Chapter 11: Present Day 6

Brian’s alarm woke him at 5:30 a.m. as it typically did. But with his arms cuffed behind his back, he couldn’t turn it off. He shuffled until he could sit and waited patiently for Helena to release him. She came in at about six, unlocked the collar around Brian’s neck, and undid his cuffs. She left the room without acknowledging him. Brian sighed, knowing he was figuratively still in the doghouse even though he’d been released from his cage. There was little he could do, so he dressed in a long silk nightie and made his way to the kitchen to make breakfast. Haley and Helena were already sitting at the breakfast bar drinking coffee. They ignored him. Kennedy, also in a silk nightie, had begun making spinach and feta omelettes for their Mistresses’ breakfast.

Brian joined in the dance that the two men made while making breakfast together. He toasted muffins to go under the omelette and refreshed their coffee as required. It was a workday, with Kennedy going to his high school, Haley to her uni, and Helena into the QUT. Brian would clean up and then make an appearance at his stockbroking firm. He mostly let his staff and trainees do the work, only coming in for a few hours every morning to ensure they were following his strategies and hadn’t decided to branch out on their own.

Brian gave each broker and trainee a portion of funds to use to pursue whatever strategies they wanted. Typically, those who veered away from his tried-and-true strategies soon learned why Brian invested as he did. However, there were occasional tactics that they came up with that worked. Some only worked temporarily, but others had made their way into Brian’s SOPs (Standard Operating Procedures).

When a new strategy worked to increase Brian’s firm’s profitability, he would encourage the creator to take over a larger portion of the firm’s shares, and eventually, when the broker had enough capital, Brian would help them branch out on their own. Brian had a network of around seven brokerage firms affiliated with his spread throughout the country and investing in various markets. He retained a small percentage of the ownership of these firms, which added generously to his income.

Brian cleaned up after making breakfast and then sat at the table with Kennedy to eat his. Helena returned after washing and dressing. Before she left, she walked over to where Brian sat. “You will wear a full lingerie set beneath your suit, including suspenders and stockings, worm. At lunchtime, you will ask Mistress Margaret to take a photo of you wearing your lingerie to send to me. Do not disappoint me, worm. You will not like it if you do.”

Mistress Margaret and Helena were friends before she started working for Brian. Margaret hadn’t realised that her boss was Helena’s husband until Helena took him, dressed in drag, to a fetish event Margaret had also attended. Of course, she explained to Helena that she worked for Brian, and offered to leave Brian’s firm if that was a problem.

Helena considered her friend’s predicament but had no problem with her working there, as long as Mistress Margaret didn’t try to dominate Brian. The three discussed it, and they decided that Brian and Margaret should have a typical boss/employee relationship unless Helena specifically asked Margaret to do something with Brian for her. Although Mistress Margaret was a Domme, she wasn’t a FinDomme and nor was there any kind of sexual relationship between her and Brian.

Brian acknowledged Helena’s instructions and then suppressed a wince when she handed him a 4-inch-wide butt plug. Helena said nothing about the plug, but Brian knew he was expected to wear it all day, and Helena would look for it when Mistress Margaret sent the photo. Brian watched his Mistress leave before going to his room to dress. He stopped by the bathroom to oil and insert the plug. Kennedy was waiting for him to finish, and Brian struggled to walk normally so his son wouldn’t wonder what was wrong.

However, Kennedy had seen his mother hand Brian the plug, and he looked at his father sympathetically. Brian dressed, and when Kennedy returned, Brian dropped him off at school before going to his firm. Brian preferred to stand and walk around the conference table rather than sit on the large plug when he brought the staff in for the regular Monday morning meeting. There were a few problems for Brian to address, so he took those files back to his office to look over.