It was late at night of my next to last day in Chicago when I matched with a pale, cute, 23 year old woman. Her face was vibes of Gigi Hadid, but more plain. I must have checked out her booty several times before and during our Tinder chat. She had just arrived in the city with a friend and they were staying at a nearby hotel. We chatted about travels, the city, and our thoughts using Tinder for hookups (both of us were pro). We were hitting it off but she didn't want to leave her friend. Knowing I had to check-out in the morning, I threw out the idea of an early morning coffee meet up. She accepted and I crossed my fingers that she wouldn't flake.

The next morning I got up and walked a few blocks to the coffee shop. I was pleasantly surprised when she arrived on time wearing a cute green sundress. I kept checking out her legs and ample cleavage as we chatted. After some time, I dropped a line like "So I have to pack and check out soon, but if you'd like to come with me I can give you a tour of the place while I'm getting ready." She made some joke about getting a hotel room tour and agreed.

Once we got into the room, I gave her a quick "tour" to continue the joke. The room had 2 walls of floor-to-ceiling windows with stunning views of the river on one side and nearby buildings on the other. I ended the short room walkthrough with those window views. It was a beautiful, sunny day. Down on the street there were people milling around like ants. She was standing right against the window and I let her take it all in for a few moments. We were making some small talk about the office building next door when I made my move. I put my hands on her waist, pulled myself close to her from behind, and said "I wonder if the people in that building are going to be watching us while I fuck you." She moaned, turned her head back towards me, and leaned into me as we passionately kissed for the first time.

From there, I moved pretty fast as we were both clearly horny and ready to go. I enjoyed making out with her and got rock hard very quickly. My 8" cock was pressed up against her plump ass, which is a sensation that drives me absolutely wild. She pushed her ass back into me several times and I could feel the heat radiating from between her legs as I moved my hands around her body. I peeled her dress straps down, pulled out her beautiful, milky white 36D tits, and twisted her nipples between my fingers. Then I took her arms and put them up against the glass window, leaned her forward to arch her back, lifted up her dress, and pulled her panties down to her ankles. I got my cock out and put the tip against her puffy pink pussy lips.

"How bad do you want this dick?", I asked.

"Please, I want it", she whimpered.

*WHAP* - I spanked her right ass cheek and she yelped.

"You need to ask me to fuck you now."

"Will you please fuck me?", she gasped.

I did not hesitate and impaled her on my cock immediately. She moaned as I started pumping in and out of her. Sounds of her wetness being displaced from her pussy were filling the room along with her moans and my pelvis slapping against her ass cheeks as I picked up the pace. I was in complete control and enjoying her tight little pussy. I grabbed her ass with one hand and a fist full of her hair in the other. Her body started to spasm and she let out a long groan.

"Fuuuuuck!", she exclaimed.

"Someone in that building is working today and just got to watch you cum," I told her.

"Let's keep the show going then," she said with a smirk.

I pulled out of her and took her by the hand and over to the king sized bed behind us. I laid her down on her back and she opened her legs for me immediately. I pushed them back and slid right inside of her again. Now I was enjoying her big tits bouncing and watching her face contort as I pounded her into the bed. I stuck my fingers in her mouth and she sucked on them. Then I pushed one of her tits up to her face and she put her mouth over the nipple. She was into everything I wanted and it had me close to my own orgasm.

"I'm going to cum all over those tits and your face baby," I said.

"Yessss!!"

That was all I needed. I pulled out and let out several ropes of cum. She opened her mouth to catch some while the rest landed on her tits and on her nose and cheeks. When she got up to wipe off and leave, she asked why I didn't use a condom.

"Well, you didn't ask and I don't like them, so I just went with what I wanted" I said.

"I see, you like to do whatever you want huh?", she said with a sly smile.

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