That next Friday night, I arrived at the bar Diana was singing at probably halfway through her set and sat down and immediately started to scan the crowd. Before long I saw Troy sitting at the bar, enjoying a drink and fixated on Diana, smiling at her as she sang…I think he was trying to make eye contact with her whenever possible. After a couple more songs, Diana took a break, grabbed her drink, and came over to sit with me. We were chatting for a bit when Troy made his way over. My heart started racing as he introduced himself to Diana and told her how much he was enjoying her set. I watched as he shook her hand, his large black hand swallowing her small pale hand inside. He made a little small talk with her…told her he was new to the area and was looking for a cool place to listen to some music…asked her how often she sang there, etc. I sat there really uncomfortable, trying not to look at him, looking at Diana as she seemed to soak in the compliments. Finally, Troy looked down at me and apologized for taking her time…I told him it was no problem and, with that, he walked back to the bar.
Diana headed back up on stage to finish out her set and I got up and sat down at the bar a few seats down from Troy to keep an eye on things. When Diana finished for the night, she headed over to the bar to have a drink before we headed home. I immediately told her I had to go to the bathroom and headed to the back of the bar and watched from a distance, out of the way. As I expected, Troy got up and sat down next to Diana, chatting her up. I could see from a distance that she was smiling at him and seemed to be enjoying the conversation. After a while, I headed back to the bar where, upon my arrival, Troy quickly finished up his conversation by telling her he’d see her next Friday (when she was scheduled to sing again) and then left the bar. I asked her what was that all about and she said he was just being friendly…that he liked her music. I laughed and said “he just wants to get in your pants”…to which she replied “whatever”, rolling her eyes a bit. I then said with a smile…”I hear that once you go black, you never go back”…to which I got a little smack across my arm….I was hoping to plant a little seed in her head. That night, when I got home I had an email from Troy…he said he felt it went well the first night…that he felt she was digging him. He also told me the both times he talked to her, he had a raging hard on and he couldn’t wait to get her lips around his cock and then to fuck her mercilessly.
The next two Fridays I told Diana that I couldn’t make it to see her sing until later because I had to work. However, both times I arrived around her break time and kept to the back of the place out of her sight. Each time, Troy approached Diana at her break and sat down with her making small talk. At the end of each set, they’d have a drink together and make small talk. After Troy would leave, I would then pretend to arrive late, tell her I was sorry and then walk her to her car. Each night after getting home, I’d later receive an email from Troy indicating that he thought things were progressing well and he was just about ready to make a move on her. He had told her that he was new to the area and recently divorced from his high school sweetheart. Trying to garner some sympathy, he told her that his wife had cheated on him and that was why they had divorced. He told me he hoped to use this lie to help him seal the deal and potentially make her more open to sex without a condom, as he could play the whole only been with one girl angle. In the meantime, I had continued to avoid sex with Diana as best I could…either telling her I too tired or not up for it. One night we did have sex, but I made no effort to hold back and I orgasmed within a minute or so…apologizing for not being able to last longer. I could sense she was starting to get agitated and we ended up getting in a couple arguments where we didn’t talk for a couple days.
Before the following Friday, I emailed Troy and told him I was going to bail on Diana at the last minute so that he might have more time with her…and he could offer to walk her to her car where I would be watching from a distance. He liked the idea and said he was going to make his move. I arrived later that night and parked out on the street a hundred yards or so from Diana’s car. I texted her that I wasn’t going to be able to make it tonight and that I would meet her at home later. I then waited for a while until about 1am, when I saw the two of them leave the bar and walk towards her car. Diana was not a big drinker, so I could easily tell that she had a couple more than her limit….she stumbled once and Troy quickly grabbed her and pulled her into him…pretending to save her from falling. I could almost see her blushing from that far away. They kept walking and finally arrived at her car, where she opened the door, but remained chatting for a short time. Then, before she got in, he leaned in and kissed her….she kissing him back. The kiss was short but looked passionate and I could feel my cock getting hard in my pants. However, soon she pulled away, said something to him and then got in the car to leave. After she left, I pull up next to Troy and asked him how it went. He told me it went great…said that the kiss was incredible and that he could tell that she wanted him. He said that after the kiss, she said that she shouldn’t have done that because of you (her bf), but I told her it would be our little secret, which she smiled at before leaving. I gave him $250 (for the 4 meetings & the 1 kiss), which he accepted, but then told me I’d better hit the bank this week, because he was going to collect some real $’s. I smiled at him and ask if I should make an excuse to head of out of town for the weekend. He said that would be perfect, so I set up some fake plans to be away the coming Friday.
Diana headed back up on stage to finish out her set and I got up and sat down at the bar a few seats down from Troy to keep an eye on things. When Diana finished for the night, she headed over to the bar to have a drink before we headed home. I immediately told her I had to go to the bathroom and headed to the back of the bar and watched from a distance, out of the way. As I expected, Troy got up and sat down next to Diana, chatting her up. I could see from a distance that she was smiling at him and seemed to be enjoying the conversation. After a while, I headed back to the bar where, upon my arrival, Troy quickly finished up his conversation by telling her he’d see her next Friday (when she was scheduled to sing again) and then left the bar. I asked her what was that all about and she said he was just being friendly…that he liked her music. I laughed and said “he just wants to get in your pants”…to which she replied “whatever”, rolling her eyes a bit. I then said with a smile…”I hear that once you go black, you never go back”…to which I got a little smack across my arm….I was hoping to plant a little seed in her head. That night, when I got home I had an email from Troy…he said he felt it went well the first night…that he felt she was digging him. He also told me the both times he talked to her, he had a raging hard on and he couldn’t wait to get her lips around his cock and then to fuck her mercilessly.
The next two Fridays I told Diana that I couldn’t make it to see her sing until later because I had to work. However, both times I arrived around her break time and kept to the back of the place out of her sight. Each time, Troy approached Diana at her break and sat down with her making small talk. At the end of each set, they’d have a drink together and make small talk. After Troy would leave, I would then pretend to arrive late, tell her I was sorry and then walk her to her car. Each night after getting home, I’d later receive an email from Troy indicating that he thought things were progressing well and he was just about ready to make a move on her. He had told her that he was new to the area and recently divorced from his high school sweetheart. Trying to garner some sympathy, he told her that his wife had cheated on him and that was why they had divorced. He told me he hoped to use this lie to help him seal the deal and potentially make her more open to sex without a condom, as he could play the whole only been with one girl angle. In the meantime, I had continued to avoid sex with Diana as best I could…either telling her I too tired or not up for it. One night we did have sex, but I made no effort to hold back and I orgasmed within a minute or so…apologizing for not being able to last longer. I could sense she was starting to get agitated and we ended up getting in a couple arguments where we didn’t talk for a couple days.
Before the following Friday, I emailed Troy and told him I was going to bail on Diana at the last minute so that he might have more time with her…and he could offer to walk her to her car where I would be watching from a distance. He liked the idea and said he was going to make his move. I arrived later that night and parked out on the street a hundred yards or so from Diana’s car. I texted her that I wasn’t going to be able to make it tonight and that I would meet her at home later. I then waited for a while until about 1am, when I saw the two of them leave the bar and walk towards her car. Diana was not a big drinker, so I could easily tell that she had a couple more than her limit….she stumbled once and Troy quickly grabbed her and pulled her into him…pretending to save her from falling. I could almost see her blushing from that far away. They kept walking and finally arrived at her car, where she opened the door, but remained chatting for a short time. Then, before she got in, he leaned in and kissed her….she kissing him back. The kiss was short but looked passionate and I could feel my cock getting hard in my pants. However, soon she pulled away, said something to him and then got in the car to leave. After she left, I pull up next to Troy and asked him how it went. He told me it went great…said that the kiss was incredible and that he could tell that she wanted him. He said that after the kiss, she said that she shouldn’t have done that because of you (her bf), but I told her it would be our little secret, which she smiled at before leaving. I gave him $250 (for the 4 meetings & the 1 kiss), which he accepted, but then told me I’d better hit the bank this week, because he was going to collect some real $’s. I smiled at him and ask if I should make an excuse to head of out of town for the weekend. He said that would be perfect, so I set up some fake plans to be away the coming Friday.
