It was late fall when I moved into my new office on the third floor of one of the college’s old stately buildings. Across a grassy mall was the more modern administration building. The days were getting shorter and by late afternoon it was quite dim. I looked across at the admin building and my curiosity got the best of me. I pulled the monocular I carried in my bag and scanned the few remaining lit offices. Most were empty or devoid of anything interesting. I locked-in on a large corner office.

Inside, a middle aged woman sat behind her desk. I figured her age and the size of the office connoted a degree of senior authority. Sitting across from her, with their backs to me, sat two women. I assumed from their clothing and hair styles, these two were students. I dubbed the administrator ‘Ms Cross’, based upon her expression. I figured the two were being scolded for something and was about to move-on when the scene changed abruptly and arrested my attention.

I had missed the sorority paddle hanging on the wall behind Ms Cross until she stood and took hold of it. She gestured to ‘Sally’, a petite blond, and the girl approached the center of the desk, lowered her jeans and panties and bent over the desk. Ms Cross moved the left-most of the chairs to give herself freedom to swing the paddle and directed ‘Beth’, a voluptuous redhead, to stand to the right of her friend where she had a front row seat to the impending punishment. Ms Cross drew back the paddle and gave Sally’s taut bottom a swat. I knew from the distortion of her buttocks, it had been a hard swat. She almost stood but then re-assumed the position. Ms Cross delivered five more swats to Sally’s bare backside, leaving it noticeably bruised. Then it was Beth’s turn. She reached under her skirt and lowered her panties, bent over the desk and flipped up her skirt to reveal a most spankable ass. She, too, got six swats and then the pair left. Ms Cross finished a few things at her desk and departed soon afterwards herself.

This schedule continued just before quitting time for the next two weeks. Almost every day there was at least one student facing a paddling from Ms Cross and sometimes as many as three bare bottoms to be heated. I watched with rapt attention and it became the highlight of my day, resisting the urge to relieve the tension of my very aroused self until I got home. On Friday of the second week of my voyeuristic adventure, Ms Cross paddled a single wrongdoer’s bare bottom. ‘Monica’ was a tall slender girl and I openly wondered if Ms Cross modulated her swing based upon the composition of a girl’s bottom. Some I had seen were quite curvy girls with very ample cheeks compared to Monica, whose glutes were maybe only a third as voluminous as some of her class mates. Monica must have been particularly naughty as she received a ten swats leaving her adorable ass highly contused.

I watched Ms Cross make some notes and then turn towards her door as an older man entered. They had a brief conversation - seemingly very amiable but then it turned suddenly. Ms Cross handed him the paddle and positioned herself where the students received their punishments. She bent over and waited as the fellow flipped up her skirt and then languidly pealed down her panties. I thought I had seen some outstanding bottoms in the last two weeks but hers was a truly amazing ass. He gave her six hard swats, leaving her tush well-bruised. She hugged him and then he left. A few minutes later, Mr Cross put on her coat and left her office.

I finished a few emails and then shutdown, heading over to a nearby pub to meet some friends for dinner. I entered the pub and almost fainted as Ms Cross was at a table with three other women. Our eyes met briefly and then I moved on. My friends had not yet arrived so I grabbed table, ordered a beer and was looking over news articles on my phone. I sensed someone approaching, figuring it was my pals but instead Ms Cross was standing right beside me. “You’re the fellow who’s been watching me lately from across the way,” she stated flatly. I thought I had been clandestine and unseen, sitting in the dark and watching the action. I nodded, accepting her assertion. She continued, “I think you deserve a measure of the punishments you’ve witnessed, so I expect to see you in my office a five on Monday. Understood?” Again, I nodded. I was almost instantly rock hard at her provocative proposal. “Very well, see you then,” she concluded and returned to her table.

I obsessed with the upcoming visit to Ms Cross all weekend. Monday was filled with both dread and excitement as the day progress. Finally, at a bit before five, I headed across to her office. Her assistant directed me to wait, as her boss was in a meeting that was due to conclude shortly. I noted from the name on the door that the woman I had dubbed Ms Cross was actually Ms Betty Sullivan. The young woman assistant was none other than ‘Beth’ from the first session I had spied upon. Her actual name was Danielle Ford per the nameplate on her desk. As I waited and replayed the scene of Danielle’s generous bottom being paddled, I heard an unmistakable smack of wood against skin coming from the inner office. Then another and another. It was quiet for a moment and then the door opened, and a short, lithe girl with dark hair strode out. There were tracks of tears on her cheeks and Ms Sullivan stood in the doorway seemingly satisfied with a job well-done. “Come in,” she beckoned. “Miss Ford, will you please join us.”

“Yes, ma’am,” Danielle answered, quite enthusiastically. I didn’t think I had ever seen Danielle in the room for other punishments but apparently she was invited to mine.

“Let’s get right to the point,” Ms Sullivan began. “Watching us covertly certainly has earned you a paddling of your own. If you choose to continue to watch, then I expect you to submit weekly. That choice is yours but for now, you are to bare your bottom and bend over the desk. You’ve seen it enough, I’m sure you know the drill.” I assumed the position and felt her tap the paddle against my bare cheeks. She gave me a home-run swing that took my breath away. My ass was essentially numb after the third or fourth impact so that diminished the immediate sensation of swats five through ten, though I was sure my butt was going to be colorful and most sore for days to come.

“Thank you, Miss Ford. That’s all,” Ms Sullivan said to Danielle.

Danielle paused and gave me a sly smile, “Are you sure you don’t need my help?”

“I think I have this well in-hand,” Ms Sullivan replied impatiently. Danielle left and Miss Sullivan approached me and turned me around to inspect my fiery butt. “I hope you’ve learned your lesson,” she added and then turned me to face her again. She slowly knelt and took me in her mouth. The sensation was fantastic and as I approached climax she grabbed a seared cheek in each hand as I emptied into her mouth. She swallowed and stood, giving me a salty kiss. “See you next Monday?” she asked with a grin.

I walked out of the office and Danielle gave me a knowing smile. She handed me card with a hand-written phone number. “In case you need a tune-up before next Monday,” she explained.