It was definitely a collaboration of wits. Leif paid attention to the details. It was what made him a prized companion, despite his antics. He had been in residence for over a year at this point and everyone had become accustomed to being wary of anything that seemed remotely suspicious.
It had taken months of planning and careful choreography on Leif's part. He also enlisted the help of five other companions, two of whom were still directly involved in the Order, and the last key member: Laurie.
Sir Glen had nearly a hundred entire barrels of wine moved into his cellar that late fall after the harvest. And over fifty empty barrels. It was the empty barrels that caught Leif's attention.
It took nearly five weeks to take the empty barrels, which were unmarked, and remark them as filled. Catching moments between activities and duties, they rotated down into the cellar and marked the barrels.
The empty barrels were to be hoisted against the ceiling in the dining hall and dropped on cue. However, due to being caught for another antic, Leif was unable to actually supervise the placement of the barrels, he might have noticed that the barrels selected were filled with wine.
Before his annual ball, Sir Glen caught Leif by the scruff of his neck, as he paraded out with the other companions on loan to the guests that night.
"I've paired you up with Lady Daire tonight Leif. I trust you will be ever vigilant and keep her foremost in your thoughts tonight. She is quite a bit older, and will not tolerate you as much as I do. One toe out of line Leif, and I will leave you in the stocks for a week. Do you understand me?"
"Yes Sir Glen."
"Good. Now square up your shoulders, Lady Daire likes her companions that look impressive." Sir Glen left out that Lady Daire would probably prefer a Chippendale night to Leif, but Leif would have to do for the time being. He swept his hair in one direction with a well meaning hand and then shoved him back into the mass of companions.
"Leif!" Jacob called Leif over to the corner. "I've got the barrels up while you were -er busy with Sir Glen's attention." He whispered.
"Okay, well, wait." Leif calmed his partner in crime down. "Stay with your companion."
"Ah, there you are young Leif." A woman approached the small gathering. Jacob fell dutifully into the shadows as the Lady Daire assessed Leif.
"Well, at least Sir Glen chose me a looker." Though much older, Lady Daire walked in heels and robes as if she were still very active in caring for companions.
Leif pulled a pink rose from an arrangement and presented it to Lady Daire.
"Very clever. Sir Glen has roped you in well. You have impressed me. If your manners are as good as your skill in the dungeons, I think you will make a very good companion. I will test you there tonight." She tipped his chin with a manicured finger. "You will beg for everything you get tonight, and enjoy it."
She motioned him to follow her, he submissively fell in step, and his interest peaked over the older woman.
Dinner was uneventful, and Lady Daire mindless stroked Leif's hair that evening while sipping after dinner coffee. Leif closed his eyes; enjoying the circular massage that Lady Daire was using to tease him with. Jacob mistakenly decided that Leif's distraction was the perfect signal to release the ropes that held the barrels over the table.
Leif had a chance to barely open his eyes as the barrels headed in the direction of gravity and cover Lady Daire with his body as the filled barrels landed on the table in an orchestrated crash sending dishes, wine, and even some startled guests into the air.
Drenched and dripping in wine, coffee and even some remains of dinner, Sir Glen pushed himself from the table and marched over to Leif who was calming Lady Daire down from hysterics. Plucking the companion by his tunic from her side, he marched right out of the dining hall, Laurie at his heels.
Sir Glen reached the voyeurless dungeon room where a small steel cage sat.
"I was planning to use this with Jacob next week, but I believe you will be better suited for breaking this in." And with a heave, Leif tumbled into bottom of the cage, the door groaning shut.