The after-work hours get steamy
When his best friend helped him to find a job at his mother’s company, Billy never thought of Mrs. Anderson sexually.
He knew her for many years since he became friends with her son Daniel.
He respected her a lot and this respect grew when she became his boss.
Fanny Anderson, on the other hand, was an attractive mature fifty-five-year-old lady.
She allowed Billy to run a department over a staff of twelve persons and gave him the support and tools he needed to do his job.
Billy was already trusting Fanny on a personal level but this trust became considerable as they worked together and he built a kind of friendship with her.
The more they worked together, the more Billy started looking at her in another way.
He began feeling a kind of increasing sexual attraction between them.
He knew that as a young man in his late twenties and in great physical shape, many mature ladies found him attractive.
His hopes started to increase when Fanny became a little flirtatious with him.
He began thinking that he could actually fuck her but he remembered immediately that she was the mother of his best friend and married.
One Friday afternoon, Billy had a performance review and Fanny had to go on vacation the following day.
However, at the last minute, Fanny pushed his performance to 6 pm. Billy was okay with it since the office would be virtually deserted.
The meeting began with their usual little talk before moving to his review. His performance was outstanding as Fanny praised him a lot.
Her sweet words moved him to picture himself lying on the desk with her riding him. He was so lost in his dream that Fanny had to call him out.
“What did I say?” she asked.
“UUhhhh…sorry…I was a bit lost,” he managed to reply.
Then, they started talking about her upcoming holiday.
Since Daniel was working abroad, Fanny planned to visit him while leaving her husband behind.
Billy found it a bit weird and asked her the reason. Fanny was open as she told him about the issues with her husband including the fact that their sex life became almost nonexistent.
Even if they had gotten quite comfortable with each other, her last comment surprised him.
“That’s too bad,” replied Billy.
“I would completely pleasure you,” he added without thinking.
Then, he realized what he had just said and saw the eyes of his boss getting wide as if they wanted to pop out.
His heart stopped when he thought about the words that came out of his mouth.
Then, he noticed a seductive grin appearing across Fanny’s face.
“Well, I said that your performance was outstanding but the budget is not enough to give you a raise,” she said.
“But we can think of another way to reward you,” she added.
Billy blushed and his heart started pounding. He was nervous but he didn’t want to miss such an opportunity.
“Are you free tonight?” he asked candidly as he struggled to hide his excitement while he considered the genuine opportunity to fulfill his fantasy.
“Are you free now?” countered Fanny with a huge grin.
“We are still in this boardroom reviewing your performance, after all,” she pointed.
Then, she pushed back her chair with her ass and Billy stood up. He came around to her and they didn’t waste any time doing what was in their minds.
Fanny unbuttoned her top as Billy unbuckled his belt and stood right behind her. As he loosened his khakis, he looked at her figure from her head to her feet.
She had a less professional outfit including high heels and a skirt that stopped three inches over her knees and embraced her firm hips with her round ass perfectly.
For a woman of her age, she had kept her feminine shape very well with her boobs.
When she undid her blouse, she turned around to expose her dark lace bra moving Billy think that the mature woman had planned this outcome well before.
They exchanged some compliments as Fanny reached beneath her skirt and tugged down a matching set of dark lace panties that slipped down her ankles.
Billy’s heart was pounding harder now since he could not believe that he was about to fuck his boss and the mother of his best friend.
His dick was so hard that he poked up out of his boxers.
She glanced down at it and smiled as she knelt in front of him. She pulled down his pants and boxers to his knees and wrapped her fingers around his prick, stroking it.
Then, she moved her hand forward and opened her mouth to take his cock inside. Billy let out a loud moan when his cock made contact with her warm tongue.
He forced himself to stay quiet when he realized that it was still half past six and some of his colleagues might still be around.
“Baby, we are alone,” said Fanny quickly since she used to work late often.
“What about security guards?” he asked as she released briefly his cock.
“They do not often come around here,” she replied before taking his prick back in her mouth. He moaned again as the pleasure overwhelmed him.
She sucked his prick for a good moment and when she finished, he was ready to pound her but Fanny reminded him that she was still the boss even in this.
“Now, you have to pass the oral test,” she stated as she stood up.
Billy understood directly what she meant as his best friend’s mother sat at the table and faced him. She bent back and supported her body with an arm while she used the second one to pull up her skirt.
She exposed her obviously wet cunt between her thighs. Billy’s fantasies about Fanny did not involve eating out her cunt but he was happy to do it for real.
He knelt next to the table in front of the cunt of his boss and bent forward as she lifted up her right leg over his head while slipping further out her left leg on the table.
Her skirt blinded his peripheral vision so that he had just her cunt to focus on. He used his index finger to find first the right spot.
Then he spread her cunt with the same hand and pressed his mouth against the spot.
He started eating out with the mother of his best friend. Her moans convinced him that he was doing a wonderful job since her wetness grew.
He licked her cunt for a long moment until she rested her leg on his shoulder while keeping up her skirt.
She poked his back with her high heel as his tongue explored her cunt. She moaned and squirmed while assuring him that he was doing a great job.
Then, she told him to stop and he stood up. He wiped his chin and his lips while the aroma of her cunt filled his nostrils.
Since they warmed their engines, they were now ready to fuck seriously.
It was already dark around them. She lifted up her two legs and he penetrated her in a swift motion.
She moaned as he began pounding her. She rested her legs on his shoulders as he speeded up his pace with sweat covering his forehead.
They were now both moaning as he locked his eyes down on his cock while it slipped in and out of her pussy.
Then, he cupped one of her boobs with his hand and pressed her boob in rhythm with the motions of his prick.
His balls were slapping hard against her ass as he pounded her hard and fast. She gripped the brink of the table and sweat covered their whole bodies.
Then, they managed to shift and Billy was the one lying on the table and she mounted him.
By that time, they were completely naked. She started bouncing up and down on his prick while he toyed with her swaying boobs.
Afterward, they stopped suddenly when they heard a strange noise from the door. They looked at the door and saw a black, tall security guard.
They did not hear him entering the room.
“I knew it!” said the guard while Billy and Fanny kept silent.
“I heard your moaning from the other hallway,” he said.
Fanny was about to dismount Billy when the guard made her a sign to stop.
“If I report you, you would be in trouble and the media likes this shit,” he threatened.
“But, we can forget about it if you let me have a piece of your ass,” he pointed.
“Make it fast,” replied Fanny at Billy’s surprise.
She started dismounting Billy but the guard reminded her to stay still.
The thought of watching her boss and the mother of his best friend being fucked by a security guard kept Billy harder in Fanny.
“I want to fuck you in the ass while he is pounding your cunt,” explained the guard.
Billy always loved double penetration and even participated in one with Daniel. He felt even aroused that he was now about to participate in another one involving Daniel’s mother.
“This is a joke,” protested Fanny.
However, the guard was really serious. He was not working for Fanny but for the landlord of the building.
He knew that Fanny had a reputation to protect and he took advantage of it.
Billy managed to convince his boss to accept and reminded her about the consequences of such a scandal in the press.
Finally, Fanny agreed as she realized that it was not too bad to have a dick in her cunt and ass compared to the fall of her business and reputation.
Billy was breathing fast with anticipation while the guard unzipped his trousers and exposed a huge dick.
Then, he stepped behind Fanny while Billy’s dick was stuffed firmly in her pussy. The guard pushed Fanny forward on top of Billy before spreading the cheeks of her ass.
“Have you ever been pounded in the ass before?” asked the guard as he poked her asshole with the head of his dick.
“Yes,” she replied as she closed her eyes and held her breath, bracing herself.
Then, he pushed half of his dick into her ass in a swift motion without mercy.
“No!” yelled Fanny as she reluctantly accepted his huge black cock into her hole.
Billy stayed still with his dick deep in her cunt and held on to her shoulders.
He maintained her in place while the guard pushed more of his thick cock inside of her until they were both to the hilt into her.
The discomfort was really obvious as she yelled out. Even if the mother of his best friend was in pain, Billy liked the way the event turned out.
He felt a bit guilty as he was siding with the guard but he knew that they had to comply in order to avoid trouble.
The guard grabbed firmly Fanny’s hips and bent forward to make sure that he was totally inside her.
“You are also in this, so, don’t stay still,” said the guard to Billy as he looked down at him.
Billy replied by pulling back his dick to the limits of their positions before pushing it back in. He quivered a little before repeating the process.
His dick produced a squishing sound from Fanny’s cunt as he fucked her.
Then, the guard started thrusting his dick in and out of her ass. Billy took advantage of the fact that the guard held his boss’ hips to set up a steady rhythm.
The guard then bent forward and pushed Fanny closer to Billy until her globes were touching almost his chest while he continued to thrust in and out of her ass.
This gave Billy better access to her cunt and allowed him to push more effectively in and out of her.
Billy started leaking with sweat and their close proximity increased the thickness of the air.
Billy was breathing deeply as he kept holding onto his boss and slipping himself into her as continuously as his confines would allow while the huge black dick was thrusting on the other side in and out of her ass.
After a moment, Fanny managed to hold up herself between the two guys and placed her hands flat on the table.
She was now enjoying the double penetration as she attempted to get more comfortable.
Her new position enabled Billy and the guard to get going now with their double fucking.
Billy and the guard thrust faster and harder into Fanny, establishing almost a matching pace.
At first, Billy had various emotions. He knew that he had to comply and Fanny was her boss and the mother of his best friend.
He felt a bit embarrassed that the guard was blackmailing them but his lust took over finally when he felt the guard pounding her ass really hard.
Billy gave up and started fucking the mature woman hard as well.
Between cries and moans, Fanny was relatively quiet as the two men plowed in and out of her on the table.
It was the guard who was making the loudest noise as he panted and grunted.
The creaking of the wooden table was also filling the room along with the noise of Fanny’s holes.
By now, the mature woman was pressed hard against Billy so that he could not see what the other guy was doing since Fanny was short.
Billy turned just his head to his left as he got a decent sight to the body of his best friend’s mother.
He was able to confirm that the guard was really pounding her ass since he could see his prick moving in and out of her ass while feeling it inside her on the other side of the small membrane.
Billy placed his hands to the sides of his body and grabbed Fanny’s thighs while he held onto her.
He pushed up into her cunt as hard as he could, pounding into her numerous times while the guard did the same in her ass.
He was really getting into it as he slapped her ass hard and tugged her hair while degrading her through dirty talk.
Fanny and Billy with the guard were covered totally by sweat as the mature woman continued to be double fucked without mercy. She accepted it well even if she grunted in pain.
She maintained her eyes shut for almost the entire session and opened them occasionally when she inhaled deeply.
She was in clear discomfort but Billy was revealed selfishly in the fact that he was enjoying a threesome again, but this time with his boss and the mother of his best friend, which was beyond his expectations.
His craziest fantasy involving Fanny never came close to such a naughty twist.
Billy felt his climax coming close and the guard bent now forward, lying practically on top of Fanny.
He kept his feet planted on the table and enveloped Fanny’s shoulders with his huge hands.
His head was now close to Billy’s and his legs were touching his. Billy was uncomfortable with such closeness as he kept his head turned away, attempting to ignore the loud panting of the guard near his ear.
He managed to focus on Fanny’s moans and on the fact that she was now getting really sandwiched.
Billy succeeded to stay concentrated and pounded his best friend’s mother even harder as her thick body was pressed hard against his while her tunnel was pounded without mercy on the other side.
Within seconds, Billy forgot about the close proximity of the other guy and the awkwardness generated by this.
Fanny continued to be filled in her two holes and the two guys slipped at the same time in and out of her for a few more minutes.
“I am close,” announced the guard just when Billy felt his orgasm coming closer.
Fanny sighed with relief when the guard pulled his cock out of her slaughtered asshole. Then, he rolled her off Billy on her back as she lay on the table.
Billy stood up fast as the guard positioned himself between Fanny’s thighs as her legs hung toward the floor.
He grabbed his dick and began stroking it until he started shooting thick, long ropes of semen all over the old woman. The sight was a delight for Billy as he watched.
“Your turn!” ordered the guard to Billy when he finished and stepped aside.
Billy managed to hide his excitement as he complied. He stood between the helpless legs of his boss.
Fanny now had semen covering her boobs and belly with some on her neck and near her mouth.
Billy started stroking his dick as his boss lay on the table. A few seconds later, he shot waves of cum and covered his best friend’s mother from her chin to the button of her tummy and the entire zone between the two points.
Once he finished, most of the semen was dripping down Fanny’s boobs with a huge amount pooling on her belly and leaking from her face.
Afterward, they cleaned up in silence and the guard straightened out his uniform as he was about to leave.
“Now, just go home and I will think about what to do next,” said the guard as he left.
There was no assurance that he would keep silent but they did not have any choice. They had to trust him. They got dressed after they finished cleaning up the room.
Then, they walked back to their respective offices to take their coats before leaving. They did not talk to each other as they walked out of the building.
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Disclaimer: These stories are all works of fiction and meant for adults only.