The Best Wagers-Turned-Love Stories in Romance

There’s something irresistible about a romance that starts with a bet. You know it’s going to backfire—in the best way—and that moment when pride turns to pining? Pure gold.

If you love the I bet you won’t… setup that spirals into spicy, emotional chaos, here are some favorites that nailed the trope:

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💥 The Dare by Elle Kennedy

College rivals. A fake dating bet that turns way too real. Sassy banter, slow burn, and all the heat you want from a Briar U story.

🎯 Bet Me by Jennifer Crusie

An old-school classic. He bets he can get her to go out with him. She finds out. Chaos ensues. Sharp, funny, and full of heart.

🔥 The Deal by Elle Kennedy

Technically a favor-turned-deal, but the energy fits. Fake dating with real chemistry and one of the most lovable MMCs in new adult romance.

🧨 The Bet by Rachel Van Dyken

A love triangle with history, family drama, and a high-stakes wager that complicates everything. It’s messy, addictive, and full of angst.

👀 To Love Jason Thorn by Ella Maise

Childhood crush + fake relationship in the public eye. The “let’s pretend” starts out playful and unravels into something so much deeper.