Chapter 29 - Threesome

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The show on stage gets more intense as the sub is hit with a cane and cries out which distracts Vin. I guide his head back to my dick and he gets back to work. I close my eyes and tip my head back so I can enjoy both boys pleasuring me with their gentle touches. My breath catches and my eyes open when I feel one of them suck on the side of my dick harshly. I look down and see Vincent smirking at me beside a hickey on my shaft.

"Let's go to the playroom," I say as I put my dick back in my pants and stand up quickly. Vincent has a satisfied smile on his face as they follow me to my playroom. Unfortunately this one doesn't have the mirrors on the ceiling but it's bigger and has more equipment.

"Both of you strip off. Will, on the bench. Vincent stand in front of him," I order and both subs do as I say. I attach Will's wrists and ankles to the cuffs on the bench and hand him a small ball to drop as he won't be able to speak. Then I go to Vinny and cuff his hands behind his back, leaving a kiss on his cheek. I go to the drawers and put a cock ring on both subs so they don't cum too soon. I strip my pants and boots off and stand behind Vinny, my dick against his asscheek.

"You're so hard, do you want Will to give you a blowjob?" I ask him as I stroke my dick.

"Per favore Master," Vincent breathes out. His dick twitches in my hand and I push his hips forward so Will can take his dick into his mouth.

"Good boys," I say to them. Vinny rests his head back on my shoulder and moans as Will does his best to give him a good blowjob. He must be doing well because Vin has his eyes squeezed shut as he moans and groans. I step away from Vin and go to Will's ass. I watch him suck off Vinny for a moment before I kneel behind the bench and spread his perky asscheeks. I lick over his hole and hear him moan quietly so I start using my tongue to rim him properly. I reach down with one hand and jerk myself off a few times as my dick gets desperately hard and in need of attention.

I spear my tongue into Will as I eat his ass like I know feels good for him. Both of the subs are moaning now, although Will's moans are muffled by Vinny's dick. When I can't last any longer with my raging hard on I stand up and put some lube on my dick. Will sent me a copy of his latest STD results and we know he's clean so I don't have to use a condom.

"Remember you can drop the ball if you need to safeword," I say before I slowly start pushing into Will's ass. He relaxes enough that I can get in halfway comfortably as I massage his asscheeks with my hands. I let out the breath I was holding and moan as his warm tightness squeezes my dick.

"You can move Master Damian," Will says as he stops sucking Vincent for a moment. I hold onto Will's hips as I slowly pull out an inch and go back in. Will let's out small moans as I do little thrusts to stretch his ass enough. Vinny watches me with lust filled eyes as I start to pick up the pace of my movements. I smile at him as I slam my hips into Will which pushes his body forward. Will cries out as I groan at the amazing feeling of being completely inside his ass. I start fucking him rougher as he struggles to keep sucking off Vin.

"Vinny, you can face fuck Will. It's one of his kinks," I say and Will nods. Vin has his hands behind his back still so he can't guide Will's head but he still thrusts his hips forward to push his dick into Will's mouth. Will keeps moaning as I fuck him relatively quickly but very deep. I add some more lube and start prepping him for double penetration. I slip a finger beside my dick which stretches his ass just a little more.

"Please I am close Master," Vinny moans and I look up to see a strained expression on his face.

"Will can you give Vinny a moment?" I ask and Will stops sucking him off. Vin breathes heavily as I continue fucking Will who now has his moans filling the room freely. Vincent's dick twitches as he watches me stretch Will out.

After a few more minutes and another finger I decide Will is ready for the next part so I slowly pull out. I untie Will's wrists and ankles and order Vincent to lay on the bed. I undo the clip between Vinny's cuffs and clip them the the headboard.

"Straddle Vincent's lap," I say to Will who sits across Vinny's waist facing him. I get between Vin's legs and line up his erection with Will's ass. It slides in easily with the lube still around Will's hole as moans again. He puts his hands on Vin's chest to steady himself as I spread Vin's legs enough so I can probe the head of my dick to Will's asshole. Vin swears in Italian as I slowly push the head of my dick beside his.

"Relax," I say to Will as I massage his shoulder with one hand and hold his hip with the other. He takes a deep breath and nods for me to go further so I add a little more lube and slowly inch further inside him. I groan at the tightness as Vinny pulls at his restraints as his muscles tense up. I can feel his dick twitching again which makes me and Will groan.

"Stop doing that," I groan and Vinny makes a whining noise.

"But it is so tight, I feel so good," he explains as his eyes stay shut tightly.

"Ugh it's right against my prostate," Will moans. I push on Will's back so he's laying across Vinny's chest so I have a better angle to push inside him. I thrust forward slowly and get inside his stretched hole as all three of us moan in sync.

"Cazzo," Vin moans as his eyes practically role back. I lean to Will's ear and order him to makeout with Vin which he happily does. Will holds Vin's face in his hands and kisses him with tongue as I start to thrust in and out slowly. I thought I would be jealous seeing my love kiss someone else but honestly it's hot as fuck.

"Are you ready for me to thrust more?" I ask and Will nods his head. I hold onto both of his hips and pull out quite a bit then push back inside. It feels so good with the tightness and my boyfriend's dick squeezed against mine. I reach to Will's dick and stroke his erection that's left a puddle of precum on Vincent's stomach.

"Please Master Damian, can I cum?" He asks as I make steady thrusts inside him.

"Not yet, wait until I take off your cock rings and give permission," I say in a strained voice as I get closer to the edge. I keep thrusting into the submissive as I reach to Vinny's cock ring and unclip it. I do the same with Will and start stroking his hard member.

"Please Master," Vinny begs.

"Cum for me," I groan as I release into Will's ass, my body tensing up as it feels on fire. I feel Vincent's dick pulse against mine as he moans loudly and cums into Will. I jerk off Will until he releases onto Vinny's stomach with a scream.

We all stay still as we catch our breaths for a moment. I reach to uncuff Vincent and then slowly pull out of Will. Both subs are dazed so I help Will get off Vincent's dick and lay him beside him. I go to the bathroom to get a washcloth to clean up the cum from their bodies. When they're clean I lay between them and hug them both to my sides.

"I'm so proud of you both, you did so well," I say as Will shifts uncomfortably. He gets in a comfy position with his leg over mine and I let him fall asleep. I'll wake him up in an hour and drive him home, but for now he needs the nap.

"Grazie mi amore," Vin says quietly.

"For what?" I ask in the same whisper so we don't wake Will.

"Thank you for doing this with me. You are the best," he says and kisses my jaw.

"I love you," I say and he repeats in Italian. He lays his head on my chest and also falls asleep.

This was the best way to start with my submissive.

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