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Markus looked at his drink with a sigh, conscious of all the other guys around who seemed to be enjoying themselves quite a bit more. It wasn't often that he went to Cruise, but a couple of friends had persuaded him to grab his barely-used leather collar and join them at the kink club. He'd only been there five minutes however before they went off to do their own thing, and now another thirty minutes had passed and he was still at the bar, going at his third screwdriver of the night.

The tiger knew there was plenty of fun to be had, but his issue was partially that he lacked the confidence to go up to someone and get chatting, but also that it seemed he hadn't managed to garner any interest. He looked down at his frame, the black collar that adorned his neck being the only thing he wore from the waist up, the feline somewhat self-conscious of the chub that he'd picked up. His belly protruded a little over the waistband of his shorts, the strap of his jock barely visible underneath. He wasn't a twink, and he had nowhere near the amount of grey hair or the age to rock a daddy look, and so it seemed to him that he didn't really have a foot in any camp.

He closed his eyes, trying not to focus on the audible sounds of groans ringing out over the music, occasionally recognising those of his friends, and went to finish his glass. While he drank, he heard someone step up to the bar and sit down next to him, Markus opening his eyes as he put the glass down to find that he had been joined by a somewhat older looking wolf.

"You doin' alright there, kiddo?" His voice was smooth, only the slightest rasp that likely came with his age, the chubby tiger actually surprised to find someone coming up to him and starting a conversation. Before he replied he couldn't help but give him a once over, biting his lip as he saw that the wolf was a bit more scantily clad than him, a well-fitting leather harness adorning his chest and slight belly. As he got lower though, Markus gulped when he saw he was wearing only a jockstrap, briefly noticing that it wasn't really filled out, but then ignoring it in favour of being polite and looking back up at him.

"I'm alright, just seeing if another of these will get me the confidence to have some fun tonight." He raised his glass and gave a weak smile, putting it back onto the bar and raising his hand to order another, only to find the wolf gently push it down.

"Nah, my treat. And from what I can tell..." He sniffed at the air. "Screwdriver, huh? Vodka and orange juice. Hey, Jack, get us a screwdriver and a bourbon on the rocks!" The bartender, a fox that was likely the most-dressed person there, nodded and got to making their drinks while the wolf grinned back at the tiger. "Only fair if I wanna get to know you. Name's Grant. You got one, cutie?"

Just the offer to buy him a drink had caught him off guard, but the admission not only that he wanted to talk with the tiger, but that he also found him cute? That may have confused him, but Markus tried his best to brush it off. "I, uhh... Name's Markus. And if you don't mind me saying, you're really handsome. Feel lucky having you sat next to me." His smile became a bit warmer than before, briefly interrupted by the clank of glasses on the counter as they then both reached for their respective drinks and took a sip.

"Aww, ain't you a charmer? Saw ya lookin' a bit lonely and thought I might as well get my teeth in before anyone else wanted a bite, so to say. Do like guys when they got a bit more to them. Twinks are fun, but I do love me a guy like you." He was endearing enough to not sound too lecherous, and Markus was actively starting to blush under his fur, the lightest crimson starting to show. Grant quickly realised he'd forgot to pay, passing the bartender a note before turning back to the tiger. "Y'know, if you're up for it, I'd very much like to have some fun wit' ya. "

Markus gulped. He hadn't really been expecting to get much in the way of fun tonight, but with how openly the wolf was talking about his attraction, he felt like he was actually dreaming, especially given the prospect of enjoying some time tonight with the handsome wolf. He still did have one hang-up though. "I appreciate the offer, but I will say I'm not too comfortable doing things in front of people, if that's what you had in mind." Given how tight his shorts were, it wasn't difficult to see that the tiger was starting to harden up. "You alright with making it a bit more private?"

A light chuckle was the first response, nothing malicious about it, just playful. "Now son, I don't need an audience to have fun, so I sure am fine gettin' it on without pryin' eyes. But I got a bit of a need, ya see, and I would like t' do this soon... So how fine are ya with havin' fun with this daddy in one o' the stalls back there?" He pointed towards the bathroom. Markus seemed a bit lost for words, though his arousal certainly spoke for him, and once he had given himself chance to settle, he nodded. "Good. Now I will say, there's somethin' I wanna show ya before we go any further..."

He paused for a moment before slowly grabbing Markus's hand. The tiger allowed it, wondering if it was just a case of him wanting the feline to have a feel for his dick before they got to the stall. As Grant brought it down to that jock, he tugged it slightly aside and pressed the hand right against himself, causing Markus's eyes to widen as he realised that the wolf wasn't packing what he expected. "I'm trans, kiddo. Hope ya don't mind playin' with a daddy with a front hole too much." After a momentary period where he took in the information, Markus responded with an uncharacteristic amount of confidence in his eyes, moving to rub his thumb over the wolf's engorged clit and press a single digit inside, causing a very similar reaction in Grant. "Oh fuck, you're eager..."

The wolf quickly pulled the tiger close and led him off, leaving their finished drinks behind as he pulled him into the bathroom and, finding a nearby open stall, going inside with his newfound acquaintance. "Now, I could see the curiosity in your eyes, kiddo. Guessin' I'm your first?" A single nod as a response, Markus briefly looking at the slickness that coated his one, penetrative digit. "Nothin' to worry about, love guidin' newbies about. Now, if ya got any questions, now's the time." He grinned, moving to tug his jockstrap aside properly to fully reveal his equipment.

"Uhh, just a couple for the moment... What should I call them?" He paused, knowing it sounded a bit silly said out loud. "And, do you, uhh... What do you like?" He was definitely a bit nervous, that brief burst of confidence having faded, though his arousal had definitely increased given how he was tenting his shorts. Grant chuckled, rubbing his head as he leaned back against one of the stall walls.

"Heh, you're a considerate one. And since ya asked so nicely..." He moved to point to his respective parts. "This is my dick, and this is my front hole. It ain't a pussy, so don't call it that. As for what I like having done to it, that I ain't picky about, I like gettin' sucked, licked, and fucked like any other guy." He decided to tease Markus now, running his finger across the slick lips to get it coated before pushing it to the tiger's lips. "Ya like the taste?"

Markus really squirmed at that, the scent and the flavour of it driving him crazy. Deciding that Grant has offered himself up openly, the tiger took advantage by getting down on his knees right in front of him and eyeing him up. "Gonna suck your dick, daddy." With that, he brought his lips around the wolf's engorged dick, starting to lap over it and stimulate it as he would any other guy, closing his eyes as he worked to pleasure him, also getting his own enjoyment with his nose buried in the lupine's groin.

"Oh fuck, you really are a catch! Goddamn!" He choked out, getting his hands firmly around the tiger's head and holding him in. "Yeah, you suck daddy's fat dick. You show me how good a cocksucker you are, son." He very quickly got into that role, the wolf admittedly very pleased with the tiger's outburst so he could really play up their age difference as incestuous. "Work your tongue over the tip." He gave him advice as he worked, knowing it was the younger male's first-time working with equipment like his, but Grant had to admit, he seemed to be a natural.

The tiger made up for his inexperience with eagerness, going at that t-dick with a lot of energy, taking the comment as he went and starting to work over it with his tongue more, taking the increased volume of the wolf's groans as a sign he was doing it well. He liked the light amount of force behind it as well, Markus deciding to take it a step further by pausing briefly to grab something from his pocket, a leather leash that he attached to his collar and handed to the wolf.

Grant raised his eyebrow when the tiger stopped, only to grin wide when he realised just what was going on. "Oh, you want daddy to take control, kiddo? As you wish." He tugged firmly on it to make sure he was buried right against his groin, lapping over the wolf's sensitive endowment to help make him squirm. "Rrrf, you're good... Think you need to give daddy's front hole some loving now too. Get your tongue in and occasionally lick right on the outside..." He pulled him down so he could get to his new task, Markus responding by doing just as Grant said and burying his tongue inside, forcing a yelp from his lips. "Oh fuck you're amazing, kiddo. Ain't lastin' long with you down there."

Markus took that as a sign to keep going as he was and not to change anything, simply following instructions and getting a proper taste of Grant's fluids. He found them pleasant and warm, definitely something he could see himself getting used to, and it also helped that he was adding even more slickness to that already wet front hole. It only took a minute or so more of that work before Grant was visibly holding himself back, groaning and squirming.

"Gonna make a mess, be a good boy and swallow for me, son." He at least gave the tiger a few seconds warning before he reached his peak, making sure that feline muzzle was positioned to catch his orgasm as best possible, to taste the flood of cum that spilled across his tongue and down his throat, though some inevitably did overflow and soak his lips and chin, not that either of the two minded. Thankfully for the tiger, Grant only went on for a few seconds before panting and relaxing, no longer gripping the younger male and allowing him to breathe. "Fuckin' needed that, always love fucking a cute muzzle like yours."

Once again Markus's blush returned as he wiped at his cheek fur slightly, glancing down to see just how hard he was after his first taste of what Grant had to offer. He wasn't the only one that noticed, the wolf letting out an impressed whistle as he helped Markus up onto his feet, giving his cock a squeeze through his shorts. "You did well for your first time, son. Made daddy cum real hard. Now, it just wouldn't be right if I left without making sure to reciprocate, would it?" He grinned, slowly tugging down the tiger's shorts to reveal the white jockstrap underneath, a conspicuous stain showing how much pre he'd made. That was soon tugged down as well, Grant raising an eyebrow as he saw the pierced tip on that uncut length. "Prince Albert, eh? I like it."

Markus bit his lip as he humped forwards a bit into that grip, shivering as he realised the slight cold of the air in the bathroom, not that it caused his dick to go down any. "Birthday last year, always liked the look of 'em. Not had much chance to have someone play around with it." He admitted, giving his dick a quick stroke.

The wolf pondered his options for a moment, before tugging Markus forwards and angling their hips against one another so that the tip of that pierced length teased at his hole. "I think after such a good performance, you should be rewarded with your first time in a guy's front hole..." Markus looked a bit worried briefly, Grant catching on very quickly. "Don't worry, no chance of any little Markuses. And since we're different species, it means you can go raw in me." He lowered his voice and leaned in to whisper. "I want you to blow a nice fat load deep inside your daddy..." There was a growl to his voice as well that very much made that cock throb, Markus deciding that this was definitely how he wanted to unload as he slowly pushed forwards, taking his time and moaning out as the wolf's slick hole slowly took him in. "Rrrf, you're big, son... But once you got it all in, you don't need to go gentle on me... Wanna see how you fuck."

For an evening he didn't expect to result in anything, Markus really was having the time of his life, the feeling of that warm slickness around his cock enticing him to push in deeper, thankful that Grant had aimed him at his entrance, and not up towards his urethra. This meant that all he needed to worry about was his thrusts, taking the time to slowly ease his way in, more for his sake than Grant's, not wanting to blow too early. "Nnn... D-don't really top too much... You feel wonderful though..." The wolf kept a hold of that leash, tugging him gently to coax him further in, his eyes open but rolled back somewhat as he felt nicely filled by the tiger's cock. It took about a minute of initial thrusting and pushing, but eventually Markus was able to hilt inside, looking down with amazement to see Grant's cock twitching, his own length deep inside that front hole. "Oh fuck!" Once he was sure that the wolf was ready for him, he began pulling back, stopping about halfway to sink back in, slowly building himself up to a steady rhythm as he fucked his hole.

Grant, for the first time that evening, was somewhat lost for words as he grappled with the pleasure that came with Markus fucking him, but mainly the grinding of his belly and groin against the wolf's engorged dick. He made sure to tug on the leash to keep him from pulling out entirely, using that to make sure he kept going before his voice returned. "Ffffuck, that's it, rut your daddy. Sink that fat cock in my hole, cum deep inside me, son." Before, he was dominant but teaching, but now he was sinking into his need, his desire to be properly fucked, and Markus was stepping up. He rested his hands against the wall as he thrust in, glad for the difference in their height that made his cock sit at the perfect position to fuck him without issue.

He could feel slickness running down his shaft to start coating his balls, but it just made the sounds even sloppier, his thrusts harder and more desperate as he worked to bring himself to orgasm. "Y-you sure you want me to cum inside?" When his only response was a firmer tug on the leash and a loud groan from the wolf, he took that as a yes and began readying himself for his climax. He could feel it coming and so his pace increased to let his balls smack against Grant's front again and again until Markus couldn't hold himself back anymore. He buried himself in to the hilt, the wolf feeling both cock and balls twitch as he started pumping his load deep inside the older man, a good few ropes of cum coating his insides before he came down from that high, panting to get his breath back.

"Fucking hell, you're definitely a catch, kid. Wouldn't have guessed it's your first time." He grinned, holding him tight with his arms wrapped around the tiger. "Hope ya don't mind, but how old are ya?"

The feline paused, wondering whether to answer or not, before deciding that any shyness had to go out of the window now. "23. You?"

"Ehehe, I'm pushing 47. Twice your age. Definitely old enough to be your da'. And you're definitely hot enough to be my son." Markus smiled at that as he slowly pulled out, making sure to look as he did so to get an idea of how hard he came, the answer being 'considerably hard', given there was already drippage. Grant quickly pulled his jockstrap back up to at least partially contain it, Markus doing similarly with his cum-coated length, not really caring about the mess. "Gotta say, that was a ton of fun, Markus. I'm a bit too tired for another round right now, but how about we head to the bar, get another drink, and then head back to my place? I think having you around would make my weekend a lot better. And I might even give you my number by the time we're done." Another toothy grin, and Markus could only chuckle.

"You know, I'd have normally said no. But I think that we both deserve some time to ourselves, so I'd like to take you up on that offer. And I'm sure you can teach me even more." Markus moved to rub at Grant's chest, grinning coyly and just imagining what debauchery the rest of the weekend had in store.