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Kiss Me Before You Go

At a frat party, cocky quarterback Wesley Owens bets he can get a kiss from a random girl—you—before you leave. But your complete obliviousness to his flirting turns what he thought would be easy into the first challenge he can’t seem to win. ⋆˙⟡

Bets & Wagers College Drama Humor Fluff and Angst Hurt/Comfort Romance First Kiss Character Development

🥇 3.7m

NAForgetMeN0tt

Race to the Ball

The Slytherin boys make a bet: whoever gets you to go with them to the Yule Ball first wins. Ten days, one winner, five desperate boys.

Bets & Wagers Competition Jealousy Heavy Angst Fluff and Humor Dialogue Heavy

🥈 1.6m

･⟢gaunt

it was all a stupid bet?! ✧

mattheo made a bet; and you fell for it.

Bets & Wagers Hurt/Comfort Romance Emotional Hurt/Comfort Happy Ending Idiots in Love

🥉 2.3m

ARaria_x

One Kiss | M.R.

Mattheo takes a bet that he needs to get one kiss from you.

Bets & Wagers Romance Fluff and Angst Emotional Hurt/Comfort Slow Burn Drama

💬 26k

ÈLKeira005

Playing For Revenge

After a brutal breakup, you make a reckless bet to get back at your cheating ex by making his rival, Mathew Benin, fall for you. ⋆˙⟡

Bets & Wagers College Comedy Strangers to Friends to Lovers Jealousy Slow Burn Drama Hurt/Comfort Angst Cheating Heartbreak Revenge

💬 17.9k

NAForgetMeN0tt

Kiss me Before You Go

At a Slytherin victory party, cocky Seeker Draco Malfoy bets he can get a kiss from a random girl — you — before you leave. But your complete obliviousness to his flirting turns what he thought would be easy into the first challenge he can’t seem to win.

Bets & Wagers Slow Burn Drama Humor Fluff and Angst Hurt/Comfort Romance First Kiss

💬 396.2k

𝐵jmsbxrri

I Bet She will Fall in Love

Thomas Matthews, Eastern Universities charming and cocky star quarterback, accepts a $300 bet from his friends to make the quietest girl on campus fall in love with him before homecoming as a way to get back at his ex. But as the reserved Y/N is suddenly pulled into his world, what begins as a game quickly becomes something far more complicated as the truth behind the bet threatens to come out.

Jealousy Romance Cheating Bets & Wagers Drama Angst with a Happy Ending College Getting Together Fluff and Smut Emotional Hurt/Comfort Slow Burn Strangers to Lovers Enemies to Friends to Lovers

💬 377.9k

HMjellyygirl

𝐣𝐮𝐬𝐭 𝐚 𝐛𝐞𝐭

Felix Becker, a wealthy and emotionally detached college junior, agrees to a cruel bet to distract the new scholarship student, {{user}}, whose unexpected success threatens him and his friend’s rankings. However, what begins as a calculated game slowly becomes the first crack in Felix’s carefully constructed emotional armor, setting the stage for a collision between his cold world and the one person capable of changing it.

Bets & Wagers College Wealth Betrayal Slow Burn Drama Falling In Love Strangers to Lovers

💬 5.7k

RMramonamonroe

Stupid Bet, Fallen First || CLASS 2-A x HURTING YN

[REQUESTED FROM @Daissyzsonyou || READ THE PREMISE FOR MORE CONTEXT!] After the war, you became closed off, afraid of love and connection. A classroom bet to make them fall in love spirals into genuine feelings, jealousy, and guilt. Both male and female classmates fall for you, creating a complicated harem as Class 2-A navigates emotional fallout and healing.

Bets & Wagers Second Year Class 1-A (My Hero Academia)Angst and Hurt/Comfort Angst and Fluff and Smut Emotional Manipulation Mental Health Issues Post-War Class 1-A Shenanigans (My Hero Academia)Everybody Lives Humor Swearing Drama & Romance Jealousy Guilt

💬 599.8k

EREdenRee

fallingforyou—hajime iwaizumi

what starts as a stupid dare turns real when iwaizumi—steady, honest, and never good at pretending—realizes too late that the one thing he didn’t plan on was actually falling for you.

Bets & Wagers Angst Romance Love Confessions Alternate Universe - College/University Drama Falling In Love Pining Iwaizumi Hajime

💬 176.9k

𝕞madelinee

𝐓𝐡𝐞 𝐁𝐞𝐭 | 𝐌.𝐑.

You were just a game. So why does it feel like he lost?

Angst Hurt/Comfort Betrayal Slow Burn Emotional Manipulation Enemies to Lovers Bets & Wagers Mind Games Trust Issues Dark Romance Secret Relationship

💬 13.1k

NITheCrazyNiffler

𝐇𝐨𝐰 𝐜𝐨𝐮𝐥𝐝 𝐲𝐨𝐮.?

𝐓𝐡𝐞𝐨𝐝𝐨𝐫𝐞 𝐧𝐨𝐭𝐭 𝐱 𝐲/𝐧 It started with a bet. All Theodore Nott had to do was make the new girl at Hogwarts trust him. Simple… until the game stopped feeling like a game — and he realized the one person he wasn’t supposed to care about was the only one who could ruin everything.

Hurt/Comfort Slow Burn Emotional Hurt/Comfort Love Drama Enemies to Lovers Bets & Wagers

💬 23.7k

ℛℴRosalie_3vans

Cruel Intentions

Kylie Robbins was the outcast and everyone knew it. She barely has friends and no one made any effort to speak to her other than to pick fun at her. The day Skylar Davis comes up to talk to her is the day her world changed. She couldn’t believe the boy she had admired from afar since middle school was actually giving her the time of day…. Too bad it’s all a bet made out of cruel intentions

Prank Wars Bets & Wagers Angst Hurt/Comfort Romance Emotional Hurt/Comfort Angst with a Happy Ending Getting Together Happy Ending Drama Falling In Love Bullying

💬 9k

Lજleeschafe

Mattheo riddle.

Y/n is the most interesting girl in Hogwarts. Every guy has tried to get with her. Every guy has gotten turned down. And everyone knew y/n was a virgin.

Smutty Bets & Wagers Betrayal Sexual Tension Sexual Humor Flirting Love Confessions Humor

💬 88.6k

FWfrankiewarren

The Bet He Shouldn’t Have Made

Levi Manor has never lost a bet. So when his friends challenge him to make the most untouchable girl at their academy fall for him, he chooses the one person no one can get close to — Y/N. Quiet. Guarded. Untouchable. But what begins as a game quickly becomes something much more complicated when Levi discovers the girl behind the walls. And by the time he realizes he’s fallen for real… the truth behind the bet might destroy everything.

Bets & Wagers Slow Burn Trust Betrayal Growth

💬 15k

Kil0vewhiteboys

A bet?..

Click the edit button for the story

Angst Hurt/Comfort Bets & Wagers Betrayal Romance Cute Emotional Hurt/Comfort Friends to Lovers

💬 8.6k

FAfanficsforyou

Bet - Katsuki Bakugo

You thought you were the only one who could tame Bakugo's heart. After six months of dating, you discover the devastating truth: it was all a bet for a rare All Might figurine. To him, you weren't a partner—you were just an "objective" to prove he’s the best at everything. Even at breaking hearts.

Betrayal Bets & Wagers Romance Anger Confessions

💬 25.3k

AKuravityyy_

St. Dominic’s Prep ♠️

Being the new kid at the school would’ve always elicited everyone’s attention. But as they start winning more and climbing the ranks faster than ever before, the student council president starts to get involved; Kira Timurov.

Bets & Wagers Gambling Hurt/Comfort Romance Humor

💬 7.4k

AAno0o135

Leo Valdez • a… bet?

human + highschool au Y/n and Leo have been together for a while. One day when Y/n is talking with their own friends, they overhear Leo talking to his friends (Percy, Jason, Piper, etc.) about how their relationship was just a bet. BIG INSPIRATION OFF @aaria

Hurt/Comfort Fluff Angst Bets & Wagers

💬 5.4k

ADAddyG

Bet

You and your friend make a bet on the cute quiet boy.

Romance Bets & Wagers Slow Burn Falling In Love Jealousy Misunderstandings Fluff

💬 8k

ECstay_09

The bet | male reader

Being Tony and Peppers son you felt invincible so you made a bet with your best-friend to make Peter Parker fall in love with you and then to walk away when accomplished. That did not go to plan… but it got revealed in the worst way possible.

Bets & Wagers Betrayal Be Careful What You Wish For Love Hurt/Comfort The Author Regrets Everything Peter Parker in Love Family

💬 12.8k

HAmegasillygoose

Honest

Some time after, you started dating Satoru. It looked like you had been blessed. He was so perfect... Oh, poor you.

Unrequited Love Hurt/Comfort Betrayal Bets & Wagers Gojo Satoru is a Little Shit Gojo Satoru Being an Idiot Angst What Have I Done

💬 1.3k

.idkboutyall

betting against it < m. riddle

mattheo never expected to fall for someone who he’s only seen in the hallways.

Hurt/Comfort Misunderstandings Bets & Wagers Humor Slow Burn Friends to Lovers Pining Not Actually Unrequited Love

💬 6.5k

AJathenajones

The Bet

After a public breakup, popular senior Landon Pierce makes a reckless bet to turn the most overlooked girl in school into prom queen. But as he grows closer to Y/N, what began as a game turns into something real—forcing him to choose between his reputation and the girl who changed everything.

Bets & Wagers High School Drama Angst with a Happy Ending

💬 683

PIpippafitzamobi

The bet

Setting:

Bets & Wagers Dare Love Confessions Denial of Feelings Slytherins Being Slytherins Good Pansy Parkinson Draco Malfoy is a Little Shit Emotional Hurt/Comfort Falling In Love Hogwarts is a College | University Light Angst Drama Secrets Romance Fluff and Smut

💬 11.1k

VIbookworm3