A Moral Conundrum

A MORAL CONUNDRUM - Chapter 1

Thank you for reading my first attempt at a story. An even bigger debt of gratitude is owed to my editor, Mitzi Norton because without her kindness, patience, and excellent advice, this story would not be here.

The following is for entertainment purposes only, and in no way constitutes an endorsement for illegal activities. This story contains scenes of incest between brother and sister. If this does not appeal to you, read no further. All characters are 18 or older.

We may be the most unlikely fraternal twins you'll ever see. My sister and I shared remarkably similar features until around age 12. Puberty brought great changes for both of us, and now we're 18, about to finish our senior year. People who didn't know us then are usually shocked to discover our relationship.

My teenage years were not kind to me because not only did I fail to have a substantial growth spurt, but I also had to deal with braces, glasses, and zits. Couple all that with a distinct lack of athleticism, and well... that was me, a stereotypical nerd. Since I was mostly a social outcast, I took refuge in books, movies, and music. However, even the worst of times don't last forever, and by the time I was 17, my skin had cleared up, the braces were gone, and I had ditched the glasses for contact. I also spent some time in the gym, so I put some muscle on my previously scrawny frame. Alas, the damage had been done, and I was still a shy, awkward 18-year-old virgin with almost no self-confidence.

Erin, on the other hand, seemed to effortlessly sail through the years with nary a concern. She blossomed into a tall, athletic, auburn-haired, green-eyed beauty with a sweet disposition who was a friend to all with few exceptions. Despite our differences, we get along well with each other, and ours is an easy, fun relationship. I'm usually so awkward; I can barely string together two coherent sentences with most girls. However, with Erin, I feel comfortable enough to just be me. She always treats me well in return, and her companionship is my refuge from all the slings and arrows of the average school day.

I'm very aware of how pretty my sister is, and I'd be lying if I said that I'm never curious or tempted. However, we live in a strict Catholic household, and mom constantly teaches us lessons about modesty, decorum, and propriety. Any wayward thoughts I have usually get sent packing by that good old Catholic guilt.

Presently, it's finals week and while my sister is by no means dumb, she struggles in a few of her subjects, most notably math. Since that's one of my strong suits, I promised that I would help her study and prepare for her trigonometry test. Unfortunately, I got held up at school and am just now getting home over an hour after I told her I'd be there.

I enter our home announcing my arrival by calling out, "Hey, sorry I'm late. Couldn't avoid it. You ready to go?" The only answer was silence. "Erin? Are you th...?"

My question dies in my throat when I walk into the living room and see her lying on the couch. I just stand there for a moment; my breath ragged with sudden excitement. "Erin, are you awake?" I whisper in a voice so small; it can barely be heard.

She's apparently fallen asleep on her back while studying without me. Her math textbook is on the floor next to her arm, which is dangling over the side. It looks like when she got home, she undid the top 2 buttons on her blouse and untucked it from her skirt because it had ridden up enough to reveal a little of her smooth belly. I'm also able to catch an enticing peek at the edges of her white lace bra. Her uniform skirt had ridden up to about mid-thigh, but the hem formed a "U" between her legs that covered her up there. I hesitate to wake her up because she looks so peaceful and innocent. However, we really do need to study, and I reach for her shoulder to gently shake her awake. Before I can, she shifts in her sleep and I freeze, mesmerized as my sister's legs part slightly, her skirt slowly slides further up, and her lavender-colored panties are exposed.

The sudden intense rush of thoughts and feelings at the sight of that thin fabric stretched tightly across her mound momentarily leaves me breathless and dizzy. First, I'm painfully hard, with a powerful urge to touch and explore further. That's immediately followed by conflicting thoughts that swirl around my head. "If she wakes up..." is first among them, followed by, "NO! She's my SISTER! I can't!"

Remembering all the other times I was tempted to peek, denied because Erin was always so modest and careful, I never had a chance before. She would be mortified if she knew how open and vulnerable she looks right now. I couldn't stop staring though, until she lets out a soft little snore and breaks the spell.

Believing that I would never have an opportunity like this again, I quietly take out my cell phone to record a video of her from head to toe, devoting extra time to a close-up of her panties before panning out to capture the whole scene. Quietly backing away, I rush upstairs to my bedroom so I can relieve the awful pressure in my groin.

My pants around my ankles, I stroke myself while replaying the video when I'm interrupted by a knock on the door. "Umm.... Will?..." I hear her call.

"Oh SHIT!" My mind screams as I scramble to collect myself before opening the door to reveal my blushing and uncharacteristically awkward sister.

"I think we need to talk." she speaks softly, with a touch of anxiety in her voice, and her eyes averted towards the floor. "Are you mad at me?"

Trying to maintain my composure and hide my raging hard on as I try to figure out what she knows, I manage to steady my voice. With a quick, quiet sigh of relief I reply, "No. Of course not, sis. Why would I be angry with you?"

"I just thought... you know... you said you'd help me study and you're" vaguely waving her arm around, "up here instead."

"Well yeah." I say while shrugging my shoulders. "When I got home, I called out, you didn't answer, and when I saw that you were napping, I didn't want to wake you, so...."

She still looks worried, and I can only imagine the thoughts going through her head when she says, "Okay. That's cool, but did you... ummm... was I...?" Erin asks anxiously. She must have known how she looked when she woke up, so I guess she's trying to find out how much I saw.

Maintaining a neutral expression on my face, I try to reassure her. "Were you what? It's fine. Really. Don't worry about it."

Finally, she seems to relax a bit and I'm rewarded with a smile. "Well then, we still have plenty of time before dinner. Do you want to just study up here?" Erin asks cheerfully.

As much as the thought of being alone with her here in my room appeals to me, I really don't trust myself to keep it cool. Hesitantly, I reply. "Nah. All your stuff is still downstairs, so it'll be easier to just use the living room."

"Thanks Will, you're the best!" she enthusiastically exclaims as she bounds back down the stairs.

Taking a few deep breaths to calm myself, I follow a few seconds later, and we spend the next 2 hours without incident until we we're both confident that she understands the material. I must admit though, that even with our focus being on the upcoming math final, my eyes are still drawn to her legs every time she crosses them or shifts positions. Fortunately (or UNfortunately), she's her usual cautious and modest self, so there aren't any awkward distractions, not outwardly anyway. Though I'd never had this problem before, I'm now intoxicated by her proximity; the scent of her hair, the soft lilt of her voice, and the pleasant shock of touching her skin when our hands brush against each other. In no way should I be thinking about my sister like this, but I don't know how to stop, nor am I sure I even want to.

Finally, we finish up, Erin closes her book, leans back, and stretches her arms over her head. I take a moment to admire how the buttons of her blouse strain as it stretched tightly over her breasts. Were they always that large and full, or am I only now just noticing?

Gathering up her things and checking her phone, "Thanks again for the help Will. Looks like we have just enough time before mom comes home to get changed and ready for dinner."

"Yeah. No problem." I reply, distracted as I linger to watch my sister head upstairs, hoping to catch another peek underneath her skirt. Even though I love the way her ass moves, she still walks with her habitual, reserved modesty.

With a sigh, I pick up my book and go back to my own room. Before I enter though, I glance over towards Erin's room and notice she hasn't closed her door all the way, which is a rare lapse in judgment. After briefly wrestling with my conscience, I quietly tiptoe down the hall and press my eye against the small gap in the doorway, then immediately feel a pang of guilt. She has her back to the doorway but is facing the wall-mounted mirror over her dresser, so I have a perfect view of her. My sister's humming a happy little tune as she brushes out her hair, and I can't help thinking that if I'm caught, it would be a long time before she'll be this carefree again. By now though, I'm hooked, and can't stop even if I want to. The heady cocktail of anticipation, guilt, shame, and arousal is too much to resist, and it's all I can do to keep myself from groaning as I watch her unzip her uniform skirt. With a whisper, it slides down her legs, puddling around her ankles before she steps out of it. As she bends over to pick it up, I'm treated to the lovely vision of her panties stretched tightly across her perfect ass. Still seemingly without a clue that she's being watched, Erin straightens up, unbuttons her blouse and with a shrug of her shoulders, slips it off and lets it fall to the floor. I almost groan again as I revel in the sight of her standing in front of the mirror in just her bra and panties. She takes a minute to examine her reflection before opening one of the drawers and pulls out a pair of shorts and t-shirt. After she shimmies into them and pulls the shirt over her head, I quickly back away, go back to my room, and quietly close the door behind me. Sitting down hard, I'm trembling from arousal and the shock of what I just saw. Soon, I hear my sister walk down the stairs, and I have an evil idea.

Creeping back down the hall, my heart pounding, I sneak in Erin's room, find her laundry basket, and rummage through it until I discover a pair of her used panties. White with pink pinstripes, they're soft and warm in my hand, and I quietly slink back to my room with my ill-gotten prize. Undoing my pants, I shove them down along with my boxer shorts and wrap the wondrous material of my sister's panties around my painfully hard and throbbing cock. Mentally replaying all that I'd seen, it only takes a few strokes before I come harder than I ever had before. There wasn't enough fabric to contain it, and some of it splatters on my desk before I fall back in my chair, completely spent.

A few minutes later, I compose myself enough to clean up the mess I just made. Unfortunately, I've ruined my sister's delicate panties in the process. Overwhelmed by feelings of guilt, shame, and fear, I berate myself, "Oh FUCK! What have I done? I can't do this again." Vowing to somehow get myself right again, I bury the evidence in my trash can and fervently hope that Erin won't notice her missing underwear.

Dinner that evening is surprisingly pleasant, without incident, and we all enjoy a good meal and nice conversation. After watching TV together before calling it a day, I fall asleep with the hope that I'm able to put this day behind me, and life can resume normally.

Alas, despite the promise that I made to myself, I can't tame the lust and desire I feel for my sister. Every time I jerk off now, I fantasize about how to make her submit so I could have my way with her body: blackmail, roofies, hypnosis, even somehow staging a kidnapping and tying her up. Even though I always come, nothing quite matched the intensity of when I jacked off into Erin's stolen panties. I don't dare try to take another pair though. One missing could be easily dismissed, but multiple pairs would invite suspicion. I suppose this must be how a drug addict or alcoholic feels; doing more and more in a vain effort to capture that first high. I really don't want to hurt my sister, but I have no idea how long I can keep doing things like this. If only there was some way I could have her without her realizing it was me, or better yet, without having any memory of being taken at all.

I immediately nix the idea of kidnapping, but I start giving serious consideration to the other options. Blackmail? The only thing I had on her was the video I took while she was sleeping. Would she be so afraid of me releasing it online that she'd give in to me, or would it backfire? She could just as easily threaten me for having taken it in the first place. Roofies seemed like the best option at first. It would be easy to slip one in her drink and all accounts indicate that she'd have no memories afterwards. Alas, I haven't the foggiest idea how to get, or even safely administer them, plus there's the possibility of getting arrested for illegally buying them. Perhaps I could learn hypnosis? A quick Google search showed plenty of options for lessons. Did it really work though, and could I really make her do things she wouldn't normally want to? Even if those answers were yes, how would I even possibly get her to agree to let me practice on her? Now feeling intense shame for perving on my sister, I force myself to end these thoughts because ultimately, I love Erin and wouldn't really do anything to hurt her. Vowing to be a better brother, I try to accept this whole experience as a "one-off," so I can move on with my life.

A few days pass by and I'm home studying when Erin comes in limping badly. Quickly rushing to her side to assist, I ask with sincere concern, "Hey! Are you alright? What happened?"

"I don't know." She responds while gasping in pain. "I think I just have a cramp in my foot, or maybe I sprained it somehow. Let me sit down for a bit and see if it feels better."

She grimaces as I help ease her down on the couch, and once she seems comfortable, I ask worriedly, "Would you like me to get you some aspirin, or do you think you'll need a doctor? I'll drive if you need to go."

"Just aspirin for now." She thoughtfully replies. "If my foot doesn't feel better after that, then we'll decide."

After I get that for her, arrange her schoolbooks within easy reach, and make sure she's comfortable, I step back. "I'm going to study in the kitchen, but if you need anything else, just let me know, okay? Especially if you feel like you need to see a doctor!"

Erin says she will, and all's quiet for a while until I hear, "Hey Will? Would you come here please when you get a sec?"

Grabbing my keys first, I rush back to her side. "Are you alright? Do you want me to take you to the Urgent Care?"

"I don't think so... not yet anyway. Would you please look at my foot and tell me what you think?"

Looking doubtful, I sit down across from her so she can rest her legs on my knees, affording me a peek at her toned thighs before she quickly smooths down her skirt and folds her hands in her lap. Holding her sore foot, I gently push and probe. Even though I'm not sure exactly what to look for, I suspect it would be obvious if any bones are broken. She grimaces in pain a few times, but doesn't cry out, so I take that to be a good sign. After I wiggle each of her toes, "Well, nothing seems to be too badly damaged or swollen, although I think I found a knot of tense muscles near your arch. Maybe you just need an ice pack and some rest?"

"Ummm. That felt kind of nice when you were rubbing my foot. I think it's just a bad cramp, so maybe a foot massage is all I need... if you don't mind giving me one of course." She says with a hopeful smile.

"I don't mind, but I'd hate to mess it up and make things worse. You'll let me know if anything doesn't feel right?" I ask as I gently knead the sore spot.

Leaning back with a sigh of relief, "Mmmm. Just like that. I'm feeling better already."

With Erin's feedback, I gain more confidence and soon find a nice rhythm to my technique. Soon, I can really feel the tension in her foot melt away, and she relaxes even further, contentedly closing her eyes, and letting her arms slide off her lap until they rest at her sides. As I gaze at her while continuing to massage her foot, the dark thoughts and temptations I had tried to suppress demand to be heard. Switching over to her other foot, I shift position just enough to cause her legs to part and give me an unobstructed view of her plain white panties. While I stare and let my fantasies run wild, I'm startled when she suddenly tenses up and pulls away from me. Realizing that she just busted me, I quickly look away. However, the damage is done, and the look of shock and embarrassment on her face causes me to feel deep shame.

Quickly pulling her legs away and smoothing down her skirt, she hurries upstairs without saying a word.

"Erin, I'm...." Before I can even fully apologize, she's gone, and shortly, I hear her bedroom door slam.

Burying my face in my hands, I agonize over the harm I just caused my sister, which combined with conflicting emotions of guilt and arousal. "I have to somehow make this right." I climb the stairs, hoping that she'll find a way to forgive me.

Steeling my nerves to knock on her door, I feel another heavy pang of guilt when I hear what sounds like my sister crying. Chickening out, I slink back to my room like a coward so I can figure things out. I shoot Mom a text to let her know I'm not feeling well and will skip dinner tonight. After mindlessly spending some time playing video games, I go to bed miserable, and hope that somehow tomorrow will be a better day.

*****Erin's P.O.V.*****

Because my last period today was an involuntary study hall, I'm home an hour earlier than usual. The extra time isn't doing me any favors though since I can't stop stressing about my trig class. If I don't get at least a B on my final, I'm going to fail and miss out on graduating unless I make it up over the summer. Trying to take my mind off my problems, I reminisce about the past few years and all the changes we've been through since Freshman year. Seemingly overnight, Will has grown into man, and quite a handsome one at that! It's a shame that he doesn't seem to see himself that way though. He's so sweet and thoughtful as well. Despite the looming pressures of our upcoming finals and (hopefully) graduation, Will is still going to help me prepare for them. I really want to show my appreciation, but how? A simple thank you doesn't seem like nearly enough, and I can't afford to get him any kind of nice gift either.

For the past few months, I've noticed that he's occasionally been looking at me inappropriately. I know I should tell him to stop, but it's not only flattering to me, his attention also kind of turns me on. Of course, I immediately feel guilty. He's my brother, and any thoughts or temptations beyond that is the ultimate taboo. Despite this, a naughty idea about how to thank him occurs to me. What harm could possibly happen if I gave him a little thrill? I suppose it's a sin, but I try to rationalize it, even though it's a bit of a reach. How serious an infraction could it be if it makes him happy for a little while?

I don't know exactly what time Will is going to get here, but I doubt it'll be too long, so I arrange myself to look as though I fell asleep while studying on my own. Giggling nervously, I undo a few buttons and arrange my skirt, then I wonder how he would react. I lay back and steady my breathing so I can give a convincing performance. The only problem is, I really fall asleep! When I wake with a start, almost an hour has passed, and my skirt is just about hiked up to my waist. My face is now hot with embarrassment because I hadn't intended to show off THAT much!