Thwack!
She shrieked as the heavy wooden paddle came down, squarely smacking her ass.
Crack! Smack!
Hannah began counting out the hard strokes in a broken voice, unable to explain to herself why she was getting so wet from the beating. It hurt horribly and it was humiliating, but despite that, her nipples were now hard and rubbing against the desk through her blouse because she was leaning over so far, and her pussy was actually starting to drip down her thighs. Even her voice was getting more and more excited with every sharp jolt of pain that racked her body.
She knew that behind her, the Headmaster's bulge was growing as he abused her. They both had some unexplainable desire for this, the beating and the violation... a kind of obsession with her ass. She just knew it was growing cherry red, almost glowing as he hit her harder and harder, in a kind of sexual frenzy that gripped them both.
"Fifty... fifty-one!" she cried out, sobbing it as she squirmed beneath the hard paddle. Oh god, she was so close to coming, and her ass was so sore, it hurt so much.
The Headmaster was panting behind her, looking at her swollen pussy and red ass, her tiny asshole that seemed to be begging for penetration. Hannah was obviously excited, her bottom swaying as though begging for more punishment. She wanted it... she loved it.
At sixty, her eyes were practically glazed from the painful pleasure, her closeness to completion.
Headmaster Charles couldn't stand it any longer, not her cracked voice or her reddened cheeks, or the way she thrust her buttocks out for more... Scrambling with his pants, he dropped them. Pushing into her vagina just once, he wetted his dick in her sopping juices and then pulled out and shoved into her tight schoolgirl ass.
Rutting her roughly, his hands dug into her tender asscheeks and she howled at the indignity, writhing beneath him. His groin slapping into her red, swollen bottom was another kind of spanking, and as he fucked her harder and harder, Hannah moaned in pleasured pain, her asscheeks burning and the inside of her ass cramping and spasming. It felt so good, so wonderfully complete to have his swollen dick ravaging her sore, punished bottom.
The Headmaster wasn't paying attention to her pleasure at all, he was just intent on spearing her tender asshole with his cock, his hands roughly squeezing her red buttocks, making her writhe in pain before him. They both knew that the pain only helped her on her way to pleasure. The discomfort and red jolts of hot pain would mingle inside her body, wrapping around a hidden pleasure, her own little dirty secret fetish, and bring her to heights of ecstasy that she couldn't otherwise achieve. As his hands squeezed hard, his dick shoving deep into her rectum, Hannah gasped and humped and started to come.
Howling and thrashing beneath him, she humped against him in her pleasure, rubbing her ravaged ass against his body as he sodomized her. Headmaster Charles couldn't take much of her slutty ways, or her tight gripping ass, and he grunted as he buried his cock into her tightest hole, feeling it ripple around him and clench hard in her orgasm. He began to fill her ass with his cum. They howled together in mutual release, her bottom clenched so hard around his pulsing dick that they might as well have been attached there.
Panting heavily, Hannah lay on his desk as he collapsed on top of her, eliciting a moan of pain as his body fell onto her poor abused buttocks and his dick lodged itself even more firmly into her ass. A few last spurts of cum squirted out as he twitched inside of her and then everything was still.
The Headmaster pulled out and dismissed her. The young woman left his office with cum dripping out of her violated asshole, ignoring the smirking secretary's expression as she observed Hannah's peculiar walk. She couldn't sit down for the rest of the day, but really, that made it a very good day in Hannah’s book.
She was so sore that she wasn't sure she'd be able to make it back the next day... but since this was her last year, there was very limited time. Besides, she mused, if she did come back tomorrow, her ass already tender, it would probably just be even better than before...
To Spank A Schoolgirl
Professor Daren was sweating. Karla had come to class dressed completely inappropriately again, and he was having the worst time trying to hide the tent in his pants.
In the second row back, the flirty redhead was leaning forward, as if completely interested in everything he was saying. Really, however, the curvy college freshman was giving him a great view down her button-up shirt... under which she was wearing nothing, as he could attest to. He wondered if she'd given her high school teachers this much trouble or if it was just him. A younger professor, Daren was about thirty-five years old, six-foot-one with short brown hair. Attractive and very young for his position, his classes on abnormal psychology were a favorite for females. Especially now when the topic had moved into sexual abnormalities and fetishes. When he'd first taken the position he hadn't realized how full of females his classes could get. He tended to try to get through this section as quickly as possible, not wanting to discuss sexual fetishes too deeply in class. For as much as he knew he had to hide it, he had his own fetish... probably part of the reason he'd become a professor rather than a teacher.
He was entranced with the schoolgirl image, the Catholic schoolgirl gone wrong and needing a spanking. For years he'd been picturing himself having to administer punishment to some nubile young girl, turning her ass red with a paddle. Just thinking about it made him hard. He was already at full mast just from looking down Karla's shirt at her perky, round, pale white breasts. Gorgeous things that they were.
Fortunately, he'd been doing these lectures for long enough that his mouth could run on the familiar words without his brain being behind it. Otherwise he'd probably be in front of this class just stuttering like a fool. He'd had brazen girls in his classes before, wanting to ask him out for a date, trying to do "extra credit", but none were as forward as Karla. Every day it was something different, a short skirt that would lift up to reveal a pale ass—perfect for spanking—as she bent over to pick something up on her way up the stairs to a lecture seat in the back, low-cut shirts that made the most of her considerable cleavage. One day she'd stopped by his podium on her way out of the class and managed to brush her hand against his crotch. She knew she got him hard, it'd been right there for her to feel it. Rather than curbing her behavior, however, she'd gotten worse after that incident.
After the class was over, he wondered how he was going to last with such a little tease for the rest of the semester.
On Wednesday he couldn't believe it. Not only did Karla come in with the shortest pleated plaid skirt he'd ever seen, and the tightest button-up shirt—with the top three buttons unbuttoned—but she had gone up all the stairs to the back row. No one ever sat in the last two rows in his classroom, but that wasn'twhat really had his pants tenting. On her way up there, she'd "dropped" something and bent over to pick it up, flashing her pink pussy at him along with her asscheeks. She wasn't even wearing a thong, like she had last time. Red hair in pigtails, she looked like a true Catholic schoolgirl. He wasn’t sure how a college student could pull that off, but she did. It felt like his dick was going to explode out of his pants.
Somehow, he got the fortitude to get the lecture going, and while visions of Karla being spanked in that outfit danced in his head, he continued with the lesson, gripping the edges of his podium for support.
As soon as he finished the lecture he retreated to his desk, letting the students file out while he sat and looked in his drawers, anything but to have to look at them. Karla had tried him to his utmost. He'd actually seen the little minx pinching her own nipples while she looked at him from the back row, and she'd kept her legs open the entire lesson, letting him look at her juicy pink pussy. It was completely unprofessional to be thinking of a student this way, but all he'd been able to think about was her perfect body in that little schoolgirl outfit... and those damn pigtails...
"Professor?"
Dear God. She was standing next to his desk, one hand on her hip, looking at him with these big innocent eyes like she hadn't been spreading her legs for him to see all the past hour. "Professor? I have a problem."
He cleared his throat, "Yes... uh... Karla?"
She smiled at him, mischievously, and went to close the door.
"It's kinda private, if you don't mind."
He nodded, not trusting his voice at this point. After the door was shut, she turned and advanced on him, his fantasy in mary janes. "You see, we've been talking about sexual abnormalitiesand all... and I think I have a fetish and I'm not really sure what to do about it..."
