Chapter 7: Phil’s Reward, Never Too Old to Cheat

At 48, Phil was one of the oldest guys at the office. Married to the same woman for almost thirty years, he’d gone back to earn his law degree after working for years as a law clerk and had finally passed the bar when he was 41. He had two daughters that were married and lived a long ways away so he and his wife were classic empty-nesters. Twice a grandfather, Phil seemed resigned more than anything else to the boring life he had led for most of his life. He was still a guy though, which meant he had a cock that told him what to do.

I had caught Phil more the a few times taking in the view when I would bend over with short skirt but he never made so much as the slightest hint of a move towards me. I had left Phil for last because I knew he was probably going to be the most interesting of the three as well as the one that would likely take the most time. Well, I had all afternoon...

Gathering his mail, I waited until his office was clear and walked in. He was reading a thick document and must have been deep in thought as he never even looked up as I walked in. As one of the most senior lawyers, he had a rather luxurious office with a bar and even a small private restroom. The view from his office was similar to my dad’s, overlooking the city and river far below.

I dropped the mail in the in-box on his desk and walked over to look outside through the glass that was the height of the wall. It was easy to feel a sense of vertigo at first when you looked down to the street so far below but I was used to it by now. I’d been assured that the glass was strong enough for me to bounce off it without any worry but I never felt comfortable even leaning against it.

“Oh hi Kelly,” Phil said as he finally acknowledge my presence. He peered over his reading glasses and gave me the once-over saying, “Nice day out there today isn’t it?”

I turned to look at him saying, “Yeah, I never get tired of looking out over the city from here. I love Pittsburgh. I really miss it when I’m away at school.”

We went on with this small talk for maybe five to ten minutes. Phil was just being nice to me and as we went on I could see him glancing back at the papers on his desk, obviously anxious to get back to work but not wanting to be rude to me. He was probably wondering what I was doing since I had never spent his much time in his office before, at least without a prearranged reason like sorting files.

As the conversation began to drag on I knew I had better make a move soon or else my whole plan would just die a natural death. Actually it already had since he was busier than I had hoped he would be. He was suppose to have come over to the window by me where I could seduce him but so much for that plan! Then I saw a picture of his oldest daughter with her new baby on his desk so I went over to pick it up and look at it as I stalled for time. Suddenly an inspiration struck me and I knew exactly what to do...

“So Phil, how does it feel to be a grandpa?” I asked him.

“Well Kelly, actually that’s my second grandchild so I’ve had some time to get use to the idea,” he answered. “Although I will admit being married to a grandmother is still hard to accept!”

I laughed at the old joke. “Cool,” I answered, “You don’t seem old enough to be a grandfather though.”

Phil laughed softly. “Trust me Kelly, I FEEL old enough these days. Can’t even see these days without these damn glasses. Seems like I started falling apart once I went past 40.”

I put the picture back down and went over to his couch where I sat down and then swiveled my legs up onto the couch. My skirt slid down to reveal most of my legs and I made no effort to push it back down. I smiled seductively at him and said, “Oh Phil, you’re being too hard on yourself. You look great - for a man your age.” It was a very calculated remark. I wanted to tease him and put him at ease yet at the same time not go too far and make him feel embarrassed.”

Then I shifted the subject in the direction I wanted to go saying, “My dad was just telling me over lunch about how hard you’ve been working lately. Guess you haven’t had much time to see your new granddaughter.”

“No,” he said ruefully, “Actually I haven’t had much time for much of anything at home lately it seems.”

Perfect. Plus the tone of his voice told me there was more there than he was saying. I also saw that he had not failed to notice my skirt sliding further down as his gaze kept moving to my legs and then back to my eyes again.

“Oh? Is everything OK at home Stewart?” I asked in a soft voice.

“Not really but then I really shouldn’t be complaining to you Kelly,” he said ruefully.

“Nonsense,” I replied, “After all it’s my dad that you have been working so hard for which means I benefit from your efforts. I feel like I owe you something for all the sacrifices you have made.”

Phil shook his head at me saying, “Oh no Kelly, you don’t need to feel that way. Besides, there’s nothing you can do about it anyway.”

I turned on my side and stretched out on his couch. My skirt was already riding up and I pulled it up even more so part of my ass was showing. Phil stared at me as if he couldn’t believe what he was seeing. I gave him my sluttiest smile and tossed my hair back saying, “Well Phil, if you shut your door then just maybe I can prove you wrong about that.”

Phil just stared at me, not saying another word. His face was expressionless and I realized why he was such a great lawyer in court as I couldn’t read anything from his face. He seemed to be pondering what I just said, weighing the pros and cons of whatever he did next, and finally he must have come to a conclusion because he got up from his desk and quietly closed the office door. He made a statement of it by turning the latch, locking the door with a distinctive “click”. He went back to his desk and leaned back on it, his eyes never leaving once moving away from me.

“Ok, the door is shut - AND locked. Now what?” he asked although I knew he was smart enough to know damn well what was coming next. I laid on my back and pulled up my skirt to reveal my bare pussy. Putting my hand over it, I started to rub it slowly.

“See Phil, I told you there was something I could do about your problems.”

Phil stood there watching me. “Well, from what I can see you certainly can but on the other hand something like this could also make them a hell of a lot worse if anyone finds out!”

I pushed a finger into my wet my pussy and began to fuck myself, slowly humping my hips up and down, just enough to simulate someone fucking me. “Well then, I guess you had better get moving Stewart before someone does. C’mon over here and let me help you.”

Phil may have been a faithful husband and loving father but even the best of them are vulnerable when the stress builds and they get horny enough which is exactly where he was in his life. All he needed was a match to light his fuse and then the fireworks would start! Well, I think I had his fuse lit and now it was time to wait and see what happened next.

Phil moved over to the end of the couch where he had a great view straight of my pussy so I opened my legs wide for him so he could see me even better as I masturbated. He wasn’t satisfied watching though. Moving down the couch, he put his head between my legs and started to lick my pussy with his tongue. I moved my hand out of the way and let him go for it! He obviously was quite experienced as his technique was flawless and he had me cumming before I knew it.