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Jess Winters Books in Order

Explore Jess Winters books in order, with short summaries and reading guides for her romance series, including biker, billionaire, mafia, and small-town stories.

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Jess Winters books in publication order

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505 books

The Brat Is Meant to Be Bred

by Jess Winters

2022

Sorrow's disruptive behavior brings her into conflict with Kane, the older man living beside her duplex. Their confrontation develops into an unconventional relationship in which his strict expectations challenge her habit of avoiding responsibility and controlling others.

Vacationing in Diablo Ridge, Amy finds an injured biker who refuses medical help and takes him home to recover. Caring for him develops into romance, but she expects their connection to end when her visit is over.

The Doctor’s Hired Date

by Jess Winters

2022

Ember agrees to pose as doctor Rowan Puskarich’s girlfriend at a wedding reception to discourage town gossip and matchmaking. Their convincing performance becomes personally complicated when real attraction and an unexpected pregnancy threaten the limits of their arrangement.

Facing serious trouble after years of escaping consequences, Natalie accepts help from an older counsellor. His proposed solution involves pregnancy and an intimate relationship, forcing her to confront a future far different from the escape she expected.

The Fertile Brat Bent Over

by Jess Winters

2022

Gymnast Chloe risks losing her place at the national championships after her treatment of teammates gets her dismissed. Her attempt to bargain with the coach becomes an unequal personal arrangement with consequences that extend far beyond returning to competition.

A college tenant falls behind on rent and struggles to persuade her landlord to give her more time. Her proposed personal arrangement takes an unexpected turn when she discovers his interest includes starting a family with her.

Twenty-year-old Shelby stays in her hometown after inheriting her parents’ aging house. Carpenter Waylon Bond helps restore the property, but her gratitude becomes attraction, raising the possibility of a relationship with the older man working on her home.

Aleeyah enjoys flirting with a visiting Ridge Devils biker until losing her financial support leaves her desperate. An impulsive proposal changes their connection, but he wants something more lasting than the transaction she believed was her only option.

The Virgin’s First Romance

by Jess Winters

2022

Twenty-one-year-old Odessa starts an internship at a fashion magazine and falls for its widowed editor, Victor. Their relationship challenges her sheltered upbringing, and an unexpected pregnancy makes leaving the experience behind far more difficult than she imagined.

A twenty-year-old gas-station worker devotes her life to supporting her sick mother. An encounter with charming older customer Caleb offers unexpected romance, but she knows nothing of his wealth and doubts whether her demanding responsibilities leave room for love.

A younger woman and an older man know their attraction crosses a forbidden boundary. As he takes the lead in their relationship, she follows him into an encounter that tests the limits of her willingness to surrender control.

After her parents throw her out, eighteen-year-old Destiny searches for a wealthy older man to support her. She expects an arrangement she can manipulate, but the man she meets has very different expectations about their relationship.

After an unsatisfying first relationship, eighteen-year-old Delaney accepts a friend’s gift of an intimate massage. Meeting Jules opens the door to an unexpected attraction and a new experience with an older man who challenges her expectations.

Trapped with the Biker Daddy

by Jess Winters

2022

A hurricane strands a vacationer in a hotel room accidentally booked for a dangerous biker as well. Their unexpected attraction becomes an intense romance, but they must decide whether a chance encounter can survive their very different lives.

Twenty-year-old Paige wants Halloween to mark the end of feeling invisible, so she chooses a daring costume. Her older neighbor notices, and a surprising encounter leaves her wondering whether their attraction can become a lasting romance.

Trusting His Sexy Little

by Jess Winters

2022

Leaving a bakery job for a new start, a woman becomes drawn to her wealthy employer despite unsettling rumours. When he asks for help clearing his name, her faith in him must withstand uncertainty about whom she can trust.

Wild As Sheriff Daddy

by Jess Winters

2022

Kelly enjoys being pursued and resists settling down, while Lance wants only her. When his persistence finally earns her attention, two forceful personalities must decide whether their attraction can become something deeper than another contest for control.

Wild, Fertile, and Stuck

by Jess Winters

2022

After leaving school and home at eighteen, Jocelyn becomes stranded in a mountain town and turns to shoplifting. A sheriff offers work, housing, and a chance to study, but their developing relationship introduces new expectations about responsibility and parenthood.

Wooing His Little

by Jess Winters

2022

Returning to work, Grace meets Reggie and senses the hurt beneath his appealing exterior. He has sworn off dating to avoid another heartbreak, but their attraction makes both question whether protecting themselves is worth losing a new connection.

Young, Fertile, and Obedient

by Jess Winters

2022

Twenty-year-old Sierra feels her life is slipping out of control when a professor intervenes during a crisis. She accepts his offer of a year of strict guidance, only to discover that his plans extend beyond education and behavior.

A Single Dad's Second Shot

by Jess Winters

2023

Recovering from a volleyball injury in Harbor Cove, Lisa meets Bailey, a widowed father rebuilding life with his daughter. Their connection offers him another chance at love, but her approaching departure leaves both uncertain about a lasting future.

Ashley has known Marcus, Brent, and Jacob since childhood, assuming their bond would always remain platonic. A celebration changes those friendships into something more, leaving her to consider whether loving all three could become a workable future.

A young woman pursues the outlaw biker she has admired since childhood, but he repeatedly pulls away, convinced she deserves someone better. When a threat endangers him and his motorcycle club, she must find a way to help.

Biker Daddy's Enemy Lover

by Jess Winters

2023

Returning to Diablo Ridge brings Jordan face to face with Colt Hartwell, the biker she blames for ruining her parents' business. Their powerful attraction challenges her anger, forcing her to reconcile growing feelings with the family's painful history.

Biker Daddy's Fake Romance

by Jess Winters

2023

Anna invents an engagement to stop her wealthy grandparents from choosing a husband for her, then needs biker Logan to play along. His willingness to help makes their pretend romance increasingly difficult to keep separate from real feelings.

Maria arrives in Diablo Ridge determined to try something reckless and enjoy her freedom. Meeting biker Joshua awakens an unexpected desire for commitment, leaving her to reconcile the independence she sought with the future she now imagines with him.

Rose arrives in Diablo Ridge determined to complete an investment project, only to meet resistance from local biker Brett Hollister. Attraction draws them together while their conflicting views threaten to put her professional dream and personal hopes at odds.

Leah doubts that an attractive biker like Julian could truly want a relationship with her. Their connection grows beyond a casual encounter, but her insecurity about her body threatens her ability to believe in the love he offers.

Kylie returns to Diablo Ridge after leaving Adrian to attend university, knowing she deeply hurt the biker she still loves. Their attraction survives the separation, but rebuilding a future together requires facing the abandonment neither has forgotten.

Biker Daddy's Secret Baby

by Jess Winters

2023

Jill returns to Diablo Ridge with her daughter and discovers that biker Breaker is her new neighbor. Their earlier encounter left her with a child he knows nothing about, and renewed attraction makes revealing that secret increasingly urgent.

Biker's Fiery Desires

by Jess Winters

2023

Maye knows the motorcycle-club world of Redwood Ridge but still falls for its formidable leader, Maddox. His pursuit feels like a dream until rivals arrive, bringing the danger of his life directly into the romance she wants.

Ella enjoys working for two attractive bosses until her attitude creates trouble at the office. An unexpected relationship with both men complicates her position further when she discovers they share ambitions about a future family with her.

Brittany assumes her attraction to her boss Anthony will remain a private fantasy. When he discovers her feelings and admits his own, they begin an intense relationship and must decide whether it can become more than a fling.

Conquered by Mafia Daddy

by Jess Winters

2023

Alessandra’s family has tried to shield her from organized crime, but she falls for Vittorio, her uncle’s trusted associate. Imagining a future together forces her to weigh her father’s wishes against affection for a man embedded in the family business.

Twenty-two-year-old Elizabeth is home alone when her father’s best friend arrives earlier than expected after a Navy deployment. She finally has a chance to pursue her longtime crush, but their connection carries complications beyond the immediate attraction.

Dancing for the Biker Daddy

by Jess Winters

2023

Dancer Sapphire develops feelings for the biker who protects her from aggressive customers at her club. What begins as a brief encounter becomes harder to leave behind, especially when their lives are separated by hundreds of miles.

Lawyer Innocence believes biker Leo Vance is innocent, even as her attraction to him threatens her professional judgment. Clearing his name could save him from prison and his own motorcycle club, but their relationship could cost her career.

Emily leaves Leopold Junction seeking a brief adventure in the city before settling into her future. Returning home, she discovers that the three men she met there have also arrived, turning a temporary escape into a complicated romantic possibility.

After college graduation, a woman finds herself sharing a home with her best friend’s father while her friend moves away. A longtime attraction suddenly seems possible, forcing her to decide whether to pursue a relationship that could complicate their lives.

College has not erased Elizabeth’s attraction to James, her father’s army friend. When they finally begin a romance, she discovers her feelings go beyond desire and wonders whether a relationship with him can survive its complicated circumstances.

A woman is drawn to Kevin, her father’s strong and commanding bodyguard, but his constant proximity to her father makes privacy difficult. Pursuing their attraction means finding an opportunity while risking discovery within her own family.

Twenty-two-year-old Valerie feels adrift until Aiden makes her feel valued and understood. Their growing romance gives her new confidence, but he is her father’s boss, and keeping the relationship secret may not remain possible.

A student’s attraction to Professor Grant becomes more complicated because he is also a leading figure in her chosen field. As their relationship develops, she wonders whether his interest can become something deeper than a brief affair.

Academically gifted Ashley discovers an ancient book that draws her and her teacher into an unconventional research project. Their collaboration becomes a forbidden romance, with consequences that extend beyond the curiosity that first brought them together.

Nicole agrees to hide her best friend’s father before a wedding to avoid conflict after a bitter divorce. Sharing a hotel room afterward changes the arrangement, turning a favor for her friend into an unexpectedly complicated romantic weekend.

Fern assumes her attraction to college professor Jared Carter will never leave her imagination. An unexpected moment alone changes that, and their relationship soon raises a harder question: whether the connection can last beyond its initial intensity.

Staying with Mav, her father’s best friend, seems to offer a woman more freedom while her parents travel. Instead, she discovers a strict household and an unexpected attraction, leaving her hoping their connection might outlast the visit.

Her Breeding Adventure

by Jess Winters

2023

Facing homelessness after another eviction, Kayla answers an advertisement offering pay and accommodation for domestic work. The apparent fresh start becomes something entirely different when her prospective employer reveals that his plans involve building a family together.

Her Older Man Single Daddy

by Jess Winters

2023

After her boyfriend leaves because she refuses to rush intimacy, Lauren meets single father Treadwell Lawrence. Falling for him and his two children gives her a new sense of belonging, but she must decide whether this family is her future.

Twenty-two-year-old Hailey moves into a new home hoping to begin a different chapter of her life. Meeting Micah, her attractive older landlord, overturns her plans and creates an unexpected chance to pursue the intimacy she has been seeking.

Taylor volunteers to chaperone her sister’s school trip after learning Austin Richardson will be there. Four years after graduation, she hopes her former teacher will finally see her as an adult and reconsider the attraction he once gently refused.

Intimate Biker Confessions

by Jess Winters

2023

Zella and her father’s best friend are in love, despite her attempts to ignore the attraction. Pursuing a relationship with the tattooed biker means confronting her protective father, whose disapproval stands between them and the future they want.

Venture capitalist Mia visits Diablo Ridge to investigate a silver claim and meets Fergus, a Scottish outlaw biker. An encounter intended as a temporary diversion becomes something more, but threats to their safety complicate any future they might share.

Jessica's Accidental Harem

by Jess Winters

2023

Jessica and her husband agree to explore relationships beyond their marriage, expecting a temporary adventure. When she develops feelings for three of his friends while still loving him, they must discover whether four relationships can fit into one shared future.

Mafia Daddy's Broken Choice

by Jess Winters

2023

Chase accepts an assignment to seduce a woman engaged to someone else, expecting another straightforward job. Falling in love makes deception increasingly difficult, leaving him to weigh his obligations against feelings that could endanger the mission.

Mafia operative Patrick expects to kidnap a woman for ransom, but his attraction to her disrupts his plans. For a man accustomed to doing criminal work without hesitation, the encounter creates a conflict between his assignment and personal feelings.

Kaitlyn tries to attract her older neighbor Rocco, suspecting his ties to organized crime without understanding his full role. Their mutual interest develops alongside his arrival as a mafia captain, bringing her romantic ambitions into a dangerous new context.

Jade expects a brief encounter with Luca, then discovers that he wants a lasting relationship. His mafia ties place her in danger, leaving them to consider whether love can bridge the distance between his criminal world and her own.

Mafia debt collector Sean values efficiency and profit until a woman connected to an unpaid obligation catches his attention. Her willingness to negotiate draws him into a more personal arrangement, but her resistance complicates his expectations of control.

Mafia Daddy's New Purpose

by Jess Winters

2023

After Jimmy rescues her from attackers, Julieta begins to imagine a happier future with him. Discovering that her protector is a mafia captain forces her to question whether the relationship can offer the security she has started to feel.

Monica finds the caring, commanding partner she wants in Carlito, and their connection soon extends beyond a casual encounter. His mafia background and enemies seeking revenge threaten the relationship, leaving her to consider the danger attached to their future.

Mafia Daddy’s Princess

by Jess Winters

2023

Princess Lilly longs to escape a sheltered existence in Britannia. Mafia leader Cade Sparks arrives with an ultimatum demanding that she be handed over, turning his distant fixation into a direct threat to her family and kingdom.

Assassin June Harper encounters Roxanne Hilton, the woman who broke his heart, and finds revenge competing with lingering affection. As their past resurfaces, he must decide whether their renewed attraction can support the relationship they once lost.

Mafia Daddy's Secret Love

by Jess Winters

2023

Ethan loves his girlfriend but has kept the realities of his work hidden from her. When that work places her in danger, preserving their relationship requires revealing secrets he never expected to share and confronting the consequences of his deception.

Assigned to protect a mafia leader’s daughter from an obsessive stalker, bodyguard Blaze develops feelings that go beyond the job. Valentina shares his attraction, but the continuing threat complicates their relationship and his determination to keep her safe.

Tony accepts a profitable kidnapping assignment, confident he can handle any resistance. The woman he is ordered to abduct proves unexpectedly stubborn, forcing him to confront a conflict between completing the job and his growing fascination with her.

Mafia Daddy's Stolen Prize

by Jess Winters

2023

Nathan has no interest in love until he meets a woman whose hidden complexities capture his attention. His determination to keep her close threatens to overturn the priorities of a man accustomed to solving problems through his mafia connections.

Connie refuses to surrender her childhood home to a development project, putting her at odds with mafia captain Daniel. Their unexpected attraction complicates a dispute involving family wealth, criminal alliances, and incompatible visions for the neighborhood’s future.

Rafael has never given much attention to romance, but an unexpected attraction changes his priorities. Pursuing the woman he wants draws him into conflict with the mafia rules he expects his own men to obey.

Makayla becomes drawn to Donnie’s protective attention before learning how dangerous his world actually is. Their connection offers the relationship she wants, but discovering his mafia involvement forces her to question whether she can accept the life that accompanies him.

Olivia wants to ease her stepfather's stress, knowing his responsibilities in the mafia can bring serious problems. Alone together, they discover an unexpected attraction that turns an effort to offer comfort into a forbidden relationship.

Amanda moves to Diablo Ridge to advocate for vulnerable children and meets a biker whose rescue efforts include a boy he hopes to adopt. Their growing connection promises a family, but protecting the people involved brings further danger.

Kendra faces losing her family home to a wealthy developer with political connections. Biker Caleb offers unexpected support and the possibility of romance, but helping her resist the project means confronting an opponent with resources far beyond their own.

After years of instability, Chloe finds security among the Ridge Devils and falls for biker Fireball. Their relationship becomes exclusive, but his reluctance to make a lasting commitment leaves her uncertain whether the future she wants is possible.

Directionless Mandy agrees to housesit for her older neighbor Matthew, expecting an easy way to earn money. Discoveries about his private life fuel her attraction, and his early return forces feelings she expected to keep hidden into the open.

My Enemy the Sheriff Daddy

by Jess Winters

2023

Izzie resents Sheriff Rodney for arresting her brother and helping send him to prison. Her attraction to him creates a painful conflict between family loyalty and the possibility of a relationship with the man she blames for her loss.

Natalie needs an engagement to secure her inheritance, so Brandon agrees to play her fiancé. Their arrangement initially seems manageable, but her growing feelings make the performance harder to maintain as she begins wanting the relationship to become real.

An embarrassing accidental encounter reveals an attraction between Isabella and her fiancé's stepfather. Alone with the older mafia man, she decides to pursue it, risking a forbidden relationship that complicates the family she expects to join.

Illustrator Sarah falls for Thomas, the publisher who hires her to work on an intimate couples’ manual. When an embarrassing discovery leads to romance, she must consider whether she can keep both her career and their new relationship.

A woman dresses carefully for every encounter with Nikolas, hoping the older man will notice her. Learning that he wants a caregiving romantic relationship deepens her interest, but she doubts whether he could return the affection she imagines.

Lauren is thrilled to meet Nicholas Brown, the rockabilly blues musician she has admired for years. A chance encounter in a record store turns into a weekend together, leaving her to discover what lies beyond meeting her musical hero.

Civil attorney Aster arrives in Diablo Ridge to represent a biker’s widow and falls for outlaw club member Priest. His unexpected kindness challenges her rigid beliefs about lawbreaking as she considers a relationship with someone whose life contradicts her principles.

Over My Hot Boss's Knee

by Jess Winters

2023

Twenty-two-year-old Samantha’s attraction to her older boss Jacob begins interfering with her work. When he confronts her distraction, she admits her feelings, setting off an unexpected relationship that changes the boundaries they have maintained for years.

An artist expects an encounter with an older man to last only one night. Instead, their connection keeps drawing them back together, leaving her to wonder whether the intensity she feels signals a romance with a real future.

Ransomed by Mafia Daddy

by Jess Winters

2023

After rivals kidnap Gabriella, mafia underboss Alessandro Barone arranges her ransom and shelters her in his home. Attraction grows between them, but choosing him would mean exchanging a sheltered life for the dangers of his criminal world.

Accustomed to homelessness and repeated imprisonment, Erica expects another sentence until a sheriff offers an alternative. The chance to rebuild her life also brings a developing relationship, but accepting stability requires overcoming her belief that good things cannot last.

Indica returns to Parker Ridge after achieving the career dream that took her away and discovering it has not made her happy. Finding former love Travis still single offers another chance, but years of separation make renewed trust uncertain.

Samantha finds different forms of happiness with three single fathers: dependable Warren, adventurous Paul, and balanced Roderick. Unable to imagine giving any of them up, she must discover whether the men she loves can share a future with her.

Sarah has lost three men she once loved and no longer expects happiness to last. When Patrick, Alexander, and Anthony all return wanting another chance, she faces the unexpected possibility of building a future with all three.

Seductive Biker Temptations

by Jess Winters

2023

Recovering from a painful breakup, Casey meets Archer, a motorcycle club leader’s trusted associate. What she expects to be a temporary encounter becomes a persistent pursuit, challenging old insecurities as he makes clear that he wants her to stay.

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