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Tiny Beautiful Things

Advice on Love and Life from Dear Sugar

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27 minutes read | Text | 9 key ideas
Life unfolds in a series of poignant contrasts—devastating heartache and exhilarating triumph, soul-crushing grief and moments of unbridled joy. In ""Tiny Beautiful Things,"" Cheryl Strayed, once the enigmatic ""Sugar"" from The Rumpus, distills the essence of these human experiences into a collection of deeply moving advice columns. With her signature blend of humor, raw honesty, and profound empathy, Strayed offers readers a guiding light through life's darkest valleys and brightest peaks. This book is not merely a compilation; it's a testament to resilience and the beauty of vulnerability, adorned with never-before-seen columns and a heartfelt introduction by Steve Almond. For anyone seeking solace or a spark of wisdom amidst life's chaos, ""Tiny Beautiful Things"" is a treasure trove of guidance and reflection.

Categories

Nonfiction, Self Help, Psychology, Philosophy, Science, History, Education, Memoir, Relationships, Audiobook, Personal Development, Physics, Essays, Adult, Popular Science, School, Book Club

Content Type

Book

Binding

ebook

Year

0

Publisher

Vintage

Language

English

ASIN

B0DNBMJ18R

File Download

PDF | EPUB

Tiny Beautiful Things Plot Summary

Introduction

The letter arrived on a Tuesday afternoon, scrawled in shaky handwriting on ruled paper. "Dear Sugar," it began, "I am shattered." As I read the words of a person broken by grief, their pain reached through the page and clutched at my heart. This was not unusual. Every week, desperate voices called out from my inbox - people drowning in heartbreak, paralyzed by indecision, or simply lost in the wilderness of being human. Yet they all shared one thing: a desperate hope that someone might truly see them. This is the magic of Dear Sugar - a space where raw humanity meets compassionate wisdom. Through her advice column, Cheryl Strayed created something revolutionary: a place where vulnerability is not just accepted but celebrated, where the messiest parts of our lives are examined with unflinching honesty and profound tenderness. Rather than offering quick fixes or clichéd platitudes, Sugar invites us into the deeper work of living authentically. She reminds us that our pain matters, our stories matter, and that within our most difficult moments often lie our greatest opportunities for transformation. By sharing her own wounds alongside her wisdom, she shows us how to turn toward our struggles with courage and embrace the complicated beauty of being alive.

Chapter 1: The Language of Compassion: Finding Your Voice

A young woman wrote to Sugar, signing her letter "Stuck." Four years earlier, her baby girl had died in the sixth month of pregnancy. The death of her daughter had created a void in her that nothing could fill. Though she had supportive people around her, she felt utterly alone. "I sit around feeling like the only one who cares," she wrote. People told her it was "just a miscarriage" and expected her to move on. But how could she? Her daughter had a name. She was loved. The world had continued turning while this woman remained frozen in her grief. Sugar responded not with distant sympathy but with the radical intimacy of shared pain. She revealed her own history of early trauma - her grandfather forcing her to touch him sexually when she was just a small child. "I will die with there never being anything the fuck up with my grandfather making my hands do the things he made my hands do with his cock," she wrote. This wasn't gratuitous confession but a demonstration of how we carry our wounds. Sugar showed that acknowledging our pain doesn't diminish us - it connects us to our deeper humanity. What made Sugar's response so powerful wasn't just her willingness to be vulnerable. It was her insistence that "Stuck" could survive this - not by getting over her grief but by learning to carry it differently. She advised her to find her tribe, people who understood this specific loss. "They are your people," Sugar wrote. "They know in a flash precisely what you're talking about because they experienced that thing too." Sugar reminded "Stuck" that she wasn't defined by this tragedy, even though it had transformed her. "This is how you get unstuck," she wrote. "You reach. Not so you can walk away from the daughter you loved, but so you can live the life that is yours - the one that includes the sad loss of your daughter, but is not arrested by it." The message was clear: we honor our losses not by remaining frozen in them, but by learning to move forward while carrying them tenderly. This exemplifies Sugar's approach to compassion - not as something soft and passive, but as a fierce, active force. True compassion requires courage - the courage to face our own darkness, to witness another's pain without flinching, and to speak truth with love. Through this column and many others, Sugar demonstrates that finding our authentic voice often means acknowledging our wounds and allowing them to teach us how to speak with both honesty and tenderness to others traveling similar paths.

Chapter 2: Navigating Heartbreak: Rising from Ashes

"My twenty-year marriage fell apart," began the letter from a reader Sugar called Johnny. He explained how his marriage had dissolved, and how he'd since struggled through several relationships - one casual, one serious, and one current. The common thread running through these connections was his inability to say "I love you." Johnny claimed not to understand what love meant, but his deeper fear was clear: he believed love came "loaded with promises and commitments that are highly fragile and easily broken." Sugar's response was as tender as it was direct. She shared a story about the last time she saw her mother, who was dying in a hospital. "The last word my mother ever said to me was 'love,'" Sugar wrote. "She was so sick and weak and out of her head she couldn't muster the 'I' or the 'you,' but it didn't matter. That puny word has the power to stand on its own." This memory of her mother's final utterance had become a guiding force in Sugar's life - "love" clanking inside her "like an iron bell that someone beats at dinnertime." Through this personal revelation, Sugar illuminated the truth Johnny needed to hear: love isn't some abstract concept beyond comprehension. It's as real and tangible as our lived experiences. "It is not so incomprehensible as you pretend," she told him. She defined love as "the feeling we have for those we care deeply about and hold in high regard," acknowledging its countless variations - "light as the hug we give a friend or heavy as the sacrifices we make for our children." What Johnny feared wasn't love itself but vulnerability - the possibility of giving his heart away only to have it returned damaged. Sugar saw through his defenses to the frightened heart beneath. She urged him not to hide behind semantics or philosophical confusions. "The best thing you can possibly do with your life," she wrote, "is to tackle the motherfucking shit out of love." This wasn't just advice for Johnny; it was a rallying cry for all who've been tempted to retreat from love after being burned. The wisdom in Sugar's response transcends romantic relationships. She illuminates how our fears of vulnerability often masquerade as intellectual problems. We pretend not to understand concepts like love because understanding would require action - the messy, courageous work of opening ourselves to potential pain. But as Sugar reminds us, our capacity to love is the very thing that makes our lives meaningful. By encouraging Johnny to practice saying "love" to those he loves, she offers a practical path forward: we grow not by analyzing our feelings from a safe distance but by stepping directly into them, risking everything for the connection that sustains us.

Chapter 3: Facing Your Shadows: Confronting Difficult Truths

A woman who signed her letter "Desperate" wrote to Sugar about the shame that had been eating her alive. For many years, she had stolen compulsively - taking items from friends, acquaintances, even her future mother-in-law. She blamed psychotropic medications she'd been taking, but acknowledged she'd stolen before the drugs too. Though she no longer stole and hadn't for years, she remained tortured by self-loathing. "I am terrified that friends and loved ones who I deceived and stole from will find out what I did," she wrote. Her greatest wish was to forgive herself, but she couldn't find a way forward. Sugar responded with a story of her own. "I used to steal things like you," she confessed. She described taking items from her great-aunt, a school friend, and near-strangers' bathrooms. Like the letter writer, these past transgressions haunted her long after she'd stopped. Then she shared a memory of sitting by a river, thinking about everything she'd taken that didn't belong to her. In that moment, she began a ritual - picking a blade of grass for each stolen item, dropping it into the water, and saying, "I am forgiven." It wasn't an immediate cure, but it was a beginning. Sugar's insight cut to the heart of the matter: "Forgiveness doesn't just sit there like a pretty boy in a bar. Forgiveness is the old fat guy you have to haul up the hill." She recognized that Desperate's inability to forgive herself wasn't just about the items she'd stolen but about the story she was telling herself about who she was. "Perhaps not forgiving yourself is the flip side of your steal-this-now cycle," Sugar suggested. "Would you be a better or worse person if you forgave yourself for the bad things you did?" Sugar then shared another story about a yard sale where she encountered a young boy who stole an empty camera case from her, only to return it the next day, denying he'd taken it. When she asked him repeatedly why he'd stolen it, he finally answered with devastating honesty: "Because I was lonely." This insight illuminated the deeper pain behind both the boy's theft and Desperate's past behavior - that sometimes we take things that don't belong to us to fill emptiness inside ourselves. The profound lesson here is that confronting our shadows isn't about punishing ourselves indefinitely. It's about understanding the wounded parts of ourselves that drove our behavior, and then choosing to write a new story. Sugar showed that true healing comes not from hiding our darkest truths or drowning in shame, but from bringing them into the light where they can be seen, understood, and finally - with great effort and repetition - forgiven. "I am forgiven," she encouraged Desperate to say, "again and again until it becomes the story you believe about yourself."

Chapter 4: Boundaries and Choices: The Hard Wisdom

"I am a woman in my late twenties who has dated the same guy for almost three years and lived with him for almost a year," began a letter signed "Claustrophobic." The letter writer described feeling "panicky and claustrophobic" at the thought of marrying her boyfriend. While he was sweet and they had things in common, she found her respect for him waning and fantasized about dating other people. Yet she feared there might not be anyone better out there and hated feeling like she was doing her boyfriend a disservice by not loving him as much as he loved her. Sugar received two similar letters around the same time - one from a woman who'd been married nine months but longed for adventure and independence, and another from a woman in a seven-year marriage to a fundamentalist Christian who felt trapped in a role that wasn't authentic to her true self. Sugar answered all three together, recognizing a common thread: women who knew they needed to leave but feared doing so. Sugar shared her own experience of leaving her first marriage as a young woman. "I was tortured by this very question for years," she wrote, "because I felt like such an ass for breaking his heart and I was so shattered I'd broken my own." She explained that while there were many specific reasons for her departure - they married too young, they weren't as compatible as they initially seemed - ultimately, it boiled down to one truth: "I had to leave. Because I wanted to." This was the hard wisdom all three letter writers needed to hear: "Wanting to leave is enough." Sugar acknowledged how difficult it is, especially for women, to act on this truth. "We are, after all, the gender onto which a giant Here to Serve button has been eternally pinned," she wrote. "We're expected to nurture and give by the very virtue of our femaleness, to consider other people's feelings and needs before our own." Yet Sugar insisted that an ethical life also requires honesty about our own needs and desires. She offered a mantra that has become one of her most quoted pieces of advice: "Go, even though you love him. Go, even though he's kind and faithful and dear to you. Go, even though he's your best friend and you're his. Go, even though you can't imagine your life without him." This litany continued, addressing every fear and doubt these women might have, before concluding with the essential truth: "Go, because you want to." Sugar's wisdom reveals how our most difficult choices often come down to honoring our deepest truths, even when doing so causes pain to ourselves and others. She shows that boundaries aren't about cruelty or selfishness but about integrity - living from our authentic center rather than from guilt, obligation, or fear. This is the paradox of hard wisdom: sometimes the kindest thing we can do for ourselves and others is to acknowledge when a relationship no longer serves our growth, even when that acknowledgment breaks hearts.

Chapter 5: Forgiveness: The Way Forward

A woman who called herself "Could Be Worse" wrote to Sugar about her abusive father. Though her father never physically hurt her, he inflicted deep emotional wounds throughout her childhood. He was a narcissist - controlling, volatile, and unpredictable. When she was displeasing to him, he'd lock her in her room for days. He disowned her twice over minor disagreements. Recently, after discovering his infidelity to her mother, she'd finally cut ties with him. Her mother, however, continued pressuring her to reconcile with him, insisting he had changed. "So many people insist that family is too important," she wrote, "that it is my duty to forgive the man that gave me life." She wanted to know if maintaining a relationship with her father was worth "the pain, the self-doubt, and the depression" it caused her. Sugar's response was unequivocal: "No, maintaining a relationship with your abusive father is not worth the pain, the self-doubt, and the depression." She affirmed that setting this boundary was not only acceptable but necessary. "Your father does not currently meet that standard," she wrote, referring to the basic standard of respect and decency everyone deserves. Yet Sugar also recognized that cutting ties with a parent doesn't end the relationship entirely. "I haven't had parents as an adult," Sugar shared. "I've lived so long without them and yet I carry them with me every day. They are like two empty bowls I've had to repeatedly fill on my own." This metaphor captured the essence of Sugar's message: we may physically separate from toxic family members, but our inner relationship with them continues. The question becomes what we choose to put in those empty bowls. Sugar then shared her own story of estrangement from her father and a surprising development seventeen years later when he called her out of the blue. Their conversation was surreal - he spoke as if they had a normal relationship, asking about cooking shows and discussing sunscreen. When Sugar later attempted honest communication about their past, he responded with rage and cut her off again. But this time, instead of devastation, Sugar felt a profound sense of completion sitting on a park bench afterward, experiencing "that feeling you get when you are simultaneously happy and sad and angry and grateful and accepting and appalled and every other possible emotion, all smashed together and amplified." "Perhaps because the word is 'healing' and we don't want to believe that," she wrote. "We want to believe healing is purer and more perfect, like a baby on its birthday." This insight reveals the messy truth about forgiveness - it isn't a single moment of release but a complex, ongoing process that contains multitudes of emotions. The most powerful aspect of Sugar's guidance is her insistence that forgiveness doesn't require reconciliation. True forgiveness happens within us, as we make peace with our histories and free ourselves from the weight of resentment. "It is on that feeling that I have survived," Sugar wrote. "And it will be your salvation too, my dear. When you reach the place that you recognize entirely that you will thrive not in spite of your losses and sorrows, but because of them." This is the paradoxical gift of forgiveness - it transforms our deepest wounds into sources of wisdom, compassion, and ultimately, freedom.

Chapter 6: Embracing Uncertainty: Making Peace with the Unknown

"For those of us who aren't lucky enough to 'just know,' how is a person to decide if he or she wants to have a child?" wrote a man who called himself "Undecided." At forty-one, he found himself at a crossroads. He and his forty-year-old partner were contemplating parenthood, but both had mixed feelings. He enjoyed his child-free life with its "quiet, free time, spontaneous travel, pockets of nonobligation." Yet he wondered if he'd regret not becoming a father. Sugar responded with a meditation on how we navigate life's biggest choices when the future remains stubbornly opaque. She shared a poem by Tomas Tranströmer that speaks of how every life has a "sister ship" - an alternate version that follows "quite another route" than the one we took. "We want it to be otherwise," Sugar wrote, "but it cannot be: the people we might have been live a different, phantom life than the people we are." Rather than providing a definitive answer about whether he should become a father, Sugar invited him to step back and consider his question differently. "Perhaps you should let go," she suggested. "Instead, take a figurative step into the forest like that man in the poem and simply gaze for a while at your blue house." From this perspective, Undecided might see that "there will likely be no clarity, at least at the outset; there will only be the choice you make and the sure knowledge that either one will contain some loss." Sugar then shared her own experience of deciding to have children in her mid-thirties. "If a magic baby fairy had come to me when I was childless and thirty-four and promised to grant me another ten years of fertility so I could live a while longer in the serene, feline-focused, fabulously unfettered life I had, I'd have taken it in a flash," she confessed. She described how her decision to become pregnant came not from certainty but because her "desire to do this thing that everyone said was so profound was just barely stronger than my doubts about it were." What made Sugar's guidance so profound was her refusal to simplify this complex decision. Instead, she encouraged Undecided to explore his ambivalence by imagining his future self at eighty-two - both the version who chose parenthood and the one who remained child-free. "Which affects you on a visceral level?" she asked. "Which won't let you go? Which is ruled by fear? Which is ruled by desire?" Sugar ended with a poignant image. She described how after her son was born, she felt "rattled by the knowledge of how close I'd come to opting to live my life without him." Yet she acknowledged that alongside this certainty lived the ghost of the path not taken: "But there remains my sister life. All the other things I could have done instead." This is the wisdom at the heart of embracing uncertainty - recognizing that our lives will always contain both what is and what might have been. "Your grief has taught you too," she wrote. "There was no force at work other than my own desire that compelled me to want that dress. Its meaning was made only by my mother's death and my daughter's birth. And then it meant a lot." In this beautiful reflection on the unpredictable ways our choices gain meaning over time, Sugar offers a profound truth: we make our most important decisions not with perfect knowledge, but with humility, courage, and faith in our capacity to find meaning regardless of which path we choose.

Chapter 7: Living Authentically: Becoming Who You Are

A letter arrived from a writer who signed herself "Elissa Bassist." She was twenty-six, depressed, and stuck. "I write like a girl," she lamented. "I write about my lady life experiences, and that usually comes out as unfiltered emotion, unrequited love, and eventual discussion of my vagina as metaphor." But worse than her self-criticism was her paralysis - she couldn't write at all. She feared she'd never measure up to writers she admired, like David Foster Wallace. "How does a woman get up and become the writer she wishes she'd be?" she asked. Sugar's response became one of her most beloved columns, starting with a revelation of her own struggle to write her first book. She described how at twenty-eight, she'd placed quotes on a chalkboard in her living room, including one from Flannery O'Connor: "The first product of self-knowledge is humility." For years, Sugar explained, she'd been tormented by not having finished her book, believing she'd "wasted" her twenties. But eventually she realized, "I couldn't have written my book before I did. I simply wasn't capable of doing so, either as a writer or a person." What followed was Sugar's most famous line: "Write like a motherfucker." This wasn't just advice about writing; it was a call to authentic living. Sugar identified the core issue in Elissa's letter: "Buried beneath all the anxiety and sorrow and fear and self-loathing, there's arrogance at its core." This arrogance manifested as both grandiose expectations and crippling self-doubt - being "up too high and down too low." The remedy? "Get your ass on the floor," Sugar advised. "We get the work done on the ground level." She urged Elissa to recognize that her suffering wasn't unique - all writers struggle, all artists doubt. "The only way you'll find out if you 'have it in you' is to get to work and see if you do. The only way to override your 'limitations, insecurities, jealousies, and ineptitude' is to produce." Sugar also addressed Elissa's concern that as a woman, her writing would be taken less seriously than men's. Instead of dwelling on this societal unfairness, Sugar offered a powerful challenge: "Write so blazingly good that you can't be framed. Nobody is going to ask you to write about your vagina, hon. Nobody is going to give you a thing. You have to give it to yourself. You have to tell us what you have to say." Sugar concluded by invoking the resilience of women writers throughout history who created beautiful work "in spite of all the crap they endured." The unifying theme of their lives wasn't fragility but strength - "being a warrior and a motherfucker." She reminded Elissa that writing is hard for everyone: "Coal mining is harder. Do you think miners stand around all day talking about how hard it is to mine for coal? They do not. They simply dig." The wisdom here extends far beyond writing. Sugar illuminates how authenticity requires both humility and courage - the humility to accept our limitations and the courage to pursue our callings anyway. She shows that living authentically isn't about grand gestures or perfect accomplishments but about doing the work day after day, regardless of outcome. Most importantly, she reveals that our deepest struggles often contain the seeds of our greatest strengths, if only we have the courage to claim them. By urging Elissa to "write like a motherfucker," Sugar invites all of us to live with the same fierce authenticity - to get down on the floor, do the work, and become who we truly are.

Summary

Dear Sugar's wisdom rises from the ashes of human struggle and transforms raw pain into profound insight. Through her unflinching honesty and boundless compassion, Cheryl Strayed creates a sacred space where our deepest wounds become portals to healing. She doesn't offer quick fixes or shallow platitudes; instead, she invites us into the messy, beautiful work of living authentically. When a grieving mother is told to "get over" her miscarriage, Sugar reminds her that grief isn't something to overcome but something to carry differently. When a young writer is paralyzed by self-doubt, Sugar urges her to "write like a motherfucker" - not as an act of bravado but as a commitment to showing up for her life with courage and humility. The transformative power of Sugar's advice lies in her refusal to separate wisdom from vulnerability. "The most difficult thing," she writes, "is to be willing to have your suffering recognized by others." This willingness to be seen - in all our brokenness and beauty - is where true connection begins. Whether she's addressing heartbreak, forgiveness, boundaries, or uncertainty, Sugar reminds us that our most profound struggles often contain our greatest gifts. She shows us that healing doesn't mean erasing our wounds but transforming them into sources of compassion and strength. In a world that often rushes to fix or deny pain, Sugar's radical message is that we must first honor it. By doing so, we discover what she calls "the obliterated place" - that space where destruction and creation meet, where we can finally build a home within ourselves that no loss or tragedy can destroy. This is the legacy of Dear Sugar: the courage to face our darkest truths and the faith that doing so will lead us not to despair but to our most authentic, connected, and meaningful lives.

Best Quote

“Most things will be okay eventually, but not everything will be. Sometimes you'll put up a good fight and lose. Sometimes you'll hold on really hard and realize there is no choice but to let go. Acceptance is a small, quiet room.” ― Cheryl Strayed, Tiny Beautiful Things: Advice on Love and Life from Dear Sugar

Review Summary

Strengths: The reviewer acknowledges that Cheryl Strayed is a talented writer, noting that the writing in this book surpasses her memoir "Wild." The book evokes strong emotional responses, making the reviewer cry multiple times, and it is considered better than many other literary-advice books. Weaknesses: The review highlights that Strayed focuses more on personal stories than providing advice, which can diminish the impact of the columns. The repetitive nature of reading the columns consecutively, along with the frequent use of endearments, can become tiresome. Overall Sentiment: Mixed Key Takeaway: While the book showcases Strayed's writing prowess and emotional depth, it functions more as a mini-memoir rather than a traditional advice book, which may not meet all readers' expectations for practical guidance.

About Author

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Cheryl Strayed Avatar

Cheryl Strayed

Cheryl Strayed is the author of four books: Tiny Beautiful Things, Torch, Brave Enough, and the #1 New York Times bestseller, Wild. She's also the author of the popular Dear Sugar Letters, currently on Substack and the host of two hit podcasts--Sugar Calling and Dear Sugars. You can find links to her events and answers to FAQ on her web site: http://www.cherylstrayed.com/

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Tiny Beautiful Things

By Cheryl Strayed

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