I teased her asshole with soft, light strokes, my fingers slick with lube. Meanwhile, Little Jim just sat still, in her, holding her up and pinching her nipples. He eased off and just watched over her shoulder as I played with her anus, sliding a finger in a half inch, then out, a half inch, then out, an inch, then out, breaching the strong sphincter with more and more ease. Prepping her for my cock would take time, and I walked a fine line between getting her ready and driving her to complete –and wasted – climax. I wanted her pussy contracting while I was in her. Not yet.
My fingers nudged her sphincter open, winding in circles, slowly getting wider and deeper, teasing her asshole until the walls of her pussy ached and dripped.
"Please! Please!" she cried. "I can't take this anymore!" A small pool of her juices dripped down one leg.
"OK, babe. You asked." I slowly pushed against her anus, gently pressing forward, then back as her muscles clamped down and forced me out. I took my time, knowing that this was a slow process, but one that would pay off for everyone in the end. She was tight – as I'd expected – but even once I got through her tight, pink circle of muscle she was super tight, my cock separated from Little Jim's by a thin pink wall. I moaned with pleasure and she and Little Jim joined me. We were all close and if we timed this right, we'd explode in harmony together.
Little Jim began to thrust in small movements, and I braced myself against Alicia, cock in her ass, stretching the thin wall of her vagina between us, both filling her in every crevice possible.
We rocked in unison, careful to move in ways that made us one, not three people but one large pleasure center of cunt, cocks, ass and anything that felt good. The climax rolled over me out of nowhere -- what I thought would take longer came like a tsunami, a huge tidal wave that threw me forward and back, with no control.
My entire being centered on my dick and her ass, both together, the friction nothing more or less than nirvana, my balls slapping against her butt cheeks as I slowly, but with great concentration, fucked her anus like it was heaven. Little Jim barely moved and then suddenly gasped and shouted through gritted teeth, his climax turning him red, veins standing out in stark relief as his face twisted with pleasure.
Alicia, trapped between us, bucked against my ass. “Oh, fuck me, Big Jim, fill me, fill me!” she screamed, her hand reaching between her legs. As if being fucked up the ass and in her pussy weren't enough, she rubbed her clit, squirming a hand down into Little Jim's lap, and then I felt her rectum contract, her pussy a ring of fire and muscles squeezing me, leeching the cum from me as I poured into her, my own scream open and full. I owned the building, I owned the company, and damn if I didn't own these two in this moment, so my scream was primal and pain and pleasure and more.
We panted our way down to earth, my muscles loose and sated, as I slumped forward onto Alicia's back, careful not to pull out too suddenly and hurt her. Little waves of tightness flirted with my cock as I went softer, her ass releasing me in small layers.
I pulled out of her and got dressed. Little Jim handed me my clothes and I helped her put on her shirt, her skirt, and I smirked when he got to her ripped panties. She laughed and threw them in the trash. Once we were all dressed, I took a huge, deep breath, let it out, and then turned to Little Jim.
"So, those regional reports?"
I acted like it had never happened. I had to. The emotional high of everything was just too much. Like fucking a girl I picked up in a bar and then running out the door after the afterglow, this was one encounter that I needed to compartmentalize.
Little Jim looked at me and nodded, then threw a thumb toward his office. “I have them. The client called a few minutes ago and was really pissed...” We walked toward the door.
Alicia stumped out of the room through a different doorway. I couldn't stand it. She was too beautiful and valuable to ignore. “Alicia!” I called out.
She turned slowly toward me, bright eyes flashing and hopeful. “Yes?”
"I think," I looked at Little Jim, who nodded, "it's time to make you Head Analyst. With a raise. And weekly, er...daily meetings with me and Little Jim."
She smiled and nodded. "I'd like that. I'm very good at analyzing head."
The chuckle that filled me was spontaneous and joyful. Filled with promise.
Happy Father's Day, indeed.
Story 3: Little Jim Isn't So Little
Slick breasts covered in lube. Her hands slid down over the creamy, pale skin, landing on her nipples and pinching them into perfect, pert tips. Like the end of a missile, they begged to explode, her fingers rolling, one hand descending between the valley of breast flesh, over her navel, past the piercing and down into the silky curls that covered her warm, wet pussy.
With an expert hand she began flicking her slit, circling it with careful precision, one hand coming up to her breast to swipe some extra lube, then sliding back to her red hot nub. She played herself like a master violinist, one hand working the frets, playing strings, while the other handled the bow.
My rock-hard cock wanted to be the bow that brought this orchestra to climax. She reached for me as I grabbed my dick and stoked it slowly, lubing it up with the Astroglide from my nightstand. With a light touch, I kept my orgasm in check, waiting to slide into her and come with her, a perfect symphony of flesh.
And as she reached for me, my fucking mobile phone rang. The ringtone was for work. Damn. So much for that fantasy.
Hands still slick with lube, I grabbed the phone and made a face. Deep breath. Click. “James McDorfam,” I said.
And angry voice pelted me with insistent demands. “Your goddamn company fucked up and sent a double load to the wrong facility!”
My cock withered. It was nearly midnight, and I'd just finished four wheeling. Jacking off to my fantasies about Alicia Jaymes, the new Rate Analyst at the trucking company where I was VP of logistics, had been an afterthought, something to do before heading to bed.
Her sweet ass flashed through my head. I willed it away. “I'm so sorry – let me get into the office and figure this out. Can I call you in an hour?” I calmed the client down and got off the phone. Fuck. Now I had to call Big Jim, the trucking company's owner. He'd hired me a few years ago, an ex-football player like me. We had both been sidelined by injuries. He was like a Dad to me.
And now I had to call and tell him my division had fucked up.
I grabbed the sticky phone and called him. “Hey, Big Jim,” I said.
“What the fuck? It's midnight, Little Jim. Let me guess. Shipping error.” He sounded pissed, but not at me. We'd worked together long enough that I could read him fairly well.
“Yep. Cleveland-Pittsburgh mix-up. I hate to say it, but we both need to get into the office.”
“Yeah. I know the drill. I'll be in the office in an hour or so, too. Just meet me there. Any idea who's working the overnight?”
I chuckled my most evil laugh. “Alicia.” My tongue played with her name.
“Hey now – she's mine,” Big Jim growled.
“Not if I get to her first, Old Man,” I shot back.
“I mean it, Little Jim.” Now he really did sound pissed. I knew he had a soft spot for her. But hell, I had a hard spot for her. A big, hard spot that was getting harder by the second as I thought about her. That long, curly blonde hair. Her sharp wit. Breasts that burst out of everything she wore. An ass like J.Lo. What more could any man want from a woman?
And, apparently, Big Jim wanted her too.
“Well, you're an hour – and a shower – away, Young Whippersnapper. The spoils go to the man who gets there first.” Click. He hung up on me! Fuck – now I raced to the shower, sticky phone bouncing on the bedsheets.
No way that old man was getting to her first.
¦ § ¦ § ¦
Traffic was, of course, a fucking nightmare. Big Jim would definitely beat me to Alicia, but I wasn't that worried. We could share her, after all.
We'd shared plenty of women; the first threesome had been
a drunken accident after a company Christmas party. I'd stumbled into the coat room to get my ski jacket and found Big Jim ass fucking the receptionist, the two of them going at it on top of a pile of coats. He'd invited me to get my cock sucked, and she'd been willing and happy. That receptionist got the biggest bonus in company history, a promotion, and had ended up leaving a year later to focus on erotica writing.
She sent us her stories faithfully, each one better than the last, all focused on threesomes and anal play.
Was Alicia into anal? Double entry at the office made work so much more fun.
Ninety minutes after my call with Big Jim, I finally pulled into my parking spot. The building was quiet; I knew Alicia was working third shift to cover all the guys who were spending Father's Day with their kids. The labor sheet said that we had two or three people working the loading dock, but the shipments hadn't started trickling in yet, so they were probably smoking cigarettes (or some weed) and bullshitting.
Alicia would be in the cubicles alone. My mouth watered at the thought. My dick sprang to life and my balls started to ache. I'd been so close at home. Maybe I should jack off and take care of things now, before I went in?
Nah. I'd rather give it all to her.
I made my way directly to Big Jim's office and knocked."Hold on!" Big Jim shouted. I ignored him and barged in.
"So I have those regional reports from the -- ah -- the -- oh, my GOD!" I shouted, acting like I was surprised by what I saw. I was good at playing dumb.
Big Jim was dining at the Y, eating Alicia's cunt while playing with his standard 14” dildo, right at the opening of her dripping pussy. She was spread-eagle on the desk, no panties, skirt bunched up at the waist, and from the look on her face she was about three seconds from gushing and coming in 14 different ways.
So I'd arrived just in time!
Slightly jealous that Big Jim got here first, and had some nice action, I was sad to have missed out on the preliminaries, but my cock was so ready that it didn't really matter. I winked at Big Jim and he shot me a shit-eating grin. He'd won. Sure. But we'd both get what was coming to us.
Now.
If you can't beat them – join them.
Big Jim turned bright red and moved slightly, one head of the dildo grazing Alicia's clit. She groaned and couldn't help it, her hand reaching down to stroke off. She started smashing up against the dildo head, seeking it out. I've never seen a woman work her body so well – it's like she read my mind from my earlier fantasy. Big Jim pulled back and watched as she fucked herself with one hand and played her clit like an instrument in an orchestra, her fingers strumming where Big Jim's tongue had just been.
He slipped one hand under her ass and added some light strokes to the edge of her anus, making her buck like a bronco. Then I stepped forward and rolled her nipples like she had in my fantasies, giving her three sensations at once – clit, ass and breasts. She was in full climax, her face twisted in orgasmic joy, a nearly painful look on her, as dripping juices poured out of her pussy.
A cockeyed grin slipped over my face as I stood there, transfixed, watching my fantasy come to life. Had I really been stroking off to this in my own head just 90 minutes ago? Was this real?
My boner screamed out for attention, too. We'd double-teamed a few employees before, all women like Alicia who were looking for some adventure. Two of the women were upper management at the company, and while we didn't do menage with them anymore, they were mighty fine women with a bright future at the company.
Like Alicia.
"So, Little Jim, exactly how much of this business do you want to learn from me?" Big Jim asked. Alicia couldn't stop coming, wave after wave hitting her. She practically didn't need us, her pink fingers traveling over her vulva and breasts, pinching and wringing every last drop of orgasm out of her. When Big Jim slid his finger to capture some cunt juice and then carefully poked through her ass muscle, she screamed in joy.
I covered her mouth with one well-manicured hand. Quarterback hands.
Hands that know how to handle a ball. And a clit. And an ass.
I grabbed the dildo from Big Jim and pulled it out of her, then leaned over Alicia. "You look like you're not quite done yet, honey. Let's see how much more you have in you."
"Yes, yes, please," she begged. Her eyes were wide and big, unfocused and frenzied. “I've wanted you both for so long,” she crooned.
A quick lick of her red nub made her shivered. God, she tasted sweet. I eased the 14" dildo in her, one head going in at least 8 inches.
"Whatever that feels like, baby, it's not enough. I've got more coming," Big Jim rasped, one fist wrapped around his tight cock, slowly sliding it along the shaft, taking his time. He looked unfocused and close, and I felt my own orgasm teasing me, ready to come in my pants just from thinking about what we were doing and seeing. But no – I wanted to feel her, be in her, to fuck that hot pussy and let her juices slide against me. No way was I about to jizz in my pants like a teenager.
Not with that fine, begging woman right there.
"Come here and let me lube you up," she demanded. Big Jim walked over, dick at full mast, and she slipped her hands over his tight ass as she took him in her mouth, instantly full and content. Meanwhile, I undressed quickly and leaned down, one hand fucking Alicia with the dildo, my mouth descending on her clit in a ripping kiss of tongue and heat.
Alicia's mouth was full of Big Jim's cock, as thick as a Coke can, her pussy being fucked by a solid 8 inches of dildo, and I was tongue fucking her clit. She was bucking again, and I didn't want her to come until we were both in her. Big Jim loves anal, so I'd be happy and fine with her vagina, filling her and exploding inside while she rode my pole.
So it was time to unleash the beast. I'm not boasting or exaggerating. Big Jim really was as thick as a Coke can, but only about 8 inches. My dick had been a problem for years; plenty of women were scared by it.
I hoped Alicia could handle it. I dropped trou and let it all hang out.
Alicia gasped. I grinned at her reaction. “Think you can handle this? Or should I just leave?” I asked.
Her face hardened with dark desire. “If you leave after showing me that, I will hunt you down and fuck you in your sleep.” She grabbed my cock and stroked it, licking her hand for lube. Ah, God, I was so close. With a strong hand I grabbed her arm and stopped her. Time to assert control.
"Turn over," I urged her, licking a line up her neck to her ear. She shivered and her long, curly blond hair sliding over the wet trail I left, making her shudder again with anticipation. I turned her over on her belly and he leaned her over the desk, then pulled her back a bit, climbing on the desk.
When Big Jim realized I wanted the pussy, I saw the light go on in his eyes and he used one hand to fondle his balls and the other to tweak Alicia's nipple from behind. She groaned, and then I positioned her on top, sliding deep in her slick hole. Ah, heaven. She was warm and wet and tight, all at once, and I froze, because if I had even one millimeter of friction I was going to shoot my wad in her right now, and I was so ready that I'd probably make her eyes float.
"Astroglide. The Breakfast of Champions," Big Jim laughed, pulling a bottle out of his desk drawer. He took the Astroglide and squirted it all over the cleft of her ass. Spreading her ass cheeks gave him a full-on, awesome view of my cock in her, my balls cradled between her warm folds and the top of my thighs. I love the feeling of a woman's juices on my upper thighs, my cock in her and filling her, little sighs and moans and tightenings coming from her right before the final climax.
Big Jim's hands gently parted her buttocks and he teased her asshole with soft, light strokes, his fingers slick with lube. Meanwhile, I just sat still, in her, holding her up and pinching her nipples. I eased off and just watched over her shoulder as Big Jim played with her anus, sliding a finger in a half inch, then out, a half inch, then out, an inch, then out, breaching the strong sphincter with more and more ease. Prepping her for his thick cock would take time, and I knew he
walked a fine line between getting her ready and driving her to complete –and wasted – climax. I wanted her pussy contracting while I was in her. I wanted to feel Big Jim's cock in her ass while I fucked her pussy. But not yet. He had to get her ready and slide in her.
His fingers nudged her sphincter open, winding in circles, slowly getting wider and deeper, teasing her asshole until the walls of her pussy ached and dripped. I felt waves of contractions along my shaft and didn't even need to move – I was so close and aching, but steeled myself against the orgasm. And then she bit my earlobe. Some part of me exploded, and I felt waves of muscle contracting, as if I had a vagina. No no no no. Not yet! I needed to hold on just a few more moments.
"Please! Please!" she cried. "I can't take this anymore!" A small pool of her juices dripped down one leg.
"OK, babe. You asked." Big Jim slowly pushed against her anus, gently pressing forward, then back as her muscles clamped down and forced him out. He was an ass master, taking his time, knowing that this was a slow process, but one that would pay off for everyone in the end. She was tight – as I'd expected – but even once he got through her tight, pink circle of muscle she was super strong, my cock separated from Big Jim's by a thin pink wall. I moaned with pleasure and everyone joined me. We were all close and if we timed this right, we'd explode in harmony together.
NOW I was ready. I began to thrust in small movements, and I braced myself against Alicia, cock in her cunt, Big Jim's cock sliding against mine, stretching the thin wall of her vagina between us, both filling her in every crevice possible.
We rocked in unison, careful to move in ways that made us one, not three people but one large pleasure center of cunt, cocks, ass and anything that felt good. The climax rolled over me out of nowhere -- what I thought would take longer came like a tsunami, a huge tidal wave that threw me forward and back, with no control. My fantasy about her had been so strong that it had already driven my cock to the edge and now I was pumping her wet pussy hard, jerking inside her, hands roaming over that ass and those breasts and sliding skin against her, lost in the moaning and slick.
Double Entry: The Collection (3 Menage Stories) Page 3