Old Ladies, Thongs, & Whiskey

"Are you seriously gonna turn down this ass?" she said, spinning around in front of him and pointing her leather skirt clad rear end at him. Her full, round ass pressed against the thin leather, forcing the tight material to mold to its round, firm shape. She then turned around and took one step closer. "Are you actually gonna turn down these tits?" she asked in a firm whisper, her huge tanned breasts placed right in front of his face. His nose was less than a foot from her deep, cavernous cleavage, and his eyes couldn't help but stare at the tanned skin oozing out from between the laces. He could see the tattoo of the black spider, the venom dripping from its pincers looking dangerous. Josh calmly lifted his eyes from her smooth cleavage and looked into her eyes.

"Yes," he said simply, his resolve strong. For a moment, her lips twitched in a look of intense anger and frustration, but that moment passed quickly. She then gave him a poisonous smile.

"Mmm... you are irresistible, aren't you?" she purred. "I love the ones that put up a fight before submitting..." As she said this, she ran a finger along her cleavage. "The ones that act all good and true and pretend that they don't want to get their hands on my hot body. Fuck... I thought you'd just be good for one good roll in the hay, but you... mmm... you might just be a keeper..." she announced, his resistance to her advances only further enticing her, sending her into fantasies of him and her as an ongoing thing. He rolled his eyes at this and looked away, shaking his head. "Hon, what you're feeling now is the last bits of any silly loyalty you might feel towards your wife just slipping away. You have no idea how close you are from sliding those big hands of yours all over my huge naked tits. You have no idea how close you are to wrapping your lips around one of my hard nipples and sucking away. You have no idea how close you are to feeling my cunt squeezing your big fat married cock! You have no idea how close you are to having the best sex of your life! All your denials are only bringing us closer together..."

"Just..." he began, pausing out of pure frustration, starting to think this woman was crazy. He looked away from her and glanced over the bar. "Just leave me alone. Please." He begged quietly, way over this situation. She grinned as she lifted her glass to her lips and took a healthy swig, swallowing it down like a champ. She put her glass on the bar and got the bartender's attention to get a refill. For a few blessed moments, there was silence between the two, but Josh could feel the pregnant pause in the air.

"At this point, you just have to be wondering..." she began, smirking as she glanced at the married man. When she saw he wasn't gonna engage, she answered her own question. "Wondering if all this build up is gonna be worth it. If I'm actually as good as I say I am. Trust me... I'm even better!" she said confidently. "The biggest problem you're gonna have is resisting the urge to fall in love with me."

At this, Josh gave her a withering look, clearly not sold on her many boasts.

"I mean, we are a pretty great match," the old woman explained to Josh. "You're a handsome, fit young buck... Mmm, I bet with the proper training, a guy like you could go at it for hours without slowing down... of course, that's only if you're with a real woman. And me? I am that real woman. A gorgeous, sexy woman. A genetically perfect woman."

Josh raised a skeptical eyebrow at this, but she only smiled.

"You doubt me," she began as another drink was placed in front of her. "But how many women my age have tits this big and firm?" she asked, glancing down at her melon-sized breasts. His eyes followed, glancing down into her cleavage for just a moment before catching himself. "How many women my age have an ass this juicy and firm?" she said, turning around and looking down her own back, glancing at her full rear-end. Again, his eyes fell, this time to her round, full, leather-clad ass, and again, it took him a moment to catch himself and look forwards. She spun back around, just in time for his eyes to meet hers. "How can you deny that I'm pretty much... perfect?" She said this last word with a knowing smile, before gathering her glass into her hand smoothly and taking a sip.

Sure, Josh could admit... for a woman her age, her body was fantastic. She seemed fit and in good shape, and as she made clear, she had curves where it counted. But... it wasn't like she had model good looks. Far from it, to be honest, as she wasn't particularly good looking. And frankly... she was an old lady. If he were to google search for the genetically perfect woman, he somehow doubted she would look anything like Sandy.

Josh gave the old woman another withering look as he returned his attention to his phone. Willing his wife to arrive and give him an out from this whole conversation with Sandy, he opted instead to bring her into his turmoil.

"Please show up soon! I'm currently being hit on by an old lady, and she won't take the hint."

He didn't even get to read through a single email on his phone before Deb replied.

"Oh no! Better watch out! Don't make me come down there and defend my man from a handsy granny!" Deb joked, and her humor really established how insane this whole thing was. He'd been on edge with frustration, and this really took the wind out of his annoyance about this. This was a ridiculous situation... maybe he shouldn't be getting so worked up about the whole thing.

"But alas, I can't rescue you just yet. This meeting is going on and on and on." Deb said. "Luckily, I trust that you can handle one old lady." Dispirited, he looked away from his phone, allowing a moment for Sandy to swoop back in.

"Breaking the news to your wife that you won't be coming home tonight?" the older woman asked. "That you've decided to spend the night going balls deep in an older woman?"

"Not exactly," Josh replied tersely, rolling his eyes.

"But here's the thing, though... you have made that decision. You just don't know it yet..." she said, raising her eyebrows. Josh shook his head.

"You don't give up, Sandy, I'll give you that," he stated to the aggressive older woman as he glanced around the bar.

"Never. Especially not when sex is in the cards, and trust me honey, sex is definitely in the cards here," Sandy replied, taking another swig of her drink. "Believe me, babe, when you meet someone, and you just know that the sex would be amazing, you can't stop till you make it happen. You don't stop till the clothes come off, till skin is sliding on skin, till a cock and a cunt have really gotten to know each other, till the walls shake from the screams and the moans. That's why I haven't given up on you. And hon... that's why you haven't walked away either..."

From across the room, a perfect opportunity.

"Funny you say that," Josh said, standing up, putting Sandy on her heels for the first time. He glanced at her and smiled. "It's been fun, Sandy, but if you don't mind, a table just opened up, and I would like some privacy until Deb shows up. So... bye."

So surprised was Sandy that she didn't say or do anything as Josh walked away from her. A small table had opened up with a single seat, and he was quick to pounce on it, getting away from Sandy in the process. Someone had taken the other chair for this table to sit an extra person at the next table, leaving this one with just one seat, and Josh somehow felt that Sandy wouldn't do something as nakedly desperate as to follow him, drag a chair from another table and join him. And he was quickly proven correct, as she simply eyed Josh from afar for a few moments before turning away, focusing on her drink.

Finally, Josh was free. Finally, he could breathe, having escaped the clutches of that aggressive, massively breasted old woman. Not... not that the size of her breasts was relevant. It was just... he wasn't thinking clearly. But now he could. Now he could finally relax. Now... he could finally just wait in peace.

Removing his phone from his pocket, he couldn't help but share this development.

"I think I finally shook her..." Josh texted to Deb. Quickly, she replied.

"Great! Can't afford to have my husband being seen flirting with old ladies. LOL."

"I wasn't flirting." he replied, defending his own honor. Even though her joking before had kinda took all the pressure off him before, part of him was kinda annoyed that she was acting like he on some level was enjoying this thing with Sandy.

"Well, you better not! I just can't afford to have a husband who secretly throbs for old ladies. We're in this for the long haul, babe." Deb replied. Again, a flash of annoyance at this accusation passed through me. He doesn't 'throb' for old ladies. He doesn't think about older women at all, and the accusation of it kinda made him mad. Josh knew she was joking, he did, but it still annoyed him all the same.

"I don't think you have anything to worry about," he replied, biting his tongue as not to appear upset.

"I know 😊" Deb replied. Perhaps sensing that his terse tone was barely restraining his annoyance, she texted him again. "I'm just joking honey."

"I know." Josh said back to her.

"I'm aware you aren't into old women. I'm just messing with you." She added, cooling his annoyance. "It's just crazy, right? Does she think it works for her to just accost married men at bars and never let up? Is she, like... hot?"

"No. She's not hot." Josh said definitively.

Then his phone pinged.

It was another text, but not from Deb. Without thinking, he opened it, and his eyes went wide as soon as he did so. It was from Sandy, and what she sent was another picture. A picture of her in her underwear. But unlike her previous picture, which seemed like a quickly taken selfie in the midst of changing, this one seemed expressly designed to seduce.

It was a full body shot, with her standing with her hands on her hips. The only thing missing from the picture was her face, which for her might be for the best. But there was no mistaking this was her. And this photo had her lewdly displayed body filling the frame, giving you nowhere else to look but all that exposed, tanned skin. The only things she had on were a purple lace bra and a matching little slip of underwear, a thong or something obscene, no doubt.

Again, Josh had to admit, despite everything, that despite her age, her body was very impressive. Sure, while she had signs of aging and a little extra meat on her bones, as any woman her age would, she seemed to clearly be in great shape. Her belly was flat and trim, her navel the only interruption in the expanse of fit, aged, tanned flesh. The thong below covered very little, showcasing as much of her flat stomach and trim waist as she could get away with. And it was this impressive level of fitness that made her boobs looked absolutely massive when posed like this.

It wasn't like she was pushing out her chest or trying to make them appear bigger than they were. No, they were just there, jutting out from her chest, barely contained by the lacy purple bra, looking undeniably gigantic. Jesus, they were big. Josh couldn't even begin to guess the size, as he'd never encountered breasts of such enormity. Comparing them to the size of watermelons wasn't a totally unfair comparison to make. The mammoth, tanned, smooth jugs vaulted out from her chest, looking impossibly firm given their sheer size and heft. They were so utterly massive that they could barely be contained, her huge breasts bursting out from all sides. The cups of the bra were digging into the lush, smooth flesh, the tanned skin of her oversized breasts oozing over the edges of the material. And the sheer size of her huge breasts forced the bra away from the body, allowing some of the extra-soft flesh of the undersides of her breasts to be visible. Her sunbaked melons looked impossibly firm and soft, and the lace material gave a hint of a view at both the prominent tan lines at the front of her breasts, as well as a hint of her stiff nipples.

With the picture cutting off her face, Josh could have almost been talked into this being a photo of another woman, but the telltale tattoo of that damn spider adorning one of her big round breasts disavowed that notion. It was truly shocking that a woman of her mature age could have a body this impressive. No woman her age should have boobs that large and that firm. No woman her age should be posing like this. No woman her age should be sending photos like this to young, handsome married men. But clearly, judging by both her behavior and her mouthwatering body, she was not like most women her age. She was bold. She had a great body. She was confident. She had gigantic boobs. She was shameless. And most importantly, she had massive tits. And again, despite every fiber in his being trying to push these thoughts away, some part of him deep inside grudgingly admitted that all these qualities were, in some ways... sexy.

But Sandy wasn't done yet.

Josh had been so lost in the picture she sent that he didn't register her follow up texts until the second one pinged his phone. He started from the beginning.

"This is the present you could be unwrapping tonight," Sandy first texted, teasing him. "Just imagine peeling off my clothes and laying eyes on the goods. Don't you want to see this body of mine in the buff?"

Without thinking, his eyes drifted to the massive sun-cooked valley of cleavage between her two melon-sized tits and stayed there until he realized she had texted him another picture. Without thinking, he scrolled down to look at it.

Josh gulped at what he saw.

It was his first good view of her big round ass. The very first picture only gave him a view of her rear-end through a mirror's reflection, but this picture put her ass front and center. And it was revealed that, just as before, her firm, shapely ass was adorned with a miniscule thong. The tiny purple garment framed her thick, juicy ass perfectly, the straps of the thong running along the upper ridge of her ass before meeting at the small of her back in a tiny little triangle of purple lace. Now as proven by her previous picture, while she was fit, she had curves where it mattered, and that continued here. She had a big ass, not to an insane degree, but one that perfectly fit her thick, curvaceous frame. Large, round, firm cheeks that vaulted out from her fit frame. Each smooth, meaty cheek stood out prominent yet perky, perfectly sculpted despite her older age. They rode together nicely, each large cheek almost resembling a mountain on her fit frame, with the deep, dark valley in between looking almost inescapable. But it was a journey that the tiny string of the thong made, traversing down through the deep crevasse of her ass-crack, emerging near her crotch, where it connected with the small panel of purple lace covering herself down there. The tiny thong was putting her ass on display, the prominent cheeks left bare to Josh's surprised gaze, her ass just hanging out of this tiny little garment. Some women have a cute little butt, or a nice booty. But this... this was an ass. A round, juicy fucking ass.

Josh found himself so shocked at the sight that he couldn't look away, inadvertently studying every curve and crevasse, every exposed inch of tanned, bare flesh. Well, not every inch was tanned, as the tan lines on her ass showed she sunbathed wearing a slightly less revealing thong than the one she was currently wearing. Even though the rest of her ass had that slightly overly tanned look, it kinda worked on her, the large ham hocks of her ass looking perfectly cooked. Ripe and juicy.

The only other thing he noted was the tattoo he'd noticed earlier on her right ass-cheek. It definitely looked like a military insignia, a symbol for one of the branches of the military, but Josh wasn't aware of which one. Josh normally wasn't a huge fan of tattoos, but the look kinda worked here. Of course, an ass like this would have a tattoo on it. Of course, a woman like Sandy would have a tattoo on both her ass and on one of her massive tits. That being said, Josh wasn't about to become a fan of tattoos, no matter how impressive the canvas was.

Josh glanced up for a moment. Sandy was still at the bar, seated, leaning down and looking down at her phone. Leaning over like this caused her top to raise up slightly, exposing both her tanned lower back and the obscene whale-tail she was sporting, her thong rising out from beneath her skirt lewdly. And it's color? Purple. It was the very same garment she was wearing in the picture, which caused his eyes to drift back down to the photo on his phone. And it was as his eyes again took in the breadth of her thong-clad ass on his phone that she sent another text his way.

"Take a good look, Josh," Sandy texted him. "You're about to get to know this ass VERY well. This ass is your future, babe. Your destiny. So, memorize every square inch of it. Here... let me give you a closer look."

Before Josh could look away, another picture appeared on his phone. And this picture made his breath catch in his throat.

It was a photo taken from the same angle, pointed directly at her ass, with it filling the frame. But in this one, she was posed differently, with her on all fours, her ass facing the camera. And also, the thong she was wearing... it was gone. Meaning, her lower half was completely exposed. With her legs slightly spread, her completely shaved pussy was just right there below the center of the frame, exposed to him without warning. The smooth, plump lips of the older woman's pussy were being shamelessly displayed to Josh, but shockingly enough, compared to the rest of the picture, the fact that he could see her vagina wasn't even the headline.

No, because up above her pussy in the picture was her ass. And instead of just displaying her ass as is, she upped the ante. Reaching back with both hands, digging into each of the round firm cheeks with her thin aged fingers, she was peeling the cheeks apart, exposing her tight, clean asshole to the married man's gaze. The small, tight, dark pink hole was front and center in this shot, with lines in the skin whirling around it, meeting in one point of singularity that was the old woman's clenched asshole. And it was just... there... front and center... the center of focus in this picture. This old whore had just sent a picture of her asshole to a man she just met minutes prior. How nasty was she? How deep did the depths of her filth go? Even the women like Samantha who hit on him seemed to have some sense of shame... but not Sandy. She was something else. Something beyond that. It would take someone truly nasty to send a man a picture like... this. It was wrong. It was nasty. It was the most shocking thing Josh had ever seen.

Needless to say, he couldn't look away.

Josh was so stunned he couldn't stop staring. This woman... this old slut... she was making this something serious. It could have been played off as all in good fun earlier, but she was going all in. She had sent him a picture of her asshole. What the fuck was happening here? And why couldn't he stop staring at this picture?

Flash!

An image just appeared in his mind, completely unbidden. Josh, his face wedged between the older woman's ass cheeks, his tongue eagerly rimming her asshole as his hands eagerly squeezed her large, meaty ass. And in his mind, his face wore an expression of rapturous bliss.

Josh's mind returned to the present with a start. Whoa... where did that come from? What the fuck was that? Like those intrusive stray thoughts you'd have while driving of just deliberately crashing your car, his mind had on its own wandered to the worst possible outcome in an instant. He'd... Jesus... he'd never, ever done anything close to that, nor did he intend to. He shook his head to clear these strange thoughts away, but he was still sitting here in this public place, looking at a picture of this older woman's butthole, wondering what the fuck was happening. This didn't feel real.