First time dungeon visit with my favourite escort

by JonnyB

5 Feb 2024 2428 readers Score 9.5 (15 votes) PDF Mobi ePub Txt


I found myself with some time to myself and booked a dungeon and escort for three hours.   I like using escorts because they’re generally happy to indulge my kinks and turn up on time, unlike hookups who let you down at the last minute. 

Brad’s an escort I use from time to time who’s sane and young enough to be hot but not so young I feel like his Dad. We’re both switches, but he’s slightly more on the submissive side; I’m playful/dominant but also like being tied up and hurt. 

I arrived early so I could have a look around.  There was a bed with rubber sheets, a St Andrews Cross, a hoist, a whipping bench and a cupboard full of toys, including a violet electric wand and some scary-looking whips and restraint gear.  

Brad arrives; he’s cycled across town in tight-fitting Lycra and is a little sweaty. Although this isn’t the first time we’ve met I was nervous. I looked over his fit Lycra-clad body. He has a nice muscular build that comes from doing sports rather than working out.  He’s got a nice dick too, the tight Lycra showing a hint of what’s inside. 

He steps forward and starts to kiss me, and he’s a fucking good kisser.  He begins with a full-on snog, grasping my ass in his hands and pulling me to him grinding his crotch against mine.  I mirror him, reaching behind him and pulling him towards me by his ass cheeks. I’m instantly hard, and it turns out I’ll stay that way all evening.  

We stop kissing so I can pull his cycling jersey over his head, exposing his taught body.  I raise his arms above his head and nuzzle my nose into his armpit. I inhale the scent of his fresh sweat, shivering with delight.  He moans with pleasure as I lick his pit. Then, running my hands over his nipples and down to his package.  His cock is chubbing up inside the Lycra.  I give it a good squeeze and then lean in to continue kissing him.  

After what feels like an eternity, he pulls back and says, hang on.  He pulls his shorts off and goes to the gym bag he’s brought with him.  “I brought these with me. I thought you’d like them”, he says. He pulls out a leather thong and puts it on. He also brings out a harness putting that on as well.  I don’t miss a heartbeat to pull him toward me by it.  Kissing him while my hand goes down to get a good feel of his leather-encased package. 

We continue to kiss; I love that there’s no rush; we have plenty of time booked and nothing else to do.  He removes my T-shirt and kisses my chest.  I remove my shorts leaving me wearing my favourite Calvin Boxer Briefs. He gives my cock a good feel through them.  I’ve already got an inch-wide damp spot of precum at the top of my knob. 

I break off from kissing to ask him a question. “I’ve got this roulette wheel app on my phone. I’ve put in 12 sex acts. Six are coloured red for pain and the others green for pleasure.  Do you want to take turns to play and see what you get?”   He laughs, loving the idea. I already know his limits; he doesn’t mind pain but can’t take ballbusting. On the other hand, I love it, so if he gets ballbusting, I’ll take his turn.  

I unlock my phone and spin the wheel. It whirs and lands on rusty-trombone, green.  We look around the room for a suitable place to start, we’re both excited to be playing in a dungeon for the first time. 

He pulls his thong off; his cock is weighty but not yet hard. We choose a bench with knee rests at the back of it.  He climbs on it, his ass sticking in the air, his balls hanging between his legs. 

I kneel behind him, spreading his ass cheeks, taking in the sight of his beautiful asshole.  I blow gently on it, he shivers, and it twitches.  I lean forward, running my tongue along his taint and then across his crack. I reach under his balls to his hardening cock and begin to wank him. I feel the weight of his balls on my wrist as I do so, running my tongue across his arsehole.  The muskiness of it makes me so horny.  While I’m wanking him. I start to push my tongue further into his ass. Making slurping noises while I do so. 

Times up. It’s his turn to find out what he will do to me.  He spins the virtual wheel.  He gets ball-sucking, green. 

I pull my briefs off and get onto a gynaecological examination chair with my legs spread to give him easy access.  He gets on his knees, grasping my hard cock with his hand. He leans forward and licks my left nut. Sucking it into his mouth while he wanks me slowly.  He runs his tongue around it while pulling it away from my body with his mouth.  He repeats the same on my right nut, driving me wild. 

He lets them drop back and places his tongue under them, along my taint.  He licks up across my balls.  I shiver with pleasure; he’s good at this; it feels incredible. He finishes by sucking on them again while giving me a wank. 

My turn to press the button; what will I do to him?  The wheel spins and lands on cock slaps.  We swap places; he’s sitting with his legs on the stirrups now, giving me easy access to his cock.  He’s not as hard as I am, so I decide to do something about this first. I lean over his torso, my hardon rubbing over his as I give him a deep French kiss holding our cocks together, frotting them.  

This gets him good and hard; I chuckle and take his cock by the root.  “How many slaps shall I give you?” I ask him.  “One?” he replies hopefully.  “Ha ha, ten”, I say, knowing full well that he’ll increase the number when the tables are turned.  I decide to start gently, giving him a soft tap on the side of his shaft. “Is that it?” he asks. I reply no before giving a whack on the side of his knob. He reacts, pulling his crotch away from me. “Two”.  I pull him back by his dick,  following up with three and four to the side.  

I pause, giving his knob a quick suck.  His body tenses as I go to slap it again, stopping my hand an inch from his cock.  I pull my hand back up high and strike him hard; he yelps in pain. “Five”.  Next, two gentler slaps followed by a hard one to his glans. 

“Where do you want the last three?” I ask him.  “Base of my shaft”, he replies.  That’s clever of him, as it’s challenging to get a good swing in there.  “Ok”. I give him two gentle ones and finish with a good final slap.  

He grins, “My turn”. He spins the wheel and gets French Kiss.  I wasn’t expecting that; I hope to get some ball-busting action soon.  He’s disappointed, too; his turn to inflict pain on me will have to wait.  He jumps up, his dick hard in spite (or maybe because of) the treatment it’s been getting. 

He tells me to close my eyes with my hands down the side of my body.  I can feel his presence as he stands in front of me.  His knob touches mine briefly, sending a jolt through me.  Then he leans in and kisses my forehead with the gentlest of kisses.  He kisses my eyelids and then my cheeks.  Finally, he places a soft kiss on my lips.  He pulls my lower lip down with his lips, kissing me.  

He pauses, teasing me before pushing his tongue through my lips.  He kisses me passionately, his tongue moving inside my mouth. I return the passion, ignoring his instructions to keep my hands by my side. I reach up and take the back of his head in my hands.  Running them through his hair.  He embraces me again, our hard cocks mashing together as he pulls our bodies close.  

Then, he’s gone. Leaving me wanting more, but that’s kind of the point.   We’ve only just begun, and there’s plenty more to come. 

I feel him behind me, standing there, his dick resting against my arse.  He reaches his arms around me, one over my right shoulder, the other under my left.  He pulls close and blows on my ear. I turn my head towards him, and we kiss again.  Our tongues work hard as we kiss passionately.

After what seems like an age, I pull away, “my turn”.  I spin the wheel, getting red, nipple clamps.  There’s a seat with an extended back at a 45-degree angle to the floor.  I tell him to lie on that while I go over to the cupboard of toys.  There are quite a few options for nipple clamps, I choose the ones that look like crocodile clips.  I think they’ll hurt. A light chain holds them together.  

I start by gently nibbling his nipples; I want them to be hard, better for getting a good purchase with the clamps.  I give him a slow wank.  It only takes a second, and his nipples are hard.  I take his left nipple and secure it between the teeth of the clamp.  He hisses, “that hurts”.  “Good”.  I clamp the other nipple, leaving the chain hanging loose.  I lean in and kiss him to take his mind off them for a second.  While I’m kissing him, I begin to pull on the chain gently at first.  “How’s that?” I ask.  “Feels good”.  I begin to pull it harder, pulling his nipples away from his chest.  He subconsciously arches his back, jerking his stiff cock and hisses, “Man, that hurts but it feels good”.   I hold it there for a second before letting it go.  

I look at his cock; there’s a bead of cum on the tip. I take it with my finger and lick it clean. I love the taste of fresh pre cum. I run my fingers over the tip of his cock with one hand while pulling on the chain with the other.  I pull a bit too hard, and one of the clamps comes off. He yelps in pain.  I call him a pussy.  Then I twist his freed nipple with my fingers, pulling on it. “That’s cheating”, he says.  “Just improvising”, I reply. I take pity on him, though and remove the other clamp.  I gently stroke his nipples, “oh man, that feels nice,” he says in a low whisper. 

He gets up and grabs my phone.  He spins the wheel, and it lands on red, ball taps.  “Yes!” we both exclaim at once.  He decides it would be best if I’m restrained for this one.  I tell him I prefer being tapped while I’ve got my underwear on. I put my boxer briefs back on, my hard cock tenting them, my balls cradled nicely, making an easy target. 

He ties my arms to a hoist above my head and finds a spreader.  I am horny as hell at this point.  “Lick my pits”, I say.  He does what I ask, running his tongue over my hairy armpits.  I squirm with pleasure. He kisses me and then chuckles. “How many?”  “Five?” I reply. “That’s not very fair. Let’s make it ten.”   “Ten?”  “Ok, twenty then.”  He starts gently with the palm of his hand, counting out five slaps.  I squirm a bit, although it’s not hurting me yet.  He looks at my cock tenting my briefs, “I can see you’re enjoying this.  I’m doubled over with the slightest tap to my balls”.  I nod. 

He changes it up a bit for the next five, increasing the intensity. The dull pain in my balls is building.   My body starts to react as I subconsciously move my hips backwards and try to cross my legs.  My cock is still hard, I love this feeling.  He takes a break for a second, leaning in to kiss me and stroking my cock through my briefs. A big spot of precum appearing around my knob. 

While he’s kissing me, he gives me a hard nut tap using the back of his hand this time. I feel a rush of pleasure/pain and leap upwards.  He is loving this, he chuckles.  He gives me another couple of hard taps, making me squirm.  “That’s thirteen, seven more to go”  I nod.  I am so turned on by the pain.  He does five more slaps with his palm, gentler again.  Finally, he finishes with three hard taps with the back of his hand.  My body reacts as I pull on the hoist with my arms, subconsciously trying to avoid the danger.  I look at his smiling face, “You enjoyed that”, I say.  He looks at my still raging boner, “I think you did too”.  I shrug, “I’m so turned on right now”’.

He unclips me from the hoist, and I spin the wheel.  It’s wank, green.  I get him to lie on a St Andrew’s cross that is almost level, just at a slight angle.  We don’t bother with tying up this time. He looks so fucking tempting lying there.  His arms above his head, his legs spread.   His cock is hard and pointing straight up, and he’s so beautiful.  I stand between his legs. I begin by running my fingers up his inner thighs, briefly tickling his balls.  I continue up, avoiding his cock. I run them along either side and up his abs.  I do this a couple of times, and then I run my fingers up his balls and across the underside of his cock.   

Then I grasp the base of this cock and pull it upright, ninety degrees from his body.  I spit on my other palm and use it to polish his knob.  I look up to see him throwing his head back and grunting, “That feels so good”.  I continue for a while and then grasp his shaft in my right hand, wanking him slowly and brushing my thumb against the tip on each downward stroke.  I use my left hand to stroke under his balls, along his taint, lifting his balls gently.  His cock looks so tempting that I can’t resist a quick suck before we move on to the next activity.

His turn to spin the wheel, and he gets red, whip.  We revisit the cupboard, choosing a whip from the many on display.  I’m torn between a smaller flogger and a riding crop.  I love the sensual feel of a flogger being gently pulled over my balls and cock. At the same time, I’ve never had a riding crop used on me. That looks like it could be fun, too. I tell him to choose.

He chooses the riding crop and tells me to get on a table and put my arms above my head.  I do so, and he grabs some handcuffs and cuffs them together.  He stands at my feet and roughly pushes my legs apart.  I lay back as he starts to whip my inner thigh—multiple quick little stings on the sensitive skin.  I’m hoping he’s going to whip my balls.  I tense up as the whip gets near my balls. He ignores those and instead takes my cock in his hand.  He pulls it upright and then whips my hard knob instead.  My whole body reacts to the pain as I thrust my hips up and tense my legs.  “Man, that hurts”  He has a wicked little chuckle to himself as he does it again.  

Then he gives me a choice.  “Two more whips on your knob or six on your balls”.  I grin, “I think you know which I’ll choose”.  Before I’ve even finished the sentence, he’s stood to the side and is tapping my balls gently with the whip, although he tells me gentle taps don’t count.  Then he really gives it to me.  Six hard whips to my balls with the riding crop.  I yelp in pain while, at the same time, my cock gets impossibly hard.  He looks down at my cock with amazement, “You’re enjoying that.”  He takes a drop of precum from the end of my knob with his finger and tastes it before giving my cock a couple of tugs.

He undoes the handcuffs, and I quickly grab my phone. I so want to hurt him at this point.  I get off on both sides of the S/M game.  I spin the wheel and am disappointed when I get blow job, green.  He seems pleased, though.  “Where do you want it?” I ask.   He pushes me down by the shoulders, “Right here will do”.  

I grab his cock and look at it for a moment, teasing him.  I love looking at a hard cock. He’s uncircumcised, so his knob is prominent.  I lift his cock up and suck one of his balls into my mouth. Then I lick up it, my tongue running along his urethra to the tip of his cock.  I make a circle with my lips and suck just the tip into my mouth.  I’m ready to take this slowly, but he has other ideas.  He grabs the back of my head and slams his hips forwards, forcing his cock deep into my throat.  

I choke at the unexpected invasion of my throat.  He holds his cock there, making me gag.  Then he takes it out, looking down at me. He tells me to spit on his cock.  Which I do before he forces it back in.  Then he starts to face fuck me, pistoning in and out of my mouth as I try desperately not to touch his dick with my teeth.  I don’t usually like being treated like this, but there’s something about the way his behaviour that brings out my totally submissive side.  I reach for my cock and wank myself, loving the feel of the skin sliding over my shaft while he continues to pound my face.

Then he stops saying,  “Your turn”.  He grabs the phone and spins the wheel.  He gets green, nipple play. I want to be lying down for this. I get on the table.  He stands next to me, his cock still hard and pointing ceilingwards.  He bends over and starts by blowing gently on my chest.  His warm breath making the hairs stand on end.  He takes his fingers and gently rotates them on my nipples.  My cock jerks in response, connected directly to them.  He leans down and, with his tongue, licks one of them.  I thrust my hips upwards. This feels amazing!  Then he leans over my face and kisses me again. This seems to be a theme in our play: we can’t keep our mouths apart for long.  He finds his way back to my nipple and gently teases it with his teeth.  Licking and nibbling it gently for a while, I reach down and wank myself while he’s doing it.

I sit up; we’ve got two goes left each.  Both things left are red, spanking and a zap to the balls.  He’s explained his limits, and I won’t be getting to zap him in the balls, so he’ll have to take a spanking.  He chuckles at that; it’s his idea of fun.  We head for the cupboard again to select something to spank him with.  We test various paddles on our hands; we want something that’ll give a nice build-up rather than hurt too much so it’s all over.  We choose a small leather-handled one. 

There are some stocks in the corner of the room. I lead him over to them, placing his hands and head in them and securing the top in place.  His ass is sticking out, looking very fuckable for later.  It’s my turn to be dominant now; I want him to feel some pain.  I begin with a few testing whacks to see how much he can take.  He moans with pleasure, wriggling his ass seductively.  I give him four harder ones in quick succession; his ass is starting to turn red.  He yelps in pain at the fourth one, so I stop momentarily to stroke his ass.  I reach between his legs and fondle his balls.  I spit in my palm and wank his cock for a moment.

Then I have a wicked thought. I move to the head of the stocks and, holding my dick by the root, I whack his cheeks with it, my precum smearing on his face.  He gets the idea and opens his mouth. I push my dick into it all the way and hold it there.  I lean over his back and paddle his ass, causing him to moan around my dick.  It feels amazing.  I begin to set up a rhythm.  I pull my dick out, push it in balls deep, and whack his ass. He moans, feels fantastic, and I pull it out again.  This is really turning me on.  I think he’s enjoying it, too, but as he’s got a mouthful of dick, he can’t say a lot.  We carry on like this until his ass is red then I pull out.  I lean down and kiss him deeply before releasing him from the stocks.

He’s got a raging hardon and is now ready to punish me.  I’m so horny from our spanking session and at the thought of being zapped in the balls. He decides he’s going to need full access to my balls for this, so I get on the reclining St Andrews’ cross.  He clips my hands and legs into the cuffs.  My cock and balls exposed for his pleasure.  He grabs the wand from the cupboard and plugs it in, first trying it on his hand.  He yelps and then giggles.  “That hurts”.  I’m beginning to think this may not have been such a good idea.  He starts with it hovering over my nipples.  The pain isn’t that bad, like a buzz rather than a sting.  

He looks at me, “Hang on a sec”. He goes and grabs a blindfold from the cupboard.  He secures it over my eyes and ensures I can’t see anything.  I love how that makes me hyper-aware of my body and his presence. I can sense him as he moves around the cross. I feel him in between my legs.  He blows on my balls, then I hear a zap and feel a sharp sting on my bollock.  I soak up the pain.  Then he zaps the other one. “Try it on my knob”, I say.  He doesn’t hesitate and zaps the top of my cock, the sensitive area under my piss slit. That hurts.  He moves the wand down my cock and then zaps my balls again.  That I like, I moan with pleasure. He carries on alternating between zapping my cock and balls and then stops.

He takes the blindfold off. It’s game over; we’ve been around the roulette wheel.  What’s next? 

We take a break, grab a beer from the fridge, and chat for a moment about life.  He puts his leather thong back on; he looks so fucking hot in it. 

After the beer, I badly need a piss, as does he.  We move to the wet area. There’s a bed covered in rubber sheets and a hose for clean up later.  We begin by standing by the bed and start to make out, kissing hard. I grab the back of his head, snogging him.  I throw him down, and he lays back, his legs over the edge.  I like to piss while I’m wanking, having a piss orgasm. I wank my cock, bringing myself to the edge and then stop, holding my cock hard and shooting piss out like I’m cumming.  It hits his abs. I pulse the stream, rolling my eyes back and moaning.

I then get on the bed, standing over him.  “Open your mouth”  I release a stream into his mouth. He holds it there and then spits it back up at me.  I get down on my knees and piss into his mouth again. This time, he keeps it in his; I lean down and kiss him.  Sharing my piss and loving how utterly filthy this feels as the bitter liquid runs over our tongues.  I kneel back up and finish emptying my bladder over his chest.  I lean in and slurp up my piss, spitting it back on him.

He pushes me over and stands up. I get up on my knees and place my head beneath his cock.  He tenses up and then releases his stream over my face and waves his cock around, soaking my hair.  I duck my head, getting my hair good and wet.  He pulls my head back and stops pissing for a second, telling me to put my tongue out.  I comply, waiting eagerly until he begins pissing again.  I hold my head back so my mouth is full of piss until it’s overflowing onto my body and down onto the bed.  I keep the piss in my mouth as his flow slows to a stop.  He gets on his back and opens his mouth.  I get up on my arms and hold my head over him and dribble his piss into his mouth, sharing it with him.   I follow up with another pissy kiss.  Man, my cock is so hard remembering this and writing it down for you guys.

I lie down next to him and turn my head to look at him; he looks back.  “Man, this is so fucking hot”, I say.  He smiles, “Damn right”.  We decide we’ll have a quick shower before we carry on with anything else.  We jump in the shower together. He gets his hands all soapy and cleans me all over.  We rinse off and towel ourselves dry.  

 

There’s a bondage wheel in the dungeon, which he wants to try playing with.  It takes a while to work out how it works, but he manages to strap me onto it.  

He starts by kissing me.  Then he spins me so I’m upside down; my head is just below his waist. I look up, getting a great view of his hard cock.  He takes it in his hand and pushes it into my mouth all the way in.  He holds it there while he reaches for my cock and begins to sixty-nine me.  I love the feeling of having his cock in my mouth while mine is in his.  We carry on like this for a while. I signal him to move me as I’m getting lightheaded in this position.  

He turns me on my side.  He fucks my mouth for a moment before he grabs a flogger from the bondage cupboard.  He turns me back upside down and begins whipping my balls.  Man, he is turning me on now.  He drags the flogger over my balls and down my cock, the tiny strands gently tickling my balls.  Then he returns to whipping my balls. So fucking hard.  I can’t stay upside down much longer, so he turns me upright.

He stands back and appraises me.  My arms are taught, my cock hard and sticking up.  I am horny as hell and want more action.  I’d told him earlier that the thing that turns me on the most is being kneed in the balls. I find it hard to explain, but of all the ways to cause me pain, it’s my favourite.  It just makes me so fucking horny.  

He looks at the St. Andrews cross. Do I want to play on that?  I nod enthusiastically. He unties me from the bondage wheel, and we move over to the Cross, where he re-cuffs me.  I’m there, my legs spread, my arms unable to move. 

He’s got a raging hardon and is now ready to punish me.  He grabs my face and kisses me hard on the lips, our hard cocks rubbing together.  I tremble with anticipation as he brings his knee up, stroking my inner thigh with it.  Then he raises it hard. Oh man, the pain, it shoots out from my balls.  I’m so horned up, and the pain just makes it even better.  He knees me again, twice in quick succession.  Oh man, I’m in agony and heaven at the same time.  He returns to kissing me; he feels my hard cock, “You’re really enjoying this, aren’t you?”.  “Fucking right, I love it”.  He lowers his knee and raises it. I flinch, and he stops just before it hits my balls.  He feints another time, chuckling while he does it.  Then he does it again, a brutal hit right in the middle of them. 

He holds his knee there and grinds into my balls. I throw my head back and moan, “Oh man”, at the pleasure/pain. Just when I think he can’t do more to heighten the pain, he reaches down and grabs my balls, pulling them from my body. He grinds his knee against them, that fucking hurts. 

He kisses me again and continues to pleasure me with his knee, pretending he’s going to knee me, toying with me.  I look at him, so fucking gorgeous with his hard dick and tight body.  Conversely, I am feeling so dominant right now I will fuck him and fuck him hard for this.  I let out a roar of passion as he grinds his knee into my balls again.  I tell him, “You are going to get fucked so hard now.”  He smiles and unties me from the cross.  I throw him face down over the bed, which is still stinking of piss.

I lube up my cock and hold it against his hole and then push it in. I moan with pleasure; fuck, that feels so good.  I pull out and thrust back into him, grinding my hips as I fill his ass with my cock.  He shivers with pleasure as I hold it there.  I am so fucking horny after all that ball-busting.  I continue to pound him, pushing him into the bed with each forward thrust.  

I lie forwards so my body is on top of him and put my arm around his neck, pulling him tight to me as I rotate my hips to keep my cock pounding him.  He’s panting. I turn his head and kiss him roughly.  

I pull out and spank his ass hard.  I spank him over and over again. I stop and stroke him. I spin him around onto his back. He raises his legs up, and I line my cock up with his ass.  I drive it into him and lean forward to kiss him while I do so.  He reaches for his cock wanking himself while I edge myself with his ass.  

Oh man, we are having so much fun.  After a while, I feel my orgasm getting closer.  We’d agreed that I would cum in his mouth, and he would cum swap with me.  So I pull out and stand on the bed, ordering him to kneel.  He sticks his tongue out, and I put my knob on it. He reaches up and starts to slap my balls while I wank myself.  It doesn’t take long until I feel myself reaching the point of inevitability.  That tingling sensation deep inside me begins to spread. I throw my head back, my breathing getting heavier. I feel my cum pulsing through my body and out of my cock onto his tongue.  I roar with pleasure as I cum a lot; two and a half hours of play will do that to a man.  I’m still rock hard as I lay down on the piss-wet bed and hold my mouth open.  He leans over and shares my cum with me in a deep kiss.  I’m still so turned on.  

He gets up and wanks his cock, while I hold my mouth open expectantly, licking his knob.  I reach behind and slap his ass, hard.  He thrusts his hips forward as he starts to cum. I look up to see him looking down at me.  His warm cum filling my mouth.  Once he’s finished cumming he lays back down on the bed. I lean over him and tell him to close his eyes.  Then I spit his cum all over his face. He opens his eyes, laughing at the shock of it.

I’m ready for one last piss, so I kneel across his chest and piss on his face, washing the cum off it.  Meanwhile, he pisses up my back, soaking my hair from behind.  I collapse next to him, loving the filthiness of the time we’ve just shared.  I kiss him gently on the lips. I absent-mindedly roll my foreskin back and forth over my softening cock. We lay there for a while talking, the smell of piss and cum filling our senses. 

by JonnyB

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