Kinktober Day 1 - Masturbation
"Bye!" He grinned as he waved off the last of his guests, gently shutting the door behind them. He heaved a tired sigh, walking away from the door and to the kitchen for a drink. He took a long sip of some water, thinking about the day's events. It's been a good hangout with his friends, but for the past hour or so he'd been in desperate need of some..."alone" time.
"Alright, Ash. Time to "relax" since I'm finally alone." He muttered aloud, while starting to eagerly walk to his bedroom. His hands had already opened the clasp on his belt by the time he reached his bedroom door. An involuntary groan of relief left him as his erection stopped feeling so suffocated. He pulled his belt completely off as he opened up his room, tossing it onto the floor. He popped the button on his jeans, shimmying out of them while he pulled off his shirt.
His shirt came free first, and with an annoyed grunt he yanked his jeans off as well. His dick straining needily against his boxers, a large wet spot already formed from how long he'd been aching. Sweat dribbled off his face, as he pushed his boxers down with one hand, just enough for his cock to start peeking out. He couldn't help but start panting heavily as he reached down with his free hand to start stroking the first few inches of his aching erection. "Mmf... fuuuck," He helplessly whined out, the past few months of celibacy making him more sensitive than usual. As he slowly stroked himself, his face burned as he thought about one of his favorite coworkers. A dark-haired, older gentleman by the name of Jeremiah had caught his attention at work recently, and Ash swore that the man had been flirting with him a few days ago.
"God, if only I knew how to flirt back... I could be getting dicked down right now.." He thought to himself, his hand moving a little quicker at the thought of the older gentleman in his bed right now.
His hand stilled for a moment so he could push his boxers all the down. They slid down his legs with relative ease, and he kicked them aside once they fell all the way down. He started pumping his cock again as he sat on the edge of the bed, his mind wandering back to his coworker. His eyes closed as he imagined Jeremiah next to him, imagined the older man's voice teasingly whispering into his ear, "Aww, does my good boy need some stress relief?"
Ash involuntarily whimpered a weak, "Yes..." in response, forgetting for a moment that he was alone. His hand picked up pace as his imaginary coworker spoke again. "I'll help you out then... as long as you can moan as loud as possible for me. Can you do that?"
Ash nodded, pathetically whining out again. "Yes, daddy..." as he imagined one of Jeremiah's hands placing itself on his cock while the other placed itself on his shoulder.
"Let me do all the work, you just need to moan like a good bitch." The older man murmured into his ear, Ash's face burning as he nodded while stroking himself faster and faster. Ash hadn't actually intended to moan out loud, but he was so caught up in his fantasy that he didn't realize he actually was moaning like a bitch in heat until someone from downstairs banged on their ceiling while shouting, "Shut the fuck up!"
Ash flinched, his hand coming off his cock as his fantasy was abruptly broken by the shout.
"S-sorry!" He yelled back apologetically, embarrassment hot on his face. He took a few deep breaths, trying to stillnhis racing heart but the imaginary Jeremiah's voice was still in his ear. "How cute. What a good boy you are for listening to me... Now start jerking off again, and let's try to avoid disturbing the neighbors this time." The imaginary voice told him, more embarrassment radiating off of him even as he obediently gripped his cock again. He bit his lip, stifling his moans as best he could as he resumed rapidly stroking his cock.
"Ngh, fuck, fuck, fuck," He moaned out,
using his free hand to cover his mouth so he didn't accidentally disturb his neighbors again. He couldn't help the whimpers and moans as he imagined Jeremiah's praise. The thought of the older man watching him desperately masturbate like an obedient slut was making Ash see stars as he furiously stroked his dick; it throbbed needily in his hand, almost feeling like a pulse. He knew he wasn't going to last much longer. As he was finally about to reach his peak, his phone started buzzing in his jeans. "God-fucking-dammit." He growled out in annoyance as he picked up the rumpled piece of clothing, grabbed his phone from the back pocket, and dropped them unceremoniously on the ground while staring at his phone screen. His face burned hot with shame and arousal as he read the contact listed. Jeremiah was calling him. Ash just barely managed to pick up before it sent Jeremiah to voicemail.
"H-hey, Jere. What's up?" He shakily answered the phone, sitting back down on the edge of his bed, while his free hand rested on his cock.
"Just wanted to check on you. You seemed a little off earlier." Came the older man's husky voice. Ash bit his lip until it lightly bled as he thought about how to answer, gently palming his dick as he considered being honest. Unfortunately, Ash chickened out of that and randomly blurted out something else instead. "I'm fine, I'm fine! I just...umm... Was just thinking about how I should be getting a girlfriend soon!" He mentally punched himself, especially as Jeremiah let out a disappointed sigh.
"Really?" He questioned, "Here I was thinking you were gay, and rather cute at that. I've been admiring that ass since we met, after all."
Ash's face burnt bright red, all of his past interactions with Jere suddenly having a new light shone onto them.
"Y-you're serious? You think... that I'm cute?"
"Heh, of course. A young guy like you should have anyone and everyone lining up to be in your bed. I know I certainly would be," Jeremiah's voice dropped a couple octaves on the last sentence, a flirtatious tone entering his voice. "I would especially love to see how you'd look squealing my name..."
Ash couldn't help the moan that escaped his lips as he started frantically jerking himself off again, his fantasy now a reality. Jeremiah noticed, of course, how could he not? "Oh? You enjoyed that more than I expected. Are you actually jerking off to me right now?"
Ash nodded to himself, his hand moving rapidly up his shaft while he responded. "Yes, yeah I am. Have been for the past 10 minutes...ngh, fuck, I've been thinking about you the whole damn time my hand's been on my cock.." He blurted out, almost compulsively confessing his "sins" to Jeremiah. The older man laughed for a few short moments before speaking again, his voice even huskier than before. "Well, I'm assuming I interrupted you. Why don't you be a good boy and finish up? We can go for a date tomorrow if you cum while I listen, and if you're good enough on the date, we just might have some fun afterwards..."
The thought alone of going on a date with his work crush and favorite coworker sent Ash over the edge that he'd been dangling onto for the past few minutes. He groaned out a barely coherent, "Fuck, Jeremiah!" before his cock erupted like a fountain. The past few months of total (involuntary) celibacy left him pent up enough that when he came, it spurted a good few inches into the air, before coming back down onto his lap and stomach. He panted heavily, grinning to himself as he held his phone against his ear, "So, about that date?"
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