After work, I went out with a few friends for a drink. There were five of us and we sat at a table near the bar. We usually went out once or twice a week. I had known Miranda for about eight years. She was a good friend and we had a lot in common. She was divorced with two kids. They were both younger than Alyx. I knew the others for less time, but we were all close. As had happened so many times before, the others went home leaving just Shane and I at the bar.
Shane was a lot younger than I and was newest to our group. He was barely twenty-four years old and had only been with the company for a year. He wasn't married, but he had a girlfriend. They had been together for a few years, but because of the distance between the two of them, they only saw each other on alternating weekends.
Shane and I had hooked up in the past. Over the course of the year, there were a bunch of times that I accompanied him to his apartment after a night out. We only had sex twice, because he felt guilty about cheating on his girlfriend, but that didn't stop him from accepting a good blowjob. I was feeling it that night, and so was he, which led us to flirting and finally deciding that I would make a stop at his apartment before going home.
As we were getting ready to leave, I suggested that he should come to my place this time. Although that had never happened before, he didn't seem to care where we went.
Alyx was home when we arrived, I knew she would be, so I introduced the two of them. She gave up the living room couch and went to her room - leaving the two of us alone. I poured him a drink and he sat back on the couch. I knelt before him and began to rub his cock through his tan dress pants. Within a few minutes, he began to grow. His cock was gigantic - it was a freak of nature. Before meeting Shane, I had never met a guy so well endowed. He was also aggressive. He liked to hold my head in his hands while I sucked him and he especially enjoyed when I took him deep. I'm not one to back down from a challenge.
He held my head and forced me down as he had so many times in the past. He fucked my face so hard I gagged and lost my breath. I didn't mind his rough style. In fact, I kind of liked it. Although he thought he was in control, I liked knowing that I was in charge of his pleasure. After nearly ten fierce minutes on my knees, I had his cum in my stomach and he was cleaning himself up for the drive home. There was never much talk after - I think his guilt got at him.
When Alyx came back into the living room, Shane had already gone home. I asked her what she thought of him. She smiled, said he was cute, and then made a snide remark about his age. When she told me that she would like to give him a try, I couldn't have been more excited.
The Challenge
I have never been shy, but I wasn't exactly sure how to make this happen. Alyx and I formulated a plan and there was a lot that could go wrong. Shane was not interested in sharing our 'arrangement' for fear that his girlfriend would find out and I respected his wish. It didn't matter to me if others knew, but for him it wasn't negotiable. How could I get him to open up? That took some work.
Overcoming the Challenge
When I arrived at work in the morning, we exchanged our traditional pleasantries. We were friends and we acted as though that was it. Not even my girlfriends were privy to our secret encounters. Although Miranda was suspecting, I never said a word despite being tempted. I've never been good at keeping secrets, but for some reason this one was different.
We arranged to meet after work at our usual spot. There was nothing unusual about that and the girls were coming as well. While we were sitting at the table it was as if nothing was going on. Our glances were discrete and our conversation was typical. I couldn't believe how late the others were staying as the night seemed to drag on. I was growing annoyed and decided that I may as well be the first to leave - give up on it for the night. I was surprised when he said that he was ready to leave as well. Despite our unusual early exit, it was as if there was nothing unusual at all.
In the parking lot, I asked if he would be coming with me. He wanted to go back to his place but I insisted we go to mine. He didn't persist for long. I drove as he followed and I called Alyx to prepare. We settled on how we would go about it and we were ready to execute.