A reminder that this is part of a Non-Consent/Reluctance series. If you don't want to read about sex where someone is put into that position, then stop now and move on.
This is a continuation of what would be considered a "stroke" story, or as I like to call then a Jack(off) and Jill(off) story. I got some requests to continue this not very serious, fictional sex romp, so I'll try to keep up.
In the last chapter, Dennis' company had moved their headquarters further north from their previous location to be nearer to a larger city and more customers. Dennis was working from the apartment that he and Cindy had over the garage. He had to hire a new admin assistant, who turned out to be submissive and threw herself at him one night when a little tipsy. He took advantage.
Recurring Cast
Dennis, 42 years old, 5' 11", 175 lbs, brown hair, blue eyes, Cindy's husband.
Cindy, 42 years old, 5' 4", 105 pounds, brown hair, blue eyes, Dennis' wife.
Diane, 42 years old, 5' 7", 140 lbs, auburn hair, green eyes, recently divorced friend of Cindy's.
Becky, 39 years old, 5' 9", 155 lbs, blonde hair, blue eyes, Cindy's friend, widow.
Jackie, 20 years old, 5'6", 125 pounds, dark brown hair, blue eyes, neighbor girl.
Katy, 20 years old, 5'6", 115 pounds, blonde hair, blue eyes, Jackie's friend, now Dennis' sub.
Suzanne, 37 years old, 5'5", 125 pounds, brown hair, brown eyes, neighborhood acquaintance.
Bill, 39 years old, 5'9", 170 pounds, black hair, brown eyes, Suzanne's husband.
Brittany, 28 years old, 5'8", 120 pounds, red hair, blue eyes, Jimmy's wife.
Jimmy, 23 years old, 5'10", 160 pounds, brown hair, brown eyes, Brittany's husband.
Lucy, 28 years old, 5'5", 105 pounds, auburn hair, blue eyes, elementary school teacher, Ed's wife.
Ed, 29 years old, 5'10", 180, pounds, brown hair, brown eyes, Lucy's husband.
Jan, 29 years old, 5'5", 130 pounds, brown hair, blue eyes.
Barb, 26 years old, 5'2", 125 pounds, blonde hair, blue eyes, Wes' wife.
Wes, 28 years old, 5'8", 190 pounds, brown hair, brown eyes, Barb's husband.
Heidi, 27 years old, 5'5", 120 pounds, strawberry blonde hair, blue eyes.
When Heidi arrived on Monday, she immediately came into my office. She was wearing a nice silky-looking blouse and what I thought was a pencil skirt, although I'm not much for women's fashions. She didn't say anything. She just went about getting ready for the day. She removed her bra in the way that women do without taking off their blouse and pulled it out the sleeve. Then she pulled up the skirt and removed a very brief thong. She let her skirt drop, picked up the two items, and walked over and put them into my right upper-hand drawer.
Heidi walked back in front of my desk, grinned, and said, "Good morning, sir."
"Heidi, I've been thinking this weekend. A lot. I think we need to set up some rules about this. And we need to be careful because you work for me. I mean, this is legally sexual harassment. I don't want to have to worry about that or have someone else find out. Understand?"
I could see her face prepare for some bad news.
"Heidi, I want you to get settled here, in this small town, but then you need to start dating or find someone you can have a relationship with. You have a four-year-old daughter and you are living with your mother. I think you need to find someone for the future; not an old, married guy like me."
Heidi's shoulders drooped and her face fell. "I understand."
I grinned. "But, until you have settled in, once a week I will declare 'Play Time'. That will be the sign that we will be playing and you will become the obedient submissive. Okay?"
Heidi got a big grin on her face. "Yes, sir."
"Okay, let's get to work."
Over the next two weeks, we had a few good times. One day for play time, I called her in and had her crawl under my desk for a blowjob. I had her suck my cock while I had a zoom call with some of my division chiefs. It was interesting to discuss things with them, and then, while they were going over some issues, I could look down and see Heidi slowly sucking my cock and looking up with me with those big, blue eyes. I was able to hold off until the meeting was over, and then I filled her mouth with spunk. She grinned.
The second time we played, I called her in and patted my desk. She jumped up on it and sat there, ready. I then called one of my folks back on my cell, who had left a message. As I spoke, I slowly pushed her skirt up. She rocked side-to-side to get it out from under her ass. I then spread her legs apart as I spoke to the guy. I slowly teased her pussy, running my fingers up and down and over her lips. She started to get into it after a couple of minutes. My conversation lasted a little while and, by the time I had hung up, she was getting very wet.
I put the phone down and grabbed her by her thighs. I pulled her forward and buried my face into her delicious pussy. She tasted wonderful, as always. I licked her and finger-fucked her until she came. Then I stood up, dropped my dress pants, letting my hard cock out, and slid it into her hot, wet pussy. It went in easily. She was ready for it, so I pounded her until I managed to fill her with cum. I plopped back into my chair, my rapidly softening dick flopping to the side.
Heidi got up and dropped to her knees. She slurped my cock into her mouth, licking and sucking our combined juices from it. "Thank you, sir," she said as she got up and went back to work. Fuck! I had to let this go, but it was going to be difficult. A lot of my other 'playthings' had moved on.
About a month later, we got a call to come up to where the company headquarters had relocated for a gathering/meeting with prospective clients. Heidi went to work setting everything up. She made our hotel reservations, checked on the different presentations we had, and tailored them for these meetings.
It was going to be a short trip. We were going to leave on Thursday morning, arrive just in time for lunch, and then the afternoon meetings. There was going to be a happy hour that night, then there was going to be some follow-on meetings on Friday morning before we returned Friday afternoon.
We drove up Thursday morning and checked in. We had adjoining rooms and prepared our briefings. We then went and had lunch.
After lunch we had a couple of meetings with prospective clients and provided our presentations. Heidi was excellent in her support and I was glad I had hired her at this point, regardless of our physical relationship.
At about 4pm, we wrapped up our meetings and headed to the large conference room where they had set up for the happy hour. We were mingling when I saw Ben Wright. Ben was a senior IT system administrator who had worked on some presentations with me when we were going to provide machines and/or system administration. He and I also played basketball sometimes, since he lived a short distance from me.
Ben was about 30 and very smart. He was also a bit of a disaster with the ladies. Amongst the basketball players, we had heard some stories and had determined that he was rather inept in his personal relationships. It was a good laugh for us at his expense. He took it well.
