Jen's Family Affair Ch. 02

Jen sat talking excitedly to her grandfather, whom she affectionately called paw-paw, about how well college was going. She boasted about how hard she was studying, how her teachers were all impressed with her and how she was getting high marks on all her exams.

And her grandfather ate it all up. He adorned Jen and doted on her like any proud grandparent would. He had raised her since she was young and now that she was a stunning young college student, he couldn't have been prouder.

"You're such a good girl."

As happy as he was, Jen's grandfather was a little lonely. "I do miss you Jen. How is it living in the apartment in back of Jimmy's house?"

Jen had hoped to avoid this conversation. She had moved out of her grandfather's house, to live closer to college and to get away from the spying eyes of her little brother Mike. Thinking the small studio apartment above her uncle's garage would be a safe haven. It had turned out to be anything but. After bouncing a rent check, Jen was forced to pay her rent by submitting to her aunt and uncle. As Jen let her mind wander back to the whole ordeal, she couldn't help but cringe at the memory of the embarrassing experience. But her body tingled as well, recalling the incredible sensations she felt for the first time.

"Jen...what's wrong dear? You are awfully quiet, is everything all right?"

"Uh, it's fine. You know Uncle Jimmy...he can be a little strict sometimes."

"Well, I am just glad there is someone there to keep an eye on you. You be a good girl and do what he says."

Jen forced a smile and thought. Oh, paw-paw, if only you knew!

Jen looked at the clock in her grandfather's kitchen. It had gotten late and Mike would be home soon. Jen had planned this visit to her grandfathers, knowing Mike would still be out. She was desperate to avoid her brother, who had grown more aggressive in his attempts to get his hands on his beautiful sister.

At that moment outside in the driveway of the house, Mike's hands were busy tinkering under the hood of Jen's car. Mike worked after school at a service station and had learned a few things. When he came home to find Jen's car in the driveway, he realized it was a golden opportunity. Disable her car and Jen will have to stay the night, or get a ride home from him. The sun was setting and paw couldn't drive at night.

Mike finished his simple sabotage and headed in the back door of the house. As he entered he saw his grandfather, giving money to Jen. This only added to his resentment, Jen gets everything she wants, he thought.

"Thank you paw-paw. I'll pay you back, it's just that I am a little short this month." Jen embraced her grandfather affectionately.

"Don't mention it dear, I only wish I could give you more. I want you to study at night, not waitress to pay the rent."

"Since you are giving handouts..." Mike sarcastically critiqued the scene and extended his hand.

"Michael. Did you pick up laundry detergent, like I asked you to?"

"Uh, no. I forgot. I'll get it tomorrow."

"Hey sis, how y'all doing?"

"Fine. I'm fine. I should go paw-paw." Jen hugged her grandfather and quickly moved past Mike as he stood cleaning his greasy hands with a rag.

Outside Jen tried in vain to start her car. No matter how many times she tried, she couldn't get it to turn over. It had been running fine, so she was confused. As she walked back into the house, she was met by her grandfather.

"It won't start. Paw-paw can you drive me back?"

"Honey, you know it will be dark before we get to your place. With my eyes, I can't be out that late. Mike can drive you home."

Mike was still standing in the kitchen, smirking at the predicament he created. "Of course, I will."

Jen tensed up at the thought of being alone with her brother. Her grandfather kissed her on the forehead and turned to Mike. "Now, you drive safely!" With that he walked into the den, leaving the siblings alone.

"I need to get something first, I'll be right back." Mike bolted upstairs. He came back down, carrying a plastic bag. "Before we go, put this on." He said, handing her the bag.

"Huh?" Jen opened it, to find her old high school uniform. "Where did you get this?!?"

"In your closet, with all your old things. Hurry up, we don't have all night!"

Jen was an excellent student, so her grandfather had paid to send her to a private high school, in the hopes of protecting her and getting her a better education. Seeing her get special treatment and seeing her in her uniform filled Mike with loathing and lust for his sexy sister. He wanted to see Jen as he had, while they lived together and in his fantasies.

"Do it, or I am going to go show paw that video of you and Chris fooling around." Jen glanced nervously towards the den. "What would paw say if he knew his little princess was such a slut."

When Jen was still a living at home, her brother had captured a clip of his high and mighty sister with her high school boyfriend. Jen was not allowed to have boys in the house and was afraid of how upset her grandfather would be if he knew she and Chris had been fooling around. Jen was a good girl, but her grandfather believed she was angelic. And Jen didn't want to do anything to disappoint him.

Unsure of what to do Jen started towards the first floor bathroom, to change.

"Uh, uh! Right here, you brat." Mike hissed.

Jen was mortified, but decided that giving her brother a cheap thrill was a preferable than hurting her grandfather. Reluctantly she wiggled out of her tight jeans as her brother watched in anticipation.

"Oh yeah, I like those." He looked on approvingly as Jen revealed a bright pink bra. It had delicate white trim along the padded cups that lifted Jen's breasts up and out. Between them sat a sweet, little bow. Her underwear were a matching pair of panties, also adorned with white trim along the low-rise waistband.

Jen dressed quickly and when she finished, she looked liked a young woman dressed as a naughty schoolgirl for Halloween. The uniform was almost two years old and it barely fit her now. The short plaid skirt was now obscenely short, barely reaching mid-thigh. The blouse was too small and couldn't quite contain Jen's breasts, forcing her to leave a few of the top buttons undone. This allowed Mike fixate on the cleavage her perky young breasts created.

Mike had even found the pair of ankle socks and shiny black loafers that Jen wore.

"Oh, hell yeah. Now you look like the spoiled little brat you are. Let's go!"

Out in Mikes old car, he had other demands. "Oh and give me that money paw just gave you!"

"But I need that for my rent!"

"I don't care! Paw gives you everything, it's not fair." Mike sounded like a bitter, little boy. He had years of frustration built up inside him towards Jen. Unfortunately for his sister, that included sexual frustration.

During the ride, Mike couldn't help but gaze over at Jen. The short skirt left much of her sexy legs exposed. He put his hand on Jen's thigh at a traffic light, only to have her push it away. "Mike! Stop it."

Mike simply laughed.

"Wait! Where are we going? This isn't the way to Uncle Jimmy's house?" Jen was suddenly very scared.

As Mike dove down a rural road, Jen quickly realized where he was headed. It was a place in town called the point. And Jen feared it would be the point of no return. It was an isolated area along a reservoir, the place in town where high school kids would go to drink, or fool around in their cars. As they traveled over the gravely road, Jen was filled with fear.

"Please Mike, you can keep the money, but take me to Uncle Jimmy's. Please!"

"We have unfinished business," was his only response.

The sun was setting as Mike drove slowly past some other cars and found a private spot to park. Jen looked around nervously at the other cars and tried to see if they were anyone she knew. Back in high school, she knew many girls who came here with their boyfriends. The scenic spot offered young lovers an incredible view, but the only thing Mike was interested in looking at was his gorgeous sister, in her sexy little outfit.

Once they had parked, Mike ordered Jen into the backseat. "I can't if you don't unlock the door, she explained."

"Uh, uh. I don't trust you. Climb over the seat."

There was no way for Jen to do this demurely. Climbing into the back allowed Mike full view of her perfect, panty-clad rear-end, as the small skirt failed to cover her.

Mike joined her in the backseat and wasted no time in forcing himself on her. Jen tried to fight him off, but her younger brother was not so little anymore and he pinned her down. Smothering her face and neck with sloppy kisses, while his hands roamed all over her ripe, young body. Jen squirmed and struggled but could not get away from his groping.

"Please no! Please Mike, this is wrong." She panted as Mike roughly squeezed her firm breasts and her petite, but plump round ass.

"Mike, please stop, you're hurting me! I'm not some toy for you to play with. I'm your sister. Don't you have any sympathy for me?"

"You're a spoiled brat and a tease, he growled in response. I got something for you, right here. With that he took Jen's hand and placed in on his crotch."

Jen knew she had to get control of the situation, or she was going to end up helping her younger brother lose his virginity tonight.

"Ok, ok Mike. You're right. I'm a brat, please let me up, I'll do whatever you want." Jen stopped struggling, which seemed to calm Mike down. Despite her panic, Jen managed to say the words in a convincing manner.

Mike sat up cautiously and watched as Jen did too. She was relieved that she had bought herself a moment and quickly decided that if she pretended to play along, she might just get through this. Jen knew she was a few miles from her new home, but if she could just get Mike to relax a bit, she could make a break for it. The main road would offer an opportunity to hitch hike, but even if she had to walk the entire way, she would.

"Thank you." Jen tried to muster a smile as she spoke. "Gosh, you really are hard." She ran her hand across his denim-covered crotch.

"Don't be a tease, take it out."

Jen slowly opened Mike's dirty work pants. He raised himself up slightly, allowing her to pull them down. Staring into Mike's eyes, Jen eased her hand into his boxer shorts.

"Me a tease? I suppose it must have been hard, seeing me in my uniform, everyday after school."

"You strut around like you think you're better than everyone else. You're a brat."

While Jen did have a high opinion of herself, she didn't realize how much it rubbed people the wrong way.

"I can't help it that I'm hot. Speaking of...it's getting hot in here. Would you mind opening the window, please?"

Mike didn't move.

"Pretty please?" Jen stopped massaging his crotch and unbuttoned her disheveled blouse completely, exposing her pretty pink bra. "Do you like them? Do you like my breasts?"

"You know I do," Mike groaned. "You're so fucking gorgeous."

"Want me to touch them?" Mike nodded at her offer, feeling powerful as Jen felt herself up. Gently she fondled her perfect b-cup breasts. Closing her eyes, she acted aroused, feeling her tender mounds in her hands. Her hand then traveled up, caressing her neck and through her auburn hair. "Mmm...I'm getting so hot."

Jen sighed, "please open the window."

Mike was suspicious, but she was right. It was a warm summer night and their tussling had left them both a little heated. He lowered the window, allowing in air and the sounds of their rural environment.

"Whew, thanks Mike. Now where was I?"

"Here!" Mike pulled his boxers down, freeing his straining cock and achy balls. "I want to fuck you."

Jen took hold of Mike's cock, in an effort to control the action. "Yes. Yes, you're going to...fuck me." Jen could barely get the words out.

"There's not much room back here, lay down, let me get on top." Jen tried to push Mike back by placing a hand on his chest. When he hesitated, Jen leaned in and summoning all her nerve, placed her lips on his. Slowly, tenderly kissing her younger brother. It was frighteningly intimate, but Jen knew that it could be her way out. She parted her soft lips and worked her tongue inside her brothers. Mike was a lousy kisser, as most boys were. But with Jen's guidance, he enjoyed the sexiest, most arousing his kiss of his young life.

When Jen broke the kiss and eased back. Mike stared at her with wide eyes and laid himself down on the backseat. His cock was rock hard and pointing at the roof of the car. "Good boy," Jen whispered.

Her plan of seduction was working, she thought, as she eased herself on top of him. Jen straddled her brother, forcing his cock down; it lay sandwiched between Mike's stomach and her panty-covered pussy. The feeling caused Jen to cringe as she slid herself along it, towards the open window, which sat just over Mike's head. Just a little further, she thought.

Mike loved the sensation of his sister, sliding herself along his cock. So much so that he clamped his hands down on her waist and began forcing her back and forth along its length. "Oh yeah, yeah! Ride it Jen! Ride it!"

"Uh, uh, uh...wait!"

"Wait! Uh! Uh! Uh!"

"Mike slow down."

The friction was getting Mike fired up and was also starting to have an effect on Jen. She had tears welling up in her big beautiful eyes. But her eyes weren't the only thing getting wet, as she felt her panties beginning to as well.

"I have waited long enough." Mike growled. His balls were beginning to ache and he wanted relief.

"I know, I know. You're right. I uh...just don't think you should have to do any of the work. Let me do it. Let me...please you." She offered hopefully. Jen took Mike's hands and he allowed her to move them off of her waist.

Sweetly she continued. "You worked so hard all day. You deserve it. Me? I was just a little brat and now I am going to get what I deserve."

The words rang true to Mike and he rested his hands behind his head, anxious to see what was going to happen.

Jen took a deep breath. Reaching down, she pulled her panties to the side, allowing her and her brother's private parts to meet for the first time.

"Feel that Mike? You big hard cock is touching my little pussy. Oh, you're so hard..."

Mike could only groan, believing his teenage fantasies were finally about to come true. Jen felt so soft against his rigid erection. She watched as his eyes rolled back a bit and he enjoyed the sensation of his cock against her wet warmth. "Now don't move, she whispered. I am going to put it in."

The siblings both swallowed hard, each about to make their big leap.

Quickly, Jen scurried over Mike and tried to climb out the window. She was almost out, before Mike recovered and pulled her back. Now only Jen's head and chest sat outside, the lower half of her body was in the car and completely at her brothers' mercy.

"I knew it! You fucking brat. Fine, we'll do it my way!" With a firm grip on her waist, Mike got onto his knees behind Jen. He flipped her tiny skirt up onto her back and pulled her little pink panties down, exposing her completely.

Mike struggled a bit, awkwardly trying to find Jen's pussy. His inexperience and anger were getting the best of him. Eventually his throbbing teenage cock found the warm, wet opening.

Fear gripped Jen now, even harder than her brother did.

"Mike! No! Please!"

But Mike pressed forward, the head of his cock wormed it's way into his sister.

"Oh my god!" He shouted. She felt so good; it was the single greatest sensation Mike had ever felt. All he ever dreamt of was finally going to happen.

Suddenly, a bright light blinded both of them. And caused Mike to recoil, pulling out of his sweet sister.

"Jen? Jen, is that you?"

Jen shielded her eyes from the sudden light, listening to the familiar voice. "Who...?"

The light was from a flashlight, which was averted as a young security guard approached the car. "Jen, its me...it's Chris."

Jen was mortified.

He watched as she quickly buttoned her blouse and act as if there was nothing unusual happening. She wondered if he had seen that someone was taking her from behind, or was about to.

Chris leaned towards the window and spoke softly. "Jen, what are you doing here? Wait...on second thought; don't answer that," he said dejectedly. He cast a glance into the car as Mike scurried into the shadows, quickly trying to hide his identity under a ball cap.

Jen was wishing the ground would open up and swallow her whole. She prayed that Chris didn't recognize her brother as the other occupant in the car. Being at a make out spot was with her brother and then being seen by her ex-boyfriend, was adding insult to injury. Trying to gain some composure, she continued to adjust her outfit and then tried to fix her now tussled hair. She noticed Chris seemed puzzled by her what she was wearing.

"Costume party!" She blurted out, unconvincingly.

"You...work, here?" She asked, trying to turn the attention away from herself.

"Yeah, my uncle got me the job. It's just something until I figure out what I want to do. They're really cracking down on people coming here, after dark. You and your, uh, date should get going. We confiscated some beer from some kids in a van and the police are on their way."

"My date? Oh, no, I uh..."

"Jen...don't. I know you have moved on, from your old school, from your old house and...your old boyfriend."

"No, its not what you think..." Jen had asked for some time and space from Chris, she had wanted a clean plate as she started college. Now she realized he must be thinking the worst of her.

Suddenly a voice from the darkness summoned Chris. "Look, I gotta go. Get outta here, now!"

"Thanks Chris. I'm sorry." Whatever he thought of her, his arrival saved her and she grateful.

Without a word, Mike drove cautiously back down the darkened road and continued towards Jen's new home.

The siblings sat in silence. Jen was humiliated. What must Chris be thinking? She cringed at the thought of him seeing her, dressed like a schoolgirl, parking with her brother.

She noticed Mike was squirming in his seat. "Ugh, my balls! They are killing me. When we get back to your place, we're gonna finish this."

Jen couldn't even respond.

Eventually they pulled into the driveway of their uncle's house, Jen's tiny apartment sat at the far end, above the garage. Inside the main house, their aunt Erica sat watching television and sipping wine. She was bored, as her husband Jimmy was out for his poker night. Hearing a car pull in along her house, she glanced out the window. Her lips curled into a sly smile as she saw that it was her niece and nephew.

Mike met Jen at her side of the car and took her by the wrist. "Come on!" Mike had every intention of relieving the ache he felt in his now blue balls.

But Erica quickly moved to the back door and turned the on an outside light, stopping Mike and Jen in their tracks.

"Jen! You're so late...I've been waiting up for you. Hello Michael. What a nice surprise, would you care to join us?" Erica knew full well that he wouldn't and that her presence would likely drive him away.

"Uh, ummm. No, thanks. I gotta go," he stammered.

"Oh. Another time then," she smiled. "All right, young lady...inside."

Jen was actually relieved to see her aunt. This was the second time tonight that someone had saved her from her brother, just in time. Erica escorted her niece into the living room, outside they heard the sound of Mike's screeching tires as he headed back home.

"I didn't realize you had a date with Mike tonight." Erica said, admiring her stunning niece, who was still dressed in her old uniform. "That's quite a naughty outfit Jen."

"Mike made me wear it," she offered as an explanation.