I mentioned Ali in one of my stories before. We had been chatting online, and met at a sex party. We've both since found long-term, monogamous partners of our own, and double-date often.
Ali is about seven years older than me, Middle Eastern. I'm Chinese-Filipino. Where I'm about six inches, thick and cut, Ali is about seven inches and a bit thicker. Ali is leaner and hairy, I'm smooth and a bit more muscular.
This is a story of one of our in-between encounters, back when we were both single and swinging.
Ali and I had enjoyed our sexcapade a lot, and we both bonded over both being cut in a country where most guys are uncut; over both being more top, but being willing to bottom for the right guy; and also about preferring small groups or one-on-one over the hustle and bustle of big sex party groups.
As fate would have it, Ali had to dogsit and housesit for some mutual friends. He asked me to housesit with him, and I happily agreed. I'd been to that house before - for another sex party. I was the last guy to arrive then; Ali had greeted me and started fingering me, and had pulled me upstairs to take me alone. We fucked each other in the upstairs bedroom while the rest of the guys were fucking downstairs, and it was only after we'd thoroughly explored each other that we rejoined the group.
This time, there would be no rejoining. It would just be him and me.
We shared screenshots of each other's STD test results - all negative. And neither of us had had sex with anyone else the week before meeting up, so it was going to be a wild, fun
Ali drove us to the house, and we had a relaxed dinner. We then had some viagra and some pills, and showered while waiting for the effects. We'd agreed beforehand that we'd take pics and videos for our own viewing pleasure...
"I'm glad you could make it," Ali growled as he watched me dry off.
"I'm glad you asked me," I winked. Ali grabbed my arm and pulled me to the bed, pushing me down and climbing on top of me.
We started by kissing; we gripped each other hard, rubbing our chests together, eyes closed, just enjoying the sensations. Ali was hairy, I was smooth. We broke the kiss off, and I rolled Ali over and began sucking his already-hard dick. I kept an eye on Ali's phone, which he'd set to record. I gave my sexiest, naughtiest wink, and returned to sucking on him. Ali grunted, turning himself around so we could 69. I felt my hard dick slip into his mouth, and moaned.
As if in synch, we both began to rub each other's holes. With a hunger, I dove down and began to rim Ali's smooth, shaved ass, sticking my tongue as far as I could go. Ali began slurping up mine, as well. There was a big bottle of lube on the bed; I poured some on my left hand and jacked Ali off as I ate him, and he did the same to me. His hand gripped my hard cock expertly, making me moan; and his moans told me I was giving him the same good feeling.
"I'm ready," he suddenly said. "I'll sit on you, to get used to it." "Wait, I want to be filled too," I said. Grabbing my buttplug, I lubed it up. "Do the honors?"
Ali grinned as I lay back and relaxed, exhaling. He put the buttplug against my hole and pushed it in. I gasped as the familiar feeling of fullness spread through me, and I jacked my cock off to full hardness.
I watched in the mirror as I lay down, and Ali squatted above me, lowering himself onto my hard dick. I watched him impale himself on my dick, and begin bouncing down.
Damn! It was so hot, watching ourselves in the mirror like that. I couldn't take it anymore. "On your back," I commanded. While still in him, we flipped over, and I took control, pounding him. I grabbed my phone and filmed us close-up, enjoying seeing my dick pumping in and out of him, all while Ali jacked himself off.
I can't remember how long that took, but eventually me knees tired. "Time to return the favor," I winked. I squatted down and took the buttplug out. Ali squatted beside me, and put his own buttplug inside himself.
Then I got down on all fours on the bed, raising my ass up. Ali entered my prepared ass, moaning as he felt it engulf his dick. My prostate lit up with pleasure as he slammed into me, and I began jacking myself off.
After a few minutes, Ali whispered in my ear: "I want to see your face." I turned around, and grabbed Ali's fleshlight, lubing it up. As he entered me again, I entered it, and we sighed in pleasure while I was the middle of our little sandwich.
"Stop, stop, I'm getting close," I said - worried I was going to cum. After all, we had the whole weekend ahead of us.
We took a break, lying side by side, jacking our cocks off slowly as we felt the pills' effects, too. Ali thought a photo shoot would be nice: I took some snaps of him on the bed, he took some snaps of me on the floor, and in the bathroom. He made some videos of me fucking the fleshlight. He also showed me the video he'd made of him entering me; I marveled at how easily I took him.
"This is so hot," I said as I reached over to grab his cock. I smiled wickedly as I climbed on top of him, holding up the fleshlight. Ali's eyes twinkled; he knew what I had in mind. After all, last time we'd met we'd double-fucked a Russian gymnast...
I slipped the fleshlight onto his hard dick; he moaned as his length went in. Then I squeezed my own dick in. "Fuck," we both said, feeling how tight it was. Just like a real ass, almost.
"Ah, we forgot the buttplugs," I said after a few minutes. My sloppy ass felt empty.
"I have an idea," Ali said. Disengaging from the fleshlight, Ali rifled around in the box beside the bed, and pulled out a double-ended dildo.
"Damn, I like how naughty you are!" I grabbed some pillows and set them up. Ali and I lay on our backs, legs alternating, and scooted over so our asses lined up. Both our asses were already lubed up, and the double-dildo was gleaming with lube, too. We watched each other breathe in deeply as we set the dildo in between us, and we entered ourselves at the same time.
Fucking hell.
The dildo was a bit flexible, but firm. Slowly, slowly, we got it in, going all the way until our balls touched.
I held our wet, slippery, hard cut cocks together as Ali positioned the fleshlight above... it took some maneuvering, with one dick or the other slipping out, until we managed to get both our dicks in together.
It was magical. We each had one hand on the fleshlight, while holding hands with the other. Ali moved his hips, driving the dildo into me while thrusting his dick into the toy; and I did the same. We soon found a rhythm, experimenting with thrusting together, and with taking turns.
The whole thing was too much. I could see us in the mirror, fucking a fleshy toy together while fucking each other. It was just too hot. "I'm getting there," I yelled.
"Me too!"
"Let's cum together!"
And we both grunted and thrust and fucked... I erupted a split-second earlier, screaming as I shot into the toy. I felt Ali add his cum to mine as I made my second spurt. Our bodies shook as we came, spent.
Our dicks softened slightly, enough that the fleshlight slipped off. We both still had semi hard-ons, though. I scooted back, enough for the double dildo to slip out of me. Ali took it out of his ass, and we embraced and kissed.
We must have fallen asleep... but that didn't last long. I woke up to feel Ali thrusting into me, holding my legs up as he did. And I was hard again.
"How long?" I asked.
"I've been in your ass for fifteen minutes," he winked. "Then it's my turn," I grinned evilly. Ali exited, somewhat reluctantly, and I pushed him onto his back and began to fuck him yet again.
All in all, we came twice more each that weekend. We cycled through everything; 69 sucking, 69 rimming, 69 fingering, double-fucking the fleshlight. And of course, taking turns fucking each other again.
That was the last time Ali and I fucked, sadly. It was just before COVID. I met my now-husband shortly after; and Ali met his boyfriend during COVID too. We're both in monogamous relationships now. We stayed in touch though. and still double-date today. Our partners know everything, of course... and we laugh about those days together.