Brothers & Sisters Vol I: Cum-Covered Sister by koyaanisqatsi

“You want to do what?” Her request was so bizarre I had to hear it again. “Please? I have been obsessing over this idea for months! Can’t you please help me make it happen?”

I looked Helen over from head to toe. She was a strangely built woman, but attractive nonetheless, at least to me. She had a very round head, and a preposterously oversized chest for her height. Her waist was surprisingly slender, but her rounded hips and full backside gave her an irresistibly womanly shape.

I need to back up a little bit.

Our relationship, at least in its present form, had begun under the most unusual of circumstances. It started one day at work, when Helen came into my office, opened her top and asked me to ejaculate into her massive cleavage.

I think I need to back up even further.

Helen is my sister. We grew up in Middle America, in a farming town of about 3,000 in Western Indiana. She’s about 18 months older than me. We were both sexually curious at about the same time in life, in our early teens, and ended up exploring and discovering together. By the middle of high school, we’d moved on to actual girlfriends and boyfriends, but our close bond had been formed. We went to different universities, but always stayed in touch.

After I graduated, I moved to Omaha. I got a job in the business office at a local building supply store. It was not quite a year before Helen moved to town as well, having changed her major so many times that she actually graduated after me.

She was bright, and managed to get a job at the same place, but in the commercial sales division. It was fun to see her now and again. We’d often get together for dinner or movies or drinks, two small-town kids making their way in the big city.

Both the business and commercial sales offices were closed on weekends, but as a responsible person, I frequently found myself spending Saturdays and even Sundays catching up. I found it to be unusually productive time, since the phones didn’t ring and coworkers weren’t around to interrupt me.

It was on one of these very quiet Saturday afternoons that I was surprised to hear the office door open behind me. I spun around to see Helen’s bright face appear through the opening.

“Hey, you. What are you doing here on a Saturday?” She wore a ruinously devilish grin. I should have sensed immediately that something was afoot, but I was still in work mode.

“Ah, trying to catch up on A/P and A/R. What are you doing here, for that matter?”

“Um, I have a question for you. Actually it’s more of a favor.”

She entered the room fully, and closed the door behind her. I spun my chair around to face her, and gestured to an open task chair nearby. Helen took it, and at that point I noticed that she was dressed a little sexier than a weekend shopping trip to the lumberyard would truly necessitate. She sported a gorgeous deep red silk top that wrapped around her midsection, and a very short black skirt sat atop her shapely, black pantyhose-encased legs. Again I spotted the grin.

“Helen, what’s going on? You’re being very strange.”

“You’ll see.”

“Um, when? Start talking, Helen.”

“No, you’ll see first, then I’ll start talking.”

Quite suddenly. Helen untied her silk top, exposing her two enormous breasts, each held high and pressed together by a sheer black bra. Her dark round nipples were clearly visible, and each poked at the sheer cloth with surprising dimension.

My heart was in my throat. We had messed around as kids plenty, but we were now adults, and we were also at our workplace. What was going on?

“Um, Helen, what the fuck are you doing? Do you want to get fired?”

She said nothing, but ran her hands over her full breasts, pinching her large nipples tenderly. The corner of her lower lip slipped in-between her teeth, a mix of impish delight and adult lust coming over her face. I found that I could not remove my gaze from her rapidly flushing chest and lusty visage. I finally found the courage to speak again.

“Helen, what are you doing?”

My question only seemed to egg her on. She kneaded her breasts, more forcefully this time, pressing them together. The rounded creamy skin glowed in the bluish light from my computer screen. My heart was pounding so loudly I could hear it in my head. She continued to caress herself, never taking her eyes from mine. Her relentless petting had coaxed her large nipples to the very edges of the sheer bra cups. I felt sweat form on my upper lip.

“Jesus, Helen, what are you trying to do to me?”

At that, Helen effortlessly pulled down the fabric that still covered her breasts, and they fell free. Her nipples leapt out as the air-conditioned room came into direct contact. Large, dark brown, and almost rubbery, the nipples stared at me with the same intensity as her eyes.

I couldn’t pretend any longer that I was somehow not aroused. Blood surged rapidly through my cock, and it sprung to its full-engorged size instantly. I stood up suddenly.

“Helen, don’t make me ask you to leave. This can’t go on. I can’t…”

Finally she spoke. I was relieved for the interruption.

“Ryan, I need something from you. I need you to, um…”

“Jesus, what?” I was begging for an excuse to either get out of this situation, or throw myself into it.

“I need you to jack off into my tits.”

It was not was I was expecting to hear. “You need what?”

“Ryan, I have been fantasizing about this for years. I’ve been meaning to ask you since I moved here. God, I don’t know what it is. I’ve had lots of lovers, but nothing felt as right as you and me. I spent most of college fucking guys that I imagined were you. And I can’t explain it, so don’t make me try. For some reason, I have always wanted to have you jack off into my tits, but not during sex. Just somewhere, some normal place and time. Then I’d wear your cum all day. God, even talking about it is driving me crazy.”

My mind was swimming. I looked down at her, unable to notice how badly my erection was pressing against my trousers.

“So, you want us to start messing around again?”

“Well, yes, I guess so. But right now, at this moment, I need you to jack off into my tits. I’ll come over tonight and we’ll talk about the rest.”

I was somewhere between extreme arousal and paranoia for being discovered. Either way, I didn’t hesitate long before I opened my fly and pulled out my impossibly hard cock. It pulsed thickly in my hand, and my throat was painfully dry.

“I can’t believe I’m doing this.”

I stared down into her bountiful breasts, and started stroking. My breathing quickened, and I watched Helen’s softly heaving chest rise and fall. Her lips were pouted, her face flush, her gaze fixed on my rapidly moving hand coursing over the length of my phallus.

It didn’t take long. The ridiculous nature of the situation, Helen’s voluptuous body bared for my pleasure, the danger of getting caught committing incestuous sex acts at work, the sight of my turgid cock just inches from her lovely face and full breasts, the mix of lust and adoration across her sweet face. I shuddered with a muted groan as my load burst forth.

“Into my tits, Ryan. Right in my cleavage,” Helen advised. She had obviously thought this through.

I managed to aim reasonably well, and several extremely satisfying spurts landed squarely where her large breasts met, and the viscous fluid began to seep down between them. She was careful not to touch me, though I secretly craved for her to do so. Finally the last significant drops of my semen fell into her cleavage. I tucked my sticky pecker back into my pants and collapsed back into my chair. Helen looked down into her cum-bespeckled cleavage, cooing softly.

By the time I caught my breath, Helen had reapplied her beautiful silk top and was regaining her composure. She wiped the glistening perspiration from her upper lip and fanned her flushed face with both hands.

“Don’t forget to zip up before you leave. I’ll see you tonight.” She kissed my cheek and vanished from the room.

I put myself together, and tried to refocus on my work. I eventually found my stride again, but my productivity had clearly been diminished. I could only keep at it with the anticipation of that night’s rendezvous with my sister.

I arrived home and quickly showered and changed clothes. I had no idea what to expect, but obviously something drastic had changed between my sister and I. I decided I had better have a drink to calm myself before Helen arrived. I poured a tall bourbon and soda, watching my hands shake as I did so. I was halfway through it when I heard Helen’s gentle rap on the door of my apartment.

“Hi, Ryan.” She looked a little sheepish, nothing like the lust-consumed harlot into whose gaping cleavage I’d emptied myself just hours earlier. She, likewise, had changed clothes, and I found myself almost disappointed by her less-revealing attire.

“Hi, Helen. Come on in.”

I opened the door wide, and she slipped past me and into the living room.

“So how was the rest of your day?” Helen said awkwardly.

“Um, I think it’s safe to say I had a hard time concentrating after you left.” I wasn’t going to let her put the subject off for very long.

“Yeah, about that. Look, I don’t even know where to begin explaining that.”

“How about at the beginning?”

“Honestly, there isn’t really a beginning. It’s a fantasy I’ve been unable to forget about for years. I remember when we were kids, for some reason I just loved watching you cum. But by the time my tits got this big, we’d long since given up our games. I never had the nerve to ask anyone else to do that, but it’s been driving me crazy. I seriously can’t explain it rationally. Something about the thought of cum, particularly YOUR cum, being shot into my tits, and then staying there all day, it turns me on more than anything I’ve ever experienced.”

“Does it, like, make you come? Just the thought of it?”