Jessica (Ch4) - First Time In Her Ass

by NiteWriter                                                                                                      (December 2004)


After a humiliating experience with her mother, Jessica finally submits her virgin ass to her mom's boyfriend. His black friend joins in and gets the blow job of his life.(anal, oral, rimming, inter)

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George, Jason and Jessica returned to her room. As soon as they entered and closed the door Jessica asked.

"Why?... Why did you make me do that?"

"Because I love watching you humiliate yourself with your mom," George quickly answered. "If she only knew?"

Jessica couldn't have agreed more with that answer. It was bad enough that she was naked with two men in her own house, but George kept scheming these perverted acts involving her mother. Everything that she had done in the past twenty-four hours was far beyond anything that she considered decent behavior. So yes, she was extremely embarrassed and humiliated performing in that manner.

Jessica lay back down on her bed. The dildo was still hanging from her asshole.

"So where did we leave off?" George asked grasping the dildo and fucking it in and out of her hole a few times. He was being cute. He knew that earlier he had Jessica at the point of begging for it. He had stuffed two fingers in her ass and now had just watched her insert the dildo. After that perverted display in her mother's room, he was so aroused that he wanted Jessica's gorgeous ass more than ever.

"So are you ready for something bigger in there?" George asked.

"Do you mean your cock?" Jessica asked.

"Yes, that's right." George answered expecting her to refuse. He wasn't quite sure if she was aroused enough like before.

"Yes. Do it to me. Put it in," Jessica responded.

Her answer surprised George. Obviously she was more aroused than he thought.

"So you really want it now?" He questioned.

"Yes, I do." Jessica quickly answered back.

"Then tell me exactly that. I want to here you say it." George was forcing her to ask for it. He wanted to hear Jessica begging to have his cock in her ass like a needy whore. It wasn't enough that he had this gorgeous brunette acting like a slut. He wanted to hear it too. He wanted to hear the filthy words flowing from her lips and begging for it.

"I want you in my ass," Jessica responded.

"You can do better than that." George replied.

Jessica was almost in tears. She wished he hadn't stopped playing with her earlier. His fingers sliding in and out of her rear end had felt so good before. Now she felt so defiled after what she had done with her mother. Yet with all that running through her mind, George was attempting to get her aroused like earlier.

"C'mon,...... say it, Jessica." George asked again removing the dildo and plunging three fingers deep into her ass. He started twisting them and digging into her rectum right up to his knuckles. Then he licked up either side of her crack.

"Ohhhhhhhhhhhhhh,.. My God...................." she groaned as her body instantly reacted.

It was such a different feeling having his fingers in her ass as opposed to that dildo. The movement of them wiggling around deep in her rectal cavity and feeling his tongue back there triggered an instant reaction. Her body seemed to jump back in time to where they were an hour ago.

"Ohh,... Ohhh,... Ohhh, my God,..." she groaned.

Finally in between her moans she begged. "Fuck me in the ass. I want your big cock in my asshole. Please!!!........ Please."

George withdrew his fingers from her bottom and then straddled it. This is what he had been waiting for. He placed his cock right at the tiny entrance to her backdoor. George could actually feel the heat of her body on his cockhead.

"Come on George," she pleaded in desperation now that she really did want something bigger in her ass. "Fuck me... Fuck my asshole. Shove it all the way in."

George pushed and his cockhead slipped in easily. He continued penetrating Jessica's cute bottom, until his hard shaft was fully planted inside. George was actually surprised that he was able to enter so quickly. He had thought that her virgin behind would surely offer some resistance. But instead, Jessica's asshole literally gobbled his cock, swallowing every inch.

"You wanted this real bad, didn't you?" George asked.

"Oh God, yes....yes," she panted back actually craving what he was doing to her.

George's cock was rock hard and he could feel the extreme heat of her hot anal chute as he penetrated. It felt as if her ass were on fire. She must have really wanted a cock back there badly he thought.

George started fucking. His cock slid in and out of her asshole so easily too. Her anal hole swallowed his shaft over and over, taking him deep into her rectum. Jessica was softly moaning to herself. She couldn't believe how good it felt and the harder he fucked the more aroused she was becoming. It was only hours earlier that she having difficulty understanding why her mother allowed her ass to be used so brutally. Now she knew. It was amazing. She was so turned on. George somehow had tapped into a dark dirty hidden lust that she didn't know was there.

"Oh, Jessica,.... your ass feels so good," George groaned. "You're so tight, your asshole is so tight."

He fucked her puckered back hole harder and harder, until he was literally ramming it in and his balls were slapped against her asscheeks. Jessica was moaning louder, as he repeatedly drove in and out of her bottom.

Jessica was losing control. As much as she hated George for what he was doing to her, her nasty desires within had taken over. The humiliating thoughts of being blackmailed by her mother's boyfriend to perform obscene sex acts were fading away. Now Jessica was consumed purely with satisfying her lust and above all, her need to cum.

"Oh My God,..." Jessica moaned as quietly as she could. "Fuck my asshole... It's so....good,... It's so.....good......."

George rammed her ass harder and she groaned louder.

"Don't stop..... That's it.... Fuck it... Fuck it..."

"Not too loud, Jessica," George reprimanded. "Don't wake your mother."

Jessica imagined what might happen if her mother walked in and saw her boyfriend stuffing her ass. That certainly wouldn't be too pleasant. But she knew that wouldn't happen though. Her mother was tied to the bed in her room. The worst would be a lot of questions in the morning if Jenny heard screams coming from Jessica's room.

George's cock continued in and out of the depths of Jessica's rectum. Even though her anal ring had a tight grip, it didn't stop him from entering and re-entering her rear end. Jessica just lay there and took it while shrieking into the pillow to muffle her sounds. George was enjoying himself immensely too, since Jessica was so much tighter than her mother.

Jessica's moaning became endless, continuing non-stop as the pleasurable feeling of George's cock reaming her asshole rippled through her body.

"Fuck me harder..., "Jessica bellowed out in a loud whisper. Despite George's concern, she was getting loud again. Jason, who had been watching this scene develop, got up and covered her mouth with his hand to muffle her cries.

Jessica couldn't help herself. She kept begging for more. "Deeper.... Fuck me, deeper..."

George was now slamming his cock through her hole, humping her rear end harder than he had ever done any girl.

"Ohhhhhhhhhhhh.....Ahhhhhhhhhhhhhhhh!!!!!!!!...., Jessica groaned.
"Ohhhhhh...... Fuck me harder."

Jessica was begging over and over for more cock in her ass as quietly as she could, but she desperately wanted to scream out her feelings. Holding back only seemed to intensify the lustful craving she had for his hard cock. And as strange as it seemed, only hours earlier she thought anal fucking was disgusting. Those thoughts were completely gone now.

"C'mon George,... Fuck me!!.. Fuck me!!...," she cried.

She developed a nearly animalistic rage, pleading with George to fuck harder and deeper into her ass. Since she couldn't express her emotions vocally enough, she started pushing backwards with her butt trying for deeper penetration.

Jason, who still had one hand over her mouth and stroking his massive black cock with the other, desperately wanted to join in. This once cute, innocent, little Jessica was acting more like a whore with every second that went by.

She had now positioned herself on her knees with her ass up higher. George was really able slam fuck his cock hard now. He was reaming her hole with long deep jabs up her anal chute.

Jason managed to slip underneath her chest, as she knelt there taking the anal pounding. His huge stiff black cock was standing straight up. Jessica instantly opened her mouth as wide as she could and went down on him. She was so aroused by George's assfucking that she forced Jason's thick black meat into her throat and buried her face in his groin. She choked and gagged on his mammoth tool. It felt like her throat might split open. Then she backed off sucking in air and spitting up saliva all over his shiny black shaft. "Oh God,... Oh My God,... she gasped. "It's so big."

For some reason she loved stuffing her mouth this time. She didn't care that she choked on it. She was a slut trying to satisfy a need that she had never experienced before.

She deepthroated his monster black shaft again. She gagged on it as before and drool began flowing from the corners of her mouth. Her eyes were tearing. Since she couldn't scream out in pleasure, stuffing her throat with a black man's giant cock seemed almost enough to satisfy the incredible lust to be a filthy little asswhore and slut for George.

Jessica was moaning and crying out insanely from the anal pleasure of George's cock continually penetrating her ass. She had become a lust filled whore begging for it. And now, sucking his friend's hard meat down her throat just seemed so satisfying.

"You really love it in the ass, don't you?" George asked.

"Yesss........ Oh, yes... yes..." She replied panting and literally relishing the pounding he was giving her.

"You're a nasty girl,... aren't you?" George quietly whispered. His face was next to hers, as he hunched over her kneeling body and watched her swallowing his buddy's cock. "You're a fuckin' little whore Jessica!"

"Yesssssss.........Yessssssssss." She whimpered out with her mouth full.

"How's that cock feel deep in your ass?" George demanded another answer while kissing the side of her face.

"Oh, God it's so good," Jessica answered after backing off his friend's shaft. "Fuck me,.... fuck me,.... fuck my asshole." Then she stuffed her mouth again gagging as it went down.

"She's a hungry little bitch," Jason groaned. "I love the way she chokes me down her throat."

George couldn't believe it either. She had such a hard time sucking cock earlier today. Now she was gulping his friend's hard piece of black cockmeat down her throat. She was gagging on it, choking on it, and spitting up profusely, but she kept doing it. Between breaths she was even licking Jason's black balls and sucking them into her mouth.

Both George and Jason were astounded at the way she was acting like such a dirty slut. They couldn't have asked for more, especially Jason. After Jessica had thoroughly cleaned his balls, she was breathing heavily and panting like a bitch in heat. But that didn't stop her. She obviously needed more. So she pushed Jason's legs up and buried her face in his black ass. An hour earlier if George had told her to lick a black man's butthole, she would have outright refused. Now she was doing it on her own. She had her lips buried between his asscheeks and running her face up and down his hairy crack. She was slurping away at his smelly black asshole and from her comments, obviously enjoying it. "Mmmmmmm,... Mmmmmmm,... it's so dirty... Mmmmm,... it's good,.... I'll clean it,... I'll clean your filthy black ass."

Jason was beside himself. He couldn't believe this was happening. He had a beautiful teenage white girl scouring his shithole. "Oh Fuck!!!... Fuck!!!.... What a filthy bitch," he moaned.

George was amazed at what she was doing too. He hadn't expected her to turn into such a willing slut so quickly. What a change from what she was earlier.

"Do you want me to keep fucking your ass, you dirty whore?" George yelled to her.

"Oh God, Yessss.... Yessss..... Don't stop." She begged.

She backed away from her ass eating frenzy and, "Arrgghhhhh,..." the gagging sound filled the room again, as she engulfed and backed off Jason's cock once more.

"Fuck me.....fuck me.....oh please....... treat me like a dirty whore," she groaned out.

She was panting and gasping the words out. She was overwhelmed with these cocks and wanted more. She acted like she didn't want this assfucking to end.

"Do you want our cum in your mouth,....... like a nasty little cum-eating whore?" George asked. "And swallow our hot creamy loads?"

"Yessssss..... Yesssssss,..." Jessica groaned with Jason's cock still in her mouth. Her lust had made her willing to do anything. She cried out uncontrollably and actually demanded it.

"Let me eat it..... Cum in my mouth... Both of you... I want your hot cum in my mouth."

"Are you gonna suck the taste of your ass off my cock too?" George asked still ramming her butthole hard and deep.

"Ohhhhhhh, yesss.... Let me taste it,..." Jessica quickly answered as if she were an anal whore all her life. "I want to taste it."

Jessica was losing further control of her body and any rational thought. She cried and begged.

"Oh, Yess... It's so good,... FUCK ME!!!!.... FUCK ME!!!!
Fuck my ass,..... and cum in my mouth."

George knew she was close to an orgasm. She was responding like a cum hungry whore, despite the fact that he knew this respectable young college girl was hardly that. Nonetheless, she was well on her way to becoming one.

George was nearly ready to shoot his load. He gave a couple long deep strokes into Jessica's ass. Each time he thrust in, she let out a loud moan. Then with a final deep entry of his rock hard cock, he felt her asshole tighten around it. This was it. He pushed as deep and hard as he could, while holding around her waist. Both men knew that she was seconds away from an orgasm of which they figured would be the most intense that this sweet little girl ever experienced.

At the same time Jason held Jessica's head between his legs, keeping his thick cockmeat stuffed inside her throat. Seconds later, "Arrrrrrggggggggghhhhhhhhaaaaarrrrrrrggggggg...." she began gagging profusely around his cock trying to suck in some air.

Jessica's orgasm began rippling through her like none she had ever felt before. Her body almost seemed out of control the way she was shaking, shuddering, and trembling with pleasure. She pulled away from Jason's cock groaning like a depraved slut. "Oh my God,... Oh my God,... Ahhhhhh, ... Ahhhhhh,... Oh God,... Yessss,... Yessss,.... Then she jammed Jason's huge black cock down her throat again, as if the only way to satisfy her filthy needs was to have his engorged piece of hot fuckmeat buried in her throat. "Aaaaarrrrrrggggggggggghhhhhhhhhhhhhhhhhhhh,........... She choked again, but only more severe this time. Spit and drool began spewing from around his cock. She gagged repeatedly as her throat heaved around his shaft, "Argh,... Argh,... Argh,..." but she was unwilling to back off until her orgasm began subsiding.

The extreme tightness of her sphincter and this incredible deepthroating display was more than George could take too. His cock was ready to explode. He quickly pulled out.

Jessica immediately pulled off Jason's hard shaft. She gasped for a breath and at the same time turned toward George to meet his bursting hot cock. "Give it me," she groaned in almost desperation, as if she might miss out on his hot load. Then without hesitating whatsoever, she engulfed his filthy shit-smelling cock into her mouth. She didn't care at all that it had been in her ass for the past half hour. "Mmmmmmmm,... mmmmmmmm," she groaned, sucking hungrily on his slime covered meat like a greedy whore.

Almost immediately George's cock began throbbing and throbbing, flooding her mouth with his hot thick sperm. She looked up staring into his eyes as he filled her mouth. His orgasm seemed endless too, as he watched her beautiful face and those gorgeous sweet lips wrapped around his cock taking his hot cream.

A few drops of white spunk seeped out of the corners of her mouth. She quickly licked her lips and George could see the massive load that he had just pumped into her.

Finally, she pulled from his drained cock. Still looking at George she smiled and swallowed his cum.

Jason was jerking his giant tool in front of her face. Jessica didn't waste any time and went down on him like she did before. She swallowed his shaft completely, gagging in the process, and began pumping her own throat up and down on his hard black cock until she made him cum.

"Oh, Fuck.... Fuck...," Jason yelled out. "This bitch is amazing."

Only a moment later Jason began spurting into Jessica's throat. The hot thick cream choked her even more and resulted in her quickly backing away. Cum shot into her face as his cock passed through her lips. She gasped, "Cum... give it to me...," and she grabbed his throbbing meat to her lips to suck the rest out.

Roughly ten minutes after this amazing and unexpected night with Jessica, George went to Jenny's bedroom. His friend Jason left. It was amazing that Jenny didn't wake up from all the noise.

The next morning George, Jenny, and Jessica were up at seven o'clock. Needless to say they were extremely tired. Jenny had to leave for work shortly, so it was a quick breakfast.

"What time did you get in last night, Jessica?" Her mother asked. I thought you were staying at your friend's house?"

"It was pretty late mom," she answered looking at George. "Everyone was sleeping when I came in." It was hard saying those words when she was really a part of the perverted activities of last night.

"Did you have a nice evening? You haven't seen some of your friends since you left for college." Jenny asked further.

"Yes, mom. It was nice." Jessica replied. Obviously her mother had no idea what had happened overnight. She had no idea that it was Jessica in the den eating her ass when she was blindfolded. She didn't know who removed the dildo or who fisted her ass either. Jenny also had no idea that George and one of his friend's were in her daughter's room last night turning her into an assfucking, cocksucking whore.

Jessica was feeling pretty used. She had humiliated herself in front of George to extreme last night. She couldn't believe what she had done. She acted like such a whore and with a black man too. The events from last night kept replaying in her mind as she attempted to reconcile why she acted as she did. The eighteen-year-old girl begging for a cock in her ass wasn't the real Jessica. Or was it? Was this just the beginning of George's devious plans? What was going to happen when her mom left for work?
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Nitewriter                                                         Continued in - Jessica (Ch5)  A Hot Little Cocktease

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