Old Ladies, Thongs, & Whiskey

He'd just met this woman less than an hour ago, now he was seeing a picture of her pussy and asshole! What was this? He'd been hit on plenty of times before, but nothing like this. How could a woman send something so lewd and disgusting as a picture of her own asshole? And not just any woman, but an older woman. Someone so much older than him should know better. They should act mature and dignified, and not like this. Not like a sleazy, nasty, disgusting whore. And what a whore she must be. If she had so little shame as to do this, if she was willing to go this far, just imagine how uninhibited she must be in the bedroom. Just imagine what she could do to a big, hard, swollen dick...

What? No. No! Josh had to shake these sudden thoughts from entering his mind. It was hard not to let these thoughts rise to the surface when staring at a picture of an old slut's asshole! And he was staring, having not once looked away from the picture, having not once considered deleting it off his phone as quickly as he had threatened to with that first, relatively tame picture Sandy had sent before. Seeing her in a bra and a thong seemed almost chaste compared to this. But for a good few minutes, on his phone in the middle of the bar, the married man had a picture of an older woman's asshole on display for anyone to see. An onlooker would think he was far more on board with this whole thing than he actually was, and this sudden thought finally stirred him from his whirling thoughts.

Finally looking up, he glanced around, sweat on his brow, panicked at the idea of being caught looking at... this. No one seemed to have noticed him, thank God. He glanced up at Sandy, and she was still facing away from him, paying him no mind despite the turmoil she was causing him. She was standing at the bar, talking with the bartender, it seemed like. And, probably because of what she'd just sent him, he found his eyes drifting down to her leather-clad ass.

No. Stop! What was happening here? He'd been able to simply laugh her off earlier, but that was before she sent a picture of her asshole. She'd stepped up the game, and it had affected him. He was shook. He was bothered. He was... wait, what?

He was rock hard.

What the fuck? Why was he hard? No. No. This was not an attraction to Sandy rising to the surface. This was not some exposure that he was secretly into her this whole time. Then what was it? Maybe... it was a reflex. Yeah, a reflex. An unbidden reaction to an image so lewd and nasty that your body would react no matter the sender, be it a hot young babe or a wicked, aggressive older woman. Sure, it was this older woman's wicked sext that had him throbbing in his pants, but that wasn't a one to one thing. He had received a picture out of the blue of a lewdly displayed asshole, and in response, on pure reflex, he got rock fucking hard. It didn't mean he wanted anything. It didn't mean he suddenly wanted to dive in face-first and worship that tight, delectable asshole. It didn't mean he suddenly wanted to throw his marital vows away and have nasty, sweaty sex with this old whore. What it did make him want to do was just leave.

The game had gone on long enough. Not that it was a game that he was even participating in. But it could all be sort of easily disregarded as a funny anecdote, that time he got mercilessly hit on by an old lady. But now, he had a picture of her asshole on his phone, and that image had been burned into his mind already. This wasn't a fun story anymore. She'd made it real. Too real. And instead of just continuing to sit around and just take it, he thought it'd be best to just leave, head home, plans be damned. He could let Deb know, and that would just be that. The fun night they had planned would be done, but he'd finally be free of this old vulture.

It was at this moment, as his wife returned to his mind, that he realized that during this whole text chain from Sandy, texts from his wife had been forced into the background, ignored as this aggressive old woman barraged him with texts of her hot body... uh... her old, aged form. Minimizing the texts from Sandy, he pulled up the texts from his wife that he'd missed.

"Oh my God this meeting is going on forever!"

"Babe, this shit is so freaking boring!"

A few minutes later...

"Honestly, at this point, I wish I was being hit on by a nasty old lady. It would be way more exciting compared to this. Sounds like you're having more of a good time than I am..."

"Oh God, he just opened up yet another powerpoint."

A few minutes after that...

"Babe, you still there?"

After a few moments of radio silence from Josh's end, she'd texted him again.

"Josh, I was there for you during your adventure with that old horny slut! Talk to me hon. I'm so bored!"

She had sent this last text at nearly the same moment Sandy had texted him a picture of her asshole, so it wasn't impossible to believe it fell by the wayside. A few minutes had passed since this last text, and in a panic, he finally replied to his wife.

"Sorry hon. She was putting on the full court press. Had to duck away from her. I'll explain later," Josh texted back, with no intention to fully explain how far Sandy had gone in her efforts. But he wanted to check in with his wife and keep her placated, not letting her fill in his silence with any wild thoughts. And clearly she had started to do just that, joking about how much of a better time he was having than her boring situation. He was not having a good time, despite any unintended physical reactions he was having. But in the moment, eager to just end all of this, he let the point slide.

Looking up, he saw a waitress about to walk by, and was eager to get out as soon as possible. Catching her attention, he took his wallet from his pocket and leafed through it, set to pay his bill and leave. After handing off his credit card to the waitress, he couldn't help but let his eyes drift back to the bar. To Sandy, who's presence was revealed to him as soon as the waitress stepped away. For the first time since he left the bar, she was glancing back at him, seeing he was getting set to leave. He looked away, strumming his fingers on the tabletop. His phone pinged again, and assuming it was a response from his wife, he opened it without checking the sender.

That was a mistake.

"Oh, calm down." Sandy's text began. "We both knew you were gonna be seeing my asshole tonight. Figured I'd just get the introductions out of the way."

Josh rolled his eyes at this. He strummed his fingers on the table even faster, willing the waitress to hurry up and get his card back to him, but before that happened, another text from Sandy arrived.

"Fine. I'll send you something that'll keep you in that chair. Something that will make you not want to leave, unless you're leaving with me."

That's when she brought out the big guns. Well... mostly.

Another ping came from his phone. Josh didn't want to look. He knew better. But the waitress was taking her sweet time, and his eyes almost drifted to his phone out of habit. But his impatient gaze stopped as soon as it landed on his phone's screen.

In the picture, she was now facing the camera. Her thong was still off, meaning Josh now had a full-on view of the older woman's cunt. Completely shaved, the plump lips of Sandy's pussy were on display. It stood out even more due to her tan lines, her crotch far paler than the rest of her sunbaked flesh. The full expanse of her tanned belly was on display as well, the smooth, aged flesh shamelessly exposed. But none of this was the headline of this picture.

Sandy's bra had come off.

The purple lace bra was now dangling from her fingers lazily, her arm posed to her side to allow the lusty garment to hang downwards. This meant that the old woman was completely nude in this picture, but that didn't mean he could see everything. Her other arm was across her front, covering her breasts, preventing the married man from getting a full view of them. The flesh of her firm, heavy breasts oozed from around her slim arm, and her open palm was cupping the side of her massive breast, her thin aged fingers digging into the soft flesh ever so slightly. Up above this, just before the photo cut off, you could see a proud, knowing smirk crossing the old woman's lips.

"I normally don't mind showing off my tits, baby. I've got plenty of photos on my phone of my big bare tits that I could send you right now. But you... I'm gonna make you beg to see them..."

Josh tried to ignore the throb in his erection at this. Gritting his teeth, he glanced across the bar to where Sandy stood, her back still facing him. He shook his head in annoyance. Of course, the one part of her he would want to see she denied him... not... not that he actually wanted to see her massive breasts. It was just... he didn't... okay, he needed to regain focus. His card still hadn't been given back to him, so he was stuck here. But his wife had texted a couple minutes ago. Perfect. Something... anything to distract him from that nasty old lady's body.

"What did she do? Did the old broad invite you to bingo? Did she crochet you her number?" Deb replied.

Her joking had deflated the tension earlier, but it was the last thing he needed now. She thought this was some hilarious interaction he was going through. She didn't know that she had sent him a picture of her bare asshole. She didn't know she was sending him nude photos where she was hiding her amazingly large breasts. This had gotten real, and his wife's joking was starting to ratchet up his already boiling annoyance. This was a high-pressure situation being inflicted upon him, and she wasn't helping. But he could deal with that later. He just needed to get out of there.

"I might just leave. We can come back another day. I'm way past done with this old lady." he texted to Deb tersely.

Almost immediately, another text arrived. This time, from Sandy. The married man found himself opening it without even thinking about it. And when he looked upon the photo she sent, he gulped.

The bra was now on the floor, and she was still facing the camera, completely naked. And instead of her using one arm to cover up her big breasts, she was using both hands. Or, to be more specific, she was using her fingers to cover up not the full expanse of her massive tits, but just her nipples. Using the fingers from each hand, she denied him the sight of her stiff pink nipples. Pressing her fingers ever so softly against her mammoth, fleshy tits, she covered up her large smooth areolas and the stiff succulent nipples, not granting him that view. But he could see damn near everything else. Since she was covering so little, the married man could really appraise the full size and shape of the older woman's spectacular rack. They were mammoth in size, the sides both vaulting out from her slim frame and meeting in the middle, forming a natural canyon of cleavage. The undersides of her massive boobs were smooth and round and perfect, as if drawn by an artist. An artist adding something perfect onto a canvas not worth of it. A canvas aged past its sell by date, worn down by time and experience. Yet their perfection could not be denied, and the fact that he still couldn't get a full glimpse at them made his blood boil further. It wasn't even that he wanted to see them, but it was just... she was showing off literally everything but her full bare tits. Like a bad movie he wanted to see the end of, part of him was frustrated that he couldn't at least get the full picture.

"Say the word, and I'll show them to you..." Sandy texted him, knowing exactly where his mind was.

Josh scrolled back up to look at the texted picture again. Her boobs were truly massive. How could breasts so large on a woman her age still be so round and firm? How could they have maintained their perfection? How could her body have maintained so immaculately when her face had aged so much more? Was it hard work, good luck with genetics? Or was it that, in the same way someone who only worked out one part of their body could get them into peak condition, her body was just put to such constant use that it simply couldn't be helped staying as perfect as it was? They were perfect enough that he found himself staring into her endless, cavernous cleavage despite his obvious dislike of this nasty old whore.

Finally realizing what he was doing, he looked away from the picture of the naked old woman on his phone. He then realized that his credit card had been returned to him minutes ago by the waitress, left on top of a receipt, next to a pen. Annoyed at himself for not having caught this immediately, he grabbed the pen, scribbled his signature on the receipt, and quickly pocketed his credit card. One last thing to do... finish his beer. Then he was gone. Grabbing the glass, he brought it to his mouth and gulped down the last swig of it, ready to be done with this. Ready to get out of here. Setting his glass down on the table firmly, about to pick up his phone, he took one last moment to sit back before rising to his feet.

And that was when Sandy sat down in his lap.

Josh had thought he'd had all his bases covered. He'd decided to leave. He'd paid his bill. He'd gotten away from Sandy and sat at a table with no extra seats. He'd didn't think she'd betray any desperation by dragging a chair from afar to join him. But of course, she was not one to dance around anything, was she? Of course, she would just come over here and plant her round meaty ass on his lap to prevent him from going. And that's what she was doing, firmly nestling her ass into his lap, both her legs to one side of his. She cozied up against him, wrapping one arm around his neck, pressing her side into his chest. She had brought two whiskey glasses over, both in one hand, pinched between her fingers, her fingers in the drink. Setting one down on the table in front of Josh, she brought the other to her lips, taking a sip.

"One more for the road, babe," Sandy said with a smile. "This one's on me... while I'm on you, haha!" she laughed, taking another drink.

Josh, obviously, was completely flummoxed. Not knowing what to say or do, he kept his hands up, not touching her, sitting back as far as he could. Her massive breasts were just under his chin, imposing on his personal space, and he was trying to get out of their way. But with breasts of such size, that was a challenge.

"Sandy..." he croaked out, hands up, trying to make it clear to anyone watching he wasn't welcoming this. "Please stand up. I'm trying to leave."

"Ooohh..." she said, lighting up, wiggling her butt into his lap. "I can tell how much you enjoyed my photos." It was true... despite every fiber of his being fueling his dislike of this aggressive old woman, his prick hadn't softened in the interim since seeing those photos. It was... an unwanted reaction. A purely physical reaction to being shown so much bare skin. To being shown such impressive curves. No desire. No further fantasies. Nothing more.

"Sandy..." he warned through clenched teeth, his entire body tightened as he tried to ignore the shivers of pleasure her wiggling butt against his erection was causing him. It was just the pressure... the weight of her... not that she had a round, full, juicy ass planted right against his big married dick.

"Hon, just because you're stiff down there doesn't mean you have to be stiff everywhere. Loosen up!" She said with a wicked smile, rubbing his tensed shoulder with some of her fingers. "Besides... you've already seen my asshole. That makes us friends now." Still not relaxing after this gentle approach from Sandy, his hands still keeping clear of her, she decided to simply ratchet up the pressure. Gripping her slim fingers into his shoulder, she ground her ass into his crotch hard, rubbing her big mature ass against his young, throbbing married cock lewdly.

"Oh!" Josh groaned, his body wavering under this sudden action from the older woman. Why was his body betraying him like this? Again!

"Fuck..." Sandy sighed, eyes lidding in pleasure as she ground against his clothed length. "I can feel how hot you are for my body. Mmm... I just knew you were huge..." she purred. She kept at it, grinding her ass against his dick as forcefully as she could without catching anyone else's attention. As she did so, she leaned against him, one side of her massive, heavy rack pressing into his chest. Any words he might have had, for now, caught in his throat as he tried to resist the pleasure her grinding ass was bringing him, so she filled the silence and kept talking. "I have a sixth sense about which guys are huge. I call it my 'Dickth Sense', haha. A lot of women think they have it, but I actually do. It's not about those guys who drive fast cars, act like hot shit, and call themselves 'alpha males'. I mean, sometimes, that's the case, but it's so much more than just preening and bragging. It's a certain quiet confidence. A steady, strong resolve. The type of iron will that would bring a guy like you into a bar like this, knowing you'd be hit on but be unafraid of losing control. Sure, I get dumb young guys who just so happen to be packing, but there's no fun there. No sport. I'd rather have a handsome young man like you who so shamelessly brandishes a ring on his finger in a room full of sluts, confident he won't be the prey in a room full of apex predators. That's the meat that tastes the sweetest. And I confess... it's especially sweet to see a young buck like you fall to an old huntress like me. Haha..." As she opined, she continued to grind her round, meaty ass against the married man's dick, and despite trying to resist it... he was as hard as steel.

"Sandy..." Josh finally croaked out, body tensed, sweat on his brow. "Please... I need to leave." Where before, his hands were held up straight, now they were wavering somewhat in the air.

"Nonsense..." she said, pushing through his objections. "Why leave when you're finally starting to get comfortable. Besides... I brought you a drink." Before he could object, she pinched the extra glass of whiskey between her fingers and put it into his hand. Not knowing what else to do, he closed his fingers around it.

"I... I don't drink whiskey..." he stammered, his addled mind raising the least relevant objection possible. Still overwhelmed by the old broad and all her decisive actions, he didn't stop her as she reached back towards his arm that was behind her back, wrapped her slim, aged fingers around his wrist, and placed his open palm against her hip. Arranged like this, it didn't look like he was objecting to this. If anything, this almost made them look like... a couple.

Alarm bells were firing off everywhere in Josh's mind. What was happening? Why had he let this happen? Was anyone watching? Why was his body enjoying this so much? How could he get away? With so many competing thoughts in his mind, the only thing he could do was take a healthy swig from his glass and try to calm his nerves. This made Sandy smile.

"That's it babe, drink up..." she urged the addled young man. "Tonight, you're gonna learn to like a lot of shit you didn't think you would..."

"Uh..." he groaned, still confused, the words taken out of him again as she ground her big ass into his lap. He simply took another sip of whiskey. He was so affected by lust that it went down like water.

"I can feel how much you're enjoying this, babe," Sandy whispered, still feeling his straining cock pressing into the firm flesh of her meaty ass as she continued grinding against him. "Hon, you're THROBBING for me, haha! Just cut loose and enjoy it! We both know you want it! Let's just leave, go back to my place, rip off our clothes, and have the sex you've been wanting to have with me since the second we met!"

"Sandy..." he said warningly for like the millionth time, urging her to stop despite her pushing past his limits every chance she could. He had to know this weak argument wouldn't stop her. Rolling her eyes at his denial, she decided to turn up the heat. Pivoting on his lap slightly, she angled herself so more of the weight of her giant breasts was pressing into him, forcing him back from their sheer size. This also put them right in front of his face, just under his chin. He literally couldn't not look at them, and his worried gaze descended straight into the old woman's cleavage.