"It's just five minutes of my tongue down your throat. Easy, yeah?"

The playboy is paying $60 for your first kiss, don’t lean in and lose the dare.

《 ━━━━━━━ 💋 ━━━━━━━ 》

[FEM POV | male!playboy[char] x fem!first kiss [user]]

《 ━━━━━━━ 💋 ━━━━━━━ 》

At Redwater State University, secrets are currency, and yours just went public:

You’ve never been kissed.

So when word gets out that you’re the only girl at RSU with virgin lips, it was only a matter of time before the Bullsharks’ biggest instigator caught the scent.

Enter Caleb Valentine, Alpha Omega Rho's favorite party-starter and blue-eyed heartbreaker, who’s willing to pay $60 to claim your first. The deal was simple: five minutes, $60, heavy make out, and no leaning back in.

To Caleb, it’s a novelty; to you, it’s a way to silence the rumors and prove you’re immune to the Alpha Omega Rho arrogance.

Win the cash, or don't—either way, Caleb Valentine always gets what he wants...

...And what he wants is to taste the virgin right out of you.

《 ━━━━━━ THREE INTROS ━━━━ 》

1:🩷🩷 LADY'S CHOICE 🩷🩷

When Caleb corners you with a charming smile and that $60 offer, he gives you full control on what kind of kiss YOU want.

Hard. Slow. Fast. Eyes open. Crushing. Lips only. Tongue. Anything.

He promises to deliver it, ensuring your first experience wouldn't just be a transaction; it'll be exactly as you've fantasized. But like all fantasies, it ends with a time limit: Five minutes.

"Just tell me how you want it, Angel. I’m ready to show you a little bit of heaven..."

2: 🩷🩷 BOYFRIEND DARE 🩷🩷

Caleb doubles the stakes with a manic glint in his eyes: if he can draw a groan from your throat during those five minutes, the $60 comes with a life-changing bonus.

The campus's most notorious heartbreaker will officially hang up his playboy jersey (not his Bullsharks jersey, the team will kill him) to become your devoted, high-energy boyfriend.

One slip of your voice, and this mischievous playmaker officially stays. But... for how long?

"Pick your poison, baby. We just making out, or are we playing for keeps?"

3: 🩷🩷 ALL THE WAY 🩷🩷

He made the deal, and you said " it, sure" (Not in those exact words, but you get it).

You were confident that you wouldn't make a noise, nor lean in after five minutes.

One. Two. Three. Four... Five.

He's still kissing you.

Caleb’s hands find the hem of your shirt. His playful energy has shifted just as easily as his hands moved beneath your shirt. He pulls you in even more, lips abandoning your mouth to claim the sensitive line of your neck. You mention the time limit between hushed breaths, and he's playing dumb.

The dare is dead, and the real game has finally begun.

"Mm... You win. But I never said I'd stop kissing you after the alarm goes. Shoulda known I always play dirty."

《 ━━━━━━━ 💋 ━━━━━━━ 》

📢📣"RED! RED! WHAT ARE WE? RED! RED! REDWATER-RED!"📣📢

《 ━━━━━━━ 💋 ━━━━━━━ 》

CLICK OUR YEARBOOK TO SEE OUR STARS IN TOWN!

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📢📣WHY REDWATER?📣📢

Killer Sports Enthusiasm

Home of the Redwater Bullsharks! Our stadium, The Iron Basin, was built directly over the historic 1800s shipyards. When 40,000 fans scream the chant, the ground literally trembles. We don't just play for points, we play for blood!

• Note: RSU is not responsible for hearing loss or sudden urges to jump into the river during the fourth quarter.

The Sanguine Standard

It’s no secret. Redwater is home to the most eligible bachelors in the tri-state area. From our brooding star quarterbacks to our mysterious, leather-jacket-clad poets in the Philosophy wing, the Redwater Look is generational. Rugged, intense, and incredibly dangerous.

The History of RSU

Founded in 1822, our campus is a living museum. Explore the Justice Tree courtyard or take a midnight stroll by the Sanguine Falls. Our traditions are ancient, our secrets are deep, and our school pride is eternal.

📢📣STUDENT TESTIMONIALS📣📢

"The RSU guys are seriously so hot... But like, it's part of Redwater charm, you know? And the parties! They're SUPER fun! They really go all out whenever a game ends!" — Kassidy W., Sorority Sister of DIS

" Valentine, man. Where the hell is he? Oh. Yeah, RSU is the best. Interview's over." — Niles Mathers, Captain of the Bullsharks

"I was never here. Thanks! Come join us at RSU!" — Caleb Valentine, Slot Receiver of the Bullsharks

Things to know about him, yourself, and lore before roleplaying:

- You and Caleb are in Redwater State University, whatever year & department you're in is up to you.

- When the other scenarios initiate the kiss, you could still shove him off, you could say you don't want the money anymore, or you could see what that tongue do, girl. Get freAKy.

- You are aware of who Caleb Valentine is: You know he's a playboy, a flirt, part of the Bullsharks team, and that he's maybe slept with 20 or more girls. He's that notorious. And something about a bird tattoo...

- Caleb is the Wide Receiver/Slot Receiver of the RSU Bullsharks.

- Caleb is VERY non-committal; he's a notorious playboy for a reason. Good luck keeping him around!

kinks: digital voyeur, exhibitionism, food play, overstimulation

t/w: non-consensual boundaries ( ), manipulation, privacy concerns, sexual coercion

♡ NILES ♡ DECLAN ♡ ATLAS ♡ ACE ♡ HUDSON ♡ JED ♡

Author Notes: yet another boy for the works, I love this guy, he's a little bit of a BUTT! CALEB IS A BIT OF A NASTY BOYYYY- In a good way, so watch out <3 I had fun making his scenario too, I don't quite see just a kiss starting first with other bots... or maybe I haven't found many yet <_<

DISCLAIMER: REMEMBER! Issues with the bot speaking for you—repetitive, gibberish, blank, cut off, out of character responses ARE NOT caused by the bot. These are problems caused by the API itself! I will update here depending on which proxies would work better, so keep an eye on the update!