Private Tutor - Subject: Anal Sex

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Oooh yessss, like that, please! Hurt meeeee.." she groaned, and then looked back with a smile. "Put it inside and stir my butt up, please... Fuck my booty until you cum."

He gave her two more loud spanks for good measure - right on top of one another - then followed her command. The tip of his cock pressed against her anus - slippery from her own juices, and lubed up nicely by his precum - as he grabbed her hips roughly to steady himself. With a slow, almost reverent movement, Jonathan's cock pushed against her tight entrance - struggling to make its way in. Her hole clenched around the head - muscles flexing around him, pulsating with a mind of its own. Thea kept eye contact the whole time, a mixture of pain and pleasure on his face.

"Should I be gentle at first? And shouldn't we get some lube?" Jonathan asked, but barely had time to finish his sentence before Thea was already shaking her head violently - her lusty gaze unblinking.

"Fuck my ass hard! No mercy! Please! I need to feel your dick inside of me!" she exclaimed, making Jonathan blush furiously. He was taken aback by how quickly and intensely she had turned so naughty, but he couldn't deny the growing sensation of excitement within himself - arousal that made his cock swell even more, throbbing with an intense ache. His grip tightened around Thea's waist, and he shoved his cock into her ass until nearly the entire shaft was buried inside of her tight butthole. She was so soft and warm, the inside of her body hugging his cock like it was meant to fit there. She made a sound that was a mixture between a low moan and a whine, and then arched her back, sticking out her booty to meet his next thrust.

His hips began to move in slow, deep motions at first - grinding into her rear gently as he adjusted his position. With his cock buried inside of her warm ass, Jonathan reached around underneath her, rubbing her clit with his fingers, massaging her while his other hand pressed down on her lower back to keep her bent over. His member felt amazing inside her tight little hole, and her anal walls clenched around him with every motion - and he watched the stretched out, glistening entrance of Thea's asshole twitch and spasm. He took pride in the sight - having put her in that position, his own dick lodged deep inside her asshole, fucking her rough and hard. The sight only made him feel hornier. Only once in his life had he ever had anal sex before, and it felt like a treat now that he finally had the chance again.

"Make me take your big cock!" Thea cried out in a quivering voice. "Mess me up! Make me gape!" Her plump bottom made loud slapping sounds as he pounded into her, harder and faster, his strokes growing more determined. She was making the most beautiful noises, and she was squirming desperately under his grip. He pulled out, to look at the shape of her stretched-out anus - and she cast an almost loving glance backwards, and reached back with her hands to grab onto her ass cheeks. She pulled them apart to reveal her hole - twitching a little bit - the biggest grin on her face. "Look how bad you're messing me up!" she exclaimed, pride in her tone. "You're wrecking my little butthole, mister teacher!"

It was hard to not let the raw lust overtake his senses and cum almost instantly, but Jonathan wanted to make it last. He pushed Thea down onto the bedding - laying flat on her stomach - and then climbed on top of her. He positioned his member to enter again, holding her down while she moaned a soft "Yesss...", and then he rammed into her - roughly and aggressively, as if she were his to take - ploughing her tight hole with deep, powerful thrusts. His fingers grabbed a hold of her hair, twisting and pulling slightly, causing her to groan with approval - the feeling of his cock pistoning in and out of her butt only growing more intense as her rectum clenched around him, her arousal clear as day on her face. Her breathing grew laboured, and he noticed how her anus seemed to clench and pulse rhythmically against his shaft.

"Use me like a toy," she begged, her voice so thick with emotions that Jonathan thought she might be about to burst into tears. "Fuck me harder! You like my ass so much? Then you're going to destroy it!"

His lust reached its peak - unable to resist the temptation - and Jonathan found himself getting caught up in their shared fantasy as he ruthlessly pounded away at her asshole. He no longer cared about any of their inhibitions - every worry had been washed away by raw, carnal need, and Jonathan was too far gone to care anymore about the consequences. All he wanted was to cum, and give her what she asked for. Her muscles flexed and released around him - squeezing him tightly as she made the most delightful noises he had ever heard.

"Make me taste it," she pleaded suddenly - and for the first time there was a hint of reluctance in her voice, though it was overpowered by the sheer desperation. "Put it in my mouth!" Her pussy was absolutely soaked. "Make me taste my ass on your cock."

Jonathan could barely breathe, but somehow he managed to gather his thoughts - pulling out of Thea's ass - watching with awe as her asshole gaped open widely before closing again. His member glistening with both her anal juices and his precum, he stayed on his knees as Thea crawled around and moved to take position between his legs - laying down on her tummy, giving the head a small kiss, staring into his eyes, and then let her tongue lash out against his man-meat. She swirled it around his tip, taking it in her mouth - sucking softly, before releasing her hold and making a face. "It tastes so wrong..." she whined, but the look on her face was one of pure bliss - slurping it up eagerly, her warm lips sliding up and down his length. "I can taste my ass and it's just.. Weird..." she said, while keeping eye contact with him, smacking her lips as if it were delicious.

Jonathan was helpless - completely under her spell, and let his hands roam over her body - touching her hair, caressing her cheeks, feeling her skin beneath his fingertips Thea gave him no pause - despite how clearly exhausted she seemed to be. Her mouth popped off the tip, and she stared into his eyes. "You want me to do it again, don't you? You like making me taste my own ass on your big dick?" She looked eager, desperate even, and Jonathan could only nod. "You're such a bad teacher, I can't believe it." She held his gaze with her soft, large eyes - so different from the slightly shy girl she had seemed to be when he first met her - and began to turn around again, grabbing onto his shaft and steering it straight back into her asshole. Her saliva had made the entry smoother this time around, the lubricant easier to work with, and her ass accepted him with little resistance.

Jonathan couldn't believe how utterly shameless she was - and she fucked herself on his cock for several long seconds before pushing it in as deeply as possible, clenching herself up to the maximum, and rolling her hips - grinding against his crotch and enjoying his hard, throbbing length deep inside of her. She continued to stare at his face the whole time, and Jonathan stared right back at her, noticing how her lips were forming into a smile. "Tell me what you want," she said, almost tauntingly. "Tell me you want me to suck on it, and lick all my ass juice off your cock.. Tell me you want me to be a nasty girl, Mister teacher.."

Jonathan blushed. He found it incredibly hard to form any words - his senses overwhelmed by Thea's words and actions - but somehow he managed. "Suck my dick.." he mumbled, before adding: "..my dirty, little student.." His voice trailed off, and he gripped her hair with his hand - gently tugging on it as if it was a leash and he needed to spin her around.

She stared at his dirty cock with glee - a mixture of admiration and raw lust in her eyes. She closed her eyes while she swirled her tongue around it, making wet noises. "Fuck, it tastes sooo nasty.. But I love it." Her face was all smiles, and Jonathan found himself surprisingly turned on by the fact that this young girl was enjoying every second of this depraved act - taking pleasure in the perversion. She took him into her mouth, her cheeks bulging slightly as she slurped up her own anal juice - before pulling off again with an obscene popping sound, and gasping for breath. "From now on, you'll come over every weekend to teach me about sexual education. Your cock is going to ruin my asshole over and over again. I want it so bad, Sir."

Jonathan was nearing his climax, and he had to fight to resist. Thea must have noticed his struggle, because she chuckled. "Cum all over my face, Sir. Please. Make a mess of your little student. Make me yours..." She said, and then started jerking him with a vigour he couldn't quite handle. Her face was lit up with an almost ecstatic look of pure lust, her mouth slightly ajar and eyes half-closed and dreamy.

"Let me have it.." she whispered, as if knowing what was going through his mind, "cum all over my face. Cover me in your cum.."

He began thrusting into her hand with a desperation that bordered on violent, until suddenly he let out a deep groan - his legs twitching; and she aimed his cock at her face - splattering thick, hot ropes of cum onto her cheek, eyelashes, nose and forehead - covering Thea's face in a naughty sheen - his seed sticking to her skin. When his throes of passion died down, she winked at him, smiling. "Mister pervert teacher is done? Did you enjoy abusing me? Making me taste my ass?" She used her fingers to smear his spunk around her face, as if painting herself with it - then sucked on her fingers for good measure.

He stared at her - astonished by her choice of words, and her complete lack of inhibitions. It was clear that he had stepped over a line today - their relationship was clearly no longer professional, and the consequences could be potentially dire. He could lose his job, and be branded as a sexual fiend, taking advantage of a student whilst he held a position of power. But when he looked at her cum-covered face, so utterly gorgeous, and felt her soft hand wrap around his cock - milking him still - he found himself unable to care about the risks. And he wasn't the only one - as Thea's actions told - she seemed completely enraptured, her cheeks rosy, a big grin on her face - and Jonathan couldn't help but return her smile.

"Want me to finish you off with my tongue?" he suggested, but Thea looked almost offended at his words.

"I want to feel used," she replied quickly. "Don't spend even one second worrying about my pleasure - just use my holes any way you want.." She trailed of, then let her hand go, and got up off of the bed. "You can fuck my ass again whenever you want. Don't even ask. Just take it. You already made a mess out of it anyways..." She wiggled her round rear, before giggling a little bit, walking away towards the bathroom. "I think that's enough for today. Teach me a lot more next week, okay?" she grinned, looking backwards to make sure he saw how her booty wobbled with each step - then walked inside the bathroom, leaving Jonathan in stunned silence.

When he was alone, Jonathan took some time to contemplate what had happened - replaying events from mere moments ago over and over in his head - his mind feeling hazy, and his body still recovering from the intense pleasure that Thea had brought him. The contrast from their first encounter to what just took place left Jonathan at a loss for words. It felt so unreal that it didn't really sink in until he got up and put his clothes back on. After giving it some thought, he left his hoodie on her bed, figuring she might want to keep it. It smelled like him and her combined, he noticed - and the whole room had a slight scent of sweat in it.

He sat on her bed, fully dressed, until she returned from the bathroom - still shamelessly wearing nothing at all - a naughty smile on her face. "I looked in the mirror, and.. My butthole looks properly abused, I must say," she grinned as if this was excellent news. "Does that make you happy?" He nodded, assuming that is what she wanted from him - and her expression confirmed this clear as day. "That makes me soooo happy too. I hope it aches for a few days so I keep getting reminded of our time together." Her grin only grew wider. She took his hand in hers, giving it a kiss, then looked deep into his eyes. "See you next week?"

Jonathan smiled, and got up. "I'll prepare a mock oral exam."

--- THE END ---

Thank you for reading. Did you like the story? Kindly rate it, and maybe consider leaving a comment! If you didn't like it, please do let me know what I could do differently in the future.

12
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
10 Comments
Wh1mWh1m6 months ago

Im in love with anal only stories, this one was exceptional. thank you for posting it. Hope for it to be an anal only series :)

AnonymousAnonymous6 months ago

Fantastic! This should be a series!

AnonymousAnonymous6 months ago

Looking forward to the oral exam

ThurrensEdgeThurrensEdge6 months ago

I would like more for sure, this was such a turn on.

AnonymousAnonymous6 months ago

I really liked the story and anal being a favorite category of mine I feel like you make a great fantasy come to life. Keep it up and hopefully a follow up is coming where Thea is even nastier and gets used more.

Show More
Share this Story

Similar Stories

Anything I Want? A poker bet puts Jackie's tight ass in the pot.in Anal
Rim Fire Breaking the bro-code with best friend's little sister.in Anal
Outsourcing His shrewd wife taps ready young coed for booty duty.in Anal
I Bet You'll Like It His roommate is sweet, cute and she's into butt stuff...in Anal
Just the Tip He's too big for her tight backdoor, but just the tip...in Anal
More Stories