12 Days of SexMas 03

Author's note - [

This was to be my submission for the winter contest, but I could not coalesce and edit all the chapters into a single coherent story in time. Now I've broken it up into smaller pieces and will submit them over the holiday period.

A huge thanks to "theMasterBaiter" for their countless hours of editing and suggestions. The story is much improved by your efforts, but all remaining errors are mine alone.

]

***

The second day of SexMas

***

That morning, they opened up the next tasks. John read his first, "Have sex outside the house," and she revealed her choice to him: "Tie me up and do whatever you want to me."

"I'm definitely going to need a night to think," said Sally. "Are we OK doing it tomorrow?" John nodded in assent, also needing time of his own to prepare.

"OK then. You need to get to work, buddy, and we both need to shower." He grumped his way to the bathroom, and shortly she heard the shower start. Sally couldn't resist reaching down to cup her sex one more time, marveling at the smoothness. She liked her new styling down there nearly as much as John.

Sally could faintly smell his juices on her face, despite wiping thoroughly with the towel. The smell itself wasn't good or bad, but it reminded her of the previous night's activities, and that was enough to turn her on. She was about to make herself cum again when she heard the water stop in the bathroom. With a sigh, she made her way to the shower.

John had to be at work earlier than her, so she made him a quick egg breakfast and coffee before he left. His request to have sex outside the house turned her on, and she started mulling over some ideas. However, another thought overtook her. She looked up and saw the two boxes of cards on the mantelpiece. She knew she shouldn't peek, but she couldn't help herself. Besides, she reasoned, it doesn't really constitute cheating. We are going to do them anyway, and I'm being prepared like a girl scout, right?

Opening John's box and flipping the stack of cards over made Sally feel like a naughty schoolgirl. He had written a single word, "Anal," for number three. Ha! She had been right to prepare. The next one shocked her more, but what was she expecting? After all, what guy wouldn't want a threesome with two women? She also guessed she had no right to judge, since number five for her was a threesome with another man. A thought she had barely felt able to put to paper.

Sally was concerned, as they'd agreed to do them in order of naughtiness, and there were still two to go in John's stack. She almost put it back without looking further, but in the end she was glad she peeked. John's list ended with "Go to a sex club," followed by "Orgy." She gulped in shock but realized that her request for a gang bang was also quite extreme. However, Sally had planned to tell him they could act the last few out instead of doing them. Put some porn on TV and use vibrators and dildoes on her to simulate multiple men. She carefully replaced the cards and began to contemplate her options.

If she was going to have a threesome with another girl, it either needed to be a professional or someone she knew. Could she handle John fucking one of her friends? Or work colleagues? She wasn't sure. Jane was foxy, and maybe she'd be up for it? She'd been single forever and would probably jump at the chance to get some action. Or there was Amanda from work. Sally had always suspected that Amanda, despite being married, had an open relationship with her spouse.

The sex club seemed easier. A few seconds of searching, and she'd found two in their area. One looked dingy and was in a decidedly dangerous area of town, but the "Emerald Club" looked much cleaner and nicer. They had a $100 signup fee, and you needed to be approved, so it was good she had sneaked a peek, right? If she had left it to the last minute, they might not have had time, although she was still unsure if John really wanted to follow through with it.

Sally took out a recent image of herself and John, launched a photo editing program, and blurred their faces. The club needed one unaltered photo, which they promised would not be visible to anyone else. It was solely for "verification purposes." They also needed at least one other photo for their profile. She felt seedy applying but pushed back her doubts as she uploaded the photos and entered their credit card information. She browsed the Events section, discovering that there was a big two-day New Year's party at the club. Screw it, she thought, and signed up, paying the $125 fee. They were still pending approval, but there was nothing she could do about that now.

The orgy was going to be more difficult to organize. She assumed he wanted to involve other couples, not just women. Sally had gradually dropped most of her college friends over the years with John, and it didn't seem right to have sex with people from work. Would he even want to do this one? It was on the extreme end of things. Maybe they'd be better off just using it as fantasy and pretending.

Another web search revealed a variety of apps and websites designed for hooking up with people. Some of these apps and websites were specifically designed for swingers--couples who enjoyed swapping partners. A site, XLX.com, appeared popular in their area. Others, such as Meadow, seemed more inclined toward hookups. Hardly believing what she was doing, she signed up for each one, entering fake details whenever she could, just in case someone recognized her.

She knew she was going to need more than a blurred photo of her and John in their wedding outfits to get enough interest. She couldn't believe it, but she uploaded the one of her smooth pussy that she had sent to John. Though it looked red, she managed to reduce that with the editing app. Then she opened her dressing gown, revealing her thong. Before she could chicken out, she flicked open her cell phone and photographed her panty-clad crotch and another of her bare tits, neither showing anything recognizable. She was filled with excitement as she uploaded all the photos, adding a tagline that read, "Not looking for love, but maybe looking for you," and setting her preferences for single men only.

She hesitated for a second before she hit submit, then took in a deep breath and clicked. She was now in a rush to get to work, shucking on a skirt and blouse over the thong and bra she had on. Her nipples were always erect these days.

She was deep in thought on the way to work. He'd said outside the house, but that didn't have to mean outside, right? She hated sex in cars, but... John worked in a small office, and there were no interior windows to his office. What were the chances they had cameras in there? Probably low, right? Right? She thought.

That day, Sally navigated her work in a daze, her sole focus centered around her sensitive pussy and perpetually erect nipples. At lunchtime in the bathroom, she hiked her skirt up in the cubicle, moving her thong to the side, sliding two fingers inside herself. She was preparing to get herself off when two other women entered, chatting away, pulling her out of the mood. What was happening to her? After that, she resolved to focus more and tried to put the events of the past week out of her mind. She was more productive as she forced those thoughts away.

Toward the end of the workday, her focus returned to their SexMas challenge. Biting the bullet, she submitted a time-off request for the next afternoon. Technically, she didn't need the entire afternoon, but it was easier that way. Reflecting on her request to John, she wondered what he'd have in mind. No one had ever tied her up before, at least nothing beyond wrapping a bathrobe belt around her wrists in a half-hearted manner. Her pussy tingled again, and she bolted out of the office fifteen minutes early.

Sally arrived home ahead of John and proceeded upstairs. Reaching down to the bed, she scooped up the wrist straps from the harness she had hidden there. She grabbed her phone and photographed the straps next to her wrist. She wrote, "I can't wait for the weekend," and attached the photo.

***

The third day of SexMas

***

The next day, she thankfully had an extensive report due. That kept her occupied for the morning. Otherwise, she wasn't sure she would have made it through. Right at eleven a.m., the report was as good as it was going to get, and she hit send and made her way to her car. She would have just enough time to get home, take a shower, dress, and make it to John's work.

Sally hopped in the shower, making sure she scrubbed her pussy, butt, and tits. Once out, she wrapped a towel around herself and inspected her new stash of lingerie. She needed something trashy, and there it was: a faux leather bra and thong set, perfectly paired with a set of fishnet stockings. It was going to work perfectly. The fake material was scratchy on her legs as she pulled the thong bottom up, but it would not be on her for long. The bra was not much better. She'd never been a fan of fishnets but knew that men loved them.

Once dressed, she analyzed herself in the mirror. Slutty and trashy. Perfect. She didn't bother looking for a dress or pants to complete the look. Rather, she went to the mudroom and picked out her longest winter coat. Fortunately, it was December, so she wouldn't stand out. She grabbed a pair of her highest heels, hoping she didn't look too obvious. She had to drive in her slippers, as it was impossible wearing the heels.

She found John's car in its usual office parking spot and breathed a sigh of relief; he hadn't gone to lunch. She knew he was a creature of habit, but with her luck, today would be the one day he'd gone out somewhere. But the thought hit her--what if he had someone in his office or had walked down the street? Well, it was way too late to worry. She strapped the heels on, feeling them bite viciously into her skin as she buckled the impossibly small straps.

She teetered her way to the lobby--it had been a long time since she had worn such impractical shoes. Janice at the reception desk waved her over to John's office. "I think he's eating lunch." She said. Sally detected an odd look on Janice's face and hoped she wasn't too obvious in her appearance.

"Um.. I need a private word with my husband." She stated with a smile. "Can you make sure no one disturbs us?"

Janice smiled and winked at Sally, making her feel a shade uncomfortable.

With one hand on the door to John's office, Sally paused. One chance to back out of this. She breathed deeply and swung the door open, striding in. The look on John's face was priceless as she approached his desk, flinging the coat wide, showing off her leather-clad pussy and tits. He was biting into a sandwich, but it dropped from his limp hand back onto the plate. Thankfully, there was no one else in the room.

"We don't have much time," Sally said, dropping the coat to the floor. "I don't want your wife to find out," she added, playing the role of a hooker perfectly. John hadn't specifically mentioned that part, but she thought it would add to the scenario. He stood in a daze as Sally dropped to her knees in front of him. She unzipped John's fly, pulling out his cock, which was already partly erect. "You can fuck me, but no kissing," she whispered to him before taking his cock into her mouth. "Too personal."

John said nothing but began to thrust his cock in and out of her mouth as she worked up and down his length. Once he was fully hard, she lay back on his desk, scattering his papers and his lunch to all corners. She was wanton; her legs spread wide, reaching down to cup her vulva, massaging her lips through the fake leather. Then she pushed the thin film of material to the side, exposing her bald pussy.

"Come fuck me. I'll let you cum inside me this time."

John didn't need to be told twice. He waddled toward her comically as he struggled out of his pants. Sally reached down and grasped his cock, pulling him in deep.

"Fuck me like the dirty whore I am," she said, not believing it was her saying the words, "I want you to get your money's worth. Don't be gentle; take your pleasure." And he did, slamming into her violently, back and forth, his cock piercing her tight tunnel. John reached down and pinched her nipples through the thin bra, continuing to pound away, grunting with exertion as he thrust with all his might. Within minutes, he was cumming, thick streams spurting into her.

"Oh yeah, that's right, cum in my tiny pussy," she said. "It's much tighter than your prude wife's, isn't it? God, come inside, my young, slutty pussy." She was getting into the role now as his seed jetted into her. Then, right as he was pulling out, his laptop dinged with an incoming Zoom call.

"Shit, it's my boss," John uttered, frozen in place.

"Ignore it," she said, cupping his balls and slowly stroking his softening cock.

"I can't. I completely forgot that we were meeting with our most important customer. Get under the desk."

She felt like a real hooker now, hiding under John's desk, his seed slowly dripping from her. John had no time to put his pants back on, pulling his chair up to the desk and hitting "Accept" on the screen. Thankfully, the camera only caught a view of his upper half, which was still clothed.

Sally heard John's boss introduce the customer and the salespeople from the other company. John then told them what an honor it was to work with them and how he valued the relationship. Sally was wondering how long this would last. There was no way to get out from the desk without being seen on video and probably wrecking John's career. However, that didn't mean she couldn't have some fun. She reached out for John's now-flaccid cock, stroking it and his balls. Poor John wasn't able to look down at her; he had to remain stoic on the video feed.

"Shhhhhh" she signaled to put his microphone on mute. Once he nodded, she spoke.

"God, I want to suck your cock," she whispered, knowing he had to sit rigidly and not give the game away. Amazingly, he became erect again. So soon, she thought with appreciation. Then she went to work on him with her mouth, starting gently so he wouldn't get caught. Sally teased him back and forth, slowly licking up and down his length, caressing his balls. She knew he wanted to cum, but there was no way he'd get away with that on camera. The meeting went on for what felt like forever, with endless platitudes and business banter as they haggled over the details of a multi-year licensing deal.

Eventually, though, the call ended, and John hung up. "You little--" he said, yanking her out from below the desk. "You could have gotten me fired, young lady! Now, how are you going to make up for that?" She hoped he was playing the role and not actually mad at her.

"Maybe you'll have to put me over your desk and have your way with me?" She squeaked.

That was exactly what he did, splaying her face down over the cool wood of his desk, her tits mashed into the surface as he pounded her from behind over and over again, cumming deep inside her, adding to his first load with a satisfying series of grunts.

"Well, I hope that was worth your money," she said, once again spreading her legs for him so he could watch his cum drip from her pussy. Hopefully, it wasn't going to stain the desk. But that was not her problem.

"That'll do nicely," he said, pulling up his pants and straightening his tie. "Now get out of here before someone finds out, especially my wife. I have important work to do." Though he was only playing the part of the powerful businessman hiring the lowly hooker, a twinge of pleasure went through her. She was going to have to do this again. Standing, she caught a reflection of herself in the mirror. Her hair mussed up, her stockings torn, and her tits exposed. She definitely looked the part of the just-fucked whore.

Sally did her best to fix her hair, pushing the stockings down and off her legs and discarding them in the trash. Then she reached down for her sodden thong, bunched it up, and stuffed it in his pants pocket.

"Something to remember me by," she said, closing the coat around her and teetering her way back to her car. Fortunately, no one was around to witness her messy hair and smudged makeup as she hurried to the exit. Excitement flew through her all the way home in the car. John's seed was still dripping from her. Sally couldn't help but take out a toy when she got home, using it to masturbate herself to a powerful orgasm. She recalled thoughts of him using her for his own pleasure earlier that day as she did so, using them to enhance her experience. She stood her cellphone on the dresser and recorded the entire scene as she moaned and writhed on their marital bed.

John was all worked up when he made it home, cornering her in the kitchen.

"Hey, babe, remember how we discussed being completely honest with each other?" he asked. He asked.

She nodded.

"Well, I was horny at lunch today, so I hired a hooker and fucked her on the desk." John grinned.

"Oh! Was she good?" Sally deadpanned.

"Yep, she earned her fee like a good little whore."

He reached down, lifting her up to the counter, yanking Sally's thong down her legs, leaving it dangling around her ankles. John unzipped his pants and let them drop to the floor, exposing his raging erection. She gasped, reaching down to grasp his firm flesh. This was what she was missing--the element of surprise. She was a modern woman who wasn't beholden to any man in her daily life, but something about being dominated sexually was resonating with her, satisfying some primal need.

Sally raised herself up and forward, and he shoved his cock deep into her in one fluid motion. She was so wet, there was barely any resistance as he bottomed out. Their sex was frantic, animalistic.

"Fuck me like you fucked that hooker earlier. Use me like you used her. Come on, lover."

The sex was primal; it was raw. They were biting each other's lips, mashing their mouths together, and scratching at clothes. John reached out, tearing her shirt open, buttons flying as he pulled her bra down, exposing her nipples, the scratchy lace digging deep into her skin.

"Fuck me," she rasped. "Screw the goddamn shit out of me," she said, and he did, thrusting in and out with little regard for her pleasure. Stunningly, that made it more enjoyable for her. The more he took his selfish pleasure, the more turned on she got. It was barely three minutes before John's legs were shaking.

"I'm cumming," he spat out.

"Do it," she said. "Fill me with your filthy cum." She could barely believe the words coming from her mouth as she encouraged him to pound away.

Then, as he erupted, she felt it. It wasn't a powerful orgasm, but it started deep within her, causing her legs to shake, her pussy clamping down on his cock.

"Keep-uh-going," she grunted, and he filled her with his seed for the third time that day. The scalding hot spunk coated her insides as her orgasm welled over her.

After finishing, he turned away from her, silently reaching to pull up his pants. He went upstairs. Sally could hear the shower running. Exactly how you'd treat someone you were paying for sex.

This, she thought, ought to offend her. Instead, it turned her on more, to be used purely for his pleasure and then put away. She reached down for her underwear, pulling the thong up her legs to cup her cum-filled pussy. She could feel the white liquid seeping into the cotton crotch as she stood. Sally quickly grabbed her ruined blouse and threw it into the trash. There was no saving it. She was going through a lot of clothes recently.

Sally ate dinner that way, her tits still half-exposed and cum leaking into her thong. The chair would definitely need a good wipedown the next day. She felt so vulnerable yet still slutty. John's gaze fixed on her half-naked body as they ate.