Part 19. That Time You And Your Boss Got It On In A Hotel Room And It WASN'T A Daydream: Jason's Perspective
The part of myself that had principles wanted to turn around and leave. I should have more self-respect than this. But, the part of me that had wanted him for more than seven years was in control. And that was the part of myself that ruled me when I said, "Okay. As long as you're sure you want to do this."
I knew I'd made the right decision when he smiled so wide he practically broke his face. "I don't know how much I'll be up for this time. But yeah. I'm sure."
"Why don't we start off with a blowjob? That'll ease you into things." I figured every guy likes a blowjob. Maybe it would be 'gateway drug' into other things. "If you like it and you're comfortable, we can see where things go from there."
He visibly sighed in relief. "Okay. That sounds perfect."
"I think it's best if maybe you sit on the end of the bed to start with." I didn't want to do anything that would make the experience awkward.
"You're the boss!" he said, smiling at me.
"Whoa! It's a little soon to jump straight into dom/sub roleplaying." I teased him. Maybe we can try that after you're sure you're into this." He laughed, a little nervously, I think. "Sorry. Just a little sexual humor to break the ice." He started to sit on the bed when I stopped him. "Wait. Before you sit down, will you indulge me and let me do something that I felt bad about doing last night when you were drunk."
"Uh...okay." John seemed ill-at-ease, as if he wasn't sure exactly what I was planning on doing.
I walked up to stand right in front of him and reached out with both hands to let them roam over his shirt-covered chest. A few months ago, John had told me that he'd started going to the gym to workout. He'd always been in pretty good shape, he told me, from playing sports when he was younger. But, I could feel the muscles of his chest and arms. This new thing of going to the gym was definitely serving John well. After a few minutes of exploring his chest (and feeling his hard nipples), I put my hand in the middle of his chest and nudged him, letting him know it was okay to sit down. He leaned back slightly, thrusting his crotch toward me. I could already see traces of a bulge in his jeans. It put a smile on my face to know that he was as ready for this as I was.
I knew I wanted to make this last. Instead of reaching up to unbutton and unzip him, I simply found which side of his crotch his dick was dressed to and began massaging the already growing bulge. All the while, he leaned back on his elbows, watching me manipulate him to full hardness before I even pulled it out of his pants.
After another five minutes of feeling him up, I could tell by the look in his eyes that John was fit to be tied. I know the look of a man who desperately needs a mouth on his cock. And truthfully, I'd waited more than seven years for this moment. I desperately needed my mouth on his cock, too. Looking up into his eyes, I reached up and unbuttoned and unzipped his jeans. His eyes were locked onto mine as I grabbed the waist and he bucked his hips upward to let me peel them down to pool at his ankles. Now, only his boxers kept me from finally seeing what I'd lusted after all this time.
Deciding to let the foreplay and build-up last just a little longer, in hopes of heightening the experience for him, I reached up to the tent his cock was making and began massaging it. I could already feel his boxers becoming damp. Hoping to tease him even more, I leaned down and began sucking him through the fabric. It was pretty obvious that he was already primed. After a couple minutes of that, I noticed him bucking softly against my face, letting me know he wanted to move on to the main event. I have to say, he wasn't the only one. This moment had been years in the making...and it was finally happening!
I reached up with both hands and hooked my fingers into the waistband of his boxers. Then, I looked up at John's face. The glassy look in his eyes and the lust-filled expression on his face told me he was as lost in the moment as I was. He nodded at me with a goofy grin on his face, then lifted his hips up so that I could pull down his shorts.
His cock and balls were everything I fantasized them to be. He looked to be a little more than 7 inches hard, his cock an angry shade of red and his full balls hung low. I reached up and gave him a few strokes before reaching down to palm his balls. These powerful balls that had been responsible for the creation of three kids. God, I was ready to taste the cream they'd make and have it spill down my throat into my stomach.
Taking one last look into John's eyes, I leaned forward and began swiping my tongue around the head of his cock. Finally having him in my mouth and being able to lick and suck on him was almost like a religious experience. I never thought it would happen. And frankly, I wasn't sure it would happen again, so I was bound and determined to make the best of this moment in time.
After a few minutes of slowly sucking on him (because I wasn't exactly sure how long he'd last), I leaned down and began paying attention to his balls, alternating between licking them and taking each one into my mouth to suck on, while I stroked his cock. His balls deserved some reverence. The life-giving cream churning away inside them was going to be in my belly soon enough and I wanted him to know how much respect I had for them...that it wasn't just all about his cock.
It wasn't long before I felt John's hand on the back of my head, guiding it upward. It made me happy to know he was ready for me to return my attention to his cock. Swiping my way up his ball sack, along the length of his shaft, and stopping to flick my tongue back and forth over that sensitive spot where the shaft meets the head, I enveloped the head of his cock with my mouth and began bobbing up and down on him with increasing speed.
At one point, I slowed things down enough, trying to edge him to make him last a little while longer, that I was able to look up and see his head thrown back...probably with his eyes closed and mouth hung open. Part of me started to wonder if he was doing the typical straight guy thing of trying to picture his wife or some other woman. That whole idea went completely out the window - and urged me on to draw the cum out of him - when he let out a soft moan and practically whispered, "Oh, Jason. Oh...! Damn, that's good."
That sealed it! I needed his cum in my stomach now! Speeding up, I bobbed up and down on him for all I was worth. And, just a few minutes later, I was rewarded with what tasted like the best cum I'd ever had. John had done the honorable thing and tried to warn me before he shot. He even tried to ease me off of him before it happened. But, I was having none of it. I needed to taste him. And taste him, I did!
He was laid out on the bed, trying to regain his breath in the aftermath of his climax while I crouched on the floor, wiping some of the excess of his cum off of my chin and licking it off of the back of my hand. Cautiously, I climbed up onto the bed and laid down, too. I didn't want to be presumptuous and try to cuddle with him. After all, straight guys - and even "straight" guys - tend to be more than a little skittish after the high of getting off passes. If that was gonna be the case with John, I wanted to figure out a way for us to talk through his awkward feelings. Me trying to cuddle with him and making him feel more uncomfortable wasn't going to make that easy to accomplish.
