There's a small shiver that runs down Max's spine when Cole grips his ass. It's been a long time since anyone has done anything for him down there and he happens to very much be a switch. He gets off on both sides of the coin, eagerly. Max knows that it's why he fell so hard for the first person he had sex with. They opened a new world for him, and he had no protection against it. They had already been sharing emotions and when he was taken over, it hit him like a boat in a storm without harbor.
Listening to Cole, Max could visualize either one of them pressed up against that type of window being fucked by fingers or given a handjob, or even truly fucked as the city lights loomed out in the distance. There were a few good things about the city. Max's bed pushed up against a large window. It was the selling point for his small apartment. He could roll over and see almost all of the city from where he lay. He pressed in closer to Cole and ran his leg up and down along the other man's, giving him a greater area to access while rubbing their bodies together in a slow grinding manner, offering the slightest amount of stimulation.
"I like how you think. I enjoy rubbing dicks together. It's a good way to get off when you're really worked up and need to get off before you get started, or something in the middle. I think one of my favorite things is to wake someone up with a blowjob, to take them when they're all soft and warm from sleep and feel them grow in my mouth as they wake up. It's the same with a woman when you wake her that way too." Max shrugged. He was pretty sure he had a preference for men, but he still liked women too.
"I think you'll love a prostate orgasm. It's like your whole body is being taken over. It's so different. Pleasure comes from everywhere. Then the next thing you know you're coming... sometimes you ejaculate and sometimes you don't. I usually cum a whole fucking lot." Leaning in he licked over Cole's bottom lip, and grinned "I like you. I really do. I hope we get to do a lot of these things."
Cole made a soft, pleasured noise when he felt Max rubbing against him and welcomed the attention. He slowly started to respond to the grinding, not enough to get either of them going again but just enjoying the contact between their bodies while they recovered. He figured if Max wanted to go again he'd say something when he was ready. But that question left his brain listening to what his partner was telling him.
"You know, keep making comments like that and you'll have me think you're suggesting a threesome," he laughed huskily. Not something he'd ever tried but he'd also never thought he'd have sex with a man so Cole understood he really shouldn't box himself in. "Considering I'm, I guess, fluid with my sexuality at the moment and you're bi." It would take finding the right woman and that person would have to be someone he could trust not to tell he was sleeping with guys, but it wasn't out of the realm of possibility because Cole was realizing that Max was very persuasive.
But when he heard those last few words, Cole switched from making sex jokes or thinking about Max cumming to being very serious. He hadn't realized the depth of his friend's affections for him and it was a very nice thing to hear, especially when he was so unsure of himself. He didn't think he was that memorable to Max but he was glad the other man had said that. "I hope I get to see you again, too," he said honestly. They'd see how their planned date went but this felt better than just screwing around to have fun on a slow night. "I'm glad my first experience has been with you."
It felt good to move together, to feel the way their bodies might in a different situation. It gave them both a soft idea of what things might lead to in another time, another place. Max really liked the way Cole's shoulders felt beneath his fingers. If the other had shown more enthusiasm for it, he would have left a lot more marks over and across them. They were strong and made him feel a warm hunger deep inside.
He leaned in and licked along Cole's collar, sucking little tiny spots that didn't leave marks over Cole's shoulders. He scraped his teeth over the skin hard enough to impart a variety of sensations, but he was careful not to leave any indentations behind. "I can't seem to get enough of you." He thought about what the other said and shook his head. "Naw man. I'm a little too particular about being one on one to get into a threesome. I had a guy who wanted an open relationship and it fucked me up real bad. I don't think I could do something like that again. I'm kinky, but I guess even I got lines." Maybe one day, if he were secure enough in something he'd try it out, but even the thought of doing it with one night stands made his stomach flip.
Sometimes bad memories were hard to erase. "I was hoping that you'd enjoy this. I wanted to make it good for you. I know a first time isn't always easy, and I really hope I get to continue to offer you more firsts." He held up his fingers to Cole's lips, running them along the seams. "Lick them for me, two of them. This is a taste, just a taste."
Cole wasn’t sure how compatible they’d be once tomorrow came around. They were friends, but not close friends, and hanging out was different from the level of emotion required in a romantic relationship. What he needed was someone who understood his commitment to family and that he had to keep a private life. But he knew that even if it didn’t work out and they went back to being friends, Max had given him a safe space to explore this forbidden side of himself and someone who supported his sexual orientation. Someone he could always talk to about these things he was feeling.
Which was why he had hope that it would work out. As strange as Cole felt, what he wanted didn’t seem any stranger than some of what Max had experienced with other men. And that meant none of his questions or mistakes were that bad. Cole could benefit from the other man’s knowledge and know that he couldn’t say anything too obvious or weird to him. And it felt good to lay there and lazily roll around grinding on each other, feeling a slowly building pleasure.
He did as he was told, easing two of Max’s fingers into his mouth and sucking on them deeply. Cole was happy to just stay naked in this bed and let Max pleasure him however he wanted to.
When there was no more speaking, Max figured that Cole had figured out enough for now. Although, Max enjoyed this quiet one on one time. He often found that it was easier to get to know someone in the moments taken in between orgasms or after them than it was sitting across a formal dinner table. Perhaps it was the intimacy inherent in the moment, the time taken quietly kissing, touching and exploring that made it easier for him to talk, to share his thoughts and secrets. At least that was his experience until now.
It had been a while since he'd shared himself with anyone, and this was nice. Maybe they hadn't started out close, but Max did feel closer now. There was something about firsts, and talking about sexual fantasies and relationships that bonded people. Maybe it was only sex currently, but that easily led to more. They'd already learned quite a bit more about one another's families in the short while they'd been together this evening than in their quaint acquaintance before.
Feeling Cole's wet mouth form around Max's fingers had him groaning slightly. He could feel the shift of blood running between his legs again. It would take a while before he could get off, but that didn't mean he couldn't get hard. "There you go. Fuck, you really do have a great mouth." Leaning in, Max kissed it again, while he moved his thigh between Cole's legs and lifted it. Slipping his hand between Cole's legs, Max slipped a single digit back and ran it smoothly through the crease in his cheeks until he found that dark entrance. He couldn't see it now, but knew that it would tense and contract at first contact. He toiled around the entrance for a few moments, and then pressed inward slightly.
Saliva made for a poor lubricant, so Max didn't want to push too much. He did take his time, however to play. He pressed against the hole and then let up and pressed again once more, this time dipping inside until his fingernail was covered. He pulled out again, and then pushed up until he was barely up to the first knuckle and pulled out. All the while he peppered little kisses here and there along Cole's neck, and lips, allowing the other reaction and the ability to shift, talk, move however he wished.
There was a low whimper of pleasure and wanting against Max’s neck when Cole felt that finger teasing his asshole. It felt good and he immediately wanted more, moaning as the digit rubbed and teased. “Yeah, like that,” he encouraged breathily. He felt his body want to pull away when the finger first slid inside, but after that initial shock came another wave of pleasure. A thrill at Max touching him so intimately in a place no one ever had. As the thrusts continued his mind began to run away with itself. Picturing the other man using that amazing mouth on his tight hole. “Fuck,” he groaned. “Fuck my ass.”
But the pleasure was also making him hot for the body in front of him and Cole started to rub himself against the thigh holding him open. He wanted to turn Max on just as much. Hoped that seeing him enjoy himself would get the other man erect again. Because from the rimjob the natural next image in his mind was Max teasing him with it. Cole knew damn well he couldn’t be fucked on their first time but that didn’t mean he couldn’t think about it. In his fantasies everything was easier. “Feels so good,” he groaned, feeling himself starting to get hard again. “Keep fucking me. Make me hard so I can cum in your mouth again.”
It was such an instant reaction from Cole, that it almost immediately made Max hard again. He could feel the heat pouring off Cole's body when he pressed his finger gently inside. It made him instantly want more. Licking his lips, Max already knew exactly what he was going to do. It was a little bit backward from what he'd planned before, but with the way Cole took to this-- it was going to be perfect.
Listening to the way Cole began to moan, Max licked along the rim of Cole's ear and slowly picked up the pace of his breathing. He let the other man know that he was enjoying this little tiny bit of play as much as the other man was. "That's it. You're so fucking tight, gonna fuck you so good. Just you wait. You're not gonna know what hit you. mn. Cole." He purred the words over the earlobe he suckled at, pulling off with a soft sound.
Max was hard again, and he brushed it against Cole's body as he moved downwards. Nudging Cole on his back, Max grabbed a pillow and nodded for Cole to put it under his hips, just to help a little with the angle. He wanted Cole to be able to watch everything this first time. He'd already pulled the lube down with him, but first-- He licked over the mark he'd made earlier, smiling against it. Maybe Cole minded a little, but when Max's tongue flickered again it was directly over Cole's tight entrance. Max could watch it now, watch as the muscles pulled back and relaxed. He laid the flat of his tongue against it and lapped several times, before he pressed inward with his dark red muscle. Getting it nice and wet in his mouth, he made sure that Cole felt the heat of his breath and the full wetness of his mouth with every stroke and press of his tongue.
"Fuck yes. Oh god, you're fucking perfect. Such a beautiful ass. Fucking love this." He continued to lick and lap, making sure Cole knew how much Max got off this.
The only downside to what was happening was that Max’s mouth was occupied so Cole couldn’t keep hearing the filthy praise he was giving. He liked to talk dirty during sex so he enjoyed hearing Max tell him how tight he was and how well he was going to be fucked. The warm nudge of the other man’s tongue inside him earned another deep moan because Max really was incredible with that mouth. Cole reached down between his legs and began to slowly pull his cock back to life, feeling so dirty having his ass eaten out but also completely loving it.
“That’s it,” he grunted as he jacked off. “Do I taste good? You wanna bury your face in my ass more than any pussy? Or maybe you wanna get your mouth around this cock again? You fuck my ass and I’m gonna cum for you all over the place.”
It seemed like they both enjoyed all the dirty talking, because Max thought that Cole's filthy mouth was perfect, when Cole asked if he liked it better than pussy, Max groaned. He knew that he wanted Cole's ass more than any pussy right now. He flicked his tongue in a wide circle around the hole and then buried it inside. God did he want this man. It was hard not to go with his every instinct. Max's heart was pounding.
Watching Cole start to jerk off, Max knew that he couldn't stay there licking for long. There was more to the plan. Pulling up and away, he licked at Cole's sac. "You don't get to jack off, babe. I'm going to have the pleasure of getting all that sweet cum in my mouth, and all over the place. Gonna fuck you first with these fingers of mine. Want you to feel what it's like to have your ass fucked. You're gonna beg for it."
Max licked over Cole's cock, nudging fingers aside while he reached for the lubricant. Lubing up a couple fingers, Max went back to pushing a finger inside. This time he worked it past the knuckle. "Fuck, so tight. Breathe for me, and we'll get it in there." He pressed in slow, but didn't stop until he reached the next knuckle, then he backed out and pushed in again, going further each time until he was easily moving his finger in and out of Cole's ass. He hadn't yet begun to curl and tap around yet, but he was getting Cole used to the feeling first.
Max was eliciting all sorts of sounds out of Cole, from the sigh when his tongue plunged inside to the pleased moan when that same tongue licked over his balls, but not for long enough. Those were clearly enjoyable noises even if the ones that followed weren't as much. He had to adjust to having something inside his ass and he hadn't expected anything else. This would take time and experience to get used to, and it was far better to take his time and work up to it than be impatient. He had to take slow, deep breaths as Max's finger pushed deeper and deeper, using the gentle prompting from the other man to remind him to breathe, with the grunts of both mild discomfort and growing enjoyment.
"I'm okay," he insisted just to make sure there wasn't any doubt. Of course he was nervous but Max would also be able to feel him processing all these new sensations. Plus hearing that Max was hungry for his cum made Cole that much more eager to give it to him. He'd already seen how good Max looked between his thighs. "Oh fuck this feels fucking different," he moaned, spreading his legs wider to give the other man better access.
When Cole went fairly silent on him, Max knew that it was the difference in feeling from the tip of a finger to having much more of it. Max was confident enough in his abilities and what he was doing to know that Cole would eventually loosen up and begin to enjoy what he was doing. He told the other that he was going to fuck him, and he meant it. Leaning over, Max gently kissed the inside of Cole's thigh several times as he continued to work the attorney open. He sucked and licked over the skin in pleasing ways, occasionally licking at his balls as well.
He'd get to the larger picture in a moment. Max wanted to pay attention to what he was feeling, and what he was doing in particular right this second. Once Cole's legs opened to him, Max twisted his finger and hooked it a little, only pushing it in partway. He found the smallish gland almost instantly. "Fuck yeah, there ya go. How's that." He pulled away and pushed back in and each time he pressed against Cole's prostate, finger fucking him with a purpose now. Leaning over, Max was able to take his free hand and suck at the tip of Cole's cock, catching the free falling pre cum. "That's what I like to taste. You're a natural."
"Am I?" Cole replied, not entirely sure what Max meant by that but in his defense he wasn't expected to do any deep thinking at the moment. He understood now why Max had said they needed to work up to this. It felt good but it was also clearly testing what his body expected and could have easily gone wrong. So far, so good right now, though, as he felt his balls tightening.
He didn't even get to say anything before the second orgasm came over him and spurts of cum began to spray from his cock. It came slowly at first but as Max's finger continued to push him through it he arched his back and the stutter became more steady streams, eagerly spraying toward Max's face and getting all over them both.
"Mmmn." There's too much stimuli going through Max as well for him to be thinking very clearly at the moment, so his comments are things that skim the surface of his mind. It's the way his finger glides through the tight muscles that push and then pull at it inside Cole's body. Max can almost feel that exact same tug on his cock if he lets himself. His breathing grows rapid in the same way Cole's does.
While Max isn't expecting the other to come when he does, he doesn't mind it. He moves his face around so that he can taste it, and keep it from getting in places it shouldn't be. Fuck, it's hot though-- the way Cole's body suddenly contracts and blossoms into a full orgasm, the shudder and arch of his back are perfect. "Fuck yeah, oh fuck, look at all that beautiful cum. Keep going baby." Max wraps his hand around Cole's cock as he comes and works him through it, trying to get every last drop out of the other man's body.
Cole's not even sure how much more he has to give as it feels like everything is pouring out of his body. He normally cums hard, but that's a lot even for him. He does know he likes watching Max eagerly taking Cole's cum in his mouth, the few errant drops that get on his face and neck thanks to the erratic nature of the orgasm. He's made an incredible mess on his partner and the bed around them, like he's out of control and that's kind of how he feels too.
"I need a minute," he admits when his head drops to the pillow and he's panting to catch his breath. Probably more than a minute if he's honest. His cock is still leaking and twitching slightly. Cole is vaguely aware in his haze that Max is probably hard again and with one finger beckons his partner to come lay beside him if he wants to. Unless he wants to stay down there and clean up the mess, which Cole will never get tired of seeing Max's mouth and tongue on him.
The mess isn't anything that Max minds. It happens when there's two men getting each other off in different ways. That's why he keeps several sets of sheets clean, and had tried for a place with a decent sized bathroom. It wasn't a dream, and nothing like home where he'd renovated and upgraded the shower and tub. It wasn't the worst. It could fit two people with a little bit of brushing bodies. He couldn't ask for much better given the size of his place.
That wasn't what was important now, what was important was the way Cole looked as he finished, overwhelmed and lost to the heat that had taken him to his highest point and back. Max couldn't help but feel good about it. He'd been the one to bring Cole to that point. It had him down there licking slowly over the mess, eagerly tasting and cleaning up little bits of it here and there. He enjoyed savoring the fruits of his work.
"Take all the time you need. You don't have to go anywhere tonight if you don't want to." Max offers for Cole to stay the night. He knows the other will have to leave early, but after something like this-- it can feel cheap to get up and leave right after. That's the last thing that Max wants, plus he feels the need to keep the closeness between them even if they haven't had their all important date yet.
Once Cole is clean, Max moves up to settle next to him, completely unconcerned about the hard length between his legs. He could get off or not. This was far more important. He lazily runs his fingers over Cole's stomach and chest. "I'm really glad you enjoyed it. I know it's a lot your first time, but I wanted you to really feel good and remember it."
"There is no way I'm going to forget it," Cole comments with a low chuckle. Even if for some reason he had wanted to it was impossible to forget that he had crossed that forbidden line in his head and given into his attraction to other men. There was no going back now, no pretending those feelings and thoughts were going to go away, it was a thing that he'd done and was part of his history. He was still going to have to figure out his emotions but Cole had very quickly realized that doing so didn't happen overnight. Aside from knowing it was the end of his engagement to Katelyn, he had made very little progress emotionally.
He sighs and looks up at the ceiling before allowing his gaze to fall on Max's face. Who knows if they'll be more or just wind up as two friends who fucked around once, but either way it's still a memory they share between them. "Thanks," he says honestly. "If you're sure you're not going to mind me hauling ass first thing. I have a meeting almost right after I get into the office, and I need to go home to shower and change before I come in." He absolutely can't go into the firm wearing the same suit two days in a row. Aside from the obvious reason, it's also unprofessional. And Cole values his professionalism immensely.
While he waits to make sure Max is okay with that, his glance down at those wandering fingers also allows him to see that his friend still has an erection. He's far away from being able to do much, but a gentle hand slowly curls around it and begins to stroke at the same relaxed pace. They need to slow things down here but he can at least ensure they both go to bed satisfied.
"Sure, no problem. I don't mind an early alarm clock. I'll even make you breakfast to go." He smiled and slid his legs slowly along Cole's he was pretty wore out himself. It had taken concentration and a lot of will power not to do all that his body had wanted. Max was often boldly led by desire, and he had no thoughts to reign in his emotions when he felt them, or how he felt them. If the other person needed a long time to process them, that was fine. He would always wait and let things happen as they did. If things didn't work out, then that was alright as well. It would sting a little, but Max was adult enough to understand that and went into this with his eyes wide open.
"You know you don't have to do that. I'm alright passing out without getting off again." He leans in and presses his mouth to Cole's lightly. He can see the lines of fatigue spread over the other man's face. Max could even take care of himself if Cole was truly opposed to it. It wouldn't feel as great, but it didn't matter so much. What he'd wanted to accomplish was done and he was happy about it.
"You sure?" Cole replies with a questioning look. He'll stop if Max wants him to but he also doesn't mind, even though it's definitely not going to be his best work. He needs to sleep and he'll probably be up just as the sun is coming up, to ensure that he has enough time to make it back to his apartment and take his time getting ready for work. It depends on how hard of a sleeper Max is. If the other man will still be asleep when he moves. He's certainly not going to wake him up if Max is getting some much deserved rest.
"And you don't have to get up with me," he says with that on his mind. "If you're comfortable, you should get some rest. We already have plans to see each other again, you don't owe me anything." Even if the idea of the sun playing off their skin in the morning is appealing. It's a great view from here.
It's hard to say yes, when Cole's got his hand around Max's very hard, very needy cock. It might have been easier if Cole hadn't already started. With a sigh, Max leans in and presses his forehead to Cole's shoulder. "You don't have to take your time. I will be quick." He mutters, groaning at the way he's being stroked. It feels good, and he's gone for a long time without having another male's heavy fingers wrapped so firmly around him. There's a huge difference between someone who knows how to hold a cock, and a female's delicate touch.
Licking his lips, Max moves his hips to thrust into Cole's hand, helping him along so that it doesn't take as long. He knows the other man is exhausted. The last thing he really wants to focus on is breakfast right now. He kinda makes a grumbling sound, mind completely focused on getting off. Max always gets up with the sun. It's a part of who he is. It's not about owing anything, it's about enjoying company, but he'll get to that in a minute. First, he's getting closer to that point of no return. "Keep going, I'm getting closer."
Cole can't get any clearer direction than that, and he accelerates the movement of his hand to match the speed of Max's thrusts. It only vaguely occurs to him to watch where he's angled so they don't create a huge mess that they have to sleep in. But it's a bit late to bring that up and he's too tired to move anyway so he just keeps going, not even saying anything anymore, just breathing heavily and waiting for that moment when Max reaches his peak and they can appreciate the afterglow together.
With Cole's wrist moving quicker, it's not too much longer before Max is panting and feeling that tightness in his balls telling him that he's going to come. He lifts his head and quickly reaches behind him for several Kleenex from a box he keeps next to the bed. They're always useful to have around.
"Fuck. Oh fuck, here it comes.." He grunts, and ejaculates directly into the white tissues. It would have made a huge mess otherwise, and while Max doesn't care about changing sheets he knows they're both tired-- especially Cole. Otherwise, he'd suggest a shower and something more relaxing. He can always save that for next time. When they finally do fuck, it's going to be a bigger experience and Max will take the time for aftercare then. It's always a nice thing to do for a partner.
He leans over and kisses Cole softly. "Thank you for helping me out. I know you were tired. I'll set the alarm, but I'll probably be up anyhow. Always up when the sun is. Habit, you know."
"Don't mention it. Just do whatever works for you.." But Cole is already starting to not enunciate as the fatigue is getting harder and harder to fight against. Once Max has finished cleaning himself up and moves into whatever position he's comfortable in, Cole grabs a handful of the blankets and does his best to make himself comfortable too. He didn't see this night coming at all and eventually it will hit him what he's jsut done and how their relationship has changed. But not right now, as he drifts off peacefully until the sun and/or an alarm clock tells him otherwise.
Hearing Cole say it that way sounds pretty flippant after what they just did together. Max then has to remind himself that this was merely a thing between friends and he can't expect anything more than that. Well, they did have a date planned, but that was it. Maybe he was a little too sentimental to do one night stands anymore he thought. Then he laughed, nah. He was probably tired, and needed some good rest. It had been a while since he'd had a night like that.
"Sleep well, Cole." He muttered, and then pulled the pillow under his head and moved up near the other man. He didn't get too close because it wasn't like that yet and they might get too hot during the night. He didn't know what Cole's thoughts were on that anyways. It was his turn to fall asleep shortly after Cole did.
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Listening to Cole, Max could visualize either one of them pressed up against that type of window being fucked by fingers or given a handjob, or even truly fucked as the city lights loomed out in the distance. There were a few good things about the city. Max's bed pushed up against a large window. It was the selling point for his small apartment. He could roll over and see almost all of the city from where he lay. He pressed in closer to Cole and ran his leg up and down along the other man's, giving him a greater area to access while rubbing their bodies together in a slow grinding manner, offering the slightest amount of stimulation.
"I like how you think. I enjoy rubbing dicks together. It's a good way to get off when you're really worked up and need to get off before you get started, or something in the middle. I think one of my favorite things is to wake someone up with a blowjob, to take them when they're all soft and warm from sleep and feel them grow in my mouth as they wake up. It's the same with a woman when you wake her that way too." Max shrugged. He was pretty sure he had a preference for men, but he still liked women too.
"I think you'll love a prostate orgasm. It's like your whole body is being taken over. It's so different. Pleasure comes from everywhere. Then the next thing you know you're coming... sometimes you ejaculate and sometimes you don't. I usually cum a whole fucking lot." Leaning in he licked over Cole's bottom lip, and grinned "I like you. I really do. I hope we get to do a lot of these things."
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"You know, keep making comments like that and you'll have me think you're suggesting a threesome," he laughed huskily. Not something he'd ever tried but he'd also never thought he'd have sex with a man so Cole understood he really shouldn't box himself in. "Considering I'm, I guess, fluid with my sexuality at the moment and you're bi." It would take finding the right woman and that person would have to be someone he could trust not to tell he was sleeping with guys, but it wasn't out of the realm of possibility because Cole was realizing that Max was very persuasive.
But when he heard those last few words, Cole switched from making sex jokes or thinking about Max cumming to being very serious. He hadn't realized the depth of his friend's affections for him and it was a very nice thing to hear, especially when he was so unsure of himself. He didn't think he was that memorable to Max but he was glad the other man had said that. "I hope I get to see you again, too," he said honestly. They'd see how their planned date went but this felt better than just screwing around to have fun on a slow night. "I'm glad my first experience has been with you."
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He leaned in and licked along Cole's collar, sucking little tiny spots that didn't leave marks over Cole's shoulders. He scraped his teeth over the skin hard enough to impart a variety of sensations, but he was careful not to leave any indentations behind. "I can't seem to get enough of you." He thought about what the other said and shook his head. "Naw man. I'm a little too particular about being one on one to get into a threesome. I had a guy who wanted an open relationship and it fucked me up real bad. I don't think I could do something like that again. I'm kinky, but I guess even I got lines." Maybe one day, if he were secure enough in something he'd try it out, but even the thought of doing it with one night stands made his stomach flip.
Sometimes bad memories were hard to erase. "I was hoping that you'd enjoy this. I wanted to make it good for you. I know a first time isn't always easy, and I really hope I get to continue to offer you more firsts." He held up his fingers to Cole's lips, running them along the seams. "Lick them for me, two of them. This is a taste, just a taste."
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Which was why he had hope that it would work out. As strange as Cole felt, what he wanted didn’t seem any stranger than some of what Max had experienced with other men. And that meant none of his questions or mistakes were that bad. Cole could benefit from the other man’s knowledge and know that he couldn’t say anything too obvious or weird to him. And it felt good to lay there and lazily roll around grinding on each other, feeling a slowly building pleasure.
He did as he was told, easing two of Max’s fingers into his mouth and sucking on them deeply. Cole was happy to just stay naked in this bed and let Max pleasure him however he wanted to.
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It had been a while since he'd shared himself with anyone, and this was nice. Maybe they hadn't started out close, but Max did feel closer now. There was something about firsts, and talking about sexual fantasies and relationships that bonded people. Maybe it was only sex currently, but that easily led to more. They'd already learned quite a bit more about one another's families in the short while they'd been together this evening than in their quaint acquaintance before.
Feeling Cole's wet mouth form around Max's fingers had him groaning slightly. He could feel the shift of blood running between his legs again. It would take a while before he could get off, but that didn't mean he couldn't get hard. "There you go. Fuck, you really do have a great mouth." Leaning in, Max kissed it again, while he moved his thigh between Cole's legs and lifted it. Slipping his hand between Cole's legs, Max slipped a single digit back and ran it smoothly through the crease in his cheeks until he found that dark entrance. He couldn't see it now, but knew that it would tense and contract at first contact. He toiled around the entrance for a few moments, and then pressed inward slightly.
Saliva made for a poor lubricant, so Max didn't want to push too much. He did take his time, however to play. He pressed against the hole and then let up and pressed again once more, this time dipping inside until his fingernail was covered. He pulled out again, and then pushed up until he was barely up to the first knuckle and pulled out. All the while he peppered little kisses here and there along Cole's neck, and lips, allowing the other reaction and the ability to shift, talk, move however he wished.
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But the pleasure was also making him hot for the body in front of him and Cole started to rub himself against the thigh holding him open. He wanted to turn Max on just as much. Hoped that seeing him enjoy himself would get the other man erect again. Because from the rimjob the natural next image in his mind was Max teasing him with it. Cole knew damn well he couldn’t be fucked on their first time but that didn’t mean he couldn’t think about it. In his fantasies everything was easier. “Feels so good,” he groaned, feeling himself starting to get hard again. “Keep fucking me. Make me hard so I can cum in your mouth again.”
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Listening to the way Cole began to moan, Max licked along the rim of Cole's ear and slowly picked up the pace of his breathing. He let the other man know that he was enjoying this little tiny bit of play as much as the other man was. "That's it. You're so fucking tight, gonna fuck you so good. Just you wait. You're not gonna know what hit you. mn. Cole." He purred the words over the earlobe he suckled at, pulling off with a soft sound.
Max was hard again, and he brushed it against Cole's body as he moved downwards. Nudging Cole on his back, Max grabbed a pillow and nodded for Cole to put it under his hips, just to help a little with the angle. He wanted Cole to be able to watch everything this first time. He'd already pulled the lube down with him, but first-- He licked over the mark he'd made earlier, smiling against it. Maybe Cole minded a little, but when Max's tongue flickered again it was directly over Cole's tight entrance. Max could watch it now, watch as the muscles pulled back and relaxed. He laid the flat of his tongue against it and lapped several times, before he pressed inward with his dark red muscle. Getting it nice and wet in his mouth, he made sure that Cole felt the heat of his breath and the full wetness of his mouth with every stroke and press of his tongue.
"Fuck yes. Oh god, you're fucking perfect. Such a beautiful ass. Fucking love this." He continued to lick and lap, making sure Cole knew how much Max got off this.
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“That’s it,” he grunted as he jacked off. “Do I taste good? You wanna bury your face in my ass more than any pussy? Or maybe you wanna get your mouth around this cock again? You fuck my ass and I’m gonna cum for you all over the place.”
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Watching Cole start to jerk off, Max knew that he couldn't stay there licking for long. There was more to the plan. Pulling up and away, he licked at Cole's sac. "You don't get to jack off, babe. I'm going to have the pleasure of getting all that sweet cum in my mouth, and all over the place. Gonna fuck you first with these fingers of mine. Want you to feel what it's like to have your ass fucked. You're gonna beg for it."
Max licked over Cole's cock, nudging fingers aside while he reached for the lubricant. Lubing up a couple fingers, Max went back to pushing a finger inside. This time he worked it past the knuckle. "Fuck, so tight. Breathe for me, and we'll get it in there." He pressed in slow, but didn't stop until he reached the next knuckle, then he backed out and pushed in again, going further each time until he was easily moving his finger in and out of Cole's ass. He hadn't yet begun to curl and tap around yet, but he was getting Cole used to the feeling first.
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"I'm okay," he insisted just to make sure there wasn't any doubt. Of course he was nervous but Max would also be able to feel him processing all these new sensations. Plus hearing that Max was hungry for his cum made Cole that much more eager to give it to him. He'd already seen how good Max looked between his thighs. "Oh fuck this feels fucking different," he moaned, spreading his legs wider to give the other man better access.
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He'd get to the larger picture in a moment. Max wanted to pay attention to what he was feeling, and what he was doing in particular right this second. Once Cole's legs opened to him, Max twisted his finger and hooked it a little, only pushing it in partway. He found the smallish gland almost instantly. "Fuck yeah, there ya go. How's that." He pulled away and pushed back in and each time he pressed against Cole's prostate, finger fucking him with a purpose now. Leaning over, Max was able to take his free hand and suck at the tip of Cole's cock, catching the free falling pre cum. "That's what I like to taste. You're a natural."
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He didn't even get to say anything before the second orgasm came over him and spurts of cum began to spray from his cock. It came slowly at first but as Max's finger continued to push him through it he arched his back and the stutter became more steady streams, eagerly spraying toward Max's face and getting all over them both.
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While Max isn't expecting the other to come when he does, he doesn't mind it. He moves his face around so that he can taste it, and keep it from getting in places it shouldn't be. Fuck, it's hot though-- the way Cole's body suddenly contracts and blossoms into a full orgasm, the shudder and arch of his back are perfect. "Fuck yeah, oh fuck, look at all that beautiful cum. Keep going baby." Max wraps his hand around Cole's cock as he comes and works him through it, trying to get every last drop out of the other man's body.
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"I need a minute," he admits when his head drops to the pillow and he's panting to catch his breath. Probably more than a minute if he's honest. His cock is still leaking and twitching slightly. Cole is vaguely aware in his haze that Max is probably hard again and with one finger beckons his partner to come lay beside him if he wants to. Unless he wants to stay down there and clean up the mess, which Cole will never get tired of seeing Max's mouth and tongue on him.
Even if he feels like he's literally tired.
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That wasn't what was important now, what was important was the way Cole looked as he finished, overwhelmed and lost to the heat that had taken him to his highest point and back. Max couldn't help but feel good about it. He'd been the one to bring Cole to that point. It had him down there licking slowly over the mess, eagerly tasting and cleaning up little bits of it here and there. He enjoyed savoring the fruits of his work.
"Take all the time you need. You don't have to go anywhere tonight if you don't want to." Max offers for Cole to stay the night. He knows the other will have to leave early, but after something like this-- it can feel cheap to get up and leave right after. That's the last thing that Max wants, plus he feels the need to keep the closeness between them even if they haven't had their all important date yet.
Once Cole is clean, Max moves up to settle next to him, completely unconcerned about the hard length between his legs. He could get off or not. This was far more important. He lazily runs his fingers over Cole's stomach and chest. "I'm really glad you enjoyed it. I know it's a lot your first time, but I wanted you to really feel good and remember it."
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He sighs and looks up at the ceiling before allowing his gaze to fall on Max's face. Who knows if they'll be more or just wind up as two friends who fucked around once, but either way it's still a memory they share between them. "Thanks," he says honestly. "If you're sure you're not going to mind me hauling ass first thing. I have a meeting almost right after I get into the office, and I need to go home to shower and change before I come in." He absolutely can't go into the firm wearing the same suit two days in a row. Aside from the obvious reason, it's also unprofessional. And Cole values his professionalism immensely.
While he waits to make sure Max is okay with that, his glance down at those wandering fingers also allows him to see that his friend still has an erection. He's far away from being able to do much, but a gentle hand slowly curls around it and begins to stroke at the same relaxed pace. They need to slow things down here but he can at least ensure they both go to bed satisfied.
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"You know you don't have to do that. I'm alright passing out without getting off again." He leans in and presses his mouth to Cole's lightly. He can see the lines of fatigue spread over the other man's face. Max could even take care of himself if Cole was truly opposed to it. It wouldn't feel as great, but it didn't matter so much. What he'd wanted to accomplish was done and he was happy about it.
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"And you don't have to get up with me," he says with that on his mind. "If you're comfortable, you should get some rest. We already have plans to see each other again, you don't owe me anything." Even if the idea of the sun playing off their skin in the morning is appealing. It's a great view from here.
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Licking his lips, Max moves his hips to thrust into Cole's hand, helping him along so that it doesn't take as long. He knows the other man is exhausted. The last thing he really wants to focus on is breakfast right now. He kinda makes a grumbling sound, mind completely focused on getting off. Max always gets up with the sun. It's a part of who he is. It's not about owing anything, it's about enjoying company, but he'll get to that in a minute. First, he's getting closer to that point of no return. "Keep going, I'm getting closer."
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"Fuck. Oh fuck, here it comes.." He grunts, and ejaculates directly into the white tissues. It would have made a huge mess otherwise, and while Max doesn't care about changing sheets he knows they're both tired-- especially Cole. Otherwise, he'd suggest a shower and something more relaxing. He can always save that for next time. When they finally do fuck, it's going to be a bigger experience and Max will take the time for aftercare then. It's always a nice thing to do for a partner.
He leans over and kisses Cole softly. "Thank you for helping me out. I know you were tired. I'll set the alarm, but I'll probably be up anyhow. Always up when the sun is. Habit, you know."
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"Sleep well, Cole." He muttered, and then pulled the pillow under his head and moved up near the other man. He didn't get too close because it wasn't like that yet and they might get too hot during the night. He didn't know what Cole's thoughts were on that anyways. It was his turn to fall asleep shortly after Cole did.