“What do you mean?”
“Do you trust any of the guys here? I mean, good dudes, trustworthy dudes?”
“A few of them are pretty alright. About half these guys are ex-cons. But yeah, a few of them are good guys.”
“Okay, I trust you, so I’m going to tell you this, and then put you in charge of it. Ready?”
“Shoot.”
“Okay, I know this girl, and well, she wants to try something. Like, something kinky.”
“What, is she like a slut or something?”
I winced at the word. I don’t know if I hadn’t expected such words to come up, but somehow they stung worse than I would have guessed.
“Yeah, man, she’s pretty slutty. Anyway, she wants a bunch of guys to jack off and cum on her.”
“Like a circle-jerk?”
“Yeah, I guess. But she wants like a total of five or six guys. I’m in, and if you are, then we need three or four other guys. Can you help me?”
Chris was surprisingly unfazed, as if these things happened to him all the time.
“Pshh, yeah, I’m in. I’ll cum on the jaggoff slut. I’ll pick two or three guys. You pick one more. When’s this gonna happen?”
“Well, after the Christmas party sounds good to me.”
“Cool. I’ll save up a load for her. Just here at the shop? There won’t be anybody here, and I have a key.”
“Sweet. But keep it on the downlow, of course.”
“Oh, yeah, of course. We don’t want any uninvited cockmasters showing up.” Chris held his index finger to his lips to signal that he’d keep quiet.
Chris and I chatted a week or so later. He’d picked two reasonably clean-looking guys from the shop. I’d chosen a very unlikely candidate: one of the new guys in administration was very sweet, but very geeky. He’d already confessed to being a virgin. I figured it couldn’t get any more STD-free than that.
I finally told Helen about my success with the scheme. She squealed and threw her arms around my neck in a huge bear hug. Her tits were crushed against my chest, and I fought off my arousal.
“Okay, we’ve got five guys, me included. We’ll do it after the company Christmas party. One guy’s even a virgin, so I know he’s clean.”
“Oh, thank you, Ryan. I’m so fucking excited!”
She celebrated by stripping me down and doing sixty-nine with me. I ate her puss, delighting in her rich, heady aroma while I lapped lovingly at her engorged clit. Helen sucked me off with a tenderness and earnestness I’d never before experienced. Also, for the first time since we’d renewed our sexual relationship, she swallowed my cum, every last drop.
Finally the big night arrived. It was a Friday night between Christmas and New Year’s, and the company had rented the back room of a local eatery. Food and drinks were provided, and we all had a reasonably good time. When the party was winding down, those of us with the extra-special after-party exchanged glances and made our way to the parking lot. I called Helen on my cell phone to let her know we were en route.
We all pulled into the machine shop parking lot, and I didn’t yet see Helen’s car. We let ourselves in, and Chris handed out a few extra beers he’d had in his trunk. I heard Helen’s knock on the heavy steel back door. I went and let her in.
The catcalls started immediately as Helen walked in. She wore a skimpy red skirt, a very sexy red top that basically left her tits completely exposed, and a red-and-white Santa hat. She was every bit the imp, and my cock ached to see her that way. She also wore a green masquerade mask. It hid her upper face, but showed her sexy smile. We had agreed that a small measure of anonymity would help.
Almost no words were exchanged. She found a stool on wheels that put her open shelf-like bosom right at cum-dumping level. Lusty grins were exchanged. Finally Helen spoke.
“Okay, boys, what have you got for me? Take ‘em out.”
One by one, we all pulled our cocks out, each of us long since hardened in anticipation. We all took a passing glance at each others’ cocks, as guys always do. I was impressed by them all, and particularly proud of Tim’s, the virgin. He might have been geeky, but he was packing quite a monster.
“I’ve gotta do you first,” she said, pointing at me, “since you were the one who set this up.”
She wheeled over and swallowed my cock in one move. I felt my cockhead hit the back of her throat. She milked it with amazing skill, and my balls dragged across her vast acreage of chest. Once again, the sheer strangeness of the situation urged on my orgasm. Four other guys were stroking their hard cocks in anticipation, and this “slut”, secretly my sister, was swallowing me whole. I grunted to let her know I was about to let loose.
Helen backed away and my cock reappeared, glistening with saliva. She wrapped her hand around it and beat me off the rest of the way. My cum shot out at high velocity, spraying wildly across her expanse of tits. She cooed predictably, and watched in fascination as my cum started its gravity-drawn path into her tightly packed crevace.
Satisfied that she had milked every last drop, she discarded my steadily drooping cock and wheeled over to my left, where geeky Tim stood in total fascination. She looked him in the eyes and wrapped her hand around his monstrous rod.
“And you I’ve gotta suck off. You’ve gotta at least be able to brag about a blowjob, right, kiddo?”
Tim just nodded meekly, and watched as Helen repeated the process. Tim grunted loudly as his pecker vanished into Helen’s throat. He didn’t last thirty seconds, and his cock had already started to erupt before Helen had a chance to pull him out and jerk his cum onto her rack.
Helen’s face was flush with arousal and effort, and she had never looked happier. She looked down at her cum-covered chest and beamed.
Chris was next. She only beat him off. She and I had agreed that we didn’t know the other guys well enough for fellatio. She jacked him off with expertise, and he blew his wad into her cleavage.
She decided to try jacking off both the remaining guys at the same time. As she did, they grunted and moaned. I could see that she was trying very hard not to try to suck them off. Then one of them starting talking dirty.
“Oh, fuck yeah. You love all this cum, don’t you?”
Helen nodded agreeably.
“Yeah, you fuckin’ love it. The fuckin’ cum-slut loves it. Fuck yeah, slut. Jack my shit off.”
I was immediately incensed. Nobody calls her a slut. Never mind that she’s jacking off five guys at the same time. I nearly intervened. But Helen just nodded and muttered in agreement.
“Ah, fuck. Here you go, cum-slut!” And the dirty-talker came, shooting his jism into her chest. The other guy was just seconds behind. Soon we had all gotten off. Helen was delighted.
Then she simply got up and ran out to her car. The five of us stood, half-naked, cocks out, in a circle. I was still totally upset about the slut comments, but I made a hasty retreat of my own, lest I try to settle the score. I wasn’t much a fighter anyway, and these guys probably knew how to handle themselves.
I arrived at home and found Helen on the bed, her top still on, her skirt hiked up and her panties off. Her bare pussy lay exposed. I could still see the cumshots drying on her chest.
“Oh, thank God you’re here, Ryan. Eat me out. I am so fucking turned on right now!”
I wasted no time, and buried my face in her crotch. I licked at her with unusual ferocity. She clawed at my head, pressing me against her sopping wet sex. I burrowed my tongue deep, and sucked her swollen clit into my lips.
She came hard, as hard as I’d ever witnessed. Finally I pried myself upright from between her legs and lay down beside her.
“Jesus, that was fucking ridiculous. Thank you. Thanks for that, but thanks for putting that together. It was everything I could have hoped for. It was perfect.”
“Helen, we can never do that again. It was too risky. I don’t trust those guys, or anybody else. It’s just not doable. They called you a slut, for God’s sake.”
“Oh, who cares?” Helen shrugged it off. “Guys are just horny fuckers who talk shit. It didn’t mean anything.”
“Um, you were jacking off five guys. Of course they meant it. Never again, you understand?”
“But Ryan, it was so—“
“Never again. Besides, you’d said yourself it was just to get it out of your system.”
“Fine, never again.”
“I can’t even bear to go back there. I’m going to call in sick on Monday. That was supposed to be my last day anyway. I think I’m going to throw up.”
“Oh, stop exaggerating. You made me so happy, and so fucking horny. Anything you want to try, I’m in, no questions asked.”
I got up and went to the kitchen to pour a stiff drink.
The winter passed quickly, and soon the messy wet snowmelt of spring was in place. One Saturday night I was home alone, rather curious as to where my sister might be. It was after midnight when I heard her come in, and I could tell right away that something was amiss.
Helen was sobbing, a miserable horrid sob, a mix of despair, terror and shame. I immediately jumped out of bed and tore into the front room.
“Helen, what’s the matter? Jesus, what happened?”
Her clothing was filthy and torn, her makeup smeared, and her posture that of a broken person. She nearly collapsed, and I caught her right as her legs gave out. I picked her up and carried her to the bedroom, and laid her on the bed.
“Helen, what happened? Are you okay?”
“Oh, God, Ryan, I’m so stupid! I’m so stupid. It’s all my fault!” She sobbed loudly. I was in a state of terror.
“What happened?” I scanned her body for major wounds, my mind racing with scenarios or a mugging or a car accident.
“I’m sorry, Ryan. You were right. I was so stupid. I tried to do it myself, and this happened.” Helen’s eyes were practically swollen shut from crying, and her chest heaved with her labored breathing between noisy sobs.
“You tried to do what? Jesus, just tell me what happened! You’re scaring me!”
“I wanted to do it again. I wanted to have guys cum on me again. But I didn’t want you to know. So I went to a bar that same part of town, and I found some guys. It didn’t take much to convince them.”
“Helen, what happened?”
“Oh, it was so stupid of me. We tried to do it in the parking lot of the bar. I got two guys off, hands only, don’t worry. But then three of them wanted sex. I told them no, but they didn’t care. Oh, God, Ryan, they nearly raped me!”
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