Catching Up with Milo
After so long and all that they have been through, Theo and Milo have a simple hookup together, having more fun together than either expected.
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“About time you showed up.” “I see you finally got out of that old apartment,” Chuckling as he looked around was Theo, taking a look around at the place where Milo lived. The black and grey fennec had been called up by the large grizzly bear, given the address to the place he was staying at now. While things were certainly much different he could spot some things in the living room that Milo kept over all those years. Just a couple of years ago Theo and Milo used to be a couple. There were several factors that led to them splitting up and for a bit there was mutual tension between them. But over time the two managed to talk and were on much better terms with each other, finding they worked better as friends than as lovers. “Aww, miss that old place?” Milo asked in a teasing manner. “Eh…” Theo said with a shrug. “The place may have changed but you sure haven’t. Still going after the bad boys, huh?” “You’re one to talk. You went from one bear to another. The only difference is the other one’s rich,” Milo said, referring to Haze. “Hey, you’re supposed to do a little better each time, right?” Theo quipped, causing them both to chuckle together. “Speaking of which. You call me over here for a good time, right? That rat of yours not doing it for you anymore?” “Don’t worry about him,” Milo said, his tone changing as he looked at Theo directly. “How about we say I’m feeling nostalgic?” “For old times sake, huh?” Theo surmised. Back in those times he was way more uncertain of himself, especially when he and Milo broke up. Another friend of his gave him the inspiration to try and make it by doing what he was good at. And taking that advice led that onto the path Theo was on. “I’m not that same little fox I was back then.” “I know,” Milo said with a huff that conveyed something different. “That’s the way I want it to be.” “You know I charge half upfront. And you don’t get an ex-boyfriend fee either,” Theo said with a smirk. Milo chuckled again and pulled out his phone, clicking and typing out some things. Theo’s phone buzzed and he checked to see how much Milo sent him, letting out an impressed whistle. “That night shift of yours pays well, doesn’t it?” “And it's about to pay off,” Milo alluded. “But for now… Let’s start with something simple…” What Milo had in mind was Theo exploring the large and bulky bear’s body. Milo was already naked and sitting on his couch, having Theo wait until he was ready. Upon being beckoned the fox approached. “Also fair warning, I was helping a friend of mine move out so…” the bear lifted his arm and pointed to his pit that was clearly sweaty, its fur being darkened from all the sweat it soaked up. Theo got in close to it, his nostrils already flaring from the rough, earthy masculine scent that was reaching him, only to be shoved in by Milo’s other hand reaching out and getting a hold on him. Having his nose pushed into the hot, sweat-logged cleft, Theo’s nose was surrounded and bombarded by its pure potency, making him groan and squirm against the hold. “Oh come on. Everyone knows you’re into this stuff,” Milo said playfully, keeping the fox against him, feeling his motions easing. Theo was simply caught off guard. Now that he processed what had happened he realized and even started to take steadier breaths, willingly filling his nose with his ex’s pit musk, inhaling a bit deeper and for longer each time, letting out low hums as he exhaled. “Just like you remember. Maybe even better…” Milo said with some pride in his voice, taking notice of how quickly he made Theo relax. Aiming to get his money’s worth, the 7 foot musclegutted bear proceeded to grind the fox’s face into his pit, smearing the sweat of it into the smaller male’s muzzle, marking him in the layered sweat, giving Theo a taste for it as well when he opened his mouth. The musk seeped onto his tongue. It did trigger something in Theo. It being both very familiar yet also new. He slid his tongue out fully and purposely lapped at the muggy pit, smearing its saltiness across his taste buds. Both the smell and this flavor were making his mouth water even more, his whole body tingling with an excitement that was propelling him into further action. On his own he was digging his tongue in deeper, pushing into the thicker fur under the bear’s arm, quickly becoming taken with the richness of it all, lapping at it faster and harder too, keeping his tongue sunk down into the dense fur, rousing the even stronger musk from the area. Things in the background slipped away for Theo as he was putting more of his focus into worshiping the bear’s underarm, taking in every bit of the musk by inhaling hard and digging his tongue in deep, finding the sweat that clung to the lower layers of the fur was stronger in both taste and aroma, making him shudder from its effects. Going for that kind of sweat, Theo was dutifully going at it, sliding his way up and down as well as back and forth, covering as much area as he could all at one time. Meanwhile Milo was groaning from the tingles that came from all of this. Theo’s smooth and long fox tongue was sliding all over, bringing with it a kind of pleasure that was rousing him further. It was bringing both a massaging sensation and arousal. And Theo was really going at it too, soaking the area in his spit, making it all the wetter while he was lapping in deep and even sucking on the underarm fur. The small fox certainly had become more bold in all of that time, making the area feel all the hotter and stickier from the mix of remaining sweat and saliva. Theo wasn’t going about it trying to show what he could do to the bear. Instead he simply acted based on his genuine desires, sinking into the familiarity of being close to Milo while also exploring and taking in what was new. E even didn’t mind that the potency of the bear would be clinging to him, sticking to his muzzle, keeping its taste and smell strong on it when he was finally pulled back. “Let’s keep putting that mouth to work,” Milo said in a low, dominant tone, leading Theo down from his pit to in between his legs. Right in front of the small fox’s muzzle was a grizzly's dark uncut musky 13 inch cock that was radiating his own musk, having a pair of thick, plump, and weighty balls attached. Already moving in, Theo hovered his muzzle over the much bigger male’s loins, taking in the more earthy tone that was coming from this area, closing the distance enough to drag his muzzle along the shaft’s underside, feeling its heat and firmness, going all the way until his tip was at the bulbous tip. “Getting right to it, huh?” Milo said before he huffed deeply, reacting to the hot and smooth mouth that was sinking itself past his tip despite its thickness. The three foot fennec was bravely and smoothly going ahead with pushing his mouth down further around the thickness of the grizzly’s dick, even as his maw was spread so much against the hard, musky flesh. Moving his tongue against it, Theo was giving ample attention to the pulsating surfaces, lapping up the sweat he could find while pushing the flesh in even further. Watching it as it was happening, Milo couldn’t help but be impressed by the small fox’s mouth sliding down all the further, taking in more to the point that even his throat was getting spread, bulging against the hard meat that was filling it up, still not showing any signs of being overwhelmed, letting out hums around it, still feeling the pulses while swallowing the precum that came out right from the opening. Having most of it past his lips, Theo decided it was time to start moving his muzzle back and forth, bobbing his head while still having his lips wrapped to the fat meat, licking and sucking all throughout. “D-damn… Have at it then…” Milo said before he grunted, reacting to the constant pleasure of Theo’s mouth moving about with more passion than he expected. The movements were brisk but deliberate, keeping most of his length surrounded. It was hard not to melt from it all, feeling and seeing it happening at the same time. He remembered how Theo was able to handle him back then but this was on a whole new level that had him reeling, letting out steady pants and groans while Theo was letting out low hums of his own, reacting to his taste and scent that persisted. For his work, Theo was earning various spurts of precum, them shooting out from the tip, filling his throat before he swallowed, pulling the same substance down to consume it. He let the smaller male have at it, basking in how good it felt for him. Way better than he was prepared for. Now he was sorry that he waited so long to experience something like this. The twirling about of the fox’s tongue already felt so good but then there was the wrap of his throat sinking all the way down, making the area bulge against his own girth, caressing it in wet heat that was slicker from his own swallowed precum. It was used to get the flesh further down, even to the point that Theo was taking the whole thing, having his nose pressed to the bear’s crotch. Even more precum was directly fed to the sucking fennec, being firmly swallowed in time with Theo picking up where he left off in bobbing back and forth, sliding his mouth along the dark, uncut flesh, going from the tip down to the crotch repeatedly, not just to give his friend pleasure but to also show off his skills. Hearing Milo’s deep constant moans were a source of satisfaction in itself. All the precum and the thick scent that constantly filled his nose was an added bonus. From the way that Theo was going about it, gradually putting more effort and speed into his actions the longer it went on, the bear’s moans were turning into deeper and more rough sounding grunts. The only reason why Theo stopped was because Milo’s large hand came down to grip his head, causing him to let out a sound of surprise. The bear continued to Theo, shoving his head down and from there he was guiding the fennec into taking his cock even more. Taking control of the situation, Milo was rocking his own large and strong hips, using them to propel his shaft into Theo’s windpipe, steadily grinding his length against the smooth and hot walls that were still milking out his pre, making those surroundings all the wetter and it was so easy for him to hump into. “Now that I know you can take it all…” Milo muttered while looking down at his cock being repeatedly stuffed past Theo’s lips, getting an added rush from the way the big eared fox was looking back up at him while still groaning around his dick and running his tongue around it. “Fuck, you’re just loving it, aren’t you?” “You never could resist a big bear, could you?” Milo asked in a teasing manner. “Well I’ve got more than enough for you!” While the bear was getting all the more into it himself, Theo was putting more effort into working his tongue since Milo was controlling the cock’s movements into his throat. He took every plunge of the thick cock, feeling a sensation that was both similar yet also very different. Just as he had changed, so had Milo and there was an added edge in the bear that hadn’t been present before. A much greater confidence was coming from him that the fox was picking up on. The two were working off of each other, pushing the degree of Milo’s thrusting and Theo’s sucking in tandem until the pace was broken by Milo holding Theo’s head in place, keeping the fennec’s nose stuffed against his crotch, taking in more of his scent while the bear’s cock was swelling in his maw. Milo was snarling and huffing deeply through the rush of his orgasm, keeping Theo to make sure that his loads were taken. Rushing over his tongue and flowing down his throat was the familiar taste of the grizzly’s seed, coming out in large and strong surges that Theo managed to handle, swallowing even harder in time with them, pulling the thick heat down into his stomach. He was kept in place for the duration of Milo’s climax, successfully taking every bit while the bear was left taking heavy breaths from the satisfaction, letting Theo ease off from his still-hard shaft. It didn’t take much time at all for them to get into a new position. “Don’t think I didn’t want a taste of you too,” Milo said while holding Theo against him. The fox’s face was pointing at the bear’s cock while his ass was right in front of the bear’s own muzzle. Closing the short distance, the bear pushed his snout underneath the fennec’s bushy tail, giving a few sniffs to take in the smaller male’s musk, letting out a low hum before he started to lick over the rim, making slow laps over the area, getting a taste for it as well, refamiliarizing himself with the tang of Theo’s butt. As it happened, Theo was letting out his own groans from how good the bear’s thick and hot tongue felt while sliding across his tailhole. “Just how you remember it, huh?” Theo managed to get out while the pleasure was still hitting him in waves. His tail flicked when the licks were given to him, sending shivers all throughout his body. And without warning those same sensations were multiplied by Milo’s tongue pushing its way inside of him, spreading his slickened rim, giving the much stronger feeling of that wide, wet appendage sliding its way in. Spreading the fox’s tailhole all the further in time with its further insertion, Theo also felt the jolts from that same tongue directly pressing and sliding over his walls, leaving an immediate sheen of saliva that brought an additional wave of heat that Theo relished. As Milo continued with his rimming, the small fox was finding it hard not to melt from the actions that were equally tender yet firm, putting pressure down on all the right spots. Even if things had changed between them Milo obviously still remembered where his sweet spots are. “Mmm...” Milo rumbled as he pulled his tongue free, drawing it over his muzzle, savoring the taste and smell that had gotten smeared onto it. “Time for you to get down,” Milo then said, his voice dripping with commanding lust; having the fennec on his stomach with his ass lifted on the couch while Milo shifted his own position, getting behind, his more than 7 foot frame looming over Theo’s much smaller self. Having that shadow over him was making Theo tingle all over. “Ready for it?” the bear asked while easing his thick cock in between the fox’s smooth furred cheeks, prodding at the rim that was winking against his tip. Responding with a shudder from the jolt that ran down his spine, Theo resisted the urge to shove himself backwards onto the bulbous end. Milo smirked, responding by rocking his hips, grinding his cock in between the cheeks, coaxing out precum that was smearing itself over the stretched entrance, getting further ready while also greatly teasing the fennec, keeping him groaning. “Just hurry up already!” Theo barked, making the bear chuckle and pull back, getting his tip aligned with the hole again but this time he was applying pressure and spreading it just like his tongue had. The two moaned out together as Milo’s cock was sliding past his rim, making use of the combined saliva and all the precum that had been smeared all over. Theo felt both the length and thickness filling him up, the weight of the cock pressing down on his sweet spots. With Milo pushing, using his weight and strength, he sunk all of his inches in quicker than expected, having his crotch firmly pressed to Theo’s ass, making the fennec’s stomach bulge from the tip and letter inches settled in so deep. On top of the entire shaft within him, Theo was groaning further from the bear’s weight settling itself over him as well, leaving the fennec pinned between his sweaty, musky body and the couch’s fabric that smelled of him as well. “Fuck, you’re even tighter than I remember,” Milo moaned. Of course Theo would be tight, his body being much smaller than his own, but it was more than what he was expecting. Meanwhile Theo was proving himself to be durable inside, able to take the bear’s full length while it was inserted and throbbing within him. Thick spurts of precum were coming out from the tip, making the passage all the slicker for him to pump his way back and forth through, executing rough thrusts from the start, making sure that all of his inches were stuffed in deeply, keeping that bulge in Theo’s stomach maintained. Keeping the motions going, Milo was humping into the smaller male under him, feeling his stomach grinding against Theo’s back while he was going at it, keeping his shaft surrounded in the heat and increased slickness from all the precum he let out so far, gliding so seamlessly against the surrounding smooth surfaces. As he went about it, Theo’s anal muscles were milking more of the stuff out, keeping a constant amount coming out from his fat, swinging balls. The heat and slickness increased all around him and kept the bear humming deeply. Between them and their respective moans were also the sounds of penetration that was becoming increasingly wetter, the pace of it elevating as well from Milo starting to speed up. Theo was groaning out louder beneath the rutting bear, feeling more force being put down on him. With every stroke, Milo was touching something extra sensitive inside of the fox, keeping him shivering and clenching down on the shaft that was moving so briskly. Having his walls constantly rubbed like this and his prostate constantly kneaded kept Theo’s own cock throbbing and leaking against his stomach fur. Both the pleasure and the musk around him were rising, coming from the bear humping and grunting above him, sweating even more to make the surrounding smell all the stronger. “Just like old times, huh?” Milo asked with satisfaction in his voice. He continued to push his way through the clenches that came down on his girth, using the overly slick state of the passage to keep pushing all the way through, getting to the end where his tip was nestled deep. Wanting more of that, Milo was going faster still while putting through more of everything that was making him clench and moan. “Shit, you make it hard to hold back...” Milo grunted with a greater edge in his voice. “T-then don’t...” Theo managed to get out before he gasped from the bear’s hands getting under him and easing him up. The fox’s back was still to the bear’s knees. Still kneeling on the couch, Milo was holding the fennec close to himself while thrusting upwards now, keeping all of his inches in, looking over Theo’s shoulder to watch the bulge in the smaller male’s stomach expand and shrink in time with his hip movements. Theo was gasping from how good it felt, his own cock swinging and throbbing while letting out so much precum. With a few more full thrusts and hard presses to his prostate, Theo was pushed over the edge. Shaking and moaning aloud with his tail fur flaring as he came, shooting his ropes of cum across the couch, marking the fabric in his own sticky markings, basking in the pleasure and rush that came with it, feeling every pulse and churn of his balls. From the hard clenching of his hole came the next thrust from Milo, being bared with the deep and aggressive sounding growl of his own, being the final thrust that he made, keeping his cock in deep. Having his cock kneaded by the clenching walls as he was cumming, Milo was huffing throughout while blowing his loads, unleashing surges of seed that were rushing into Theo, filling him up with heat and stickiness. With his fat balls drawing up and surging their loads through his cock, all of it was going inside of the fox, making the bulge in his stomach all the larger, ballooning out against the gushes while they were both riding out... “So...” Milo eventually asked while still holding onto Theo. “How much do I owe you?” “I’ll let you have another round half off,” the fox offered . “Sounds good to me,” the bear smirked as well, not even pulling out as he got Theo lying down on his belly again...