Middle Men

Five years ago, Benny and I had been living together. Three years ago, we’d been driving each other crazy (not in the good way), and had broken up. Since then, we had become friends. Tonight, though, we were indulging in nostalgia—cruising for a trois for our ménage, something we’d done a lot of back in the day.

“I can’t believe we’re doing this,” I muttered, even as I scoped out our mark. He was damned handsome, and not in that clone-like gay-bar way. I figured him for twenty-five. Bennet and I were both a decade past that. His dark hair was a little overgrown, a little ragged. I could see the electric blue of his eyes even from forty feet away.

I was never obsessed with cock size. But I had a different worry now. “Hey,” I said, squeezing my ex’s arm, “should we do this? I mean, really?” It had taken work to become friends again, and I was afraid of fucking that up—literally. Benny and I hadn’t had sex together since our breakup.

Benny did a smooth greet-and-intro. The tall dark-haired man smiled back and said, “Hi, my name’s Mark.” At which point I shot whiskey and soda out my nose as I tried not to guffaw.

It was Benny’s unerring eye that practically guaranteed success. After a few minutes of flirtatious talk, during which Mark glanced—a little confused—back and forth between us, Benny said boldly, “Cody and me were thinking of getting out of here, going back to his place. You want to come?” He didn’t need to spell out the double entendre in that last sentence.

Suddenly I felt a pang of sympathy for the guy. It also felt like Bennet and I were a couple of old trolls hassling a wet-behind-the-ears youngster. I patted Mark’s shoulder, feeling how solid and broad it was. “Hey, if you don’t want to it’s—”

My heart was speeding and I felt sweat glossing my palms. I had been expecting this to be completely familiar. It should have been. Bennet and me luring some sweet thing home—we had done this dozens of times. Hell, this was even the same apartment, since I’d kept the place after our breakup.

But I was off balance, uneasy. The whole scene just seemed surreal, like when you’re having an erotic dream, but don’t know you’re dreaming until your high school P.E. teacher shows up wearing a leather thong.

None of this is to say I wasn’t excited. Mark was a lovely specimen, and I instinctively wanted to nibble him like a cutlet. I was also aroused by Benny’s presence, by the very thought of revisiting that gorgeous body of his and renewing—at least for tonight—the intimacies of our red-hot past.

Mark was looking at the few pieces of art I have hanging on my walls, and Benny had sidled up beside him, laying an arm across those strong shoulders, and murmuring and giggling with him. He shot me a look behind Mark’s back, one that said, Get the hell over here.

I stepped up to Mark’s other side. He stood about half a head taller than me. I put my hand on his forearm, which was firm with muscle and mapped with veins. I had the sense he wasn’t just a gym rat, but maybe actually did something physical for a living, like construction.

This wasn’t the time for questions, though. We weren’t on a date here. I remembered how these encounters were supposed to go. Very wham-bam-thank-you-mister.

Benny was already stroking Mark’s cheek, his face alight with a lust I recognized immediately. It was a signal to me. I reached up and started undoing the buttons on Mark’s shirt. I wanted him; I really did. But I was still anxious.

“I like your paintings,” Mark said, as Benny went tiptoe to trace Mark’s earlobe with his tongue. I slipped my fingers into his shirt to caress his sparsely haired chest.

I followed, pressing Mark on his other side, like he was our captive. Flashbacks rippled through my head, memories of those dozens of others that Bennet and I had brought home. The thoughts were exciting and my body was responding—but I still felt that strange reluctance, like maybe I was too old to be doing this sort of thing anymore, much less with my ex-boyfriend.

Maybe Benny would pick up on my feelings. He didn’t. In the bedroom, he was already flinging off his clothes. Instead, it was Mark who turned to me with those bright blue eyes, and asked, “Hey, are you okay?”

I looked up at him. Six months out of the closet, he’d said. A babe in the woods, set upon by a pair of crafty gray wolves. Yet he gazed at me with genuine concern and empathy.

“A little what?” Benny asked, halfway undressed. He shot me another look, and I knew what this one meant too: Don’t fuck this up for us.

Mark laid a hand on my shoulder and squeezed. He smiled tenderly. Probably he understood awkward situations better than any of us, having come out so recently. He said, “Hey, if you don’t want to...”

I liked the strength of his hand as it held my shoulder. Mark moved a half step closer, and I looked up into his electric-blue eyes again. We just gazed for a silent moment, then he bent down a few inches and we kissed.

Sparks flew, or if they didn’t, I didn’t see because my eyes had drifted shut and I was just basking in the contact of our lips. There was something unusually powerful about this simple intimate act. I felt the rasp of his stubble. Our mouths started to move. When his tongue slipped out, I met it with mine. His felt like it had an electric current flowing through it, the same source maybe that was lighting up his blue eyes. It had been a long time since a first kiss had thrilled me this much.

Then the kiss went into overdrive, and Mark and I were grinding our faces together, tongues thrusting wildly. I felt the calluses on his fingers as he cupped my jaw, angling my head to plunge his tongue even deeper. I reached up and raked my hand through his raggedy dark hair.

I was startled for just a second when a second pair of hands slipped around his torso and undid the last few buttons on his shirt. I’d forgotten about Benny! I helped him get Mark’s shirt off, exposing well-toned pecs and abs, then I seized Mark’s belt buckle while he was tugging at my clothes with eager strong hands.

There at the foot of my wide bed we all got naked. Benny paused to pull Mark’s head down for a tongue-flashing kiss of his own, while I plucked at the tall man’s nipples. I was already rubbing my hard cock against his muscled leg. Benny reached and grabbed a handful of my ass. I lunged past Mark to give Benny’s balls a gentle squeezing. I didn’t feel awkward anymore about my ex.

Working together, just like we’d done in the old days, we pushed Mark onto the bed. He sprawled on his back, grinning, his luscious muscular body fully exposed. I actually gasped. Benny had been right, of course: Mark’s cock was porn star sized. I gazed at his glorious nine inches, then Benny and I vaulted onto the bed.

We literally butted heads over that big cock. I fell back, laughing and rubbing my forehead, while Benny got the first taste. He gripped Mark’s thick base and pointed his swollen purplish cockhead at the ceiling. Lowering himself over this sweet prize, he started out by bathing that fat crown with his tongue, swirling round and round. Mark squirmed on the bed.

I decided to leave Benny to it for now, as he sealed his lips around the cockhead and started sliding his mouth down that shaft. Benny always was a great cocksucker. I shifted up the bed, figuring on kissing Mark some more or maybe nibbling on his nips, but he suddenly grabbed me by my arms and yanked upward. Then he was seizing my hips, pulling me farther up his body. I found myself straddling his broad chest.

He didn’t have to tell me twice. I planted my knees and angled my body, glad I was still limber. Mark stuffed a pillow behind his head and opened his mouth. I fed the crown of my cock to him. He instantly locked his mouth onto me and applied a strong suction. I felt his tongue flick over me. I reached for the headboard and started sliding myself deeper into his mouth, watching his face to see if I was gagging him. The expression on those outrageously handsome features was one of pure bliss. He sucked my inches in eagerly, finally grabbing my ass and driving my cock right down his throat. It was so beautiful to look down and see myself disappearing into the circle of his lips.

Behind me, I heard Benny slurping and moaning, obviously enjoying himself too. I cranked my head around for a quick look and saw him deep-throating that big cock. As he sucked Mark, Mark sucked me. It felt fantastic. I was now hunkered right over Mark’s face, humping his mouth. I felt and heard the slap of my balls against his chin. Mark was fingering the cleft of my ass. One of his rough fingertips grazed my asshole, and a whip crack of pleasure went through me. I fucked his face even harder, watching my sweat dot the pillow as it fell from my forehead.

Suddenly, Benny let loose a triumphant howl, and I felt the mattress rock underneath us all. “Hell, yeah!” my ex-boyfriend cried as hot spatters rained across my back. In the same instant, Mark’s mouth tightened almost painfully around my intruding shaft. By now he’d dug a finger in my ass up to the knuckle.

I showed mercy. I climbed off him and let him gasp for air as the last jets erupted from his cock. I liked how his cum felt, warm and oozing on my skin. Benny was still crouched between Mark’s outspread thighs. His spit-wet mouth hung open, and he too was heaving for breath.

A calloused hand reached between my legs and fondled my straining shaft. “I can finish you with my mouth,” Mark said, “or you can fuck my ass. Either one; I’d love it.”

I knew what I wanted, but it was Benny who went diving for my bedside table, like he still lived here. My stash of condoms was, however, right where I’d always kept them. He peeled the foil and scuttled over to me, slipping the pre-lubed latex sheath over my cock. His face was bright with sweat and desire. “You fuck this big boy good now,” he told me. I kissed him fiercely. Some part of me still loved him and always would.

Mark had turned over onto his hands and knees, and I moved in behind his sculpted ass. Shivering in anticipation, I set my cockhead to his waiting ring. It had been lovely to watch my meat get swallowed up by his mouth. This was just as good, maybe better. The ultimate male/male connection, you could argue. I took him where he was most vulnerable, easing my cock into his hole, careful that I wasn’t hurting him.

He took it like a champ, even thrusting back against me to hurry the penetration. I sank all the way in, my thighs pressed tight against the backs of his, my fingers gripping his hips. His ass held me tightly. It was exquisite.

We fell instantly into the perfect rhythm. I plunged forward, and Mark rocked back against me, every movement flawlessly timed. Pleasure swarmed over me. Gooseflesh rose on my arms. My nipples grew achingly stiff. My balls were spanking him again, this time slapping his backside. I dug my fingers tighter into his hips and started increasing the tempo.

Mark stayed with me, matching my speed with his counterthrusts. I heard him calling out—“Yeah, fuck me!” and “That feels good!”—letting me know how much he was enjoying this. I was losing myself in sexual delirium. My head rocked back and my eyes shut as the rapture built. Molten colors rolled across the backs of my eyelids. I was heading for a fearsome come.

I didn’t know when Mark had stopped shouting out encouragements, but I heard him making muffled grunts as I opened my eyes again. Benny now had his cock stuffed in Mark’s mouth, and was face-fucking him with the same gusto I was demonstrating. It was a beautiful sight. Mark was taking Benny all the way, the same as he’d done for me.

It sent me into my final frenzy. I pounded Mark’s ass wildly, seeing the impacts ripple up his body. Benny and I slammed him from both ends. It was Benny who climaxed first. He wrenched his cock free just as he started to unload, big, thick, pearly jets splattering the sheets. His face was twisted up into a witch’s mask.

Right then I went thundering past the point of no return. With a last hammering thrust, I let my juice fly. I gushed into the condom, as Mark’s ass clenched around me. The bliss radiated over me, spreading out to my toes, the tips of my ears, everywhere. It was one of the most fantastic comes I’d ever had.

Someone kissed me. I turned to find Benny’s face inches from mine, a devilish grin on it. “Hey, lover, the tall drink of water is ready to go again. I wouldn’t mind him fucking me, but I thought I’d defer to you, this being your abode and all.”

I blinked and looked around, seeing Mark hunkered a few feet away. His cock was fully erect again, all nine swelling inches, and he was gazing hungrily at me.

Benny knew I wanted it, and he was going to let me have this ass-pounding. I gave him an appreciative kiss. No, we wouldn’t stop being friends because of this. If anything, we would be closer than we’d been in years.

Dipping into my stash again, Benny came up with an appropriately sized latex casing for Mark’s substantial meat. When Mark had it on, he moved toward me. I stayed on my back, hooking my hands behind my knees and drawing back my legs. Again I was glad that I exercised enough to stay limber.

Mark settled on his knees before me and touched the tip of his cock to my eager asshole. A preliminary shudder went all through me. The lube on the condom felt cool for just a moment, then Mark shifted his weight and started sliding inside me.

Like I’d done, he took it slow at first. I was grateful for that, considering how big he was. My ring expanded for him, and new pleasure began to flow in me. He penetrated deeper. I looked up at his muscular body looming over me. I liked the sweet sense of vulnerability I felt. He sank the last few inches, and I had to cry out.

I was skewered, impaled. Even though I’d adjusted to his size, my whole body lit up every time he filled me with his cock. It was a kind of pleasure overload. Sexual energy built and built within me. My ass was glowing. My limbs tingled. Something heavy thumped just below my navel, and I realized my own cock had surged back into full hardness. I didn’t even bother touching myself.

Mark fucked me faster and harder. I felt the bone-jarring impacts of his body against mine. Droplets of his sweat fell on my face. His heavy balls smacked me. His big cock reamed me, and I loved it. I was shouting out again as the whole bed jounced.

When I felt the sudden gushing warmth filling the condom, it tripped something deep inside me. My own second climax swept across me without any real warning. Independent of any contact, my cock was spraying cum over my belly and chest. Mark drove himself to my deepest place as he wrenched his way through his orgasm. I gazed up at him through a seething sexual haze, stunned at how beautiful he was.

Eventually, he pretty much collapsed on top of me, and we embraced and rolled around on the bed, giggling. Benny was sitting off to the side, smiling down on the two of us, obviously very pleased with what he had wrought.

Oh: if I haven’t made it abundantly clear, I fell in love with Mark that night. As it turned out, he had serious feelings for me too. By the end of that year, he had moved in with me. We don’t seek out random threeways very often, but whenever Benny stops by, we always make an exception.