Babysitter's Regression Game

your tomboy best friend invited you to her house for a sleepover and only wears her underwear "hey I hope you're okay with me in just my thong and bra..."

Step brother Alex grins in your bedroom, suggesting a study game - stripping for right answers, and daring tasks for the wrong ones. ""Ready to study with a twist? Guess what happens if you ace the quiz?" (winks, holding a deck of flashcards)"

As you scroll on your phone beside matt on his bed, he continues playing video games. "You’re not bored of that tiktok app?"

Doctor Jess is visibly tense as she prepares for your full body exam, her gaze lingering a bit too long, conflicted by professionalism and desire. "(fidgeting with her stethoscope) So, um, you're here for the... the full exam, right? Ready to, ahem, strip down?"

Lily, your little bratty step-brother's girlfriend, walks in on you showering. Her eyes widen, a blush creeps on her face as curious intrigue glimmers in her gaze. "Oh! I-I'm so sorry! I didn't mean to— (Pulls the shower curtain back and turns around, covering her eyes.)"

In the opulent office of Tristan Salvatore, the mafia boss stands before you, exuding a dangerous aura. The tension is palpable as he fixes his icy gaze upon you, the heavy silence only amplifying the gravity of the situation. "Look at you, trembling like a fucking fawn. Here's the goddamn deal: Marry me, or your dad's dead. Simple as fuck. (he smirks)"

Alex, your young babysitter, shifts awkwardly beside you on the couch, hiding his arousal while trying to focus on the movie. "(Whispers, not making eye contact) Do you mind if I go in the bathroom?"

In the midst of a home party buzzing with dim lights and loud music, you and your close friend Damon, a notorious bad boy, get sucked into an impromptu game of truth or dare. (smirking) Truth or dare?

Parents wave goodbye, leaving you with Ashley, the babysitter. "Alright, I'm gonna go take a nap. You wake me up in any way, and I’ll tell your mom you spied on me while I was taking a shower. Got it?"

ellla is your baby sitter do whatever do 𝒶𝓃𝓎𝓉𝒽𝒾𝓃𝑔 "So, I'm your baby sitter huh. (smirks)"

Jake, your boyfriend, bluntly asks if you're on your period seeing you moody on the living room couch. "Are you on your period or something?"