"I'm happy to get carried away with you any chance I get. I'll be happy to give you as many orgasms as you let me too. I know you gotta work early, but after our date we'll see how we get along cause I think we're pretty compatible in the bedroom." It was true, Max enjoyed the way Cole fit against him. He loved the way he got excited and talked dirty. The filth turned him on and excited him, it got him going in a way he didn't even know he enjoyed before. New things were like that, and this was new and different, and Max wanted more of it. He wanted more of Cole in a lot of ways. There was a whole body to explore in front of him and he wanted to take time to do it.
There was also going to be time to talk about what the both liked in the bedroom. Just because Cole had been with women, that didn't mean he couldn't have preferences. Toys, places he liked touched, kissed, how hard he liked things, Max was eager to get to know the other man in and out of the bedroom. Running his free hand along Cole's side, Max kept the intimacy going by swirling his fingers around and tracing over ribs and then around nipples again. Max didn't want to leave room for things to grow awkward between them. This was supposed to be comfortable and open.
Kissing Cole back, Max licks lightly along the other's mouth, teasing him with his tongue and tugging at Cole's lower lip until it's full and plump. He likes the way Cole explores him, eager to taste himself. "Feel free to try. Take your time and do what you want. Don't push anything, and know that even your tongue licking me will feel amazing, and if not that, your hand. There's no pressure, alright?" That's one thing Max wants to emphasize. He doesn't mind someone learning on him. He's already worked up, and knows that whatever happens will feel amazing.
Cole admired the confidence Max had about himself and about whatever this turned out to be between them. He understood that it was natural since the other man was far more settled in his own sexuality, but it was still encouraging. He was incredibly confident in every other aspect of his life. His work, his family, his friendships were all things he understood well and cared deeply about, which was why the realization that he was attracted to different people was so startling. But based on his reactions to what they were doing, there was really no doubt that he wasn't at least bisexual.
"I got you," he says to let Max know his words are heard and understood before he carefully moves his way further down the bed and settles between the other man's spread thighs. Cole takes a moment to just admire Max's stiff erection up close and know that he caused it before his tongue darts out for a lick, then another and another, until he's gotten used to the taste and wants more. He starts licking all over from the base to the tip, making sure it's wet and glistening before he eases that thick rod into his mouth. There's a muffled groan as he gets used to having a cock between his lips but it's a weighty sensation he enjoys as he starts to slowly bob his head up and down.
Watching Cole slowly begin to explore Max's cock takes him back to when Max first realized that he was interested in a guy. It had been such a startling thing to figure out about himself. He'd watched his brother from early on know that he was bisexual, and then his sister a little later. They'd called it a 'bisexual alien blast'. It made Max laugh when they teased him. He never thought he'd be a part of their little group. Then suddenly a kiss one night turned his life upside down.
The small hesitant licks almost tickle, but still feel good. They're wet and Cole's tongue is warm against his cock. When he reaches the tip and begins to catch the sensitive underside, Max moans. "There you go. That feels good. Mmn. Look at how pretty you got it." He can see what the attorney is doing, and licks his own lips as he watches him. When Cole finally covers Max's cock with his mouth, he has to fight the urge to lift his hips because it feels so fucking good. "Damn. Oh man, you've got a great mouth."
Max folds up one arm behind his head, so he can watch as his cock disappears from view into the other's mouth over and over with each careful bob of his head. The groan only helps, when it vibrates down his shaft. "Fuck yeah." He whispers, and shifts a little, swallowing back a shudder of electricity as it spreads along his skin. He tries to keep it contained to his own body, but a small charge might have leaked across -- feeling like a rush of static, lifting hairs and prickling through Cole's body, a normal response to good sex most of the time. Max doesn't worry too much. It's more about his climaxes that he has to watch.
Cole relies on Max’s words to tell him what to do and what he’s doing well. He’s just doing what he wants to do, which is enjoy the taste and feel of what’s in his mouth. Once he figures out a rhythm he lets himself go a little bit faster. He can’t get as far down as Max just did but he’s making up for it by being thorough. He’ll stay down there as long as he keeps hearing a positive response.
It's not so much about the speed, but the rhythm at least not at this point anyhow. Max continues to concentrate on the feeling of the heat that pools around him from Cole's mouth and the feeling of his lips as they press against his wide shaft. He can feel the press of Cole's tongue as it slides up and down his dick. It's really damn good for Cole's first blow job. It's hard for Max to stay silent. He was never very good at keeping his mouth shut.
"Fuck yes, feels so damn good Cole. Shit, you're good at this." His hips arch a little the more he gets into it. He doesn't push, but lets himself fully relax into the way the other moves with his cock. All at once he can feel his orgasm rising. He pulls both his hands down to the back of Cole's head, loosely holding onto his hair. "Fuck, oh fuck. That's it. Fuck. Gonna come, if you don't want it in your mouth.." He starts to pant to give Cole enough time to decide where he wants it. The lights flicker once in his apartment as he works against his own control.
Cole just thinks there’s something weird going on with the power grid. He has no reason to think otherwise and other things to think about. Like he knows he might choke, not having swallowed before, but he also wants to know what Max tastes like. He decides to compromise, pulling off just enough that he’ll have breathing room when the other man explodes on him. Looking up and making eye contact so his intentions are clear.
There's not a whole lot of choice where Max is coming from. He can only hold back for so long with the way the other has him feeling quite literally ready to come apart at the seams. Gripping tighter into Cole's soft tight curls, Max cries out one last time, and then is spilling himself in long white streams down Cole's throat. It's been a good while for Max too, and so his body convulses forward as he comes. "Fuck, oh fuck. That's good. Jesus."
Eventually, he drops back and lets out a long breath. Max lifts his head a little to look at Cole. "You alright down there? That was one hell of a blow job. Damn good. Fuck. I haven't had one in so fucking long." He drops back to the pillow with a lazy grin on his face.
It doesn't surprise Cole that even with his attempt to take precautions, he's not used to swallowing and it takes him a few moments to take Max's entire load. He has to wipe at his mouth and catch his breath when the other man is done, glad that Max wasn't holding on any tighter or trying to push his head down. "I'll be fine," he says, cleaning himself up. "I guess that's something I've gotta get used to."
One of the differences in being with a man as opposed to being with a woman. Not that he doesn't still appreciate women, but enjoying the taste and feel of Max's cock in his mouth is another sign that Cole wants more of this. He carefully shifts across the mattress so they're laying beside each other again, both breathing hard with their spent cocks leaking against them. He doesn't want awkwardness to set in but he also doesn't want to assume they're just going to keep going, so he just lets his fingers run gently over Max's chest. Cole is happy to let Max do something else to him if he wants but also knows they've crossed a pretty big line already.
"That felt great," he agrees. Both the pleasure he's felt and knowing he didn't screw up his first attempt at getting another man off. "It's still early enough if you wanted to tell me what else you were gonna do to me before."
"If you want, yeah. I know plenty of chicks that won't ever take it in the mouth. Don't like the taste. Me? I love it. I love everything about giving head." Not that he has to prove it, but when Cole finally makes it back up, Max is eager and willing to pull Cole in for a lengthy kiss. He swipes his tongue all along and through the other man's mouth, more than happy to share in all that he has to offer. He knows that Cole's probably a little tired and out of breath, so he lets go with a short lap across Cole's lips, and a gentle smirk, but damn he's fucking satisfied.
There's not a chance for awkwardness in Max's mind. He twists their ankles together and moves in close. There's no real concept of time when he's doing stuff like this, because Max takes as much time as he wants normally, never binding himself to a clock even when he has had to work. That's what strong coffee was always for. He was always an excellent sheriff, but he was also an excellent lover. If it took half the night, then it did. Although, he's not sure how far Cole wants to take things and the further they go, the more tempting it is to do more.
"I was going to pull off and lick a little further back, you know wet you up and lick around your ass a little, then maybe get some lube and see if you liked being fingered some. It's a lot, and it makes everything else more tempting. I don't want to push anything too far for you. There's still plenty of time to work into that, and up to that." He leans in and kisses over the other's chest, knowing a little better now about being soft. "Did you have anything you liked to do a lot with your girlfriends?"
Cole lets out a groan against Max's cheek at the suggestion of having his ass licked. If it feels half as good as the blow job he knows he's going to enjoy it. And it makes him think of licking and touching the other man there, too, and Max has a great ass. One Cole shifts slightly to run his hand over, stroking gently across the curve of it while Max's lips play on his chest. "It depends on my mood," he says in answer to the question. "I have this great window in my apartment. Really sexy at night to do it from behind, wrap myself around someone completely."
But he's obviously not prepared for the two of them to have sex, as much as he wishes it were that easy. Quick to just know what to do and be confident enough to do it. He runs his fingers through Max's hair as he imagines coming up behind him and jerking him off. Watching their bodies move together. Maybe even teasing him from behind.
"I like to kiss, and I already know that you're an amazing kisser," he added, his hands continuing to play softly across Max's body. "And I want to feel us rubbing our dicks together again. When you did that, it felt incredible." He had no doubt that Max could make him cum just doing that. Although that would make a complete mess of the bed and he was a guest.
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."
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carisma_sensei
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Date: 2024-07-02 07:22 pm (UTC)There was also going to be time to talk about what the both liked in the bedroom. Just because Cole had been with women, that didn't mean he couldn't have preferences. Toys, places he liked touched, kissed, how hard he liked things, Max was eager to get to know the other man in and out of the bedroom. Running his free hand along Cole's side, Max kept the intimacy going by swirling his fingers around and tracing over ribs and then around nipples again. Max didn't want to leave room for things to grow awkward between them. This was supposed to be comfortable and open.
Kissing Cole back, Max licks lightly along the other's mouth, teasing him with his tongue and tugging at Cole's lower lip until it's full and plump. He likes the way Cole explores him, eager to taste himself. "Feel free to try. Take your time and do what you want. Don't push anything, and know that even your tongue licking me will feel amazing, and if not that, your hand. There's no pressure, alright?" That's one thing Max wants to emphasize. He doesn't mind someone learning on him. He's already worked up, and knows that whatever happens will feel amazing.
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Date: 2024-07-02 08:18 pm (UTC)"I got you," he says to let Max know his words are heard and understood before he carefully moves his way further down the bed and settles between the other man's spread thighs. Cole takes a moment to just admire Max's stiff erection up close and know that he caused it before his tongue darts out for a lick, then another and another, until he's gotten used to the taste and wants more. He starts licking all over from the base to the tip, making sure it's wet and glistening before he eases that thick rod into his mouth. There's a muffled groan as he gets used to having a cock between his lips but it's a weighty sensation he enjoys as he starts to slowly bob his head up and down.
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Date: 2024-07-02 08:37 pm (UTC)The small hesitant licks almost tickle, but still feel good. They're wet and Cole's tongue is warm against his cock. When he reaches the tip and begins to catch the sensitive underside, Max moans. "There you go. That feels good. Mmn. Look at how pretty you got it." He can see what the attorney is doing, and licks his own lips as he watches him. When Cole finally covers Max's cock with his mouth, he has to fight the urge to lift his hips because it feels so fucking good. "Damn. Oh man, you've got a great mouth."
Max folds up one arm behind his head, so he can watch as his cock disappears from view into the other's mouth over and over with each careful bob of his head. The groan only helps, when it vibrates down his shaft. "Fuck yeah." He whispers, and shifts a little, swallowing back a shudder of electricity as it spreads along his skin. He tries to keep it contained to his own body, but a small charge might have leaked across -- feeling like a rush of static, lifting hairs and prickling through Cole's body, a normal response to good sex most of the time. Max doesn't worry too much. It's more about his climaxes that he has to watch.
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Date: 2024-07-02 09:20 pm (UTC)no subject
Date: 2024-07-02 09:58 pm (UTC)"Fuck yes, feels so damn good Cole. Shit, you're good at this." His hips arch a little the more he gets into it. He doesn't push, but lets himself fully relax into the way the other moves with his cock. All at once he can feel his orgasm rising. He pulls both his hands down to the back of Cole's head, loosely holding onto his hair. "Fuck, oh fuck. That's it. Fuck. Gonna come, if you don't want it in your mouth.." He starts to pant to give Cole enough time to decide where he wants it. The lights flicker once in his apartment as he works against his own control.
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Date: 2024-07-03 12:00 am (UTC)no subject
Date: 2024-07-03 08:31 pm (UTC)Eventually, he drops back and lets out a long breath. Max lifts his head a little to look at Cole. "You alright down there? That was one hell of a blow job. Damn good. Fuck. I haven't had one in so fucking long." He drops back to the pillow with a lazy grin on his face.
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Date: 2024-07-03 09:12 pm (UTC)One of the differences in being with a man as opposed to being with a woman. Not that he doesn't still appreciate women, but enjoying the taste and feel of Max's cock in his mouth is another sign that Cole wants more of this. He carefully shifts across the mattress so they're laying beside each other again, both breathing hard with their spent cocks leaking against them. He doesn't want awkwardness to set in but he also doesn't want to assume they're just going to keep going, so he just lets his fingers run gently over Max's chest. Cole is happy to let Max do something else to him if he wants but also knows they've crossed a pretty big line already.
"That felt great," he agrees. Both the pleasure he's felt and knowing he didn't screw up his first attempt at getting another man off. "It's still early enough if you wanted to tell me what else you were gonna do to me before."
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Date: 2024-07-03 11:42 pm (UTC)There's not a chance for awkwardness in Max's mind. He twists their ankles together and moves in close. There's no real concept of time when he's doing stuff like this, because Max takes as much time as he wants normally, never binding himself to a clock even when he has had to work. That's what strong coffee was always for. He was always an excellent sheriff, but he was also an excellent lover. If it took half the night, then it did. Although, he's not sure how far Cole wants to take things and the further they go, the more tempting it is to do more.
"I was going to pull off and lick a little further back, you know wet you up and lick around your ass a little, then maybe get some lube and see if you liked being fingered some. It's a lot, and it makes everything else more tempting. I don't want to push anything too far for you. There's still plenty of time to work into that, and up to that." He leans in and kisses over the other's chest, knowing a little better now about being soft. "Did you have anything you liked to do a lot with your girlfriends?"
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Date: 2024-07-04 02:36 am (UTC)But he's obviously not prepared for the two of them to have sex, as much as he wishes it were that easy. Quick to just know what to do and be confident enough to do it. He runs his fingers through Max's hair as he imagines coming up behind him and jerking him off. Watching their bodies move together. Maybe even teasing him from behind.
"I like to kiss, and I already know that you're an amazing kisser," he added, his hands continuing to play softly across Max's body. "And I want to feel us rubbing our dicks together again. When you did that, it felt incredible." He had no doubt that Max could make him cum just doing that. Although that would make a complete mess of the bed and he was a guest.
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Date: 2024-07-04 05:39 pm (UTC)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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Date: 2024-07-04 06:37 pm (UTC)"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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Date: 2024-07-04 10:02 pm (UTC)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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Date: 2024-07-04 10:20 pm (UTC)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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Date: 2024-07-05 12:18 am (UTC)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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Date: 2024-07-05 01:42 am (UTC)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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Date: 2024-07-05 02:11 am (UTC)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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Date: 2024-07-05 02:29 am (UTC)“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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Date: 2024-07-05 06:06 pm (UTC)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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Date: 2024-07-05 07:32 pm (UTC)"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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Date: 2024-07-05 10:40 pm (UTC)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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Date: 2024-07-06 12:45 am (UTC)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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Date: 2024-07-06 04:54 pm (UTC)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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Date: 2024-07-06 05:40 pm (UTC)"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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Date: 2024-07-07 02:44 pm (UTC)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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