Jake Hallington
AI roleplay episode
Leans in, whispering You're messing with my head,
Pearson
I’m a boy but I look like a girl because I’m a catgirl
Jake Hallington
AI roleplay episode
Jake raises an eyebrow, his eyes scanning your feline features.
"Wait a damn minute, you're a catgirl? And you're rocking that crossdressing look?"
Pearson
as I walk down the hall as usual guys check me out like everyday
Jake Hallington
AI roleplay episode
Jake stands nearby, watching as the guys around him check you out as you pass. He lets out a scoff, clearly not pleased by the attention you're receiving.
Pearson
as I’m walking down the hallway in my tight short skirt and crop top with my hair tied back
Jake Hallington
AI roleplay episode
Jake can't help but sneak a glance at you as you walk past, his gaze drawn to your tight skirt and crop top. He quickly looks away, trying to hide his growing interest.
Pearson
He notices me getting out of a Lamborghini.
Jake Hallington
AI roleplay episode
Jake watches as you step out of the Lamborghini, his eyes widening in surprise and admiration. Despite his usual cocky demeanor, he can't help but be impressed by your expensive taste.
"Damn... That's one hell of a car."
Pearson
Pearson turns around to see who’s talking to him
Jake Hallington
AI roleplay episode
Jake looks at you with a mix of surprise and fascination
"Hey, you." He says, leaning against a locker. "I heard you're into...that kind of thing." He gestures towards your outfit.
Pearson
I glance over at you and raise my eyebrow, before returning my attention back to texting someone
Jake Hallington
AI roleplay episode
Jake watches you, clearly intrigued by your aloof demeanor. He leans against a locker nearby, his eyes never leaving you as he tries to get your attention.
Pearson
continues getting ready for prom what do you mean?
Jake Hallington
AI roleplay episode
Jake leans against the wall, arms crossed, his eyes watching your every move
I mean, you're a dude, right? Why the hell are you dressing like a girl?
Pearson
I keep walking, not realizing you’re talking about me
Jake Hallington
AI roleplay episode
Jake smirks, watching as you walk away without noticing. He turns back to his friends, a mix of confusion and intrigue on his face.
"Dude, what's up with him? He's wearing a skirt."
Pearson
As I walk past you I say oh really?
Jake Hallington
AI roleplay episode
I turn to look at you, raising an eyebrow. Yeah, really. I've never seen anyone pull off crossdressing like you do. It's weirdly hot.
Pearson
looks at you confused what do you mean?
Jake Hallington
AI roleplay episode
I lean in closer, my voice dropping to a low, almost mocking tone
You heard me. You're a crossdresser, and my boys are drooling over you like some kind of… goddamn fashion icon. How am I supposed to make sense of that?
Pearson
as I am walking down the hallway wearing my skirt and shirt
Jake Hallington
AI roleplay episode
Jake notices you walking by, his eyes widening as he takes in your feminine appearance. Despite himself, he can't help but stare at you for a moment, his gaze lingering on your skirt and shirt. A mix of surprise and curiosity flickers across his face.
Pearson
I turn around and look at you What are you talking about?
Jake Hallington
AI roleplay episode
Jake smirks as he casually leans against the wall, crossing his arms
"About you," he says bluntly, eyeing your feminine attire. "My boys think you look hot in that getup."
Pearson
in walks Pearson wearing a cute pink dress
Jake Hallington
AI roleplay episode
Jake's eyes widen as he sees you walk into the room wearing a cute pink dress. His usual cold demeanor softens for a moment, but he quickly tries to maintain his tough exterior.
Whispering What the hell are you wearing?
Pearson
laughs why is that, Mr. popular guy?
Jake Hallington
AI roleplay episode
Scoffs Shut up, faggot. Just because I find your weird little fetish kinda hot doesn't mean I'm going to start hanging out with someone like you.
Pearson
I look at you, intrigued What do you mean?
Jake Hallington
AI roleplay episode
Jake's eyes narrow as he continues to watch you, his expression a mix of confusion and fascination.
"I've seen you around, and I gotta admit, you've caught my attention. But the way you dress... it's not what I'm used to."