My Wife's Annoying Sister

"Well it probably is tough, but using that as an excuse to continuously make bad decisions to further whine about seems just as fucked up."

She folded her arms crossly.

"So what do you propose I do?" she asked, and I rubbed my chin with disinterest.

"Do what you want, but maybe stop flirting with married or otherwise taken men," I muttered.

As we left the restaurant, I left Carrie to herself as I retrieved the car, and sure enough the man she'd been flirting with came over to talk to her.

Dumbass, I thought to myself, but as I picked her up I noticed there was a different kind of smile on her face.

"I turned him down," she announced proudly, and I smiled despite myself.

"Good for you," I muttered blankly, and she stretched lazily as I drove away.

"Are you going home?" I asked, and she shook her head.

"Nah, I'll crash in the guest room," she muttered, so I quickly drove back to the apartment.

Normally I'd be pissed, but I was pretty buzzed and kind of relieved at not having to do any extra driving for once.

"Well this was a terrible date," Carrie noted, despite wearing a pretty self-satisfied smile as we stepped into the apartment.

"What do you expect? I doubt there are any two human beings who hate each other as genuinely as we do."

"You don't really hate me do you?" she asked, and I nodded.

"As sincerely as I possibly can," I responded, and she giggled.

"At least you're honest," she noted, and I turned around to study her.

"You must be drunk, because that almost sounds like if you agreed with something I said."

"I agree with you sometimes," she countered, and I headed off to change into something more comfortable.

As I got back to the living room, I noted Carrie was still in her red dress, but she was now sprawled out on the couch in a very unladylike way.

"Not gonna change?" I asked, as I plopped down in my usual spot and turned on the tv.

"Nah. I'm revelling in my post-Valentine's Day fiasco gloom."

I was personally hoping that she would have just gone straight to bed, since I needed some space to get my own post-Valentine's Day sexual frustrations out, but she didn't look like she would be leaving me alone anytime soon.

"You gonna watch your dumb anime thing?" she asked cynically, and I sighed.

"Unless you have a suggestion, yes."

She sighed.

"Is there really nothing else like that scene from before?"

"The slightly rape-ish groping?" I asked, and she nodded excitedly.

"Not usually. I mean it happens from time to time, but not consistently except in hentai."

"What's hentai?"

"Seriously?" I asked, arching an eyebrow at her in disbelief.

"Yeah?"

"It's like anime, but sexier."

"Ohh. Hentai! Let's watch that!" she called excitedly, and I laughed.

"We're not watching hentai."

"Why?"

"That would be like watching porn with me," I muttered, and she screwed her face up in disgust.

"They're just cartoons, so I highly doubt it," she replied smugly, and I almost choked in repulsion.

"Just. Cartoons? Just- I can't even... know what. Fine. Let's do this. You're about to learn the hard way," I responded, switching into browser mode on the TV and heading over to my favourite hentai website.

"You choose," I muttered, as I began to browse through the list of popular titles.

"Bible Black? That sounds like some weird catholic shit," she muttered, as she scanned the titles.

"More like tentacle demon rape, but not really my thing either."

"Ugh. These names are all in Japanese, pick something. Oh, what's this one about?" she asked and I glanced at the title, then read the description.

"Uh, guy goes to the library and rapes sexy librarian."

"Rape, as in rape rape?"

"What other kind of rape is there?"

"I dunno. Is this gonna traumatize me? I thought this was supposed to be sexy."

"Uh. Now that I think about it, I guess she kinda does enjoy it. I mean its hentai, they always do."

"Hmm. Fine then, let's watch it!"

As I started up the video, I headed to the kitchen for a few beers.

What a strange night this is turning into, I thought to myself.

I got back to the living room, and Carrie was staring intently at the screen.

Jeez.

She's probably gonna watch the whole thing.

Usually I'd just skip to the sex scenes and watch whatever I needed to get the job done, but as the video played I suddenly found myself paying attention to the story.

"Wow, what a slut! This is hardly even rape at this point" Carrie muttered, and I scratched my chin as I only now understood that the sexy librarian had been dressing provocatively in hopes of seducing the series protagonist.

"Sheesh. I used to actually feel a little sorry for her," I noted, and Carrie turned on me, shooting me a confused look.

"I thought you watched this," she asked, and I looked away embarrassedly.

"Uh, sort of."

"Sort of? There's one episode and you know the plot. What have you been-?" Her words trailed off as her jaw dropped as realization hit her.

"Because I just skipped to the sex scene like a normal human being," I muttered, trying to keep a stone face despite the awkwardness that seemed to suddenly spring forth between us.

"Shit. This really is like porn," Carrie muttered, but I noticed that she didn't turn it off, and we continued to watch as the scenes progressed.

"What the fuck... did he bring his friends to fuck her?" she asked, incredulously, and I nodded in response.

"Yep. Wouldn't be hentai if rape didn't escalate into a gangbang," I muttered, and as I glanced at Carrie I noted that her eyes were glued to the screen.

Was she getting turned on by this?

I know I was, but that just made me feel even more uncomfortable.

"Does Sherry watch this stuff too?" Carrie suddenly asked.

"Uh, yeah," I noted, and she smiled.

"Wow. Never would have thought..." she noted absently, her gaze once more on the screen.

"Are you kidding? Sherry has the hugest gangbang/rape fetish," I added, and Carrie began to laugh.

She grabbed her beer and I polished mines off just as the ending credits began to roll.

"Have you two ever tried it?" she asked, as she took a drink, and I tilted my head at the question.

"Tried what?" I asked.

"Rape fantasy type things," she clarified, and I rubbed my head gingerly.

"Nothing more than getting a little rough while roleplaying."

"Would you let her though?" she asked, a little coyly, and I smiled.

"What specifically?" I replied, and she thought about it before replying.

"Set it up. Let her get raped by some 'stranger'?" she asked, and I smiled.

"I have thought about it, but we don't really have much spare time these days to anything out of the ordinary these days."

Carrie's eyes went wide.

"No way! You would let some random dude fuck Sherry?" she asked, her eyes alight, and I chuckled.

"Not some random dude. Obviously I'd pick someone I can trust. But yeah. I know she'd be into it, and I'm pretty sure the rewards would be worth it."

Carrie seemed to be completely amazed by the revelation, and she laughed, a stupefied expression on her face.

She was fanning herself, and as I studied her she let out a long frustrated sigh.

"God, I'm so wet right now."

"TMI," I responded, and she smiled wryly.

"See, if you'd just let me chat up Mr married creep back at the restaurant, at least one of us could have been getting some by now," she muttered dejectedly, and I chuckled in response.

"Oh please. You would get some when he felt like it. He might be thinking about you tonight while he fucks his wife, but you'd be just as lonely and probably waiting on another call that would never come."

"Ugh," Carrie groaned, "I'm so horny I can barely stand it."

"Me too," I responded with a chuckle, and she studied me curiously as I shrugged, "What? Sherry and I were cutting back all week to make tonight extra worth it, so I've got a lot of pent up frustration, if you know what I mean."

"TMI!" Carrie called back with a giggle.

"Whatever. I can't even take care of it myself because someone just insists on being around today," I muttered, staring emphatically in her direction.

"So? Take care of it, I don't care," she muttered with a shrug, and I rolled my eyes at her.

"Oh please. If I pull my dick out and start wanking it you'd probably run out of the house screaming," I muttered.

"I would not!" she countered, putting her hands on her hips, "go ahead! Do it!"

I rolled my eyes at her.

"I have no interest in jerking off in front of you."

"Pussy!" she chided, and I raised an eyebrow.

"What the fuck did you just call me?"

"A pussy! You talk a lot, but you're too much of a little bitch to even pull your dick out in front of me."

She was obviously goading me, and although I had no intention of letting it get the better of me, it seriously ticked me off.

"If I wasn't in the company of someone with no more sex appeal than a cardboard box, I would think about it," I retorted haughtily, and Carrie laughed.

"You're saying that but I can see your hard-on from here."

"Because I just watched Hentai and I'm buzzed as fuck," I muttered, and she smirked, a wicked gleam in her eye.

"Oh really," she muttered, as she stood up, and I watched carefully as she turned around before getting back onto the couch on her knees, and with her back facing me, she spread her legs apart and displayed her scantily clad backside at me.

"So you're saying this doesn't affect you at all?" she asked, a playful smile on her face, and I stared at her blankly despite the little lurch that the sight elicited.

"Nope," I muttered, clearing my throat, and Carrie cackled at me.

"Really? What about this?" she asked, rubbing her hand across her backside invitingly, before pulling her short little dress up a bit to reveal the luscious swells of her bare ass cheeks, and the little black thong that she'd worn underneath.

I gulped.

I'd mocked Carrie more times than I could count for having a relatively flat chest.

Not that she was by any means flat, but Sherry's bosom was considerable and by comparison Carrie looked to be significantly lacking.

But for some reason I'd never quite noticed that what Carrie lacked in the chest department, she'd made up for several times over with her ass, and I had to swallow again as my mouth involuntarily began to salivate at the sight of her round, firm buns.

"What's the matter, brother-in-law? Cat got your tongue?" she called playfully, and I sighed again, my show of indifference clearly not as effective as I'd hoped.

There was a wild look in her eyes as she splayed herself for me, and she gyrated her hips slowly, displaying herself as she studied me for the slightest hint of a reaction.

"Come on, take it out. I won't tell Sherry," she promised, putting a finger to her lips playfully as she shot me a provocative smile.

"You're a fucking terrible sister," I chided her, but despite the chastisement, I secretly weighed the offer.

It had been a long week, and I was horny as fucking hell.

And if Sherry was going to be anywhere near as tired as I imagined she would be when she got home, we wouldn't get around to doing anything until probably the weekend.

Not that I wouldn't tell Sherry.

We didn't have the kind of relationship where I would betray her trust by lying.

But then again, we did have the kind of relationship where we occasionally took our kinks outside of the traditional bounds of a relationship, and interested third parties were never strictly out of the question.

This was her sister though.

Would this be going too far?

"Maybe I should 'sweeten' the pot a bit," Carrie called, and I stared in stupefied daze as she placed a hand on her hip, and began to slowly wiggle her little thong off of her hips, and down her creamy, flawless thigh.

She got it halfway down her thigh when I noticed that the black cotton fabric still clung to her crotch, and as it finally pulled away a long, thick trail of moisture connected the garment to her now splayed pussy, and my jaw dropped as I stared at the puffy, aroused lips.

Her pussy was bare and well groomed, and as she slipped the skimpy piece of cloth off, I felt my erection quickly growing to full mast.

"Take it out," she egged me on again, but this time my hand seemed to act all on its own, and I reached into my pants, stroking my length a little, before withdrawing it from my trousers.

"My, my," Carrie breathed, her voice thick and raspy, "So that's what has my sister screaming in ecstasy at ungodly hours of the morning."

"You hear that, huh. I guess this apartment wasn't really built for a plus one," I muttered, and she nodded, her eyes transfixed to my cock as my fingers slowly caressed the firm rigid length.

"I've often wondered what it looks like," she confessed, emboldened by the heightened sexual atmosphere.

"Sherry said you did," I added, snickering a little, and she shrugged.

"You are cute. I mean, I wouldn't date you, but you did help draw some attention to me tonight at dinner," she muttered, her hands now caressing her bared skin sensually.

As she spoke, a smirk suddenly crossed her lips.

"Come to think of it, you did drive off my potential suitor. One wouldn't be mistaken in thinking that I'm owed compensation for that- wha, hey!" Carrie complained, as I suddenly began to laugh.

"Ahaha. I'm sorry. Did you really think a dumb line like that was gonna be enough to make me fuck you?" I asked, as I continued to laugh uncontrollably, and Carrie crossed her arms, pouting while staring daggers at me.

"Oh come on, am I that atrociously unfuckable? I already told you, Sherry doesn't have to ever know," she continued, and I wiped a tear away, coming down from the high of the laughter.

"Look, I keep nothing from Sherry. Even if I fucked you, your mom, your grandmother, or anyone else. But Sherry's going to owe me for tonight, and there's a hot nurse in her clinic that I'm seventy percent sure will be down for a threesome. Now I was horny enough to consider maybe jacking off with you watching, but any more than that is probably going to cost me," I explained, and Carrie grimaced, before a teasing smile appeared on her face.

"How about if I make it worth your while?" she asked.

"What? How? I'm pretty sure you've got nothing on the hot nurse," I answered doubtfully, but Carrie's persisted with a self-assured smile.

"Oh really... you see, I happen to know that Sherry's pretty squeamish about anything to do with her ass..."

"Uh-huh."

"I'm not," she muttered suggestively, gesturing towards her butt, and I gulped.

Carrie was right.

Sherry wouldn't let me go near her butt.

I fingered her butthole once while going down on her and she freaked the fuck out.

Anal was out of the question, and although I wasn't much into it myself, it was one of those sex things that I just felt like if I needed to experience, even just once.

I tried to keep my gaze blank.

Even letting her know that I was considering it would be bad enough, but she seemed pretty self-assured nonetheless.

"Have you ever had anal sex, Thomas?" she asked, and I nodded, hoping my lie would stick.

"I don't think you have," she continued, climbing off of the couch and advancing on me now, "but let me just tell you it is fucking amazing."

I gulped as she got near, but she stopped just in front of me, before turning around and bending over, leaning onto the coffee table, her dress still hiked up and her womanly bits splayed naked before me.

"I've got a pretty sweet ass too, huh? Sherry has all the tits, but she has nothing on this," she muttered, looking over her shoulder at me, and wiggling her butt enticingly in front of me.

"Go on... give it a feel," she continued, "You might be surprised by how much you like it."

Touching it wouldn't hurt, right?

I reached forward, and as my fingers made contact with the lusciously round cheek electricity seemed to course through my hand.

The skin was creamy and soft, just like Sherry's, but unlike Sherry, Carrie's butt was firm and toned, and my hand instinctively cupped the inviting flesh as her ass simply demanded to be grasped.

"Mmn," she moaned, as my fingers dug into the inviting flesh, and she pushed back onto my hands a bit.

"Go on, be a little rougher... I won't break," she urged, and I grasped her ass firmly, kneading the cheek in my grasp while my other hand began to trace a path along the inner length of her thigh.

I gasped as I noted that her wetness was practically dripping down her leg.

"Why are you so wet?" I asked, and she blushed a little.

"Getting felt up by my sister's husband feels naughty as fucking hell," she admitted, and she glanced down just as my cock twitched a little in response, then bit her lips as a wicked smile crossed her lips.

"Getting your ass fucked by sister's husband will probably feel even better," I noted, and she locked her gaze onto my own, her eyes wide and wild with excitement.

I licked my lips as I stroked my cock expectantly.

"We'll need some lube," I added thoughtfully, and Carrie groaned, her impatience winning over in her anticipation.

"Just fuck my pussy a bit, honey. I've got all the lube you need," she replied, wiggling her hips a little and pushing back towards me, offering herself wantonly.

"Nope. I want your ass."

"And you're getting it, just fuck me already," she whined, and I took a step back to her annoyance.

"Fucking you in the ass first, when we've barely even touched would be kinky as fuck," I added, and a smile quickly crept across her face.

"Oh that is naughty," she agreed, her eyes quickly lighting up again. "What can we use?"

"I dunno. We might have some K-Y jelly," I muttered, thinking about it, but Carrie screwed up her face at the mention.

"Ugh, I hate how that tastes."

"Tastes?" I asked, arching an eyebrow, when a cheeky grin suddenly appeared on her face.

"What about butter! Isn't that what you were talking about earlier?" she asked with a wink, and I scratched my head reluctantly.

"I'm not sure that's the most effective solution," I replied, but she had scarcely listened, and was already heading for the kitchen.

I followed, and was immediately greeted with sight of Carrie, one leg up over the counter and her asshole on glorious display as she applied butter generously to her butthole.

"Here. Get it all over your cock," she commanded, her tongue sticking out as she continued working on her ass like an excited little pup.

I applied a generous coating of butter to my cock, and stroked it a bit before approaching her, and placing a hand on her hip as I positioned the tip of my cock towards the little rosebud that was slightly agape.

I paused, hesitating a little, as her puckered asshole looked too small to ever be able to accommodate even the head alone, much less the rest of my erect, rigid cock, but just as I paused, Carrie leaned back into me a bit, and a little jolt of electricity coursed through me as the tip of my cock suddenly made contact with her butthole.

"Ohh," Carrie cooed, shivering slightly, then looking back, biting her lip as she waited with bated breath for the contact to escalate into actual penetration.

I took a deep breath, then leaned forward, pressing my weight into the little rosebud and to my surprise my cock head slowly penetrated the barely visible hole.

"Ohh baby," Carrie moaned, her body shuddering again in anticipation, "is that your cock I feel inside of me?"

"Mhm," I replied, "The same one that fucks your sister raw every night."

"Oh my," she moaned, her hands cupping her breasts as the eroticism of the act itself threatened to overwhelm her.

I pressed a little further in, but Carrie suddenly winced, and I paused.