Colleen Hoover Hopeless Series Novels & Stories

A lot of people ask about this because the titles are confusing! The main core trilogy is 'Hopeless', then 'Losing Hope', and finally 'Finding Cinderella'. That's the essential heart of Sky and Holder's story.

But then there are these companion books, 'All Your Perfects' and 'Maybe Someday'. They're not directly part of the Sky/Holder plotline, but they feature characters who show up in the background of the main trilogy. Reading them in publication order helps catch those cameos, but honestly, you won't miss a huge piece of the central romance if you skip them initially.

I'd recommend sticking to the trilogy order first for a cohesive emotional arc, then circling back to the others if you want more of that universe. Trying to jump between them based on timeline gets messy and ruins the pacing of the main couple's development.

Yeah, the audiobooks for the Hopeless series are definitely out there and pretty easy to find. I listened to the main book, 'Hopeless', a few months ago on Audible.

The narrator does a solid job, especially with Sky's internal monologue—all that confusion and intensity comes through really well. I'll be honest, I usually prefer reading CoHo's books physically because you can tear through the emotional parts at your own speed, but the audio version added a different layer of rawness to some scenes that actually got to me.

Just a heads-up, the series has companion novels like 'Losing Hope' and 'Finding Cinderella'. Those are available in audio too, but 'Finding Cinderella' is more of a novella, so it's a shorter listen. I'd start with the original 'Hopeless' to see if you vibe with the narration style before committing to the whole set. The performances are consistent across the main books, which is nice.

The central figures in the Hopeless series are definitely Sky and Dean Holder, whose turbulent romance anchors the main trilogy. Their relationship is so volatile and emotionally charged because both carry deep-seated trauma from their shared, hidden past. The first book reveals their childhood connection, which ties into the kidnapping of Holder's sister, Hope. It's a classic Hoover setup: a seemingly instant, intense attraction layered over a foundation of devastating secrets that slowly cracks open.

Other key characters include Six, Sky's vibrant and fiercely loyal best friend who provides a lot of the humor and grounding in Sky's life before Holder shows up. Then there's Daniel, Holder's more level-headed friend who serves as a foil to Holder's intensity. The series also expands to follow other characters—the second book, 'Losing Hope', is Holder's perspective of the first book's events, while 'Finding Cinderella' focuses on Daniel and Six's romance, and 'All Your Perfects' follows a married couple, Quinn and Graham, whose story is thematically linked through themes of trauma and forgiveness, though it's more of a companion novel.