Bad Boss

It was Julia’s turn to pick the scene and more often than not she would choose a scene were she was the disciplinarian. She also chose a favorite role - my boss - and had concocted a rather unlikely but exciting infraction. In her set-up, she had discovered that I had engaged in an inappropriate relationship with an intern. No matter that the intern did not report to me but my lack of professionalism and decorum, she threatened, was going to result in an epic punishment.

She ordered me to present myself at her home, directly after work the next day. She answered the door already in character. “You’re five minutes late,” she scolded. “Knowing that your bad behavior had already earned you a severe spanking, I would have thought you’d have the good sense to be on-time.”

“Yes, ma’am,” I replied. I, in fact, had arrived a bit early and had waited in my car for a few minutes just to provoke her by being a bit tardy.

“I would have expected more professional conduct from you, so when I heard about your little interlude with the young lady, I decided I really needed to react with a truly serious punishment,” she continued. “…and for being late, you’ll get five swats from Buster.” Buster was her name for the moderately sized paddle I had made for her. It was half-inch oak, sixteen inches in length and four inches wide. I had bored an array of holes in the contact zone. I looked and felt very severe. We had both been on the receiving end of a paddling with Buster. She led me into her living room and sat in the center of her large couch, the site of numerous previous sessions. I figured she had been over my lap about as many times as I had been over hers. It was a well-used location. She unbuckled my belt and unfastened my slacks, letting them drop. It was at that point I noticed the array of brushes on the far arm of the couch - a rather ordinary hairbrush, an ebony brush - a favorite of hers - and a narrower brush with a fairly long handle. I wasn’t sure of the intended purpose of the last brush but knew it to be a very effective spanking tool.

She tugged my boxers down and clucked in response to seeing my already stiffening penis. “You need to learn how to control this fellow,” she chided, tapping it sharply with her index finger. “It’s really gotten you in trouble this time.” She guided me over her lap and began to spank. She would swat for maybe a minute and then pause, to stroke and squeeze my cheeks as they cooled a bit. She would then resume. On the third cycle she ordered, “Lift you bottom!” and I raised backside up. If I let it down - even slightly - she would strike very hard three times. “Raise…,” whack, “…it…” whack, “…up!” Whack. I would lower it intentionally to trigger her reaction. After a few more cycles of hard spanks and gentle strokes she announced, “I think I need to intensify this punishment to really demonstrate my dissatisfaction with your behavior. Hand me that brush!” She pointed to the brush of unknown purpose.

“Please, ma’am. Your hand is enough. I’ve learned my lesson,” I protested.

“Hand me that brush or I will triple the brush portion of the punishment and try-out all three,” she threatened. I quickly handed her the brush and braced for a really intense phase. She did not hold back and really paddled my bare ass with the brush, again insisting me to raise my bottom and hitting me even harder if I let it down. Like with her hand, she would cycle between hard spanking and very tender, intimate touching. Finally, she prompted me to rise and then ordered, “Kneel on the seat of the couch, hands on the back and I want you to stick your bottom out towards me. I complied and she tapped Buster against my already seared cheeks. Slowly she delivered five very hard swats before sitting on the couch and having me sit on her lap as she gave me comfort. “If you need any action, skip the intern and come over for a spanking,” she teased as her hand grasped my turgid cock.