It had been two months since we paid back our debt to Chris and then decided we wanted to continue the situation we had going. Even though initially it started out as Courtney provided him oral relief in return for him postponing our rent, it turned into something that was a huge turn-on for us and became part of our sex life. That night when I called Chris up to check out our window and surprised him with Courtney, it sealed our futures on what we wanted. We all enjoyed it and didn't want it to end. Even though Chris is in his 50's (30 years Courtney's senior), overweight, balding, and ugly, he could turn Courtney on instantly with one command. His dominant personality combined with his massive frame made her feel tiny and submissive. And it helped that his dick is about twice the size as mine and incredibly thick. That night that we brought him back into our sex life marked what our futures would be like. He fucked Courtney twice that night, cumming inside her, and then fucked all throughout the night. I also fucked her too, and felt what a unique sensation it was to fuck your woman while she is full of another man's cum. And with his big balls, he cums a LOT. In the morning, Courtney blew us both and then made us breakfast and coffee, and Chris went on his way.
Since that night two months ago, Courtney and I had been very busy. Our wedding was in a week, and that meant hectic planning ensued. But that didn't stop us from having fun whenever we could. Chris had become a regular part of our lives. The morose, grumpy Chris was gone. The new Chris was very pleasant and happy to be around us. He would come over unannounced from time to time to play cards or watch sports, and would hang around even if Courtney wasn't there. However when Courtney was there, he would always end up doing something with her, whether it was getting a blowjob or fucking her senseless. A couple times stick out in my memory.
Once we were all watching a football game on TV and drinking and talking. Courtney was being a good host, dressed in just our team's jersey and panties and serving us beers and chips. Randomly throughout the game, Chris would slide his pants down and call over Courtney. "C'mere slut, daddy needs taken care of." I'd watch as my sexy blonde 20 year old fiancée would stop whatever she was doing to suck on our fat 50 year old landlord's huge cock. Or she would stop mid-blowjob because she got too horny and ask him if she could ride his dick, which he would sometimes let her. I of course would always need taken care of after, because watching them made me so horny. Most football nights went like this.
Chris would also call our room from time to time and either tell me to tell Courtney to come to his room, or if Courtney picked up he would order her to come to his room. If she was home, Courtney would always happily oblige, even if she was in the middle of a movie or studying. Eventually it just became easier for Chris to use Courtney's cell phone and they would text often. Sometimes she would get up and tell me "Chris just texted me. I'm heading down to heading down to his room. Love you!" and then kiss me before heading out the door. Sometimes she would come back in 15 minutes, sometimes an hour or two, and sometimes she would stay the night and tell me about it in the morning. I of course was okay with all of this and would be jerking off all night wondering what she was up to. Sometimes Chris would send me pictures of her face and tits completely covered in his cum. Sometimes I would go to sleep with Courtney next to me, and when I woke up I would see a text from her saying she is at Chris' room and will be back at some point. She would always come back if I told her to and if I wanted her to stay she would, but almost always I looked forward to her going there and hearing about it when she got back. The only times I would tell her no or tell her to come back was if we were busy with wedding planning or something. Although sometimes I would have her go there and told her I'd work on it myself. There was something really hot about me planning our wedding while my tan blonde fit fiancée was in our fat old landlord's room doing whatever he wanted.