"Alison, you're up late!" I answered the phone. It was nearly 10:30 p.m. and she had told me once that she always went to bed promptly at 9:30 p.m. so that she could get up at 5 a.m. to be sure she was the first one into the office. When I'd heard that I'd guessed that being Daddy's girl didn't count for much in the banking business now days.

"Oh my gosh, I'm not calling you too late Jason, am I?" Alison replied, embarrassed that she'd committed some kind of social faux pas even though we were good friends.

"Hey, I'm just giving you a hard time. You can call me anytime, 24/7."

"Oh good, for a moment I was so afraid that I'd woken you up," she said, genuinely apologizing, and I couldn't help but roll my eyes when she said this. She really was as WASPy as they come. "I saw you at the club tonight but you were talking to some girl and I didn't want to interrupt you guys."

When she said this I thought I sensed the slightest hint of jealousy in her voice and decided to test my premise. "Some girl?" I queried, playing dumb. Then, "Oh right, that was Bonnie. We just met tonight. Seems like a nice enough. We'll probably get together for dinner one evening."

"Oh . . . ." Alison's one word reply hung in the air like a heavy summer thunderstorm, dark and foreboding and threatening to rain, and I knew for certain that she was jealous. She was also probably wondering why I hadn't invited her out to dinner yet, since I'd known her a heck of a lot longer than the few short minutes I'd known Bonnie.

After a few more moments of uncomfortable silence I decided to move things along. "So what's up Alison?"

"Uh, sorry, I just wanted to make sure that we're still on for our match next week?" she said. I could tell from the changed tone in her voice that I'd upset her to the point where she'd forgotten why she called and now I almost regretted telling her about Bonnie. Almost that is, but not completely.

"Of course. We're going to kick ass, take names and come in first place," I replied confidently. Before I could add anything else she replied, "OK, great, well have a good night!" in a rapid fire of words and hung up the phone on her end.

I stared at the blank display of my cell phone for a moment, then swallowed the last of my cold beer and walked into the bedroom. When I'd finished with my pre-bedtime routine I lay my head on the pillow and figured that by tomorrow morning Alison would have gotten over it and completely recovered her bruised self esteem. As I drifted off to sleep visions of Bonnie and Alison danced through my head and deep in my subconscious mind the perfect plan began to take form.

 

Next morning the alarm clock went off at 6 a.m. sharp. I rolled out of bed, stretched, and walked naked into the kitchen to heat up a kettle of water for the French press. It was Tuesday morning and while I'd slept my devious little mind had been working to perfect my plan, so that I now knew exactly what it was I had to do to score with both women, first Bonnie and then Alison.

Normally when I meet a new girl I wait at least one week, sometimes two, before calling to make the date, if I decide to call at all that is. But in this case time was of the essence and everything had to fall perfectly into place for my plan to succeed. I waited until early afternoon, called Bonnie at her office, and after some polite chit chat made a dinner date for Thursday at 7 p.m. Thursday was the perfect day for a first date because it wasn't your typical 'date night' of a Friday or a Saturday, which immediately removes a lot of performance pressure, and Thursday is also good because if you don't hit it off with the other person there's always the excuse of having to get into the office early the next morning. Not that I doubted Bonnie and I would hit it off, nor that I needed to remove any pressure what so ever.

While both of these reasons for choosing a Thursday date with Bonnie are true, I also had an ulterior motive that involved Alison, but I needed to time things just right. Alison had a spin class that ended at 9 p.m. on Thursdays. When I'd spoken with Bonnie we agreed to meet at the club when she was finished working out and then head out to dinner. I figured if I could move things along with Bonnie I could get her back to the parking lot at the club right around 9 p.m. so that she could pick up her car, and with any luck Alison would be leaving the club at that time, and with even better luck I'd run into her when I was dropping Bonnie off. All of this might sound like a lot of work, some might even say manipulative, and I'll be the first to admit that both are correct. But the chance to bareback a girl like Alison, who by her own admission had never had a condomless cock inside of her, was something that was simply too good to pass up. Granted it might screw up the good thing we had going as doubles partners, but a guy's gotta do what a guy's gotta do.