Spanked With Ruler Novels & Stories

He grabbed a ruler from a drawer, an old wooden one, probably used for measurements. “Count the hits,” he ordered. “On your ass.” The first smack landed and it was sharp and stinging. “One.” He hit harder, red lines forming. “Two. Thank you.” This was what I always wanted, without any safe words. I continued until twenty, my ass burning and my skin hot and stinging, but my cock hardened again despite the pain. He rubbed the ruler along my crack, teasing my hole. “Beg for it inside,” he said.

"Up, on your knees, and lean over the back." He shoved my hands down onto the chair, so I could feel what I was doing, and I crawled very carefully up onto the hard seat. I leaned forward with caution, draping myself over the rail back that dug painfully into my ribs. He used a rubber paddle on my ass, hard and fast, spanking me into the unforgiving chair.

She bit back her moan. “Such a strong little girl.” He grinned as he rubbed on her flesh once again before bringing the ruler to hit her skin. She tried her best to bite back her moan one more time. “I love this, princess, do you?” “Mmhmm.” She bit her lip and he repeated the action, loving the feeling of his cock hardening to her every sound and squirm. He whipped her with the ruler once more and she cried out. He dropped the metal ruler on the counter before slipping his hand between her legs, a satisfied smile on his face as he felt her soaked to her panties.

away for a moment. I heard him rummage in his desk drawer, then the soft thud of something heavy. When he returned, he held a wooden ruler, the kind used for marking plays on paper. “You need to learn some discipline.” The first smack landed on my right ass cheek, sharp and stinging. I gasped, the pain blooming hot across my skin. He rubbed the spot immediately after, soothing it with his palm, then delivered another to the left side. Each strike made me wetter, my pussy clenching on nothing as the heat spread. “You like that?” he asked, voice low as he spanked me again, harder this time. The ruler left red marks I could feel forming, each one sending jolts straight to my clit. “Yes,”

The previous spanks were nothing compared to the one he had just— “It hurts.” I let out a soft moan, trying to soothe the burn with my hand, but he held my wrist at my lower back, pinning me to his desk. I looked over his shoulder to see him holding a wooden ruler that he used to teach us during the class. Seeing him use it to spank me, punish me, made me feel embarrassed and hot at the same time. “Four more, Princess.” James soothed the stinging burn that made the warmth pool in my underwear, and the vibrations inside me shook me to the pleasure world. “Can you handle it?”

Rocking back to meet him palm up on my tippy toes. I could feel the sticky mess coating my inner thighs. He made a growly sound and smoothed a palm along my spine. “Count for me, one to spell out each word” “Hm?” Count what...? I'm trying to blink out of the fog around my eyes when the first smack of the ruler lands across my ass. “Oowh!" "Count!" he barked. Fuck. "O-one!” The second one follows immediately right across my cheeks. I swore. “T-two!”

The searing heat of it had me gasping. "Drifting in the class and not concentrating is not allowed." He swung the ruler again. I hissed out a breath as it struck a new spot. "What do you say to that,?" he asked, striking again. The sting was sharp and hot, but not overly painful. In fact, it only made me wetter. He had to be able to see the effects the spanking was having on me. He dropped the ruler onto the desk with a clatter. This time, when he spanked me, it was with his bare hard hand.

I whispered. Somehow having an out did make it that much more comfortable. Though at some point, I was going to have to ask him about word thing. It was so weird. He smiled. “Good, now lean over the desk and spread your legs. It’s time for your penance.” Again, I did as I was told. I saw him take the ruler from the side table. When it struck my ass I yelped and jumped in surprise. “Be quiet or I’ll have to gag you,” he said.

“Now, you know the rules, and you must face the consequences of your actions. For every time you were bad, you will receive five spanks. Do you understand, Sabrina? That means fifteen spanks because you were bad three times.” His precise calculation and steady demeanor sent a wave of nervous excitement through me. I couldn’t help but nod in agreement, fully aware of the rules and ready to accept what I had coming. The anticipation built up inside me as I braced myself for the punishment, reminded of the importance of following the rules, not just in this moment but in the future as well.

Oscar I wasn't really mad anymore, but she didn't need to know that. I would never touch her in anger. That was a big no-no for a Dom. She'd chosen the wooden paddle and I would need her on her feet, bent over the edge of the bed. The wood was thick and long, kinda like me (hehe), so I wanted to make sure that I got her butt cheeks. The fattiest areas were best for this device. I didn't want to mistakenly hit her back, which I wouldn't, but I wanted to be safe. This was her first punishment and her first real spanking. Twenty licks was a lot too, but I couldn't go easy on her. She put herself in danger by leaving and going to his house, even if he wasn't there.