Jessica (Ch3) - While Jenny Sleeps

by NiteWriter                                                                                                      (December 2004)

Jessica becomes aroused from George's advances, but instead of satisfying her cravings, he forces her to violate her mother while she sleeps. (toys, anal play, rim, fist)    

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Jessica was only lying on the sofa a few minutes when she thought she heard a muffled groaning sound. She got up and quietly headed toward her mother's room. She could see a light as she approached the doorway.

Jessica tiptoed closer. The door was cracked open a little. She peeked in and saw George holding a video camera filming her mother. The light was pretty dim making it difficult to see, but it looked like her mother was tied to the bed face down. Jessica could see that her legs were spread-eagled with a strap attached to each ankle and wrist to restrain any movement. But that was only part of what was happening.

The black man was on the bed and he was pushing this long dildo up Jenny's ass. Jessica was pretty sure it was the same jelly dildo that George had stuffed down her throat yesterday morning. Now her mother had it being inserted into her anus and she was grunting as it traveled in deeper and deeper. Since she was apparently restrained to the bed there was nothing she could do to stop this guy from shoving in as much as he wanted.

Jenny was wiggling her rear end in discomfort, but the black guy kept pushing it. "Keep going," George instructed. "Shove it all in."

Jessica's thoughts were apparently correct. They were going to stuff the whole thing up her mother's ass. She couldn't imagine how that could be possible. She remembered the size of that dildo and found it difficult to comprehend how the whole thing could fit in her mom's rectum. It had to hurt.

Thirty seconds later the black man stopped and moved away. Jessica couldn't see any of the flexible rubber dick. The entire twelve inches was gone and obviously inside her mom's rectum. Jenny was groaning and twisting on the bed in obvious discomfort.

Then to Jessica's amazement, George turned the camera off. He patted Jenny on the ass and said, "Well I have to get some sleep. You should too. We'll take that out in the morning."

"Oh My God," Jessica thought. "They're going to leave it in all night?"

Jenny didn't say a word either. She simply accepted what they were doing to her.

Jessica hurried back to the sofa before George exited her mom's room. She was lying there for only a few minutes when she heard someone go into the bathroom. It was probably George. A couple minutes later she could see his outline standing over her.

"How long have you been here?" George asked.

"Just a few minutes," Jessica answered. "I just came in."

Jessica was afraid to tell the truth. She didn't want him to know that that she had seen what they did to her mother. He might want to do the same with her.

"C'mon, let's go to your room. You can't stay out here." He whispered.

Jessica got up and followed George.

"So where did you go?" George asked as they both sat on her bed.

"I was just walking and thinking," Jessica replied. "I can't believe my mother." She paused for a moment. "And... you... you want me to be just like her?"

George could see some tears forming in her eyes.

"Where's my mother now?" Jessica asked playing dumb yet concerned that she was okay.

"She should be asleep with Jason by now," George answered. "He's the black guy you met earlier. We're good friends. The other guy, Bob, already left."

More tears appeared in Jessica's eyes. She had a hard time accepting that her mother was sleeping with strange men and a black man at that. What made it even worse was that she obviously liked it.

George moved closer to Jessica. "Listen honey, your mom loves being with us. You saw her before. Wasn't she enjoying herself?" George attempted explaining to Jessica that her mother loved what she had become.

"Yeah,... I ... I guess so," Jessica quietly answered.

"Don't worry about you're mom. She knows what she's doing," George reassured.

"You know,.. you're such a beautiful girl." George changed the conversation to focus on Jessica. "I just don't think you know what you're missing."

"I could never be like her," Jessica replied.

"Oh, I don't know about that," George responded with certainty. "A hot sexy little thing like you,... I'll bet you could be even filthier than your mom. I'm sure of it."

Jessica wasn't exactly sure where this was leading, but upon completion of that comment George's hands began roaming over her body. He caressed her shoulders, and then moved down across her breasts, lingering there to squeeze them through her pullover top and bra. Since she didn't resist he kept going and pulled Jessica closer. He kissed her and probed his tongue into her mouth.

Now Jessica felt that this was getting out of hand. She tried pushing him away and yelled, "Don't!! Please Stop!!!"

"Don't wake your mother. You better be quiet." George reminded her. "Remember, your mother is sleeping. What do you think she'd say if she walked in and saw us together? Then I'd have to tell her about you licking her ass earlier this evening... and the pictures of you with my cum all over your face."

Jessica immediately stopped struggling. She wasn't sure if her mother was still tied to the bed or if they had released her. But she knew one thing for sure. George was holding all the cards. He had conveniently set her up to add to his blackmailing scheme.

George then tugged her top over her head and unhooked her bra. Then he proceeded to unbutton her jeans.

"Take them off," George ordered.

Jessica didn't resist. She complied and sat back down wearing only her panties.

"What's going to happen to me?" She asked softly.

"You're going to be a slut, just like your mom. I told you that before. As long as you do as I ask, everything will be fine."

Jessica felt defeated. It was the middle of the night and she was nearly naked in her room with her mother's boyfriend. She was tired, needed some sleep, and just couldn't think of what to do.

George couldn't resist the sight of Jessica's gorgeous young breasts standing there so full and firm with such tender puffed out nipples. He cupped them ever so gently in his hands feeling their delicate softness. Then he slowly moved his tongue to lick and gently suck her nipples into his mouth. Jessica could feel them gradually grow hard against his tongue.

"I want you to lay down on the bed and leave the rest to me." George instructed. "Just relax."

Relaxed was hardly what Jessica felt. She was on the verge of tears again and her whole body was tensed up in anticipation of whatever George had planned for her.

Despite her fear, Jessica complied with his request and stretched out on the bed face down. George then began massaging her ass and legs. He sensed her nervousness.

"Just relax," Jessica. "I'm not going to hurt you. By morning I'll bet you'll be begging for it."

Jessica answered to herself that that would never happen. She didn't know what George had planned on doing to her, but there was no way she could be like her mother and enjoy those same perverted things.

Again George stroked up Jessica's legs. He grabbed the flimsy material of her panties and slid them down. Then he spread her thighs apart. He was very gentle with his approach. He wanted Jessica to calm down and enjoy what he was doing to her body. There would be plenty of time to turn her into the dirty whore that he wanted. That's what he had done with Jenny in the beginning. He was so gentle and caring that she couldn't get enough. Jenny craved his attention after the first day and gradually submitted to more and more perverted activities.

Once George had Jessica's legs apart he began massaging her flesh just about everywhere. His fingers ran up her inner thighs and touched her slit. He stroked across her ass and then down between her legs again. When his fingers eventually slipped into her pussy, she let out a quick groan. It wasn't an expression of pleasure, but rather one of shock because he had violated her precious pink hole.

Then George began spreading her asscheeks apart and lightly touched her tight pucker. Jessica tightened for a moment in anticipation of what was to come. She knew George desperately wanted to use her asshole. After what she had seen him do with her mother, there was no doubt in her mind that he had plans to do the same with her.

He ran one finger down her crack again. This time he paused on her anus to get a sense of how tight it was. Then with both hands he spread Jessica's cheeks apart wider.

Jessica was trembling in embarrassment. This was her mother's boyfriend and he was stretching her ass open to inspect her most private area. She felt like a piece of flesh, naked on her bed, simply for his amusement. She wanted to get up and run to her mother, thinking that if she explained what had happened it wouldn't be so bad. But she couldn't get up the nerve.

"You're so beautiful," George whispered as he put his finger back on her puckered little hole. He rubbed it around tracing the small crinkled opening and played with the tightness that kept him from entering.

George leaned down and kissed her soft butt cheeks. He kept kissing them all over, occasionally giving a lick near her crack. She tensed up each time, but he continued the process, He kept planting soft little kisses on her hind end, moving closer and closer to her asscrack waiting for Jessica to relax. Then he probed his tongue into it. Jessica couldn't help herself at that point. As George's tongue began roaming deeper and deeper into her crevice, she began moaning from this amazing feeling.

"Ooooh......, Oooooh...... What are you doing to me?"

"So you like that, huh?" George asked.

Jessica didn't respond. She was too embarrassed to express any enjoyment from his advances. In fact, she was upset that her body was responding and that she had moaned out like that.

George began methodically licking up and down through her crack, eventually focusing directly on her cute tiny asshole. He lapped at her bunghole, poked it with the tip of his tongue, and sucked on it to see if he could arouse Jessica more. His efforts paid off quickly. She started squirming on the bed so much that George had to hold her ass tight with both hands so he wouldn't lose contact with her delicious hole.

"Ohhhhh,... Ohhhhhh,..." She moaned again.

George probed deeper with his tongue, putting more pressure on her tight passage trying to get her to open for him. He spread Jessica's cheeks apart as far as he could, buried his face between them, and planted a kiss on her puckered little anus. Then he repeatedly sucked on it hard, driving her so insane that George thought she was going to cum right then. He backed off.

Still holding her cheeks apart George used two fingers on her saliva coated hole and gently started prying her anus open a tiny bit. Then with her rectum slightly exposed, he licked inside with the tip of his tongue.

"Mmmmmmmm..., I like that," George commented. "You've got a great tasting ass."

Jessica couldn't hold back anymore. She was moaning into the pillow pretty much out of control. The feeling was beyond anything she had ever experienced, including what George had done to her earlier that afternoon in her bedroom.

He continued probing and burying his tongue into Jessica's anal hole and became totally consumed with ravishing her ass. He couldn't get enough, as he licked and poked at her butthole inserting his tongue deeper and deeper.

Finally he heard what he wanted to hear. Jessica moaned out.

"Oh it feels so good.... Oh George, it's so good."

Jessica was now enjoying the attention on her ass rather than resisting.

George didn't stop either. He continued orally servicing her cute backdoor by placing his lips on her gaping hole and stuffing his tongue as far in as he could. Then he sucked on it. He fucked his tongue in and out. Then she felt him swirling his tongue around inside her dirty chute.

Jessica was literally going crazy on the bed. She was squirming, twisting, and moaning into the pillow.

"Ohhhhhhhh!!!!!!....... Ohhhhhhhhh!!!....... Yessss!!!.....Suck it!!!
It's so good!.. Suck it!.. Oh My God!.. Oh My God!.. Suck my ass!!!.."

George backed off with his mouth and resumed fingering Jessica's now well-lubricated back hole. Her anus was soaking wet from his tongue bath. Using one finger he pushed into her backdoor to feel just inside her hot anal entrance. He didn't want to insert his finger all the way, at least not yet. He just wanted to play with her asshole first.

"Put it in," Jessica moaned. "I want you to. I want your finger in me."

"Oh you do, huh?" George asked. "So now you like it?"

"Yesss,... Oh Yessss...," Jessica groaned.

Slowly George pushed. His finger slipped in deeper.

"Ooooooooh!!! Yes!" Jessica moaned out again.

He pushed a little deeper yet and then start sliding it back and forth through her tight anal opening. Jessica's body was now completely limp. She was enjoying her first anal finger fucking.

Then the door opened to Jessica's room. Jessica quickly looked up. Her heart was pounding, fully expecting to see her mother. It was George's friend Jason.

"Jenny's sleeping," he whispered. I thought I heard noises when I was in the bathroom."

Jessica was instantly relived that it wasn't her mother. She sank back down into the pillow, obviously not concerned that this black man was in her room too. She was too occupied enjoying the amazing feeling of George's finger sliding in and out of her ass.

Jason was still naked. He sat down on the chair next to Jessica's bed and watched George fingering this gorgeous eighteen-year-old bunghole.

"Would you like a second finger in there?" George asked Jessica while smiling and looking at his buddy.

"Yesss...,Yesss...., go ahead." Jessica replied.

"Shit man," Jason whispered loudly. "How'd you get her like that? She seemed rather pissed off at everything she had to do before."

"I knew there had to be a slut inside that body somewhere," George replied. "I just had to find it."

"Well it looks like you did," his buddy commented. "It must be in her ass." He chuckled a bit.

"Yeah I guess so," George added. "I just can't believe I got two whores to play with in the same house... but especially this one,... shit... I want her hot ass so bad!!"

"You're a lucky bastard," Jason replied. "I wish I had a slut of my own."

"Actually I'm glad you're here," George continued his conversation with Jason. "Wait till you see what I'm gonna do with her. I got an idea."

Jessica felt degraded that he was talking about her like that. And what was he going to make her do? What idea? For a moment Jessica became a bit apprehensive. But when George pulled his finger out and slipped two back in, her focus returned to the incredible pleasure he was giving her. He pushed hard until he had gouged both fingers in as far as they would go. Then he twisted them around, feeling her tight anal ring and soft hot flesh deep in her rectum.

"That feels so good," Jessica murmured softly. "I can't believe how good that feels. Please don't stop."

"I knew you'd eventually like having your ass used," George remarked. "It's about time you had it fucked. But not just yet."

George then pulled his fingers from Jessica's butthole.

"What's matter," she turned back looking at George.

She suddenly had this empty feeling now that George's fingers were removed from her ass. The crazy part was that she wanted them back in. She didn't admit it, but she was so aroused and turned on that she actually wanted him to fuck her ass.

"C'mon let's go," George ordered grabbing Jessica's hand and pulling her from the bed.

George led her to her mother's room. Jason was following behind. Before they went in, George explained to Jessica what he wanted.

"You're mom is sleeping and she's tied to the bed. She's got a long dildo stuffed up in her ass."

Jessica knew that, but didn't let on that she did.

"I want you to go in and pull it out. Then stick it in your cute butthole. Let's see how much of it you can get in. Oh...one more thing. Make sure you lick your mother's asshole clean once it's out. You remember how to clean your mom's shithole right?"

Jessica was appalled at what he wanted her to do. But she knew that there was no option. She had learned since yesterday morning that George enjoyed defiling her. He got his kicks from seeing her act like a slut. Now he was forcing her to perform like a filthy whore with her mother.

Jessica slowly walked into her mother's room. George and Jason followed. Jessica could hear her mom breathing heavy. She was obviously asleep, although Jessica found it hard to believe with that dildo buried in her ass. It was pretty dark too. Only a tiny nightlight exposed the outline of her mother's naked body on the bed.

Jessica noticed liquor bottles and glasses on the dresser. She hoped that her mother had enough to drink so she wouldn't wake up.

Jenny's ass was slightly elevated by a pillow that had been stuffed under her hips. Jessica gently spread her mother's asscheeks, trying not to wake her. Jenny twisted a bit in her sleep. Jessica could see her asshole gaping with about a half inch of the dildo protruding from it. Seeing it up close only made what they did to her mom seem that much more extreme.

She grabbed the tip in her fingers and slowly tried easing it out. She desperately wanted to extract it without waking her. Jessica had no idea what she would say to her mom if she woke and asked who was there.

Jessica pulled gently again and the dildo began slipping out. Her mother's ass was so relaxed that once it started, the dildo began sliding faster, as if she were shitting a huge log. This was so disgusting Jessica thought. How could she be doing this with her mom?

Fortunately, only seconds later the entire twelve inches of rubber dildo was out and dangling in Jessica's hand. She remembered what George had ordered too. Now she had to clean her mother's asshole.

She eased her face between her mom's cheeks and licked up through her crack. It was a good thing that it was dark, making it difficult to see how dirty her mom's anal hole had become. Jessica could feel a thick residue stick to her tongue. Then when she swallowed,... "Oh my God," was the only thought registering in her brain. The taste was sickening.

Jessica had never felt so violated as she did at that moment. The taste of her mother's ass was so vile. She kept swallowing, trying to rid the foul taste from her mouth, but it seemed to grow worse as the dirty scum coated her throat. She truly was being transformed into a filthy whore. And as sad as it sounded, it was by her mother's boyfriend.

Jessica was still kneeling behind her mom. She thought this disgusting ordeal was about over. But George grabbed her right hand and squirted a large amount of lube on it from a container that was on the bed. George then rubbed it all over her hand and instructed Jessica. "Make a fist."

Jessica did as she was told, folding her fingers tightly into her palm. George then pushed her fist to her mom's behind and squeezed it between her asscheeks. "Shove it in," he whispered in her ear. "I want to watch you fistfuck your mom."

Jessica began repeatedly shaking her head. She wasn't about to yell out her denial and chance waking her mother. Although, it appeared obvious that Jenny was fairly drunk; otherwise she would have been awake by now. But regardless, Jessica wanted to be sure that George understood that she was refusing to perform such a filthy violating act on her mother.

"Just fuckin' do it," George whispered in her ear louder this time. "Or should we wake your mom and let her see you holding the dildo you just removed from her ass?"

George didn't wait for her response. He grabbed Jessica's arm and started pushing it. Her fist began stretching her mother's' butthole. Jason, in the meantime, had walked to the head of the bed and was crouching by Jenny's face stroking her hair. He knew that she could possibly wake as a result of Jessica's invasion into her ass.

Jessica quickly began feeling this panic-stricken rush throughout her body, as George continued pushing her hand into her mother. Her tight anal hole had become stretched beyond belief and Jessica was afraid that she would rip her mom's ass open.

George wasn't as concerned. He knew that Jenny loved being treated like a filthy whore. Even though neither George nor his friends had fisted her before, it seemed like the perfect situation to do it now. Jessica had a smaller fist than the men and George thought it would be easier for Jenny handle.

Jessica was scared to push further. George took care of that problem. He quickly gave another shove on Jessica arm and her fist passed through her mom's sphincter and entered her ass.

Jenny was groaning in sort of a half sleep. She wasn't fully awake, but she knew that someone was stuffing her rear end. Jessica was amazed that her mom didn't immediately wake up and start screaming. Maybe it was a good thing that she had been drinking, because what Jessica was doing had to be painful.

Jessica somehow had this feeling that perhaps this wasn't the first time her mother's ass had been fisted. Either that, or she had become so accustomed to being treated cruelly and performing perverted acts that having her ass stuffed didn't even faze her.

"Now fistfuck her," George whispered to Jessica. "Let me see how far you can shove it up her shithole."

Jessica didn't want to disobey George, but then again she didn't want to hurt her mother either. Honestly, she couldn't believe that she was being forced to do this. Despite her concern, Jessica slowly started moving her whole arm back and forth. She could see in the dim light how her mother's anal ring stretched wide when the heel of her fist pulled out. Then she watched how it wrapped around her wrist when she shoved it back in.

"uhhh...uhhh,..." Jenny groaned a couple times, but still was not coherent enough to understand what was happening to her. She had been used and abused by three men most of the night and certainly had to be exhausted, besides drunk.

"Deeper," George ordered whispering a bit louder. "Shove it in deep."

Jessica was afraid. She started pushing a little harder, but it wasn't what George wanted to see. So he grabbed Jessica's arm again and exerted a hard forward motion. It went deeper and deeper. She could feel the warm flesh inside her mother's rectum stretching to accommodate her fist.

"Uhhhhhhh," Jenny groaned again.

Jessica looked down and saw that her entire wrist had disappeared through her mom's asshole. Even more astonishing was that Jenny's tight anal ring was snuggly wrapped around Jessica's forearm half way to her elbow.

"My God," Jessica thought to herself. "How can she take this?"

"Uhhhhhh,... uhhhhhh,..." Jenny just kept grunting in her half-sleep.

George backed away and merely admired Jessica hovering over her mother's ass with a good portion of her arm buried in it. He was stroking his hard cock and rubbing it across Jessica's crack. "Wait until we get back to your room," he whispered. "Then I'll take good care of your gorgeous little ass."

Jessica had forgotten about where they had left off back in her room. She was so aroused an hour ago, but now that feeling had vanished.

Finally George let Jessica extract her fist from her mother's rectum. She was almost afraid to look at it. She knew it would be covered with scum from her mother's bowels.

George then pointed to the floor motioning for her to kneel. He handed Jessica the dildo that she had removed from her mother's rear end. Now she remembered what she was supposed to do.

Jessica knelt down on the floor and positioned the dildo on her own asshole. She pushed. She could feel it split her hole open and slide in. She would have loved to cry out, but instead she held it in.

Never in her life had Jessica ever felt so dirty. She had cleaned her mother's asshole, fisted it, and was now stuffing her own shithole with the same dildo that she had extracted from her mother only a few minutes earlier. George was doing a great job of turning her into perverted whore.

Jessica stood up and quietly left the room first. George and Jason followed right behind, so they could watch the dildo dangling from her cute little bottom. Her mom was still shifting on the bed, but her restraints made it difficult to move very much.

Back in the hall George grabbed the dildo to see how deep it was. "Good girl," he complimented.

George turned to Jason saying, "don't you just love a whore that does anything you tell her?"

Then George took Jessica's hand. "Let's go back to your room. It's time for you to get a good assfucking."
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Nitewriter                                                          Continued in - Jessica (Ch4)  First Time In Her Ass

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