Chapter 11: Video Game

Things have definitely changed since Julian came home, of course she's still fucking with, me but we have somehow come to some kind of understanding after Megan stood up to her. Each day she will pants me, but instead of insulting me, she'll compliment me on the panties I'm wearing. She'll also walk around the house now wearing very skimpy outfits, knowing how uncomfortable I am seeing her wear them. The worst instance of this was when she was walking around the house in a towel, that itself isn't so bad, it was when she bent over in front of me, completely mooning me!

Today I get a message from Hannah asking if I wanted to hang out, and honestly I need to get out of the house, Julian said she's thinking about sunbathing nude today and I just don't need to see that.

I get ready by putting on my panties for the day, this time they are these really cute pink ruffle panties. I get dressed and go over to Hannah's house. She answers the door by saying "Hey, before you can enter, you need to pass the outfit inspection" she looks around me then says "sorry, you failed" and closes the door on me. What is all this about? I know on the door again and she answers "Hmm still not passing the inspection, but maybe if you wore these~" she says as she drops a pile of clothes at my feet and closes the door again. I pick up the clothes to see a pink t-shirt that says "slut", a mini skirt, and thigh highs. It's not even particularly embarrassing to crossdress anymore, it's just embarrassing that she's making me change on her front porch!

I strip down to my panties and quickly put on the clothes before anyone sees. I knock on the door again, Hannah answers with "Aww there's my little slut! Come on in!" "So what did you want to do today?" I asked, she says "Well I got this new video game and I figured you'd want to play it with me, you being a nerd and all." Despite that being an insult, she's completely right, I love video games, and the one she picked up "One of the Warriors" which is my favorite game of all time! It's a fighting game and I spent so many weeks mastering every combo in that game.

We start up the game, and the roster starts out with only 4 options with the rest being unlockable. The characters are Maiden, Hilda, Benny, and Julia. I show Hannah how to play, and we go a few rounds, she clearly doesn't play many video games so I'm trying my best to help her. She says "I think I'm getting a hang of this" I try to be as supportive as possible "Uh... yeah you're doing really well!" She then says "I think next round, I could beat you!" I say "Well let's not get ahead of ourselves..." She responds "No really! How about we make it a bet?" Oh really? Am I about to win the easiest bet of my life? She says "If you win, I'll let you fuck me, if I win, I get to fuck you, deal?" Holy shit, I don't see a difference here, it sounds like either way, I get to lose my virginity! "Deal!" I shout excitedly, but somehow Hannah has a devious grin on her face...

We play another round and it goes completely different, I'm immediately losing, and she looks really determined this time. "Are you sure this is the first time you've played this game?" I ask her, she says "You caught me, I'm hustling you" she says as she finishes off my character. "I've actually been playing this game since it launched" she says, I can't believe she was lying just to beat me. "Well at least there shouldn't be much of a difference if you won the bet", she says "Oh trust me, there's a big difference."

She says "go lie down on my bed, I'll be there in a sec." I do as she says, and she comes in just wearing what looks like some kind of harness on her crotch. She opens a drawer and pulls out a dildo, she attaches it to the harness. She says "Have you ever heard of pegging?" And I immediately know what's going to happen. She tells me get on my knees and I comply. "Now first, you're going to suck my cock, slut." That is most definitely something I didn't expect a woman to tell me, but I start doing it anyways. I first put the tip in my mouth, I can tell she has definitely used this before based on the taste. She says "make sure you get it nice and wet, it's the only lube you're getting." I push forward and shove more of her cock down my throat. "You better get used to this feeling, no girl will ever let you use that puny cocklet on them, so you are best used as a fuckhole." I get about halfway down before she gets impatient and starts thrusting. She shoves the entirety of her length down my throat. I start tearing up and she says "That's right, swallow my cock you whore." She thrusts in and out, fully face fucking me.

She pulls out with a trail of spit coming out of my mouth to the tip of her dick. "Now for the best part. She pulls down my skirt and panties, revealing my little erection. "Aww my little sissy got hard from sucking my dick." She makes me lie on the bed and she puts my legs over her shoulders. "Are you ready to know what a real cock feels like?" She says as she lines up her cock with my asshole. She then rams the whole dildo up my ass all at once. She then goes ahead to thrust in and out of me faster and faster, up until I cum, all over my face and chest. "Now the picture is complete, you have a 'slut' shirt, a cock in your ass, and cum all over your face, you really are my little whore." She pulls out and slaps me in the face with her cock for effect.

I head home and Julian manages to catch me walking into the house, she's only wearing a towel once again. "Wow that's a bold outfit, and is that cum on your shirt... were you out pleasuring real men?" I just roll my eyes at her when her towel falls by accident, I manage to see everything, including her big breasts and shaven crotch before I cover my eyes. I really didn't want to see my sister naked, but somehow my cock is very noticeably pointing at her. She just smirks and calls me a pervert.