“The Perfect Deal” A Sexy Short Story (About Holiday Shopping)

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The following is a sexy short story about Black Friday shopping, finding the perfect gift for a loved one, and getting a great deal on that gift. These are all festive topics that I’ve channeled into a sexy story. I hope you enjoy it and I hope it gets you in the holiday spirit. As always, I welcome comments and feedback.

“When it came to making a deal, everyone had a line they refused to cross. Those who drew that line too carefully were often the first to get ripped off.”

That was the first sales lesson that Stacy Stamper’s father had taught her as a little girl. Being the son of a traveling salesman and the cofounder of successful marketing company, her father treated sales with a passion that few could match. He said he’d planned on passing down his valuable knowledge to his kids one day. As it just so happened, Stacy was the oldest of the three and often the first to be in a position to use that knowledge.

However, sometimes being the first meant crossing a few lines she hadn’t expected.

“Out here,” said the deep, excited voice of Marvin “Max” Dresden. “Nobody comes into these parts at this hour, especially on Black Friday.”

“It’ll do,” said Stacy. “Just remember I know which parts of this store are being monitored by cameras. So if you’re hoping to record our little exchange, stop hoping.”

“Believe me, I’m looking to record anything. My girlfriend already busts my balls whenever she finds porn on my computer. I’m not looking egg her on…at least until the lease on our apartment is up and we can break up properly.”

“I’m glad your motivations are so simple,” she told him, “but that doesn’t make you any less a sleaze bag.”

“Speak for yourself, Stacy. You’re the one whoring yourself for a fancy pair of cufflinks.”

She scolded the tall, well-dressed man before her, but stopped short of arguing his rhetoric. He might have been a shallow, obnoxious frat boy who never worked a job his well-connected parents didn’t get him, but he had something she wanted and getting it required some ambitious negotiating. In the process, Stacy found out she was prepared to cross certain lines to complete the deal of a lifetime.

Doing so meant meeting up with Max Dresden at four in the morning at the high end West Hills Mall on Black Friday – the unofficial holiday of big deals, which seemed so fitting. While most of the heavy shopping traffic gathered around the north mezzanine, Max had her meet him at a utility entrance on the west end. From there, he led her to an area just outside the staff lounge where they could finalize their lurid deal.

“Call it whatever you want, Max,” she told him. “We agreed on the terms. And I have your girlfriend’s number and your mother’s personal email address as leverage, just in case you’re thinking about changing them.”

“Don’t remind me,” he said, rolling his eyes. “I’m still trying to figure out how you got that from me.”

“You don’t need to know that anymore than I need to know how you ended up with a pair of rare cufflinks. We both want this deal to go smoothly so let’s focus on that.”

Max bit his tongue. He might not have been too bright, but he understood incentives and leverage. That was all she needed him to understand for the sake of the deal.

Officially, Stacy was skipping a post-Thanksgiving breakfast with her family to get a head start on her Christmas shopping. Being the only one of her siblings who was out of high school, had a car, and enough disposable income to spend, nobody gave it much thought. Her father was even proud to see her going the extra mile to secure a good deal.

He might not have been that thrilled about how far she was willing to go to get the perfect Christmas present, but so long as the deal went through, her father never had to know the truth.

“For you, Dad…it’s worth it,” Stacy said under her breath.

At the heart of the deal was a pair of rare cufflinks, specifically the kind her grandfather wore during his days as a traveling salesman. After her grandfather passed away, and was subsequently buried with his cherished cufflinks, her father had tried to purchase a pair for himself. Unfortunately, the European jeweler who made them went out of business years ago and he could never find them.

It had been a point of frustration for years. Her father had been successful at so many things, but not finding a pair of those cufflinks really bothered him.

Stacy believed that getting him those cufflinks would be the greatest holiday gift she could give him. She’d been looking for a pair for the past three years, even as she built a business of her own. Finding them had only gotten more difficult over the years. Then, she found out through a friend of a friend that Max Dresden had a connection. That created an opportunity for a deal.

It was a simple deal and one she was uniquely qualified to make, despite having a limited budget and little time. It helped that Max was a simple man with basic needs, shallow tastes, and poor negotiating skills. If all went well, then they would both get something they wanted from the deal.

“So where are they?” Stacy asked.

“Right here, just like you asked,” Max said, tapping the pocket of his coat.

“Show me,” she said. “Keep in mind, my uncle is a jeweler. He taught me how to spot fakes.”

“Then, I guess it’s a good thing these are the real deal. That way, only one of us wasted our time.”

With a smug smirk, he reached into his coat pocket and pulled out a small velvet case. He held it up closely so that she could see when he opened it. Sure enough, the cufflinks were in there and they were the real deal.

Stacy had to temper her reaction. She’d seen plenty of pictures of the cufflinks. She’d even held the ones her grandfather had shortly before he died. When she reached out and felt the ones before her, it was like reconnecting with a part of her family’s past. She could only imagine how her father would react when he saw them.

“Wow!” Stacy said under her breath. “This is it. These are the cufflinks my father could never find.”

“Too bad his did dad wasn’t friends with some European art guy,” said Max, rolling his eyes. “I still don’t get why he gave me these things in the first place. It’s not like I enjoy wearing fancy suits as much as him.”

Stacy withheld her bemusement. It didn’t seem fair that someone like Max had a pair of rare cufflinks. He clearly didn’t appreciate them.

He didn’t appreciate a lot of things, it seemed. He was a spoiled rich kid who only worked menial jobs because his parents demanded it. A friend of hers even said that the only reason Max was working on Black Friday was because he dented the new Cadillac his father bought him for his senior year at college. It hardly seemed like a fair deal according to her business savvy, but that was Max’s problem. She had more pressing issues.

“Okay. They’re real. You’ve done your part, Max,” Stacy said.

“Does that mean you’re going to do yours?” he asked in a lecherous tone.

“Of course,” she said bluntly. “I organized this deal. I agreed to it. And if there’s one lesson my father and grandfather belabored over all others, it’s this…we honor our deals.”

True to her word – and much to Max’s excitement, as well – Stacy went about upholding her end.

She started by taking off her coat, revealing the somewhat undersized halter top that she only usually wore in the summer. Its small size ensured it showed a good part of her cleavage, of which she had plenty. It also revealed that she hadn’t worn a bra, which Max clearly noticed.

“No bra and no shirt,” he said. “I remember that part of the negotiation.”

“Of course, you do,” Stacy replied.

Without hesitation, she removed her shirt, rendering her naked from the waste up. The sight of her exposed breasts in the soft lighting of the break room earned her a larger smile from max. His excitement growing, he reached out to touch them. Stacy willingly let him. That was another part of the deal she remembered.

“Nice!” he said. “Those pics you sent didn’t do your tits justice. And here I was thinking you Photoshopped them.”

“Like I said, I honor my deals. That means I don’t deceive.”

Staying true to her word, Stacy let Max enjoy her breasts while she unzipped the back of her skirt and let it fall to the floor. That left her in only a black thong, which happened to be the same one she’d worn in the other sexy pictures she’d sent him while arranging their deal.

To ensure Max was sufficiently motivated, she had to offer more than a few gropes and some sexy imagery. He had to feel like he was getting more than what he got from his girlfriend or his porn stash. Given his reaction to feeling her breasts and seeing her exposed body, he had the face of a man who though he’d hit the jackpot.

“Damn! You look good naked too,” Max said. “Why isn’t a hottie like you in college?”

“Because some of us have goals that don’t involve getting a college degree on our rich daddy’s dime,” Stacy said, “but try not to think about that for the next few minutes. As of right now, I’m not just some girl looking to get her father the best Christmas gift ever. I’m just a hot young woman who’s willing to fuck you in a mall break room at four in the morning.”

Max replied with another lecherous grin. He was already so immersed in her breasts that she doubted the other particulars of the deal had crossed his mind. That was fine with her. It just made holding up her end that much easier.

After letting Max have fun with her breasts for a bit, she proceeded with the next step. She dropped to her knees, looking up at him with seductive eyes, pretending as though she were someone who did this kind of thing for free on Black Friday. While he looked back in anticipation, she undid his pants and pulled them down his waist. Touching her breasts had already gotten his blood flowing in the right directions. He already had a semi-hard boner dangling in front of her, which she saw as just another part of the deal.

“I see part of you is already in the holiday spirit,” Stacy said.

“Oh yes. I’m feeling very spirited!” Max chuckled.

Already sounding like the immature frat guy he was on non-holidays, Stacy channeled her own unique spirit for the moment. She narrowed her gaze on his dick, reached out with both hands, and went to work getting him ready for the final transaction.

She started by jerking him off a bit, getting him even harder and evoking a light gasp. Then, she used her breasts to tit-fuck him, placing his cock between her fleshy mounds and pressing them together around his growing member. Max responded with another blissful gasp. His legs growing weak, he leaned back against a nearby wall and gave her more room to work.

“Yeah! Use those tits! Work that cock!” he said.

Stacy didn’t need the extra motivation, but she used it anyway. She worked his cock between her breasts more vigorously, getting him harder by the second. Once she felt that he was near full arousal, she pulled back and took the next proverbial plunge.

“That got the holiday spirit flowing. This should make it stronger!” Stacy said intently.

She flashed him another sexy look, licking her lips and showing off the cherry-flavored lipstick that he’d requested in the negotiation. Then, still as motivated as ever to complete the deal, Stacy took his cock into her mouth and began sucking him off.

“Oohhh fuck!” Max gasped with delight. “Just when I’d forgotten how great blowjobs feel!”

That sounded like a brief slight as his girlfriend, which Stacy doubted he loved to any great extent. If she hadn’t been giving him blowjobs, then chances they were both looking for a reason to break up.

Not being in a relationship herself gave Stacy an advantage. She didn’t have to hold back while sucking Max off. She could be as dirty and sloppy as she wanted. She hadn’t had much of a sex life for the past several months, but she remembered how much her ex-boyfriend enjoyed blowjobs. She hadn’t forgotten how to make them good, either.

She channeled every ounce of oral sex experience since high school. Max told her not to half-ass it during the negotiations and she promised she wouldn’t. True to her word, Stacy licked along his shaft, twirled her tongue around the head, and made plenty of gargling noises. If Max watched as much porn as he claimed, he probably got off on those noises. In a vacant break room, every noise seemed to reverberate.

The results delivered exactly what she’d promised. It got Max fully aroused and fully erect. Stacy expected it to take longer, given the early morning hour and Max’s tendency to overstate his manliness. She didn’t complain, though. It just meant the next part would be that much easier.

“I remember you saying you didn’t want to pop off too soon,” she said while still stroking his cock. “You wanted to wait until you were fucking me.”

“You’re…a good listener, Stacy,” said Max, already breathless.

“I’m also a woman of my word,” Stacy told him, “and I intend to belabor that.”

As Max leaned back against the wall, Stacy kept stroking his dick to keep it hard. While in her grasp, she tactfully retrieved a condom from her purse, opened the package, and put it on his dick. Having had plenty of practice with her previous boyfriend, Max barely seemed to notice.

Once he was ready, she made some final preparations for herself. She rose up from the floor, slipped out of her panties, and stood before the horny frat boy fully naked. She let him take in the sight briefly before turning around, shaking her butt, and casting him another seductive glance.

“What are you waiting for, Max?” she asked him. “Come get the pussy I so willingly offered you in our deal.”

“God, I love the holidays,” he said with a goofy grin.

From there, Stacy let Max take care of business. He threw off his coat and stepped out of his pants, which had been around his ankles. He then grabbed her by the hips, bent her over a nearby table, and positioned himself behind her. He wasn’t rough, but he wasn’t overly tender, either. That didn’t bother Stacy. As long as they both got what they wanted, she didn’t mind his crude approach.

There was no teasing or technique to what happened next. As soon as Max aligned his rock-hard dick with her pussy, he thrust it right into her waiting folds. As his hard length penetrated her womanly depths, he let out a deep grunt that filled the room.

“Oohhh yeah! That pussy…so nice and tight!” Max grunted.

Stacy remained silent, holding onto the table and letting the horny frat boy do what he needed to do. All she had to do at that point was relax, close her eyes, and let basic sexuality do to the rest.

Max kept it fairly simple. After getting a feel for her pussy, he began rocking his hips back and forth, working his cock within her depths. He didn’t go too quickly. He try to overdo it or anything. He clearly wanted to enjoy it, as any horny young man would.

She even made an effort to enjoy it as well. She might not have been overly aroused or all that attracted to Max, but she knew how to get into a sexual mindset. She knew how to enjoy sex, even when it wasn’t that intimate. She’d even worked in a little lube before meeting up with Max earlier, just to make this part of the deal both easier and more enjoyable.

It was another one of her father’s useful deal-making tips. When both sides got to enjoy themselves, both come out feeling like they got more than they asked for. It also made them less inclined to screw each other over. Max might have been a shallow, immature college guy, but he had simple tastes and simpler needs.

“Simple needs…easy deals,” Stacy found herself saying under her breath at one point.

That ensured he didn’t drag the sex out for too long. He didn’t mix it up much, either. As he humped her from behind, he just occasionally squeezed her butt. A few times, he leaned over and fondled her swaying breasts as well. Stacy even threw in a few moans, which weren’t at all faked. Max might have been crude with his approach to sex, but at least knew how to touch a woman. That counted as a bonus in her book.

After a solid round of hard humping, Stacy sensed Max pick the pace up. She sensed he was close. He was just about ready to complete the deal, among other things.

“Fuck! Ohhh fuck! Ohhh man, I’m gonna pop off!” he gasped.

“Do it, Max. Enjoy it!” Stacy said.

He clearly didn’t need the added encouragement, but it kept him nicely motivated as he pushed himself over the edge.

He was a bit louder than she expected, letting out this heavy grunt as he hit his climax. He firmly grasped both sides of her hips, pushed his cock deeper into her pussy, and leaned back slightly as he got his release. She could even feel his member throbbing inside her in accord with his pleasure. She actually enjoyed that feeling, having not forgotten how much she missed regular sex. This might not have been the kind of sex that gave her multiple orgasms, but it still satisfied her in other ways.

“That should do it,” Stacy said. “That completes the deal!”

“Complete…right,” Max said breathlessly, sounding too content to care.

He lingered for a few moments, taking in every last ounce of pleasure from his orgasm. When he finally withdrew, he had to lean on a nearby chair for support. Stacy, showing that she still cared more than most savvy businesswomen, offered him a playful gesture. She even removed the condom for him and threw it in the nearby trash can.

“You got what you wanted, Max. And I got what I wanted,” she said proudly. “That’s the essence of the perfect deal.”

Without even putting her clothes back on, she reached into his discarded coat and retrieved the box with the cufflinks. She even opened it and held them in her hands again, reaffirming they were very real. Knowing now that they were hers and would be the best Christmas gift she ever got for her father, Stacy smiled as though she were the one who’d just had a good orgasm.

“I’d say it’s been a pleasure doing business with you, but…that might be too accurate,” Max said with an amused laugh.

“When it comes to great deals on Black Friday, there’s no such thing,” Stacy said, laughing as well as she gathered her clothes.

“It’s funny. When you first came to me, I just thought you were just some trashy girl in need of a bigger shopping budget…no offense,” he added.

“None taken,” she said, rolling her eyes.

“But this shit really matters to you,” he said in a more serious tone. “You really are a woman of your word. And you’re willing to do whatever to get the job done…including the sexy stuff. I may be a spoiled rich kid, but I totally respect that.”

Stacy cast him another amused grin, but still laughed with him. Max might have been a bit of a meathead, but he was honest and genuine. That counted for something in her book, just as much as upholding a deal meant a lot for her. Regardless of her willingness to employ sex as a negotiating tool, Stacy saw herself as a businesswoman above all else. She found deals. She made them. Most importantly, she honored them.

When it came to getting the best possible deal on this fateful Black Friday, she could safely say she’d come out satisfied.

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