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14
Adventures in Chicago (Part 1)
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The digital agency I work for has a long-term client, a US company active in the European market. They are headquartered in Chicago and invited us to join them for a big anniversary celebration. The celebration would last only two days, but they were willing to pay for up to five people to travel to Chicago and spend a week there.

So, five of us went: me, my colleague Piotr with his wife, and my boss Krystina with her husband. Since we had a full week, I thought about hitting bars, going on walking tours, and meeting people from Tinder. But Krystina crushed my dreams. She said she already booked many meetings with prospective new partners and wanted me to participate. The schedule was tight. I was disappointed, but I understood she was right. In-person meetings are crucial for business.

It's a long trip from Krakow to Chicago. First, we took a 2-hour flight to Frankfurt, and then we had a 9-hour flight to Chicago. I don't like long flights, especially in economy class, and usually wear loose, comfy clothes. But since I was traveling with my colleagues, I decided to dress a bit nicer. I wore black high-waisted skinny jeans and a simple white button-down shirt tucked in, with a black blazer to look more formal.

The first flight was fine, but the second one was harder. I was stuck in the middle seat between a large lady and an old man who wasn't big but liked to spread out, so his arm kept ending up on my seat. Even though I'm small, I felt cramped.

As the flight wore on, I started feeling how the fabric of my jeans pressed against my skin. The initial sensation was a light tingle. At first, this feeling was barely noticeable. But this tingle slowly morphed into something else. When I tried to shift in my seat, the seam scraped against my labia or my clit giving me a prickle of pleasure.

Soon, I felt blood flowing into my pelvis. My clit and labia started to swell. Not immediately, it was a slow process, but after several hours, its results were undeniable. The walls of my vagina were betraying me by oozing with juices. Every brush of denim against my pussy or even inner thighs were sending a wave of warmth through my body.

It was embarrassing. What if anyone smells my arousal?

My vagina demanded attention. I squeezed my thighs together and started rubbing them against each other. Luckily, I was covered by a blanket, and my neighbours seemed to be asleep.

I began to shift my legs back and forth in steady rhythm. The raw texture of my jeans was now rubbing more directly against my clit through the fabric of my panties.

"Why haven't I masturbated with denim before?" I thought.

I was rubbing my thighs against each other for a while, but I also realised that as pleasant as the sensation was, it wouldn’t drive me to release. For that, I had to get my hand involved.

I was too scared to do it right there, in the middle seat. I gently woke up the old gentleman, and he let me out. I hurried to the toilet, but it was occupied. I waited for several minutes. Finally, the door opened, and the woman who had been inside came out.

I went in and locked the door.

The tiny toilet was barely large enough for one person. There was a mirror on the wall, and I saw myself reflected in it. My face was flushed. I unbuttoned my jeans, and the air of hit the wet patch on my panties.

I slipped my fingers inside my panties and touched the wetness. My fingers were immediately coated. I started rubbing my clit. My fingers worked quickly. I was desperate for a release. I rubbed my clit in small circles, occasionally flicking my fingers over the tip. It didn't take long before I was at the edge.

I kept going until my orgasm washed over me. I had to bite my lip to stop myself from moaning.

I pulled my jeans back on and went back to my seat and fell asleep.

When we arrived in Chicago early in the morning, I was surprised by its weather. It was cold. The temperature wasn't very low, but the wind was brutal. It penetrated our bones, made my teeth chatter, and my nose run. Early Spring in Chicago was torture.

But our hotel was fascinating. When traveling, I usually stay in cheap accommodations, but the hotel our partners booked was a 5-star establishment. My room was spacious. The bed was king-sized, with crisp white sheets and pillows. The bathroom had a huge shower with multiple jets. The living room had large, plush couch, a couple of gray armchairs, and a glass coffee table. The window took up the whole wall. I saw the dark blue water of Lake Michigan and the skyscrapers on the shore.

I unpacked my bags and took a shower. I didn’t really want to sleep, but I forced myself to because I knew I would be very tired by midday otherwise. So, I slept for a couple of hours.

After breakfast, I did not know what to do. I did not want to go outside.

Above all, I was horny again.

So, I opened Tinder and started swiping. I got some matches, but not as many as I usually get - maybe because it was still early morning. The guys I matched with were not great at conversations. They were not shy about telling my directly that they wanted sex. This was fine with me, but I did not like their vibe, either too arrogant, or too needy. So, nothing came out of my Tinder search.

And then I thought about Noah. Noah was a guy I met in Florence. He had a girlfriend, Lisa. But this did not prevent him from fucking me, and the sex was good. He made me cum during anal sex, which does not happen all the time. I knew that he was cheating and gaslighting Lisa. But I did not care. I wanted to feel his cock inside me again.

So, I texted him.

He answered immediately and asked me where I was. I gave him the address. He told me that it would take him about three hours to get to me. He did not live in Chicago, but in a different city, Urbana-Champaign. He would need to drive to Chicago to see me.

I started to like him again. Yes, he was about to cheat with me, but driving three hours in such a terrible weather was an effort I could appreciate. So, we agreed to meet in the early afternoon. I was excited. I could not sleep anymore. For several hours, I was watching Youtube videos, listening to the podcasts, and chatting with people on Reddit.

When the time has come, I dressed up and went to the lobby to meet him. I did not pay much attention to my appearance since we were supposed immediately proceed to my hotel room to fuck. So, I put on a pink turtleneck sweater and a fresh pair of grey jeans.

I sat on one of the couches in the lobby, waiting for Noah. I was nervous. My pussy was already wet.

Noah finally appeared in the lobby. I was so happy to see his curly hair and boyish face.

"Ania!" he called me.

I wanted to shout, "Let's get to my room, and you'll fuck my brains out!" But I had to bite my lip instead. First, there were other people in the lobby. Second, Noah did not arrive alone. He was a with stunning blonde woman who looked like Botticelli's Venus.

For some reason, Noah brought Lisa with him.

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6 months ago