November 1

Your alarm wakes you up at 10:00 AM. It's a Saturday, so you can afford to sleep in a bit without much in the way of plans besides senior-year homework (and you have a massive case of senioritis anyway).

You roll over to grab your phone, check Instagram, and scroll social media feeds in your usual morning ritual. But when you tap the screen, it lights up with a message already waiting for you: ROXY. You open the message.

It's a selfie. A totally SFW, benign, selfie. She's smirking a little, that knowing smirk she makes when she knows she's outsmarted you in a board game. The camera angle is unusual though. She's wearing a tight white tank top with the camera positioned strategically upwards, framing her cleavage in the exact center of your phone screen. You would think it accidental if not for the knowing smirk on her face, plus the look in here eyes that just says devious. Just below the picture, a text accompanies it: "How's the first day of our bet going? You wake up with any morning wood?"

The effect is immediate and involuntary. Your cock stiffens against your boxers, pitching the fabric into a high-rise tent that throbs in the morning sun. You throw your phone on the bed and flop back, your brain cycling desperately through un-arousing thoughts. Sports. Church. Your grandma.

"Jesus," you finally utter. Roxy is playing this game at a level you did not anticipate. She knew she was sexy, duh. But she'd never deliberately used her body against you before. You can't say you're complaining.

When your urges have finally calmed down enough, you pick up your phone again to see she's sent another text. "You left me on read?! Don't tell me you're struggling already..."

You grin and text back, "Nice try. But it's going to take more than that to break me." It takes a full thirty seconds, long enough for you to brush your teeth and rinse, for her to reply.

"Oh, sure. You were raised on hardcore porn and TikTok thots, huh? You need slutty duck faces or something, right?" The picture that follows makes you burst out laughing.

She's wearing a more modest shirt now. Had the former felt too far, too soon? But she's staring into the camera and giving her best impression of an Instagram thirst trap. It's hilarious, and it takes a full minute for your smile to wear off. Even when you're competing, you can always make each other laugh.

You spend another minute staring at the picture. It's not sexy, exactly, but something about her pursed lips — even in jest — entrances you. Your softened cock starts to harden again. "Nope. No. No."

You rip your eyes away from the photo, instead shooting back another unbothered text. "Hm, I think you need some practice. Nowhere near slutty enough. ;)"

The phone goes silent as you eat breakfast and prepare for the day. You assume Roxi got busy. She's pretty popular at school and while she's always been your best friend, you suspect she has plenty of other friends at the same level as you. As the day goes on, you occupy yourself with homework, shooting the shit with your Mom and sister, and playing some video games when homework proves too boring.

It's almost 8:00 PM and you haven't heard back from Roxy. You start to wonder if you've offended her in someway. Was calling her not slutty enough to far? You've always been able to joke around with her, but sometimes you wonder...

You're just about to text her again when your phone screen lights up. ROXY.

"Hey, Matthew. Mind giving me some feedback on my outfit?"

Your mouth goes dry. You've seen Roxy in swim suits before, but nothing quite as deliberately provocative as this. This is a selfie made to tease, as the smirk on her face so clearly delineates. Your eyes stray downwards. Is she even wearing any bottoms? It's the perfect mix of showing skin and leaving a perfect, erotic amount to the imagination. And before you know it, you're rock hard again.

A stray hand wanders down to your crotch, brushing against that hardening shaft. You notice another detail: her nipples poking through that thin white fabric. She must have noticed that before she sent it over, right? She is doing this on purpose. The message may have been purpose, but this is clearly **** for the message you sent earlier.

You jerk your hand away from your crotch, realizing you'd slowly started massaging yourself unconsciously. You risk looking at the selfie a little longer. Roxy really is gorgeous. All games aside. You think you should tell her that at least.

"You look really good. Not slutty at all," you text, and you mean it. You omit the fact that she gave you a raging hard-on.

"Did you break?" she texts back, immediate.

You smirk. "Absolutely not. What do you take me for?"

"Hm." You can feel the disappointment even through written words. "Well," her next text continues, "it's only day one."