Jason Tyler, cuckold (Ring of Affirmation)

Jason Tyler is a powerful man, with a perfect life. He's a stockbroker with an up and coming firm (Kowsleki, Ashraf, and Tyler), he has an incredible family with a wife that he adores and three perfect children, a tight knit group of friends from his youth and more now, an appearance and build that any man would be proud of, and he's even the star player of his team in the city's inter-office softball league. The man has it all. There's just one problem, though. He has never been sexually satisfied. Oh, he's had plenty of sex. With looks and ambition like his? He's had plenty of women to choose from (even after he was married, though he always remained faithful), and his wife doesn't seem to lack in the libido department - especially after having kids. No, his problem is that he's a cuckold and a voyeur. He wants taboo, he wants to be humiliated, he wants to be cheated on, and he wants to watch. This is his deepest, darkest secret that he hasn't even shared with his wife, knowing that in her vanilla fantasy of a Brady Bunch family this could never be. He wants to watch other people satisfy women. The closest he ever gets to satisfaction is porn with women cheating on their husbands. This is the story of him finally getting what he wants, no matter the cost.

You'll never find a better coworker than Jason. The evidence for this? He's washing his assistant's lunch dishes. He was already washing his in the office sink when Kaylee finished her lunch. She was standing there a little awkwardly and he saw that she wasn't sure if she should wait to wash her Tupperware when he was done or if she should just come back later. To alleviate her indecision, he offered to do it for her, and yes he was sure. Her face lit up like a Christmas tree, which probably had more to do with her obvious crush on him than anything else. Not a crush he encouraged, mind you. So now he's finishing up his dishes and hers. Thinking about the meeting he has with a client later in the day, he dries and puts away her container. He begins to absentmindedly leave the break room when he remembers his wedding ring by the sink. However, as he reaches to grab it, he accidentally knocks it into the bowl of the sink, where it skitters around too fast for him to grab and drops into the drain.

"Fuck me," Jason mutters. He sighs as he rolls up his sleeve and reaches his hand into the dirty drain to find the simple gold band. The drain is slimy, and this side has the garbage disposal which always makes Jason nervous, even though no one is standing by the switch. Eventually he finds the ring, washes it and his hands, and slips it on his usual left ring finger. Something feels off about it, but he can't put his finger on (or in?) what it is, but assumes his finger must be a little swollen from the hot water. He heads back to his office.

Just to clarify the basic layout of the office, it is not a large one. The firm is situated on the 23rd floor of a rather expensive building and more office space is one of the reasons their firm has had difficulty expanding. Each of the three partners (Henry Kowalski, an older man and most experienced in the firm who used to be quite handsome, Yasmine Ashraf, a beautiful young woman who Henry hired as a favor to a friend only to realize that she is incredible at her job, and Jason himself) have offices. Additionally they have a bathroom, break room, and conference room. Kaylee's desk sits immediately outside his office in an alcove in the hall, so anyone that comes to see him has to pass her. The wall of his office is glass, and Kaylee and he can see each other whenever the curtains are drawn.

When Jason passes her desk, Kaylee is reading something on her cell phone. From the look on her face, he can tell it's something dull and serious. "Are you reading something for class?" He asks. He'd given her permission to do school work in the office so long as her work is done and she's still ready to answer the phone and emails and such. She'd earned that much. It didn't hurt that she changed her major from something pre-med to economics after she started working for him and he found that flattering. He certainly has a soft spot for her, maybe partly to do with her being about the same age as his oldest daughter.

"Huh? Oh, yeah. Something for my Economic Demography class. Nothing exciting," she said.

"Great. You should have a few hours to study before Mr. Tibor comes in for our meeting. By the way, I'm expecting a call that I can't reschedule around the same time, so could you keep him entertained a few minutes while he waits? You've talked to him enough that you can keep him happy, right?" The ring on his finger hears his words and responds to them, shaping Kaylee's intentions.

"That shouldn't be a problem," she says, holding back a grimace.