I was in Louise's office for my bi-weekly therapy session. I'd been seeing her for a year, was $10,000 poorer, and not sure my self-inflicted problems were getting any better. Therapy guilt was growing. You know, the guilt that says you are an affluent, well educated woman who should be doing something more important with your time and money than talking to a therapist about problems that are monumentally insignificant in the grand scheme of things.
I was about to launch into my little prepared speech about ending our relationship when she said, "My brother Mark is coming to town and I wonder if you would consider going out with him? No one night stand or anything like that. He's a little younger than I am, and has never been to Portland before. You could have a nice dinner and show him what passes for clubs around here?"
I put a smile on my gloomy mood and responded, "Sure, why not? I've been under water at work and need a break."
"Thank you. I'll have him call when he gets here."
I decided the wrapup with Louise could wait a bit longer and left quietly.
In the interests of seeing the town, I had him drive us to the restaurant near the airport on the bank of the Columbia. Lots of window seats with views of the busy traffic on the river. We discovered a mutual liking for icy cold martinis, and toasted each other with smiling eyes that knew nothing at all about the person they were looking at. We were dressy but not dressed up. He had an open collar Viyella shirt that looked very nice. His six foot height gave him an advantage over my five six. But I had my pale green cashmere on, with the lacy black bra that showed nice cleavage through the several undone buttons of the sweater. I told myself it was a date and I was supposed to be light hearted and feminine.
It turned out, in a complicated way, that he was an engineer. He had started out in the family structural engineering business after a degree from the University of Illinois, but was interested in the software side of structural analysis and was now CEO of a company that had a lock on structural analysis software for bridges. I had to work on him over fresh salmon that melted in our mouths to get that much information. I asked myself how someone this important could be polite and reserved with one of his sister's clients.
"Louise said I was not permitted to grill you about yourself. You are seeing her professionally and she is worried about inappropriate digging." He said that with a smile and I laughed.
"Your sister is a wonderful person and worries too much about me and her other clients. Go ahead, give me the third degree. Ask me why there is no boyfriend. Ask me why I don't have a life outside of my job."
"You are very pretty, and a good listener. Rather than grilling, why don't you take me to a place where we can dance?"
He was staying at a downtown hotel that had live music in its top floor lounge on Friday and weekend nights. Something I knew, but he didn't. Devious and dangerous thoughts were going through my brain, but I ignored them and took us to the hotel anyway. The valet drove his rental car away and he had my arm as we headed to the elevator. We leaned gently into each other and I wondered if a kiss was on his mind.
No lips touched and I figured he was in 'handle with care' mode because of Louise.
The lounge was busy but we found a table along the window wall on the side away from the river. He took my hand and asked what I would like to drink.
"I'm not a boozer, but they'll throw us out if we don't order. What about a White Russian? Isn't that something a silly date would order?"
He laughed and ran his hand through my hair. "You are funny and easy to be around, Sheila."
The drinks arrived and we sipped and took in the view. The music was very mellow and he asked, "Do silly dates dance?"
I led him out on the floor and we melted together. He knew how to be close without going over the line. After the first song ended, I said, "You are treating the silly date better than she deserves. One more song?"
It was two more, and when we got back to our seats, my hip was firmly against his. I was thinking I would really rather be in his lap when he said, "I'm free most of tomorrow. Does this nice date carry over to Saturday?"
I leaned close and kissed his cheek. "Louise ordered me to show you around. Terrible things will happen if I don't follow my analyst's instructions."
He hesitated, and then said, "I don't need more dancing, but I would sure like to continue the date in a quieter location. Is it completely out of line for me to invite you to my room? It's a junior suite and has a parlor."
I let his arms tighten around me, and this time the kiss was on his lips. "Louise has worked me out of worrying whether my mom would approve of every little thing I do, so I must be free to say I would like to see your parlor!"
The suite was on the river side, with a nice view of the lighted bridges and the Willamette. The refrigerator yielded a beer for him and mineral water for me. We stood at the window and he wrapped an arm around me. I leaned back and felt very comfortable. The devious thought about sleeping over was back in my mind.
The sofa would still give a view and I moved him to it. "Don't get any ideas, but take those nice slacks off, and undo my skirt for me. I am going to lie on you and we can talk."
After we were arranged, I asked, "When you are not tied down by some silly woman, what do you do for relaxation?"
He couldn't answer for a while because he was too busy kissing the back of my neck and digging fingers into my shoulder muscles. My back was against his front and I carefully wiggled my butt.
He whispered, "I'd rather make out than talk." I turned into him for a long wet hot kiss. All my girl parts were tingling in a way they hadn't for a very long time.
"I wonder how much trouble I will have with my sister if I sleep with you?"
I laughed loudly, "This is funny. We are having a very nice date, and I am ready to stay over, and we are both worrying about what sister will say!"
We kissed again and he said, "We really don't care, do we?" His more than adequate erection was poking through his shorts and the clit behind my lacy briefs was rubbing on him.
I laughed again and said, "If we are compatible, you could call her and say we are coming over. When we get there, she is attacked by both of us."
"That is a very subversive idea. Louise will murder me."
His fingers undid my expensive bra and massaged my boobs. I whispered, "No one has done that for a long time."
"This body is to die for. Why aren't you hooked up with someone?"
"Make love to me and we will talk about it later. Don't worry if I don't come."
God, he was good. Big, hard, dominating. Not afraid to give orders. Jamming himself harder and harder. I bucked up at him every time, but just like always, no orgasm. I beat on his ass and shouted, "Now! Come in me!"
Afterwards, I was carried to the shower and he did all the soaping and washing and drying.
In his bed, he asked gently, "You never come?"
"No. That's why I am seeing Louise."
Cuddling with him was warm and nice. I was almost asleep when I jerked up, "Oh no!"
He pulled me back to his chest and asked, "What's the matter?"
"Your sister!"
I put my head down and shuddered into his body. "Your traitorous sister decided that she and I were talking too much and my problem needed a different kind of therapy."
I reached down and stroked him. His generous cock was hardening nicely.
"Sheila, I swear she didn't mention a word about this. I'm not some kind of sex surrogate, if that is what you are thinking."
I wiggled around and took the freshly showered big head in my mouth. I hadn't sucked on a man since college and he tasted and felt fine. Maybe I should be doing more of this regardless of my orgasm problem. His fingers were running through my hair and little noises came from his mouth.