[b][u][center]Always Bet on Anal For Anthroperson_18 by Draconicon[/center][/u][/b] Stella looked at the hotel just outside the limo, whistling under her breath. The driver looked back at the vixen. “First time here?” he asked. “Yeah. Guess I know why they didn’t just spring for a taxi,” Stella said. “Heh, it’s the nice part of town. Anyway, the bill’s covered; you want me to hang around here or –” “I probably won’t be done until morning. Come around 10?” “You got it, ma’am,” the capybara driver said, bobbing his head. As she got out of the limo, the night air tried to invade her coat. The orange-furred vixen pulled the knee-length trench coat tighter around her middle, clutching at the divide closer to her neck and restraining it against the wind. The little shivers that still got through chilled her fur, and she shook her head as she looked up at the building again. [i]This guy must be pretty important if they’re paying for an all-night session for him,[/i] she thought. [i]Wonder what kind of bullshit he does for a living.[/i] With a hotel that loomed at least thirty stories high and the knowledge that her client for the night lived near the top, it had to be something well-paying. Shaking her head, she ignored the old-style gilded lines running up and down the concrete building and stepped inside. The thick, rotating door cut the wind as she stepped into the lobby, and Stella sighed happily as the chill faded away. It was definitely more up-scale than her usual assignments. When people rented someone like her, she was usually sent off to some down-rent apartment somewhere, or occasionally to a motel that bordered on one of the Dead Zones if someone rich needed a little ‘entertainment’ before they went back to work. This was the first time that someone had bothered sending her somewhere like this. “Excuse me, ma’am?” Stella pulled herself back from the appreciation of the ceiling painting and the wall tapestries at the sound of a more officious voice. A bulldog clerk behind the front desk waved at her, calling her forward with a curled finger. “Can I help you, ma’am?” he asked as she walked over. “Ah, yes, actually,” Stella said, shifting from one high-heeled shoe to the other as she reached into her jacket pocket. “I have an appointment with a…a Mr. Draconicon?” “You do? That’s odd; he doesn’t take many.” “Well, it’s more an arranged one, if you understand my meaning,” she said with a smile and a wink. “Some friends of his paid for him to have some company tonight.” “Hmm. Fascinating. If I may?” She nodded, holding out the card that she’d been given for this occasion. The bulldog took it, leaning forward over his computer and looking every inch the officious busybody that every clerk in these sorts of buildings did. He harrumphed quietly to himself, but it didn’t sound malicious; if anything, it sounded like he was just very focused. Eventually, the bulldog nodded and handed her the card. “Everything’s in order. It seems that Mr. Draconicon is a very lucky dragon tonight, if you’re anything to go by, ma’am.” “Heh, you like what you see?” “And more what I can imagine, ma’am.” “Well, thank you. Maybe I’ll leave the coat over my shoulder when I leave, eh?” The bulldog smiled, something that she wasn’t entirely used to, but was happy to take. Swishing her hips from side to side, she walked around the desk to the elevator and stepped inside as it emptied out. As soon as she inserted the card into the reader, the screen above it flashed ‘penthouse,’ and it was off. [i]So, someone rich enough to live in real luxury,[/i] she thought, pulling at the belt around the middle of her coat. [i]And someone with good enough friends to buy me for a full night…what kind of client am I getting tonight?[/i] Stella supposed she’d find out shortly. She pulled her arms free of the coat, letting it fall off of her and onto the floor, and she took a moment to look at herself in the reflective metal of the elevator doors. The bikini under her coat had slid out of place a little bit, and she pulled both at the bottom and the bra to make sure that it was situated properly on the right swells of her body. She supposed she was doing alright for herself, particularly compared to some of the other girls at the ‘talent agency’ that were more focused on building themselves off with magic than using what they had. Oh, she knew that it was a good skill to have, and Stella was more than aware that she was cheating herself a little by not using it, but… Well, she was doing well enough. Though her ears were long enough to make some people mistake her for a too-tall fennec, she was too bright-orange for anyone to think it for long, with a little black along the tip of her tail and at the ends of her arms and legs. She was slender, making her look a little taller than her five-foot-ten height, and she had the swell all vixens did in the chest and hips. [i]Hmmm, maybe the triangle bikini would have been better…[/i] Still, the crimson red cups did a good job of framing her breasts, keeping them from getting too wobbling in the coat and out in the open. Her nipples were already quite hard from the cold outside, and she smiled as she fiddled with them for a moment, making sure that they stayed that way. Further down, her bikini bottoms were all but framing her pussy, pulled in close. The red satin was just a little wet, something that she’d encouraged with plenty of lewd thoughts on the way. She wanted her sex to be completely on-display when she walked into the penthouse, making sure that this client got his first bit of fun just from seeing her. [i]And hopefully he doesn’t mind me getting out of these heels as fast as possible,[/i] she thought, shaking her head as she looked down at the five-inch spikes sticking out of the back of the shoes. [i]How does anyone like walking in these?[/i] Shaking her head, she picked up her coat and threw it over her shoulder as the doors finally opened. A far more opulent hall greeted her, one with a total of four doors on the opposite side of the hall. A quick glance at the card confirmed that her client lived at the one at the far-left side, and she click-clacked her way down the marble floor right to his door – “Come in.” The invitation came before she could knock. Blinking, Stella hesitated before reaching for the knob and turning it. The door was unlocked, alright, and she stepped inside with a raised eyebrow. “Did you install cameras or something?” the vixen asked as she looked down the entry hall for the penthouse. “How did you know I was coming?” “Not quite. Come on in,” the same deep, surprisingly commanding voice called from further in. “Mind if I leave my shoes at the door?” “Feel free to leave your coat, as well.” [i]And there’s the spooky bit,[/i] she thought, leaving her high heels by the door and folding her coat on top of them. Worst came to worst, she could grab her coat and run; better to have that on top instead of her shoes if she had to beat a fast retreat, particularly with the way that those ones slowed her down so much. She went right to work-mode as she walked down the entry hall, however. Gone was the smiling girl that was a little bit curious and a little bit shy downstairs. In her place was the professional, all but strutting forward, her hips swaying and all but sucking her bikini bottom into her ass cheeks. The confidence that came with such a body as hers was on full display, and she sighed as she embraced it. [i]He’s going to take one look and get a boner from hell, I’ll bet.[/i] Stella rounded the corner into the living room. She had a split-second to see that there was no television, just row after row of bookshelves, and two couches, before she saw the person in front of the furniture. Her client was a dragon. She’d known that signing up. What she hadn’t realized was that the dragon would be a full head and change taller than her, to the point where her ears barely came up to his nose, and her head barely came to his chest. He loomed over her, dressed in no more than a black bathrobe, barefoot, black-scaled, and white-eyed as he looked down at her with a small smile on his face. “…Wow.” “That’s the usual reaction, yes,” the dragon said, nodding. “Would you like to take a seat, or are you supposed to do a little dance before socializing with your clients?” “How did you know I was coming?” “Heh, I’m guessing my students didn’t go out of their way to tell you what they were learning from me,” he said, sitting down and crossing one leg over the other. “I teach magic, dear. That means that I’m well aware of things that most people might miss. Like where you were in the hallway, and a few other things.” Nodding slowly, Stella adjusted her plans for the evening. There was a lot of magic in the city, of course – that was part and parcel with living out here, after all – but this was the first time that one of her clients had made such a display of it. Most of them were either keen to pump and dump, or were more into the idea of her showing off for them. They didn’t care about the magic; all they cared about was the pleasure. This one…was different. “So, you were hired to help me relax before tomorrow, hmm?” the dragon asked. “Well, yes, but I’m feeling like you’re having to help [i]me[/i] relax now. That doesn’t seem like part of the contract.” “Well, that’s what happens when people don’t do their job right. The people that hired you, not you, to be clear,” he said with a small chuckle. He was such a strange one. She’d had dragon clients before – they were actually surprisingly common clients for sex workers, considering the unique needs and size difference that they tended to have – but this was the first one that was more rueful and…honestly, gentle, compared to most of the others. She kept expecting him to switch up to a more intense demand, or feel rougher, ruder, even crude, but all she got was that understanding, oddly quiet smile of his. He tapped his fingers together, clearly considering something before shrugging. “So, what were you hired for? Specifically?” “Heh, business, at least,” she said, leaning against the nearest wall. “They said that you had a big business meeting tomorrow, and they wanted you nice and relaxed. Something about someone tempting you if you weren’t properly drained.” “Probably not as big a worry as they think, but continue.” “They paid for a strip show, as much vaginal and oral as you want, and something about foot fetish stuff if you were in the mood.” “What about anal?” “Extra,” Stella said, shaking her head. “I never get off to that, so I charge more for it, and they weren’t willing to pay.” “Funny that a girl’s willing to go along with licking feet and footjobs and isn’t so willing for that.” “I can take a bit of sweaty feet for a while. I don’t really get off to someone playing with my butt.” “Hmmm…” That ‘hmm’ finally put them on familiar ground. Stella had heard more than a few clients make that exact same noise when they realized that there was a boundary between what their money was getting them and what they wanted. She didn’t let her irritation show on her face; instead, she waited, wondering what the dragon would do to get at her ass. They continued to stare at each other for a full minute before the dragon reached for his robe pocket. He pulled out a wallet and pulled out one, two, three, a full ten hundred-dollar bills. He laid them on the arm of the couch, fanned out so that she could see each and every one of them. “…That’d be enough, I guess,” Stella said. “Ah, no. I’m not offering it as payment; I’m offering it as a bet.” “…A bet, huh?” Smiling despite herself, she pushed off the wall, slowly swaying her way across the room. Stella sat herself down on the other couch, laid out 90 degrees to the right of the one that the dragon had claimed. She rested her elbow on the arm of the couch, smiling at him. “And what kind of bet are we thinking?” “Simple enough. I see if I can make you cum from anal. If I can’t, then you get that, plus a little more. If I can…then you let me keep going, without having to pay the extra.” That was a simple enough bet, and honestly, it was one that intrigued her. Normally, a round of the butt-stuff was another hundred on top of everything else that she was already paid. Either the dragon didn’t know what kind of prices she actually had, [i]or[/i] he was trying to pull her in with an offer that no sane woman would refuse. [i]And it’s not like he can just get me off that easily…[/i] “Heh. I think I like this offer, Mr. Draconicon.” “Call me Draconicon, for now. No mister needed.” “Alright.” After the dragon put the bills on a table in the nearby kitchen, a mug on them to keep them from being blown away, Stella stood up and slowly pulled her panties off. She made sure to put on quite the show, pulling them down, down, down her legs, stepping out of them slowly. She could feel the dragon’s eyes on her the whole time, and could just bet that he was enjoying the view of her curvy rump. Most men did, after all. She slowly stepped out of her panties, taking her time to really let every bit of her leg show, revealing the bottom of her foot for a half-second for him to take a good look at, before leaning all the way forward and gripping her ankles. Looking between her legs, she could see the dragon’s bulge slowly forming up in his robe, pushing it up along one side as it rose between his legs. [i]Heh, he loves it, alright. I bet he gets too impatient and just blows his load before I get anywhere close.[/i] Stella ran her arms up her legs, all the way along the backs of her thighs, along her cheeks, and then right in-between. Her fingers fanned out, teasing her ass, before pulling the cheeks apart, showing off both her holes at once. “Heh, what do you think?” “I think that your ass needs more of a stretch.” “Most people don’t pay for that. And besides, my pussy isn’t bad.” “Not at all. But it’s not where my interest lies.” “Heh, fair, fair.” She slowly stood up, her tail flicking side to side as she kicked her panties across the room. He picked them up as he returned to the couch. “So, how do you want to do this? How are you going to ‘make me cum,’ hmmm?” “A long process. But one that I think that you’ll enjoy.” “Heh…we’ll see.” “Alright. Turn around. Face away from me.” About what she expected. She rolled her eyes once he was no longer staring at her face, imagining that he’d probably start fingering her. Most men started with that; either they went for her pussy and got their fingers slick first, or went ‘accidentally’ right for her ass, ruining the mood. She imagined that the dragon would probably be nicer, but – [i]Oh, god, he’s big.[/i] He grabbed her hips and slowly pulled her back, dragging her ass right in front of his face. His thumbs were bigger than some people’s cocks, and she had to admit, it wasn’t a bad feeling getting manhandled like that. Feeling his fingers digging into her hips, his thumbs rubbing her cheeks before forcing them apart again – [i]Ah.[/i] The sudden heat of his breath against her ass was definitely a surprise, but the part that caught her most off-guard was the sudden warmth of his tongue against her asshole. Her eyes went wide and her breath caught in her throat as he licked around and around her pucker. Each little tease, each little lap tickled her backdoor, and she was shocked at how intense the feeling was. It wasn’t the first time that she’d been rimmed – some of her clients were nice enough to do that before railing her, when they paid for it – but this was…this was something…more intense. It tickled her, almost tingling as the forked tips played over her pucker. They traced different circled along her hole, slicking her up, teasing her with an insistent warmth. [i]Okay…okay, so, he’s good with his tongue. That doesn’t mean anything. That doesn’t mean anything at –[/i] His lips were right against her asshole, and his tongue ground against her hole for one second, two, three before it was inside. It [i]tingled,[/i] somehow, and – “Mmph…ah…ah…” Why did it feel [i]good[/i]? No. Why did it feel [i]great[/i]? Stella huffed and puffed, clenching her teeth as she grabbed hold of her thighs for dear life. The constant licking back there was driving her up the wall, and her tail was all the way up, bottle-brushy with just how painfully good that tongue was already feeling back there. Her pussy was already dribbling down her thighs, making her want to touch it, but the dragon – [i]Why…why is his tongue…oh fuck…[/i] The squelching, wet sounds of it pushing in and out between her cheeks was driving her crazy. Her big ears could pick up every last sound, and it was nasty and sexy at the same time. In, out, in, out, thrusting past her cheeks and into her hole, wiggling around like some tentacle gone inside before pulling out again. The constant slime of his saliva back there was…surprisingly nice, and… And there was something else. [i]He’s…is he…is he doing…[/i] He had to be doing something. Anal, even rimming, never felt this good before. This had to be his fault. This had to be – “Ah!” She gasped, her eyes rolling back as he managed to wiggle a few more inches of tongue inside of her. It was so wet, so easy, so gentle, and yet, she couldn’t do a damn thing about it. The forked tips twisted about, touching and teasing her insides in ways that she didn’t know a tongue could do, and it was driving her mad. [i]This…this shouldn’t feel…so good…[/i] But it did. It wasn’t enough to get her to cum, but god, if it could feel this good to have a dragon tongue this far up her ass, maybe she should have taken some of the other dragons up on the offer of sitting on their faces. Maybe a good forked tongue was all she needed to get this close. But it was only close. Not there. Not yet. She huffed and puffed, slowly getting used to the intense stimulation. She let go of her leg with one hand, reaching back between them to tease herself – Smack. Draconicon slapped her hand away from her pussy before she could reach it. She yelped and looked over her shoulder as he slooooowly retracted his tongue from her asshole. The little ‘squelch’ that it made when it popped free – and the little bit of looseness left behind, and the emptiness inside – left her feeling far more deprived than she expected. “Ah, ah. No teasing yourself. If you’re going to cum, it’s going to be from what I do to you. Understand?” “…That’s fair,” she muttered. “Now, don’t touch yourself. And just ride it out. Once I get you nice and slick inside, we’ll move on to the next step…” # [i]Stella arched her back as the new nipple vibrators kicked into high gear. With two little bullets on either side of each nipple, the sensation was intense, almost painful, buzzing away in a tickling, tingling, harsh way. Draconicon’s tail tilted the little controller for the vibrators up and down on a slider, shoving her pleasure up, then down, then up again. All the while, she was forced to sit on his leg, leaned against him. His lips teased her ears, kissing and playfully nibbling along the tips of them, and whispering something…something warm and deep. “Such a good little anal girl,” he growled in her ears. “You love that feeling, don’t you? Something so deep, something so far inside of you…something that works you up in such a primal way…” She didn’t have the air to argue; he had two fingers deep in her hole, pulling at her ass every few seconds. He used them like a hook, tugging at the top of her rim, then slowly pushing her down again. His fingers were rougher than his tongue, less smooth and giving her more of the scaly texture that she was used to, but there was something about the way that they moved that sent shivers through her body. Really good shivers, at that. Bzzzz. The sudden vibration at her nipples distracted her, his whispers coming through almost inaudibly. Her mouth hung open as her pussy drenched itself. “Such a good girl. It’s so intense, so much more powerful than just little pussy pleasure. So much…deeper. So much…hotter. So much…more embarrassing…” It was definitely that. Butt-stuff wasn’t supposed to get her this riled up. She’d never enjoyed anal to this extent, and her head was spinning as he kept thrusting his fingers in, out, in, out, the sheer width of them forcing her pucker to bend and flex and burn in response to the sheer girth of them. Not as wide as his cock, not by a long stretch, but his rimming had done just enough to allow them to get in at all. Them moving, them twisting, scissoring, teasing, was more than her body was ready for. She kept gasping for breath as he slid the vibrators down in strength again, whimpering. “So…close,” she whispered. “Not yet. Not until you can cum from this.” He worked her up again, the fingers going in, out, in, out, taking his time. She could barely believe that she was taking them both, feeling the burn that rose, then faded away, then rose again as he worked them in slightly deeper. Yet, even though the discomfort was there at first, it kept turning into something else. It was…it was almost like the pain in her butt was becoming a pleasure in and of itself. He buzzed her again, and she screamed against his chest. “Not yet…not yet…”[/i] # [i]She was bent over the arm of the couch, and her tail was flagged and off to the side. Her asshole was soaked with his spit, her juices, and more than a little amount of lube, but even that didn’t seem like it was going to be enough. Not with the monster that Draconicon had swinging between his legs. The vixen looked over her shoulder again. She still couldn’t believe the thick rod that laid over her ass cheeks. The damn thing was at least three and a half inches across, as wide as her wrist, and the uncut shaft rubbed against her ass with at least fourteen inches in length. The huge thing would break anyone that tried to get it in their pussy. And it was about to go in her ass. “Mmmph…I can’t believe…I agreed to this…” “And yet, you’re the one with a winking asshole that’s begging for something to be rammed inside, aren’t you?” Draconicon asked. “Don’t remind me.” “I’m just saying.” Tap. Tap. Tap. He nudged her hole with his cock as she held her cheeks apart. The sheer slickness back there was the only thing that was going to make this work, but even so – “Ah!” Stella gasped, her eyes going wide as she felt the heat of his cock right against her asshole. It pushed, and the heat got worse. Stronger, burning, stretching – “It’s big…so big…” “It’s not even past the head yet.” “Fuck…fuck…” It was bigger than two, three, even four of his fingers, and her eyes were all but bugging out of their sockets as he kept sliding forward. The sheer strain that was going on back there, the way that her hole felt like it was on the verge of ripping, the pain – oh the pain, but the wetness, and the – POP! “AH!” The dragon covered her mouth with a pillow, keeping her scream from getting any louder. She squirmed, grinding her face against it as her ass screamed for her, all but broken from the head of his cock alone. Stella wanted it out, she needed it out, she needed – POP! And then it was out…and she was empty. No. It wasn’t just empty. She was…she was deprived, almost as if that cock had been stolen from her. The pain was gone, but so was…so was the intensity… “Put it in…” Had she just – “Put it back in…right now…I…” Was she – “I need it…” “Heh, whatever you say.”[/i] # Stella was screaming again, alright, but for a completely different reason as Draconicon picked her up and rammed her back down again. Up, down, up, down, up, down, taking that massive cock between her cheeks over and over again, her mouth hanging open and her eyes rolled back in their sockets. POP! POP! POP! She wanted to scream at him, wanted to beg him to stop teasing her as he popped her on and off his cock over and over again. Each time he pulled all the way out, it was like she was pulled right back from the edge of her orgasm, but each time he rammed the whole thing back in, she felt better than she’d ever felt before. It was a torment, a total tease, but one that was almost worth it. “Getting close?” the dragon whispered in her ear. “Nnnngh! I’ve been close! I’m right there! Please, please, please, just let me cum. Let me cum, let me cum!” His chuckle was as dark and warm as his voice had been all through the night, but she still wasn’t ready for the sudden shift in positions. He rammed her face-down into the ground, one arm against the back of her neck as he started thrusting away, hammering his dick as far into her ass as it would go. Each slap of his hips against hers was followed by his balls against her ignored pussy, almost as if he was mocking it with each thrust. And he was perfectly right to. She couldn’t believe that she’d ignored anal this long. This was so good. This was so much better. The vixen drooled as she got the hammering of a lifetime from the black dragon, her eyes rolled back in their sockets as her moans got louder and louder. Her ass, loosened and broken in from fingering, rimming, and the monster that was claiming it right then and there, was a sloppy, eager mess, taking every ramming thrust as eagerly as her pussy had ever done for smaller cocks. She no longer wanted it; she needed it. She moaned louder and louder as she felt her orgasm rolling closer and closer, her eyes rolling back in their sockets once more as she realized that her client wasn’t going to stop. He was taking both of them right to the edge again, and she could feel her body shaking from head to toe. She was almost there, almost there, everything tightening, her legs shaking and her toes curling – Heat. Grunts. [i]Pleasure.[/i] Stella came, and she came so hard that she lost herself in it. The world disappeared, and all she knew was the spasming, rolling, all-consuming pleasure that came from her first-ever anal orgasm. Everything tensed, everything felt hot, and wonderful, and she couldn’t see, or think, or anything. When she finally came down from it, she was still on the floor, her ass in the air, but there was something hot oozing from her. She knew it had to be the dragon’s cum, but even that little bit of dribbling goo felt substantially better than any vaginal creampie that she’d ever allowed. The vixen slowly reached back between her legs, tracing the outline of her asshole with one finger, and winced. [i]Oh, wow…that’s…that’s a gape…[/i] It was healing, or she would have been gaped wider than her fist, but she could still fit one finger inside of her spasming asshole without touching the walls. If her body wasn’t good at bouncing back from things, she could only imagine the damage that might have been done from that massive cock. She tried to get to her feet, but all she managed was flopping onto her side. At least it rolled her in the right direction to see the dragon walking back from the kitchen. “I thought you could use some water,” he said, putting the cup on the floor with a straw that was just flexible enough to bend down to her mouth. “How are you feeling?” “…fuzzy…” “Yeah, that’s not surprising, heh. But I think I won the bet.” “Mmmph…” “Let’s wait for an hour or so, then we’ll see if you can cum harder in different positions. My cock’s looking forward to getting better acquainted with your ass, heh,” he said, patting her head. Any other night, she would have grumbled at that. Someone paying to use her ass and leaving her like this – particularly someone that had no way of getting her to cum – would have gotten some claws, or at least a flash of teeth in response. She’d never allow someone to get a second round while her asshole was still in recovery, particularly with something that had been as big as he was. This time? This time, she almost begged for him to get started right then and there, and only managed to restrain herself because she had a straw in her mouth at the time. She didn’t know what had changed, but something had…and it might even be good enough to make her into an anal-only girl. It felt [i]that[/i] good. [b][u][center]The End[/center][/u][/b] Summary: A sex worker is sent up to Drac to give him a night to relax. She ends up making a bet on anal stuff with him. Tags: M/F, Anal, Anal Addiction, Dragon, Draconicon, Vaguely Docetri, Vixen, Size Difference, Rimming, Rimming a Female, Dominant Rimming, Anal Fingering, Fingering, Nipple Teasing, Breaking In, Bet, A Little Magic, Orgasm, Cum,