Helping Mrs. Masters

by Jason Lenov

  All eyes drifted to Stef who smiled and rolled her eyes. "Alright. Yeah. Sure."

  My insides tightened and a cold sweat started to break out on my forehead. Why was it alright, yeah, sure? Why wasn't it "yes, yes, yes!" Was she embarrassed of me? Did she not want them to know so that she could still... put on a show?

  As the band started picking up instruments and getting ready to go on, Stef grabbed my arm and hauled me out front and towards the bar.

  I felt like a zombie, staggering through the nasty place without knowing where I was going, or why. I knew that I could still stop this, I could tell her I didn't want to go through with. We could just watch the band and go home and be together, just the two of us. That would still be fine.

  But in the darkest part of my mind and the coldest part of my heart, I knew I wasn't going to do that. Even though I cared about Stef more than I'd cared about any other girl in my life, even though she'd told me she was falling in love with me, even though this had the possibility of being something special, I knew it would only happen one way.

  It was like I needed to see that part of her, I needed to watch what she'd been like before I knew her to come to terms with it. So that it wasn't just a nightmare fantasy but a reality I could deal with on my own terms.

  Stef ordered beers and shots for both of us and we sat down at one of the may empty tables around the stage.

  The band were fucking terrible. They were loud and out of tune and the mix was all wrong so that pretty much all you could hear was drums. Every once in a while Billy's horrible caterwauling would pierce through the thundering drums and make me cringe. He was almost as bad a banjo player as he was a singer, too.

  But every time I glanced at Stef she looked like she was having the time of her life, like she didn't even care about how bad the music was. She started downing shot after shot, chasing them with beers while I sat there nursing mine. By the end of the second set she was drunk enough that she didn't care about much. Still able to walk and speak normally, but pretty fucking drunk.

  "Aren't they fucking terrible?" she whispered as the band made their way off stage and the patrons around us began to get up and head out.

  I let out a laugh because I really thought she'd been enjoying herself. "You heard it too, huh?"

  "Oh God, I always hated listening to them."

  I furrowed my brow and shook my head. "What the hell was this about then?" I asked.

  Stef raised an eyebrow, grabbed my arm and hauled me up, almost knocking down the little round table we'd been sitting at in the process. "You're about to find out," she said. She dragged me back to the dressing room where the guys were starting to put away their gear. "Hey boys!" Stef called out.

  Every single one of them turned around. There was a moment of awkwardness, or it felt like there was where they all glanced back and forth at each other, then at me, then at Billy, then at Stef, before finally looking at the floor or the walls.

  Stef waited just a little too long to say anything and I could tell that she was relishing the power she held over everyone in the room at that moment. The way she was standing just screamed that she was. Finally, after what felt like way to long, she sauntered over to where Billy was standing and, slurring her words a little asked, "you boys remember the good old days?"

  There was a quantum jump in the level of testosterone in the room. Suddenly all the guys were looking at Stef standing so close to Billy, then back at me with hopeful but slightly guilty looks in their eyes.

  Stef, once again, relished the discomfort for a little too long before swinging around to look at me too. "Don't worry boys," she assured them. "He knows what he's in for."

  Even though I completely did not.

  But as soon as she said it, Billy swung her back around, tilted his head and pressed his dry lips against her mouth.

  A cold knife of jealous lust stabbed up from my crotch, piercing my heart. I couldn't believe I was letting this happen and yet I didn't want to do anything to stop it. All I wanted to do was stand there and watch Stef, the smart and beautiful, fun girl I'd just met be completely defiled by this band of dirty hicks.

  Stef didn't resist Billy's affection. Not one bit. She put a hand on his hips, giving him just enough room to slap a sinewy paw onto her tit. He growled into her mouth as he started kneading it and I imagined he was probably already getting hard.

  The other guys standing around were all staring and a couple of the more grizzly looking ones with unwashed hair and long dirty bears had already started to unbuckle their belts.

  At this point I realized this was not just going to be Stef getting fucked by one guy, or two. This was going to be Stef getting fucking ganged by the whole damn band.

  My cock had started to harden in my own jeans and I looked around for a chair to sit down in but couldn't find one so just kept standing there, unable to move even to shuffle into a darker corner of the room.

  No one seemed to care.

  Billy, having had his fill of making out with Stef, pushed her away and yanked her top off, then snapped her bra open and threw it away so she was standing half-naked in front of the guys.

  A few of them were rubbing themselves through their jeans as Billy yanked his cock out.

  My eyes bugged as my gaze settled on his rigid meat. The guy was easily ten inches long and probably two inches around. It was a little weird because he wasn't that built or anything but then he had this donkey cock.

  Stef immediately sank down onto her knees, throwing her purse down onto the ground.

  What burned about it so hard was not that she did it, not that she was about to suck Billy's cock. It was that the move looked so practised, the way she got off her heels and onto her knees, like she'd done it dozens, or even hundreds of times. I started to wonder how many times she could have possibly been fucked by Billy or the whole band after shows?

  The thought made my heart race so fast I had to think of something else. I felt like I was going to have a heart attack.

  Stef put both hands at the base of the engorged shaft and lifted the tip to her lips.

  Billy wasn't circumcised, so she had to peel back his foreskin and I watched as his red, throbbing head came popping out.

  Stef immediately stuck her mouth onto it and started to suck.

  "Holy shit boys," Billy grunted. "She's just the way I remember her." He didn't do anything except stand there while Stef sucked his fat cock and got it up even harder. Every once in a while her lips would lose grip on it and it would pop out of her mouth with a noisy, wet slopping sound. She'd quickly stuff it back in and start to suck him off again.

  Billy and the boys stood in place staring at her tits bouncing gently up and down as she sucked him off. After a while, the boys seemed to stir, like they were getting impatient, and Billy pulled her off and stepped back.

  I thought he was going to get her to stand up, maybe change positions, maybe lie down on the ground or something.

  Instead, dirty old Billy put a thumb on her chin to keep her mouth open, squeezed the head of his cock and grunted as a streak of his sperm sprayed out and landed on her tongue.

  And Stef? Like the perfect pro porn star Stef just opened wider, giving him more of a target to shoot at.

  With a finger and a thumb, Billy milked his cock into her gaping mouth until there was nothing left but a dribble. He leaned forward and put the tip of his cock on her bottom lip.

  Stef licked up the last of his seed that was leaking out. Then, in a final act of submission, pressed the tip of her finger to his cock squeezing out one last drop and licked that off her finger, too.

  Billy stepped back grinning and holding onto his cock. He stared into her eyes as he smiled.

  It's hard to describe how I felt in that moment. I'd watched Stef give a blow job before but this was... filthier somehow. The last time I'd made her come and joined in on the fun. This time she hadn't even looked at me. She'd just sucked Billy off until he came into her mouth. Like she was his whore. My insides
twisted at the thought that she liked this.

  What was I doing getting involved with a woman like this? This was crazy, wasn't it? How could we ever possibly have a normal relationship after something like this?

  But now that the worst had been done, now that I'd let her go this far, it seemed like it didn't matter what else she did. She'd already stepped over the line. Now my morbid curiosity wanted to know how far to the other side would she actually go?

  "Well shit," Billy muttered. "Get her up on that table boys."

  There was an old square card table in the corner of the room. A couple of the guys took the lamp off of it and the water bottles and carried it towards the center of the small space.

  Two others lifted Stef up by her arms. She squealed, as much in delight as in surprise, and pretty soon she was on her back with her legs in the air.

  Her boots got pulled off revealing her toes painted a bright red. Then the skirt she was wearing got yanked off. Then her bright yellow thong. Then it was just naked Stef lying on her back on a card table in a room full of dirty, horny guys.

  Oh yeah, and the guy who was supposed to be her "boyfriend," standing off to the side and watching.

  Guys started pulling their belts open and their pants off. A few moments later there was a wall of naked men's bodies surrounding her and I was craning my neck trying to see what was going on. I took a few steps closer to get a better view.

  The guy that had been playing drums stepped between her legs. He was pretty ripped, looked like he went to the gym a lot. He had a few tattoos that I couldn't make out on his chest and wore his hair in a crew cut. With his cock in hand, he let Stef's thighs glide down his sides as he pressed the head of his cock to her tight slit. "Mmm, fuck. It is just the way I remember it," he said.

  Another jealous shiver raced through me. Clearly this had all happened before, probably many times. I watched, wide-eyed as he took a single step forward and split the cleft between her legs letting his cock glide into her cunt.

  Stef moaned and arched her back. The table shook beneath her and her nipples hardened as the drummer pressed his cock deeper into her cunt.

  A few of the other guys, seeing how hard her nipples had gotten, started pinching them. The pinching got harder until she let out a shriek. Then one of the guys standing beside her slapped her tit. That only made her moan again and made her body wiggle. But she was pinned down by the drummers hands on her hips and his cock inside her snatch.

  Spreading his legs apart, the drummer started fucking her slowly in and out.

  One of the guys standing next to her stepped forward and pushed the head of his cock against her face.

  Stef responded immediately, turning her head and opening her mouth, she let him slide into her. He began to fuck her mouth.

  Chapter 25

  It was only at that moment that I realized what a raging hard-on I had. Nothing could compare to how hard I was right then and I desperately wanted to yank myself out and make myself come.

  Somehow I knew that would make things worse. I felt like if I did that, if I let an orgasm sedate me, I wouldn't be in this moment here with everyone else. I'd just be standing in the corner feeling sorry for myself while everyone else was having fun.

  So I didn't. I didn't touch myself. I just stood there watching Stef get fucked.

  "Alright baby, here it comes."

  Stef's head jerked up off the table and she looked down her body at the drummer's grunt. "Fuck, no Danny! You've gotta pull out. I'm not on anything!" she said, her voice slightly panicked.

  Danny looked up, surprised and pretty disappointed, it seemed. "What? Fuck, you've gotta be kidding me!"

  The guys around her started chuckling at Danny's predicament. Danny had slowed his fucking but was still sawing in and out of her.

  "Fuck guys, it's not funny!" Stef cried. "I'm serious!"

  Danny, not knowing what to do, looked around at the other guys. It seemed like this might have been one of the greatest problems he'd ever encountered in life. What do you do when the woman you're fucking tells you you can't nut inside her pussy? Thankfully, he had a few helpful friends around.

  "Put it in her ass man!" one of the guys shouted.

  "Yeah, put it in her ass!" another echoed. They both seemed irritated at Danny for saying anything and killing the mood.

  Danny looked between the two of them, then over at Stef.

  She seemed to sigh. Then she dropped the two cocks she'd been stroking and reached down to pull her ass cheeks apart.

  I felt dizzy and nauseous and elated and totally floored. She was just going to let him into her ass? Just like that? I knew right then that I had to see it but I didn't want to draw attention to the fact. I started shuffling slowly sideways, working my way around until I could just barely make out Stef's ass from the side.

  I saw the tiny, dark, winking hole as she stretched her ass cheeks wide. Danny's cock fell out of her tight pussy with a sucking sound and he immediately pressed the head of it against her ass.

  Stef winced but pried herself apart.

  I couldn't believe what I was seeing. I couldn't believe what she was doing. It was like she thought there was no other option. Why couldn't she just tell Danny to finish himself off? Why did she feel she had to give him this? To let him come inside her ass?

  She didn't resist, though. She just eased her ass cheeks open and let him start sliding his girth inside.

  He was thick, too. Not as thick as Billy had been but thick enough. I watched him stretch her tight back hole. Every time he wedged another inch inside her, her pussy lips would flap a little and she'd moan.

  The whole thing had me so fucking confused and hot that I thought I was going to blow into my jeans.

  Then, for the first time since this had all started, Stef looked over at me and our eyes met. As Danny filled up her back hole with the rest of his cock, Stef smiled at me. A faint, quivering smile. It was nice to know she still remembered I was there.

  With Danny buried deep inside her ass, Stef reached up and started massaging her clit, trying to make herself come.

  One of the other guys pushed her hand away and started doing it for her. "Here. I'll do that."

  Stef's body reacted right away, curving and rising up off the shaky table.

  She must have squeezed Danny with her ass because he let out another grunt and started fucking into her in short, hard thrusts.

  The guy rubbing her clit started slapping at it harder, the wet sounds of his soaked hand against her soft flesh bouncing around the room.

  Stef's body tightened again as she swore and rose up off the table. Hands shot out from either side to hold her down as Danny started furrowing into her ass, ready to dump his seed into her depths. She started breathing in short gasps that built into mewls as her body jerked, shaking the table.

  Danny blew his load. With a roar through gritted teeth, he lunged against her driving his cock deep into her ass hole as it shot hot spunk. The anguish of a climax strained across his face for a few moments and after it had left him he gave a few more thrusts before pulling himself out.

  I looked on in horror at Stef's tight hole which had been stretched into a dark and gaping maw. I saw a hint of pink, as her prolapsing insides sucked back in, then a dribble of white as his cum began to ooze out.

  The view was blocked a second later by one of the other guys stepping forward and stuffing his cock into her drooling pussy. It was the bass player this time and he had a nice fat cock too, that wasn't as long as the others but stretched Stef out well just the same.

  I was beginning to understand why she'd been such a fan of Billy and the Boys. If after every gig she got ganged and brought to climax like this, I could see why they'd been friends. As I stared at her, lying on the table like that her legs spread and flailing as another rigid rod of meat dug into her cunt, I felt a pulse of hot lust run down my spine and settle between my legs at what a slut my girl was.

  My girl.

  I had no idea if I
would be able to call her that after this but for now it was hot to think about.

  The bass player worked up to a good rhythm, pumping in between her legs until I saw that Stef was ready to come again.

  "Not inside my pussy," she whispered as his face got red above her.

  With a few more thrusts he sent her over the edge and into the abyss of an orgasm.

  I saw him clench his jaw against coming until she was done. He yanked his cock out quickly and stuffed it into her ass. He'd barely made it inside with the head when he started to nut.

  One of the other guys had stepped up beside her now and was fucking her face.

  Stef lay there with her mouth open, sucking on him and letting him go deep into her throat. He had a hairy hand on her tit and was squeezing it as he stared at his own cock disappearing into her mouth.

  As the bass player staggered back and more cum came spilling out of her ass, I saw the guy with his cock in her mouth getting ready to come.

  Then, from somewhere off to the side of the room, Billy came back into view. His cock was hard again and he was stroking himself and he stepped between Stef's legs and something about it made it different than the other guys.

  Even Stef tried to look up.

  The guy she was sucking unloaded into her mouth with a roar.

  I watched his cock flex and his nuts come up beneath his legs as he released all he had into her and she swallowed it back. It was over quickly and both Stef and I turned our attention back to Billy.

  Billy was smiling a little but it was a weird smile. He was looking at Stef like he... like he had something on her. Like he owned some piece of her that she could never have back.

  When I looked at her, she looked different, too. She didn't look as matter-of-fact about him pushing into her as she had with the other guys. She looked more excited and more worried and more... what was it? Afraid?

  Billy put a thumb on each side of her pussy and split her open. Then he pressed his cock head against her opening and started to ease himself inside.

  "Oh fuck, Billy," Stef whispered and the sound of his name on her lips made me shake.