"Hey Simone, I really enjoyed that last little sister story, do you think you could come up with something similar for me? It doesn't have to be y'know, my sister. Same deal as before, just make me think it is and do another information dump."
"More incest James?" Simone asked with fake shock. "Alright alright, I think I can whip up something you'd like. Give me a moment to compile."
I didn't even feel much of a transition before I found myself drinking beers on the porch with my sister. My sis said she needed to take a leak and I used the time to digest all the new information and memories I've been given.
Five minutes passed before I thought to myself it was taking her quite a while. Ten more passed before I was seriously wondering what was going on. I gave it a final five before I went in to see what was up. Instead of finding her in the bathroom, I found her sitting on my chair in my room scrolling through some folder. I was going to say something snarky but as I got closer I realized what she was looking at, my porn folder. She was scrolling through the folder and playing the occasional video. Shit shit shit. This would've been fine if I had just regular porn like every other guy but instead, I had nothing but anal on it. It was a fetish I couldn't get over, I almost couldn't cum unless anal was involved, now instead of being funny, I'd just end up looking like a sexual deviant.
Jen have heard me because she turned around. I was expecting disgust but she only had a sly look on her face. Didn't expect that.
"I didn't expect that," she said pointing a thumb over her shoulder at a video she had opened up of an amateur girl getting fucked in the ass missionary. "Jesus why do you look so worried?" She said after seeing my expression.
I forced myself to calm down. "I... I thought you'd be freaked at seeing the type of porn I'm into. I was afraid you'd get mad or disgusted."
"Well calm your tits, I'm not, a guy into anal is nothing new. It's just surprising is all, I mean look at you, into all this rough stuff, I really wouldn't have guessed this Sam. I mean you are
really
into butts, there's almost nothing but anal here. Heh, now I can totally see why you went for Melissa, with an ass like hers."
"Yeah, actually we've never done it there. In fact, I've never actually done it there with any girl."
"Oh, actually, that makes a lot more sense; this is like your white whale."
"Hey it's not an obsession, it's just, a strong preference is all."
"Uh huh."
An awkward pause stretched. "Look, I'm only bringing this up because you were snooping in the first place, otherwise I'd keep it to myself. But Jen, we've always been close, I figure now that you know, maybe you could help me?"
"Wow, wow, wooooooow, just. Wow! I actually can't believe you're actually asking your sister to let you buttfuck her. God damn, that's really something Sam."
"What?! Jesus, no, I meant, could you be like my wingman, tell me which girls are into anal that I could try my luck with, stuff like that."
Jen burst into laughter. "Oh, right," she got out in between laughs. "Yup that makes more sense. I think I could manage that".
"Really? That'd honestly be so cool. It's on my mind a lot these days and I figure if I could just do it, get it out of my system, I'd stop obsessing so much."
"I thought you said it wasn't an obsession?"
"That was just a turn of phrase," I said sighing.
"Uh huh, sure... Y'know... I was just busting your balls before, I would've said OK if you were actually asking."
"Asking what?"
"For me to 'help out', end air quotes."
It took me a moment to process what she meant, I still couldn't quite believe my ears, I figured she was just fucking with me. "What are you saying?"
"I dunno, it just doesn't seem like that big a deal to me. You've got a problem only ass can fix and I've got an ass, a hot one too I might add, problem solved. Besides, it's not like we'd be having sex, not proper sex at least, you'd just put it in my ass, that doesn't seem as wrong."
