Chapter 1 - Blackmailed by Mom's Boyfriend

 

Jessica was home from her first year of college on spring break. To her surprise she found that her mother Jenny had a boyfriend. Jessica never really knew her father. He had left when she was young, so she wasn't used to seeing a man in the house. What was even more surprising was that her mom's friend George was at the house a lot. There were times when he would be hanging out there while her mother was working.

Jessica first met George when she arrived home Friday night. He seemed like a nice man, although Jessica sensed his stares all evening. She knew that he was undressing her with his eyes.

Jessica is quite a beautiful young girl. Aside from her silky long brunette hair that immediately attracts attention, she has a fully developed body too. Most men would find it hard to believe that she had just turned eighteen last week. She stands five-foot five inches tall, roughly a hundred and twenty pounds and has these incredibly gorgeous green eyes. When she met George that evening she was wearing a tight-fitting halter-top that really accented her thirty-six-inch D-sized bust. Compared to her slim waist and flat tummy, her breasts appeared massive. George couldn't help but notice the shiny belly ring inserted in her navel too. That just added to her sexy appearance.

Jessica dressed and looked like the sexy college coed that partied all the time. In reality, she was serious about her education and focused on her studies. She didn't have a boyfriend and didn't party at school. Her mother worked hard to pay for her schooling, so Jessica felt obligated to stay in her dorm room and study every night.

It was Monday morning and Jenny was at work. The house was quiet and Jessica was in her room wearing only a bathrobe while surfing on the Internet. She was watching some porn videos. At college Jessica would often be on the computer late at night when her roommate was sleeping. After completing her assignments, she would quietly satisfy herself with some erotic video clips. She may not currently have a boyfriend, but it didn't mean she didn't think about sex a lot.

Jessica had found one of her mother's dildos and was intently focused on the computer screen vigorously fucking her pussy with it. Her robe was half opened exposing most of her gorgeous teenage body. She was softly moaning to herself, as the dildo slid in and out of her wet pussy and she was fantasizing that the girl being fucked on the screen was her.

All of a sudden there was a bright flash. Startled, she quickly looked up and saw George standing at the doorway with his digital camera. The blood drained from Jessica's face, making her feel lightheaded from the extreme embarrassment of being caught by her mother's boyfriend.

"Wait until your mom sees this," George quickly stated.

"No!!!... No!!!... Please..." Jessica replied in a panic-stricken voice. "Please don't.. please!!!"

George was staring at Jessica's naked body. Her full breasts were standing out firm from her chest and her nipples were soft puffy little circles protruding from the tips. They looked so inviting. George momentarily daydreamed about sucking them into his mouth. Then he glanced down to her incredible smooth legs that were slightly spread apart. The image of the dildo buried in this pretty teen's pussy was still clear in his mind.

"So is that what you girls do at college?" He asked.

Jessica realized her body was still exposed and quickly closed the robe. She couldn't reply. She was so embarrassed. She could only think of her mother finding out. What if George showed her the picture? What would she say? What would she think?

"Please, don't tell mom, okay?" Jessica pleaded.

George walked over and lightly touched Jessica's cheek. "You're incredible, you know that?" He replied. "I had no idea your mother had such a beautiful little girl."

Jessica just listened. She didn't know what to do or say.

"Maybe I won't show your mom the picture," George quietly commented. Jessica looked up at him as he still stood over her.

"Really!!" She answered. "You won't tell her?"

"Just open that back up and let me see again." George pointed to her robe. His request actually sounded more like a demand.

Jessica could feel the blood drain from her face again. The idea of willingly exposing her body to her mother's boyfriend wasn't exactly her idea of fun on spring break. Before Jessica could respond George added some comments.

"Your mother doesn't have to know about this. We could have a little fun right here. C'mon, let me see that gorgeous body again."

Jessica knew that she was being blackmailed. It was either George telling her mother that she was masturbating with one of her dildos or letting him see her naked body again. At least that's what she thought.

Jessica, being a naive young teenager, slowly opened her robe and exposed herself again figuring it would solve her dilemma.

 

"Very nice," George commented. He reached down and touched one of her soft but firm breasts. "Incredible," he whispered. He squeezed it. "Fuckin' incredible."

Jessica was afraid to resist, hoping he would forget about what he had seen a moment ago and not tell her mother. She let him fondle her breasts. She didn't even resist when he started pinching her tender nipples. She even sat there quietly as he slid his hand between her legs and stroked a couple fingers through her pussy.

"I'll tell you what," George whispered as he began squeezing one of her breasts again. "So you want to keep this from your mom, huh?"

"Yes, Please,.." Jessica timidly replied.

He then unzipped his pants and pulled out his hard ten-inch cock. "See what you do to me? Your hot little body gets me hard." He paused a moment while Jessica stared in shock at his rock-hard shaft.

"Get on your knees and suck it and I'll delete the picture," George requested in a near demanding tone. He then wiped his hard tool across Jessica's face. She quickly pulled away attempting to avoid it, but was still thinking about her mother and what she might say if George showed her that picture.

Jessica was still young and naive, but she had seen enough porn videos to know what he wanted her to do. It seemed like she didn't have much of a choice. Either option wasn't very appealing. She could either let George tell her mother, making her think that she was a filthy little girl, or do as George asked and actually be one.

The thought of her mother finding out just seemed too much to comprehend, so she forced herself to obey George. She slowly slipped to the floor, kneeling in front of his rigid cock. She grabbed it in her hand and jerked it couple times. Then she took it to her mouth. It seemed like the only thing she could do to keep George from telling her mother and avoid being embarrassed even more than she was right now.

She started sucking slowing, taking only a couple inches into her mouth. This was the first time she had given a blowjob and she was amazed at the size of his cock. He seemed so much bigger than the men she had viewed in the porn flicks.

"Take more," George ordered. "You can do better than that."

Jessica tried to oblige his request to take more inside her mouth, but she kept gagging as it neared the entrance to her throat. George, being anxious to really violate this teenage beauty, attempted to stuff more in by pulling on the back of her head. Jessica quickly pulled away.

"What the fuck's the matter," George angrily blurted out. "Here I thought a hot bitch like you would deepthroat me like a damn fuckin' whore. Guess I was wrong."

Jessica actually felt a bit ashamed and inadequate that she wasn't pleasing George. "It's too big," she responded hoping that that answer would explain her cocksucking inabilities.

"Too big!!!" George barked. "That's bullshit!! You just don't know how to do it. Your mother has no problem swallowing my cock. In fact, she gives great blowjobs. She's become quite a little slut since we've been together.

Jessica couldn't believe what she was hearing. Her mother acted like a slut? That's not possible, she thought.

Jessica's mother, Jenny, is a very attractive young lady. She had Jessica when she was eighteen years old and now at thirty-six, she is still an extremely pretty woman. She has blonde hair that cascades down a very young-looking face. No one would ever guess that she has an eighteen-year-old at home. Her breasts though, are not as impressive as her daughter's. At a rough guess her bust is a "B" cup at best, but more likely an "A" size. Nonetheless, she has a well-maintained five-foot eight-inch figure with a great looking ass. Jenny works out regularly too, in order to maintain her slim sexy shape. It was no wonder George was attracted to her. Jessica, however, just couldn't picture her mother giving this guy a blowjob and acting like a slut for him.

George walked out of Jessica's room and headed down the hall to her mother's bedroom. He returned a minute later. He handed Jessica another of her mother's dildos. This one was a foot-long flexible jelly type.

"Here.. Practice with this. You had better learn to suck cock... and down your throat too," George instructed.

It was bad enough that Jessica felt so humiliated because George had caught her masturbating. But now, did he really expect her to practice deepthroating with this dildo. She broke out in a cold sweat, thinking that he was going to stand there and watch. This whole situation was embarrassing beyond anything she had ever experienced before. How was she going to push this huge thing down her throat? Then George walked out of the room.

Jessica sat there in front of the computer with her robe completely open, contemplating what to do. She couldn't let her mother find out. Would George still tell her? Perhaps if she did obey his request he would keep it a secret between them?

Jessica stared at the long dildo in her hand. She recalled all the videos that she had seen where the girls deepthroated the guys' cocks. Some of them were huge too. Maybe she really could do it, she thought.

She placed the end of the dildo in her mouth and started pushing it in. When it hit the entrance to her throat, she immediately felt her gag reflex take over. How am I going to do this? She asked herself. It seems impossible. She then spit all over the dildo to lubricate it as much as possible. She tilted her head back holding the dildo straight up in attempt to make a more direct path down her throat. Jessica pushed again. "Arghhh!!!..." She choked.

She tried again. "Arghhhhh!!!"

"How do these girls do it in the porn videos?" She asked herself yet again.

Jessica knew girls at college who bragged about sucking big cocks. How did they learn to do it? And did her mother really deepthroat George's cock like he said?

She tried again, this time slowly jabbing the thick dildo into the back of her mouth. The tip slipped into her throat. "Arrrggggggghhh." She gagged so badly that she had to hold back puking.

It was becoming a challenge now. She had fantasized so many times about being one of the girls in the videos. Now she had the opportunity to be one. The circumstances weren't exactly as she had dreamed, but nonetheless she wondered what it would be like taking a cock down her throat and acting like a slut.

George walked back into the room. "I heard some gagging. What's the matter honey? Having a hard time with that dildo?"

"I don't think I can do this," Jessica replied. "I keep trying."

"You're mother was the same way in the beginning," George responded. "She puked all over the first time. You should see her now. I love the way she sucks me."

Jessica really didn't know how to answer. It was awkward hearing about her mother acting like a cocksucking whore.

"I'll help you, just like I did your mom," George told Jessica while walking behind her. Before Jessica knew what was happening, he grabbed her hands and pulled her arms behind her back. Then with the sash from her robe, he tied her wrists to base of the chair.

"What are you doing," she asked with a growing fear in her voice. "Don't please!"

Jessica became instantly petrified at what George was doing to her. She felt helpless with her hands restrained behind her back. What was he going to do? Whatever he had in mind she knew that she wasn't going to like it.

George grabbed the long twelve-inch flexible dildo and then pulled Jessica's head back by her hair. "Open your mouth," he ordered.

"No!!!!... No!!!!!! Please don't!!!" Jessica cried out desperately trying to get up from the chair. She knew that George planned to force the dildo down her throat.

"You'll thank me when I done," George replied. "It may be uncomfortable at first, but eventually you'll get used to it."

"No, Please... No!!!"

Jessica started crying. "Please don't."

George wasn't about to give up. He demanded again. "I'm gonna ask one more time and then... well... don't make me do something I'll regret. Now open that fuckin' mouth."

Jessica sensed that George was serious. She was frightened, not only at the thought of that dildo being stuffed down her throat, but also by George's remark of doing something more to her.

Jessica reluctantly obeyed and opened her mouth. George immediately stuck the dildo between her lips. He pulled her head back again and started pushing the dildo down. Jessica felt the massive rubber cock hit the entrance to her throat. George kept pushing and there was nothing she could do to stop him. "aggghhhh,...aggghhhhh,..." The dildo forced Jessica's throat open and her gag reflex began instantly the second it entered. Her throat heaved around the massive intrusion and she was helpless to do anything about it. She felt it sliding deeper and deeper, as George shoved it down more and more. She couldn't breath. She could see the long snake-like object disappearing into her mouth and it kept going until she saw George's fingers holding the last inch just outside her lips.

"There you go," George remarked. "Was that so bad?"

"Urrrggghhhhh,...arrrrgggghhhhhhhh,...arrrrggggghhhhhh,..."

Jessica was choking and struggling to get free, but George had her pretty hair grasped firmly in his fist keeping her head pulled back. There was no hope of getting away. The only thought in Jessica's mind as her throat convulsed around the dildo was..., "you fuckin' bastard." She hated George at that moment.

After a few seconds George extracted the dildo and Jessica gasped for a breath of air. Trying to recover she truly thought her ordeal was over. But George rapidly yanked her head back and stuffed it back down again. She gagged even more as he held it in longer. He ran his other hand over her neck feeling the line of bulged out flesh caused by the huge dildo. "Now that's what I like to see," George remarked ... "a hot young bitch with her throat stuffed. You're mother would be proud of you."

Jessica felt so used with her throat impaled and unable to get it out. She was nothing more than George's sextoy to abuse for the afternoon.

The seconds were ticking away and Jessica needed some air. George was still feeling her swollen neck. He obviously loved seeing this cute brunette's throat bulging out like this. Jessica couldn't imagine what else he might have in mind before her mother came home.

Finally, George pulled the dildo out and threw it on the desk. Jessica gasped for air again, sucking in big gulps.

George then knelt down between her legs and commented. "You never got to cum earlier when I interrupted, did you?"

Jessica couldn't answer. She was till trying to recover from the extreme violation of her throat.

George spread her legs and pushed his face to her pussy. He started eating. He lapped through her wet slit for a couple minutes and ultimately began tongue fucking Jessica's juicy cunt.

At first she simply sat there somewhat limp, as George did as he pleased. But then a soft response escaped Jessica's lips. "Ohhhhhhh..."

Jessica moaned out as she was becoming aroused. He was right. She hadn't cum earlier. Now, feeling his tongue probing her hole was feeling pretty good. It traveled deep into her body too. She couldn't believe anything could feel so good.

Then George started inserting his fingers and the feeling grew stronger. Jessica couldn't help herself and began crying out, "Oh My God,... Oh My God,.... it feels so good."

George kept probing his fingers deeper while he licked every inch of her soaking wet pussy. Jessica became delirious with pleasure. Then when George's mouth started sucking on her swollen clit, that did it. She lost all control of herself. Feeling his mouth on that tiny spot was something she had never experienced before. He started flicking it with his tongue. There was no stopping it. She moaned out as her body began twitching on the chair.

"Ohhhhhh,... Ohhhhhhh,... Ohhhhhh My God,... I'm cuummmmmminnnnggg."

Jessica would have given anything to grab George's head and force his mouth harder onto her cunt. The feeling was beyond belief. Her clit was throbbing and he was still sucking it. Her hands were still tied and she felt so helpless, yet her orgasm was more intense than any that she's ever had before. As much as she didn't want to admit it, George's mouth, tongue, and fingers felt so much better than a dildo to gratify herself.

While Jessica was enjoying this amazing feeling, George stood up and quickly untied her hands. Then he put his cock to her lips. Jessica didn't hesitate this time. She knew what he wanted. Besides, she was so aroused that it didn't matter what she did anymore. She grabbed his hard shaft and began sucking it. She attempted taking him into her throat but before she could, George moaned out, "oh fuck!!!... oh fuck!!!...." His cock began spurting. He couldn't hold back anymore either. Apparently seeing this gorgeous teen cumming so hard was enough to set him off.

Cum blasted into Jessica's mouth and all over her face. She had seen this so many times in the films that she had watched. Now it was her forehead and cheeks covered with sperm. She could feel the thick gooey stuff in her mouth too. It was so slippery and slimy.

"Swallow it," George groaned out shooting another stream that formed a big pool on her tongue. Since this was the first time she had cum in her mouth, she wasn't sure what she should do. All the girls in the videos gobbled it down like they enjoyed it. She guessed that she was supposed to do the same. She was certain that George wanted to see that. So she swallowed, even though doing so made her feel so dirty. The slippery white cream felt strange oozing down her throat and the taste was quite salty. She started thinking about what she was doing. She was allowing her mother's boyfriend to ejaculate in her mouth and she was eating it.

George pulled his cock away from her face. He had finished cumming. Jessica still had his sperm running down her cheeks. His cum was still hanging from her lips too. Then before she realized it, "flash..." George snapped another picture of her naked body with his cum covering her face.

Even though her orgasm was incredible, Jessica felt like she was nothing more that a slut. Her pussy felt so good, yet the cum on her face was so disgusting. Was that how her mother was being treated, she thought? Did her mother become George's personal whore while she was away at college?

That was great doll!" George complimented breaking Jessica's thought process of self-degradation. "Now here's what I want you to do," George continued. "Tonight after dinner I want you to go out. Tell your mom that you're staying overnight at a friend's house. Then at nine o'clock meet me at the back kitchen door."

"Why, what's this all about?" Jessica asked.

"Just be there. You'll see." He replied.