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This happened during my recent business trip to Chicago.
After the flight, I felt horny and texted my friend Noah who lived in the nearby town with his girlfriend, Lisa. I was not proud of myself for texting him. But our previous sex had been so good. Of course, I did not want to ruin their relationship with Lisa. It was just sex.
And, it appeared, he was ready to drive from his town to meet me!
When the time has come, I dressed up and went to the hotel lobby to meet him. My pussy was already wet.
Noah finally appeared. I was so happy to see his curly hair and boyish face.
"Ania!" he called me. His face brightened.
But he 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.
"Hi, Ania," Noah said. "This is my girlfriend, Lisa."
"Hi, Lisa," I said.
"This is my Polish cousin, Ania," Noah told Lisa.
Cousin? What was that about?
"Hi, Ania," Lisa said.
I started to understand the situation. They lived together in in a town two hours from Chicago. Noah wanted to see me, so he made up an excuse. Lisa probably suspected he wanted to cheat and decided to join him. Noah couldn't refuse without confirming her suspicions.
We went to Starbucks in the hotel to discuss our plans for the day over coffee. Noah suggested that we visit a museum, a restaurant, and a bar. I realised that as Lisa and Noah were graduate students, their stipends were probably low.
"Today is my treat!" I said. "I'm here on a business trip. My firm is paying anyway."
This was a lie. While I was on a business trip, I didn't know if I could be reimbursed for tickets and meals. But I felt bad for Lisa. I wanted to hook up with her boyfriend. That was bad enough, and adding to their financial strain would be worse.
I returned to my hotel room to change. When I came back to the lobby, Noah was alone.
"Where's Lisa?" I asked.
"She's in the bathroom," he responded, "I'm so sorry! I wanted to come alone, but she insisted that I take her with me... Maybe she suspects something."
Lisa came back from the bathroom, and we left for the Art Institute, a famous museum.
We spent some time there, and then went for the dinner. After the dinner, we went for a walk and then decided to go to a bar. The bar Noah chose was small and cosy. There was a small stage where a quartet played jazz music.
"The legend is that Al Capone himself loved this place," Noah said.
The live music was enjoyable, but loud. We ordered cocktails. Lisa was clearly displeased with what Noah ordered, but Noah just waved his hand irritably. For a while, Lisa and I were listening to the band.
But then we realized that Noah was completely drunk. It turns out he finished three more cocktails while Lisa and I were immersed in the music. He was slurring his words and swaying. Clearly, it was time for us to go. I paid for the cocktails. It turned out quite expensive, so I decided to save the receipt just in case I could really reimburse it from my employer later.
"Fuck!" Lisa said, "I don't know how we will get home. He can't drive like this!"
Apparently, Lisa did not drive herself.
"You can stay at my hotel room," I said, "You can take the bed, and I will take the couch."
"Really?" Lisa said, "Thank you so much! It's so nice of you."
We took an Uber to my hotel. Lisa made the bed for Noah and herself and I prepared the couch. I took a shower, said good night to Noah and Lisa, and went to sleep.
I don't know how long I was sleeping, but I was awakened by a gentle patting on my back. It was Noah. He looked completely sober.
"Shhh, Ania. Don't wake Lisa up."
"Lisa is still asleep?" I asked, confused.
Noah nodded.
"Let's go!" he said.
I was still half-asleep. He led me to the bathroom and started kissing me, stroking my breasts through the fabric of my nightgown. His lips on my neck felt good. He gently bit and licked my earlobes. That was exactly what I was waiting for the whole day.
But I was scared.
"What if Lisa wakes up?" I whispered.
"I know her, she won't" He whispered back, "And we will be quick anyway."
He slid his hand into my panties.
"Bad girl," He grinned feeling my wetness, "I always wanted to fuck someone when sheβs so close!"
I was not convinced it was such a great idea, but he seemed determined.
"Get me ready and prepare your ass!" He commanded and pulled his panties down. His cock was already in a decent shape but not yet fully erect.
I dropped to my knees, took it into my mouth and started moving my tongue around its tip. I felt his blood rushing into his cock. It hardened inside my mouth.
Satisfied with my efforts, I dropped further on all fours. Noah pulled my nightgown up and yanked my panties down. He slapped my ass cheeks.
"Quieter!" I whispered, "Lube's near the sink."
Noah applied to lube the entrance to my anal passage, and then generously coated his dick in the lube. He placed his hand on my mouth to muffle me and started pushing. I felt the head of his cock pop into my rectum.
"You're so tight, Ania! Even after so many dicks that you had in your ass," He whispered into my ear.
Noah started pushing deeper. My asshole was burning. Every thrust was slow, but powerful. The walls of my rectum were stretching.
It hurt.
Noah started to speed up. Every thrust brought a spark of pleasure and pain mixed together. His thrusts became now more forceful, but my walls had been already stretched, and the pain was subsiding. He was squeezing my breasts with his free hand.
It is my favourite part of anal sex: the burning sensation from the initial push gradually goes away, and every thrust of the dick feels filling and sends waves of heat from my pelvis throughout my body.
"I'm going to cum in your ass, bitch!" Noah said and pulled my hair.
With a few hard thrusts, he emptied his load into my anus, He pulled his cock out and slapped my ass again.
"Thank you, Ania. Goodnight."
He pulled his pants up and exited the bathroom.
I remained the floor trying to process what just happened. Had he just used me to satisfy his own fantasy? Is this what I wanted. I was afraid to face it, but the answer was likely yes.
I took a shower and returned to my couch. In the morning I was awakened by Lisa's moans from my bedroom. It certainly sounded like Noah was pounding her and she liked it.
When they finally emerged from the bedroom, they looked happy and satisfied. All the tension between them was gone. They showered together.
We went for breakfast at the Starbucks in the hotel.
"It was so great to see you," Noah said to me when it was time to say goodbye.
"No, thank you," I responded.
"We had such a great time!" Lisa jumped in. "Honestly, when Noah told me he wanted to see his cousin, I didn't want to go with him. I had to study. But he insisted! And he was right to do that!"
I looked at Noah. He grinned.
We said goodbye to each other, and I returned to my hotel room.
Later, when I was preparing my receipts for the reimbursement request, I realized that all the cocktails Noah ordered at the bar were non-alcoholic.
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