Anna and Jason: A Tale of Love and Trouble
This story has a bit more of an edgy twist than some of my past tales. It all sprouted from a conversation I had with an internet pal. His handle inspired one of the characters in another narrative, so if you remember seeing the name Jason Clay in a prior story, no, they're not the same individual - their identities differ.
Now, it's important to clarify that Jason and I engage in these fantasy interactions through our online game; it's not a reflection of our authentic personalities (at least not for me - I've never had a discussion with Jason about his real-life character).
As with my warning in previous stories, this piece contains explicit content pertaining to rough sex. If that's not your cup of tea, consider stepping away. Additionally, if you do choose to persist, remember to maintain your discretion since these are fantasies.
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Anna found herself in a frenzy as she neared Jason's apartment. She knew it was wrong to go through with this, yet she couldn't stop herself. Since meeting Jason at a gathering, he had been under her spell. He had a knack for pushing her boundaries, making her side with society's prohibitions.
Jason wasn't the first man Anna had been with sexually, nor was he her first African encounter. But he was the first to dismantle the thin veneer of a well-behaved girl she tried to present to the world. He tore through her facade, transforming her into a sex-hungry seductress, craving his validation.
Indeed, few would have predicted the innocent-looking 19-year-old blonde with perfect grades could spout the things she said with Jason, or that she would implore him for the acts she begged him to perform on her. To fully grasp his influence on her, one would have to rewind to their initial encounter.
It all began when she and a few friends attended a soiree at a college dorm. Although younger than most others in attendance, they were warmly welcomed. However, the liberal consumption of alcohol prompted intoxication for many guests. Though most were getting smashed, Anna remained abstinent. She disliked the way alcohol affected her, stirring her inner slut.
Anna was adamant about concealing her deviant side; when alone, she expressed her most heinous sexual desires to the age-diverse men she met in the online realm – thanks to Yareel and Kik. Although she knew her image could be marred by this, she couldn't hide her perversions when intoxicated and in "slut mode," as she called it.
But Jason was a completely different story. From his early thirties to his expert prowess, Anna was mesmerized. When he gazed upon her at the party, her senses focused exclusively on him. Her friend, however, urged her to explore further, and they breached a private room a short time later. Almost an hour passed before he ambled forth, their eyes meeting once more.
With a smile directed at Scruffy, Anna was entranced.
"Hey there, Gorgeous," Jason beamed. "My name is Jason. Pleasure meeting you again."
"Uh...mmm...I am A-a-a-anna..." Anna stammered.
"I was about to leave, but seeing you made me reconsider staying alone. Care to join me at my place?"
Anna shouldn't have accepted an invitation from a stranger, but she could only nod her consent to his question after they left the party and saw an awaiting Uber.
"I'm not actually a college student," Jason added before the car departed. "I was merely invited to the party due to a friend's request. How old are you?"
"I'm 19 and will be starting here next year."
"Nineteen is prime age," he mused. "So you followed me just now... what made you decide to come with an old guy like me?"
"I have no idea... you have the power to reveal my innermost self?"
When we reach my apartment, you'll understand. Have you ever been with an elderly black man?
No, not the elderly type.
Who was he?
A fellow student at a party.
Jason smirked and wrapped his arm around Anna, then leaned in for a kiss. Her lips met his, and she melted in his arms. He then placed his hands on her bottom while Anna's hand roamed from his chest to his lower abdomen. As she felt the size of his cock, she could only gasp and look up at his face. He looked satisfied, knowing why she responded the way she did.
We made it to his apartment building, then walked inside. He led her into his spacious apartment and immediately pulled her top over her head. His fingers caressed her bra, which followed soon after. Jason lightly squeezed her large breasts, commenting on their beauty.
"Good-sized boobs, Anna. Something to be proud of!"
"Thank you, Jason."
Minutes later, she had removed her jeans. He then carried her to the living room, where he sat down with Anna on his lap. Her wet, horny self rode his hips as her thong and his jeans sat between their groins.
"What do you desire?" he asked.
"You," she responded.
"Do you do this with any guy, just hours after you meet them?"
"No, just you."
"Then why me?"
"I get turned on by you immensely."
"So I turn on the slut within you," he concluded.
"Mhmmmm..." she moaned, finding herself nearly ready to orgasm.
"Do you really want this?"
"I want to suck and fuck you!"
Jason was surprised by her directness.
"Do you do that with every guy?"
"No," she answered honestly.
"So why me?"
"You excite me more than anyone," she confessed.
"Seems I'm awakening slutty behavior within you," he mused.
Together, they made their way down the hall toward Jason's bedroom. There, he helped her remove her jeans and underwear, then guided her on top of him.
"What do you want us to do?" Anna asked.
"What do you want, Anna?"
"I want to suck and fuck you!"
"I thought you said you'd never done this before," he teased.
"I don't mean sex."
"Okay, well I like to dictate how the encounter proceeds."
"Then tell me what to do, Master."
Thrilled by her submission, he instructed her to get down and suck his cock. Her hands trembled as she stripped him of his jeans and boxers. Despite being familiar with his massive cock, the sight of it inches away from her face was still shocking.
"Take my cock in your mouth, whore."
She struggled to get his member entirely into her mouth, swallowing it while she gagged.
"Fuck, you're so good at this, Anna. I might keep you as my toy if you continue this."
Her reaction to his words confirmed his suspicions. Anna, an ordinary person, had an intense desire for submission and domination. Jason thought it best he not break her spirit.
After some time, he had her sucking on his balls. Her inexperience hindered her ability to take his entire scrotum in, so she chose to slowly lick each ball. The sweat and saliva he left behind added to the fetishistic appeal of these act.
"Your ass better be as good as your mouth and pussy."
Wanting to give him the best oral sex possible, she obeyed. She moved down to his feet to begin her mission of getting his entire ass inside her mouth. She licked him from head to toe, following up with a combination of sucking and slurping.
"That's enough. Turn around and open your mouth."
Anna complied, limiting herself to her words. She opened wide, offering more than ample space for his balls.
"Swallow."
Saliva gushed into her mouth from his balls. She swallowed without protest.
"Now, are you ready for fucking?"
"Yes, Sir."
He commanded her to get into a doggy position on the bed. She obeyed, and he removed his pants.
"Get on all fours. You're a filthy little slut who wears thongs. It's the only proper underwear, understand?"
"Yes, Sir."
Jason got undressed, then laid her on all fours. Next, he pulled back her thong. He admired her dark, wet cunt, ready to be dominated.
"Good girl. On your knees, doggy style is what you'll get."
Anna got back on all fours, her cunt dripping wet and ready to be used. Though difficult, he gradually worked his cock into her cunt.
"Oh God, yes!" she screamed.
Her distress peaks when, despite having felt his colossal penis, its mere inches from her mouth stunned her. As he pulled her head to his, Jason stopped Teasingly demanding, "Say ahhhh!"
She complied.
"Now, I'll fuck you like the doggy cunt you are."
Then, his massive member slipped into her hot, moist hole. He knew she craved rough, aggressive sex, and he would give it.
"I'll fuck you like I'm pounding the pussy of a two-bit whore. Are you ready for that?"
"Yes, Sir."
Pleased with her complete submission, he continued for quite a while, before pushing deep inside her and holding her down. "Go on!" he shouted. "Say it!"
"I'm yours," she whispered, excited as he began to fuck her anally with his full force.
Jason reached the finish line with just a couple of inches left. He planned to go at a brisk pace from the outset, but he realized he had to be gentle to avoid causing discomfort for both Anna and himself. Anna was experiencing intense pleasure as a huge, immensely powerful intrusion invaded her damp pussy. She would now be inclined to do anything Jason instructed just for the euphoria of having him fill her cunt with his penis.
"Enjoying yourself?" Jason inquired, knowing the answer.
"Oh, yes, Mr. Clay!"
"Then bark like the little nympho you are!"
"Woof woof woof!" Anna started to bark.
"I can't hear you slut!"
"Woof woof woof woof woof woof oooohhhh ahhh ahhhhhhhhh!" Anna yelled out triumphantly, having just experienced the most intense orgasm of her life.
"Did I say you could cum you cum dumpster?"
"Oh my, so sorry, Mr. Clay, I just couldn't help it."
"Bad bad slut!" Jason declared as he slapped her rear end.
"Please...ooohh... I am sorry!"
"Get your head down cock sucker!"
Anna meekly complied, and as soon as she lowered her head, Jason placed his foot on her face.
"Kiss my foot and ask for forgiveness, you shitty crop," Jason said, alluding to her.
"Mmmmmm yesss moan slut I am so sorry Mr. Clay for cumming without permission!"
"That's right you pussy whore, your function is to fulfill me, isn't it?"
"Yesssss, Mr. Clay!"
Having issued that, he suddenly pulled out.
"Since you confessed to that, I'm gonna fuck your ass in my bed. Crawl to it on all fours!"
Anna had never before embarked on any anal play and had only ever fingered herself once. Jason's penis was not beginner-friendly either, but Anna knew she was obliged to comply. While en route to his bedroom, Jason had some fun using his belt to spank her buttocks. The pain greatly heightened Anna's debased craving, and Jason was keenly aware of it. She crept onto the bed and took her position to receive her maiden anal sex.
"A girl like you should have her hole ruined in all three channels, just in case she has to permanently forfeit her sphincter!"
"Yes, Mr. Clay, please fuck this worthless cunt in her virgin asshole!"
"Virgin asshole? Hmm, didn't figure myself to be that special to a chick who follows a stranger home so readily," Jason retorted.
"I've never done anything like this...or met a guy so... proficient at dragging me down right into a depraved cunt like me," Anna replied.
"So?"
"So... able to replicate me into the slut, whore, trollop you've turned me into!" Anna said, conceding.
"Mmmm...right...with me you are only three holes with a pulse, am I correct?"
"Yesssss..."
"And from now on, I'm your master don't I?"
"Yeesss..."
"Then consent to my raping your last gaping hole you cock-craving slut!"
Following his command, Jason fetched some lube and aided Anna with some preliminary anal penetration using his fingers. He then aligned his cock for entry. As he pressed his shaft into her, he asked for Anna's fingers to clean the lubricant off his fingers. Without hesitation, she obeyed in anticipation of his penis. Amidst doing so, Jason slowly but surely thrust more and more of his penis into her.
"Oohhhhg...aaaahhhh...it's tooooooo huge!" Anna exclaimed.
"Budge up to it. You'll adapt to it slut!" Jason explained patiently.
Anna struggled to adapt to the sensations, but her mind was now completely absorbed in her wantonness and she couldn't care less. She wedged her face into the pillow and prayed he was right.
It took time for her to adapt to the penetration, but eventually, the pain faded and the pleasure gained the upper hand.
"Are you ready to be used in every orifice, Anna?"
"Fuuccck yessss! Fill my ass with your sizable cum, Mr. Clay!"
Scarcely a minute after she begged for his release, he did so, ejaculating deep into Anna's buttocks.
"Remain immobile, and don't let a drop of cum escape. I'll fetch a cup so you can drink it!"
Anna had difficulty not discharging anything as she had been so extensively stretched in her anus. When Jason returned, a small amount had escaped, and he smacked her buttocks for non-compliance. However, he was still able to retrieve the leaked cum, and directed Anna to push out the remaining cum. With some noisy sounds, it was expelled, and then delivered to his glass.
"Drink it!" Jason instructed.
Anna hesitated slightly as she looked up at him before consuming the cum. However, she complied without further resistance and devoured his emission.
"Now suck my cock clean!" Jason commanded, still relishing her blowjob.
"Umm... I know I shouldn't do this...but I loved it. All that degradation just made it better." Anna whispered as she briefly let the dick slip out of her mouth.
"Oh, glad you liked it. I usually don't do it this rough the first time, but you were so into it, I couldn't help myself."
"I hope you want to fuck me again, Mr. Clay," Anna said sultrily.
"Oh yeah, I plan to use as much as you can take it, and make it even more kinky if you think you can handle it."
"I'm ready to do anything you ask, Mr. Clay."
"Hmm...be careful what you promise before you know what I can do to you."
"Can I stay the night?" Anna inquired, hoping for more, despite how her ass was feeling.
"Sure, if you'll let me use you more."
"Of course, Mr. Clay!"
As Anna peeked at her phone, she noticed that over an hour had passed since they arrived at Jason's apartment, and that her friends had sent a few messages wondering where she was. She sent a couple of reassuring messages that she was safe and well, then snuggled up to Jason.
They were both sweating due to the fucking, so Jason led her to the shower. She, of course, walked on all fours, and Jason used his belt as a makeshift leash and collar. In the shower, he made Anna clean him off, and shortly after, he led her to the bed.
"Worship my balls as I watch some white sluts getting fucked on my phone," Jason said.
Soon, moans could be heard from his phone as Jason watched some hardcore porn while Anna cleaned his balls with her tongue. Jason's big dick hung out near her face, giving her butterflies in her stomach.
"Suck my dick now," Jason commanded calmly.
Anna began sucking as much of the black dick as she could. A gentle tap from Jason's hand made her go even deeper and gag on it.
"You want it in your stinky snatch?"
"Yes, let me ride you, Mr. Clay," Anna begged desperately.
"Let me record a video of you sucking my dick and confess to it first, and I'll let you have it."
Anna knew it was a bad idea, she knew it could be used for all sorts of bad things, and she knew she couldn't help but agree to do it. A quick nod from Anna, and she could see that the camera was turned on as Jason started recording.
"What's your name?" Jason asked.
Looking into the camera, Anna removed the dick from her mouth.
"I'm Anna, and I want to suck Mr. Clay's huge dick and balls, worship his ass with my tongue...and I want to be his complete slut to do anything he wants!"
Anna did as she said, going further down and giving Jason's ass big, wet kisses on his cheeks.
"Tell me who you are and what you want slut!" Jason ordered as he started recording.
Anna nodded and continued to suck on Jason's cock.
"My name is Anna, and I want to suck Mr. Clay's enormous dick and balls, worship his ass with my tongue...and I want to be his complete slut to do anything he wants!"
Jason quickly stopped recording and put his phone down. He guided Anna onto his cock and she sank down on it, riding him up and down with eagerness. The way she moved, combined with how his cock worked in her cunt, made it so she was close to orgasm.
"Can I cum, Mr. Clay?" she asked, desperate for release.
"Choke yourself while you do it and you can cum," Jason instructed.
Anna did as he said, turning her face red, and Jason took advantage of the opportunity to slap her big boobs with his hands. What pushed her over the edge and made her squirt pussy juice was when he twisted her nipples with his fingers.
Her whole body shook, and for the first time in her life, Anna squirted pussy juice as she came harder than she ever had before. Collapsing on Jason's chest, she took deep breaths, too worn out to do anything more. Jason, however, was not satisfied and flipped her onto her belly.
Spooning each other, he continued to fuck her cunt while Anna lay in post-orgasmic bliss, and soon, she was close to orgasm number two.
"I can see you're getting close again. Cum, you dirty slut, as you confess who owns you," Jason said.
"Uhhh...FUUUCCCK...YOU OWN ME! YOU OWN MY BODY, MY HOLES! I'LL DO ANYTHING FOR YOU!" Anna shouted as she came again.
Jason was not done yet, and flipped her to her side. They both spooned each other, and he continued to fuck her, filling her with pleasure.
"I'm going to shoot my cum deep inside you, any problems with that?" he asked.
"No, fill me up!" Anna pleaded.
Luckily, she was on the pill, or she would've had no way of stopping his idea. With a couple of final thrusts, Jason reached the deepest part of her cunt and deposited a massive amount of cum directly to the opening of Anna's womb. If there were any malfunctions in the pill, this would result in an unwanted pregnancy. As she felt the cum filling her up, Anna came for the third time.
Exhausted, Anna just lay there with Jason's arm around her, feeling secure and satisfied like never before. Eventually, she fell asleep.
One morning, when she opened her eyes, Jason was still embracing her. She could feel the gentleness of his member laying in between her thighs. With a mischievous smile on her face, she detached herself from Jason's hug and meandered down the hallway. Engulfed in her lust, she took his cock and began to suck it, savoring her pussy's juices and his sperm on it. Her blowjob transformed it into a taut stick, and his palm on her head signified that he too had arisen.
"Guess there's a thirsty tramp over here, huh?"
"Yep, I crave your genitals and your sperm within me!"
He handed her a tube of lubricant.
"Prepare your backside and I'll screw your backside before you depart."
Anna followed his orders, cherishing how he dealt with her exactly how she longed. In just a few minutes, she mounted him, sliding his slick dick into her still inflamed anal entrance.
"Ooooooohhhhhh..." she moaned as she descended onto his slippery rod.
In contrast to yesterday, there was no pain this time, just a pleasant sense of being complete. She engaged her hand on her twat and succumbed to the pleasurable sensation of riding Jason so much that she was nearing the edge of her first climax of the morning.
"Please.. Let me climax?" Anna asked like the bawdy whore she was.
"Inform me what you're doing to climax and you can!"
"I'm climaxing with your substantial, thick penis up my asshole."
"Then climax whore!"
As soon as he granted her permission, she cumulated, but rather than halting her movements, she sped up and only focused on delivering maximum pleasure to her new black owner. As she did this, she realized she would do anything for him and his enchanting penis.
"Now, it seems you'd enjoy feeling my cum in your asshole again."
"Yes." Anna whispered, apprehensive that she'd lose access to Jason.
"Want to top ten and be used by me? You might need to comply with a few more demands."
"I'll do whatever you want."
"You'll allow me to urinate into your backside?"
His request sounded so depraved...so scandalous...so humiliating...so incredibly exciting.
"Yes." Anna whispered, her face flushing.
"I heard that."
Together, they proceeded to the kitchen. Jason strode along while Anna crawled on all fours with semen oozing from her abused backside. He got out a funnel and plugged it into her backside. He let go after a while, and Anna felt urine flow through her backside. The feeling was unusual, but it was entirely overpowered by the leakiness of how lewd the act was.
Later on, Jason Sheathed an anal plug within her.
"Don't extract this out until you've left. I want a video of you removing the plug and discharging my urine."
"Yes, Mr. Clay!"
"Also, you won't wear your thong in the usual manner."
With that remark, he manipulated her used thong into her sodden vagina.
"Wear this thong at school the same way you're used to as a reminder of the nasty things you've done here."
Anna obeyed, not accustomed to the feeling of the plug but agitated by the prospect of wearing it under her jeans. Her journey back was eventful, the driver not talking much, and Anna preoccupied with the occurrences that happened last night.
When she got home, her parents were there, but due to their fondness for their innocent daughter, they supposed she'd spent the night at a friend's. Anna went to the restroom not far from her bedroom.
There she recorded her relief of the watery mixture of urine and spooge, though still outfitted with her thong inside her cunt.
"Nice white skank, next time I'll make you taste it."
Since she had fulfilled his demands, he told her she could visit him the following Friday and stick around for the weekend. "Lie to your parents and be ready to be used."
One week had passed, and Anna had stimulated herself even more than her usual routine, anticipating Friday. Dressed in a provocative mini-skirt and halter top, she ascended to his flat, determined to be debased like she desired.
This marked the start of a marvelous getaway!
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