Herbie knew it was bad news the second he saw her. Of course, coming back to the bar that was his old stomping grounds in college wasn't exactly a recipe for success, but the newly-married man missed his glory days a bit, and wanted to reconnect with some old friends. He played some pool, threw some darts, and was still convinced that he was good, not accepting the fact that everyone was humoring the hulking, nearly-seven-foot-tall behemoth out of a sense of self preservation.
He bored the bartender with stories about his wife, their young twins, and his burgeoning business, but still couldn't seem to shut up, even when that became apparent. Luckily, or so he thought, there were others around who seemed to appreciate a tale of good fortune.
"Never mind the sud-slinger, it's nice to hear of someone so young doing so well. Let me buy you a drink and you can tell me more."
The voice was throaty and smoky, and Herbie knew exactly where it was coming from. He should; he'd spent the last half hour trying with all his prodigious strength to keep his eyes from sliding over to her, even succeeding once or twice. Now, with her directly talking to him, he figured it'd be rude to just ignore her, so he turned to face her full-on.
He was first met with a smirking mouth covered in a dark lipstick, one that set off her lustrous, black hair and deep brown eyes. Of course, he was a few drinks deep already, and his ability to keep focus on her face soon lost to his true desire; staring right down at the magnificent pair of breasts that were about to pop out of the neck in her expensive, peacock-colored, low-cut dress.
Herbie was sure that he'd only ever seen tits like that on the chunkier girls he'd come across in his life, and this woman absolutely did not fit that description. Her slim waist gave her one of those hourglass figures you'd see in old movie stars, which made a kind of sense, seeing as how she had a few years on him. How many, he couldn't exactly say, she was that well-preserved. Beautiful enough to look young, but sultry enough to come off as worldly and mature. She was, in his mind, the ultimate Milf.
It was only after a few seconds that he realized that he probably needed to actually say something. "Um... thanks! I, uh, I'm glad you wish me well, and stuff, but I already have a drink. Had drinks. A lot, I think." He belched to drive his point home. "Even for me."
The woman laughed and touched his wrist with her delicate fingers. "Really? You're, what? Not even thirty yet? And you're so... big. I can't imagine you'd give in so quickly. Well, at least let me introduce myself; my name's June."
Herbie laughed. "Kinda old-fashioned, but I can't say anything. My mom named me Herbert, and everyone calls me Herbie. I feel like a character in a Disney movie sometimes."
June's own laugh was crystalline. "Well, it could be worse. At least those guys live happily ever after, which is rarely the case in real life." She ran her fingers past his wrist then, and up his arm. "It only happens when you get lucky."
Herbie smiled. "Not for me. My mom, Alice, said I was a late delivery because I needed the extra time to get my shit together to take on the world. Of course, her aunt was pregnant at the same time, and gave birth to my cousin, Eugene, first, which pissed her off, even though she never wanted to admitβ"
"Wow, you're really forthcoming with the family history." June smiled.
"Sorry." His sheepish grin was boyishly charming, everyone had always told him so, and it seemed to make this woman forget her annoyance, so he kept it up. "My wife, Meg... you know what, forget it."
"No! Tell me! Hell, at this point, bring in all the aunts and uncles, cousins... give me a story about your father..."
"Okay, okay, point taken." Herbie sat back. "Far be it from me to bore a beautiful woman." He smiled. "Short version; my cousin Eugene is an asshole, my wife is amazing, our kids are perfect, and I have no clue who my real dad is. Yeah, one of those situations."
June shook her head. "Nuh uh. That was rough. You are rusty. You owe me that drink now." She signaled the bartender with a glint in her eye.
"To be fair, I'm not rusty, I'm just not trying to pick you up." Herbie looked at the swirling amber liquid set down in front of him then. "But far be it from me to insult you any more than I have." He picked up the glass and swirled the drink. "What is it? Not sure if I've..."
"Something my dear auntie cooked up a long time ago." June tilted her head, playing with the fringe of her dress with one finger, rubbing it up and down over the exposed flesh of her chest. "I guarantee you've never had anything like it. They only make it on special request from... well, me. Now."
Herbie wasn't the brightest bulb in the box, but he wasn't an idiot either. His contracting business was taking off for a reason, and it wasn't dumb luck. He knew this woman wanted to ride him six ways from Sunday, and he knew he wasn't going to give in, but he thought taking the drink was harmless. For someone his size, spiking the liquor to get him to lower his defenses would have taken a bit more than one little glass. And it did smell interesting, after all.
He took a sip, watched by June expectantly, and liked what he tasted. He smiled his appreciation at her and downed the whole thing. "That was... really good?" He grinned back. "But I have to be going before the phone calls start."
"Well, with you gone, this place will be a drag." June held out her hand. "Walk me to my car?"
Herbie took her dainty fingers in his meaty paw. He was a gentleman, and, after all, the moment had passed, he could tell. What was the worst that could happen?
__________
"Ungh, Ungh, Ungh..."
The grunts in his ear were an accompaniment to the feeling of nails raking across his wide, bare back under his unbuttoned shirt. That hurt, but the pain was a pale thing next to the feel of pure velvet squeezing the ever-loving fuck out of his turgid cock. Herbie's entire awareness was reduced to those vying sensations until he opened his eyes to see the blurry world around him. Beneath him, dwarfed by his huge frame, June was writhing, her own eyes squeezed shut and teeth gritted in a mix of pleasure and pain. Her perfect, immense tits, now freed from her torn dress, were rolling across her chest as she flopped about, skewering herself deeper on his cock.
"Fuuuuck..." She whimpered angrily. "Same as him... just like that fucking..."
Herbie only stopped his thrusting with titanic effort, seeing as how the sensations she was giving him were unreal, and he was nearly on the verge of eruption... and looked around. They were in the back of a limo, but he had no memory of getting there. "Wha... what the hell..."
"Oh no. Nope. You're not done yet, you bastard."