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Dale had never stayed at a Ritz-Carlton. In fact, he'd never stayed at a hotel that remotely approached the sense of luxury and world class service he'd experienced upon stepping into the hotel, where he'd been greeted by a bellman that seemed eager to do just about anything necessary to make Dale's night just a little bit better. All he'd needed was directions to the elevators, though, as Dale had been instructed by Sadie to meet him at that hotel.
He rode the elevator to the floor she'd given and knocked on the door to the room she'd given. She answered the door dressed in a satin robe, though the stockings she wore led him to believe she also had on lingerie, no doubt at the request of the man that had covered the expense of the room.
The room was a suite with a living area, a massive bathroom, and a luxurious bedroom. Sadie took Dale's hand and led him to that bedroom. She crawled into the bed and invited him to do the same so he could marvel at the comfort, which surpassed any bed he'd ever set his body upon.
Sadie rested her hand on Dale's chest as she explained her expectations for him that night. When she'd finished, Dale confirmed that he understood his role and that he was eager to help her.
"This will be likely be more difficult than you're imagining," she said softly. "But I expect you to follow through, Dale. I expect you to do as you're told."
"I will," he answered, though a gentle sense of worry gripped him.
Sadie caressed his face and her sudden tenderness filled him with warmth and a burst of lust. She stoked those particular flames by kissing him and letting her lips remain against his for a few blissful seconds.
"Strip to your underwear," she whispered. "Then take your place."
Dale stripped and sat in the elegant wooden desk chair that Sadie had positioned next to the bed. He placed his hands on the armrests and she walked over and gently applied a pair of zip ties to his wrists, binding him to the chair.
Sadie then turned around and sat in Dale's lap. Without saying a word she offered a lap dance, luring his cock into a rigidly erect state and filling his body with an intense kind of arousal, no doubt driven by his having gone several days without an orgasm.
"Remember," she said while grinding her perfect ass into his crotch, "tonight, you're my boyfriend. My pathetic beta male boyfriend. This is not something you're supposed to enjoy. This is a punishment for being so pathetic."
"I know."
Sadie stood and left the bedroom. Dale sat alone and bound to the chair. Fifteen minutes passed before he heard a knock on the door. Sadie welcomed her client and Dale heard the sounds of a bottle of champagne being opened, glasses clinking together, and conversation, though he couldn't make out the words through the closed door between the bedroom and living area.
Nearly an hour had passed before the door opened and Sadie strode through. The satin robe was gone and she looked breathtaking in a strappy bra, panty, and garter set that must have cost a small fortune.
The man that paid for the lingerie followed Sadie into the bedroom and immediately struck Dale as far more attractive than he thought he'd be. In fact, he looked like the kind of man that would have no trouble securing the affections of a woman. It seemed that his particular desires had led him to pay for the privilege of living out his fantasy.
"Ian, this is Dale," Sadie said.
Ian smiled as he glanced at both of Dale's wrists. "Bondage, huh?"
Sadie caressed her client's cock through his slacks and kissed his neck before saying, "He's about to watch a superior man fuck me. He can't exactly be expected to remain still without a little bit of help. I mean, he's a pathetic beta bitch, but he's not quite pathetic enough to voluntarily watch as you give me what he can't."
Dale could see that Sadie had said exactly what Ian wanted to hear, so much so that he kissed her with great fervor while grabbing her ass and massaging the soft flesh vigorously. She moaned into his mouth and as far as Dale could tell her pleasure was real, an unsurprising fact given that her job seemed as though it would be unbearable if she didn't enjoy entertaining the desires of the men that paid exorbitant sums to be with her.
As they kissed, Sadie loosened her client's belt and unbuttoned his pants. They fell to the floor as she lured his tongue into her mouth. Her fingers slipped under the waistband of his boxer briefs and he moaned as she encircled his cock and stroked him within the confines of his underwear.
"I want you, Ian," she whispered. "I need you. My pussy craves you."
He responded with a smile and pushed his hand into her panties. She was wet enough that Dale could hear Ian's fingers moving in and out of her. A part of him hoped that his willingness to play along with the client's fantasy was part of Sadie's pleasure, though of course it was entirely possible that she was wet simply because she was about to fuck a handsome, well-built, wealthy man.
"Do you suck his cock?" Ian asked.
"Never," she replied before glancing at Dale. "He's not worthy of my mouth."
It happened to be true that she'd never sucked Dale's cock and he suspected that she never would. She'd been quite clear about that, though he continued to hold out hope that she might break her rule and treat him to a thrilling oral experience, even for a few moments.
"I love sucking your cock, though," Sadie said as she turned back to her date. "I love having your long, thick, perfect cock in my mouth and I'm going to enjoy it even more tonight because my pathetic little beta cuck is watching."
Sadie sank to her knees and Ian looked right at Dale, who immediately looked away.
"Don't look away," Ian said. "Look at me as your girlfriend sucks my cock. Look at me as she gives me her mouth, as she gives me something you've always been denied."
Dale was surprised at how difficult it proved to meet Ian's gaze. He wasn't actually Sadie's boyfriend, and yet in the moment it felt like that's exactly what he was, and he felt an undeniable touch of humiliation as a look of pleasure washed over Ian's face while Sadie took him in her mouth.
"Fuck, she's incredible," he said. "You're missing out, Dale. It's a shame you're such a beta bitch. Hell, if she gave you just one blowjob it might change your life."
"He doesn't deserve a single blowjob from me," Sadie replied while stroking her date's impressively large cock. "He deserves it when I shove my fingers in his mouth or up his ass, but he doesn't deserve the pleasure of a blowjob."
"You put your fingers in his ass?" Ian asked with a smile.
Sadie nodded, sank down a little lower, and took one of his balls in her mouth. She sucked it slowly for a handful of seconds and then said, "He likes it. It makes him cum really fucking hard, in fact. I finger fuck his tight little ass, kiss his neck, and tell him what a good little beta bitch he is. He spills his load so hard and then I make him clean it all up."
Ian laughed as he looked over at Dale. It seemed like he was about to say something when Sadie cut him off by engulfing his cock in her eager, talented mouth. He closed his eyes, put a hand on the back of her head, and moaned while Dale felt a surprising wave of jealousy - intense jealousy, in fact - wash over him as he witnessed Sadie offer the kind of pleasure that every man craved from a woman.
After a world class blowjob, Sadie stood, kissed Ian on the cheek, and then turned and sauntered towards Dale. She bent over, put her hands on his knees, and kissed him without warning.
At first, Dale's brain told him that he didn't want her lips against his or her tongue in his mouth. She'd just given a blowjob, after all, and he had no interest in tasting another man's cock. That resistance lasted just a few moments, though, as arousal took over. Dale's dick got hard as he closed his eyes, moaned, and enjoyed the fact that Sadie was kissing him with such depth and passion, like he really was her boyfriend.
"How does his cock taste?" she asked softly, eliciting a chuckle from Ian, who'd stripped out of his underwear and crawled into the bed during the kiss.
"It was...it was good, that kiss was really good," he answered.
Sadie studied his face for a few moments and then her lips curled into a smile. "You really enjoyed that, didn't you?"
He nodded.
"Such a naughty little beta bitch," she said. "Getting off on tasting another man's cock on my lips and tongue. Maybe I didn't need to put you in bondage. Maybe you would have been happy to be on your fucking knees right next to me, watching me suck a superior dick just a few inches from you."
Dale shook his head, mostly because that didn't sound especially pleasurable to him. Sadie responded with a laugh, kissed him again, and then turned and opened the nightstand drawer to retrieve a condom.
"Bite down on the corner," she said to Dale. "Help me open the condom so I can prepare Ian's perfect cock to enter my tight, wet, needy cunt."
Dale bit down as instructed and Sadie used his help to tear open the condom wrapper. She retrieved the rubber from the foil and walked away as Dale spit what remained in his mouth to the floor.
With the condom between her fingers, Sadie crawled into the bed and kissed Ian's cock as he sat against the pillows. He watched as she showered him in erotic affection before taking the head in her mouth and sucking once more. Dale got to watch her give a blowjob from an entirely different angle and he marveled at her ability to take almost every inch of the impressive cock into her mouth.
After offering Ian's balls a bit more attention, Sadie rolled the condom down his shaft, straddled him, and took him inside her slick hole. She arched her back, closed her eyes, and rolled her head towards the ceiling as he filled her.
"Fuck...I missed your cock, baby," she said softly. "I missed having this perfect cock of yours inside me."
Ian pulled her lips to his for a kiss as Sadie moved her pussy up and down on his shaft.
"You're so deep inside me. Fuck...your dick is so deep in my pussy."
They kissed again and then Sadie turned her head and looked towards Dale. She wore a genuinely blissful look on her face. The kind of look a woman couldn't fake. The kind of look she had no control over because her body was simply responding to the genuine pleasure of having a big cock buried deep inside her.
"He fucks better than you ever could, Dale," she said. "He fucks better than most men do...and you're not even most men. You're inferior to most men and you're wildly inferior to Ian."
Dale was surprised at the way his cock stirred to life as Sadie verbally degraded him. He wasn't hard, but he was turned on in a way he probably shouldn't have been. She was irresistible, though, and there was something unexpectedly arousing about watching her have sex, especially because she seemed to be enjoying the sex to an incredible degree.
Sadie sat up, put her hands on Ian's chest, and rode him as he laid there with a blissful look on his face.
"He's never fucked you?" he asked.
"Never, and he never will. Why would I bother? Why would I let a man like him inside me when I can fuck a man like you?"
Ian liked that. The moan he let loose was proof of his enjoyment. "Cum on my cock, baby," he said.
Sadie moved her hips back and forth at a wild pace. Ian played with her tits in the delicate bra she'd bought for him. She moaned louder and lower. She closed her eyes and rolled her head towards the ceiling and Dale watched her have an orgasm with Ian's cock deep inside her. He listened to the sounds of sexual satisfaction that emanated from her. He felt a kind of satisfaction he'd never felt before, a satisfaction derived entirely from the joy of witnessing Sadie have an orgasm while fucking someone else.
"God damn," she said before leaning forward and kissing Ian slowly and deeply. "You always make me cum so fucking hard, Ian. Your cock feels so fucking good in my pussy."
They kissed once more before Sadie lifted her hips until his cock slipped out of her. She smiled at him and then turned towards Dale and crawled to the edge of the bed, leaving her just a few feet from where he sat.
"How about you fuck me from behind while I look at my little beta bitch?" she said. "How about you pound my pussy as hard as you want while I tell him that he's an inferior man that will never get to enjoy me the way you get to enjoy me."
Ian moved to his knees behind Sadie, put a hand on her lower back, and guided his cock inside her. Dale stared at Sadie's face as another man penetrated her from behind. He saw her lips part to unleash a moan before she offered up a smile.
At first, Ian's thrusts were slow as he grabbed her hips and pulled back for leverage. She moaned each time he bottomed out inside her and Dale was a bit embarrassed to find his cock getting hard as Sadie stared at him while another man took her pussy and did as he pleased with it.
"Look at that," she said, "he's getting hard. He's even more pathetic than I thought he was."
Ian laughed. "Yes he is. What the fuck kind of man gets hard watching someone else fuck his girlfriend?"
Dale knew that Sadie wasn't his girlfriend, but he liked being thought of as such for the little game they were playing in the hotel room. He liked the idea of being more than her playmate, even if being her boyfriend meant never fucking her.
"Do you like watching me get fucked, Dale?"
He nodded. "I do."
She and Ian both laughed. His hands moved up her torso to cup her breasts. He pulled back until her body was nearly upright as he continued to fuck her from behind. Sadie turned her head and they kissed as Ian watched the other man play with her tits while fucking her. It proved to be an intensely arousing view and he felt his dick get even harder.
"Pound me hard, Ian," Sadie said. "Pound me hard and cum for me. Cum for me and I'll make my little bitch eat your load."
Sadie fell back to her hands and knees and Ian grabbed her hips and fucked her hard, just like she wanted. Dale's heart pounded as he realized that Sadie was going to make him follow through on his promise to eat another man's load. He'd made that promise while he was mere seconds from an orgasm and now he was bound to a chair and feeling no small amount of regret, though there was little to be done about it.
"Fuck...I'm close..."
"Cum for me, Ian! Fuck my pussy and cum for me!"
Ian buried his cock inside her and Dale watched the intense pleasure of an orgasm wash over the other man's face. There were grunts and groans and eventually Ian fell forward until his chest was pressed against Sadie's back. She turned her head to kiss his neck and cheek as he continued to bask in the intense pleasure of cumming while inside the most beautiful woman Dale had ever seen.
Eventually, Ian pulled out and rolled onto his back with a giddy smile on his face. Sadie turned around - giving Dale a breathtaking view of her pussy and ass - and removed the condom from his cock. She turned to Dale and held up the used rubber. The load inside it looked intimidatingly large.
"I hope you're hungry," she said, "my little cum slut."
Ian laughed and turned his head towards Dale, who struggled against the zip ties for the first time that night as Sadie inched towards the edge of the bed. She stood and closed the distance between them in just a few steps.
"Tilt your head back," she instructed.
Dale did so and to his horror, Sadie laid the used condom across his face.
"Don't move."
Dale could feel the warmth of the cum as the filled tip of the condom rested against his cheek. He could feel the wetness from her pussy on his skin, too, though he thoroughly enjoyed that part.
When Sadie plucked the condom from his face, Dale noticed immediately that she'd removed her bra. He stared at her flawless breasts and felt some of his nervousness wash away. It returned rather quickly, though, as Sadie poured some of Ian's load on her tits, glazing the tips of her perky breasts with his thick fluid and doing so while smiling.
She set the condom over one on his hands - which were tightly bound to the chair - then stepped closer and leaned over while saying, "Lick his cum from my tits, you pathetic little bitch."
Dale was not excited about tasting another man's cum, but he couldn't bear the idea of disappointing Sadie, so he extended his tongue and ran it through Ian's cum as Sadie moaned.
"Fuck me," Ian said. "That's fucking hot."
Sadie turned to look at the man that had just pounded her pussy. "I know. You wouldn't believe how much this turns me on. I just got fucked by a gorgeous man and now I get to make my little bitch boyfriend eat your load off my tits. I get to make him swallow a superior man's cum. I get to put him in his place and then I get to crawl back into bed with you and suck your dick until you're ready to fuck me again."
Despite the utter humiliation of licking up another man's load, Dale found himself awash in arousal. The fact that he was licking and sucking on Sadie's tits certainly helped, as did the way her fingers moved through his hair. The fact that she was turned on was likely the most prominent reason for his arousal, though, and if licking up Ian's cum gave Sadie great pleasure, than Dale was going to enjoy the hell out of it.
By the time he'd cleaned both of her breasts, Dale had a raging erection and Ian was slowly stroking his half hard cock in the bed. The condom wasn't fully emptied, though, and when Sadie plucked it from the back of Dale's hand she flashed a bright smile, seemingly because there was more cum eating to be done.
"If I free you from the zip ties, will you behave yourself?" she asked.
"Yes, I will."
Sadie turned and walked to her small suitcase. She retrieved a pair of scissors - likely brought with the express purpose of using them to cut the zip ties - and returned to free Dale. He rubbed his wrists as she backed up, sat in the bed, and then rolled onto her stomach. She passed Ian the used condom, smiled at him, and said, "Please pour the rest of your cum onto my ass so I can make my little bitch lick it up."
Ian did so gleefully, pouring thin streaks of his semen on Sadie's tight ass while Dale watched from the chair.
"All done," he said once the condom was emptied.
Sadie looked at Dale, smiled, and instructed, "Come lick his load from my ass, and once you're done I want you to spread my cheeks and give me a rimjob like a good little bitch. Then you can watch from a much closer position as I suck Ian's cock and get fucked for a second time, and of course you'll be swallowing every drop of his second load, too."
Dale got up and crawled into the bed behind Sadie. He kissed the backs of her thighs while looking at the streaks of cum on her ass. Strangely, he was excited at the prospect of licking them up. He was too turned on not to be excited.
"Thank you for letting me clean a superior man's load," he said.
Ian and Sadie both laughed.
"You're welcome, cum slut," she replied. "Make sure you get every drop and make sure you get your tongue up my ass when you give that rimjob."
Dale was going to make sure her ass was perfectly clean by the time he was done. He was going to give Sadie the best rimjob she'd ever had, too. He was going to prove that he was the perfect playmate for her and that she should keep playing with him. With any luck, she might even consider actually making him her boyfriend instead of merely letting him play the role for a night.
Dale knew it was a long shot, but he desperately wanted to be a bigger part of Sadie's life, so he was going to do whatever it took to make that happen.