Dick Appointment
The message lights up on my phone. “I’m leaving now, you should go ahead and put it in.”
Anticipation tightens across my body. “Don’t forget to leave the gate unlocked.”
The instructions are clear, but he’s given me a choice: be seated or kneeling in front of the bed blindfolded, or bent over the bed, face down and legs spread. Either way, he wants my panties on so he can feel my wetness through the fabric.
I bite my lip, already feeling the heat between my thighs. I reach for the plug on the nightstand, as I look at the time. Five minutes before I have to take a work call and about 35 before he arrives.
I slick the light pink plug with a bit of lube and take a deep breath, positioning myself on the edge of the bed, and slide it in slowly. The stretch is delicious, the fullness making me moan softly. I adjust my panties back on, lacy black fabric now damp against my skin, and glance at myself in the mirror.
I catch a glimpse of my reflection and smirk. The panties are high-cut and cheeky, leaving just enough uncovered to tease. They ride up my hips, skimming over the soft dip of my belly. The dim light of my bedroom catches my tattooed thighs and semi hard nipples. I feel like a Playboy centerfold from the '80s if they’d ever had the nerve to print a size 18. Hair a little messy, faint tan lines still visible, full, heavy tits on display—somehow still holding on to inexplicable perk despite being in my 40s. He may have told me what to do, but I get to decide what he sees when he walks through that door. And what he will see is a fucking vision.
I throw on a loose button down and sit at my desk, immediately feeling the plug and I smirk. Thank god I don’t need to be on camera for this one. My mind wanders as I half-listen. My body is on fire, every movement reminding me of the plug inside me. I’m drenched, and I can’t wait for him to see just how much he’s turned me on.
Finally, the call ends, and I slam my laptop shut. “I’m walking from the train.” Shit. He’s so prompt.
I move to the bedroom thinking about his request. I can’t decide which position I want more, so I compromise: blindfold on, bent over the bed. I pull a sleep mask around my eyes, plunging into darkness. The anticipation is almost unbearable.
Bent over the side of the bed, my ass in the air facing the open bedroom door, legs spread. The soft duvet against my cheek. I strain to listen for any sign of his arrival.
Then, I hear it—the familiar click of the front door, the sound of his footsteps approaching. The bedroom door closes behind him. I tense, feeling his presence as he takes in the sight of me.
Soft. That’s how it starts. At first, it’s just his fingertips, tracing the creases of my skin, teasingly light. He trails his fingers along my inner thighs, and I suck in a sharp breath. Then, without warning, a sudden hard smack lands on my right ass cheek. I gasp, the sting shooting through me, a mix of pain and pleasure that sends a jolt to my core. A few more follow, each one landing on alternating cheeks, the rhythmic thwaps making me moan into the blanket.
His hand slides over the lace of my panties, and I feel him softly push the plug, then shaking it slightly. I groan, the sensation overwhelming. His fingers run just barely over my damp spot. “So wet already,” his voice low. I hear his belt hit the floor, and then I feel it—his cock slapping against my lacy panties.
SMACK. The sound echoes in the room, and I tense, crying out and giggling laughter slips out at the stinging pain.
“I don’t want to hear from you, unless it’s too much,” he says softly, pressing me down into the bed, guiding my body to relax. I nod silently, biting my lip as I make the decision to quiet down.
He delivers a few more thwaps across my ass and thighs and I bite my lip, struggling to stay quiet. It’s a war in my head: how much more can I take before I break? The sting builds with every strike, especially where he’s already been, where the skin’s hot and probably turning a shade he’ll admire later.
Each one leaves a burn that flares, then settles into something deeper, almost sweet. But not being able to cry out makes it harder. By the time the next hit lands, I know I’m closing in. One more and I might unravel. I want his hands on me differently now.
“Mm, okay,” I whisper, breathless. “Break, please.”
He stops immediately, sliding my panties down gently, his hands rubbing my reddened cheeks. “Shhh,” he soothes, his touch so tender now. His fingers trail lower, and I hear him groan as he runs a single digit across my slit. “You’re dripping,” he laughs with amusement and pride. “You’re such a fucking slut for me.” I can’t help but laugh too because he’s absolutely right.
I feel him move onto the bed, crouching in front of my face as he reaches over me to play with the plug again. “Suck this cock while I tease you,” he commands, and I’m immediately salivating. Still blindfolded, I open my mouth, searching for him. When I find him, taste the salty warmth of his precum. He’s dripping too, and I moan as he pushes into my mouth slowly.
He leans forward, giving me the simultaneous pleasure of his cock in my mouth and his hands on my ass, teasing the plug mercilessly. Soon, he’s too distracted to keep reaching for it, finally sitting back and allowing me full access to his cock. He moans as I move up and down his perfect length, my hands softly exploring his balls and thighs.
I find myself pushing down as far as I can go, testing myself. I’m not sure if it’s the blindfold or just how turned on I am, but it’s a really good deepthroat day. He senses how I’m exploring my boundaries immediately, gently running his hands through my hair. “That’s it,” he growls, encouraging me with just enough pressure. I gag as his cock hits the back of my throat, saliva pouring out of me and all over his cock. When I come up for air, he laughs softly again. “Fuck, you love my cock so much.”
I smile up at him before pushing my mouth back over his head, eager to please. Eventually, he pulls away and guides me on to my back. I pull the blindfold off as I turn over, greeted by the sight of his perfect tight asshole lowering onto my face. “I need your tongue,” he says. I oblige without hesitation. I moan and lick around his rim teasingly until I feel him pushing back more, and then I slide my tongue inside.
“You’re a very good girl,” he moans loudly, as he pulls on my nipples and slaps my wet swollen pussy lips. He loves having access to my full body while I pleasure him. And he knows exactly how to make me come fast when he wants to. And he really wants to.
“Come for me,” he commands lowly, “with your tongue in my ass.” He slides two fingers deep inside me curling them just right. My orgasm hits me like a wave, intense and all-consuming. He lifts off my face to let me breathe as I come down from the high.
He sits back against the headboard, his legs spread. I finally get a good look at him—his body is gloriously tan from the summer sun, his chest and abdomen covered in hair that trails down to his navel. His jaw is shadowed with stubble, his mustache full and just a little wild. He’s a bit like a young Burt Reynolds with this deep, gravelly voice that makes everything he says sound like it belongs in some smutty audiobook.
We don’t really know anything about each other outside of this, but he knows exactly how I come apart. Sometimes, it feels like I conjured him up in a lab. We met two years ago on an app, and it started with sexting—long distance and surprisingly filthy. I usually hate that stuff. I’m a meet-in-person, skip-the-theatrics kind of dater. But he was so tempting, I let myself enjoy it. No overthinking, no obligations.
He lives a few hours away, but every month or so, he’s in my city and I clear my schedule for a dick appointment. I know he’s queer too and vaguely what he does for work. He knows a handful of things about me—the little pieces of lore I throw out on occasion. And yet, there’s this strange, intimate trust between us. Something about how we’ve built this whole connection through sex, not in spite of it. As someone overly tuned in to everyone else’s feelings — it’s rare to be able to turn my brain off. To be selfish with pleasure. But with him, it’s easy. There’s nothing to manage between us. Zero distractions.
Back in my bed, upon the mere sight of him, I need his cock back in my mouth. Now. I lean down, my tongue tasting him, starting at the tip and moving down to his balls. I suck on my finger for a moment before trailing it lower, teasing his tight hole. He groans as I slide my finger inside, his head falling back against the headboard. The plug in my ass continues to torture me with every movement, a constant reminder. My pussy is swollen; I feel the dripping wet between my thighs. This feels like doing drugs.
His hand gently tangles in my hair, pulling me off him just a few inches. “Careful,” he rasps, his voice strained. “I’m so sensitive right now.”
I can hear the familiar restraint in his voice—he’s on the edge, holding himself back. I keep my finger buried inside him but keep my mouth off his cock. My free hand drifts down to my pussy, my fingers sliding through my slick folds. “I love watching you play with yourself,” he says, his voice low and possessive. He’s holding his cock in his hand, stroking it slowly as he breathes to keep himself from coming too soon.
“Should I come all over your face right now and fuck your ass after?” he asks, his tone calculating, like he’s weighing the options. I laugh breathlessly, my fingers still working between my thighs. “You always have such good ideas,” I reply.
He pauses, thinking for a moment as he pulls lazily on my nipples. “No,” he decides, a smirk playing on his lips. “I want your ass now. Let’s see what happens.”
He reaches into the drawer next to the bed without even looking, pulling out a condom from my usual spot. “Turn around,” he commands, his voice firm but gentle. I do as he says, leaning forward and presenting my ass to him as he remains seated against the headboard, his legs open wide. Instead of hearing the rip of the condom wrapper, I feel him teasing the plug again, twisting it slightly before pulling it out.
“You need a bigger one,” he says amused. “I have a bigger one,” I admit with a laugh. “It’s in the drawer.”
He swaps the plug, coating it with lube before sliding it into me slowly. The stretch is delightfully intense and I can’t help but moan as he pushes it all the way in. But he doesn’t stop there—he grabs my dildo next, lubing it up before sliding it into my pussy. I’m so fucking tight; he’s the last person I had penetrative sex with and that was a few weeks ago.
He pulls the plug out briefly before pushing it back in, testing how open and relaxed I am. Satisfied, he leans back and grabs the condom again. The sound of the wrapper tearing makes my heart race. Soon, he’s lubing up his cock, spreading it along his shaft before swiftly removing the plug from my sensitive hole.
The sound of more lube squirting out, his fingers on my ass, spreading it everywhere. Then his perfect cock is at my opening. The dildo is still barely hanging out of me, too wet to keep it in securely. He pushes in so easily, and I moan deeply as he fills me. “There it is,” he whispers in my ear, his voice deep and satisfied.
Suddenly he’s draped over me from behind, his whole weight on mine, his arm snug around my throat — just enough to make me hold my breath. He whispers into my ear, “It’s incredible how well you take my cock in your ass.”
He starts slow at first, I push my hips up slightly to meet his thrusts so his entire length is inside me. Fuck, I missed this so much.
I feel like I go somewhere spiritually when he’s fucking me like this. My pussy is so swollen it feels foreign to my body. He’s so deep inside me, I start to twitch in pleasure. It’s hard to tell when I actually come and what’s just riding a wave of orgasm that happens once the first one hits.
He pauses suddenly, sliding out of me. “Ohhhhhhh fuck,” he moans, and I whimper as I feel him exit me. “You’re going to love this,” he says, his voice thick with arousal. “I’ve cum a little. Do you want it?”
I’m not entirely sure what he means, but I nod eagerly.
He tells me to lay face up, and I do, my body still tingling from the intensity of his fucking. He pulls the condom off slowly, letting the thick head of his bare cock rest on my lips as he drips his early load all over me directly from the condom. Then he pushes his bare cock down my throat until I gag. Holy shit.
He pulls out of my mouth slowly, panting heavily. “Should I finish cumming on your face or in your ass?” he asks, knowing full well I can’t choose. I’m a useless puddle right now. “Fuck,” he growls, answering his own question. “I need that ass.”
He grabs another condom, tearing open the wrapper quickly before rolling it onto his throbbing cock. He guides me back down to bend over the bed, exactly how I was when he first entered the room. He re-lubes and pushes in swiftly, and I know it’s going to be rough. I need it to be. I feel his balls hitting my swollen, wet pussy as he thrusts deeper.
I grip the side of the mattress tightly; I’m in that zone again, rolling orgasm after orgasm, unable to discern when one starts and another ends. The pressure inside me is throbbing, and I let out a guttural moan that I know makes him absolutely lose it. It’s like he was waiting for it.
He grips the curvy flesh of my hips, pushing to the hilt as he comes. I feel him pulsing deep inside me and the rush of it makes my whole body clench in pleasure around him.. He continues to flex his cock for a while, knowing I can feel every inch, draining every last drop of himself inside me.
Eventually he slides out, presses a soft kiss to my shoulder, and stands. “I’m gonna rinse off,” he says, already halfway to the bathroom. He tosses back a grin. “You should rest.” Perfect cocky bastard.
I haven’t moved, I couldn’t if I tried.
I hear my cat giving him a piece of her mind through the door as the shower starts. I laugh weakly just as my phone pings to remind me I have 15 minutes until my next meeting.