Pour Me Another - 21. Ready

Asher slept in Michael’s arms. With Michael’s broader shoulders, it was only natural that he snuggled into the warm embrace. His sleepy eyes opened and quickly squinted, blocking out the light. As he stretched within Michael’s tight hold, Asher felt Michael’s morning erection stirring to life behind him.

“Keep rubbing your ass against my dick like that and you’re going to get a whole other kind of surprise this morning,” Michael warned, with his eyes still closed.

Grinning like an idiot, Asher chuckled, “Oh, really?”

Encouraged by the response, Michael reached down and slowly stroked Asher’s semi-hard flesh, bringing it back to life. The touch was firm and steady, working Asher’s shaft until his erection started to drip with excitement. His fingers brushed across Asher’s heavy balls, hanging low after several recent climaxes, with the last coming just before dawn.

Asher hissed when Michael squeezed his balls too vigorously. Michael jerked his hands away muttering, “I’m sorry.”

“No, babe, it’s okay,” Asher assured him. “They’re just sensitive. They haven’t gotten this much attention in ages.”

Michael mischievously grinned. Instead of returning to the plump balls, his hands lingered on Asher’s hips while he pumped his morning wood against Asher’s backside. Slick with pre-cum, Michael’s cock slid easily between Asher’s firm, round cheeks, yet he didn’t near his center hole.

Asher arched his back. It felt good to let Michael explore his body. Last night they had spent hours learning what made each other moan with desire. Michael had been excited to try new things, but he hesitated once Asher touched his virgin hole.

“I’m ready,” Michael whispered. His lips nuzzled close to Asher’s ear.

“I can tell,” Asher said, wiggling his ass in Michael’s lap. Quickly turning in Michael’s arms so they were facing each other, Asher was eager to stroke Michael’s morning erection, but the expression on Michael’s handsome face brought him to a sudden halt.

Michael’s sun-kissed skin looked pale under the vibrant flush of embarrassment peppering his cheeks and ears. His dark eyes darted away, as he nervously scratched at the back of his neck.

“Michael,” Asher softly questioned, “Are you sure this is what you want?”

Nodding his head, Michael ran his fingers through his sleep-messed hair, causing it to jet out in all directions.

“Look at me,” Asher demanded.

Michael rolled his eyes and gave a heavy sigh, yet reluctantly met Asher’s gaze.

“You don’t have to do this just for me--”

“Don’t you understand that I want to do this, Asher?” Michael’s eyes looked away again as he admitted the truth. “It might sound crazy, but I can’t stop thinking about you fucking me. I want it so bad. I need to feel you inside of me.”

All of Asher’s blood rushed straight to his cock. His hands tingled. His head was dizzy. His heart raced, hearing Michael confess his deepest desire. Michael Waters wanted him. This gorgeous man wanted him in the most intimate way.

“It’s not crazy, Mike, I want it too.”

The bed vibrated with Michael’s trembling. Asher knew it was anticipation mixed with fear. Michael continued to bite at his lower lip while Asher gathered some condoms and lube from the nightstand, and set them on the side of the bed.

“You’ll go slow, right?”

“Yes,” Asher assured Michael again with a tender kiss. “If you want me to stop at any time, just tell me, and I will, I promise.”

“Okay,” A look of relief crossed Michael’s face.

Rolling Michael onto his back, Asher knelt beside him, admiring the masculine man before him. Michael was rough and rugged. He dominated the business world, yet he was in Asher’s bed, submitting to his deepest desires.

Asher trailed kisses across Michael’s chest and sternum before following the dark hair down his abdomen that continued to spread even lower. Feathering his fingers through the silky hair, Asher ran his fingertips along Michael’s skin as his mouth drew closer to his quivering cock.

Michael’s erection had softened after his confession earlier, but now it trembled and bounced, heavily dripping excitement across his stomach. A silky drop clung to the rim of his wide dickhead. It glistened in the morning light, shaking with each quiver of Michael’s body. Asher quickly caught the drop with his tongue before it fell.

“You taste good,” Asher moaned before sucking the head of Michael’s cock into his mouth. He popped the wide cherry cap from between his lips before sucking it back in again only lapping on the sensitive glans.

Michael’s breathing suddenly hitched when Asher rolled his plump balls between his fingers, adding to the thrill of his mouth sucking on just the tip of his dick. Worried about over-stimulating him too soon, Asher freed Michael’s swollen dickhead and feathered kisses down the shaft until he was nuzzling the thick black hair surrounding his cock. A rich woodsy smell that was pure Michael filled his senses.

Gently nudging Michael’s legs apart, Asher hovered between his trembling knees. He pressed several kisses to the tender skin along Michael’s thighs while waiting for the man to grow more comfortable. Once he did, Michael’s legs fell naturally to the side, exposing his center hole. Surrounded by dark silky hair, it was tight and puckered and perfect. Asher’s heart skipped a beat, admiring the small ring. He had to touch it. The hot pink hole flinched when Asher gently caressed it with his fingertip.

“Asher?” Michael’s legs jerked closed.

“It’s okay, babe, just relax,” Asher told him before touching him again, only this time he swirled the downy fine hairs under his fingers. He massaged the outer ring until Michael’s hips were making circles, mimicking Asher’s touch.

Asher expected Michael to jump off the bed when his tongue joined his fingers stroking the tight hole, but to his delight, Michael moaned and pushed forward, actually inviting more touch. He ravished the musky center, lapping it and quickly dipping his tongue inside. Michael’s head thrashed back and forth under the probing kiss.

“Do you like it when I do this?” Asher asked from between his legs.

Michael grunted an approval, which made Asher chuckle.

Grabbing the lube, Asher poured a generous amount onto his fingers. “I’m only going to slip inside, okay?”

Michael licked his lips and swallowed hard, bouncing the Adam’s apple in his throat. “I’m ready,” was his hoarse reply.

Asher’s slick fingers circled the tight ass for a brief second; when he guided the tip of his finger inside, Michael’s muscles immediately contracted. The taut hole was unyielding, clamping down on his finger.

“It’s alright,” Asher soothed again and again. “Just relax, babe. I know that it might feel strange at first, but I’m not going to hurt you. Sometimes it helps if you push out a little; it makes it easier to slip inside.”

Michael’s body was trembling as he gasped for air.

After waiting a few seconds for Michael to catch his breath, Asher tried again, and this time, the end of his finger easily slid inside. Michael whimpered when Asher pushed to the second knuckle. Slowly twisting his finger from side to side, it not only prepared him for penetration, it got Michael’s inner channel accustomed to being stroked deeper. After a few minutes, Michael no longer flinched from the touch.

When Michael relaxed enough for a soft moan to escape his throat, a wicked grin pulled at the corners of Asher’s lips as he tapped his fingertip over Michael’s hidden gland.

“What the fuck was that?” Michael’s eyes flashed open and his hips tried to pull from Asher’s reach, yet Asher held on, refusing to break their connection.

Trying to calm Michael down, Asher purred and pressed kisses along his hip, “That’s just your prostate. It’s a very sensitive spot, but it feels amazing when you massage it.”

Michael nodded, listening to him explain. Asher slowly applied pressure to the spot and rubbed again. At first, Michael panted out of control, but then his soft whimpers turned to throaty moans. Michael twisted his fists in the sheets as his ass pushed down to meet Asher’s hand.

Asher added a second finger. Michael whimpered at the change, but quickly adjusted and pumped his ass in time with Asher’s long fingers. Michael’s erection started to return. His shaft darkened as it filled with blood. Asher wanted to give it some attention, but he was occupied with one hand buried in Michael’s delicious body and the other hand was busy holding Michael’s leg to keep him in position.

An intense look of desire washed over Michael’s handsome face. “I need to feel your dick inside me.”

Asher stopped kissing along Michael’s thighs. “You don’t have to prove anything to me. There’s a lot of other stuff we can do without--”

“I know, but I want to try.”

“Are you absolutely sure?” Asher questioned. “I’m not going to lie to you, Michael, it’s going to hurt. Right now you’re excited, making it’s hard to think clearly, but my dick is a hell of a lot bigger than a few fingers.” He wiggled his fingers for emphasis, bringing a desperate moan from Michael. “Are you positive this is what you want?”

Michael defiantly bit his lip and nodded his head. “I’m ready, Asher. I can take it!”

Without hesitating, Asher withdrew his fingers. Grabbing a condom, he tore it open, applied a generous amount of lube to his sheathed cock, and hovered at Michael’s entrance. Asher’s pulse raced out of control. He was scared. He was terrified of Michael’s reaction, at the possibility of Michael rejecting sex with him altogether.

“Now,” Michael whimpered as he bucked his hips forward, pressing his hole against Asher’s slick cock.

Taking a slow and steady breath, Asher pushed the tip of his cock past the outer ring of Michael’s ass. It popped inside the tight hole, trapped by the wide rim of his dickhead, locking him in place. Michael threw his head back and howled.

“Do you want me to take it out?” Asher nervously asked him.

Michael vehemently shook his head. His eyes were hidden behind his clenched eyelids. His brows were furrowed with pain, yet he didn’t beg Asher to withdraw. Michael’s virginal hole trembled around Asher’s cock, but he didn’t give up.

“Baby, listen to me, you have to calm down!” Asher warned Michael as he stroked his tense face and showered him with kisses. “Take a few breaths while getting accustomed to my size. The pain will eventually pass, but you have to tell me what you want me to do. Even the bottom has a lot of control during sex.”

Asher waited for Michael’s frantic gulps for air to slowly diminish. When his body started to relax and release the tight hold on his cock, Asher pushed forward just an inch. Michael’s eyes opened as he watched Asher’s long lean frame press into his body. Asher slid in an inch, then pulled out slightly before pressing back in to Michael’s tight channel.

Michael didn’t object. His fingers wrapped lazily around his own cock as he shook the swelling flesh back and forth. Asher pushed in slow and easy, but Michael winced when Asher suddenly deepened the connection.

“Dude, take it easy,” Michael choked.

“I’m sorry, Mikie, I’m trying to be gentle.” Asher withdrew a few inches and waited for Michael’s cue to continue. Michael took several deep breaths then he rocked his hips towards Asher’s cock. Asher smiled and pushed in slow and steady, letting Michael determine the pace.

Enjoying watching his cock enter Michael, Asher fought back another wave of desire. He teetered on the edge. Michael’s body was so deliciously tight, he resisted the urge to fuck him into oblivion.

Michael’s breathing eventually came in soft gasps before turning to deep throaty moans. Asher watched Michael’s face for any sign of rejection. The man was vulnerable. His legs were spread wide with Asher thrusting his hard cock into his quivering hole, yet he didn’t beg him to stop; instead, he pleaded for more.

“Fuck me, Asher, fuck me!” Michael growled, and Asher immediately obliged. Thrusting deeper into Michael’s body, Asher pounded Michael’s ass, slapping their bodies together, picking Michael’s hips off the bed with each forceful thrust that punched Michael’s prostate, sending him over the edge.

“Oh god, I’m coming,” Michael cried as cum spurted from his cock.

“That’s alright, baby, me too,” Asher grunted, shoving his cock fully into Michael’s body one last time, down to the hilt. His cock erupted, pumping his full load into the condom buried deep in Michael’s tight ass.

Michael’s eruption coated his chest and abs before dribbling down his shaft to pool on his trembling belly. Asher couldn’t stop smiling as he collapsed on top of Michael in a blissful trembling mess.

~~~~~

Rolling over to sneak a look at the clock on the nightstand, Asher craned his neck, glancing over Michael’s wide shoulders blocking his view. His eyes were still blurry from sleep. He squinted at the green electric numbers that morphed together. Once his mottled brain registered that it was no longer morning, but actually late afternoon, Asher suddenly jumped up out of bed.

“Shit!” He shouted, tripping over a stray shoe on the floor. He stumbled and fell to one knee that smacked the hardwood surface with a loud bang. Asher grunted from the unexpected pain, but pushed himself back to his feet and continued scrambling about the room, gathering up things.

Michael stirred from the commotion. Rubbing his hands over his unshaved face, he watched Asher dash around. “What’s all the fuss about?”

“I’ve got to go,” Asher growled rushing towards the bathroom with an armful of clothes.

Grinning from ear to ear, Michael flopped back on the bed. “Isn’t it usually the one-night-stand rushing to sneak out of the apartment the morning after a fabulous night of mind-blowing raunchy sex, and not the guy who actually lives there?”

“Jackass!” Asher shot Michael an annoyed look. “I’m late for my physical therapy appointment. Jackie is going to evaluate my progress today and give an estimate of when I can return to work. That’s the whole reason I scheduled a meeting with Jimmy. I want to keep him updated on my recovery.”

Michael nodded his dark head, but didn’t make a move to get out of bed.

“Aren’t you going with me?” Asher asked, hovering near the bathroom door.

“Dude, there’s not enough time for both of us to get ready and still make it uptown before you’re officially late for your appointment. I’ve seen you getting ready and it takes you longer than most women. Besides,” Michael said, snuggling back into the comfort of the bed, “the only thing I have to do today is to make it to the post office before they close. You rush on. I’m going back to sleep.”

Asher rolled his eyes. Michael had hours before they closed. Asher, on the other hand, had to be out the door in the next ten minutes if he was ever going to make it to physical therapy on time.

“Fine, just keep your sexy butt in my bed, enjoying yourself while I rush off to an appointment to willingly let a girl, half my size, kick my ass for the sake of calling it therapy.” Asher faked a look of hurt. “The least you can do is make it up by taking me out for Italian later.”

They finalized their plans to meet for an early dinner at Giuseppe’s after Asher’s appointment. It also gave Michael time to get up and get ready at his leisure. Asher didn’t say anything, but he knew that Michael would need some extra time, since he would be feeling the full aftermath from their adventurous love making just a few hours before.

I'm sorry I had to break this into 2 chapters (Chapters 20 & 21).  I felt that their relationship had grown so much during this story that this special moment shouldn't be rushed.  I hope you enjoyed Asher and Michael's first time as much as I have.
These characters are great and they are so much fun to work with.  There is still a lot more to come. Thank you so much for reading and enjoying my work and taking time to let me know that you like it.  KC