Leather Den Daddy

Devin's night of fun continues as he has a threesome with two leather daddies.

  • Score 9.1 (25 votes)
  • 1486 Readers
  • 2721 Words
  • 11 Min Read

“Well, that explains why you left the bar tonight like a bat out hell” a deep, baritone voice said. The shock of hearing an unexpected voice in the room caused me to fall off the bed and hit the tile floor with a loud thud. “Sorry bud didn’t mean to scare you” he said helping me get back on the bed. As he helped me get back on the bed, he slipped a finger inside me, causing me to jump up.

 “I’m Rocco, Philip’s roommate and resident bartender at Cuff” Rocco said giving me a small bow. The tent on his jeans was very noticeable. Judging by it’s size and girth he was either packing a pretty hefty dick or carried a wine bottle in his pants. Now that I had the opportunity to take a good look at the Cuff bartender I was able to fully take him in.

At 5’7” he was definitely shorter than Philip or I. He was the most muscular out of us three. Every muscle, it seemed was pumped to the max without it looking obscene or very caricaturesque. His tree trunk arms and legs gave indication that he was very hairy. He wore a black muscle shirt that was perfectly molded to his chest. A thick thatch of auburn colored hair was visible from the neckline. His jeans hugged his thighs and calves as if he was sewn into them. He wore a leather armband on each arm

“Would you care to join us?” I blurted out before I had a chance to think about what I said. I’m not sure if it was the weed, the moment, my horniness, or a combination of all three that caused me to blurt out what I said.

I quickly looked to Philip to gauge his reaction, technically I was “his” and perhaps he was not fond of sharing. I couldn’t read Philip’s face as he had chosen the opportunity to take another hit when I asked. “What do you say Philip, got room for one more” Rocco said, massaging his bulge over his pants. “We always talked about tag teaming someone...” he added.

He was leaning on the doorway, as if awaiting an invitation into the room and bed, perhaps into our little encounter. After a prolonged silence, Philip responded, “What are you waiting for? An invitation?”. Philip was grinning like the Chesire cat.

“I opened him up for your mammoth dick. Make him regret inviting you into his hole” he added with a hearty laugh. I couldn’t tell if Philip was joking or jealous, so I wasn’t sure how to take his comment. “C’mere boy. Get this dick ready for your hole.” Rocco said taking off his muscle shirt and unbuttoning his jeans.

I hesitantly made my way over to Rocco, wondering if I possibly had bitten more than I could chew. Literally. I was able to take Philip’s dick with sheer willpower and determination. Taking Rocco’s would take skills that I have yet to develop. I pulled down the zipper of Rocco’s jeans and slowly lowered them down his thighs and ankles. A leather cockring was wrapped around his dick and balls making it look more pronounced. 

As I lowered his pants, his freed mammoth sized cock smacked me in the cheek with a nice Plop! It left a nice trail of precum that connected his dick to my cheek. Using the steady amount of precum that was leaking from his head, I massaged his shaft with both hands. I placed his large, mushroom head in my mouth and continued to massage his shaft. Rocco brushed off my hands and shook his head, I took that to mean no hands. I began to work my way down his shaft and only stopped when his hit the back of throat. I had managed to half of his dick in my mouth and throat before my gag reflex kicked in.

I retreated until only his head remained on my mouth and I massaged it with my tongue. I pulled completely out and admired his thick, leaking cock covered in my spit. I sucked on his frenulum for a few seconds, eliciting an appreciative moan from Rocco. I swallowed his dick with gusto and managed to get another inch down my throat. Only 4 more inches to go.

“C’mon boy, you can do this” Rocco said placing his hands on the back of my head. He shoved the remaining four inches into my throat making me gag. He held my head down for several minutes before letting go. I caught my breath and worked my way down his cock until my lips touched his auburn pubes. Rocco chuckled at my enthusiasm. He continued to face fuck, several times spitting on my face. His globs of spit fell on my face and splattered down my neck and chest. I never thought getting spit on was erotic or sexy but the combination of getting face fucked and spit on had me hard as steel and leaking like a faucet again.

“Get on the bed, on your back” Rocco said pushing me off his dick. I got on the bed with my head slightly hanging off the bed. Philip moved in between my legs and started fingering my hole. Philip had not said or done anything since inviting Rocco to join us. Philip managed to work three whole fingers in my hole, spreading them inside me to open my hole up for Rocco’s mammoth sized cock.

Rocco sunk his entire length into my willing mouth and fucked my face without reservations. He either did not hear nor cared about me gagging. Soon enough spit and throat slime ran down my face making my vision blurry. I did not dare stop Rocco’s assault of my mouth. The thinking part of my brain decided to stop working but another part of me felt that this was where I belonged and his oral assault was what I deserved. Rocco finally pulled out and slowly moved me to a sitting position.

“Look at yourself in the mirror” he said. A cock crazed, cum hound had clearly taken the reins. My hair was sticking out at different angles, my eyes bloodshot red, throat slime covered my face, and my skin was flushed red. Rocco kissed me with deep passion.

“A cumslut in the making. I can see it”, he added. “His hole is ready for you” Philip said, speaking for the first time in 20 minutes. Rocco grabbed a pillow from the floor and placed it on the bed, signaling me to rest my lower back on it.

“Get doggie, I want to watch you give head to Philip as I pound you” Rocco said, not as a request for a demand. I laid over the pillow and arched my ass up. I moved closer to Philip to find a position that would allow me to suck on his dick but still meet Rocco. Behind me, Rocco spit on my hole and dick several times to lube both of us up. With the thick load Philip had dropped inside me less that 45 minutes ago, I was sure I was more than lubricated but perhaps Rocco wanted to sure that there was enough lubrication.

Rocco lined up his mushroom cock head with my hole. Just as he had sunk his cock down my throat he did the same with my hole, only stopping when he hit a wall of resistance. He waited a minute before retracting until only his head remained inside of me. He repeated the same motion, sinking his dick inside me until he hit the same hole. My hole was stretched to the max, attempting to accommodate him, I wondered whether I would be able to take his full length.

“Got any poppers?” Rocco asked Philip. Philip nodded and reached for his bedside dresser and pulled out a small non-descript brown bottle. He uncapped it and moved it under my nose. He pinched one nostril and held the small bottle under my free nostril.

“Breath in until I tell you to stop” Philip said. “One...two...three...four...five. Hold it. Hold it. Let go” Phillip added. He repeated the same motion to the other nostril until he had repeated the action twice on each nostril. My head felt light headed and my entire body tingled from the fumes that I was inhaling.

Meanwhile, Rocco had continued to pump my hole, repeating the motion of pulling his dick out until only the head remained and then sinking his dick into my hole. With the help of the poppers my second hole opened up swallowing up the remaining inches of Rocco’s dick. He sighed when he bottomed out inside me. My hole was struggling to reject Rocco’s dick and attempted to keep him inside.

Rocco noticed my internal battle and said, “Relax, just relax. Don’t fight it. Be a good cumdump for me”. He massaged my lower back hoping that would get me to relax. I grabbed Philip’s dick and hoped that sucking on it would distract me enough to let Rocco pound me, as he said. Rocco’s dick had definitely opened up my throat, so taking Philip’s would be an easier task.

Before I knew it, I had reached Philip’s pubes. “Just suckle it, baby” Philip said stroking my cheek. “I’m gonna cum in your hole again. I just need you to keep me warm until it’s my turn”.

“If you want another go at him, be my guest” Rocco added pulling out of my hole. Without his giant dick inside me, my hole felt gaping and empty. I overlooked my shoulder, giving Rocco my best puppy dog eyes. His entire body was covered in sweat, droplets of sweat had been cascading down his chest onto my back since he began his anal assault. His dick was covered in Philip’s cum, spit, and ass juices. He was definitely churning the load that Philip had deposited earlier.

“Please fuck me sir” I said to Rocco before I dove onto Philip’s dick. Sucking on like I would be receiving my last meal. Rocco lined up with dick with my hole and in one swift move shoved his entire length inside me. The sudden invasion caused me to yelp a little and I was afraid that would cause me to bite down Philip’s dick. My fears were unfounded. Rocco had found my spot and was repeatedly hitting him. I babbled and moaned incoherently around Phlip's dick. Rocco grabbed me and lifted me off the bed and with the help of Philip managed to flip me around so that I was on my back.

Not once did his dick leave my hole. He continued his assault. Philip grabbed my ankles, one in each hand. And pulled my legs toward him, giving Rocco full unfettered access to my hole. He was able to utilize the new position to dig deeper inside my hole. I’m sure by now he was somewhere deep in my bowels. Philip squatted on my face and said “Lick boy”.

I placed my hands on his thick meaty globes. His ass cheeks were relatively smooth but there was a fine, sparse dusting of hair. His crack was a dark hairy forest, much like the rest of his body. I tentatively licked at his puckered hole. I tasted a day’s worth of musk and sweat. All of it had pooled along his crack and I was more than happy to lick it clean, much like I did with his balls and armpit. I ran the flat of my tongue up and down his crack several times, eliciting moans from Philip. Philip move forward, giving me access to his balls as well. I licked my way from his balls up to his crack. I spent a few minutes probing his puckered hole trying to gain access into his hole, finally giving in to my tongue.

Rocco picked up the pace on my hole, gripping my ankles. Philip lost in a wave of ecstasy, managed to be coherent enough to pinch Rocco’s nipples. He alternated between pinching and twisting them, which only caused Rocco to pound my hole harder and faster. The sound of Rocco’s balls slapping my taint echoed in the room. It seemed to drown out anyone’s moans. Rocco let out a low guttural moan before slamming his dick as far it could go.

“Here comes my load, boy. TAKE IT!” Rocco yelled. His dick swelled up inside me and released seven ropes of cum, painting my rectal walls. The cum was too much for my hole to handle and some pooled around the outside of my hole. Philip moved out of his way so that Rocco could recover and catch his breath. Rocco placed his full weight on me, trapping me under him. While I felt smothered, I did not want him to vacate my hole or get off me. Ever.

After a few minutes, he slid his semi-hard dick out of my hole bringing some cum with him. The rivulet of cum ran down my hole connecting with Philip’s bed. Philip did not waste the opportunity to slide inside of me. Despite the fact that Philip’s dick was shorter and not as thick as Rocco’s, I was able to to feel him inside me, which really surprised me. I pulled Rocco’s cummy and spent dick toward’s my mouth and began to lick every inch of it. Tasting the mixture of Philip and Rocco’s load and my ass juices made me moan like the bitch in heat that I was.

“God” Philip moaned. “Nothing beats a beat up cummy hole. Especially one as warm and inviting as yours”. His dick slid inside me like a knife cutting butter. He savored each stroke making it each one nice and slow. Rocco laid down beside me and pulled me closer to make out, perhaps share the remnants of his load on my tongue. I attempted to multi-task by milking Philip’s dick with my ass muscles and make out with Rocco.

Philip and Rocco spent the next two hours working my holes. Alternating between my mouth and my hole. They each managed to drop three loads a piece in my hole until they were spent. Rocco managed to make me cum hands free at one point. To say I was lost in a haze of sexual fervor, was the least. Both sets of lips were puffy and swollen but I was happy. I tried my best to keep all six of their loads inside me but it was quite the feat. My hole was a sloppy cummy mess and I couldn’t have it any other way.

By the time, they had their fill the sun was beginning to rise peaking through the blinds in Philip’s room. Rocco dipped two fingers in my cummy hole and spooned out a glob of cum. He licked his fingers clean, savoring the cum. He patted my ass before walking out of Philip’s room, carrying his clothes on his arms. He muttered something about “the best ass I’ve ever had” before he disappeared down the hallway.

As I searched for my clothes, I gave Philip my number in case he wanted to meet up again. I surely doubted that tonight was just a one time only thing. He told me that I could usually find him most Friday nights at the Anvil. I let myself out and made my way back to the train station.

My digital watch read 7:08am as I walked back to the station. The city was already alive with people and cars as people made their way to work or whatever early Saturday morning errands had taken them out of bed.  As I waited for the train to take me home, I knew I reeked of cum and sex. And I didn’t care. As I was looking for my clothes I was unable to find my underwear and chose to go home commando. I truly hoped no more cum would spill out as I wanted to keep it inside me for as long as possible. Going commando caused the rough texture of my jeans shorts to rub against my hole. The pain and discomfort only served as a reminder of a great night.

I was definitely going back to the Anvil next Friday.

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