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Chapter 3 by Vitch Vitch

Who’s the lucky sissy?

Riley, your affectionate brother

So idk where I should put the description of the house layout, so I’ll just write it in this author’s note

So from the front door, facing immediately to the left you would see the living room, the tv on the furthest wall from you, and one couch, closest to you, facing the tv with a little coffee table in front of it, and another couch sitting against a wall on the right of the living room. The left side of the living room is windows facing outside the house (so if you were to decide to fuck in the living room, anyone outside could potentially see you). The wall on the right side of the living room cuts off with an open archway on the left of the wall leading a table and chairs where the dining room is. Back to the front door, directly in front of you if you were to walk through the door, you’d see a staircase leading upstairs to where the bedrooms are, but we won’t explore that just yet. To the right of the stairs is a doorless doorframe that opens up to a small sitting room on the right and the kitchen on the right. The sliding glass back door directly at the back of the room. If you’re facing the kitchen, there is a bar with stools marking the border of the kitchen, but you could go right around the bar if you needed to actually be in the kitchen. Past the kitchen, to the right of it, you see another doorless doorframe leading back around to the dining room.

The upstairs starts as a hallway intersection at the top, extending to the left and right. If you turn to the right, you see a door on the left side, which is your room, and the hall turns right and at the end is another door which is Riley’s room.

"Oh fuck!" You exclaim, staring in disbelief at your now blank google doc. You had been typing up a report for the last two and a half hours about the thermodynamics of a potato chip and you somehow just deleted all of your work. It would have been the perfect potato chip report too if it weren't for the apparent fact that it no longer existed. This wasn't just any old report that you might decide to do on your free time; this was supposed to be a final for college, but now you've gone and fucked it all up. You set your laptop down on the coffee table and lean back in the couch pulling your hands up to your face and let out a frustrated groan.

"John?" You hear your younger brother, Riley, call from upstairs. "You okay?" Riley has always been very affectionate towards you; always making sure you're okay and comforting you when you might need it. So this wasn't at all an unexpected reaction to your little outburst.

"Yeah, I'm good," you call back. "Just a little stressed is all." You begin to hear the faint sound of your brother's footfalls as he begins coming down the stairs.

"Do you need me to come comfort you?" he asks, now at the bottom of the stairs. You turn your head to look back at him and see him wearing a baggy sweater and you don’t notice any bottoms, making you begin to imagine him wearing a thong, though you quickly shove that thought to the back of your mind. His long, wavy, dirty blonde hair is let down, reaching just below his shoulders, the perfect amount of hair to grab hold of as he- nope! It looks as if he’s only wearing light makeup but you can clearly imagine it smudging all over his face as- never mind. You squirm a little on the couch trying to keep your erection hidden.

“No I’m o-“ you begin, but Riley cuts you off as he hops over the couch’s backrest and plops himself down next to you and cuddling up with you. “-kay…” you let out a sigh. “Really, Riley, I’m fine,” you tell him, but he just looks up at you with a smirk and cuddles up with you even tighter. You let out another sigh in defeat and wrap an arm around him, slowly leaning over on the couch into a lying down spooning position with him, feeling yourself slowly drift off into sleep blanking on the fact that your bulge has wedged itself between your brother’s ass cheeks.


You wake up to an incredibly strange sensation of something warm and tingly wrapped around your cock. Your muscles tense and you buck your hips as you spray a load of cum into whatever hole has wrapped itself around your member. You close your eyes and enjoy the afterglow, before your brain finally catches up to what just happened. You open your eyes suddenly and dart them down to your softening dick, seeing your brother’s smiling face just above it as he uses a finger to wipe a dribble of cum from the corner of his lips and sensually lick it off.

“Riley!?” You shout in shock, darting from your laying position to sitting up. His face turns from one of satisfaction to one of a range of confusion, concern, sadness and a hint of fear. “What the fuck are you doing!?”

Riley’s eyes begin to tear up. “I-I… you- but you were-…” he starts bawling as he gets off the couch and runs upstairs to his room.

John Doe!” You hear your mother shout from the kitchen. “Your brother does a very nice thing for you and that’s how you thank him!?” She shouts as she walks around through the dining room to get a good look at you. She looks incredibly pissed that you would yell at your brother like that.

“He just-“ you start, but cut yourself off, snitching might get Riley disowned or something and you would never want that for him.

“He what?” Your mother asks rhetorically. “Sucked your dick?” Holy shit she knows. “And you lash out at him for it? Get up there and apologize to him right now! And give him a good fuck too so he knows you mean it!”

Okay what? You look at her like- well, like she just told you to go fuck your brother. You’re stunned to silence, your mind trying and failing to make sense of what your mom just said. She gives you a look that’s screaming, “now!” But no words have to come out of her mouth to convey it. You slowly stand, looking at her cautiously as if she’s fucking with you, but she just keeps that look in complete seriousness. You buckle under her intimidating aura and go upstairs to your brother’s closed door. You knock.

“What do you want?” You hear your brother’s muffled voice shout from inside.

“I’m sorry?” You say, sounding more like a question than apology. “Look, can we just talk? I’m tired and confused, and honestly don’t understand what’s even happening right now.”

You hear footsteps and a click from the door as Riley cracks it open. “You’re able to fuck any trap or femboy you want, so why don’t you want to fuck me?” His eyes are red, like he’s been crying up a storm in there, and you look at him with concern and some confusion.

“Riley, what are you talking about?” You ask, genuinely concerned. “Are you saying I have some sort of sexual privilege to fuck femboys?” This is more of a rhetorical question, but you get an answer you weren’t expecting.

“That’s exactly what I’m saying, John,” he answers matter-of-factly, opening his door wide and going to his bed to sit. “But why don’t you want to fuck me? Am I not pretty enough?” He looks at you with teary eyes, eyes that could make you melt.

You rush over to him and hug him, holding him tight against your chest. “No, no, no! You should never think that way, Riley!” You say as you rub his back. “You are stunning! Absolutely gorgeous!” You pause. “But, Riley, you’re brother. My own flesh and blood. Don’t you think it’s wrong for siblings to be doing that stuff?”

“I mean, for most siblings, yeah,” he starts. “But I’m a femboy and you’re you! John Doe! You can fuck any femboy or trap or trans girl that you want! It doesn’t matter if I’m your brother as long as I’m a trap, everyone knows that.”

Okay now you’re really confused. “Again, Riley, what are you talking about?” You ask, bewildered. “If this is true I never got the memo.”

Riley actually giggles at this. “Well there was no real memo, so I can understand how you might’ve missed it.” He tells you, seemingly in a better mood now. “But it’s just an inherently universally known fact that you specifically can fuck any trans girl or femboy you want.” Suddenly, Riley has flipped you onto the bed on your back, and is now straddling your hips. “So…

I guess I’ll just use this block quote thing as an author’s note? I made the block quote and saved a draft to see if it worked and now it’s just stuck here, so yeah. (The first a/n was something I added after I accidentally made this one)

But damn this was a long chapter. Lots of stuff to unpack. I didn’t even really have a plan for how this would go. The characters just kinda did what felt right, and I’m happy with how it turned out.

Do you want this femboy or not?”

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