It was mid-afternoon on the Friday before the holiday weekend. The office was essentially deserted - I thought I was alone until I heard the sounds of a keyboard from Samantha’s office. She was my boss and we tended to get along quite well. I was wrapping up a few last emails when she stuck her head in my office, “Can we chat before you leave?”

“Sure, I’ll be right there,” I replied. I finished the last note and wandered down to her office.

“Close the door, please,” she asked. “I’m pretty sure we’re the only ones left but I have something kinda sensitive to discuss.” I shut the door and took a seat in a visitor chair across the desk from her. She was maybe ten years my senior with curvaceous build. On many occasions, I had erotic fantasies involving her but worked hard to subdue those thoughts while at work. “I got wind that you have been involved in romantic relationship with Miss Benson.”

I was stunned. Julie and I had been really careful to keep our ‘thing’ very private but I could not outright lie to Sam. I guess the fact we had tried to keep it secret was evidence we knew it would be frowned-upon by our bosses. I shrugged, “Yeah. That’s right. I’m not sure why it’s a company issue as I’m not her boss or have any impact on her tasking, reviews or anything…”

“You are a executive in the company and she is an intern maybe not even half your age,” Samantha interrupted. “There’s definitely the appearance of a conflict of interest.”

“It’s a completely consensual relationship, she has no expectations of favors or other advantage. All of our time together is off-hours and off-site,” I replied. The last bit was a shade untrue as twice, Julie had come to my office for ‘lunch’ with the express goal of swallowing a load of semen - a milestone I happily supported.

“This is a minefield for us both. I don’t want to involve HR but have to take some action,” Samantha explained. “I’ve thought about this a lot and have a punishment in mind that will be repeated weekly as long as you and Miss Benson continue this relationship. I have yet to decide on whether to confront her as well and present the same option - discontinue the relationship or be punished.”

“What do you mean by punishment?” I asked.

“Very old-school,” Samantha replied, taking a hairbrush from her desk drawer. “I put you over my knee and paddle your bare fanny.” I was surprised but aroused. “Stand up,” she ordered. She came around her desk and sat in the chair, laid the brush in her lap, opened my pants and tugged them and my boxers to my knees. She picked-up the brush and guided me over her lap. Without any prologue, she began to spank. The heat was exquisite and immediately thought about performing this same routine on Julie’s round bottom later this evening. I realized I was rock-hard, with my erection sandwiched between Sam’s soft thighs. Eventually she paused and then asked, “Are you getting the message this office romance with a much younger subordinate is unacceptable?”

“Yes, ma’am,” I replied. She gave my left cheek five very hard swats and then repeated on the right.

“You can get up now,” she instructed. I stood and began to pull up my pants but she interrupted. “We’re not quite finished,” she said, then turned and bent over her desk. She hiked up her skirt revealing she was lacking underwear. “Get in me now,” she ordered. I complied and lasted much longer than expected. Her hand was between her legs as I pumped, enthusiastically rubbing herself, and together we brought her to a noisy conclusion. I, too, was near fruition and withdrew just in time to release on her gorgeous, round ass. “Same time, next Friday,” she noted, pulling her skirt down over her sticky cheeks.