Mondays | MILO MILES | Chapter 2

I arrived bright and early Monday morning at my family business, Stone and Associates, LLC, to get a jump-start on the work week. As I entered the main building, I realized that I wasn’t the first one in.

Our new hire, Milo Miles, was already at his desk, typing furiously on his laptop. He had his typical giant mug of coffee, all the while never taking his unblinking eyes off the computer screen. The young man was so lost in the project on his screen that, at first, he didn’t even notice me enter the room.

As I approached Milo’s workspace, the handsome Latin twink looked up and smiled. I asked him about his weekend. Milo shrugged and related how he had enjoyed spending time with friends, but not everything that weekend went the way he had planned. Apparently, a fellow that Milo was supposed to meet up with for a date ended up flaking out.

I was sympathetic, but I couldn’t help but shake my head in disbelief. Who in their right mind would back out of getting naked with this fine young man? I communicated this sentiment and threw in an extra bit about how the dude who flaked on the boy missed out—big time.

Milo blushed. Then, the cheeky twink shrugged and related an interesting detail: he was of the belief that on a previous date the dude had a rather difficult time taking the twink’s very large cock. Milo’s gut told him that the dude chose not to give it another go.

Indeed, I knew just how well endowed he was—he’d exposed me to a great many of his gifts and talents (professional and otherwise) during our initial interview together. However, an experienced gent like myself could not only take Milo’s massive length and girth, I absolutely loved it. Craved it, if I’m being perfectly honest here.

I glanced at the clock. There was still almost an hour remaining before the rest of my employees would begin to trickle in for the day. I knew the diligent, hard-working boy was neck deep in projects, but I took the plunge anyway and casually suggested that we enjoy a quick romp and fuck those Monday blues away.

Milo beamed, nodded, and licked his lips. Next thing I knew, the boy bounced off his chair, we kissed, and his tongue darted passed my lips. We smoldered in one another’s embrace, made out, and groped. As I leaned down and cupped Milo’s ass in my hands, I couldn’t help but feel the steel-hard twink dick in his pants press into me.

With little time to spare, I began to unbutton Milo’s dress shirt. I quickly noticed how hard his nipples were, so I leaned down and suckled on one. He took in a sharp, delighted breath.

I got a fairly good taste of that delectable nip and it was obvious to me that Milo was getting very hot, indeed. He pulled my face back towards his and laid a juicy wet one on my lips and then pistoned his tongue back inside my mouth again. The young cutie was a terrific kisser.

Then the little dude with the big boner tenting and throbbing in his khakis pulled my shirt off. My own nipples were rock-solid by then, and as we continued to make out, he tweaked them just like he did for me during his interview.

Suddenly, all I wanted at that moment was Milo’s mouthwatering boy meat. I dropped to my knees and took a second to admire and fondle the twink’s flat abs. His cock throbbed again and again at every touch. I absolutely could not wait to free his erection—nor mine!

I fondled Milo’s sizable package and allowed my mouth to roam freely all over the boy’s pubic region. I loved the honey aroma of his private parts and the shuddering moans that emitted as I groped him.

When I finally sprung his large lump from his jockeys, I wasted no time engulfing his massive length and girth into my mouth. Before I knew it, the horny twink was fucking my face like there was no tomorrow. Even when Milo shoved that huge cockhead past my throat and triggered my gag reflex, he was undeniably getting off plowing into me.

Eventually, I really did need to come up for air. As I quickly caught my breath, the boy’s boner bobbed up and down as though giving my oral skills a happy nod of approval.

With a heated, sexy murmur and big, brown, lust-filled eyes, Milo pulled me to my feet. He dropped down to his own knees and with both of his petite, delicate hands and fingers began to massage and lick my dick. God, it felt great!

And just as Milo impressed me with his tireless work ethic, he really impressed me with how he could always swallow my entire, pulsating length in one go! But deep down, I knew full well what Milo needed: my thick, tight, DILF bottom.

Now I’d be lying if I tried to tell you that I’m too proud to beg. During Milo’s tenure here at my company, everyone knows that I’m the boss. But there’s just something about the gorgeous, insatiable boy that makes me want to immediately hand over the reins.

I gave him the nod. He promptly turned me around and bent me over, exposing my ready-and-waiting daddy hole. Cock-sucking isn’t the only amazing talent that Milo has: the manner and techniques in which he laps and licks my puckering crack is always beyond amazing.

Milo gobbled up my ass like he hadn’t had anything to eat for days. His ravenous, nearly insatiable lips and tongue enthusiastically ate me out. All I could do was grasp the nearest desktop and hold on for dear life. I found myself wheezing for air and frantically beating my daddy meat.

Magically, like Milo could read my mind, he hopped to his feet and slammed that cock all the way inside my ass to the hilt. He knew as well as I did that we needed to move things along because the rest of the workers would begin filing in very soon.

Milo and I had just enough sexual experience together at this point where I knew the happy young hunk was close to blowing his wad. His gasps and groans indicated that his throbbing dick needed to explode, and really it should go without saying that I wanted that twink load. Bad.

I thought that Milo might’ve begun to jackrabbit my tight, needy hole. Instead, the boy astonished me with yet another talented skill: he could seriously longdick with the best of them. He’d masterfully pull his long length just to the point where his huge cockhead kept contact with my meaty entry. Then we’d both simultaneously holler as he’d slam that sucker right back in, pushing through my tight tunnel and nailing the sweet spot in the deepest part of me.

I teased and erotically twisted my daddy nips with each of Milo’s luscious thrusts. The young go-getter was gulping air at this point, as I could tell he was hastening to the finish. All the while, I was beating my meat in time with the boy’s final approach.

Then it happened. Milo grabbed me by the waist with both hands and propelled several massive cumshots into my ass. I white-knuckled the edge of the desk and was sure to squeeze my well-fucked love canal like a fist around the twink’s spurting slammer as he continued his cum.

Milo held tightly to me as he froze and kept filling me. God, this dude could cum a lot! Maybe I’m just the greedy, slightly overzealous type, but I honestly wished Milo wouldn’t stop shooting.

But alas, after eight or nine powerful blasts, the boy’s cock was utterly drained. Then, I had a brilliant thought: maybe we might continue fucking the Mondays away later for morning break…!