Story 15
Summary:
John, mid-twenties. It’s his first day at a new job and he’s not sure what to expect. However, when he meets the boss and her assistant things take a turn that he never could have imagined!
Carrie, mid-forties, and Anna, mid-twenties. Carrie's the boss but she and Anna have a special relationship. When they meet John, they decide that it's a good idea to introduce him to it and show him how much fun they can have together.
Threesome, oral, sixty-nine, lesbian, blow jobs, pussy licking, fingering, jerk off, titty sucking.
When John looked at himself in the mirror, he tried to see himself as a professional businessman.
He had always been told to “fake it till you make it.”
However, when he puffed himself up, adjusting his tie, and did his best to project a look of confidence, he couldn’t help but think that he looked ridiculous.
This was supposed to be his big break, and yet he couldn’t help but feel as though he was something of a fraud.
He kept thinking that he would get called out for it as soon as he arrived at the office.
He could imagine a situation where he walked in and didn’t even get past reception - he was sure that they would tell him that there had been some kind of mistake and that he had to turn around and get out of there right away.
John wasn’t usually like this. In fact, if his friends had been able to see him like this they would have laughed at him for the way that he was behaving.
He was twenty-five years old and usually, he exuded confidence. He seemed as though he had everything going for him. He was tall and handsome. He worked out regularly and had an athletic build, with broad shoulders and powerful-looking arms.
He had short, blonde hair, tanned skin, sparkling blue eyes, and strikingly handsome features.
There had been times in the past when women had approached him, asking him if he was a model, sure that they must recognize him from somewhere.
He took this kind of praise in his stride.
It made him feel good, but he never got too big-headed about it.
He enjoyed the attention - and he also enjoyed some of the other benefits that came from this kind of attention.
However, none of this was helping him now.
He’d been offered a job that seemed almost too good to be true, and after his initial excitement had worn off, the nerves had started to set in. Now, it was the morning of his first day at the job, and he was questioning whether he was actually up to the challenge.
“No point putting it off any longer,” he said to his reflection. He straightened his tie once more and headed out. It was still early, but he had decided that he wanted to get there early. Anything was better than getting there late, he thought to himself.
As it turned out, this was a better strategy than he had realized.
He hadn’t anticipated just how bad the traffic was going to be, and soon he found himself stuck in gridlock, bumper to bumper.
He looked around, frustrated. He could hear car horns blaring all around him, but he knew that they weren’t doing any good.
He decided that all he could do was sit there and stew, hoping for the best as the traffic crawled forward, inch by agonizing inch.
Looking at the other cars, he saw other men and women in business attire, and he took some comfort from that.
They clearly knew what they were doing, and if they were heading to work then they would know how much time it would take and just how bad the traffic could be.
He did his best to relax, although it was proving to be easier said than done.
He tried to let his mind wander. He started to think about the long road that had got him to this point - stuck in traffic, on his way to what could very well be his dream job and the start of his career.
He thought back to his college days. He could remember how hard he had worked then, how focused he had been.
However, as he thought about that, he froze suddenly. Then, he smiled to himself and shook his head slightly, almost laughing at himself.
Whenever he thought back to his time at college he had a habit of thinking of it in a way that didn’t quite match up with the truth. It was true that he had been a hard-working student, excelling at his studies and impressing his professors.
However, these memories often overlooked some of the other activities that he had got up to at college.
Now, when he looked back with a more honest perspective, he had to wonder how he had ever managed to complete all his studies so successfully while he was out enjoying himself so much.
In fact, he had been quite a party animal in those days.
He was a small-town boy, away from home for the first time, enjoying city life - and all of the freedom that came from being away from home.
He could still remember the realization that had occurred when he'd been at a party one night.
He'd met a girl there - her name was Stacey, and he had been immediately entranced by her.
She was slightly above medium height, slim, with a toned, athletic figure - good, curves, good-sized breasts, toned legs, and a firm ass.
She had long, light brown hair, big, hazel eyes, and beautiful features.
He looked at her gorgeous little mouth and he immediately wanted to know what it would be like to kiss it.
The room had been crowded, but when she had looked across at him their eyes had met immediately and it seemed as though there was no one else in the room anymore, no one except the two of them. They were all that mattered at that moment.
She walked over to him. He was tempted to walk toward her as well, meeting her halfway, but he decided to play it cool and let her come to him.
“Hi,” she said to him when she reached him. Up close, she was even more beautiful than she’d been at a distance. She looked flawless to him.
“Hi,” he said back, still trying his best to play it cool.
They made small talk for a while, and they seemed to hit it off immediately. She laughed at his jokes, they flirted and complimented one another, and the attraction that they felt for one another was clear to see.
Soon enough, they had found a quiet corner at the party.
He sat down on a couch and she sat on his lap.
He held her in his arms as they kissed. He felt her hands all over him, felt one of her hands pushing up beneath his T-shirt, and he also felt how hard his cock had gotten by this point, how excited he was.
He was sure that she had to feel it, and he was also sure that every time she shifted her weight, rubbing her ass against his cock, she knew just what she was doing. It was driving him wild, and it left him wanting more.
He was used to these kinds of moments at parties that he'd been to back home. But, back then, the moment always seemed to end that night with a promise that they'd meet up soon and more would happen then.
However, things were different here, it seemed.
When she ran one of her hands down the front of his body, her fingers lightly brushing over him, he knew that he wanted more. When she shifted her weight on his cock once again, he knew that he wanted more.
And then, she leaned in close to his ear and whispered something to him that, with hindsight, seemed obvious but which, at the time, had been a revelation.
“How about we go back to my room?” she’d whispered, and then he’d realized - they had places they could go! They weren’t living at home anymore! They could do it - they could do anything that they wanted. And that was just what they were going to do now, he thought to himself.
He felt a new excitement, but he tried to play it cool.
“Sure,” he said.
And that was it. She had got to her feet and held out a hand to him. She pulled him to his feet and his body pushed against hers. She rubbed herself against the bulge in his pants and smiled a wicked smile at him.
“How about we give you a moment for that thing to go down?” she said teasingly, but he was glad that he could have a moment to compose himself all the same.
Then they were moving through the party, heading back to her room. His memory was a blur, knowing only that his excitement had been building.
As soon as they got back to her room they were tearing one another’s clothes off.
He felt her hands on his body when she had his T-shirt off, and he pulled her top off, grabbing her by her waist, feeling her supple, slim, body.
His hands moved up to her breasts, feeling them through her bra, and then one of his hands pushed one of her cups up, allowing her breast to drop free.
He grabbed the softness and massaged it.
Her dark little nipple was driving him crazy and he bent down to suck on it as she unhooked her bra, pulling it off so that he could have all the fun that he wanted.
His hands pushed beneath her skirt. He found her ass and grabbed hold of it. His other hand went to the front of her panties. He rubbed at her pussy through them. He could feel the wetness seeping through and it excited him even more. He could feel his cock throbbing in his pants, ready for her.
Then she was undoing his pants, grabbing hold of his cock. She wrapped her slender fingers around his shaft and began to jerk him off.
Then she was on her knees, pulling his pants the rest of the way down. He looked down at her as she played with his cock, and then she was licking it, kissing it. She lifted it and sucked on his balls for a moment and then she took his cock in her mouth, sucking on it enthusiastically.
He reached down and stroked her head as she did this. He looked at her breasts bouncing slightly as she moved her head back and forth.
Then, he started to worry that he might finish too soon.
He knew just what to do.
He pulled her to her feet and then he led her over to his bed. He pushed her down on it, roughly, so that she was on all fours.
He pushed her skirt up and then pulled at her pants, practically tearing them off her.
He reached out to stroke her juicy ass, and then his fingers slipped further down, playing with her pussy.
She moaned at his touch, her ass wiggling back and forth.
He slid the tips of two fingers into her wetness.