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After four years together, my girlfriend Jane and I decided to buy our first apartment. We were both tired of paying rent, and since things were starting to go well with our jobs, we felt it was the right time. After looking at hundreds of apartments across the city, we realized that with post-pandemic inflation, it would be very difficult for us. I talked about it with some friends, and John, one of my best friends, told me he knew a guy in the real estate business who might be able to help. Apparently, this guy’s father owned a lot of properties, and he was building a residential complex not far from where we lived.
Since John worked in construction, he had collaborated with this guy before, and they had become friends. I was pretty excited about the opportunity, even though I wasn’t expecting any huge discount. Jane and I started looking at pictures of the complex online, already imagining ourselves living there. A couple of days later, John told me he had spoken to Criss, the guy who could help us and suggested we meet him for coffee that weekend. John joined us that day and introduced us. Criss wasn’t exactly how I had imagined him.
He was 23 and had just graduated. He was tall, around 6’3” and very muscular. He came across as a bit spoiled, which made sense given his father’s wealth. He told us about the project, bragging a little about how he was the one overseeing the work. After about 20 minutes, John had to leave, so the three of us stayed behind to talk more seriously about the possibility of buying a place there. Criss invited us to check out the complex. As we left the coffee shop, he led us to his Mercedes SUV, which looked incredibly expensive. He asked Jane to sit in the front “out of respect,” which I found a bit odd.
On the way there, he mostly talked to Jane, and even after we arrived, his attention stayed focused on her. It wasn’t openly flirtatious, but it still made me uncomfortable. The complex was almost finished, and it looked great. When he asked about our budget, he didn’t seem impressed with our answer. He said he needed to think about it, and while he stepped away to take a call, Jane and I talked about how amazing everything looked. The apartment was spacious, and the quality seemed excellent. Still, I told her not to get her hopes up, I didn’t think we could afford it.
When Criss came back, he asked Jane if she liked the place, and she said she loved it. He then asked if she worked out, complimenting her on her shape, and started talking about the gym they were building on the first floor. Over the next few minutes, just like during the drive, I felt completely sidelined. Was he actually interested in my girlfriend? Right in front of me? Before we left, he asked Jane for her number so they could stay in touch in case he could come up with a better offer and in case she had more questions.
Back home, I told Jane how I felt, and she admitted she had also picked up on the same vibe. For a rich 23 year old, maybe that kind of entitlement wasn’t surprising, but it still felt very disrespectful. We didn’t want to jump to conclusions, but a couple of days later, we got confirmation of his intentions. He called Jane one night, saying he wanted to discuss a payment plan that could make things work. In reality, he was asking her out to dinner, but Jane insisted I come along.
We met him a few days later at a nice restaurant. The conversation was mostly between the two of them, while I spent most of the evening listening. He kept asking her about her job and other things unrelated to the deal. When the conversation returned to the apartment, Jane told him how much she would love to live there. At one point, I noticed his hand resting on her thigh. Jane looked uncomfortable, but when she saw that I had noticed, she placed her hand over his and, after a brief moment, gently pushed it away.
Dinner ended soon after. Before leaving, Criss offered us a 20% discount on the apartment. He told Jane that if we accepted, he’d expect us to join him for another dinner to celebrate. On the way home, we felt deeply conflicted. We understood what he was really asking, what he was expecting from her. We talked about it all night and initially agreed to walk away. It didn’t feel right to accept a deal like that.
But as the weeks passed and we kept searching, it became clear we wouldn’t find anything close to that offer. One night, Jane asked me if we should reconsider. She knew it was wrong, but said that if sleeping with him once could get us our dream apartment, maybe it was worth it. I couldn’t believe we were even discussing it, but somehow, the conversation escalated, and she ended up texting him.
Criss didn’t reply for a couple of days, and we assumed the opportunity was gone. Then, one night around 11 PM, he texted her, saying she could come over to his place to “close the deal.” She asked if I should come too, and he said I could, if I was really okay with it. I felt humiliated by the whole situation, but I went along with it. We got ready and ordered a cab around midnight. Jane wore a short black dress, and I couldn’t help but ask her if that was really the right choice.
“Why babe you think is too much for the guy who is about to fuck me?” She responded.
I never felt so humiliated in my life but things were about to go even further. We got to his place and he invited us in. He was wearing shorts and a tank top. Criss made us sit in the living room. He sat next to Jane while I was at the couch in front of them. After like 5 minutes of conversation he repeated to us the final price and asked us if we were all that asking Jane if she wanted to close the deals. She slowly nodded her head and without thinking twice about it Criss pulled down his shorts and pulled put his cock.
She was stunned for about 2 seconds before her put his hand behind her head and pushed it to his cock. I couldn’t believe what was happening. It was all going on so fast it seemed surreal. Jane put his big fat cock in her mouth and tried not to gag as Criss with his other hand pulled up her dress. She lied there sucking it as he kept pushing her head further. I tried to look away as my heart started beating fast. For a couple of minutes I heard my beautiful girlfriend gag on his cock as he was slapping her butt pretty hard.
It was clear it wasn’t just sex for him but a manifestation of power and dominance. Before I knew he pushed her head away and told her to turn around. Jane slowly got in a doggy position as Criss pushed her thong aside and got inside her. His cock was pretty big, much larger than mine and I could tell Jane felt it as she started moaning like never before. Her make up was a mess. She turned her eyes at me for a second like she wanted to check if i was still there. Then Criss pushed her head to the sofa as we went hard stretching her pussy.
I couldn’t believe that whole thing was happening. The sound of his cock ruining my beautiful girlfriend’s pussy was echoing on that living room. “See how your little slut gets you a deal” Criss said to me smiling.
I couldn’t find anything to say. I remained in silence trying not to look their way but it was impossible. After a while he grabbed her hair and told her to get on her knees. She pushed her hair back and started jerking off fast ready to cum all over her face. He got what he wanted but why did he have to do all that. Then after he groaned a few times he shot his load all over her face. He told her to open her mouth wide and a lot of it ended up there.
After finishing she sat on the sofa with his legs spread and his cock getting soft as my girlfriend remained shocked on the floor trying to clean herself. “Did you liked it?” Criss asked her with a demanding voice. Jane stayed silent but when he asked again she slowly nodded her head and said she did. I couldn’t take it anymore. I told her to get dressed so we could leave. On our way out he said to let him know once our mortgage would get approved.
The whole ride back home was completely silent. At home she apologised that I had to see all that and I told her we should just forget about what happened, but we soon realised it would be very very hard.