It was early Friday evening, and Rosemary's bar was as busy as one might expect. Jake was seated at a small table in the middle of the bar, fingering the label on his beer bottle. His second drink of the night. He had dressed smartly for the occasion, wearing a black button-up shirt that matched his curly hair, well-fitting jeans that hugged his sculpted legs tightly, and a pair of dark brown leather loafers. Those were his nicest shoes. He made sure to avoid wearing them in any situation that risked getting them dirty. They were not work shoes, for sure. Then why did he feel as if he was enduring a job interview?
In front of him was a petite woman. She had stood barely up to Jake's shoulders, in her slick black ankle strap pumps, when they had met barely half an hour ago. It felt much longer. This woman certainly knew how to dress smartly. She wore a deep blue pant suit, consisting of a blazer that almost shone in the dim lighting of the bar with its gold trimmed buttons, and matching slim fit leggings. Her light brown hair was tied up in a pony tail that stretched down to the middle of her back. Behind her thick rimmed designer glasses were a pair of stern eyes that shifted between light brown and hazel in depending on the light. They were currently fixed on Jake with a piercing gaze.
Her name was Giselle. Jake had messaged her on a dating app. She had been very forward about her dislike for those kinds of apps, so Jake had taken a shot and suggested that they meet up at a bar for a casual drink. Giselle had agreed swiftly, and so here they were. It felt anything but casual. She had peppered him with endless questions at first, inquiring about his work schedule, exercise habits, if he was planning to move or travel, and everything in between. Jake had been to plenty of job interviews, and most had felt more casual than whatever this was.
To add to the tension, Natalie was at the bar, seated at a booth about ten feet away, together with a tall, skinny guy. She seemed to be doing everything to avoid making eye contact with Jake, and he had decided to respond in kind. Still, her presence didn't exactly make this weird date any easier. The two of them had spent a hot night together, and then Natalie had simply dropped out of Jake's life. It would have been nice to have gotten some closure, he thought.
Natalie looked just as hot as before. Jake had only managed to get a glimpse of her for a second or so, but that was enough to know. She had the same curly dark brown hair, and wore a casual but sexy outfit that showed off her curves. He remembered her naked body that night they had gone out together, and quickly cut off that thought before his mind wandered too far. Now was not the right time for that.
"I have to get going in a few minutes." Giselle finally broke the awkward silence, as Jake was taking a sip of his beer. "Thank you for taking the time to meet up with me. It was pleasant. I will be in touch." She got up from her chair, gathered her purse, and strode off, pausing briefly to give Jake one last discerning look. The clicking of her heels seemed to drown out all the other noise in the bar as she left.
Well, this is just great. Jake was now alone in a packed bar, an old flame of sorts sitting a few feet to his right. There was plenty of beer left in his bottle, and he wasn't about to waste it. With a sigh, he placed his phone on the table to give himself some kind of entertainment while he finished his drink.
"Can I get you anything?" A voice interrupted Jake's tipsy train of thought. One of the waitstaff. He had seen her before, on the date with Natalie. A small, cute girl, with green eyes and auburn hair. Dressed casually in jeans, sneakers, and a black t-shirt, she looked expectantly at Jake with her hands clasped behind her back.
"Yeah, I think I'll have uh..." Might as well call it an evening, with a strong nightcap. "Whiskey, please."
"What kind?"
"Oh yeah... Whatever's cheap. Just, you know, a regular whiskey." Jake didn't know what exactly a regular whiskey entailed, but he was too flustered to make a detailed order at the moment. Having Lorelei's, the lady next door's, intricate knowledge of drinks would have been good right now.
The cute waitress lingered for a few seconds, giving him an empathetic smile before going off to fix up a "regular whiskey".
Ten grueling minutes later, Jake had finished his beer and his regular whiskey and was driving back home. He was feeling tipsy now, but he was also definitely under the legal limit, not to mention an experienced delivery driver. On his way out of the bar, he had made sure to keep his back turned to Natalie's booth the whole time while going up to pay and exiting. He had texted Lorelei before starting the car. Hopefully she would be available tonight.
His phone buzzed in his pocket. Lorelei's response only took a few minutes. He'd check it when he got home. He may be a scumbag, but at least he was a safe driver, he thought to himself, as the alcohol made his head spin.
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"Jake dear, I have been on a million dates. That one would make the top ten weirdest, for sure."
Lorelei sat next to him on the couch. She had dark, curly, shoulder-length hair, and large dark brown eyes. She was wearing a bright green and white patterned dress. Jake didn't have to take it off to know that there was nothing underneath. His neighbor had never worn panties, at least not when he was over, and her lack of bra was obvious from the button-like protrusions poking through the chest of her dress. Her breasts were big and heavy.
"And Natalie was there too?" She said, lifting her thick legs up on the couch, placing her bare feet in Jake's lap. Her toenails had a fresh coat of black paint. "You know, I almost feel sorry for you. Almost."
"Do you like my pedicure?" She asked him, playfully kneading at the crotch of Jake's pants with her toes. He had never been much of a foot guy before, but it felt good. Lorelei's feet were small and soft, and the black paintjob reminded him of Eva, Lorelei's friend who had visited a while ago. He remembered how Eva's foot had been stroking his dick as the two ladies commanded him to fuck them both. Something had awoken in him then. Eva's skin had been much darker than Lorelei's olive tone, but her toenails had also been painted pitch black, like Lorelei's now.
"Yeah, it looks great," Jake said and put his glass down on the table in front of them. His head was spinning a bit. Lorelei had mixed them a couple of strong gin & tonics, which seemed to be her go-to drink. He bent down and kissed her leg, from the toes all the way up to the knee, which made her coo in response. She grabbed her drink and took a big sip before putting it back down on the table.
"Do you think she was scoping you out? Like, figuring out your habits, so she could rob your place when you're not home?" Lorelei asked him.
"I doubt it. Everything about her screamed upper class. What would she have to gain by robbing me, my four year old laptop?" Jake answered. He had already considered that possibility, but it seemed too implausible.
Lorelei snorted and sat back upright, putting her feet down on the floor. She pulled a cigarette out of the package on the table and grabbed the lighter next to it. "I'm gonna have a smoke on the balcony. Do you need any further instructions?" She turned to face him with a mischievous grin.
Jake did not need any further instructions. The two of them had developed a bit of a routine after seeing each other for the past several weeks. He simply gave her a smirk, stood up, and opened the balcony door. The evening air was warm, and the neighborhood was silent as usual. He sat down on the balcony floor, back leaning against the railing, his mouth watering in anticipation.
Soon thereafter, Lorelei stood in front of him, feet planted on the balcony floor beside his outstretched legs. He lifted up her dress and put his head underneath it. His hands then grabbed her big, fleshy ass cheeks, pushing her towards his face, where he was eagerly waiting with his tongue out. Lorelei's pussy was framed by a full bush of curly black hairs. She hadn't shaved since they had met. Jake had grown to like her bush, though he usually preferred it shaven, or at least trimmed.
He stopped close enough that she could feel his hot breath on her pussy, exhaling heavily, waiting for the signal. She was already wet. Jake took in the aroma, as her coarse pubic hairs tickled the tip of his nose. He heard the clicking of a lighter. The signal.
Jake pushed her into his face again. With his nose buried deep in Lorelei's bush, he started lapping at her pussy, from its dripping opening to the throbbing little clit poking out from under its hood. She let out a long, muffled moan, her lips likely sealed around the cigarette. He kneaded her thick ass cheeks vigorously, and intensified his licking, tongue pressed hard against her pulsing clit. Juices started flowing onto his tongue, tasting sweet and tangy.
Lorelei moaned between drags of her cigarette, judging from the sounds she was making. Her hand was rubbing Jake's head through the hem of her dress, pushing his face into her pelvis, coarse pubic hairs pushing into his skin. Jake was straining the muscles in his neck to keep steady, in order to prevent Lorelei from humping the back of his head into the balcony railing.
