Casual Fridays | MILO MILES | Chapter 7

What a busy week! My company, Stone and Associates, had taken on a few new clients and the workload was insane. I’d been getting as much done as possible on this particular Friday so I could truly enjoy my weekend. Thankfully, I had my loyal associate Milo at my side and we worked together on projects right up until quitting time.

I shut my laptop off, pushed my chair back, took a deep breath and stretched. I chuckled to myself as Milo glanced up at me, took another big swig of his seemingly never ending cup of coffee and kept hammering on his laptop.

I clicked my tongue and then sighed. I offered a bright “TGIF” to no one in particular. Milo looked up again and cocked his head. He asked if I had special plans for the evening. I noted it was Happy Hour, but I didn’t really have anything specific laid out. I inquired about Milo’s own plans: he shrugged and confessed that he didn’t really have much going on, either.

Good boy. I truly appreciate how casual and flexible the cute twink can be with his time. Honestly, all I really wanted was another hot serving of Milo’s huge, gorgeous cock deep inside me. And truth be told, I was kind of amazed we hadn’t already been naughty together this week. Well, I hoped that was going to change.

I casually suggested that we kick the weekend off with a “bang.” Suddenly, Milo snapped off his own laptop, rose to his feet, and beamed while licking his lips. Wasn’t but half a second later and the sexy twink had his arms around my neck and his tongue immediately slipped inside my mouth.

As we fondled, groped, and made out, the boy and I made pretty quick work of freeing one another’s cocks. Milo and I were both hard and getting harder—especially during some really hot mutual frottage.

I should note that while Milo is around five foot nothing, his genitalia is nearly as long as he is tall. And that boy’s girth, fuck. Let’s just say the gorgeous Latin twink is one of the more well-endowed fellas I’ve had the pleasure of knowing. And I’ll be honest, the pleasures that the boy and I engaged upon that evening in the office went well beyond enjoying his enormous cock!

You see, we’d barely slipped our pants off and Milo immediately got down on his knees and started lapping at my own sizable stiffy. I murmured and blew hot steam as I stroked the boy’s pretty face. He’s really into cocksucking, too. I love it when Milo gets into a heart pounding deep-throat rhythm.

I might have succumbed to releasing my pent-up seed down into the Latin hottie’s belly, but the sexy, unpredictable upstart rose to his feet and nodded up at me while swinging his thick boy rod around. I could only venture a guess that he wanted some head, too!

Finally, Milo’s shirt came flying off as the temperature in the room really started to rise. I sucked the humming, hollering twink’s huge dick and got to moaning uncontrollably myself. I adore how Milo’s cock throbs in response to the way my tongue swirls around his glans. I can taste the sweet precum, too.

It really didn’t feel like my coworker and I had been trading head for very long, and the next thing I know is the boy has got me spun around and holding on for dear life. To hold steady, my hands were summarily pressed up against the wall. Then Milo spread my ass cheeks and plunged his tongue immediately into my hole.

I pressed my ass back and gave the horny stud all the access he could want. I threw my head back and hollered as a result of the intense sensations of Milo’s hungry tongue licking the tender, meaty entry of my fuck tunnel. He was getting me all wet down there real quick. I knew exactly what the boy was prepping me for.

Eventually, Milo slicked up his swollen erection and squeezed that massive girth right in. As usual, the sweat started trickling down my face as the boy’s huge dick filled my insides up to capacity.

Once my fuck hole got nice and loosened up, Milo really started to go to town on my ass. The young top has a penchant for long-dicking and, by God, the talented professional knows how to make a daddy gasp, squeal, and beg for more.

After that, we got down onto the floor where Milo put me into the doggy position. I loved the sight of our clothes flung all over everywhere and I fought a primal urge to stroke my own rigid DILF meat off with the boy’s sexy underwear. My hole must have been really tight, because every time I looked back at Milo’s face, he was wide-eyed and crooning—his tongue nearly hanging out of his pretty mouth with every thrust into my ass.

Soon, it got to a point where the wailing twink was barely hanging into it. His previously well-timed fuck rhythm was starting to get a little herky-jerky. As he slammed his cockhead into my ass, driving as deep as he could—hitting my sweet spot as he frantically plunged—I could feel the end nearing quickly for both of us.

Milo grabbed a hold of my waist and jackhammered my hole like a wild man. He was damn near frothing at the mouth, his lust-crazed desire overtaking any notion of control. Then he came. I could feel thick ropes of semen blasts enter my well-fucked hole. In the meantime, I was honestly barely conscious as the mindblowing sensations rocked my entire being. The boy hung on the best he could during his powerful, shuddering orgasm, but he inevitably let go and collapsed on top of me.

In the meantime, I could feel Milo’s hot, gulping breaths against my sweaty skin. No words were spoken—none necessary…