Old Ladies, Thongs, & Whiskey

"I don't care!" Josh said, his not raising his voice, but letting his tone display his displeasure at this whole line of questioning. He had finally heard enough. "I don't care about any of this! I don't care about your past... or your... adventures, or porn, or... anything. I just want to sit here, and relax, and sip on my drink, and wait for my wife to show up."

"See, you say that, but I don't believe you," Sandy began, lifting her glass to her lips, completely unaffected by his staunch defense. Her lip gloss left an imprint on the glass. "I think you're just waiting to be picked up. I bet you come here all the time... you meet up with your wife here, at least that's what you tell yourself. But deep down... you know the truth. You're just waiting to get poached by the right woman. A girl like that one..." she said, nodding towards the blonde who had been chatting him up earlier. "She's not what you're in the market for. I bet you've had plenty of girls like that before come at you, to the point where a babe like that is almost boring. Young bitches like that don't turn your crank anymore. But me... I'm EXACTLY what you're looking for. The type of woman who lives in your nastiest fantasies, ones you won't even admit to. Ones you try to ignore, but they always make you cum the hardest!" she took another sip of her drink. "I see it all the time. Married guys just like you coming into my store, trying to be all discreet, but coming up to the counter with an armful of hardcore MILF porno, stuff they'd never be able to get with their wife. You could have been one of those guys for all I know."

"I'm not!" he said, shaking his head. Sandy smirked at how much she was getting under the married man's skin. She knew she had him on the hook, even if he didn't know it yet. Otherwise, he would have just walked away.

"God, you want to fuck me so hard right now, don't you?" she purred, smirking at him. "You're so upset, you want nothing more than to rip off my clothes and make me scream!" She said with a huge grin. Josh threw up his hands and began rubbing his forehead with frustration.

"I'm not into you, lady," Josh said angrily, his mouth clenched. "Now please leave me alone."

"That's not what you want," Sandy said, not letting up. "With that little bitch earlier, you shooed her away like that. But me... babe, you've been chatting me up like crazy!"

"I'm not talking to you. You're talking... at me," he replied.

"It's because you like me..." she purred. "You like my body..." she added, jutting out her chest, her expansive tanned cleavage impossible not to glance at again. He found himself looking before he realized what he was doing. The full, firm flesh of her enormous, overripe old-lady melons was pouring through the laces of her top, bursting to escape. For the first time, he noticed a black tattoo on her breast, slightly faded and obscured, so he couldn't figure out what it was.

"I don't know you, lady," Josh said again, sliding his eyes away from her jutting chest smoothly, looking away for a moment before meeting her gaze. "And I don't want to know you. Even if I was... that... type of guy, which I'm not... you would not be my first choice. You're not exactly my type..." he said, hoping a little rudeness might shoo her away. "And again, for the tenth time now, I'm happily married. So please... just give it up." Sandy paused, and Josh hoped he had finally done enough to end this strange interaction with this aggressive older woman, this woman who was probably older than his mom. For a moment, she looked him over, as if sizing up whether or not her read on him was accurate. Sizing up whether or not she could actually land this young hunk. Taking another sip of her drink, she began speaking again.

"I've been doing this for a long time, Josh," she began calmly, clearly not dissuaded of her pursuit. "I wouldn't be talking to you if I had any doubt where this was going. We're gonna be going back to my place tonight. And we are gonna be having sex. Hot, sweaty, NASTY sex! You're gonna be pounding my hot ass all fucking night, and you will love it! It will be the best you've ever had! Better than with your wife. Better than with any other woman. Better than even what that little blond bitch you talked to earlier could give you. Me and you are about to become VERY good friends, and I will become your number one booty call. It's just a matter of time..."

Josh shook his head, kind of amazed by the brazen confidence of this woman. Quite frankly, she didn't even match up to any of the women he had been approached by in this manner. And of course, she certainly didn't match up to what his wife could provide. In the universe where he would actually cheat on his wife, it would be with one of the many other women who had hit on him. The young, beautiful women... like Samantha. Not this woman. This aggressive, average-looking, over-tanned older woman with obscenely massive melons. A handsome man like him could do so much better, and Sandy had to know that. And yet, she kept at it. Never giving up. There wasn't one iota of her that showed even the slightest bit of doubt in what she was saying. As annoyed as he was by her, he couldn't help but, on some level, admire her confidence. She actually believed that she was the hottest bitch around. She actually believed that she was as good as she said she was. She actually believed she was gonna convince him to join her in bed. And without Josh fully realizing it, the back of his mind registered that this quality in her was very, very attractive.

And in that moment, somewhere in his mind, a door that had remained firmly closed and locked up to this point cracked open ever so slightly.

"Listen..." Josh began, his tone less combative, but still firm. "You're bold, Sandy, I'll give you that. I appreciate the attention, and I appreciate the effort, but... it's not gonna happen." She stared at him for a moment before smiling.

"And you're a fun man to hunt," she said, pointing at him with her glass, as if giving him cheers. Josh shook his head slightly and looked around. He couldn't help but notice a few people glancing their way. Staring at the sight of this very handsome younger man next to this under-dressed, sexed-up older woman. Probably wondering why they had been chatting for so long. The bartender gave them a few curious glances, wondering why this whole thing between Josh and Sandy was still going on. A couple at a table gave them a few confused looks as well. A couple of guys on the far end of the bar were smirking at them, no doubt laughing at Josh for being stuck dealing with this nasty old woman. Even Samantha stole a few glances, as confused as the rest as to why Josh would even deign talking to an old crone like Sandy when he could have been spending time with someone as hot and sexy as her. And frankly... why was he?

"You know," Sandy began, "I admire your fortitude. Not many men would turn down guaranteed sex with a smoking hot older woman." Josh inwardly rolled his eyes. You could say a lot of things about Sandy, but 'smoking hot' would not exactly be the first, despite her impressive bust. "So many men are just pushovers. There's no sport in that, really. But you... even knowing how good I am in bed, and seeing how sexy I am, you still say no? I'm impressed. Honestly. Not many men could hold out for this long. That'll make it all the sweeter when you finally give in..."

Josh turned away and shook his head again. She still wasn't giving up? Even after all that? He couldn't suppress an amused grin.

"You... you're something else, Sandy..." Josh said, taking a swig of his beer. "Does this... does this stuff really work?"

"Hon... you have no idea," Sandy said with a confident smirk, laughing and sipping her whiskey. "All that stuff I said, all my little adventures... it was all true. That all happened. I know what I'm doing here, and I'm really, really good at it. You might think I'm some wicked old vulture preying on young, tasty meat, but it's a fact of life. The sky is blue, the sun sets in the west, and young guys want to fuck me."

"Well... I guess I'm one of the exceptions, then," Josh replied smartly.

"Oh, I don't know about that..." she purred, sliding out of her chair into a standing position next to him. Before Josh could react, she stepped in close to him, grabbing his chair and spinning it so he was facing her. He was sitting in a tall seat, so with her standing up, it put them eye-to-eye. She grabbed his knees and pushed them apart, stepping between them before he could react. Stepping into his personal space, with her jutting her chest outward, he was taken aback slightly for the first time. "I think you like me. A lot. More than you want to admit. I think you like me even more than all those other guys I've hooked up with. You like me so much you want to make me scream in pleasure. Deep down, you want nothing more than to give in to me and have the best sex of your life. Don't you?" she whispered, pushing out her massive, tanned orbs at him again, practically right in front of his face, begging him to stare. But he stayed strong and kept his eyes up. Because of their close proximity, he leaned back in his chair and said one word.

"No..." he replied simply but firmly. Looking down at him, she screwed up her lips, as if deciding what to do. Finally... a decision.

"Okay," she said simply, stepping back from his personal space. Exhaling, and a bit confused, he sat up straight in his chair, somewhat shocked to see her back down. "Fair enough," she added, taking her seat again. "Just wanted to make sure you knew what you were turning down." She said, seemingly leaving him alone at last. She turned away and faced the bar, sipping her drink once again.

Josh was a bit baffled as he nonetheless did the same, turning away from her to face the bar, returning to his beer. What was going on here? Who was this lady? How could someone like her actually be that bold? It was crazy! He was still not fully convinced this wasn't a joke, but it seemed all real. He had never experienced something like this, with a woman aiming so far out of her league by pursuing him so aggressively. Not to talk himself up as this ultimate of manhood, he didn't mean it like that. But he could fully admit he was a good-looking man, and judging by the attention he got from women, this admission didn't seem unfair. A lot of beautiful young women seemed to want a piece of him, so having an older woman like her pursue him and think she could succeed where all those other girls failed was shocking, to say the least. But he felt he had handled it about as well as possible, all things considered. And now that she was seemingly, finally talked down, he didn't want to engage with her any further. He wanted to expunge her from his mind immediately. He wanted to ignore the fact that his cock had twitched ever so slightly when she stepped in close to him...

Glancing at her from his periphery, she seemed to be on her phone, distracted from her pursuit of the married man. Finally, able to exhale, hoping this was finally over, he tried to pay attention to literally anything else. The TV over the bar, other patrons of the bar, anything. Glancing at the clock, he moved to grab his phone, searching for an update from his wife. He looked at the countertop, but his phone wasn't there. He swore that's where he left it. Patting his pockets and glancing at the floor, he still couldn't find it.

"Um..." he said nervously, confused, looking around, beginning to panic. Where was his phone?

"Oh!" Sandy announced, getting his attention. "Whoops... looks like I might have grabbed yours by mistake," she said, handing over the phone in her hand. Confused, he took it from her and turned away, not believing this excuse in the slightest. He wasn't stupid, as he had a passcode for his phone, so she shouldn't have been able to open it up. Yet... something didn't add up. He scanned his phone, searching for anything the slightest bit off, but nothing seemed amiss. Still skeptical, but allowing himself to exhale for a moment, he checked his texts, finding nothing from his wife. Then... his phone buzzed in his hand. A new text from an unknown number. Absent-mindedly opening it up, he was suddenly confronted by something he didn't expect, and his eyes went wide.

It was a picture of Sandy in her underwear.

The married man was suddenly looking at a lot of tanned mature skin as he suddenly saw a lot more of Sandy than he ever expected. This picture was taken facing a mirror, and she was giving a kissy face to the camera. It was one thing to see some young beautiful babe doing this, and quite another to see an old woman like her doing it. With a young woman, it just fit. It felt natural. Lewd... but natural. As if it comes with the territory, that it was in their natural behavior to act in such a way. But with an older woman like Sandy... it almost felt extra obscene. Forbidden. Wrong.

Sandy was wearing a little black number, a thin, lacy bra and matching, teeny-tiny underwear. The bra strained against her massive, tanned udders, struggling to contain tits of such a massive size, making her bra-straps dig into her shoulders. The bra supported her huge breasts, holding them up, presenting them for the photo proudly. Tanned, mature boob-flesh was pouring over the edges of the garment, bursting to be free. The bra was almost mesh-like in places, giving it a see-through quality, meaning the outlines of her round, dark nipples were clearly visible. He could actually see a hint of this old woman's nipples... Jesus.

This skimpy lace bra left a lot of bare skin exposed, giving Josh a better glimpse of the slightly faded tattoo on Sandy's breast, which was now revealed to be a dangerous looking spider. Down lower, her exposed belly caught his attention, the dark over-tanned skin being shown to the camera. She had a bit of extra meat on her bones, but all things considered, she seemed reasonably trim and fit, and this picture made sure he knew that. Her navel was left bare, catching his eyes for a moment. But his eyes kept going lower, to the tiny triangle of a thong nestled between her legs, scooped deep to cover up very little, supported by the barely-there thong-straps riding high over her prominent hips. Like the bra, it was slightly see-through, allowing him to see a hint of her pussy through the material.

There was also a mirror behind Sandy, and from the angle the photo was taken, her thong-clad ass was being showcased perfectly. Josh was able to see the big, round, firm cheeks jutting out from her back, framed by the straps of her thong along its upper ridges. The tiny black string of the thong fucking disappeared between the impressive cheeks, diving deep into the valley in between. Each of those firm cheeks were perfectly sculpted, round and smooth and full, as tanned as the rest of her. The only interruption in the tanned flesh was the slightly faded tattoo adorning her right butt-cheek, which looked to be some sort of military insignia. This picture was no accident, and she had done a good job showcasing her curves for the camera. Realizing he had been studying every pixel of this photo for far too long, he started to question how he got it.

"How did you..." he began, confused how she did this.

"You've been on your phone all night, babe," Sandy said. "Anyone that looked could see your password. And now... I have your phone number," she boasted with a huge grin. Josh was perplexed. Was this really happening? His shock was obvious on his face, and she just had to speak up. "What's wrong? Have you seriously never been sexted by an older woman?" He remained silent, and judging by his shock, she had her answer. "Really? I'm surprised. A stud like you... I figured you'd have gaggles of old sluts throwing themselves at you. Well... I'm happy I'm gonna be the one to pop that cherry."

Still completely gobsmacked, he glanced at the image on his phone again before pocketing it, not knowing what else to do. This woman... how could she still so shamelessly pursue him like this after him saying no?

"What's wrong?" Sandy asked. "Hon, you've been staring at my chest all night... figured I'd give you a better look. I bet I can show you an even better one..."

"NO!" he called out quickly before taking a breath and not causing a scene. "Just... no. Sandy... stop this. Stop all of this... please."

"I'm not gonna stop, babe, and deep down, you don't want me to stop. You want me to keep going and going and going until you have no choice but to bury that big, thick young cock in my tight old cunt!" she said with a smile, her harsh language catching a few onlookers' attention.

"Hey, Sandy... keep it down. People here know me," he replied, looking around, embarrassed.

"Why? Don't want people to hear you having some serious discussions about having SEX with an older woman?" Sandy asked confidently. "Or does it bother you to hear a woman like me using such lewd terms so proudly? Well, Josh, I'm a real woman. I'm not one of those pretty little minxes with perfect hair and a pretty face and a perfect body and a cute, perfectly styled little pussy. No... I'm a real woman with big fat tits and a big, juicy ass and a nasty fucking cunt that can drain a young cock dry like nothing else!"

She said this loudly again, loud enough for even more eyes to turn their way. Josh looked away, trying to disassociate himself from this nasty old woman, but it was probably too late for that. It was true that he knew some of the regulars in this bar, and once his wife showed up, he knew they would be happily sharing the dirt of this encounter to her, as if this was all a laugh. The bartender, a few of the people at the tables, they were already happily taking in this awkward encounter as juicy dirt to use against him. His turmoil was their joke. Josh kept looking away, but Sandy reached over and put her hand on his shoulder.

"Don't be shy now, honey. And don't feel bad about being so hot for me," she began. "You're just cutting to the chase. Most guys get there eventually... after a while. They figure it out. They'll try all the different types of girls, and sample every fetish they can, but they all end up fucking older women like me by the end. And you will too."

"What are you talking about?" Josh asked, glancing at her, still baffled. "I'm not hot for you! Quit saying that! I don't have some deep, repressed thing for women like you!" he replied, trying to ignore all the turmoil she was inciting in him.

"What I'm saying is that there's no shame in wanting to bang me. Most guys these days would drop everything in a heartbeat to fuck a woman like me." Sandy boasted. "I know for a fact you're imagining deep-dicking me at this very moment! I know you're thinking about pulling my thong down with your teeth and..."

"Okay..." the younger man began, quickly doing something on his phone. Sandy watched as he pulled up the photo she sent and readied to delete it, causing her to act fast, putting her hand on his wrist to stop him.

"Honey, don't delete that! You're gonna need that for your spank bank when wifey doesn't take care of business tonight," Sandy stated, as if this point was obvious. "No matter what happens tonight, that cock will be firing massive wads of cum thanks to me. You'll be thinking about me tonight even if you do go home with your little wife. And besides, as soon as you delete one, I'll send over ten more. Some of my naked tits... or my bare ass. I know you young guys can't get enough. So, trust me, I've got plenty, ones a lot nastier than that. I mean, have you heard of this whole Buttholing thing? It's quite fun and effective..."

"Sandy!" Josh said firmly, turning to face her, forcing her to release her grip on his wrist. She looked at him excitedly. "What can I say to get through to you? What can I do to make this any clearer? I'm not interested in you in any way. I'm not enjoying this in the slightest. Just... go away. Please!" He stated, as calmly as he could. Her eyes narrowed as she examined the stubborn married man for a few moments. Finally, she stood up, and for a minute, he truly thought she had given up on her pursuit. Then, she spoke.