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.