Click here to read the first part of the story.
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"Is he doing a good job?" Charlee asked.
Alicia smiled down at Andy, whose tongue was deep in her pussy and bathed in the cum of the man that had just fucked her. "He's doing a very good job. Better than I would have thought, honestly."
Charlee leaned over and kissed Alicia's neck. She grasped one of her breasts through the thin material of her dress, too, and gave it a hard squeeze. Their lips met and the girls shared a deep kiss while Andy's tongue continued to probe for the cum of a stranger.
"Did he eat cum when you dated him?" Charlee asked of Rachel, Andy's ex-girlfriend and the one who'd dragged him down a dark hallway until they stumbled upon the foursome unfolding in the bedroom they were now in.
"He did not," Rachel replied. "He ate pussy, of course, but never cum. If I'd have known he was so eager to be coerced into eating it I probably would have made him eat every single he load he spilled."
Andy was turned on - and a little bit drunk - so the insanity of what he was doing hadn't fully registered. Instead, he was awash in a haze of intense pleasure driven by Rachel's demanding nature and the pure, kinky delight of being between a woman's legs and licking a mess out of her cunt.
"All done?" Charlee asked when Andy's head popped up from between Alicia's legs.
"Yes," he answered.
"Then get between my legs, baby. Eat my messy pussy."
Andy shifted between his girlfriend's legs and pushed his tongue inside her.
"So who were those guys?" Rachel asked from behind Andy.
"My boss is working on a deal with them," Alicia answered. "I was asked to help sweeten the deal. Charlee agreed to help out too."
"And you fucked them because you were asked?"
Alicia laughed softly and leaned over to kiss Charlee's neck. Andy moaned into his girlfriend's pussy while consuming the load of a second stranger, an act he wouldn't ever have thought he'd even consider indulging in, and yet he was doing so with vigor.
"No, we were compensated," Alicia answered. "Generously, in fact. It's not the first time I've done this sort of thing. It’s not Charlee’s first time either."
Charlee grabbed a handful of Andy's hair and pulled hard. He winced from the pain, though his dick throbbed. He felt Rachel's fingers caress his bare ass. A moment later she delivered four swats to his backside, each bringing more pain than the last. He moaned into his girlfriend's wet pussy and saw her smile with delight.
"Men are simple creatures," Charlee said. "Especially older men. You offer them young, tight, wet pussy and they'll happily give you just about anything for it. They fucked our mouths and our pretty little cunts and now they're in another room putting the finishing touches on the deal. Everyone goes home happy."
"With the possible exception of that little bitch between your legs," Alicia noted. "Unless he really is happy eating the cum of another man out of your pussy."
Rachel ran her fingers up the backs of Andy's thighs and then grasped his stiff cock and stroked it a few times. "He's hard as a rock. I think he might be enjoying himself. I think you might have found yourself a very special man, Charlee."
"Does it make you sad that he's not yours anymore?" Charlee asked.
Rachel smacked Andy's ass. "A little, or maybe more than a little. I don't know. The sex wasn't particularly good. In fact, the orgasm he gave me tonight is the best he's ever given me, and that happened while I watched the two of you getting fucked like dirty little whores."
Charlee moaned and so did Alicia. The sexual energy in the room was still remarkably high as it ping ponged between the three women while Andy remained silent, using only his tongue to help keep everyone's erotic desires at a fever pitch.
"We are dirty little whores, aren't we?" Charlee asked.
Alicia laughed and then leaned in and kissed her friend. Andy watched as Rachel stroked his cock, teased his balls, and rubbed his taint. He moaned into his girlfriend's pussy while lapping up every bit of cum he could find. It was all so filthy and humiliating, and yet he wasn't sure he'd ever been so turned on.
When the taste of cum had faded, Andy sat back on his knees. Both women in the bed looked at him and laughed.
"Your face is a mess," Charlee said. "It's beautiful, though."
Rachel stepped behind Andy and he felt the soft material of her dress against his back. She turned his head and smiled before licking the mixture of cum and pussy juice off his face. Her tongue then pushed deep into his mouth as her fingers encircled his stiff cock and stroked him slowly.
"He's a good kisser," Rachel said as she looked at Charlee. "He's decidedly mediocre when using his cock, but his tongue is capable of wonders."
"Agreed," Charlee replied.
Andy's dick ached despite - or perhaps because of - the continued denigration of his sexual prowess. He'd always thought of himself as above average in bed, but it seemed that he was dead wrong about that.
"Does he deserve an orgasm?" Rachel asked.
"Only if he's willing to eat his load."
"I am."
Charlee moved to her hands and knees and crawled towards Andy. She smiled and kissed him softly. Her tongue darted in his mouth for a few moments and then she kissed her way to his neck, gently sucked on his soft flesh, and then whispered, "I'm going to suck your dick. I want you to cum in my mouth."
Her head dropped into his lap and her lips engulfed his cock. Rachel dug her fingernails into his chest and dragged them towards his stomach, leaving red marks behind. One hand moved its way back up his chest and her fingers pressed against his neck. She applied pressure while kissing his cheek and then bit down on his earlobe while subtly choking him.
"Cum in her mouth," Rachel whispered. "Cum in her whore mouth and then enjoy being fed your own load."
Though he would have liked to enjoy the blowjob a little longer, Andy was too turned on for that. He came in Charlee's mouth almost immediately after Rachel's instruction and he came hard. He closed his eyes and saw stars while his body went limp from the overwhelming nature of the pleasure.
Before he knew it, Charlee's lips were against his. His tongue moved into his mouth. His cum followed. The load felt huge as it quickly filled his mouth. He welcomed it and swallowed so he wouldn't spill.
"Thank you," he said. "Fuck...that was...thank you. All three of you."
"I think we can all agree that it was our pleasure," Charlee replied. "We should really get back out to the party, though. It's nearing midnight and I want to celebrate the New Year with a drink and a kiss."
Charlee and Alicia left the room walking hand-in-hand - they needed to get cleaned up - and Rachel stayed behind as Andy got dressed.
"Did you enjoy that?" she asked.
He nodded. "Way more than I thought I would. I mean, now that I've cum I guess I'm feeling a little embarrassed about the whole thing, but I enjoyed myself while it was all happening."
"There's no need to be embarrassed. If there's anything that should be embarrassing to you it should be your inability to satisfy a woman with your cock."
"That's embarrassing too."
Rachel smiled as she picked up his shirt. She stepped behind Andy and helped him into it before spinning him around and deftly buttoning him up. "I've never acted like I acted tonight," she shared. "I caught myself off guard, if I'm being honest. I've never been that aggressive. I've never told a guy what I actually thought about his skill - or lack thereof - in bed. It was so fucking hot, Andy, especially when you got turned on by it. It was so fucking hot to push you to your knees and fuck your face with my pussy. It was so fucking hot to make you eat the cum filled cunts of those whores."
"That's my girlfriend you're taking about," he replied with a smile.
Rachel returned his smile and caught Andy off guard when she kissed him with great passion. "Your girlfriend's a whore," she said softly. "There's nothing wrong with that, of course, but she's definitely a whore."
"What about me?"
She caressed his face. "Well, tonight you were a slut. A cum slut, to be specific. A whore gets paid, after all, and the blowjob you got doesn't count as payment."
Andy wanted to kiss her again. He hesitated for a moment and then leaned in. To his delight, Rachel welcomed the kiss. She welcomed his hands on her ass, too. She was the one that made it a tongue kiss, which he took as an affirmation of her desire and her enjoyment of the kiss.
"I'd like to be the one that you kiss at midnight, Andy," Rachel said.
"Are you saying you want to be my girlfriend again?"
She nodded. "Yes. I know Charlee's sexier than I am, but she's also a whore. Maybe you want to be dating a whore, but I don't think so. I think you want to date me."
"But I thought I wasn't good in bed?"
She smiled. "You're not. You're mediocre at best. But I don't see any reason I have to limit myself to your cock. I think you just proved that you're rather open-minded when it comes to sex. You weren't the slightest bit mad when you saw your whore girlfriend getting fucked bareback by some old guy. You didn't hesitate to eat her pussy and clean his cum out of her. You didn't hesitate to eat Alicia's pussy either. You were an eager cum slut, Andy."
Rachel ran her fingers through his hair and kissed him softly and deeply. Andy held her tight and she moaned into his mouth while grinding her hips against him.
"Can I go down on you again?" he asked.
"No," she replied. "Not yet."
"I'll kiss you at midnight. It would be an honor, in fact."
"Smart choice, though I doubt Charlee will be heartbroken."
"No, probably not."
Andy finished getting dressed and Rachel gave him a once over to make sure everything was in its place. He did the same for her and they left the bedroom and strolled through the dark hallway and back towards the party.
"Oh, I should mention one thing," she said as they neared the living area of the penthouse apartment.
"What's that?"
"I'm fucking my boss."
Andy was surprised. Rachel wasn't the kind of woman to cross professional boundaries like that, or at least she'd never struck him as that kind of woman. She'd also never struck him as the kind of woman that would spank his ass while he cleaned someone else's pussy, though, so he clearly didn't know her as well as he thought he did.
"We're not dating," she said. "It's just sex. Really, really good sex. And no, he's not taking advantage of me. I'm not giving him blowjobs under his desk while he's on calls or anything. We fuck because we both cum really hard. He's probably not as good as Spencer was, but he's good. Much better than you ever were. I don't plan on stopping now that we're dating again, just to be clear."
"I guess I can't expect you to stop," Andy replied. "And I don't really feel any desire to make you stop, which is pretty weird."
"It's not weird. Not for this version of you, at least. This naughty, slutty version of you that likes to eat pussy after another man has fucked it and pumped a load of cum deep into it."
"Does your boss cum inside you?"
Rachel smiled as they stopped just a handful of steps from joining the rest of the guests at the party. "He does. He also cums in my mouth and on my body. In truth, I let him cum wherever he wants. There's something intensely arousing about a wealthy, powerful man using my body for his pleasure and cumming where he likes. Even thinking about it makes my pussy wet."
"You're so fucking hot."
She laughed and kissed him softly. "Yes, I am."
"Is your boss going to fuck you tonight?"
"I don't know. We're not exclusive, obviously, so he might find someone else to satisfy his desires. If he wants me, though, I'm his. You'll have to deal with that."
It felt like Andy's entire life had changed in the span of one night. He was dating a different girl. He was being told he'd have to be okay with her fucking another man and prioritizing that other man's sexual needs. Craziest of all, he was turned on at the idea.
They returned to the party and Rachel grabbed two glasses of champagne from a passing waiter's tray. She handed one to Andy and they clinked their glasses and smiled at each other before taking a long sip of what must have been the most expensive champagne he'd ever consumed.
"You're a lot different than when we dated," he said over the din of the party and accompanying music.
Rachel smiled and began to dance so Andy danced with her. She spun around and pressed her ass into his crotch before turning her head and saying, "It's amazing how much can change in such a short span of time, isn't it?"
She might not have been referring to the changes Andy had just experienced - he'd eaten cum for the first time and he'd been bossed around by a woman for the first time - but it was the naughty smile that made him think she might have been.
Rachel spun away from Andy and moved her hips in the most alluring manner he'd ever seen. She really did seem like a different person, like she was infinitely more comfortable in her skin, in much the same way Charlee was.
As she moved closer, Rachel downed the rest of her champagne and handed the empty glass to a waiter. She then pressed her body against Andy's and pushed her tongue into his mouth.
"It was my boss that changed me," she said. "His approach to life is entirely different from mine, or what mine was. He doesn't give a shit about doing what's right. He doesn't even think about that. He does what he wants, Andy. He does what's best for him, for his family, for his company. He also makes what he wants perfectly clear. He's not the slightest bit ashamed about it. When he propositioned me he made it perfectly clear I was under no pressure to fuck him and that my employment would continue even if I said no and that I'd continue to rise in the company. He also said that he was certain we'd have great sex together and that it would be a shame not to indulge in our desires."
"And he was right?" Andy asked.
Rachel took his glass of champagne and downed what he hadn't finished. The kiss that followed was the most passionate of the night and tasted strongly of expensive alcohol.
"Yes, he was right and he unlocked the version of me that wants to be more like him. The version that doesn't give a damn what other people think. The version that wants what she wants and isn't going to be the slightest bit ashamed about it."
"And you want me?" Andy asked.
"I want the version of you that will get on his fucking knees and eat my pussy if I push down on his head. I want the version of you that will lick another man's cum out of my pussy if I tell him to. I want the version of you that's in touch with this kinky part of yourself, that stays in touch with that part of yourself, that feels no shame whatsoever for being so fucking kinky. Can you be that version of yourself, Andy?"
"Fuck yes."
The party erupted into a countdown. Rachel took Andy's hand and they turned towards the massive projection screen showing the ball drop. He put his arm around her as they counted down with everyone else in attendance.
As midnight struck, Rachel turned to him and they kissed as deeply as they ever had. Her body felt perfect pressed against his. Her lips were warm and soft and her tongue was eager in his mouth, acting as an ambassador for her desire and making her intentions quite clear.
She held his head in her hands as the kiss broke and her smile was radiant. Andy felt like it was just the two of them in the penthouse, like he'd never been so connected with someone.
Then Rachel glanced over his shoulder. She kept smiling as she stepped back from Andy. "That's my boss."
He turned to see a broad-shouldered man in an expensive-looking suit approaching. His hair had a touch of grey running through it, but he looked fairly youthful for someone who was likely two decades older than Rachel.
She stepped past Andy and into the older man's arms. They shared a kiss of the sort that lovers share. The same sort of kiss Andy had shared with Rachel. He watched as jealousy coursed through him, especially when Rachel's boss grabbed her ass and gently squeezed it.
"I want you," he said.
"I'm yours," she replied. "You know I'm always yours."
Andy had agreed to Rachel's terms, but that didn't stop him from feeling an intense level of jealousy.
"Can he watch?" she asked.
Rachel's boss turned his attention to Andy and sized him up. His face betrayed none of what he felt, though, and he flashed a charming smile after a few seconds and asked Rachel, "Is this your boyfriend?"
"Yes. We used to date, actually, and we're dating again, though with a different set of rules."
"And those rules include him watching you fuck someone else?"
Rachel nodded and kissed her boss's neck. "He doesn't have to watch, but I'd like it if he did. I'd like it if he saw what it looks like when I have great sex, because he never could manage to fuck me the way I need to be fucked."
Andy was surprised at how open they were being about their affections for each other, but it seemed possible that the people at this particular party weren't the sort that cared one whit for professional decorum.
"What if I wanted him to do more than watch?" Rachel's boss asked.
They were talking about Andy like he wasn't there, which proved thrilling.
"I have a feeling he'd be willing to do anything you want, especially if I told him to obey you," Rachel said.
Andy's cock and balls tingled and the arousal spread through his body. It was different from the arousal caused by a kiss, though. It was deeper. More meaningful, in a way. More potent, certainly.
"And would you tell him that?" her boss asked.
"I'd do anything to make you happy," she replied.
He took his hand in hers and said, "Let's go, then. I got a room at the hotel next door. The penthouse suite. There will be plenty of space to have fun."
Rachel and her boss walked away and Andy followed. His heart pounded as he considered what he might be asked to do that night. Her boss hadn't really indicated what he would demand of Andy, though it seemed like damn near anything was on the table.
Though the party was crowded, very few guests were leaving, which meant it was just the three of them in the elevator.
"I'm Alec, by the way," Rachel's boss said as the elevator doors closed.
"Andy."
Alec put his arm around Rachel, pulled her close, and then smiled at Andy and said, "Get on your knees, Andy."
Andy looked at Rachel, who rested a hand on her boss's chest, smiled, and said, "Obey him."
Though part of him was terrified, Andy fell to his knees as the elevator lurched to life.
"Now kiss my shoes," Alec said.
Andy fell forward, crawled towards Alec, and kissed the tips of his shoes. It was humiliating, of course, but that had to have been the point. As he humiliated himself, Andy listened to Rachel and her boss kiss. He listened to her moan and looked up momentarily to see that Alec was groping her tits and doing so aggressively. The kissing, the groping, or the excitement of all of it resulted in a bulge in Alec's pants.
"Did I say you could stop kissing my shoes?" he asked.
"No, sorry," Andy replied.
He bent down to shower the older man's shoes in kisses, but he was interrupted.
"Now you have to kiss my bulge," Alec said. "You disobeyed me so you have to pay for that. Kiss my bulge while you look up at me. Do it right now."
Andy had no interest in kissing another man's bulge. He had no interest in upsetting Rachel, either. The elevator was fast moving towards the bottom floor and Andy was quite certain none of them would be leaving it until he'd kissed Alec's bulge, so he did it.
He sat up on his knees, crawled forward, and kissed another man's bulge. It felt far more humiliating than licking cum from a freshly-fucked pussy.
"I wasn't sure he'd do it," Alec said as he put a hand on the back of Andy's head and held him in place. "Keep kissing the bulge until the elevator doors open."
Andy did as instructed. He kissed the bulge all over. He did so while looking up at Alec, which proved to be the most humiliating element.
"I wasn't sure either," Rachel confessed. "It turns out he's more eager to please me than I suspected."
The elevator doors opened and Andy stood up. He was mortified to see half a dozen people waiting, all of whom were looking at him.
Alec took Rachel's hand and they walked out of the elevator and through the lobby. Andy followed and was quite liberated to find that he didn't really care that those strangers had seen him on his knees. There was no point in the embarrassment, after all.
Alec stopped on the sidewalk and kissed Rachel. Andy watched from a few feet away as another man's tongue moved into her mouth while her body melted into his.
"Let's go have some fun, shall we?" he said.
Rachel smiled at him and looked Andy's way. "Are you ready to have some fun?"
"I am," he answered. "I'm ready to obey, too."
That brightened her smile and Alec took her hand once more and they set off down the sidewalk with Andy close behind.
He was ready to have fun. He was ready to obey. He was ready to explore the side of him he'd discovered that night and he was eager to see just how wild things might get.