The Boyfriend Bet (Boyfriend Chronicles #2) by Chris Cannon

This Entangled Teen Crush book contains multiple PDAs, after-school detentions, and gambling on the side. Warning: betting on a boyfriend is bad for your health.

Zoe Cain knows that Grant Evertide is way out of her league. So naturally, she kisses him. Out of spite. Not only is Grant her brother’s number-one nemesis, but he has zero interest in being tied down to one girl. She’s shocked—and secretly thrilled—when they start spending more time together. Non-exclusively, of course, but that doesn’t mean Zoe can’t change his mind, one PDA and after-school detention at a time.

Zoe’s brother claims Grant is trying to make her his “Ringer,” an oh-so-charming tradition where a popular guy dates a non-popular girl until he hooks up with her, then dumps her. Zoe threatens to neuter Grant with hedge clippers if he’s lying but Grant swears he isn’t trying to trick her. Still, that doesn’t mean Grant is the commitment type—even if winning a bet is on the line.