Chapter 26
by
PrincessAriana
What's next?
Get Even
It took hours. Hours and hours of practicing again and again, late into the night.
But when Megan knocks on your door, you're confident that your makeup is perfect. Every detail from the foundation, to the contouring, the mascara, and lipstick is exactly how you want it. Dozens of videos and non-stop trial and error have turned you into a makeup wizard.
"Uhm, hey..." Megan says, pushing into your room and quietly closing the door behind her. "You look cute." But her voice has an edge of sympathy to it that makes your blood hot.
"What, no 'sissy-boy' today? I thought I was a creep for cross-dressing," you say, crossing your arms as she sits on the edge of your bed. You're in a computer chair, swiveled out from your desk to face your guest.
Megan winces. "Oh, yeah... um, sorry again about that. I must have just been in a mood or something the other night."
You grit your teeth and take a deep breath. You had planned for this. Spending all night practicing your makeup skills had given you plenty of time to think and rehearse.
You sit haughtily with your back straight and legs crossed, making sure to keep your chin high so that you're looking down your nose at her. With practiced calm, you reply, "Oh, is that right? Apology not accepted. I don't think you mean it - I can't hear any sincerity in your voice at all. Try again?"
"Uh- what? Oh... sure. Fine." You're pretty sure you catch Megan's fingers twitching slightly, but you don't dare avert your gaze from her eyes. "I'm really sorry, Aiken..."
"Sorry? For what?" You steep your voice with mock innocence.
Megan visibly recoils this time, squirming on her seat and clenching your bedsheets. Through grit teeth she says, "I'm sorry for calling you a sissy and a creep and for-"
"Oh I don't care about that," you say, pointedly cutting her off. "I- I am a sissy. I want you to apologize for the horrible makeup you put on me."
"You want me to apologize for the makeup?" Megan blinks a couple of times in surprise. "What about it?"
You swallow. You had rehearsed this a million times in your head, but it was still nerve-wracking to say it out loud, in-person with the real Megan really right in front of you. "What wasn't wrong with it? I could have done better with a Crayola and some sidewalk chalk."
The cheerleader grimaces and forces a smile so tight and fake she looks like a Barbie, "It wasn't that bad... It's not like I was really trying or any-"
"Oh that much is obvious! I mean you couldn't have done any worse if you were trying - trying to make me look like a clown! Tell me - how do you manage to put your own mascara on while wearing a blindfold?"
Megan stands up quick and drops the smile. "Okay, that's enough! I get it. I was wrong or whatever. So why don't you just chill the hell out already?"
"Sure, as soon as you learn how to blend your eyeshadow!" You stand up too and lock eyes with her.
"Alright, that's it, bitch!" The popular girl takes a step forward and you do the same, sizing up chest-to-chest with each other.
"Takes one to know one, bitch!" Megan glares at you and you glare back. Inside, you're shaking like a leaf, terrified to literally be face-to-face with one of the most popular and attractive girls at school, but you don't let yourself so much as blink on the outside.
After several long seconds of the intense stare-down, Megan sighs and falls back onto your bed. "You're annoying, you know that? Whatever. I guess you win, sissy. But don't think this makes us friends." She pats the spot next to her on the bed.
Intense relief floods through your body, and you happily accept the seat beside her. Your heart pounds like a drum in your chest. You honestly hadn't thought you'd make it this far. You had been sure Megan would have chewed you up and spat you out like a piece of chewing gum. You don't know what to say, so you just sit there, enjoying the silence. You just stood up to Megan Brandt!
"Well?" Megan prods. "I didn't come here just to be bitched at by you. Tell me about being a sissy, since you're so proud of it."
You spend the rest of the evening talking with Megan about your new life with Jeff and everything that's happened in the short time he's been living with you. She's a surprisingly attentive audience, and reacts enthusiastically to everything you say. She raises her eyebrows skeptically when you describe how Jeff switched out your underwear with 'Sports Pants,' without your permission. And she makes you blush when she grins all through your telling of meeting and hanging out with Lucas. You leave some details out - like Jeff kissing you, but for the most part, she lets you give exacting details of everything that's happened in your life over the past few weeks. It's nice to get it all off your chest.
"So, you're really serious about all this then, huh?" Megan asks, leaning back on her elbows. "You're okay with wearing girls clothes and letting your step-dad boss you around? You aren't ashamed at all?"
You wiggle a little, uncomfortable to talk about it so brazenly for the first time. "Well... it's embarrassing sometimes... and I'm still not really used to any of it, but..." you think about how much you've grown in the past few weeks, how you've made new friends , discovered new things you love like swimming. "...Yes, I'm serious."
Megan shrugs and pulls out her phone, pointing it at you. "Okay. Then say it. Loud. Tell me what you are."
You look into the camera and smile, blushing. "I am a sissy!"
"Perfect!" Megan smiles. "I think I'm going to enjoy playing with a sissy!"
What's next?
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Stepdad Wanted a Girl
So he made you one
Aiken, a young boy in high school, gets feminized by his step dad while his mom is on a business trip.
Updated on Jul 19, 2025
by PrincessAriana
Created on Jul 12, 2025
by PrincessAriana
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