The Business Trip [M32/F56/M59/F30] [Femdom] [Spanking] [Anal]

When my alarm clock rang on that Saturday morning I was already out of bed. No drinking, no hanging out with friends for me the night before. I went to bed early. After reading the third reminder message the secretary had sent me. He really took his job serious. He really wanted me to be on that trip. So did I.

So after waking up I had some breakfast, then I went into the bathroom and then I got dressed. In some of the fancy looking new clothes I bought with the credit card that was given to me in one of the stores the secretary later recommended to me. Once my morning routine was over, it was close to pick up time. So I grabbed my stuff, went downstairs and waited for a few minutes.

Then a big black car stopped in front of me. The driver got out, told me that he would take care of my luggage and opened the backdoor of the car for me. I climbed into the open door and there she was. My girlfriend, my mistress and back then still my CEO.

A huge smile appeared on her face the moment she saw me coming into the car. An even bigger smile appeared on my face. I was sitting down as close to her as anyhow possible. Our bodies were touching. We were looking each other into the eyes. We shared a few gentle kisses before the car was driving off. We really missed each other. And we were more than just happy to be close to each other again.

On the way to the airport we were cuddling next to each other. We were holding hand while we told us what we had done on the previous days. While sharing the occasional gentle kiss. We both were happy to be able to spent some alone time with each other before the trip would really kick off.

When arriving at the airport we drove directly onto the runway, straight towards a private jet. No waiting in a line, no noisy children sitting in the row behind you, nothing. Just a plane for me and my girlfriend. At least I thought that it would be that way.

But unfortunately this wasn’t the case. A fellow traveler, an about fifty nine year old businessman was already waiting for us inside the plane. My girlfriend introduced him to me as an old friend and business partner of hers. I shook hands with him, then the three of us sat down in the comfiest chairs I have ever sat on airplane and the boring business talk began.

Before the conversation began my girlfriend told me to listen careful and to take notes of the conversation. So that she would remember the key points of it later, and so that I could train for my future job, her personal assistant. A smile appeared on my face when I heard that I would be her personal assistant soon. She got a “Yes, ma’am” for an answer then I took the college block and the pencils that were already laying on the table in front of us.

Our fellow traveler listened to all what my boss, and my girlfriend, was saying to me. A smile appeared on his face when he heard that I would protocol the whole conversation. He asked me to sent him a copy too. And that I have to sent him a copy too, was the first note I took.

Then they plane took of and I had the honor to listen two hours filled with nothing but business talk. They were talking about investment, growing their companies, working together and getting rid of the competition. I took notes of all they were saying.

After about two hours into the flight the about thirty year old stewardess served us lunch. It was the best food I had on an airplane so far. And there was plenty of it. So I asked for a second plate.

During lunch the conversation turned into a private one. The other two on the able talked about private stuff – it was the first time for me hearing my girlfriend talking about something private with someone else except me since I got to know her weeks ago – and they had a laugh or two.

After lunch was done we had a cup of coffee. And then it happened. The businessman accidentally spilled a glass or water while he was grabbing his cup filled with coffee. The glass fell towards my girlfriend sitting next to me, the water ran over the tabletop and spilled onto my bosses skirt.

Within seconds everything went sour. My boss called the businessman out for his error. She told him with a more than just angry voice that he should be more careful. She also told him that she would not forgive him his error. And that it will have consequences.

While my girlfriend was mad at the person sitting on the opposite table of us she signaled me that everything was okay. I quickly understood what was going on, she was in full blown dominatrix mode. And I decided to join her in.

Moments later my girlfriend asked me the following: “Do you think he deserves a beating for as a punishment for his mistake?”

I only nodded with my head. A well hidden smile appeared on the businessman’s face: “No, don’t, please don’t.”

Then the woman sitting next to me gave a few orders. She told the businessman to get up, to get undressed and to bend over the table we were sitting at. He complied. To my surprise, his dick was locked away and already spitting nasty juices. My girlfriend called him out for it: “Look at you. Your useless dick is already spitting out some filthy and disgusting juices. What a worthless man you are, not even able to control yourself.”

A “yes, ma’am, you are right” came over his lips while he bent over the table. I wanted to get up, to give him his beating, but my girlfriend held me back. To my surprise she then called in the stewardess. She already came prepared. She brought a set of fierce looking whips with her.

Once the stewardess was next to the table she showed us one whip after the other, she even tested them on the businessman. Every time a whip hit his flesh, a shiver went through his body, a moan escaped his throat and his caged dick was spitting even more filthy juices. It was a pleasure to watch.

Naturally we chose the whip that produced the biggest reaction in him. Then we asked him who many hits he deserved. He told us a number, we doubled it. Then the stewardess gave him one strike after the other while he was counting along.

While he got his punishment, or at least he first part of it, my girlfriend took out her phone. She called someone. She put the call on the speaker, so that we all could listen in. She was talking with the businessman’s wife. She told her that her husband had fucked up. And that he was getting his punishment. The wife listened, then she asked if that was her husband moaning out in the background. She got a yes for an answer. Then the wife asked one simple question that blew of my head: “He is moaning out, isn’t he. You sure that you hit him hard enough? And better give him a couple of strikes form me too.”

A smile appeared on my bosses face. She told the stewardess to give him a couple more, and to hit him harder. The business man kept on moaning, but the moans sounded more painful. And red streams that slowly turned into blue were clearly visible on his ass cheeks now.

To my surprise watching a men getting a beating from a good looking thirty year old woman made me hard. Rock hard. It had something really arousing. When my girlfriend took notice of the bulge between my legs, she asked me the following: “You really seem to enjoy yourself. Do want to take care of his further punishment? Do you want to fuck him up his ass?”

It took me more than just a second to come up with answer. It would be a first time for me fucking a man. And I am not that much attracted to man at all, but in the end horny me scored. Why not. A hole is a hole. And it probably would do more than just pleasing my girlfriend when I do what she asked me to do. So she got a simple “yes” for an answer.

The stewardess listened in onto us the whole time. Once I got up she stop whipping and excused herself for a moment. It didn’t took long and she was back with some lube in one hand and some condoms her other one.

I dropped my pants and my boxers to the ground. I set my hard one free. Moments later the stewardess was pulling a condom over my rock hard dick and then she drowned it all in lube. She also poured some lube over the businessman’s asshole. Then I went in position. Then my dick went up his ass.

The moment my dick was inside him a smile appeared on my girlfriends face. She was looking at me, her expression told me that she was proud of me. Then she pulled up her skirt, she spread her legs and gave me a next to perfect view of her pussy: “Imagine you are fucking this here. So fuck good.”

A shiver went through my body. I fucked him gently. In went in and out slowly to warm up his tight fuck hole. He was already moaning out. I had that more than just welcome feeling inside my guts that I was doing something kinky, something pervert and that I was breaking a personal border of mine. Yes, it felt more than just good.

While my dick was sliding in and out of the businessman’s dirty hole my girlfriend played with her pussy. I watched her all time long. I wished that I could stick my dick inside her, but I had to fuck a different hole first.

Unfortunately it didn’t took long and the stewardesses head was blocking my view. My girlfriend ordered her to crawl beneath the table and to eat her out, to make her cum, to satisfy her needs.

It didn’t took long and the whole cabin was in full swing. My dick went in and out of a tight asshole while my girlfriend got her pussy licked. Three people were moaning out loud, the stewardess couldn’t because she had her mouth full with pussy.

Meanwhile I was giving the businessman one hard and deep thrust after the other. His moaning was more than just intense. His hands were holding onto the tabletop while his caged dick was leaking some filthy juices.

My girlfriend already had her first orgasm. She now was pressing the stewardesses head against her pussy. She was using her ass her toy while she was getting closer and closer to her second orgasm.

Tension was filling the room. I got closer and closer to an orgasm with every thrust I gave him. So did he. One hard and deep thrust followed the previous one. My dick went in and out. Just one more thrust and boom, my more than just aching balls deployed their payload. I came for the first time inside a man’s asshole. And to my surprise, he came with me. He dumped his filthy cum all over the table he was bent over.

In about the same moment my girlfriend had her second, by far more intensive orgasm. I watched how her hands were holding onto the stewardesses head. How the fell of the head. How her moaning stopped and her body began to tremble. She came good too.

After three of us had finished, the poor stewardess wouldn’t get an orgasm during our get together, it got quiet in the plane for some time. Everyone was enjoying the hormones in their blood stream while we were regaining ourselves.

When we all were back into our bodies again smiles appeared on our satisfied looking faces. It was a great fuck. The three, maybe the four of us had a blast. It came good and no one felt any guild or remorse about anything.

But while we were at it we lost track of time, track of our surrounding, track of everything. So we were more than just surprised when the captain was on the intercom: “We will arrive at our destination in about thirty minutes.”

After listening to the announcement the businessman, my girlfriend and I began to move our asses. We fixed ourselves up as good as possible. While still smiling at each other. Then we talked about what we had done, we came to the conclusion that we all were up to a round two.

Then it was time to sit down because the plane was descending towards our destination. After the plane landed, my girlfriend hugged the businessman goodbye, I shook his hand then he left the plane to board car that was already waiting for him.

My girlfriend and I looked at each other for some time. Then we kissed and then we left the private jet. We boarded a car that was waiting for us while our driver took care of our luggage. Then we drove off towards our hotel. My girlfriend and I, we were cuddling next to each other again until we arrived at our destination.

Source: reddit.com/r/eroticliterature/comments/11ddrzq/the_business_trip_m32f56m59f30_femdom_spanking