New Year, New Man - Part 4

Click here to read the previous parts of the story.

---

Andy could have let himself surrender to the pleasure of the moment, but instead he made a point of studying Rachel as she and her boss fucked.

He studied her face. He considered the many looks of pleasure she offered as Alec's cock moved in and out of her. Andy studied the way Rachel grasped at Alec's arms, at his back. He studied the way she dug her fingernails into his ass as he fucked her with particular strength, as if Rachel wanted to show Alec that she too could cause a little bit of pain if she desired it.

Andy made note of the way Rachel would smile every time Alec slowed his thrusts, like the joy she felt at being his fuck toy was given a moment to escape. She wasn't really a fuck toy, of course, since she took as much pleasure from the vigorous brand of sex they had as Alec did. That much had been obvious from the first time Andy had witnessed their sexual stylings on New Year's Eve.

It wasn't possible to study the entire time, though, as Alec continued with his penchant for involving Andy in the sexual encounter he had with his employee.

"Get over here and put your tongue in her cunt," he demanded after pulling out of Rachel at one point. Alec hadn't cum yet, so there was nothing to clean, but Andy knew that wasn't the point. Alec was exercising his power. He was making Rachel's boyfriend lick her pussy after he'd fucked it quite thoroughly.

Andy did as he was told, of course. He took pleasure in that. He plunged his tongue into her pussy. He tasted her wetness. He tasted Alec's precum. He tasted the sex. It was all quite glorious.

Alec remained on his knees next to Rachel and played with her tits as Andy ate her pussy. He looked up to watch the older man grope Rachel's perky breasts and do so with varying degrees of pressure. Sometimes it seemed like he wanted to make her feel a bit of pain and other times it seemed as though he wanted to turn her on. All of it seemed to arouse Rachel, though.

"Make him suck your dick clean," she said. "Make him be a little cocksucking whore for you."

Alec smiled. "You heard her. Suck my dick clean before I put it back inside her."

Andy crawled towards the cock that had spent the past twenty minutes fucking his girlfriend. He took it in his mouth. He sucked. A strong hand pushed on the back of his head and the cock slipped into his throat. Andy gagged - of course he gagged - and it was hugely unpleasant, as always.

"It makes me so fucking wet when you use him," Rachel said.

Andy could hear her wetness. She was clearly masturbating as his mouth got fucked by her boss.

"Do you let him fuck you?" Alec asked.

"I haven't let him inside me yet since we started dating again," she replied. "He told me he'd be happy to date me even if I didn't allow him to fuck me and I want to see if he was being honest about that. So far, so good."

Alec pulled out of Andy's mouth, dick slapped him, and then had Rachel move to her hands and knees.

"Actually, why don't you get beneath her," he said to Andy. "That's right where you belong, don't you think?"

Andy nodded, rolled onto his back, and slid beneath Rachel. He looked up at her pussy and saw the thick head of Alec's cock rubbing over her plump, slippery lips.

The cock slid inside her and Andy stared in awe. It was a view unlike any he'd ever seen and it was stunningly beautiful. He was inches away from his girlfriend getting fucked by the man she'd labeled as far superior - in bed, at least - to Andy.

"Lick her clit," Alec instructed.

Andy lifted his head and licked his girlfriend's clit as Alec's cock penetrated her over and over. He felt the other man's ball brush against his forehead with every thrust. It was such a humiliating position to be in, and yet Andy was brimming with desire. He moaned when Rachel grabbed his dick and gave it a few strokes and his balls tightened with delight as she cupped them.

"Fuck, Alec, that feels so good. Will you cum deep inside me so I can sit on his face and feed him?" she asked.

He laughed. "I wouldn't have it any other way."

Alec fucked her harder and faster and it wasn't long before his dick was buried deep inside her. His balls rested on Andy's forehead as he pumped his seed into Rachel's well-fucked pussy. Some of the cum even leaked out onto Andy's face before Alec had pulled out, as if his load was so big there just wasn't enough room inside her to contain it all.

As soon as Alec pulled out, Rachel sat up and dropped her pussy and ass onto Andy's face. He opened his mouth and sent his tongue out to probe the insides of his girlfriend's pussy. Her asshole rested right on his forehead - with Alec's cock resting in his hair - as Andy listened to the two of them kiss and share lusty pillow talk while he was busy consuming another man's load.

"I have to head out," Alec said. "You should stay the night, though. Order room service. Enjoy yourselves."

Andy's face was still smothered by his girlfriend's pussy and ass as Alec backed out of the bed. Andy kept licking. He kept cleaning.

Eventually, Rachel began to ride his face a little. She rubbed her clit over his chin, lips, and nose. She rubbed her taint all over his face. She rubbed her asshole over his face, too. It was a blissful thing to spend time beneath her, to be used for her pleasure, and the fact that her moans got louder and louder was as good an indicator as any that she was well on the way to a beautiful orgasm atop him.

That climax came soon after Andy heard the hotel room door open. Alec had left. He'd had his fun with Rachel and departed, leaving Andy to have a different kind of fun. The kind where his girlfriend rode his face like he was the fuck toy. The kind where she came on his face in an almost literal sense as she left him smeared with Alec's cum and her pussy juices.

Andy could feel the mess on his face as Rachel climbed off of him and laid her body next to his. She rolled onto her side, rested her hand on his chest, and smiled before leaning in to softly kiss him on the cheek.

"It's not even ten o'clock," she said. "There's so much more time to have fun. First, though, we should shower. You're a mess."

Andy followed Rachel to the bathroom and they enjoyed a slow, intimate shower. He washed her body. She washed his. She paid special attention to his cock, too, stroking him slowly with her soapy hand and ensuring that he stayed hard and in a place of intense desire.

"When was the last time you saw Charlee?" Rachel asked.

"A week ago," he replied.

She smiled and cupped his balls. "And what did you do with her?"

Andy felt a touch of nervousness. Rachel had given him permission to keep seeing Charlee, but he was still worried that she might get angry with him for his physical encounters with his ex-girlfriend, or sort of ex-girlfriend given that they still saw each other from time to time.

"Answer me, Andy."

"We went to the movies. We fooled around a little in the theater. I fingered her to an orgasm. She gave me a blowjob in the car on the drive home. I went down on her at her place. We fucked at her place."

Rachel squeezed his balls, though not in a way Andy found unpleasant. She sucked on his neck, too, hard enough for it to hurt just a little. He wondered if he'd have a hickey.

"And was it good? Does Charlee's cunt make you feel good, Andy?"

"Yes," he admitted.

"She's a beautiful woman, isn't she?"

He nodded as Rachel gripped his cock and stroked him slowly. Her grip was tight enough that there was just a bit of pain in her stroking, though Andy couldn't deny that he found pleasure in the level of control she's happily seized.

"I think you should invite her over tonight," she said. "Tell her that we're in the penthouse suite, that we're having champagne, that we'd like her to come and spend a little time with us."

"Do you really think she'll come?"

Rachel smiled and ran her fingers over his lips. "Yes, I think your whore of an ex-girlfriend will find it impossible to resist the allure of spending a little time in the penthouse suite of this gorgeous hotel. She sells her pussy for cash, after all, and getting to spend the night in one of the city's nicest hotel rooms is pretty close to getting cash, isn't it?"

Andy leaned in to kiss his girlfriend but she shoved three fingers into his mouth instead. He sucked on them just like he'd sucked on Alec's cock and Rachel moaned.

"You don't get paid, but you're something of a whore too, aren't you? You let Alec fuck your mouth. You let me fuck your face with my messy pussy. You swallow cum. You do as you're told. You act like you're being paid to service cock and pussy. The only difference, I suppose, is that you're doing it all for free because you're just a dirty little slut. She's a whore and you're a slut."

Andy nodded.

"Soon enough, you'll both be mine."

She pulled her fingers free and pushed him to his knees. The hot water ran over his back as Rachel grabbed two fistfuls of his hair and pulled Andy's mouth to her pussy. She ground her cunt against his face until she had another orgasm and then they stepped out and dried off to prepare for the next part of what had already been a thrilling evening.

---

Andy wore a soft white robe and carried a glass of champagne as he opened the door. Charlee stood on the other side in a sparkly, low cut dress and a pair of four inch heels.

"You look stunning," he said.

"Why thank you."

Charlee stepped into the room, took the champagne from him, downed what remained of it in one go, and then leaned in and kissed Andy with such fervor that his cock had formed a tent in his robe by the time she stepped back.

"Thank you for inviting me," she said.

"It was Rachel that invited you, actually. She insisted on it."

"How generous of her."

Andy shut the door and Charlee surprised him with another kiss. This time he pulled her close, grabbing her ass until her pelvis was pressed tightly against his, generating blissful friction for his cock.

"Would it be out of bounds for me to suck your dick a little right here?" she asked.

Andy would have loved that, but Rachel was in control and she hadn't given him permission to enjoy anything more than a kiss with Charlee.

"It would, I'm sorry."

Charlee's hand moved inside the robe and she teased the head of his cock with her fingers. "Is that because your other girlfriend has forbidden you from getting your cock sucked?"

Andy nodded.

She gripped his cock, gave it a single stroke, and then handed Andy the champagne glass and walked into the suite. He followed and saw the two women in his life staring at each other. Rachel wore a robe just like Andy's and she looked rather regal sitting in the elegant armchair by the room's television. Her legs were crossed and most of her right thigh was exposed. It looked lean and a little bit muscular and she struck Andy as both powerful and seductive in that pose.

"It's good to see you again, Charlee."

"You too."

The women stared at each other in silence as Andy stood at the edge of the room. He couldn't quite figure out what was going on between them. He knew they weren't at odds over him, though. As much as he hated to admit it, Andy wasn't the kind of man that two beautiful women would go to battle over. He was desirable, but not that desirable. There was something else that had put the women in competition, something that would have Charlee agree to come to the penthouse, something beyond the fact that she craved luxury. There were other ways to enjoy luxury, after all.

"That's a lovely dress," Rachel said.

"Why thank you."

"I think, though, that it might look better on the floor."

Charlee looked over her shoulder at Andy. "Would you mind helping me with the zipper?"

He rushed over and gently tugged at the zipper. As he did so, Charlee pushed her ass back until she'd made contact with Andy's erection. She moved her backside in slow circles, stimulating his cock while he pushed the straps of the dress from her shoulders.

"Tell me, Charlee, have you whored yourself out again since New Year's?"

"I have," Charlee replied without a hint of embarrassment. "I helped seal another deal a few weeks back. I entertained two men in their hotel room. I got paid more for one night of work that I've made in some years. They weren't the best looking men I've ever been with, but I certainly had fun."

Rachel uncrossed her legs and slowly pulled her robe open, exposing her creamy thighs and her pussy. She sipped her champagne and then traced her fingers from her knees, over her inner thighs, and to her labia, which were still swollen with desire.

"What did you have to do to score a night in this room?" Charlee asked as her dress fell to the floor.

"I gave my pussy to my boss," Rachel replied.

"So perhaps we're not all that different, you and I."

Rachel smiled. "Perhaps not." She stood and untied her robe. It fell open, exposing her taut stomach and her breasts. "Would you like more champagne, Charlee?"

"I would."

Rachel approached until she was just a few feet from Charlee. "I think the champagne might taste even sweeter if you were on your knees, Charlee. I think I can offer a little extra flavor."

Charlee slowly dropped to her knees and Rachel stepped closer.

"Open your mouth," she said.

Charlee opened her mouth as Rachel stepped closer.

"Put your tongue in my cunt. Don't move it, though."

Charlee leaned in and put her tongue inside Rachel's pussy as Andy watched from just a few feet away. Rachel then rested the champagne glass between her breasts and gently tilted it until some of the bubbly liquid spilled out, ran down her stomach and between her legs.

Charlee caught as much as she could in her mouth. She swallowed quickly and once more pushed her tongue inside Rachel.

"Such a pretty little whore," Rachel said with a smile. She reached down to run her fingers through Charlee's hair and then poured more champagne between her breasts. It ran down her stomach and to her pussy. Charlee lapped it up, this time getting in a few licks at Rachel's clit. "Such a good little whore."

Andy watched with his mouth agape as the scene unfolded in front of him. The mood was intensely erotic and he was both captivated and utterly uncertain as to what might happen next.

"You didn't get all the champagne," Rachel said. "Some spilled on my legs. You need to lick it up."

Charlee did just that. She licked up every drop of champagne she could find from Rachel's legs and got a little off her feet, too.

"Andy, take off your robe and get on your knees behind her," Rachel instructed.

Andy did as his girlfriend desired.

Rachel turned and walked back to the armchair. She then beckoned Charlee to approach. She did so by crawling as Andy watched.

"Andy, crawl to her."

Andy crawled at his girlfriend's instruction. Charlee looked over her shoulder and smiled.

"Eat her ass, Andy."

He pressed his face between Charlee's lovely ass cheeks and ate her ass as instructed. His tongue flicked back and forth over the tight little hole. He heard a moan - it sounded like Charlee - and he doubled his efforts. He began to probe her ass a little, too, stiffening his tongue to push it just a little bit inside her.

"Kiss him, Charlee," Rachel instructed.

Charlee spun around and smiled at Andy. She stared at his lips for a few moments and then kissed him. She did so vigorously, too. Her tongue probed his mouth just as he'd probed her ass.

"Play with his dick."

Charlee grasped Andy's cock and stroked him as they kissed.

"Finger her cunt."

He slipped his fingers into her pussy and pumped them in and out. She moaned into his mouth as they worked each other over at Rachel's instruction while kissing deeply.

"Enough."

They backed away from each other and Rachel stood. Her robe fell to the floor as she stepped between them and turned so her ass was facing Andy and her pussy was facing Charlee.

"You're both going to worship me," she said.

Andy wasn't surprised by his desire, but he was surprised that Charlee offered no resistance to Rachel's instructions. Perhaps, though, his girlfriend had been right all along. Perhaps she'd seen the real version of Charlee, the one that would happily eat pussy if instructed to do so because it turned her on to follow instructions.

"Get to work," Rachel said.

They both leaned in. They both put their tongues to work. Andy ate ass while Charlee ate pussy and Rachel sipped her champagne as she enjoyed the eager ministrations of their lips and tongues.

"I could get used to this," Rachel said softly. "Two whores on their knees for me. Two whores serving me. Two filthy whores doing whatever I demand and desire."

They continued that service until Rachel had climaxed. Andy buried his face between her ass cheeks and committed himself to tongue fucking her anus right through her orgasm. He lost himself in that act of service and his dick throbbed the entire time, which served as proof that he thoroughly enjoyed the privilege of eating the ass of such a beautiful woman.

"Kiss," Rachel instructed as she stepped aside.

Andy kissed Charlee. Again their tongues entwined. This time, though, she was tasting Rachel's ass instead of her own. That seemed to arouse Charlee even more, though, as she moaned loudly into his mouth while her hands moved all over his body, steering clear of his cock because she hadn't yet been given an instruction to stroke him.

"Turn to me."

They both turned to Rachel, who was seated once more. She set her champagne glass aside and beckoned them both to come closer. They crawled to her and settled on their knees at her feet.

Rachel invaded both their mouths with her fingers. She penetrated them, moving in and out as they sucked, both doing so without instruction.

"I'd like to watch you fuck each other," she said. "I'd like you to do so at my specific instructions. Do you understand?"

Andy nodded and he was certain Charlee did the same.

"Andy, on your back. Charlee, sit on his cock."

Andy rolled onto his back on the hotel room carpet and Charlee mounted him. His cock was inside the tight, wet confines of her pussy not long after and she looked towards Rachel.

"Choke him while you ride him," Rachel instructed.

Charlee's hand moved to Andy's throat. She began to ride him while tightening her grip. She focused on his face as she choked him, studying him to determine - he assumed - if she was choking him too hard.

Andy had never been choked, either in an erotic or threatening manner. He found it oddly appealing, perhaps because he was doing as Rachel desired or perhaps because he was just a great deal kinkier than he'd ever imagined possible.

"Now make him gag on your fingers."

Charlee's fingers pushed into Andy's mouth. She kept pushing until he gagged. His eyes watered. His throat burned a little.

"Fuck his mouth."

Charlee did just that. Her fingers moved in and out of Andy's mouth. She fucked his face at Rachel's instruction. She seemed to take pleasure in it, too, as she had a gleeful look on her face.

"Now pull off and slap his dick."

Andy felt the cool air of the room on his cock a moment before Charlee delivered a genuinely painful slap. He winced and sat up from the shock of the pain and again saw a delighted smile on his tormentor's face.

"Get on your hands and knees, Charlee. Facing me."

Andy watched his ex-girlfriend get on her hands and knees in front of Rachel. He admired her lithe body, her tits, and her exquisite ass.

"Fuck her doggystyle, Andy."

He moved behind Charlee, slipped his cock inside her, and began fucking her from behind.

"Pull her hair."

Andy grabbed a fistful of Charlee's soft, shiny hair and pulled back hard. Her back arched and she moaned, though he couldn't tell if it was pain or pleasure.

"This is how a whore gets fucked," Rachel said.

Charlee moaned.

"In this position, you're barely a woman. You're just a hole for him to bury his cock inside of. A warm, wet hole to give him pleasure. That's a whore. That's what you are."

Rachel stuffed three fingers into Charlee's mouth and a gagging sound reached Andy's ears. He pulled harder on the hair entwined in his fingers and fucked the slippery cunt that engulfed his dick.

"Fuck her ass," Rachel instructed. "Spit on her asshole and put your dick inside it."

Andy spread Charlee's ass cheeks, spit on her asshole, and then pulled out of her pussy and rubbed the head of his cock over it. He'd never had anal sex. He'd asked a few girlfriends over the years, but none had been willing.

Charlee groaned as Andy took her ass. He filled her slowly. He felt a deep level of excitement at getting to have his way with a woman in that manner.

"It's a good thing he's not very big, isn't it, whore?" Rachel asked.

"Yes," Charlee said through what sounded like gritted teeth.

"Even Andy's underwhelming cock hurts when it's in your ass, doesn't it?"

Charlee nodded and Andy groaned. Rachel looked up at him and smiled. She knew he liked it when she degraded his cock.

"But a good whore takes it up the ass when she's ordered to. You know that, don't you Charlee?"

Again she nodded, this time with Rachel's fingers invading her mouth once more.

"Do you know that, Andy?"

Rachel was looking right at him and her face was intense.

"Do you that a good whore - or slut - takes it up the ass when ordered to?"

He nodded.

"Fuck her a little harder, Andy."

He followed orders. He fucked Charlee's ass harder and she moaned around the fingers in her mouth. Andy looked down and found it utterly enthralling to see his dick disappearing into a woman's asshole. He'd imagined having anal sex on a few occasions in the past, but this was better than he thought it would be.

"Pull out, Andy."

He pulled out. His dick glistened, though it looked clean.

"Go wash that filthy dick," Rachel said. "Right now."

Andy stood and rushed to the bathroom. He soaped up his hands and washed his cock. He dried it off with a towel and returned to see Rachel in bed with her arms wrapped around Charlee, who was sitting between her legs.

"I like telling you what to do, Charlee," Rachel said. "I like the way you do as you're told. It turns me on."

"I like doing as I'm told, especially when you tell me."

Rachel looked at Andy and asked, "Do you feel the same way, Andy?"

He nodded.

"Then come eat her pussy."

Andy crawled into the bed and between the legs of both women. He laid on his stomach and licked Charlee's pussy.

"Alec is trying to close a big deal," Rachel said. "A few people are coming to town a week from now. We're having a little party for them. We're going to use that party to help close the deal. We're going to show them a very good time."

Rachel kissed Charlee's neck and played with her tits, though she was fairly rough about it. Charlee seemed to enjoy it, though.

"You're both going to attend that party," Rachel continued. "You're going to be part of the entertainment. You're going to do as you're told and you're going to help show these gentlemen a good time. You're going to do what it takes to close the deal."

Rachel pulled on Charlee's nipples and she winced. Andy sucked on her clit in the hope that the pleasure he provided could offset the pain she felt.

"Fair warning," Rachel said, "you're both going to get fucked. You're both going to suck cock. You're both going to take cum. You're both going to be whores and neither of you will be paid for it."

Andy found himself aroused at the notion - though he didn't entirely understand why - and Charlee moaned as if she too was turned on.

"Andy, fuck her," Rachel said. "Fuck her and cum inside her and then clean up your mess."

Andy crawled forward and slipped his cock into Charlee's pussy. The arrangement of their bodies meant that he saw Rachel when he looked up.

"She's a whore, Andy," Rachel said. "Use her pussy and cum inside her like she's a whore. You're a whore, too, so you'll have to clean your load out of her when you're done using her."

Rachel kissed him as she played with Charlee's tits. Andy was so awash in arousal and pleasure that he came with his girlfriend's tongue in his mouth. He came in another woman's pussy, though, and Charlee moaned the entire time.

"Clean her, whore."

Andy pulled out and quickly put his tongue inside Charlee. He cleaned her exquisite pussy.

"Rub your clit as he eats his load out of you."

Charlee masturbated as Andy cleaned. She moaned into Rachel's mouth, who'd kissed her as soon as she began playing with herself.

"Are you going to be a good whore for me, Charlee?" Rachel asked.

"Yes, I will."

Rachel slapped Charlee's tits. "Yeah? You'll be a good little whore? You'll offer your body so I can help my boss close his deal? You'll offer your body so I can profit?"

Charlee moaned and rubbed her clit faster. "Yes!"

She came just a few seconds later. Her mouth opened and her thighs trembled. Soon enough she was moaning as Rachel pulled on her nipples and slapped her tits, adding a bit of kinky pain to the obviously intense pleasure she was currently awash in.

"That's good, Andy. You can stop."

Andy pulled his tongue from Charlee's pussy and looked up at both beautiful women.

"I'd like it if you spent the night, Charlee. I'd like to have each of you sleeping beside me. Will you do that?" Rachel asked.

"I'd love to."

"Good. I think we should order more champagne. I want to have more fun with the two of you."

It had not been the night Andy expected, but he'd had a great deal of fun and he couldn't wait to see what else would unfold.