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Penny

Catherine's Grievance

Another scene Penny and I had discussed was work-place discipline. When my next trip was scheduled, she suggested she would play a stern head of HR and I would be a wayward employee. She added, “I have a friend, Catherine, who’ve I’ve been mentoring as a budding disciplinarian. Would it be ok if she joined us? I was thinking she might play your subordinate who’s filed a sexual harassment complaint and we both punish you for your naughty behavior.”

Penny knew spanking by multiple women was a fantasy of mine, “That sounds great. How about the pretext being, we’ve had a torrid affair and she’s aggrieved she did not receive a promotion a quid pro quo for her sexual favors.”

I heard Penny giggle and then reply, “She’ll get a kick out of that. See you soon.”

When I arrived at Penny’s, she introduced me to Catherine and we chatted a bit, then Penny led us to her home office and immediately was in-character. “You’ve been named in a sexual harassment complaint,” she scolded. “You have two options - be terminated immediately or accept the punishment I deem appropriate.”

“Why am I being punished for a completely consensual relationship. That’s not fair,” I complained.

“In my judgement, you took advantage of your position to leverage sexual favors from her - a subordinate - and that is a violation of company policy,” Penny replied. “Such offenses are addressable by either termination or severe corporal punishment. You need to choose either being fired on-the-spot or accepting a thorough spanking from us both.” She looked at me with an authentic stern expression. I looked between the two women and Penny asked, “What’s it going to be?”

“I’ll accept the punishment,” I replied, very eager to check the box of a long-time fantasy.

“Good choice,” Penny noted. “It will be embarrassing and very uncomfortable but much better that losing your job and having a sexual harassment complaint on your record.”

Penny set two chairs in the center of the room, facing each other. She took a seat in one and Catherine in the other. “Stand here,” Penny ordered, pointing to her right side. I moved to the spot she indicated and she began to unbuckle my belt.

“Wait a minute! What are you doing?” I feigned objection.

“You should know from reading the employee handbook that corporal punishment is always applied to a bare bottom,” Penny replied. She brushed my hands away and continued to unbuckle my belt, unzip my pants and then tugged them and my boxers down. I glanced over at Catherine who was very much enjoying the scene and raised her eyebrows suggestively when my erection bounced free. “Over my lap,” Penny ordered. She adjusted my position slightly and began to spank. She was a forceful spanker with a very firm hand that immediately left my cheeks stinging. I wished I had a way to view the action of her hand smacking my butt and the pink color they were undoubtedly assuming.

Penny would occasionally pause to caress my fiery cheeks yet scold me for my transgressions. Eventually, this phase of the punishment ended and she prompted me to stand. As I rubbed my stinging cheeks, Penny asked, “Feeling a bit more contrite?”

“I don’t see how consensual relations between two adults is a violation of company policy,” I countered.

“You are her superior and sexual congress on company time and property is clearly inappropriate,” Penny retorted.

“She initiated the trysts in my office at lunchtime,” I answered. “Why isn’t she being punished?” I looked between Penny and Catherine and saw a change in Penny’s expression and Catherine shift uncomfortably in her seat. I instantly new Catherine was herself sitting on a freshly spanked bottom. I was chagrined at having not been invited to watch that action. I felt even more provocative and quipped to Catherine, “You never mentioned any expectation of advancement when you proposed giving me a blowjob at my desk.” I was probably making my punishment worse but could see this was also arousing to her, too. “You swallowed my cum pretty eagerly and without any preconditions,” I added.

“Over my knee, mister,” Catherine ordered. I lowered myself over her lap. Penny handed her a hairbrush and she began to spank with it. She used the tool quite adeptly reheating my bottom with a hard strikes at a fast cadence. She, too, would pause just as I was approaching my pain limit and caress my cheeks all the while scolding and chiding.

Eventually, Catherine finished and Penny ordered me to bend over gripping the seat of the chair. Penny retrieved a narrow, hardwood paddle and gave me four sharp strikes, and Catherine followed with a quartet of her own. Then Catherine videoed her friend giving me another two strikes and Penny recorded Catherine giving me two swats.

I figured we were finished and I carefully pulled my boxers and slacks over my fiery bottom and still very engorged penis. Penny surprised Catherine and me both with a declaration to Catherine, “He makes a good point. You were culpable, too. Assume the position yourself, Catherine!”

“Yes, ma’am,” she replied and handed me her phone. I began recording immediately, capturing her reaching under skirt to shrug-down her panties, then hike up her skirt and bend over. I had been right, her bottom was already pink from an earlier spanking.

Later that evening, I was back in my hotel room repeatedly watching the videos from earlier. I replayed Catherine’s round bottom jiggling in all the best ways as the paddle impacted her generous cheeks. Watching myself get paddled had been arousing enough but seeing the paddle smack her butt was intoxicating. I had stroked myself nearly to fruition when there was a knock at the door.