Boyfriend Chronicles Books in Order

Chris Cannon's Boyfriend Chronicles is a set of linked young adult romantic comedies built around crushes that have already gone sideways before page one. These are high school stories full of fake dating, bad ideas, public embarrassment, and feelings that get a lot harder to laugh off once they turn real. Each book follows a different couple, so the series works as companion novels, but reading in order lets you enjoy the returning friends, siblings, and school gossip that tie everything together.

Blackmail Boyfriend opens the series with Haley Patterson and Bryce Colton. Haley has spent years crushing on the golden boy who seems far out of reach, then a rumor gives her an opening she never expected. Bryce agrees to play boyfriend for a month, partly to avoid an even worse mess, and the setup quickly becomes more than a simple prank or social strategy. What makes this story work is the push and pull between image and reality. Haley looks like the awkward girl on the outside, Bryce looks like the easygoing popular guy, and both turn out to be more complicated than the label everyone gives them.

In The Boyfriend Bet, the focus shifts to Zoe Cain and Grant Evertide. Zoe knows Grant is her brother's sworn enemy, which already makes him trouble, and his reputation does not help. Their relationship starts in a half-serious, half-chaotic way, with a bet hanging in the background and plenty of doubt about whether Grant is actually trustworthy. Cannon keeps the tone funny, but there is a real question underneath all the flirting: can someone who acts casual about everything be honest when it matters?

Then Boomerang Boyfriend moves to Delia and Jack. The setup is a classic best friend's brother problem, but it also brings in work shifts at Betty's Burgers, chosen family tension, and the risk of losing one of the few stable relationships Delia has. Jack likes order. Delia brings color, mess, and surprise into his life. Their story is less about grand drama and more about whether two people with very different ways of moving through the world can stop playing it safe long enough to choose each other.

These books know that teen romance is rarely private.

That is a big part of the appeal. Rumors travel fast, friendships overlap, brothers interfere, and every decision seems like it might echo through the cafeteria by lunchtime. The stakes stay emotional rather than dark, which gives the series its sweet, easy-to-binge rhythm. If you want romantic comedy with banter, tropey fun, and characters who keep learning that real relationships are messier than the plan, Boyfriend Chronicles is a good place to start.