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He wasn’t quite sure how he had landed himself in this situation, but here he was, hovering over the redhead whose face was flushed with pink, staring right up at him. Waiting. His shirt was slightly unbuttoned, just enough to expose the very top of his toned chest, his collarbones and tender neck, but not much more. Already Jotaro had peppered his neck with soft kisses, pausing to refer back to Kakyoin before he continued on. They were in another hotel room, and it was around eleven in the evening; no doubt the others had already retired to bed.
It wasn’t hard to see that the two teens had a lot of unresolved sexual conflict between them, and figured tonight was as good a time as ever to let off some steam. One would think they wouldn’t waste much time in getting down to it, hands running wild as they explored each other’s bodies, getting lost in lust-filled euphoria. But it was quite the contrary; upon actually engaging in the act, Jotaro was starting to experience cold feet. It wasn’t so much he was nervous, but more or less ignorant than anything. He wasn’t very in touch with his sex drive, as it just wasn’t something that crossed his mind. To him, there were better things to be dwelling on. Of course, the redhead was just as inexperienced, as he usually stuck to himself naturally, but he was much more sexually driven than his raven-haired beau. He had sensed the turbulence during their heated make out session, and though he didn’t voice it, he was worried the other wasn’t interested. Perhaps he wasn’t attractive enough? He couldn’t believe he was anxious over such shallow things, he sounded just like a girl.
As he stared up into Jotaro’s sea green eyes, he reached up to cup his cheek softly with his hand, to which the other covered with his own, grasping it gently. Offering a supportive, yet concerned smile, the redhead broke the silence between them.
“Jotaro...if you’re not ready, we don’t have to do this.”
“.....”
He didn’t reply, only shifting his eyes towards the side. Kakyoin only let out a small sigh, closing his eyes before letting his hand drop down to the bed again, starting to push himself up. Well, he couldn’t be as humble as he wanted and say he wasn’t disappointed. Of course he was excited to go this far with Jotaro, but he wouldn’t push the other. But as soon as he had started trying to get up, the other pushed him back down, a bit sternly, but not enough to cause alarm. This caught the redhead’s attention; was he…?
“I...didn’t say I didn’t want to.”
Said Jotaro quietly, his hand now resting on top of the other’s chest, moving slightly so that it slipped underneath the fabric of his unbuttoned shirt. Well, that certainly caught the lithe teen by surprise. Though, he wasn’t complaining. He’d wait as long as he needed to for the other to warm up to it all. Smirking, his hand rested over his wrist, now starting to guide Jotaro’s hand down his toned stomach. He didn’t sense any type of resistance from the other, so he took it as a sign he was doing okay so far. Kakyoin found it sort of...endearing, in a weird little way. He’d never really seen Jotaro unsure or even vaguely afraid of anything before, and to think it would take something like this was almost daring to be mind boggling. He honestly didn’t know how the other worked at all, it seemed.
Once his palm reached the hem of his pants, it seemed Jotaro was ready to take charge, he taking the initiative to undo his belt buckle and pull it out of the belt loops, dropping it to the floor. His eyes never left contact with the other’s vibrant violet ones as he continued with his ministrations, now pulling the green slacks all the way down to his mid-thighs. He had to say, with how slow Jotaro was moving, it was a gradual yet enjoyable torture. The steadily rising tent in his trousers was becoming more visible now he was down to just his underwear, and he just couldn’t resist the urge to lick his drying lips. Once his erection was freed from its restrictions, the redhead’s cheeks burned a bit with red, seeing as though it just sort of flung out. Jotaro’s eyes moved towards it, then at Kakyoin’s rather lewd expression, feeling a pang in his chest. That certainly had him feeling some type of way.
To be frank, he never imagined himself to be the one giving someone oral sex rather than receiving it, but he wasn’t exactly disappointed either way. Just thinking about all the delicious faces his lover would make had another surge of excitement racing through him. His plump lips made contact with the tip of the redhead’s cock, gently sucking it before letting his tongue glide all the way down to the base, before it came right back up again. As expected, a small sigh left Kakyoin’s mouth, his hand resting over his face, though he peeked through the gaps of his fingers down at Jotaro. He looked so incredibly attractive positioned there between his legs, all of his wildest fantasies becoming reality right before his very eyes. Him being pleased was an understatement.
Jotaro didn’t know much about sucking dick, since he hadn’t really ever thought about it until now, but he’d seen a few pornos to have enough of an idea on how to a good enough job. He took more of the other’s length into his mouth, careful to pace himself since he didn’t really want to end up choking on it. His nose was brushing up against the tuff of red pubic hair at the base of his cock, and he had the redhead’s balls in his palm, gently massaging them. Kakyoin was trying his best to stifle the moans that were threatening to pour out from his mouth with a hand, his eyebrows furrowing together with pleasure. He didn’t want to get too loud; he’d probably flat out die if any of the others had heard him throughout the night. Though that was steadily getting harder as Jotaro was just about deepthroating him at this point, and giving him constant eye contact. Oh he could just melt.
He was growing closer to orgasm, his hand leaving his mouth to grip the bedsheets, the other combing through the other’s wild, thick black hair. Kakyoin dragged his legs up a bit on the bed, shutting his eyes as he finally spewed his load out into Jotaro’s mouth, the hot, sticky substance pungent on his tongue. Pulling off of the other’s growing limp dick, he swallowed the remainder of what was still left in his mouth, wiping of the remnants with the back of his hand and wiped them off on the bedsheets. Ridding himself of the rest of his clothes, he made quick work in pressing his lips against the other’s, with a clumsy passion. The bitter taste of his own semen on his tongue was quickly overlooked throughout the kiss, as their tongues slipped and slid over each other, exploring their mouths with a giddy temperament.
Jotaro broke the kiss to switch their positions, now Kakyoin lying on his stomach, his ass up propped up with a couple pillows. Though, it seemed like he was frozen again, since the redhead peered over his shoulder at the other. Holding his chin in his palm, he laid on his side now, before offering some words of reassurement once again.
“Cold feet again?”
“...Yeah.”
“Do you want to stop?”
“...No.”
The redhead nodded, before sitting up on his knees, leaning in towards the other. Perhaps he just needed a bit of guidance? He was a bit curious in taking the lead role with someone like Jotaro. Well, he wondered if he even could, in all honesty. Pushing a stray hair behind his ear, he proposed,
“Would you mind if I took the lead?”
The other was silent for a moment, but then shifted to lay down on his back, staring up at the other. Kakyoin took this as a yes, and climbed on top of the other, straddling him with his ass facing the other. Bending over, he took Jotaro’s dick into his hand, not shy about taking half of his shaft into his mouth right off. The redhead could be aggressive when he wanted to, and with how hot and bothered he was right about now, he wanted the raven’s long, thick cock in him as soon as possible. His tongue swirled around it skillfully, working in unison with his hand pumping his shaft and his mouth sucking the tip. Jotaro’s hand gripped Kakyoin’s round ass, giving it a firm squeeze, enough to leave fingerprints in his fair skin. It was safe to say that the other was getting a bit more comfortable with himself, the redhead letting a soft moan escape him at the action.
He let huge globs of spit roll down Jotaro’s shaft, before he pulled off of the tip with a wet pop, before he turned himself around to face him once again, his fingers ghosting up to his mouth, resting on his own lips before slowly pushing them in. Of course he wanted to make a show out of it for the other, acting as if he had caramel sauce slathered all over them. The raven honestly couldn’t believe the redhead had this kind of side to him, with the wanton expression on his face currently, and how tantalizing he made every one of his actions seem. It made his balls clench and his dick twitch in excitement. God damn, Kakyoin was starting to drive him wild.
Once his fingers were properly drenched in his own saliva, he reached down to insert one of his slender fingers into his ass, his mouth gaping open at the new feel. He slowly dragged it in and out of himself, stretching himself out for the other, though he knew this wouldn’t be nearly enough prepping for someone as big as Jotaro. Kakyoin wasn’t entirely new to anal stimulation, as he was curious enough to try it out in his lonesome. It didn’t take him long to fit up to three fingers inside of him; by this time his cheeks were burning and he was panting a bit. The agony of just having to sit there and watch the other please himself right in front of him was slowly eating away at Jotaro, and it was safe to say any left over frigidness had long since melted away at the point.
The redhead could sense the other was eager, now his hand slipping out of him, reaching back to grip the raven’s cock and line it up with his entrance, Jotaro’s hands now going up to rest on Kakyoin’s slender hips as he slowly lowered himself down onto the other. A small hiss resulted, but he didn’t dare stop until he was all the way sheathed in. He sat there for a moment, relishing in the slight burn of the stretch, and the feeling of being filled to the brim. They were completely still for a minute or two, seeming to give each other a healthy grace period of getting used to things before making any sudden advancements. Though, they were both growing impatient.
Jotaro’s hips started to slowly rock up into the other, a small grunt resulting at the sinfully delightful tightness of his beau’s ass. He had to fight the sudden urge to ram himself into the other, taking into consideration he was still getting used to his girth. Though the thought was wandering in the back of his mind to put into play later on, most definitely.
“Oh...Jotaro…”
Kakyoin breathed, his hands running over the dark-haired teen’s chest, tilting his head back as he let himself sink in the rising waves of utter euphoria. As it seemed that he got more and more used to the rhythm Jotaro was establishing, he didn’t see the need to hold back much longer. Flipping him onto his stomach once again, this time around, he went right on and started pounding the other into the mattress. Of course, the redhead was steadily getting louder and louder, which caused him to grab a pillow to stifle his moans. His mind was a blur; all he could think about, all he was focused on was Jotaro’s dick drilling into him, getting awfully familiar with that sweet spot of his. It was like every other thrust he was hitting his prostate, and his moans were turning into pathetic, broken whimpers at this point.
“Mhmpfh! J-Jojo...ahn! Y-Yes! R-Right th..there…!”
Even with the pillow there, he was still pretty loud, and Jotaro was enjoying every last second of it. To see Kakyoin just...utterly breaking right underneath him like this...it was incredible fuel to add to the fire. He could feel the warm sensation bubbling up in the very pit of his stomach, and his brow was starting to glisten with beads of perspiration. His hair was starting to stick to his forehead, and his pants intermingled with his lover’s, his grip on the redhead’s waist not daring to go slack. It seemed that Kakyoin was approaching his limit, as his moans were becoming more and more ragged, Jotaro quickly leaning down to silence him with a teeth-crashing kiss, his hand reaching down to give some attention to the redhead’s neglected dick, pumping hard and fast.
The redhead ended up moaning into their kiss, cum staining the sheets before them as he hit his orgasm, involuntarily clenching down on Jotaro’s dick, which in turn, resulted in the raven hitting his orgasm only moments later, pulling out just in time to cum on the small of the other’s back.
With them both sweaty and satisfied, Jotaro fell down next to the other, his chest rising and falling heavily, completely spent. He closed his eyes momentarily, before folding his arms underneath his head, hearing the shuffling of the other as he guessed he was cleaning himself up.
Feeling the shift of weight in the bed, he opened his eyes once more, scrolling them over to see the other lying on his side, staring directly at the him with a smirk plastered on his features. Kakyoin moved a bit closer towards the other, before he added,
“I certainly didn’t expect that from how stiff you were acting earlier. What changed?”
Jotaro stared at him for a for a moment, then scoffed, donning a smirk of his own as he closed his eyes once again. He could feel the other snuggle up next to him, and the steady regulation of his breathing as he drifted off into sleep. He wrapped an arm around the other, before he let himself fall into a peaceful slumber as well.
That sly streak about him was really the pits, he had to say.