Dale wasn't going to go to his friend's Christmas party. He was going to stay home, open the bottle of whiskey he'd treated himself to, and get drunk enough to forget - for a few hours, at least - that the girl of his dreams had broken up with him a month ago.
He went to the party, though. He'd gotten enough texts and voicemails asking him to go - a gift of sorts from his various friends - that he caved, put on something nice looking, and went to the party.
For the first half hour he regretted his choice. Then Sadie walked through the door. Dale was taken by the enchanting blonde in the red dress and heels. He couldn't quite say why - she was beautiful, but it was something more than that - but he couldn't keep his eyes off of her.
Imbued with an uncommon level of courage, Dale made a beeline for her. He flirted. He offered to make her a drink to celebrate the season and whipped up a Christmas cocktail his girlfriend had taught him the year before.
He spent the rest of the night flirting with Sadie and as far as he could tell, she happily flirted with him too. They moved through the house chatting with various friends but doing so by each other's sides. On one occasion they found themselves under the mistletoe and Dale took the opportunity to kiss her. To his great surprise, Sadie welcomed the kiss. To his greater surprise, she was the one to offer her tongue, taking it far beyond his expectations for a first kiss and into something sexually charged.
They talked, flirted, touched, and kissed - when they found a little time alone - for the rest of the party. They were among the last people to leave and Sadie surprised Dale once more by inviting him back to her place. He accepted without hesitation.
Sadie lived on a high floor in a remarkably nice apartment building. So nice, in fact, that Dale was certain her apartment would be tiny as he couldn't imagine anyone other than high-level executives in finance could actually afford the monthly rent.
It wasn't a tiny apartment, though. It was remarkably spacious. It had floor to ceiling windows and breathtaking views of the city that were enhanced by the snow that had begun to fall as they walked into the building's lobby.
"This place is incredible," he said while admiring every perfect detail of the place.
"I know," Sadie replied before taking off Dale's jacket and kissing his neck. She moaned while doing so and his cock stirred like it had each time she'd kissed him that night. "Let's have another drink."
Sadie hung up their coats in the closet by the door and disappeared into the kitchen. Dale followed and tried not to let his jaw drop as he admired how spacious, beautiful, and well-appointed it was.
"Do you cook?" he asked while staring at the copper cookery that hung above the Viking stove.
"Not really," Sadie answered.
Though they'd talked all night, Dale realized he hadn't learned much about Sadie. She'd been vague about her job, about where she went to college, about her family. He figured she wasn't the type to share much with someone she'd just met. The obvious signs of wealth in her apartment only made her more enchanting, though, in large part because she was such a mystery.
"Champagne?" Sadie asked as she pulled a bottle from the fridge.
Dale saw the brand and clocked that the bottle likely cost in the neighborhood of $300. "I'd love a glass."
In Dale's world, champagne was reserved for celebration. He was increasingly convinced that Sadie lived in a different world and Dale felt lucky to have secured an invitation - even if it was only for a night - into that world.
Sadie popped the champagne cork with surprising ease and deftly poured the bubbly liquid into a pair of elegant-looking flutes she'd placed on her marble countertop.
She picked up both glasses and handed one to Dale. "A toast to what should be an incredible night."
Dale raised his glass and sipped the exquisite champagne while holding Sadie's gaze. She did the same and then her lips curled into a devilish smile before she stepped closer and kissed him.
Her tongue tasted of champagne and her lips were wet with it. Her body felt firm and her breasts soft as she pressed against him. He held the glass in one hand and let the other roam down her back to grab a handful of her ass, eliciting a moan into his mouth.
"You're so sexy," he said as she stepped back.
"I know."
Sadie smiled, walked past Dale, and beckoned him to follow as she walked out of the kitchen. He did so, trailing her and staring at her legs and her remarkable ass while she led him into the living room, which featured a fireplace, a massive television, a leather couch and a matching leather armchair, a flawlessly decorated Christmas tree, and those incredible windows that looked out over the city.
"Sit," Sadie said as she gestured to the couch.
Dale sat and sank into the exquisitely soft cushion. His eyebrows shot up in surprise when Sadie sauntered to the armchair, turned around, and sat while smiling at him.
She sipped her champagne as he pondered the reason for the distance between them. He'd been certain that his night would end with the two of them in her bed, but suddenly Dale was far less certain of that outcome.
Sadie set her champagne glass on the small table next to the armchair and then reached down and slowly pulled up the bottom of her dress. She took her time as Dale alternated between staring at her increasingly exposed thighs and her smile, which struck him as decidedly naughty, like she had a plan for the evening and she took great pleasure in the fact that Dale was utterly unaware of how things were going to play out.
"Do I turn you on, Dale?" she asked as her panties - made from red lace, just like her dress - came into view.
"Yes. Very much so. From the moment you walked into the party tonight I couldn't keep my eyes off of you."
"I noticed. You seemed quite taken with me. More than any other man there. That's why I chose you."
He looked up from the glorious view between her legs and asked, "Chose me? What do you mean?"
"I wanted to have fun tonight. I wanted to be with a man that would do as I desired. Most men - even the ones that deeply desire me - just want to do as they desire. Every once in a while, though, I come across a man that's willing to do damn near anything I desire. I think you're a man like that, Dale."
Dale wasn't sure how to respond. He didn't know if he was a man like that because he didn't know what Sadie wanted him to do.
"Would you like it if I took my panties off, Dale?" she asked in a soft, seductive tone that made his loins tingle.
"Very much so."
Sadie lifted her hips and slid the panties down her long, smooth, toned legs. She let them dangle in her finger for a few moments before the delicate red lace fell to the floor. Sadie kept her legs closed for a handful of seconds before slowly spreading them.
Dale leaned forward as Sadie exposed her pussy. Her labia had parted ever-so-slightly and the space between them glistened with desire. A small strip of pubic hair above her clit acted as a guide to where an eager tongue should begin its journey, but otherwise her private parts were bereft of hair.
"Do you like my pussy?"
"It's beautiful."
Sadie ran two fingers over her labia and rubbed in slow circles around her clit. She moaned softly and Dale looked up to see her grasp one of her breasts through the lace of her red dress.
"Would you like to be inside my pussy, Dale?"
"More than anything."
She moaned again and he hoped that meant she was keen on having sex with him.
"I'm a little different than most women, Dale," she said softly. "I don't find a great deal of pleasure in vanilla sex. It's not bad, of course, but it's not the thing that truly satisfies me."
Dale wasn't especially well-versed in anything outside of vanilla sex, but he was utterly enchanted with Sadie and felt as though he'd agree to just about anything.
"I don't mind a bit of kinky play," he said.
Sadie laughed. "I have a feeling you don't have much experience with kinky play, Dale."
"I don't."
"So you don't really have any idea what you're getting into. I'll tell you what, I promise I'll be gentle with you tonight. I'll give you just a little taste of the kind of fun I like to have. How does that sound?"
Dale's cock was hard by that point as he watched Sadie masturbate while she talked. She did plenty of moaning, too, and it was like every erotic sound traveled on a highway directly to the arousal center of his brain.
"Finish your champagne and get naked for me, Dale," she instructed.
He downed the rest of the expensive champagne and then stood and stripped as quickly as possible. Sadie grabbed her glass and sipped it as she watched. She masturbated, too, alternating between rubbing her clit and fingering her pussy while she eyed him.
"Very nice," she said when he took his shirt off. "You're fitter than I expected."
"Thanks."
Dale worked out regularly, though he was far from the fittest guy in the gym. He felt proud that he was fit enough for Sadie, though.
"That's also very nice," she commented as he lowered his underwear. "Bigger than I expected."
Dale felt even prouder, though he knew it was foolish to feel pride over the size of his cock, which was nothing more than a favorable genetic role of the dice.
"Don't count on using it tonight, though," Sadie added. "The kind of fun I like to have doesn't always involve a man's cock coming anywhere near my pussy."
He felt a touch of disappointment, though it was quickly washed away by staring between her legs and watching as Sadie fingered her remarkably wet pussy.
"Get on your knees for me."
Dale fell to his knees without hesitation, putting a smile on Sadie's face in the process.
"You should know that it turns me on when a man does as he's told, Dale."
She plunged three fingers into her pussy, closed her eyes, and moaned while moving them in and out of her wetness. Those fingers departed her pussy and Sadie held them up. They glistened in the light and Dale stared as his hand moved to his cock.
"No touching without permission," she said.
It took Dale a moment to realize she was talking about his masturbation. He moved his hand away and let it fall to his side.
"Good boy," Sadie said softly. "Now crawl to me."
It felt weird to get on his hands and knees and crawl across her living room, but Dale did it. He was rewarded with a gentle moan from Sadie, as well as the pleasure of getting closer to her pussy, which looked far more appealing as he neared it.
"Look up at me."
Dale stopped just a few feet from Sadie and looked up. She leaned forward, reached out, and rubbed her three fingers - the ones that had been inside her - over his lips.
"Open up."
Dale opened his mouth and Sadie placed her fingers on his tongue as a devilish smile crossed her lips.
"Suck."
He sucked on her fingers and in an instant a look of intense pleasure washed over her face. She moaned like it was her clit he was sucking on and began to move her fingers in and out of his mouth.
"Keep your lips sealed tight around them, Dale," she said softly. "That's it. Just let me fuck that pretty mouth of yours. Let me invade you with my fingers. Let me penetrate you."
Dale was surprised at the arousal her words produced. His cock felt remarkably hard and that was without the benefit of any physical stimulation. His arousal was more than that, though. It encompassed his whole body. It made his head tingle.
Sadie pulled her fingers free and wiped them on both of her inner thighs. She laid back and then inched her hips forward until her pussy rested right at the edge of her leather armchair.
"Put your tongue inside me and hold it there," she instructed. "Keep your mouth open, too."
Dale pushed his tongue in her pussy and bathed his taste buds in the sweetness of her juices. Sadie smiled down at him, lifted her dress a little higher to expose her taut stomach, and then slowly upended her champagne glass over her belly button.
The sweet, bubbly liquid dripped down Sadie's stomach, through her pubic hair, and onto Dale's tongue and lips. He swallowed as she looked down at him with a delighted smile on her face.
"Lick my clit," she said.
Dale licked all around her pussy first, soaking up the champagne and eliciting a moan. Then he worked Sadie's clit, licking and gently sucking as she put a hand on his hair, took a tight grip, and sipped her champagne.
"Fuck, you're good at that. Just like I'd hoped you would be, Dale."
Dale had always enjoyed giving oral sex. Even more than receiving it, in fact, and he took great pride in the fact that he was capable of making such a beautiful, sexy woman feel good.
Sadie tilted her glass and drank the last of her champagne. "I'm all out," she said before making a playfully sad face. "I want more. Go fill my glass."
Dale stood and reached for the empty champagne flute, but Sadie pulled it away. He leaned in and she grabbed his cock and gave it a few slow strokes.
"You're so hard."
He smiled. "I like eating pussy. I love it, actually."
"Kiss me."
Dale leaned down and his cock slipped from Sadie's grasp as their lips met. He tasted champagne and he wondered if she could taste her pussy. His dick got harder thanks to her exceptional skill as a kisser and when it was over Dale remained still with his eyes closed for a few seconds as he let the pleasure of the whole experience wash over him.
"Let me get you more champagne," he said.
Sadie offered her glass and Dale took it and headed for the kitchen. He filled it very nearly to the top, took a sip for himself, and returned to the living room. Sadie had been busy as she now stood in the middle of the room without a stitch of clothing on her body. All that remained was a pair of red high heels. Dale stopped in his tracks as he wasn't sure he'd ever seen a naked woman as breathtaking as Sadie.
"You're perfect," he said.
She laughed. "Hardly, Dale, though I'll admit that my body is rather fetching."
He approached and handed her the glass. "Fetching is an understatement."
She smiled, took a sip, and pointed to the floor at her feet. "You need to be on your knees. Once you get there, you need to be kissing my shoes."
Dale fell to his knees, bent over, and showered Sadie's heels - and the tops of her feet - in a series of kisses. It was the first time in his life he'd kissed a woman's feet - or shoes - and yet it felt like a perfectly natural thing to do.
"Get your mouth on my pussy," she instructed.
Dale sat up and pressed his lips against her pussy.
"Look up at me."
He directed his gaze upwards and saw Sadie rest the rim of her glass between her cleavage. She slowly tilted it until the champagne trickled out and ran down her stomach. Dale caught some of it with his tongue, though quite a bit dripped down her legs and onto the hardwood floor.
"Lick me clean. Start from my feet."
He bent over and licked the champagne from her feet and shoes. He licked it from her ankles, calves, knees, and thighs. He licked it from her pussy. He stood to lick it from her stomach and a little from her breasts. Then he went for a kiss and Sadie smiled and welcomed his tongue into her mouth.
"You forgot to clean the floor," she whispered. "Do it now. With your tongue."
Dale fell to his knees, bent over, and licked the champagne from Sadie's floor. It felt oddly pleasurable to do so and he was rewarded by a moan from the woman standing naked above him. A few moments later the sound of her masturbation filled the room and his dick throbbed at the idea that his willingness to lick Sadie's floor clean was arousing to her.
"Get on your back."
Dale moved to his back and felt the wetness of his saliva and the champagne - he hadn't fully cleaned the floor - against his ass. Sadie straddled him and offered Dale an exquisite view of her pussy and perky breasts as she looked down at the man in her thrall.
"You're more fun to play with than I thought you'd be, Dale," she said. "I like that you've exceeded my expectations. You might be worthy of being my playmate again."
"I'd love that."
Sadie smiled and tilted her glass. The champagne splashed on Dale's chest. He closed his eyes as the droplets sprayed on his face.
When Dale opened his eyes Sadie's pussy was descending towards him. She sat on his chest and moved her hips back and forth, soaking her loins in champagne and spreading it through his chest hair and over what felt like every inch of his skin.
"I'd like to sit on your face," she said.
"I'd like that too."
Sadie smiled. "I'd like to smother you, Dale. Smother you with my pussy. Smother you and make it hard to breathe. Would you be okay with that?"
He saw the arousal in her eyes and nodded.
Sadie dragged her hips forward and dropped her pussy onto his face. She pulled it forward and suddenly his mouth and nose were covered. It was, in fact, hard to breathe. It wasn't impossible, though, and Dale was caught up in the surprising thrill of surrendering himself to whatever the gorgeous, naked blonde sitting astride his face wanted.
"Fuck," Sadie said softly as she rested more of her weight on Dale's face, making it even harder to breathe.
It took half a minute before he felt a gentle sense of panic set in. Sadie must have seen it in his eyes, because her face lit up. She moved her hips back and forth a little faster, grinding her clit against his nose and mouth and spreading more of her wetness.
Dale sucked in air whenever he could and tried his best to keep the panic at bay. Sadie was in full control, though, as she would go a good ten seconds without letting him breathe before giving him just a split second to suck in air. She was getting off on it, too, as she seemed to be nearing an orgasm.
"Fuck, I'm cumming!"
She sat entirely on his face and Dale felt full panic set in. He kept his hands at his sides, though, as she climaxed and seemingly did so without paying too much attention to the man struggling beneath her.
Dale gasped for air when Sadie finally lifted her hips and sat across his chest. "That was fun," she said. "Though it looked like you were struggling a little."
"I was."
"I like that you let me do what I wanted, Dale. I like that you surrendered to me. It makes me want to play with you again."
"I'd like that."
She smiled. "Naughty boy."
Sadie stood and helped Dale to his feet. She finished her champagne, set the glass on the coffee table, and took his hand. Sadie led him into the nicest bathroom he'd ever seen. She stepped into the remarkably spacious shower and turned on the water as Dale stared at her remarkable ass.
"You're staring," Sadie said as she waited for the water to warm up.
"I know. I can't help myself. Like I said, you're perfect."
She laughed. "And like I said, I'm not. Most men wouldn't have been interested in being smothered by a woman. Most men wouldn't have willingly let me control their breath for my pleasure. Most men wouldn't have happily struggled beneath me while I came."
Dale stepped closer and put his hands on her waist. Sadie looked over her shoulder and smiled. She pressed her ass into his crotch and his cock brushed against her pussy lips for a moment, sending a shiver of pleasure through his body.
"Why don't you eat my ass while we wait for the water to warm up."
He fell to his knees, spread her ass cheeks, and gave the very first rimjob of his life as Sadie moaned. He remained on his knees for quite some time. In fact, he rimmed her until long after the water had warmed up, at least based on the steam that began filling the bathroom. Dale felt no desire to stop eating her ass, though, as he found it unusually pleasurable to run his tongue over her asshole while she moaned.
Sadie stepped into the shower and offered Dale her hand. He stepped into the hot water and felt an instant sense of relaxation as it ran over his shoulders and down his back.
Sadie picked up a bar of soap and rubbed it vigorously between her hands. She smiled before moving behind Dale and running her hands over his back. He closed his eyes and smiled at how good it felt.
Sadie soaped up again and ran her hands over his ass. He tensed up when one hand moved between his cheeks and briefly danced over his asshole.
"It's okay," she said. "You can relax."
Sadie pressed her naked body against his back and took hold of Dale's cock. Her wet, soapy fingers moved over his rigid shaft and she twisted her hand each time she found the head, adding an extra layer of pleasure that made him putty in her hands.
It wouldn't have been hard to make him cum, but Sadie instead spun him around and kissed Dale. She then handed him the bar of soap and turned around. He washed her back just as she'd washed his.
"Hey, if you don't mind me asking," he began while moving his hands over her back, "but how can you afford a place like this?"
She looked over her shoulder and smiled. "I lied about my job."
"Oh really? What is it you do?"
"I'm a companion."
Dale was fairly certain he knew what she meant, but not entirely so. "A companion?"
"An escort. A prostitute. A whore. There are lots of words for it, but I prefer companion because it communicates that I'm not cheap. Not even close, in fact. If I was cheap, I wouldn't be able to afford the $15,000 a month rent on this glorious apartment."
Dale was suddenly quite nervous that he'd made a very expensive mistake.
Sadie smiled. "If you were paying, Dale, you'd have already fucked me. There's no need to worry. Tonight was about my pleasure, or at least that's what I thought it would be. I was confident you'd do what I wanted, but I wasn't confident you'd actually enjoy it. You have, though."
He ran his fingers between her ass cheeks and she smiled. "I have. I really have."
Sadie spun around and they kissed. Her wet, naked body felt exceptionally good against his.
"Get on your knees. I'm going to fuck your face."
Dale fell to his knees and Sadie grabbed a handful of his hair and pulled as she moved backwards until she stood against the shower wall. She guided him between her legs, held his face still, and quite literally fucked him with her pussy. He was nothing more than a toy in that moment. He existed for her to rub herself against. He existed to create friction so she could cum. He was delighted to be useful in that way and his dick remained rock hard right through Sadie's orgasm.
"That was lovely," Sadie said as Dale looked up at her through the steam the hot water generated.
She slowly turned around and pulled her feet together. He ran his hands up the backs of her legs, over her ass cheeks, and up her back.
"Slide your cock between my legs. Fuck them while you eat my ass. Don't you dare cum, though."
Dale pushed the head of his cock between Sadie's calves and began to thrust. He spread her ass cheeks and pushed his face between them. He rimmed her vigorously while fucking her legs and he marveled at the sheer pleasure coursing through his body.
Dale slowed his thrusts as he neared an orgasm. As much as he wanted to cum, he didn't want to defy Sadie. It felt so fucking good, though. All of it felt so good in a manner he never would have imagined.
"Stop."
Dale pulled his cock from between her legs and looked up.
"Stand up."
He stood and Sadie soaped up her hands and moved behind him. She grasped Dale's cock and stroked him slowly. She kissed the back of his neck as her fingers moved down his back and between his ass cheeks.
Dale tensed up as her fingers moved over his asshole. He'd never been touched back there. Her fingers moved past and she rubbed his taint a little before returning to his asshole.
"You don't have to be nervous," she said as Dale again tensed up. "It can feel good."
Her hand felt good moving up and down his cock. Her fingers felt good rubbing over his asshole, too, though Dale struggled to completely relax.
"I have a few clients that I let have my ass. I was hesitant at first, but it can feel good. One of them has a rather large cock, but he still manages to make it feel good because he takes his time and rubs my clit while he takes my ass."
Dale was surprised at how arousing it was to think of Sadie having anal sex with someone else. His cock surged in her hand and her strokes felt a little better.
"Do they...do you entertain clients here?"
She kissed his neck. "Do you mean have I been fucked in the ass in this apartment?"
He groaned.
"No. I've never had a client here. I meet them in hotels. Sometimes they fly me all around the world, in fact. This is my sanctuary, Dale. The occasional playmate like you visits me here, but I don't allow my playmates to have my ass. As you're about to find out, if it happens, it's the other way around."
Sadie's finger slipped inside Dale's asshole. He tensed up, but she was inside him. She moaned and stroked his cock faster. Her finger moved in and out of him.
"That's it," she said. "I'm inside you, Dale. Now keep breathing. Let me fuck you. Let me pleasure you. Let me show you how good it feels to be taken."
Dale groaned, though largely because the handjob felt so fucking good. Having her naked body pressed against his felt good. The intermittent kisses against his neck felt good. He wasn't quite willing to fully grapple with it, but there was something oddly pleasurable about her finger moving in and out of his ass, too.
Dale felt pressure against his anus. A second finger was added. It hurt a little. He was wet down there, though, thanks to the shower, and she slid into him with ease.
"Oh, fuck," he said.
"Kiss me, Dale."
He turned his head. Sadie's lips found his ass she fingered his ass and stroked his dick.
"Cum for me," she whispered.
Dale couldn't help himself. He came hard with her fingers pumping in and out of his ass and her tongue mingling with his. His body shuddered with pleasure as he climaxed, so much so that he had to rest his hands against the wall to stop himself from falling to the shower floor.
When he'd finished, Sadie slowly pulled her fingers from his ass and washed them thoroughly with soap. She gave his ass a quick wash, too, and then pulled him close for a soft, lingering kiss.
"Did you enjoy that?" she asked.
"Way more than I thought I would."
Sadie caressed his face and smiled. "I think we could have a lot of fun, Dale, if you'd like to continue to be my playmate."
"More fun like this?"
She nodded. "This, yes, but other kinds of fun, too. I don't want to spoil anything, though."
"I'm up for anything," he said, though Dale wondered if that was actually true.
"Good, because I need to pee and I'd really like to do so on your body. We can do it here in the shower, though, so it won't be too bad. Not this time, at least."
She put a hand on the top of his head and Dale dropped to his knees and eventually to his ass.
"You can keep your mouth closed this time," she said. "And your eyes. When I'm done you can eat my pussy again."
Dale closed his eyes and mouth. He felt Sadie step closer. He couldn't believe he was going to let her piss on him. He couldn't believe he'd let her finger his ass while jerking him off, though. It was a night of new experiences and he'd just committed to more nights just like it.
Dale was ready to try new things, though, if it meant getting to spend more time with Sadie, so he braced himself to be covered in her hot piss because that's what it took to be close to her.