Roll for Romance Summary, Characters and Themes
Roll for Romance by Lenora Woods is a heartwarming and whimsical romance novel that blends the world of Dungeons & Dragons with real-life challenges. The story follows Sadie, a woman grappling with job loss and the uncertainties of her future, who finds solace in the escapism of a D&D campaign.
As she grows closer to her best friend Liam and other members of the game, including Noah, she begins to discover more about herself and her aspirations. Through the game, Sadie confronts her emotional struggles, builds meaningful relationships, and embarks on a journey of self-discovery, all while navigating the complexities of romance and life.
Summary
Sadie, recently unemployed and staying with her best friend Liam in Texas, is uncertain about her future and what direction to take next. One day, Liam introduces her to Dungeons & Dragons (D&D), a game he has been passionate about for years.
Despite her initial hesitations, Sadie agrees to join in, and Liam gifts her a set of dice as part of D&D tradition. Sadie creates a character named Jaylie, a healer, who is a priestess of the Goddess of Luck, Marlana, and embarks on an exciting journey alongside a barbarian, a rogue, and a bard.
Through the game, Sadie starts to engage more deeply with the other players, including Julie, a teacher, Morgan, a bookstore worker, and Noah, a bard who catches her eye. Although Sadie struggles with the emotional toll of losing her job in marketing, she begins to find solace in the game and her new friendships.
Liam encourages her to explore other interests, and Sadie begins pursuing art, something she had neglected in the past, and even starts taking commissions.
As the game progresses, Sadie grows closer to Noah, and they share several moments of camaraderie, both within and outside of the game. Their connection intensifies, especially when Sadie spends time with Noah at a local bar, Alchemist, where he works as a bartender.
Noah admires her art and even suggests a mural project, which excites Sadie and gives her a new sense of direction. She begins to see her art not just as a hobby but as a potential new career path.
The next D&D session sees the group continuing their quest, where Jaylie, Sadie’s character, is captured during a failed mission and nearly meets her end. The group encounters a dangerous beholder, and despite a valiant battle, Jaylie is turned into stone.
Her companions fight desperately to save her, and, in an act of desperation, Loren, a character in the group, performs a powerful, mysterious ritual to bring Jaylie back to life, though the method is unclear and carries a heavy price.
Sadie, as Jaylie, is deeply affected by this resurrection and the loss her character endured. Outside of the game, she is also grappling with her own personal emotions and the uncertainty of her future.
A growing bond with Noah becomes more evident as they continue to spend time together, sharing their personal stories and dreams. However, Sadie remains hesitant about exploring anything deeper between them, unsure of how to navigate her feelings.
Amid all this, Sadie is also looking for a new job, torn between returning to her old life in marketing or pursuing something more fulfilling. She receives a potential job offer from Paragon Media but remains conflicted.
At the same time, she finds herself reflecting on her role in the game and how Jaylie’s character has become a mirror to her own life. The D&D sessions, filled with imaginative quests and personal reflections, provide her with an outlet for her emotions.
Sadie and Noah continue to grow closer, with their friendship deepening into something more. They share several moments of intimacy, both physical and emotional, as they explore the uncertainty of their futures.
Sadie eventually declines the job offer from Paragon Media, choosing instead to stay in Heller, where she feels a deeper connection to her true self, her art, and the people she cares about.
In the game, Jaylie and her companions continue to battle the antagonist, Donati, and confront numerous magical and physical challenges. Their adventure leads them to a high-stakes mission involving powerful magical artifacts.
Through intense battles and magical confrontations, Jaylie and Loren’s bond strengthens, and the group works together to defeat Donati, securing their freedom from the looming threat.
While all of this happens in the fantasy world of D&D, Sadie faces her own personal challenges and victories. She feels a sense of peace as she finally embraces her art and the possibility of a future with Noah.
The two begin to navigate their relationship more openly, while Sadie reflects on the journey she’s undertaken—from the uncertainty of her job loss to the fulfillment she now finds in both her art and her growing relationship with Noah.
In the end, both the characters in the D&D world and Sadie in the real world face their own dilemmas, but they also find hope and comfort in their relationships. As Jaylie and her companions defeat Donati, the sense of closure for their quest parallels Sadie’s realization that she doesn’t need to have everything figured out.
She has discovered new paths, new passions, and new connections along the way.
As the story draws to a close, Sadie’s personal journey is reflected in the adventures of her D&D character, Jaylie, whose quest for self-discovery mirrors Sadie’s own. Both in the game and in real life, Sadie has found something worth fighting for—her own happiness, her art, and her love for Noah.
The story leaves open the possibility for new beginnings, both in the game and in Sadie’s future.

Characters
Sadie
Sadie stands at the heart of Roll for Romance, a woman whose life has been upended by job loss and uncertainty. Her journey begins with confusion and self-doubt, as she struggles to find purpose after her career in marketing abruptly ends.
Staying with her best friend Liam in Texas, Sadie initially feels adrift, her identity seemingly tied to her former job. However, as she is introduced to Dungeons & Dragons, she gradually finds both escape and insight through the game.
Her creation of Jaylie, a healer who serves the Goddess of Luck, mirrors Sadie’s own yearning to bring meaning and healing to her fractured sense of self. Through D&D, Sadie reconnects with creativity and discovers the importance of community, friendship, and emotional vulnerability.
Her relationship with Noah, a kind and grounded man, helps her to embrace change and trust in herself. By the end of the story, Sadie has grown from a woman defined by fear of failure into one who embraces the unknown, choosing art and love over the safe but hollow comfort of her old life.
Her evolution reflects the universal human need for self-rediscovery and courage in the face of transition.
Liam
Liam is Sadie’s best friend and the steady emotional anchor in her turbulent world. His introduction of Sadie to Dungeons & Dragons is more than an act of friendship—it becomes a catalyst for her transformation.
Liam represents comfort, stability, and deep empathy, qualities that balance Sadie’s uncertainty and self-doubt. Though his role may seem secondary, he serves as the quiet mentor who guides Sadie toward rediscovering her passions.
His understanding nature and belief in her artistic talent help her rebuild confidence in herself. In the D&D sessions, Liam’s leadership and enthusiasm showcase his nurturing qualities, as he fosters a sense of belonging among the group.
He embodies the kind of friendship that both challenges and supports, allowing Sadie the freedom to grow. Liam’s character demonstrates how love and care in friendship can be as transformative as romantic love.
Noah
Noah, the bartender and bard, symbolizes warmth, sincerity, and the power of shared vulnerability. He connects deeply with Sadie through creativity and empathy, both within the D&D game and in real life.
His passion for storytelling and music parallels Sadie’s rediscovered love of art, and together they form a bond rooted in mutual understanding. Noah’s encouragement and genuine admiration for Sadie’s artistic endeavors help her see herself in a new light, not as someone lost but as someone on the verge of rediscovery.
Beneath his gentle exterior lies his own struggle for meaning, making his relationship with Sadie an emotional exchange rather than a one-sided romance. Their connection grows naturally, blending friendship, attraction, and respect.
Noah’s groundedness contrasts Sadie’s initial restlessness, making him the emotional balance she needs to embrace her new chapter. Through Noah, the novel portrays love not as a grand, sweeping gesture but as a steady and compassionate partnership.
Jaylie
Jaylie, Sadie’s D&D character, serves as both her alter ego and symbolic reflection. As a healer and priestess devoted to the Goddess of Luck, Jaylie represents Sadie’s subconscious desire to mend the broken parts of herself and guide others toward hope.
Her trials in the campaign mirror Sadie’s emotional journey, with moments of capture, near-death, and resurrection echoing Sadie’s own struggles with fear and reinvention. When Jaylie is turned to stone and later revived through mysterious means, it becomes a powerful metaphor for rebirth—the death of Sadie’s old life and the awakening of her new one.
Jaylie’s courage, compassion, and faith allow Sadie to process her own emotions through fantasy, blurring the boundaries between the imagined and the real. In essence, Jaylie is the embodiment of Sadie’s inner strength—an expression of who she can become when she allows herself to embrace chance and transformation.
Julie
Julie, the teacher and fellow D&D player, represents intellectual curiosity and emotional balance. Her practical yet kind-hearted nature provides stability within the group.
Julie’s background as an educator makes her patient and insightful, qualities that help the group stay grounded during their campaigns. She is a quiet observer, often offering wisdom and perspective when conflicts or uncertainties arise.
For Sadie, Julie becomes both a friend and a subtle mentor, showing that growth often happens in quiet, steady moments rather than dramatic ones. Julie’s presence highlights the importance of found family and the deep bonds that can emerge from shared creative spaces.
Through her, Roll for Romance underscores that friendship and collaboration can be just as transformative as personal introspection.
Morgan
Morgan, the bookstore worker, adds humor, warmth, and depth to the group dynamic. As someone who bridges creativity and realism, she provides a comforting yet invigorating presence in both the game and real life.
Her role in the D&D sessions is marked by wit and a sense of playfulness, reminding the group—and Sadie in particular—that joy and imagination are vital parts of healing. Outside of the game, Morgan’s love for books and her grounded lifestyle make her a symbol of authenticity.
She helps reinforce one of the novel’s key themes: that personal growth often comes from embracing the simple, meaningful connections in life rather than chasing external success.
Loren
Loren, another D&D player whose character performs the mysterious ritual to resurrect Jaylie, embodies sacrifice and emotional depth. Within the campaign, Loren’s actions demonstrate the profound bonds formed between the characters, emphasizing themes of loyalty, trust, and devotion.
His willingness to risk consequences for Jaylie’s return reflects the broader emotional resonance of the novel—how far people will go for those they care about. Loren’s mysterious, morally complex nature also adds a layer of intrigue to the story, reinforcing the parallel between the fantastical and real-world struggles for redemption and connection.
His actions serve as a narrative turning point, prompting Sadie to reflect on the weight of choice, consequence, and renewal.
Themes
Self-Discovery and Personal Growth
Throughout Roll for Romance, Sadie’s journey is one of self-discovery. Initially, she is a woman who feels lost and uncertain after losing her job in New York.
Her life is upended, and the pressures of unemployment weigh heavily on her. However, as the story progresses, Sadie begins to reclaim control over her life, slowly discovering new passions and exploring parts of herself that she had previously neglected.
This growth is primarily sparked by her involvement in Dungeons & Dragons, which serves as an escape but also a mirror for her real-life challenges. Through the game, she creates a character, Jaylie, who begins to embody traits of strength, healing, and resilience, mirroring Sadie’s own transformation.
As Sadie bonds with the game and its players, she starts to consider alternative career paths, notably art, something she had always loved but never pursued seriously. This journey of rediscovering her artistic talents gives her a renewed sense of purpose and hope for her future.
The theme of self-discovery is not confined to Sadie alone; it extends to the other characters, such as Noah, who through their interactions, also wrestles with his own identity and desires. The game, relationships, and challenges faced by Sadie encourage her to embrace change and find a path that aligns with her authentic self, despite the uncertainties that still loom ahead.
Friendship and Camaraderie
In Roll for Romance, the bonds of friendship and camaraderie are vital themes that provide Sadie with the emotional support she needs during a tumultuous time in her life. When Sadie moves to Texas to stay with her best friend Liam, she is initially isolated, grappling with unemployment and her uncertain future.
However, Liam, along with the group of friends she meets through Dungeons & Dragons, becomes her anchor. The group’s shared experiences in the game serve as a platform for deeper connections.
Through the game, Sadie forms close friendships with Julie, Morgan, and Noah, and their interactions go beyond mere gameplay. They become a source of comfort, each person providing a unique form of support that helps Sadie navigate her life’s challenges.
The camaraderie within the group allows Sadie to feel a sense of belonging that she hadn’t experienced in a while, offering her an emotional refuge from her worries. The friendships formed throughout the story highlight the importance of community and mutual support in times of personal crisis.
These relationships foster a safe space for Sadie to express herself, be vulnerable, and find strength in others. Even as Sadie’s relationship with Noah evolves into something more romantic, the foundation of their bond is rooted in mutual respect and friendship, further underlining the theme that true connection starts with genuine companionship.
Love and Romance
Love in Roll for Romance is portrayed as a complex and evolving force, explored not just through the romantic tension between Sadie and Noah, but also through the connections formed in the Dungeons & Dragons world. Sadie’s relationship with Noah begins with playful banter and curiosity.
Initially, Sadie is hesitant, unsure of how to navigate her feelings for him. However, as the story progresses, the connection between them deepens, transitioning from a lighthearted friendship into something more meaningful.
This gradual build-up of emotions mirrors the slow development of their relationship outside the game. The romantic dynamic between Sadie and Noah is tender and complicated, as both characters are hesitant about where they stand emotionally and what their future holds.
Their bond is founded on mutual admiration, support, and shared interests, creating a stable and sincere romantic connection. The theme of love is also explored in the game, where Jaylie’s relationship with Loren grows more intimate, particularly during moments of vulnerability.
Through these two storylines, the novel highlights the nuances of love, illustrating that it is not always instant or obvious but can emerge organically through shared experiences and deep emotional connections. Sadie’s hesitation and eventual embrace of love also represent her broader journey of self-discovery and personal growth, with her romantic feelings reflecting her internal transformation.
Escapism and the Power of Fantasy
The element of escapism is central to Roll for Romance, as the world of Dungeons & Dragons offers Sadie a respite from her real-life struggles. Initially, Sadie participates in the game reluctantly, but as she immerses herself in the fantastical world, it becomes more than just a hobby—it becomes an emotional outlet.
Through her character, Jaylie, Sadie is able to explore her feelings, confront her fears, and take on challenges that mirror her own experiences, albeit in a fantastical setting. The game world allows Sadie to momentarily escape the pressures of her unemployment and the uncertainty of her future.
It also provides a platform for emotional expression and catharsis, especially as she experiences the challenges her character faces. The theme of escapism extends beyond the game, as the friendships and budding romance provide Sadie with emotional relief from her everyday life.
The allure of fantasy is not just a distraction for Sadie but also a tool for self-reflection. As she faces struggles in her personal life, the adventures in the game give her a sense of control and purpose that she is lacking in reality.
Ultimately, the theme of escapism underscores the healing power of fantasy, showing how it can provide temporary solace and even inspire personal growth in the real world.
Identity and Personal Transformation
The exploration of identity is an important theme in Roll for Romance, particularly through Sadie’s character development. When Sadie loses her job and moves to Texas, she is forced to reevaluate her life and her sense of self.
Her time in Heller becomes a journey of redefining who she is, not just in terms of her career, but also her passions, relationships, and emotional well-being. Initially, Sadie is defined by her job and career, but as she navigates her unemployment, she discovers that her identity is multifaceted.
The game of Dungeons & Dragons plays a pivotal role in this transformation, as Sadie creates a character, Jaylie, who serves as both an outlet for her emotions and a reflection of the changes she is undergoing. Jaylie’s journey becomes a symbolic representation of Sadie’s own internal transformation, as both characters learn to embrace their vulnerabilities, strengths, and desires.
Sadie’s exploration of art further emphasizes her evolving identity, allowing her to reconnect with a part of herself she had abandoned for years. Through her relationships with Liam, Noah, and the rest of the D&D group, Sadie gains a deeper understanding of her personal values and desires, which eventually leads her to a more authentic path in life.
Her journey highlights the importance of embracing change, confronting challenges, and allowing oneself the space to grow and redefine one’s identity.