hyper-aware of her single status, her chaotic life, and the unspoken judgments cast upon her. While she perceives her ex-husband to have successfully reinvented himself through a different home and partner, Anna reflects, “[…] here I am, just the same” (162). This emphasizes how Anna continues to compare herself to others. Sylvie and Dan’s life appears orderly and put together, whereas Anna’s life feels messy and out of control. The dinner amplifies Anna’s internal struggles with self-worth, as she momentarily questions whether she should strive for the conventional happiness that Sylvie and Dan represent. However, Anna eventually recognizes that Sylvie and Dan’s life, while different from hers, is not superior. She sees minor tensions in their interactions, and their relationship feels routine rather than romantic. This reinforces that her journey is not a failure but rather a path to discovering what truly fulfills her. Even though they are no longer together, Anna and Dan’s interactions carry the weight of their past and commitment to co-parenting the children healthily. Anna experiences unresolved emotions surrounding their divorce, which are exacerbated by the fact that Anna and Dan must remain connected to effectively co-parent their children.

Anna’s post-divorce journey exposes her need to establish a sense of self outside of her relationship with Dan. While they remain in each other’s lives, she is determined to create a new identity not defined by her past marriage. Anna’s dates expose her to unpredictable situations and challenge her to step outside her comfort zone. Her openness signifies her gradual readiness to confront past hurts and consider new romantic possibilities. Though chaotic and unpredictable, her dating experiment is part of this effort. Ryan Stirling is physically attractive, fulfilling the shallow love interest trope. As soon as he opens his mouth, Anna sees little depth as he dominates the conversation, speaks about himself, and becomes predatory and dangerous. Ryan’s behavior reveals that in dating, Anna must recognize the difference between what she thinks she wants in a partner versus what fosters a meaningful relationship. After her date with Ryan, Anna is no longer just testing the waters of dating but actively assessing what she needs for long-term happiness.

Anna’s date with Michael is a foil to her disastrous date with Ryan. Yet, the experience still exposes the unpredictable, awkward realities of modern dating Anna faces. Michael is a quintessential gentleman, polite, well-mannered, and deeply appreciative of classic literature. He embodies the thoughtful, articulate, and respectful suitor one might expect from an Austen novel, and his choice of the Jane Austen Centre as a date location creates an intellectually engaging atmosphere. Though Michael isn’t a romantic match, the date helps Anna understand that the best relationships aren’t about finding someone who fits a perfect mold but rather connecting with someone who allows you to be your authentic self. She says, “To have real chemistry, to be at the same stage of life, to want enough of the same things and be compatible companions- maybe that doesn’t come along very often” (204). Congruently, Will’s willingness to step in and help with her dead cat proves that he is genuinely dependable and comfortable being in Anna’s life in difficult moments. Katniss’s death represents another ending of Anna’s past life. Will’s involvement foreshadows that he might be part of that new chapter.

As Anna navigates the complexities of modern dating, she is also better at Embracing Change to Achieve Professional and Personal Success. The competitive yet evolving relationship between Anna and Will introduces tension and camaraderie. Yet, the external pressure from Jonathan and Crispin, her internal self-doubt, and her changing personal priorities complicate Anna’s relationship with her work. Bath Living is increasingly digital and fast-paced. Anna feels disconnected from the changing industry as Crispin pushes her to keep up with modern trends. She craves projects that challenge and excite her. However, she is also aware of the limitations placed upon her as a mid-career professional and a mother; she cannot easily take risks or make drastic career shifts. As Anna re-engages with her identity, she realizes that success is not necessarily about promotions or prestige but rather about feeling valued, inspired, and fulfilled. She reflects, “I have shut out the voice asking what else I might want, what I might need” (201). For her, true success is found in embracing and creating meaningful work rather than chasing an abstract idea of career achievement.

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