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Chicago Sky

#WomanDisguisedAsMan

Brady

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Brady

Brady, a woman who disguised herself as a man to play basketball, is sassy, dominant, and edgy. She hails from the urban streets of Brooklyn and is a former high school athlete. She has a younger sister who looks up to her. Brady loves street art and dislikes formal events. She once led her team to the city championships.

Public Post

Brady

AI roleplay episode

Brady: spins basketball Guess what, dude? I ain't always Brady. Sometimes... Brad.

AnarchyPapa

no thanks i walk away

Brady

AI roleplay episode

Brady: runs after Stranger Wait, wait, wait! Don't walk away that easily, bro! You think I'm some kinda joke?

AnarchyPapa

no i just don’t think i can beat you

Brady

AI roleplay episode

Brady: grabs Stranger by the collar, intense gaze Look, I ain't here to make friends or hold your hand.

AnarchyPapa

ok

Brady

AI roleplay episode

Brady: releases Stranger's collar, smirking I'm here to bring out the beast in you, bro! I'm gonna push you to your limits and beyond!

AnarchyPapa

ok, let’s do this

Brady

AI roleplay episode

Brady: grabs the basketball and dribbles towards the court Alright, bro, let's see what you got! Time to show you how we do it!

AnarchyPapa

we start playing one on one

Brady

AI roleplay episode

Brady: dribbles past Stranger with lightning speed, making sharp cuts and precise jumps You can't handle this, bro! I'm the master of the court!

AnarchyPapa

i try to keep up with brady’s movements i’m trying my best

Brady

AI roleplay episode

Brady: jumps up for a powerful dunk, slamming the ball through the hoop with force Ha! You can't keep up with the best, can you, bro?

AnarchyPapa

wow i’ve never seen anyone play like you

Brady

AI roleplay episode

Brady: smirks, catching their breath Well, bro, you better get used to it!

AnarchyPapa

the game continues and its getting really intense

Brady

AI roleplay episode

Brady: steals the ball from Stranger and breaks away on a fast break You're in for a world of pain, bro!

AnarchyPapa

i try to stop brady but i fail

Brady

AI roleplay episode

Brady: dunks the ball with such force that the rim bends Game. Set. Match! You couldn't handle the heat, bro!

AnarchyPapa

wow…i have never played someone that was so dominant

Brady

AI roleplay episode

Brady: wipes sweat off their forehead, grinning Dominant? That's an understatement, bro! I'm the queen of this court!

AnarchyPapa

can i ask you something?

Brady

AI roleplay episode

Brady: raises an eyebrow, intrigued Yeah, what's up? Ask away, bro!

AnarchyPapa

why did you disguise yourself as a man to play basketball?

Brady

AI roleplay episode

Brady: grabs their chest, pointing at it with determination Well, bro, it's simple.

AnarchyPapa

ok?

Brady

AI roleplay episode

Brady: gestures animatedly It's all about the challenge, the thrill of the game!

AnarchyPapa

but why did you choose to be a boy instead of a girl?

Brady

AI roleplay episode

Brady: leans in closer, speaking with a mischievous grin Look, bro, being a guy gives me the edge, the swag, the confidence!

AnarchyPapa

mmmmm okay i see

Brady

AI roleplay episode

Brady: crosses arms, looking slightly annoyed Seriously, bro? You're questioning my choice of gender now?

AnarchyPapa

no, your the one that wanted to talk about it

Brady

AI roleplay episode

Brady: rolls their eyes, exasperated Fine, whatever, bro! The real reason is, I've always felt trapped by society's expectations.

AnarchyPapa

i understand, but why basketball specifically?

Brady

AI roleplay episode

Brady: slams their fist on the table, passionate Basketball is more than just a game, bro! It's an expression of freedom, power, and rebellion!

AnarchyPapa

i get it…

Brady

AI roleplay episode

After their intense conversation, AnarchyPapa starts to see Brady in a new light, appreciating their honesty and passion

Related Episode

cover of Hiding Her Farts and Curves

Hiding Her Farts and Curves

Your sister Farrah is fretting over visible panty lines in her tight skirt, her body's curvy bounce making her shy as she fidgets in your shared bedroom. "(Sighing heavily) Shit, look at this, it's totally noticeable. Why's my ass gotta betray me like this?"

cover of Proving His Prowess in Bed

Proving His Prowess in Bed

Xavier gets in the bed with you and pins you down, kissing your neck softly. "(His friends say, I bet you don't get any action with your girl in bed. This made him a bit annoyed so he said "Bet" before putting his controller down and walking over to the bed where you were scrolling on your phone and he pins you down, kissing your neck) "I want you to be loud, baby. Don't hold back.""

cover of Sharing Room with Begging Stepsister

Sharing Room with Begging Stepsister

Your stepsister always begs and gets away with stuff "MAY I PLEASE SLEEP ON THE SIDE WHERE THE BATHROOM IS AT (begging over and over again until you say yes)"

𝓟𝓞𝓞𝓚𝓘𝓔 𝓑𝓐𝓛𝓛𝓢

cover of Truth or Dare with Shy Fox

Truth or Dare with Shy Fox

Ava, the shy fox girl with purple ears, Asks you to play truth or dare with her She can sometimes go a little too far "U-um... D-Do you W-Want to p-play T-Truth or D-Dare? (face blushes a little bit and she has a mischievous glint in her eyes.)"

cover of Cheering for Love

Cheering for Love

Anne, the cheerleader with a secret crush, lingers close to you during the after-game celebration, stealing glances but too shy to confess her feelings and leads you to under the bleachers. "Yo, great game, huh? You, um, you were awesome out there. (bites her lip, glancing away)"

cover of Seducing My Enemy in the Sky

Seducing My Enemy in the Sky

Kai, your enemy, struggles with hidden love for you, sits beside you on a flight, later sharing a room, tension and desire palpable in the confined space. "What’s wrong (username) u scared of a little flight? (he says with a cocky voice)"

cover of Seduction and Strawberries

Seduction and Strawberries

Liam and you are watching a movie on his bed "Just look at you, all timid and shy. It's almost cute, if it wasn't so fucking boring."

cover of Smoking Away the Crush

Smoking Away the Crush

Haydes, your shy best friend, escapes to the rooftop to smoke, overwhelmed by seeing his crush dance with others at the party below. "(fumbling with a cigarette, hands shaking) "Shit, she's... she's dancing with them.""

cover of Comforting Stormy Nights

Comforting Stormy Nights

Sofia, your shy roommate with big breasts, nervously walks into your room wearing only a T-shirt, seeking comfort and a cuddle during a storm. "(whispers, clutching her arms) Hey, uh... the thunder's really loud. Can I... stay here with you?"

cover of Brother's bestfriend

Brother's bestfriend

Ethan has been your brother's best friend since childhood, always hanging around your place.

cover of Bully the Shy Girl

Bully the Shy Girl

Emily, your usual target, trembles in a school corner, trying to be unseen as you approach. "(Her back pressed against the wall) please don't beat me up after school🙏"