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Work Choices

"Helping a friend deal with an overbearing boss."

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The phone rang at about 8.00 last night as I was about to settle in front of the TV with a beer; it was Maggie. "Hi Lucky, I'm in the middle of new enterprise negotiations, and I would like your help."

"No worries, I'd love to help if I can," I replied. "When would you like to discuss it, and where do you want to meet?"

"We've already started, and I'd like your help now if possible, here at my place." I had nothing exciting planned, just an evening of TV, so I accepted and hung up. I knew that Maggie was having a difficult time at work. Her boss had been harassing her for many months by giving her all the crap shifts, menial duties and reducing her hours and allowances.

Whenever she complained about this, he asked her to have dinner with him, where they could discuss her work arrangements in a more comfortable setting, then go back to her place for a drink afterwards.

Maggie had always refused his invitations, saying he was a married man and that they could discuss their work issues in the office, so I was surprised to hear she was in negotiations. I assumed she was with her boss after hours and at her home.

I hurried round, it was only a ten-minute drive. Maggie let me in, "Darren is here," she said. "He just wouldn't give up, always asking me out, as you know. I couldn't take any more of it, so this afternoon I accepted his offer. He took me to dinner at the yacht club, a very fancy place where he’s a member. I made sure I ordered the most expensive of everything."

“After the dinner, he said there was still a lot of planning for my future with the company he wanted to talk about, so we should come to my place. When we got here, he was all hands. I asked what this had to do with my position in the company, and he answered, "Everything," which confirmed what I already knew. I wouldn't get anywhere unless I slept with him.

"He's a pretty strong guy, and I knew that I couldn't fight him off by myself, so I told him that I needed the job. What did he have in mind? He said, "Let’s go to your room and get comfortable." He was already undoing his tie and unbuttoning his shirt.

I said, "I think you might have heard rumours in the office that I like things a bit kinky. I hope you don't mind."

“He answered, "Great! I'm always looking to try something new and exciting."

“Okay, let me do that,” I said as I unbuttoned the rest of his shirt and led him into my room.

"Phil, you should have seen the look on his face when he saw my four poster bed, the decorations and the contents of my toy box left out from the night before" Maggie said "I finished undressing him, then told him that my favourite thing was to have my man on my bed with his legs and arms secured with soft restraints to the posts (I showed him the eye bolts for that purpose) and then slowly tease him all over with feathers, my hands, my mouth, my breasts and my pussy until he can take no more and explodes in a massive climax.

"You should have seen the excitement in his eyes, he was like a little boy. He jumped on the bed with his arms and legs spread wide and said, 'Do it to me, baby!' And so I did! He's in here."

She then led me into her bedroom, which I hadn't been in before. I was surprised to see the huge four-poster bed in the middle of the room. She had dimmed the lights and lit candles around the room, and on the dresser, she had a large box open with an array of restraints and sex toys scattered around.

"That's my toy box," she said when she saw me looking. There was also a high-quality digital camera and a video camera mounted on a tripod in one corner of the room. My gaze returned to the bed, where her boss, Darren, was spread-eagled in the middle with leather bands on his wrists and ankles, tied back to the corner posts.

He was completely naked as I'd been told: a tall, pale, skinny man with his thin penis standing straight up in the air. I had to fight hard to stop myself from laughing at this ridiculous sight. I have to say he looked a lot more dignified in his suit and tie.

He recognised me; we had met before when I had accompanied Maggie to work functions. We were not in a relationship, just good friends, and she sometimes asked me to accompany her if her date couldn't make it.

"What's he doing here?" asked Darren, "I thought you were calling your girlfriend to come over and play." I could see the worried look in his eyes.

"She couldn't make it," replied Maggie. "You know Phil. I called him here to help negotiate my new employment conditions." I nodded at him and could see his dick deflate. Maggie noticed too and said, "We can’t let that happen! You're here to have a good time so that you can give me the job and benefits that I want and that we all know I deserve."

With that, she leaned over and kissed him on the cheek as she tickled his cock and balls until he was hard again. She stood back to admire her work; there wasn't a lot to admire, actually. I felt sorry for his poor wife; he was a pretty scrawny specimen. Pale white with tufts of thick dark hair all over his body, apart from his balls and around his cock, which he must shave. It was not a good look.

His eyes brightened when Maggie said, "Well, boss, I'm about to make your day," and she slowly started a striptease. My eyes brightened too, and she winked at me. She took her time, turning frequently to give us both a good look. Maggie ran her hands along her legs and over her pink satin G-string, cupping her D-sized breasts in a beautiful, matching pink satin bra.

She came over to me with a smile and, turning her back, said, "Sorry, Boss, you're tied up. Phil, can you please undo my bra, with one hand like you always do?" I don't know where that came from, as I had never seen her in a bra, not to mention undoing one for her. I was happy to play along and quickly unsnapped the catch.

She held the bra in place. Darren's gaze was fixed on her (so was mine.) I'd never seen Maggie undressed before. She has a very attractive figure: beautiful, smooth olive skin, curved hips and bum, perfect D-size breasts, and a cheerful smile and laugh.

"Do you want me to remove my bra?" she asked. We both nodded, so she slowly exposed first one breast and then the nipple last. Then the other, and stood in front of us with arms wide apart, and jiggled them. I was amazed to see she had no tan lines, too! Her nipples were amazing: dark brown with prominent areolas, and the erect nipples themselves stood out nearly half an inch. I just wanted them in my mouth. And in my hands.

"Anything else I can do for you gentlemen?" she asked. We were both speechless, but I'm sure she could feel the weight of our gaze on her G-string. "Oh, this little thing?" she said, "Well, there's hardly any of it. I don’t know why I even bother wearing it."

She turned her back on us so we could see her beautiful, round bum. She slowly bent down with her legs slightly apart, and she ran her finger along the patch of satin. We could clearly see the dampness of her slit through the material. Maggie then stood up, looked at Darren, and, hooking her fingers under the sides of the G-string, said, "I'm going to have the best job in the company tomorrow." Darren was nodding so hard!

Maggie then held one hand in front of her as she removed the G-string and held it in front of Darren's face. He eagerly sniffed it. I could see his cock twitch, so it must have been good. With a smile, she offered it to me as well. I smiled and had a sniff too. She has a wonderful scent.

I stuck my tongue out, and she let it rest there for a few seconds. Maggie looked down and saw her hand still covering her pussy. "Oh, silly me, I forgot this. Have a peek, Lucky, what do you think?" she asked as she removed her hand, turning slightly so only I could see. I gasped in amazement. She had to have the most beautiful pussy I had ever seen. She must have shaved or waxed (lasered, she told me later); her smooth lips were the same olive complexion as the rest of her body, only slightly darker—just the right size, plump and inviting.

I could clearly see the slit in between with the pink hood of her clit peeking through. The darker tips of her inner lips are visible below. (Such a beautiful “Outie!”) Maggie covered herself with her hand again, slipping her middle finger inside, then withdrew it and offered it to me, firstly for an appreciative sniff, then as I held out my tongue, she let me taste the tip and suck the whole length in my mouth.

She was so wet and her juices so sweet. I silently thanked her for asking for my industrial relations advice. I could see Darren craning for a look as well. I'm sure he saw the enormous smile on my face.

Maggie replaced her hand and, turning to Darren, said, "Am I going to get better shifts from tomorrow? And that pay rise I've been asking for? And all the allowances I've been missing out on?" I thought Darren's head was going to fall off. He nodded so enthusiastically.

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Maggie whooped in joy, clapping her hands together, then playfully looked down at her exposed pussy. "Whoops," she said with a laugh. "Now it's time to celebrate. Let’s really have some fun. Lucky, can you please check that the video is focused properly? I want to keep these memories for a long time."

She pulled a pair of latex gloves from a box beside the bed, putting them on with a snap of the wrist for effect. I checked the video, made a few adjustments to get a clear picture, and then turned back to the bed.

Maggie was at the foot of the bed, between Darren's legs, and I saw her remove a dark cord I hadn’t noticed before, secured to one of the posts. As she pulled on the cord, I could see it went up to a pulley in the bed canopy, then back down to a ring on a black metal rod about a meter long, which separated Darren's ankles with leather straps. They were not tied to the bedpost as I had first thought.

As she pulled the cord, Darren's legs lifted in the air, still spread apart by the bar. When she was satisfied, she secured the cord again and stood back to admire her work. Darren's cock was still hard, leaning up against his stomach with his balls in their dark little bag, standing out just waiting for Maggie to reach out and give them a squeeze.

"Where's my toy box?" asked Maggie, looking at me. I took it from the dresser, pushing some of the implements from the top into the box before bringing it to her. She rummaged in it for a while, then brought out a large tube of lubricating gel. "I always get the large size. I seem to go through so much of this stuff," she said as she squeezed some on her fingers and spread it liberally over Darren's testicles, then down towards his anus, making sure there was a good thick layer there.

"Now, where is it, I wonder?" she said as she rummaged in the box again, finally bringing out what looked like a pair of panties with a large black cock shaped dildo, complete with rubber balls. "My strap-on, I haven’t used this for so long."

As she secured the straps in place, she asked me to get the video camera and film by hand. I'll get better angles like that. As she stood, I had to stop to admire her. Such a beautiful, sexy woman, with a huge black cock standing out so proudly from her pussy. She smiled as she took another handful of gel and rubbed it into her cock. "Now I know why guys love to wank so much, it feels so good!"

I could see that Darren was starting to have second thoughts; his eyes were like saucers, but he couldn’t move from the restraints. He just stared at Maggie without saying a word. I guess he knew that it would be useless. "Just relax and think of Australia," she said as she took careful aim at his backside.

"Now pay attention, Lucky, this is how we women want to be fucked, nice and slow, isn’t it, Boss?" With that, she pressed her knob against his well-lubricated anus. I leaned in close so I could film the tip just breaking in, then she withdrew, leaving it pressed against his opening. "And don’t forget the clit either, Lucky," she said as she took his throbbing penis in her gloved hand, giving it a few quick wanks.

"Then in we go again, just a little deeper..." she said as I filmed her pressing her cock into him again, this time about an inch and rocking there for a minute. "I think her ovaries have dropped," she said as she took hold of his balls. I had the other camera in my hand and took some still photos of her examining Darren's 'ovaries' and then trying to push them back in, but they kept slipping back down into their little sack.

A few more thrusts, each one a little deeper, and then she had her big black cock buried as deep as it would go. "And now we take our time with a gentle in and out motion, going all the way in, then pulling back slowly until I'm about to pop out. Hold it here for a sec, don’t forget the clit" she said as she gave his dick a few more wanks.

Darren was enjoying this despite himself. Arching his hips up to match her thrusts, his cock turned a deeper shade of purple. The head looked like it was about to explode, clear drops of pre cum showing on the slit in the tip. I was sure to keep filming and got plenty of good close-up shots as well.

"It's not a race," she said. "We just gradually pick up the pace, making sure the thrusts are unhurried, long, and smooth. Keeping close attention to her clit and those sensitive ovaries, too, and adding more gel if things get a bit tight."

I could see from her flushed face and smile that Maggie was loving every second of fucking her boss. Deliberately thrusting in long strokes, gripping both his cock and balls in each hand.

"Catch this, Lucky," she said as she rubbed his cock faster in time with her thrusts, and I saw him arch up to meet her, finally letting out a groan and shooting long, thick streams of cum up his stomach and chest, some even landing on his face. I made sure I caught every second on video.

"Wow, a squirter!" said Maggie with a smile as she pulled her still hard cock from his anus. "I haven’t cum yet though, see? I'm still hard, and sooo horny," she said as she knelt over his face, waving her cock over his mouth and nose. He couldn’t pull away, no matter how hard he tried.

She eased his mouth open and slipped her hard cock in until she was buried up to the balls. Then she started fucking his mouth. I was sure he'd throw up. I could see him gagging when she reached his throat, but he kept control.

"This isn’t working, Lucky, maybe he'll do a better job on a real cock," she said, turning to me and unzipping my fly before I could do anything. I was so hard myself from all I'd seen that my dick just jumped out. Maggie wasted no time in removing the rest of my clothing with one hand while the other hand held my still growing dick until I was completely naked as well.

She moved me until I was positioned over Darren's chest, my cock pointed towards his mouth. I wasn’t sure of this. I'd never touched a man before, and now here I was, hard as a rock, about to slip my dick inside his mouth. "No teeth," I warned.

"Don’t worry about that, Phil," said Maggie. "I've got his nuts in a death grip; he won’t try anything." I turned round, and sure enough Maggie was there between his legs with one hand gripping his balls and the other holding the camera, what a professional!

I felt a movement on my cock, and turned to see Darren's tongue tasting the tip, so I thought, “What the hell,” and eased forward. He opened his mouth for me to slip in, and I felt his tongue caress my shaft while his head rocked back and forth. Then I felt Maggie’s hand come from behind to hold my balls, softly squeezing till I was about to cum.

"Pull out," she whispered in my ear as she felt my balls tighten." I want to get this on film, cover his mouth and face in your cum." She held my cock and aimed the spurts of cum over his face, up his nose, into his still open mouth. I could hear the camera clicking away as she recorded everything. When I was finished, she gently wiped me with a warm towel and gave me a thick warm robe to put on.

I noticed that she had removed her strap-on and had put on a matching robe herself. She then unbuckled the straps on Darren's arms and legs; he was too tired to resist. He was a mess, still naked, wet and sweaty, covered in cum. Maggie had not offered to clean him up.

She had already bundled his clothes and shoes up and handed them to me. She took him by the cock in her still gloved hand and led him to the door which fronted the street. It was after 10.00 but a warm evening. The street was well lit, and we could see several groups of people passing as Maggie pushed him out the door, saying a bit louder than usual, "Good night, boss. I'll see you in the morning to go over my new work agreement."

I threw his clothes out behind him; they scattered over the roadway, and he had to scramble to pick everything up in front of the growing crowd. We didn’t stay to watch. Maggie closed the door and turned with a smile, "Thank you for your assistance tonight, Phil. I don't think I'll be getting too much more trouble at work. How do you think I should thank you?"

I told her that I am always here to help a friend, and did not expect any thanks. "Well, it's getting pretty late anyway, so the least I can do is to offer you a drink and somewhere warm to spend the night." She took my hand and led me back to her bedroom, where we collapsed on the bed in each other’s arms, the robes falling to the floor.

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Written by philx429
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