Vacation
We were out of town because Dirk had a conference to speak at, the life of an academic, and I was along for the ride.
We'd gotten in somewhat late, too tired from a long day sitting in the car to get up to anything. After a quick dinner downtown at one of the few restaurants not yet closed and confirming the address and door code against our reservation, we stumbled into the backyard mother-in-law suite that was our home away from home for the long weekend.
“Babe, what are your plans for tomorrow?”
I threw my bag on the couch and started digging through one of the grocery bags of road snacks we'd brought along for a bottle of water. With no rush to get out and explore the city while Dirk was attending panels and workshops, I was relishing an excuse to loudly pound out my hole.
“Oh you know, explore the city, maybe find a museum or a couple parks, maybe just stay in and edge all day so you come home to me ass up and desperate to get fucked.”
“You could probably hop on the apps and find someone to fuck you while I'm busy.”
“And defile our vacation bed with another man’s seed before we've gotten a chance to break it in? Absolutely not.”
The next half hour was spent exploring the Airbnb, opening all the cabinets and checking every room. I always like to start in the kitchen, familiarize myself with which cupboard and drawer the glassware and silverware are in, see what kind of minor amenities or appliances are hiding where. The stairs up to the bedroom were a steep climb and the room was sparsely decorated. A few throw pillows, a vaguely racist sign hung over the bedside window, declaring “Namaste in bed” and a print of some flowers on the wall above the dresser.
I squeezed Dirk's butt as he bent over to put some clothes in the dresser and continued unpacking, pulling out one, two, three dildos, a bottle of lube, a massage wand with stroker attachment, a prostate vibrator, a bag of jute rope, and a fresh bottle of poppers. These all got lined up on one of the bedside tables.
“Do you think we brought too much?”
Glancing over his shoulder, toothbrush in hand, Dirk smiled at me.
“Niel, if anything we didn't bring enough to satisfy your libido.”
I smiled back and dug out my own toothbrush from my other bag and followed him back down to the bathroom. We brushed our teeth in silence and I found a cup for us to leave the toiletries in beside the sink. I stopped Dirk in the living room and pulled him into a deep kiss, holding him tight for a few minutes in the middle of the room.
“I love you. I'm glad to be here with you.”
“Me too.”
And we were off to bed.
I deliberately turned my alarms off, but Dirk set his phone to go off at 7 so he would have some time to work on further refining his own panel talk in the morning before heading out, even though he wasn't presenting for a few more days.
I woke up first, tangled up in Dirk before his alarms started going off. Somehow in our sleep we'd gone from spooning back and forth to him starfished over my body, his morning wood pressed into my hip. I stroked his back in the early morning light listening to his breathing against my neck, debating how much I wanted to just enjoy being next to him versus wriggle my way beneath the covers to see how far I could get into sucking his dick before he woke up.
A Carly Rae Jepsen song started blaring from his phone as his first alarm went off. He rolled over and slapped at his phone on the table. I took the opportunity to extricate myself from bed and wander downstairs for a glass of water and to relieve my bladder before crawling back into bed to cuddle some more. Passing through the kitchen on my way back, I eyed the little coffeemaker in the corner of the counter. There was at least twenty more minutes of sporadic alarms before Dirk would get up and I planned on stealing their body heat as long as I could keep them in bed.
After the third alarm, Dirk sprang out of bed, pulling his sleep shorts down as he grabbed a pair of underwear and started assembling his first outfit for the conference.
“It's a crime covering up your dick like that.”
I yanked his briefs down and gave his cock a quick peck, barely avoiding his swatting hands as I fell back into bed, watching him get dressed, idly fondling myself under the sheets.
“Thanks for making coffee,” he called up the stairs a few minutes later.
I grabbed my phone and started reading some dirty stories, slowly working my dick to full hardness, biting my lip as I started to edge myself a little, a single drop of pre forming at my dick tip. I heard some rattling around from downstairs as he pulled out his laptop and got to work checking some emails and pulling up the PowerPoint slides he'd been frantically working on for the last week.
An hour or so later I was engrossed in a story about some stepbrothers discovering their sexuality together when I heard footsteps coming up the stairs. I moaned as Dirk gave my cock a few tugs, leaning over the bed to kiss me before bending further and giving my cockhead a few swipes of his tongue, tasting what little precum I'd started to produce so far.
“I'll be done about 5 and then either I can pick you up here for dinner or you can meet me downtown if you're out. Text me?”
I gave a shaky nod as I continued to edge myself pressing down on my cock, holding it by the base, pointing out away from myself as I let the rising pleasure settle before tentatively starting to stroke myself just enough to stay hard and maintain my erection. Riding out my morning edge session for a few more minutes before letting my body settle back to a more neutral aroused state.
I heard the front door locking and the car starting outside as Dirk headed off. Alone at last, I took a few minutes on the toilet and a long shower, then walked naked up to the bedroom to survey the admittedly overkill selection of dildos we'd brought with us. Taking two, the lube and the poppers with me, I went back to the living room and dug around in my bag, pulling out a portable tripod and setting it up on the coffee table with my phone. I spread out a towel on the couch and got my own laptop out, taking a moment to connect to the Wi-Fi before pulling up some favorite porn.
I left it playing as I pulled a joint out of my bag.
I sent Dirk a flirty but chaste text asking how the morning panels were so far as I ran upstairs to pull on a hoodie and pajama pants for modesty. I lit up on the front porch, sitting in the garden chair on the little concrete patio while I smoked, the weed slowly building to that familiar buzz of a body high I was after.
I left my clothes in a pile at the end of the couch as I set up my phone to record. I turned on the remote clicker and tested the camera angle, making sure everything i wanted was properly in frame.
I started with the smaller dildo, seven inches of semi-transparent silicone dong flecked with rainbow confetti and lubed it up before slowly shoving it up my asshole. Angling to hit my prostate, it felt so good as I began a quick but steady stroke, fucking myself in time with the porn star fucking his scene partner. I started to moan louder as I increased the intensity, jackhammering my hole with the dildo with full strokes pressing the silicone balls against my taint.
I switched dildos, grabbing the larger 9 inch cock and aiming it at my butt. Despite being longer and overall thicker than the smaller dong, this one tapered more at the tip so it's width for entry was about the same. It felt so satisfying as I pushed it deeper, stretching my hole as it bottomed out. Properly warmed up now, I switched the porn to a trainer vid and unwrapped the bottle of poppers as I was instructed to take a hit.
Soon, I was alternating the dildos. In and out and switch, my ass hanging just over the edge of the couch, a wet squelching ringing out in the living room with my moans. I buried the smaller dildo balls deep inside me and held it there as I took another hit of poppers. Taking the other dildo, I pushed the head of it at my entrance, my relaxed hole giving only the briefest of resistance before allowing it in next to the other dildo. I gave it a few experimental half pumps, stretching myself even further as it got deeper. Once it bottomed out I pressed it in deep, savoring that full feeling of both dildos balls deep inside me. Imagining it was two cocks pumping me full of cum.
I brought the bottle of poppers to my nose and took another hit, letting my inner slut take over I continued to destroy my wrecked hole, thrusts in both matching tempo and alternating. One in, one out, both out at the same time, both in together, the sound of fucking increasingly wet and sloppy as my hole continued to relax into the onslaught, my moans echoing throughout the Airbnb.
Taking a break for water, I checked the time and saw I had a text back from Dirk. Nothing to report on the academic front, some lackluster panels but a few useful connections to circle back to at a later date.
Feeling more than properly warmed up, I started recording, making faces and moaning loudly for the camera. Double penetrating myself from a variety of angles to capture every inch.
“Fuuuck yeah, babe, can't wait for you to take over.”
I pushed out and let both dildos fall out of me with a loud plop, giving a few seconds for my gaping hole to spasm a few times before turning off the camera.
• • • the rest of the day happened unsexily and Niel is an artsy tourist visiting museums and parks • • •
Dirk crawled into bed wearing some absurd jockstrap with a pouch that was little more than a flap over a built-in cock ring. I thought it was hot when I originally bought it, but the sizing was off so years later here it was framing my boyfriend's furry ass.
"Gotta dress up for the AirBnB."
Yeah, it was still hot.
I stepped out of the thin grey sweatpants I was wearing and crawled into bed naked, reaching out to run my fingers down the magnolia tree tattoo that ran parallel to Dirk's spine, it's blooming flowers reaching out across his shoulder blade. I slapped his exposed ass and grabbed his ankle to pull him closer to me.
"Nooo," he howled pathetically, putting up no resistance and flinging his phone to the nightstand.
I kissed him, three quick pecks before making my way down his body, licking and kissing every inch of exposed skin, gently biting at his nipples, my hands massaging and kneading the rest of him.
Lifting the underwear flap, I started sucking on his balls, tonguing them gently before taking first one, then the other into my mouth. Dirk groaned in appreciation and I felt his cock pulse his excitement against my face. I pulled the underwear fully off and pushed his knees up toward his chest, hooking them under my arms as I pressed my weight against him. We made out as I humped against him, not really trying to penetrate, but enjoying the feeling of manhandling him.
Sitting back I marveled at the sight of his tight puckered hole. He was still holding his legs, presenting himself to me, so I dove in, giving a long swipe of my tongue all along his crack. He tasted fresh, but not soapy.
“C’mere I want you to sit on my face.”
We repositioned on the bed so he could straddle my chest and sit back until his hole was in reach of my outstretched tongue.
“Oooooh fuck.”
I spread his cheeks apart, digging in deeper as I made out with his ass, circling and prodding at his entrance, getting it nice and sloppy with my spit. I gave him a gentle bite on his ass that elicited an extra loud moan before shifting down to suck on his taint, gnawing and lightly chewing the mound of flesh.
Soon, I felt him leaning forward and pulling my legs up, shifting the angle of my ass so he could reach down and dip his tongue between my cheeks. With a gasp, I grabbed his hips to keep him from moving out of reach and renewed my attack on his hole. We were 69ing in italics, rimming each other at the same time, our grunts and moans getting louder as we made out with each other's holes.
I dropped my head back to the pillow as Dirk started worming his fingers into me, using his spit as lube while he opened me.
“Fuck yeah, babe.”
The angle was awkward, but I pulled his dick toward my face and gave it one long lick from tip to taint before sucking on his balls and massaging his opening with the flats of my fingers, not really trying to enter him, just circling. His moans into my ass conveyed his pleasure. I moved back down and took his cock in my mouth, barely savoring the pre he'd been leaking before deep throating it as best I could from that angle.
I felt his fingers again, one then two from each hand gently pulling my ass lips apart as he reached deeper into me and stretched. Holding me open, he spit into my hole. I'd completely stopped my own rimming at the intensity of the stretch. Sure I'd been DPing myself with dildos just a few hours earlier, but it wasn't the same kind of sustained, active stretching. Pulling his fingers out and giving my much looser hole one more kiss, he slapped my cheeks and told me to turn over.
“Oof.” I stretched out my legs and twisted my back, loosening up from being folded in half during our shared rimming.
“Hmm, face that way on the bed.”
I turned around and he pushed me down onto all fours. He slapped my ass, making me jump.
The next time his hand touched me was a warm caress across the cheek, still stinging from his slap, the tip of his thumb brushing against my still wet hole, then pausing and pushing the tip against my tender opening. Two hands now, one on each cheek, both thumbs working their way in, hooking and stretching and pulling my abused hole open again, his tongue joining them as he pulled me open to lick as deep inside me as he could.
A slight change in pressure was all I could feel when he switched to two, no, three fingers from one hand. He reached over and grabbed the bottle of lube from the bedside table and liberally drizzled it over his fingers and my exposed ass. Finger fucking me now to work it in. I didn't even notice when he slipped in a fourth finger as he curled down to stimulate my prostate more directly.
“GUH-uh-uh-uh.”
“Yeah, you like that? You like being stretched out? Spent all day fucking yourself with multiple dildos, waiting like a slut for me to come home and fuck you? It's so easy to slide all these fingers in you.”
Two more fingers pulled me open. Six fingers pushing into me. It wasn't pain, just an intense pressure that felt so fucking good. Unconsciously I found myself rocking back onto his fingers, fucking myself.
I lost track of how many fingers Dirk actually had in me, just the delicious pressure slowly increasing as he pushed and stretched and fucked me.
“You're doing so good. Look at that sloppy hole.”
Back to just two fingers, or maybe it was three twisting around and pulling my ass lips apart. Then the fingers were pushing, deeper this time, gently drilling into me like Dirk was feeling around inside me for something, it was more than three fingers I was sure. It felt so good I leaned back into it until with a sudden smoothness I felt the thickest part of Dirk's knuckles slide past my sphincter as my ass sucked his hand in to the wrist.
“Yeah, push back onto it, that's all you fucking yourself on my fist.”
I rested for a breathe with his hand fully inside me. I reached over to the bedside table for the bottle of poppers, unscrewed the cap and took a quick hit.
I whimpered as he pulled his hand back to the thickest part and then eased back in slowly, fucking me with his whole fist. Making love to me with his hand.
Another hit of poppers.
I was on another planet, a constant litany of curses of pleasure babbling from my mouth. “Oh fuck yeah, fuck me, so fucking full, oh fuck-shit fuck yeah fuck fuck fuck.”
Dirk pulled his fist all the way out and gently twisted it back in, pulled out and slowly, back in, holding the thickest part of his knuckles right against the edge for a few seconds before boring fully into me. Locked in deep, he shook his fist around, rotating it inside me.
Seeing stars, I tapped his arm and collapsed on the bed as he pulled his hand out with a wet pop.
“You did so good,” he said. He admired his handiwork: my stretched out hole.
He cupped my hole, massaging the outside with his palm as he kissed his way up my back. I reached below and behind me, feeling for his cock and finding it throbbing red and hard.
“Not exactly how I thought tonight would go,” I said, “but damn that was good. And it feels like you enjoyed it too.”
He flexed his cock in my grip.
“Oh definitely, and you're sure that was your first time getting fisted?”
“Other than all our failed attempts since you decided that was your favorite way of playing with my hole, yeah. And it definitely won't be the last so you better practice.”
He rolled me over on the bed and kissed me.
“You just want me to practice so you get your hole played with. Now if this isn't how you thought tonight would go, what did you have in mind?”
I glanced at the bag of ropes sitting out on the bedside table...
