This story was written by a friend over 20 years ago.  Some stories that appear on OBB have a basis in reality. The author was strictly a bottom but liked to see men paddled. I was one of those men. She wrote this story before that happened. It would make an interesting video

It was 4:00 on Friday afternoon and I was anxious to head for home and begin the weekend. I’d been working on a project in the school library, and most students had left half an hour ago. As I approached the principal’s office a peculiar noise caught my attention. It sounded like a loud clap – no, more like a slapping noise. As it came again, I realized what it was – someone was getting the paddle! Curious, I tiptoed to the door and listened. The principal, Mr. Sawyer was laying down the law to some unfortunate student. I wondered who it was. I glanced around but the hallway was empty. Surely no one would notice if I sneaked a peek. Temptation got the better of me and I tried the door. It opened easily and the sounds immediately got louder. Miss Thompson, the principal’s secretary, was nowhere to be seen, and Mr. Sawyer’s door was ajar. Heart pounding, I peered into the room. A boy was bent over the desk, his trousers in a heap around his ankles. Mr. Sawyer stood behind him, paddle in hand, sternly lecturing him on the evils of smoking.

Thomas Sawyer was a tall, rather handsome man in his early fifties, with dark hair and brown eyes. He could be stern, but I had always rather liked him. He had a brilliant sense of humor and often made me laugh. As I watched, he lifted the paddle and swung it hard – CRACK! The boy cringed and yelled “OW!” but held his position. I couldn’t see his face – was he crying? The paddle cracked down again. I was totally transfixed at the sight of his bare bottom getting a hard paddling. What did it feel like, I wondered? To be totally at someone else’s mercy, helpless, exposed, your bottom burning like fire…

I was so absorbed in the spectacle before me that I didn’t notice Miss Thompson’s return until it was too late. She propelled me forward into the office, and I stumbled slightly. “It seems we have a Peeping Tom,” she announced to Mr. Sawyer. The principal turned abruptly at the interruption. He looked at me in surprise. “Why, Rebecca! You’re the last person I’d have expected to do such a thing! You ought to be ashamed!” I blushed crimson, wishing I could melt into the floorboards. “I’m sorry, sir…” I mumbled, eyes now fixed on the floor. The boy over the desk made a muffled noise, and Mr. Sawyer redirected his attention to him. “Nick, you may pull up your trousers and turn around.” As he turned around to face us, I gave a start as I recognized him. It was Nick Edwards! He was a very cute senior I’d had a crush on since the beginning of the school year, though I’d always been too shy to approach him. Now I was really embarrassed – what must he think of me now? Mr. Sawyer cleared his throat and for a moment I thought I saw him grin. Then his features became quite stern and he stepped closer until his face was just inches from mine. I had to crane my neck to look up at him. I’d never noticed just how tall he was before, and I suddenly found it quite intimidating.

“Well, Miss Rebecca. What shall we do with you? I think the punishment should fit the crime, don’t you? Since you got to watch Nick receive his swats, I think it only fair that he should watch you get the same. What do you think, Nick?” Nick smiled and said “Yes, sir!” just a trifle too enthusiastically. Was that a leer I could see forming on his face? Damn him, he was going to enjoy this!

Mr. Sawyer dismissed Miss Thompson and closed the office door. “All right, Rebecca. I never thought I’d have to do this, but I guess there’s a first time for everything. I want you to lift up your skirt and bend over the desk, just as you saw Nick do a few minutes ago.” I was absolutely mortified! And I was blushing again. “But Mr. Sawyer, you can’t be serious! Girls don’t get paddled, do they?” “A few do, my dear. Now do as I say.” I really didn’t have much choice, did I?

With a glance at Nick, I turned and followed the principal’s instructions. I was about to find out just exactly how it felt to be paddled! I was embarrassed and scared, but something else, too. Excitement, was that it? Surely I didn’t think I was going to enjoy this – that was just ridiculous! It felt kind of weird to bend over the desk that way. Then I felt a tug as Mr. Sawyer pulled my panties down to my knees. Oh my God! My bottom was completely bare, and in front of Nick! I felt so embarrassed, and so terribly exposed.

“Rebecca, I’m going to give you six swats. Please try to hold your position.” I waited for the first swat for what seemed an eternity. What was he waiting for? I was just about to turn and ask him when the first swat exploded across my bottom. “OW!” I didn’t expect it to hurt so much – I thought he’d go easy on me since I was a girl. “Please bend back over, Rebecca. If I have to tell you again there will be penalty strokes.” I hadn’t even realized I had raised up. I bent over again and waited. The second and third swats came hard and fast, one on each cheek. I could feel tears beginning to form. I gripped the desk and blinked back the tears. Number four came square across the middle and burned like fire. Almost done, hang in there, girl. The last two swats were lower down and encompassed part of my thighs – they hurt the worst yet. By the time he told me to pull up my panties, the tears were flowing down my cheeks. And yet, I felt almost sorry that it was all over so quickly.

“You took your punishment very well, Rebecca. I hope you learned your lesson. And I hope that satisfied your curiosity, young lady.” Mr. Sawyer looked at me kindly as he handed me a tissue. I saw the ghost of a smile at the corners of his mouth. “Yes, sir. I promise never to eavesdrop like that again.” I dabbed at my eyes and blew my nose. “May I go now, sir?” “Yes, you may go. And try to stay out of trouble!” I hurried away, not daring to look at Nick. How could I ever face him again?

My mind was a whirl of confusion all weekend. I kept playing those two scenes over and over again in my mind – Nick bent over the desk getting a paddling, and myself bent over getting the same. Thinking about it was making me awfully horny – now, why was that? I’d never been so embarrassed, and it had hurt like blue blazes, and yet something about it turned me on. I couldn’t explain it, and I was dreading having to face Nick on Monday. I just knew he must hate me for watching him like that, and he would probably tell all his friends about watching me get paddled. I would be taunted and teased mercilessly! It was too awful to even think about.

Monday morning came all too quickly. I thought about staying home sick, but then decided I may as well get it over with. I saw Nick in the hall and he waved at me. I pretended I didn’t see him, but he cornered me at my locker. “Uh, oh, here it comes,” I thought. “Why did you disappear so quickly Friday? I wanted to talk to you. Are you OK?” Nick actually looked concerned. What was that about? I muttered some excuse about needing to get home. “Look, I really want to talk to you. Meet me after school?” We agreed to meet at the bleachers by the athletic field at 3:30. I spent the rest of the day on pins and needles, wondering what Nick wanted to talk to me about.

My last class finished early, so I arrived at the bleachers at 3:15. It was a beautiful spring day and the sun felt warm on my skin. There was no one around, so I sat down in the grass and closed my eyes, just soaking up the sun. I started thinking about Friday, and I started getting turned on again. What was it about that spanking that made me feel that way?

I was startled when Nick suddenly spoke – I hadn’t heard him approach. I looked up and saw him smiling down at me. He was tall and tan with light brown hair that he wore a little long. He had the most striking green eyes that seemed to look right into your soul. It was a little disconcerting, like being undressed and exposed. He sat down in the grass beside me. “I loved watching you get paddled, Rebecca. You have the most beautiful ass, and seeing it jiggle under that paddle was an incredible turn-on. Am I making you uncomfortable?” I was blushing furiously, but I was secretly pleased. He felt the same way! I said, “Yes you are, but please don’t stop now!” He started stroking my leg as he talked, and I felt myself responding to his touch. I felt mesmerized by his eyes, and after a while he kissed me. I’d never felt so attracted to anyone before, and I had the impression the feeling was mutual. “Would you mind if I spanked you?” he asked with a grin. “No, I think I’d like it!” I answered dreamily. He pulled me down across his lap and began to caress and stroke my bottom – it felt wonderful. He pulled my dress up and began to spank me over my panties. It was a light sting, nothing like the paddle. I was actually willing him to spank me harder. I was disappointed when he stopped, but it was only to take my panties down. Now the spanking began in earnest and he covered my bottom with sharp spanks that made me squirm.

A sudden shadow made Nick stop and look up. It was Mr. Sawyer, grinning widely. “She will need a lot of that, I’m afraid, Nick. Carry on, carry on.” He sauntered off with a wicked smile.

Lady Hawke 4/2002

I looked through the 400 odd pictures I have of women being paddled to find one to illustrate Rebecca being paddled. I did not find a single one that showed an office, a real desk, a man doing the paddling, her skirt up and panties down. Plenty of women doing the paddling, lots with the student in jeans, tacky tables instead of desks, etc.