Spring Training Sparks

Grant Blackwood, a rookie catcher, and Declan Steele, a seasoned shortstop, meet during spring training and are instantly drawn to each other. Their chemistry is undeniable, both on and off the field, as they sneak stolen moments and late-night conversations. For Grant, it's his first real relationship, and for Declan, it's a chance to open up after years of keeping his heart guarded. The thrill of new love is intoxicating, but both men know the risks—baseball is their life, and distractions can cost them everything. Still, they can't resist the pull, making promises for the off-season and dreaming of a future together, even as the season looms and reality threatens to intrude.

Secrets and Sacrifices

As spring training ends, Declan's troubled relationship with his alcoholic father resurfaces, threatening to expose his private life. Declan's father, unpredictable and loose-lipped, nearly outs Declan and Grant's relationship to teammates, forcing Declan to lie and distance himself. Meanwhile, Grant's performance on the field suffers under the weight of secrecy and emotional turmoil. Declan, believing he's a distraction, makes the painful decision to end things for Grant's own good, sending a devastating breakup text. Both men are left reeling, torn between the love they crave and the careers they've worked their whole lives to build.

Fathers and Failures

Declan's childhood is haunted by his father's alcoholism and public embarrassments, leaving him with deep scars and a tendency to shut people out. Grant, too, carries the pain of parents who never wanted him, overhearing their cruel words as a teenager. Both men have learned to rely on themselves, using baseball as an escape and a shield. Their families' failures to love and support them fully make it hard for either to trust or accept love, setting the stage for the heartbreak and self-sabotage that follows.

The Breakup Text

Grant is blindsided by Declan's breakup text, feeling discarded and humiliated. He tries to call, desperate for answers, but Declan doesn't pick up. The pain is raw and immediate, and Grant's anger is matched only by his sense of betrayal. He deletes Declan's number, vowing to focus solely on baseball. On the field, Grant channels his heartbreak into performance, determined not to let love derail his dreams. Declan, meanwhile, is tormented by guilt but convinced he's done the right thing, even as he aches for the man he left behind.

Picking Up Pieces

Grant finds comfort in new friendships, especially with River, a bartender who becomes his confidant. Through late-night talks and games of darts, Grant begins to heal, learning that he can survive heartbreak and still find joy in the game and in life. He throws himself into baseball, earning the starting catcher position and the respect of his teammates. Declan, now in New York, tries to settle into a new city and team, but the absence of Grant lingers. Both men are changed by the loss, forced to confront their own patterns and the ways they push people away.

Rookie Rising

With the season underway, Grant excels on the field, quickly becoming a standout rookie. He finds purpose in his performance and in his growing role as an advocate for LGBTQ athletes, using his platform to inspire others. The pain of Declan's absence is still there, but Grant channels it into something bigger than himself. He builds a chosen family among teammates and friends, proving to himself that he can thrive, even after heartbreak.

New York, New Rules

In New York, Declan tries to start over, but the city's energy can't fill the void left by Grant. He reconnects with his mother and stepfather, seeking stability, but struggles with guilt over how he ended things. Therapy and self-reflection become part of his routine, as he begins to understand the impact of his father's addiction and his own avoidance of vulnerability. The city offers new opportunities, but Declan can't escape the feeling that he left something vital behind.

Apologies and Aftermath

On the eve of Grant's major league debut, Declan calls to apologize, finally offering the explanation Grant deserved. The conversation is raw and honest, with Declan admitting his fears and Grant expressing the depth of his hurt. Though the apology brings some closure, it also reopens old wounds. Both men realize that love alone isn't enough—they need trust, communication, and the courage to let each other in. For now, they go their separate ways, but the door is left ajar.

September Showdown

Months pass, and the Cougars face the Comets in a high-stakes series. Grant and Declan see each other for the first time since the breakup, the tension palpable. On the field, they're competitors, but off it, the unresolved feelings simmer. A night out with mutual friends leads to a charged confrontation in a pool hall bathroom, where truths are finally spoken. The chemistry is still there, but so are the scars. Both men want another chance, but fear and timing stand in the way.

Pool Hall Confessions

In a private moment, Declan reveals the full story of his father's addiction and the impact it's had on his life. Grant, in turn, shares the pain of his parents' rejection. The vulnerability is electric, and for the first time, they see each other fully. The night ends with a kiss that reignites hope, but both know they're not quite ready. They agree to wait, to work on themselves, and to see if their paths will cross again.

Second Chances

Over the next year, both men focus on healing. Declan commits to therapy, confronting his codependency and learning to set boundaries with his father. Grant deepens his advocacy work, becomes a leader on his team, and invests in friendships and business ventures. Their lives are full, but the longing for each other never fades. Occasional texts and calls keep the connection alive, and when they finally reunite in San Francisco, the timing is right.

Off-Season Longing

The off-season brings new challenges as Grant and Declan navigate a long-distance relationship. They set boundaries, communicate openly, and support each other's growth. The physical separation is hard, but their emotional intimacy deepens. Both men learn that love isn't just about passion—it's about showing up, doing the work, and choosing each other every day.

Therapy and Truths

Declan's therapy journey leads to breakthroughs about his family, his fears, and his patterns in relationships. He learns to say no to his father, to accept help, and to trust that he's worthy of love. Grant, too, confronts his own wounds, finding strength in vulnerability and the support of his chosen family. Together, they lay the groundwork for a healthier, more honest partnership.

Reunion in San Francisco

When Declan is traded to a team in San Francisco, the stars finally align. The reunion is electric, filled with passion, laughter, and the comfort of home. They move in together, blending their lives and routines. Out and proud, they share their love with friends, family, and the world, becoming role models for others. The journey wasn't easy, but every step brought them closer to the life they always wanted.

The Trade

Declan orchestrates a trade to San Francisco, choosing love over comfort and familiarity. The move is a testament to his growth and his commitment to Grant. Together, they navigate the challenges of blending families, managing careers, and staying true to themselves. The city becomes their playground, and their home is filled with laughter, support, and the kind of love that endures.

Coming Home

Living together brings new joys and challenges, from domestic routines to public outings. They support each other's dreams, celebrate each other's victories, and weather life's storms as a team. Their home is a sanctuary, a place where they can be fully themselves. The past no longer haunts them—instead, it's a reminder of how far they've come.

Out and Proud

Grant and Declan embrace their roles as out athletes, using their platform to inspire and support LGBTQ youth. They attend charity events, mentor young athletes, and share their story openly. Their love becomes a beacon, showing that happiness and success are possible, even after heartbreak. Together, they redefine what it means to win—on the field and in life.

Love Wins

The story ends with Grant and Declan fully committed, their love stronger for all they've endured. They've learned that real happiness comes from honesty, vulnerability, and the willingness to fight for each other. Their journey is far from over, but they face the future hand in hand, ready for whatever comes next. Love, in the end, is the greatest victory of all.

Characters

Grant Blackwood

Grant is a talented young catcher whose journey is defined by both vulnerability and determination. Scarred by parents who never wanted him, he's learned to rely on himself and his chosen family. Grant's first real relationship with Declan is transformative, awakening a deep capacity for love and self-advocacy. He's passionate about baseball, fiercely loyal to friends, and becomes a vocal advocate for LGBTQ athletes. Grant's arc is one of growth—from heartbreak and self-doubt to confidence, leadership, and the courage to love openly. His relationship with Declan is both a source of joy and a crucible for personal evolution, teaching him that true strength lies in honesty and connection.

Declan Steele

Declan is a star shortstop whose outward confidence masks deep wounds from a childhood shaped by his father's alcoholism and emotional volatility. He's used to compartmentalizing, keeping his heart locked away to avoid pain. Meeting Grant challenges his defenses, forcing him to confront his fears and patterns. Declan's journey is one of self-discovery and healing, as he seeks therapy, sets boundaries, and learns to accept love without conditions. His relationship with Grant is both a risk and a reward, pushing him to grow beyond survival into genuine happiness. Declan's evolution is marked by increasing vulnerability, self-awareness, and a willingness to fight for the life he wants.

River

River is the charismatic bartender who becomes Grant's anchor during his lowest moments. Wise, witty, and fiercely loyal, River offers a safe space for Grant to process heartbreak and rediscover joy. He represents the power of chosen family and the importance of friendship in healing. River's own journey—building a successful business and seeking love—mirrors the themes of resilience and self-acceptance that run through the novel.

Declan's Father (Jon Steele)

Jon is a former minor league star whose alcoholism and erratic behavior cast a long shadow over Declan's life. His inability to provide stability or respect boundaries forces Declan to develop coping mechanisms—some healthy, some not. Jon's presence is both a source of pain and a catalyst for Declan's eventual healing, as Declan learns to set limits and prioritize his own well-being.

Grant's Grandparents

Grant's grandparents are his true family, offering the stability, encouragement, and affection his parents never could. Their wisdom and warmth help Grant navigate the challenges of young adulthood, heartbreak, and self-discovery. They embody the novel's message that family is defined by love and support, not just blood.

Reese

Reese is Grant's lifelong friend and confidant, providing humor, perspective, and unwavering support. She's the first person Grant turns to in crisis and the one who reminds him of his worth. Reese's presence underscores the importance of friendship and the healing power of being truly seen and understood.

Crosby, Chance, Sullivan, Miguel

These teammates become Grant's surrogate brothers, offering camaraderie, mentorship, and a sense of belonging. Their acceptance and support help Grant thrive on and off the field, reinforcing the theme that chosen family can be as powerful as biological ties.

Declan's Mother and Tyler

Declan's mother, having escaped an unhealthy marriage, finds happiness with Tyler, modeling resilience and the possibility of second chances. Their relationship provides Declan with a blueprint for healthy love and the courage to pursue his own happiness.

Holden

Holden's own story of waiting for love and seizing a second chance parallels Grant and Declan's journey, reinforcing the novel's message that timing, growth, and courage are essential to lasting happiness.

Asher St. James

Asher, a photographer and former athlete, captures and celebrates Grant and Declan's love, symbolizing the importance of visibility and representation. His presence at key moments highlights the broader impact of their story on the LGBTQ community.

Plot Devices

Dual Narration and Time Jumps

The novel employs a dual narrative, alternating between Grant and Declan's points of view. This structure allows readers to experience both the internal struggles and external events that shape their journey. Time jumps—moving between past and present, spring training and the regular season, heartbreak and reunion—create a sense of longing and growth, emphasizing how healing and love are processes, not moments.

The Breakup and Reunion Cycle

The central plot device is the breakup and eventual reunion, which forces both men to confront their fears, patterns, and desires. The time apart is not just a pause but a period of transformation, making their eventual reconciliation more meaningful and earned.

Baseball as Metaphor

Baseball is more than a backdrop—it's a metaphor for risk, teamwork, failure, and redemption. The rhythms of the season, the pressure of performance, and the camaraderie of the team all echo the challenges and rewards of relationships. Key moments on the field parallel emotional turning points, reinforcing the connection between personal and professional growth.

Therapy and Self-Reflection

Both characters' journeys through therapy and self-reflection are central to the plot. These devices allow for deep psychological exploration, honest conversations, and the breaking of generational cycles. The process of healing is depicted as ongoing, imperfect, and essential to building a healthy partnership.

Public vs. Private Identity

The tension between public and private selves—being out in sports, managing rumors, and choosing when and how to share their relationship—creates stakes and drives character decisions. The eventual choice to live openly is both a personal victory and a statement of hope for others.

Symbolic Objects and Rituals

Tattoos, baseball rituals, and shared gifts (like the World Series ring or the "sex couch") serve as symbols of transformation, commitment, and intimacy. These objects and moments ground the emotional arc in tangible, memorable details.

Analysis

Winning With Him is more than a sports romance—it's a nuanced exploration of how love, trauma, and ambition intersect in the lives of two men striving to be their best selves. The novel's greatest strength lies in its honest portrayal of emotional wounds and the slow, often painful work of healing. By giving equal weight to therapy, friendship, and self-discovery, the story challenges the myth that love alone can fix everything. Instead, it shows that real happiness comes from vulnerability, communication, and the willingness to grow—both together and apart. The book also celebrates the power of chosen family, the importance of visibility for LGBTQ athletes, and the joy of living authentically. In a world where so many are told to hide or settle, Grant and Declan's journey is a testament to the courage it takes to claim happiness, to set boundaries, and to love without apology. Their story is a rallying cry for second chances, for doing the hard work, and for believing that, in the end, love really can win.

Last updated: November 19, 2025