The Boss Lady – BDSM – Free Sex Story

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Author’s note: So, this is a special one for me, having been involved into BDSM for a few decades I have grown comfortable in my dominant role. So, when attended a munch (a social function in a more civilian setting) I was given a challenge for the fun of it by a dear friend of mine to picture myself on the “other side” To be honest it was a difficult one, luckily, I got to decide everything.

Any attempt at pain or humiliation would just annoy me so that would never work, but I like to think that I am a man that does his duty, keep my word when I promise something. So it was with duty that this little entertaining fantasy got born.

Its pretty light on both BDSM and Sex, but here is hoping some of you might be pleasantly entertained.

The story:

Having both graduated from school and served my time in the army I was looking at options for my new civilian life. Now usually society would expect me to take an apprenticeship or attend the university. But honestly none of that didn’t appeal to me, at least not now. I stared to look for work, talked with a few temp agencies, and sent my fair share of applications. A few days later I got asked to interview for a job, bodyguard.

Now private bodyguards around here aren’t armed, it’s not particularly common either with bodyguards. Being intrigued I went for it and sent my application. To get the job I would have to pass several interviews and tests. Work would be mostly 24/7, room and board included + a lot of decent benefits. If I knew what I would end up in, I might have just said no straight away. Luckily, I didn’t.

The interviews and physical tests went without any problems.

The psych test, well now this is where it gets interesting, interesting. I was sent to Doctor Amanda Zerfina, as I entered here office, I could see that she was well put together, and she showed a decent amount of leg with that short pinstripe skirt of hers, and perhaps too much cleavage? I didnt complain.

She told me that my boss was the Boss Lady and expect for me here entire entourage is female. She amused herself I guessed by asking me if I would share a bed with Boss Lady if she for some reason should require it, I told her if she really wanted I would. I guess I could keep my work clothes or a PJ on.

She even asked me if I would be and act subservient to Boss Lady, and if I could stand in the background when told to. None of these things would be an issue I told the good doctor.

It was two days later as my phone rang, I answered. It was Boss Lady, she told me the job was mine, and she wanted me in here office within three hours. I could barely get a yes out before she ended the call.

I found myself inside an office located at the top floor, it screamed of power, and there she sat behind here desk, Long dark brown hair in a thick braid, white blouse with a hint of cleavage and a black knee length skirt that fit here like a second skin. “Come in, sit down” Was all she said as I walked inn.

She too asked me tough questions, one of them really got me annoyed. “Can you follow orders like a good and loyal guard dog.” I gave my answer “Yes, but should you bother this dog to much it might just bite. She grinned at that.

Well, that same day I was moved into here mansion, at the same time I was introduced to the rest of the staff, all of them dressed a bit different, leather miniskirts, one didn’t even bother with a bra under her blouse. Everyone also had a small silver necklace tight around their neck. Weird.

In my second month we travel to Tokyo, after a long day of traveling we arrived at the hotel, just one room. Okay. Se plopped down in a chair and took her shoes of. “Be a good boy Bodyguard and rub my feet” I cocked my head and looked at here. “Certainly boss.” As rubbed here nylon clad feet she leant backwards and gave out a few moans. Patting my head and cooing “Good bodyguard”

It was about six months later during a trip to New York where I was told during our arrival at the hotel “My PA fucked up and we only have one room and a bed, you will need to share and behave”

During the visit she demanded more foot massages, and from time to time would flash me here underwear, lacy and purple.

It all changed again when on our last day, she had consumed a few glasses of wine, and she was touchier than normal.

It changed again when she pushed me playfully on bed and jumped on top of me, kissing me before she lifted here skirt up and sat on my face. “Lick your boss`s Pussy” Here antics didn’t really surprise me as much anymore, so I decided to take the tiger by its tail, I grabbed a hold of here hips and got to work with a vengeance. She moaned and grinded on my face, she came one, two, three times before I could feel here body go limp.

She purred and licked my face clean “good bodyguard” before she snuggled up to me and fell asleep. Fucking hell couldn’t she give something back. Well, I jerked of and came on here stomach, it was a weird job, but I did enjoy myself. I woke up and felt a moisturised hand jerking me off, as my eyes opened, they were met by the most gorgeous display of Boss Lady’s breasts. “Suck your bosses titties.”

It was a year with oral for here, and hand jobs and boobs for me.

Over the years our working relationship changed, I saw the other women move on with their lives, new jobs, new positions etc. But still I stayed. She even celebrated a Christmas with me and my family. But there was always a line, that aloofness, she would remind me from time to time that I was just a employee. I made a mistake, that spiralled, I became too romantic with here, bought here roses out of the blue. She ended up taking a lover for a week. When I gave my letter of resignation to HR, she called me in to a meeting.

She rarely shows it when she was apprehensive, but this time she did. “I kicked him out of my bed, I don’t want you to quit, so I have a new contract for you, much better than the last one, look at it please”

I sat down and started reading.

Expect for the normal stuff of total loyalty to her it said: This job would be for life; she couldn’t fire me, and I couldn’t quit. I would move into here bedroom on a permanent basis. She could never have sexual or romantic relationships with others. And the same for me.

I looked at here, she could see the question mark in my face. “The lawyers told me its legal…. for the most part, I want… I need you to be my bodyguard forever.

I just smiled, and signed it “With you forever Boss Lady”

She dabbed away a tear with the handkerchief I gave here. Here Boss Lady face got back again. She also told med suddenly “also I want heirs, two or three should be good.”

She was pregnant with our first child when we celebrated our 10th year anniversary of me working for here. She did get here two other heirs two. I have never seen a prouder mother hen.

She was 65, and I was 61 when I lost my job, I couldn’t guard here against cancer. But I never left here side, not even once. I knew my duty. The kids had taken over the business a long time ago, even asking me to retire, I firmly told them that their mother’s contract with me was for life. She kissed me on my lips and said “Good Bodyguard” before she closed her eyes forever.

My beloved Boss Lady gave me a hefty retirement package, I travelled the world, mostly to the same places we visited. Even met up with a few of here old entourage. So many good memories. I never once regretted taking that job.

It was 20 years into my retirement when I got a new job offer. I was a great grandfather then, but I never lost my Love of duty, for my old Boss Lady, so I gladly accepted.

The stone said “Here lies the Boss Lady and her beloved Bodyguard, together forever”

The End

Author’s final notes:

Well there you have it, bit of a messy story, but I guess something always will be lost in translation from fantasy to the written word.

I didn’t spend a lot of time editing this story, also I really had to get my Ass into gear and publish a story.

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