Chance Series | Books 1 - 3
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The Chances Series by Brittainy C. Cherry is an interconnected contemporary romance series centered around the East family. Each novel follows different characters whose lives intertwine through love, grief, trauma, healing, and, as the series title suggests, the power of second chances. Cherry is known for deeply emotional romances that balance heartbreak with hope.
1.
Eleanor & Grey
Trope: Childhood friends • Second chance • Single dad • Nanny • Grief • Slow burn
Eleanor and Greyson East are inseparable as teenagers and fall deeply in love. Their future seems certain until tragedy tears them apart. Years later, Eleanor accepts a nanny position only to discover her employer is Greyson, now a widowed father raising two daughters while drowning in grief.
Grey has become emotionally closed off after losing his wife, and Eleanor slowly helps him reconnect with both his daughters and himself. Together they confront the pain of their past while discovering that first love doesn’t always end forever.
2.
Landon & Shay
Trope: Enemies to lovers • Bet romance • Childhood connection • Mental health • Second chance
Landon never believed in love. When he makes a reckless bet that he can make Shay fall for him, she overhears and turns the challenge back on him. What begins as a game evolves into an authentic relationship during their teenage years.
Life later separates them, leaving both carrying emotional scars and unresolved feelings. The story follows their journey back to one another as adults while tackling themes of depression, self-worth, forgiveness, and learning that vulnerability isn’t weakness. It’s one of Cherry’s angstiest romances and has become a fan favorite.
3.
Karla & Ash
Trope: Friends to lovers • Childhood friends • Emotional healing • Scarred heroine • Second chance
Karla East’s life changes forever after the car accident that kills her mother and leaves her physically scarred. Feeling invisible and broken, she finds comfort in Ashish “Ash” Banks, another teenager carrying heavy emotional burdens.
Their friendship becomes a lifeline through years of pain, but circumstances pull them apart. As adults, they must decide whether the connection they once shared deserves another chance, while confronting grief, trauma, and the fear of loving someone after loss.
Overall Series Themes
The series explores:
- ❤️ Soul-deep second chances
- 💔 Healing after devastating loss
- 👨👩👧 Family and found family
- 🩹 Mental health and emotional recovery
- 🌧️ Childhood trauma and resilience
- ✨ Hope that survives even life’s darkest seasons
While each book focuses on a different couple and can be read independently, reading them in order provides the richest experience because recurring characters, especially members of the East family, continue to appear throughout the series.
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