Lennie and Toby's entanglement in grief
The Sky Is EverywhereLennie and Toby's entanglement in grief is a relationship formed in the wake of Bailey Walker's death, when the two people closest to her reach for one another while struggling to understand their own loss. Their intimacy brings comfort, but it also blurs the line between shared mourning and romantic desire. The relationship moves through guilt, disclosure, and mutual care before Lennie and Toby affirm a different bond: he can remain part of her family without becoming a substitute for Bailey or a partner in grief-driven intimacy.
Identity and Formation
Before Bailey's death, Toby is her boyfriend and intended husband, while Lennie is her younger sister. Bailey's attachment to both gives them a deep connection, but it does not make their grief interchangeable. Toby loses his future with Bailey; Lennie loses her sister and the person with whom she had shared daily life. In the months afterward, both are left with a relationship to Bailey that the other can partly understand and no one else can fully share.
The closeness develops amid disorientation rather than a deliberate decision to begin a romance. During the first summer after the death, Lennie describes the household as unsettled, with Gram, Big, and herself each moving through the days in separate directions. She does not want to talk with Gram, while her own thoughts turn repeatedly to kissing and to Toby, whom she knows she should not kiss. The contrast matters: she is not simply pursuing a new relationship. She is trying to make sense of unfamiliar desire while grieving and seeking a person who makes her feel less afraid.
Lennie's connection to Bailey's belongings makes the boundary more difficult to see. She increasingly wears Bailey's clothes and finds that doing so makes her feel safer, as if her sister were close. When Toby notices, Lennie considers whether she is trying to take Bailey's place. His apology for what has happened between them initially brings relief: he sounds vulnerable, and she tells him that both of them bear responsibility. But when he says he cannot stop thinking about her, she changes out of Bailey's shirt and steps away. She recognizes that the pull between them is real, yet refuses to keep acting as though closeness to Toby can bridge Bailey's absence. The image of being carried toward him by a river captures the force of that attachment; choosing the shore is her effort to set a boundary.
Intimacy, Guilt, and Loss
The relationship repeatedly shifts between comfort and alarm. Lennie and Toby's intimacy grows from grief they share, but their actions leave Lennie troubled by her own conduct and uncertain about what the closeness means. When she later learns how deeply Toby still loves Bailey, she recognizes that their bond has been shaped by an excess of love for her sister, not by a lack of it. Their attachment has offered a way to feel close to Bailey, but it cannot restore her.
A decisive change comes when Toby reveals that Bailey was pregnant when she died. He had withheld this fact because he did not want to make Lennie's grief harder. The news reveals another future that ended with Bailey: she and Toby had expected to have a child. Lennie imagines Bailey with their baby and, for the first time since the death, feels more sorrow for someone else than for herself. She comforts Toby, and they kiss again. The moment is rooted in his disclosure and in their shared helplessness; Lennie understands that she is responding to both compassion and a confusion that has been building for months. What follows does not resolve that confusion, but it makes clear how much their closeness is bound to the family and future they have lost.
Toby later says that he loved Bailey more than anything. Lennie recognizes that he and she together seemed to make up much of Bailey's heart, and wonders whether their attempts to be together had been attempts to put that heart back together. Her understanding recasts the relationship without making it harmless or simple. She had once resented Toby for taking Bailey away from her; now she also depends on him as someone who can bring Bailey vividly to mind. Their shared memories can comfort her, but they can also make the loss newly present.
From Entanglement to Kinship
As the relationship changes, Lennie comes to recognize Toby's practical and emotional importance without treating him as a replacement for Bailey. Before their visit to the cemetery, Toby explains that he had envied Lennie and Bailey's closeness. He had been excited to marry Bailey, have their baby, and become part of the family; after her death, he wanted to help Lennie because he believed Bailey would have wanted him to. He also admits that his feeling of closeness to Lennie became confusing. Lennie answers that he did help: he was the one who could find her, and she had felt close to him too, even when she did not understand that feeling.
Their conversation allows gratitude and regret to coexist. Toby believes he has damaged what he was trying to protect, while Lennie can acknowledge his care without excusing the confusion between them. A small exchange of jokes restores ease, and Lennie tells him that Bailey must have had a reason for wanting to spend her life with him. The warmth of that exchange is not a return to their earlier entanglement; it is a way of recognizing Toby as someone who belongs in the family story Bailey left behind.
On the way to the cemetery, Lennie admits that being an only child is new to her. Toby responds that he has always wanted a sister. Lennie is relieved and gives him a deliberately nonromantic kiss on the cheek before they go to tell Bailey they are sorry. The gesture sets the relationship's new terms plainly: Toby can be a source of companionship and shared remembrance, but Lennie does not need to turn that need into a romance.
Change and Significance
This bond shows how grief can draw two people together and make their ordinary roles difficult to maintain. Lennie and Toby each seek comfort from someone connected to Bailey, and their intimacy grows inside that shared bereavement. Yet the story does not present their closeness as a cure for loss. Their eventual recognition of its source lets them preserve care for one another without continuing to make Bailey's absence the basis of romantic attachment.
For Lennie, the change is also a movement from confusing desire and guilt toward a more deliberate account of what she needs. Toby's support remains important, but he is no longer cast as a way to recover Bailey. Their sister-and-brother understanding gives them a future connection that honors the family Bailey hoped to join and the love she had for them both. It does not end Lennie's grief: she continues to carry Bailey's absence into the future. Instead, their relationship makes room for that grief while allowing each of them to remain a person in their own right.