Chapter 5: Stewart’s Reward Helps a Mid-Life Crisis

Leaving Martin’s office. I went to the restroom to straighten up a bit. As I walked in Mrs. Ulrich was just coming out. She peered down at me with narrowed eyes and pursed lips. I wondered just for a moment if she knew why my hair was tousled and my face flushed but if she did she didn’t say a word.

I sat on the toilet and used some toilet paper to wipe the cum that was leaking from my pussy. My panties were soaking wet and cum stained in the crotch. I knew I couldn’t wear them for my next “appointment” so I bunched them up and slipped them in my purse. With this ridiculously long skirt nobody would know the difference anyway.

I checked myself out in the mirror and saw just how flushed my face really was. It always did that when I had an orgasm and I knew if I could see the rest of me that my upper chest was looking the same way. I decided to stay in the restroom for a little bit and unwind on the couch to let it die down a little before someone wondered what was wrong with me.

It took a good twenty minutes before I felt comfortable leaving and when I came out Martin just happened to be walking past. He looked at me and blushed a little bit but I was pleased when he smiled at me so I returned my own smile along with a mischievous wink. He shook his head as if to tell me to be careful but a mischievous smile was on his face as he continued on to wherever he was heading.

As for me, I made my way to Stewart’s office, the next guy on my “reward” list. Stewart was 35 years old. Married early while still in college, he had a clan of four boys ranging from four to thirteen years old. Stewart was at that stage in life where things at home were sometimes overwhelming and he escaped to what must have been quite the fantasy life. I deduced all this from the ease at which he would go hard whenever I teased him and from the off-hand comments he made about life at home.

Looking around to be sure nobody was watching, I slipped into Stewart’s office and shut the door quietly behind me. Stewart was on the phone, standing up and facing the window as he talked to a client. He didn’t hear me enter so when he turned around he jumped just a little, obviously surprised to see me sitting in one of the chairs facing his desk with my legs crossed and blouse unbuttoned one button too many. His eyebrows raised as he looked at me while he finished up his conversation and I sat there quietly with my legs crossed such that my skirt was pulled up enough to expose most of my legs but not enough for him to know I was no longer wearing any panties. Finally he hung up the phone and walked around the desk where he leaned back against it while facing me.

“Well Miss Wells,” he intoned as if he was questioning me in a courtroom docket, “Tell me for what I have the pleasure our your presence this morning?”

Damn, he was really being formal! For a moment I wondered if this was going to work and I guess I must have allowed my face to betray my self-doubt more than I thought because suddenly he bent over laughing and then straightened up with a devilish grin on his face.

“Oh come now Kelly, you know better than to let ol’ Stewart pull your leg - pretty as they may be. But really, is there something you need? Hmmmmmm, I could think of a few things.”

Wow! This was a more risqué Stewart than I had seen before. I loved to tease him because he was so easy and although in the past he would let me have my fun he had never responded back to me. In an instant I threw out the conservative game plan I had prepared for him and decided to take an entirely new approach. There was a bit more danger in what I was going to do but it would be worth it if everything worked out. I uncrossed my legs slowly, then stood up and moved up close to him, by boobs pressing against his chest. Looking up into his face I reached down and put my hand on his crotch, taking a firm grip of what I could of him through his slacks.

“Well, what does this tell you?” I asked in a soft voice, licking my lips seductively. “Anything you were thinking of?”

Stewart quickly reached down and pushed my hand away from him. “Whoa girl, I was just teasing. Ahhhhhh, just what is going on here?”

I explained to him as I had to Martin about how I appreciated what he had done for my dad and how I wanted to show him my appreciation in the best way I knew how. I had to admit I was surprised at his response. I had expected at least a little disbelief, a little resistance although I knew I could overcome whatever objections he might raise. Instead, to my utter disbelief Stewart put his hands on my shoulders and gripped me tightly.

“Kelly, you’ve been the biggest tease in the world here the past few years. I can take that but if you really want it then damn it no more teasing, on your knees you little bitch and get busy.” He pushed me down to my knees and unbuckled his pants. I stared at his crotch as he pulled out his cock and held it up to my mouth.

“Suck it,” he demanded.

So much for not only Plan A, Plan B or any other plan I could have dreamed up beforehand. This was coming right out of left field in that I had NEVER expected such a response from him. I guess my teasing must have been even worse than I had imagined!