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Penny Learns A Lesson


Penny rushed home. She walked through the front gate and saw her father's car in the driveway. That meant her dad was back from the train station with her brother. Bob was already home. `Damn,' she thought, `I wanted to be here when he arrived.' She looked down at the front of her mini-skirt. The stain was still there, but was less noticeable. She decided to take a chance. Penny entered the front door and yelled "hi everyone, I'm home."

Bob came out of the kitchen, wearing his army uniform. She ran and gave him a big hug. "Sorry I'm late." she said, "Practice ran over. I didn't even stop to shower, I wanted to see you so badly."

Her brother grinned. "Judging by the way you smell, you were practicing more than cheerleading."

Penny turned red. "Bob!"

"You better go upstairs and wash up before Mom gets a whiff of you."

Embarrassed, Penny let go of her brother and ran to her room. "Your late." Her mother called, "Dinner will be ready in a half hour."

"All right Mom." Penny yelled back. `Wow, my brother could smell it.' She thought. `Sex is so wicked.' Penny closed the door of her room. She put her books down and pulled her sweater off over her head. She shook her hair out. She put her hand behind her back and unhooked her bra. She turned and looked in the mirror. Penny could see John's dried cum on her left tit. She started getting hot again. She unsnapped her mini-skirt and unzipped the zipper. It fell to the floor. She looked at the panties of her cheerleader costume and saw the widening love juice stain. She felt the wetness building up inside of her. She pushed her uniform panties down and stood naked except for her lacy panties. They came off next. Penny grabbed her robe and ran into the bathroom. A cold shower would take those thoughts away.

*              *               *               *               *

A little while later, still in her robe, Penny came down- stairs. "I didn't have time to get dressed before dinner." she explained.

"That's O.K." her mom said "Dinner's ready now."

They went into the dining room. Her father and Bob were already sitting down. Penny joined them. "Well Penny." her father said. "I've got some good news and some bad news. The good news is that Bob is home. The bad news is that he can't stay the two weeks we thought he would be here. He has to report back Friday night."

"But this is Monday. Friday is only a few days away. That's not fair." Penny cried.

"Orders are orders." Bob shrugged.

"You're mother and I were thinking" her father continued, "that on Friday, we would drive Bob to the camp. Its only about five hours from here. We could spend a little more time with our son, and then drive back through the mountains and stay at our favorite hotel for a couple of days. Come back Sunday night. Unfortunately Penny, you have school on Friday, so you'll have to stay here. Mr. Jones told your mother that his daughter, Lisa, will be back from college for the weekend. We're going over there tonight to ask if she can stay with you while we're away."

Penny was stunned. Bob would only be home a short while, her parents were going to take off on short notice, and they were going to get her a baby-sitter. "That's not necessary." She frowned.

"Maybe not, but we'll feel better." Her father explained.

Lisa was strange Penny thought. She was the best looking girl in town bar none. Her brother would have give his right arm to make it with her. No such luck. All the boys flocked around her. Well, maybe she could learn something from Lisa about boys. "Well if that's how it has to be, I'll make the best of it." Penny said.

Dinner continued with the normal conversations of a family in which one of its members had been away for a while. After dinner Penny's mom told her to go upstairs, get dressed and do her homework. "But I want to talk to Bob some more." Penny pleaded.

"After your home work is finished, you'll have plenty of time to talk." her mother directed. "Upstairs young lady."

Penny reluctantly went to her room. "I'll be down here when you're done." Bob called.

She closed the door behind her. Homework she thought, how boring. Penny picked her books off of the floor. She sat down at her desk and opened her English Lit book. After a minute or two, it became clear that she couldn't concentrate. Her mind was on other things, what she did with John that afternoon, Leroy's huge hard-on, her brother, what she might learn from Lisa, Kathy being fucked in the ass at the point, Jill sucking off a guy in front of John, Leroy fucking all of the cheerleaders, maybe more than one at the same time.

She turned around and saw the pile of clothes she had taken off that afternoon. She went over to it, picked up her bra and panties, then laid down on her bed. She slipped her robe off. Penny examined the bra. She saw John's cum stains on it. She rubbed the bra on her tits; her nipples immediately became erect. She laid the bra on her chest, between her breasts, with one cup near her neck and the other on her stomach. She picked up her panties, brought them to her face and sniffed them.

The smell of sex started her juices flowing. Penny reached under her bed and picked up her favorite magazine, couples fuck- ing and sucking in all sorts of positions. As she turned the pages of the magazine, she began playing with her nipples.

Her panties were on her chin, where she could smell them. As the pictures in her magazine became more and more explicit, she moved her hand from her tits to her cunt. Slowly, she began to caress the moist, silky hole. Her fingers found her clit and flicked at it. She rolled the clit around between her thumb and forefinger, and stuck her index finger into her hole. She moaned softly as she continued sniffing her panties, looking at pictures and masturbating herself.

"Hi, kid!" Her brother said as he entered the room. Not seeing Penny at her desk, he turned and saw his little sister with a pair of panties near her face, a hand busy fingering her cunt and a dirty magazine in her other hand. Penny woke from her erotic bliss in an instant. She threw the magazine away, pulled the panties from her face and tried to cover herself with the robe. Bob walked slowly over to her and sat on the edge of the bed.

"Mom and Dad went over to Mr. Jones to ask about Lisa and this weekend." He explained softly. "I got bored and came up here to see if my little sister needed any help with her homework. What I found is that my sister isn't little anymore."

"Please don't tell Mom!" Penny begged.

"Why would I do that?" Bob asked. "I'm your big brother, I'm here to help you not hurt you."

"Thanks." Penny yelped meekly.

"Do you need some help?" Bob asked gently. As he did, he moved her robe revealing her leg, her stomach and her left tit. Her nipple was rock hard. "Answer me Penny, would you like me to help you?"

Her heart was beating incredibly fast. Bob's hand was on her thigh and moving up. He gently massaged her thigh flesh with one hand and caressed her face with the other. Penny lost control. "Help me Bob, please help me!" she groaned

"What do you want me to do?" He asked innocently.

"Make me cum!" Penny pleaded. "Make me cum!"

Bob moved his hand from her thigh, up over her cunt and put two fingered deep in her hole. She gasped. He moved his other hand from her face, opened the remaining part of her robe and place his fingers on a tit. Penny squirmed beneath him. He reached over, and took her panties from beside her and stuffed them into her mouth, then returned the hand to her nipples. As he continued to work on his sister, she began to rock back and forth, pushing her cunt harder into his hand. He moved his fingers from her hole to her clit and rolled it around.

"You're going to cum for your big brother, aren't you Penny?"

'Yes' she nodded. He moved the hand in her cunt back down, inserted his pinky and the finger next to it into her hole, and moved his index finger into her asshole. Penny screamed into the panties in her mouth. Bob took his other hand from her tit and replaced it with his mouth, sucking an erect little nipple into his lips and rolling it around like candy. Penny was shaking violently under the workings of his hands. Her hips moved from left to right and back, and pushed into the hand in her cunt.

"Cum for me Penny, cum for your big brother, NOW." He commanded.

`Yes, yes!' She nodded. "I'm going to cum. I'm CUMMING!" she screamed into the panties "I'm CUMMING!" Her hips rose off the bed and pushed fiercely into his hand. Her cream pulsed from her cunt. Bob took her bra and soaked up the juices flowing from her young snatch. Moments later it was over. Penny laid there ex- hausted. Bob took the panties from her mouth.

"How are you doing kid?" He asked.

"O.K., great." she replied weakly.

"Mom and Dad will be back soon. I'm going to go now. You don't mind if I take this bra as a souvenir do you?" He asked. Penny shook her head no. "Good," he said "tomorrow night, Mom and Dad are going to the Petersons' to play bridge. I'm supposed to go, but I'll decline. When you get home from school tomorrow, there'll be a package on your bed. If you want more of this put whatever is in the package on, and be laying on this bed spread eagle at eight 'o clock sharp. If you don't want more, just lock the door. Got it?"

"Yes." She said.

"Good." He replied. Bob leaned over and kissed her in the valley between her breasts, got up, went out and closed the door behind him.

A little while later Penny's parents came home. "Penny isn't down yet?" Her mother asked Bob.

"I saw her a little while ago." He replied. "She said she was tired from the long practice and was going to bed after she finishes her homework. How did it go with Mr. Jones?"

"Pretty well." His father said. "George called Lisa and she said she would be glad to do it."

"That's good." Bob agreed. "Well, I'm pretty tired myself. Good night Mom, goodnight Dad." He kissed his mother and went upstairs.

Penny couldn't believe what had just happened. Her own brother. She started to ooze just thinking about it. Then, she dozed off to sleep.

The next day, Tuesday, Penny couldn't concentrate on any- thing. She just wanted eight 'o clock to get there. School, lunch, cheerleading practice all dragged on. John spoke to her, but she didn't hear him, she just nodded. Finally, she could go home. Bob wasn't there when she got there. Her mother told her he was out with friends, but would be back for dinner. She told Penny to hurry up and finish her homework, because, Bob had decided not to play bridge with her and father that night at the Petersons, but was going to stay home with Penny. Penny smiled and said she would do her homework right away.

She raced upstairs to her room. Once inside, she closed the door and spotted the package on her bed. She opened it to find a flimsy push-up half bra, in black with red trim, a matching garter belt and panties, black stockings with seams and red lace top, and shoes, pumps with 4 inch heels. The panties tied on each side, and could be taken off by opening the bows. She trembled as she put the clothes away and waited.

At dinner, Bob acted like nothing was happening. After dinner, at about 7, Penny's parents said they were going to play bridge. Bob said he was tired and wanted to lay down for a while before watching TV with Penny later. Their mother kissed him good night and said to have a good time. Bob just smiled. The next hour dragged on for Penny. At about 7:30, she took her clothes off and walked naked about her room. At 7:45, she began to get ready. Penny put the black bra on and hooked it behind her. Her nipples peeked out above the lace trim. She fastened the garter belt, and carefully hooked the stockings to it. She made sure the seams were straight. Next, she put on the bowtie panties. Some of her blonde pubic hair was visible from the sides. She combed her hair, put on the high heels and laid down on her bed, spreading her legs to wait for her brother. Her heart pounding rapidly.

Bob didn't disappoint her. At 8 sharp, he came into her room, dressed in a pair of slacks and a button down shirt. "Hello Penny." He said. "Time for your next lesson?"

"Yes." She said softly.

"Well Penny, tell me what you did yesterday afternoon to get yourself all worked up. Don't leave anything out."

Penny told him of her experience with John, and of Leroy's come on. She went into great detail. Just describing the action caused her to start flowing. Bob undid one of the bows on her panties and put his hand inside, resting it on her pussy. He began to gently rub her young love hole, running a finger along the slit. Penny closed her eyes and concentrated on the actions of his hand. Bob took out a plastic bag from his pocket. In it was Penny's bra from the night before, all stained from her cream.

"Open your mouth Penny." Bob commanded. She obeyed. Bob put the cum drenched bra into her mouth. "You suck on this." He said, "While I suck on you." He undid the other bow on her panties, and pushed the material covering her love nest aside. Bob bent down between her thighs, kissing the soft flesh below her cunt. Penny was sucking her own cum from her bra. She put her hand on his head and pulled it up towards her cunt. Bob keep kissing her thighs as his mouth approached her slit. His hands went to her cunt lips and spread them apart. He looked at the moist, pink softness that was his sister's cunt and slowly ran his tongue the length of her opening.

Penny reacted immediately, pushing her cunt into his mouth. She sucked harder on the cum soaked bra, and began playing with her nipples. Bob thrust his tongue deep into her hole and began moving it rapidly. He changed to an in, out motion, tongue fucking his younger sister's cunt. Penny moaned loudly into the bra.

The juices were flowing heavily from her box. Bob stopped tongue fucking her, moved his mouth to the top of her cunt and took her clit to his lips. He gently chewed it, flicked it with tongue and rolled it between his lips. His hands moved to her bottom. Bob spread her ass cheeks and inserted a finger in her asshole. Penny went wild. She began to buck up and down, roughly pinch a nipple with one hand and push Bob's head further onto her cunt with the other. Bob took a hand off of her ass and came around to feel her tits. He moved his mouth from her clit, went down all along her slit a for a few minutes, then returned to her clit. Penny came with a loud passion, muffled only by the bra in her mouth. Bob took her little black panties and sopped up residue flow from her snatch.

He removed the finger from her ass and the bra from her mouth. He moved to her face and passionately kissed his younger sister, their tongues intertwined.

"My turn." He said. Bob got off the bed, stood up and unzipped his fly. Penny watched as he put his hand in to retrieve his cock. Just then the downstairs door opened.

"We're home." Penny and Bob heard their mother's voice say. Bob took his hand out of his pants and zipped them up. He turned to leave, taking one last look at his sister laying there with her breasts overflowing the little bra, her glistening cunt framed by the black laced garter belt and a look of want and need on her face.

"See you later kid." He said as he left the room and closed the door. Penny sighed. She wanted to satisfy him like he had her. Well, she thought, there'll be another time. She reached for her panties and put them into her mouth to suck out the cream that Bob had so thoughtfully saved for her. Her hands went to her cunt and she played with herself while thinking of her brother.

Bob went to the bathroom to wash up. He went downstairs to ask why his parents were home so early. They explained that the game was boring and that Mrs. Peterson had a headache. As there was no substitute, they called it quits. Penny came down a short while latter. The family watched TV for a couple of hours before going to bed. As Penny and Bob went upstairs to their rooms, Bob said to her "Penny, skip practice tomorrow and come home right after school. Mom is going shopping in the City and won't be home until close to 6. Wear what's in the package that will be on your bed. I'll be in your room at 3:30. This time, be on your knees, facing a side of the bed." Penny smiled and nodded her agreement. She kissed her brother on the cheek and went into her room.

The next day Penny did just as she was told to do. After telling her coach that she had a problem at home and had to miss practice, Penny raced home and went right to her room, not even stopping to see if Bob was in the house. She stripped her clothes off and went over to the package on the bed. There was a note from Bob which read `just wear the garter and stockings and the shoes from yesterday. B.' Penny opened the package and found a red half bra with black lace trim, matching panties with a slit over the crotch, a matching garter belt and black fishnet stock- ings with seams. She hooked on the garter belt and the stockings, then found her high heeled shoes from the night before. She put the rest of the things in her dresser drawer, then walked over to her bed, dropped to her knees and waited obediently for Bob.

Promptly at 3:30 he entered her room. Bob was completely naked. He walked over to Penny and stood before her, his cock inches from her mouth. He reached down and cupped one of her naked breasts. He took the nipple between two fingers and squeezed. Penny shuttered. She saw that he was bigger than John, but smaller than Leroy.

"Shall we resume where we left off?" He asked. Penny nodded `yes.' "Put your hands on my ass". She obeyed. Bob took his hand to his cock and began stroking it to an erection. He moved closer to Penny and brushed his dick over her cheeks, her forehead, her eyes and across her lips. "Do you want it?" He asked.... Penny nodded `yes', feeling his cock flesh on her face. "Where do you want it?" He asked.

"In my mouth." Penny whispered.

"I couldn't hear you." Bob replied.

"In my mouth!" Penny said louder.

"Ask me nicely." Bob said as a droplet of cum appeared on the tip of his prick. He rubbed the droplet on Penny's lips. Her tongue came out to taste it.

"Please Bob, may I suck your cock. I want to please you. I want to taste your cum. I want it so bad. I need it. Please Bob, please let me suck your cock." She begged. Penny could feel the cream dripping from her exposed cunt. She wanted to play with herself, but Bob had commanded her to hold his ass.

"You may suck me off." Bob said, granting her request. "What do you say?"

"Thank you, oh thank you Bob." Penny opened her mouth and Bob slowly pushed his erect shaft into her oral opening. Penny felt the hard, velvety member move pass her teeth. She brought her tongue up to touch it. She savored her first taste of cock, her brother's. Bob pushed his prick further into her mouth.

"Press your lips tightly around it." He Instructed. She complied. "Move your head back and forth." She obeyed. "Take one hand off my ass and lightly play with my balls. Put a finger of your other hand gently into my asshole." Penny did as she was told. "Use your tongue."

Bob put his hands on the back of Penny's head to guide her sucking action at the speed that he liked it. As his cock pis- toned in and out of her moving mouth, her tongue licked the underside of his dick, from the base to the head.

Penny moved her head back and the stiff prick slipped out of her lips. Bob took it in one hand and raised it to give Penny access to his balls. She moved her tongue to his cockhead, and licked the underside of it down to the base, then moved her mouth lower to his hairy balls. She licked all around the hang- ing testicles, then gently took one in her mouth. She licked it thoroughly, it just seemed the natural thing to do.

Penny moved up and reached for Bob's cock. She took it in her hand and aimed it at her approaching mouth. She swallowed the entire shaft to the base, then held it as her mouth moved all along it, her tongue in action as well. She put her other hand at Bob's ass, and put her index finger in his asshole. `She learns quickly.' Bob thought.

"This is it!" Bob exclaimed. "Keep sucking baby, keep suck- ing!" He put his hands on her hair and controlled her head action. Suddenly, his prick erupted in her mouth. She swallowed three or four spurts of cum. Then, Bob pulled his cock from her mouth and shot the remaining spurts on her face. Penny was dis- appointed that she didn't get to taste the entire orgasm, but the sensation of his cum spurting on her face, caused her to cum right after him.

After Bob stopped shooting cum, Penny put his dick back in her mouth and licked it clean. Then Penny went over to her dresser and took out a pair of panties. She brought them to her cunt and soaked up her juices. She walked over to her bro- ther, who was laying on his back on her bed watching her, and laid down beside him. She gave him the cum soaked panties.

"If you need a snack latter." She explained as she placed a hand on his limp penis. Bob smiled, took the panties in one hand and one of her tits in the other.

"Thanks." He said. "Mom and Dad are going to a dinner party tomorrow night. Its my last night here. Do you want to make it special?"

"Yes." She whispered.

"You know what's left?"

"Yes."

"O.K. Tomorrow then...

"Alright." She smiled that slut smile. Bob squeezed her tit gently, took the panties and left, closing the door behind him. Penny rolled onto her back, and slowly masturbated herself until she came one more time, then drifted off to sleep.

*              *               *               *               *

The next afternoon, when Penny returned home from cheerlead- ing practice, her parents were upstairs getting ready for their dinner party. Bob wasn't around. Penny called out hello, then went to her room and locked the door behind her. She smiled at the sight of the package on her bed. She walked over to it, and picked up the envelope attached to it.

`Dear Penny,' it read, `in this package is a skirt, a blouse and some make-up. Tonight, wear the red bra, panties and garter belt with the black seamed stockings from the night before, as well as these clothes and the shoes I bought you. Put on make-up like the enclosed picture. See you at 7. B.'

Penny looked at the picture. It was of a woman with heavy make-up, like that of a whore. Penny got all hot thinking of the coming evening. There was a knock on her door. When she opened it, her mother was there, ready to leave.

"Good-night baby." She said. "We'll be home about 11. I wish we didn't have to go, but your father's business, you know. Your brother should be home soon. Warm up the meat in the fridge for dinner and you two have fun."

"We will Mom. You have a good time, love you." Penny kissed her mother on the cheek and watched her go downstairs. Since it was after 5:30, and she knew the make-up would take a long time to put on, so she decided to start getting ready. She took off all her clothes and put on the red panties, garter belt and stockings. She slipped into the shoes and sat down at her make- up table.

The blush, the heavy blue eye make-up, the mascara all around her eyes, took a while to put on correctly. She polished her long nails bright red, then put on matching lipstick. She had some jewelry that fit the outfit and put that on too. Next, she hooked on the red bra. She hadn't worn it before. It was even silkier and sexier then the black one her brother had given her the night before. This one just propped up the under- side of her breasts a little. Her nipples, and most of her tits for that matter were completely exposed.

She put on her new blouse. It was a button down, sheer silk one with no breast pockets. You could see her nipples through it. Then she slipped on the leather mini-skirt. It was so short that its hem was just below the tops of her stockings. It buttoned down the front.

When she was all finished, she looked at herself in the full length mirror. She looked like a slut. She felt like a slut, and she wanted to be a slut. Penny looked at a clock. It was 6:45. Just then the phone rang. She picked up the receiver.

"Hello, I want to speak to Penny." The voice on the other end of the line said. Penny recognized her brother's accent.

"This is Penny." She said.

"I read your ad in the paper. How much do you charge?"

Penny immediately understood his game. "$100 an hour." She answered.

"What do I get?"

"Anything you want."

"What's your address?"

Penny gave her brother the address.

"I'll be over in ten minutes."

"I'll be waiting." She said as she hung up the phone. `So that's why he wanted me to dress like this.' She thought. `To- night, I'm to be his whore. Well, I'll be the best whore he ever will have.'

The door bell rang. Penny opened the door and Bob asked "Are you Penny?"

"Yes." She answered. "Come in."

Bob followed her in and closed the door behind him. "Have a seat." She said. "Can I get you anything to drink?"

"No thanks."

"How long will you be staying?"

"About two maybe three hours."

"That'll be two maybe three hundred dollars, payable in advance."

Bob smiled. He reached into his wallet and took out 3 one hundred dollar bills. He motioned for her to come to him. When she did, he lifted her skirt slightly and placed the money in the top of one of her stockings. "I own you for the next three hours." He remarked.

"Yes you do. What shall I do first?"

"Sit down next to me, lift your skirt and play with your- self."

Penny sat down, spread her legs, bunched her skirt up around her hips and put her fingers through the open crotch of her red panties to her pussy. She inserted one of the red tipped fingers into her slit, and moved it rapidly around. Bob watched for a few minutes, then reached over and opened her blouse. He pulled its tails out of her skirt but left the blouse on.

"On your knees facing the couch." He told her. Penny took her hand from her cunt, slipped onto the floor on her knees and turned towards the sofa. Bob got up and got behind her. He too dropped to his knees. She heard his zipper open. He raised her skirt and draped it over her ass. He moved against her. She felt his prick begin to swell as he rubbed it against her pantied clad ass.

After a minute or two he said. "Put it in real nice - slut." Penny reached between her legs and found his shaft. She put her hand around it and guided it to her cunt hole. She rubbed it along the length of her slit. Then, as he stood perfectly still, she pushed herself back onto his cock and slipped it into her pussy. Finally, after so long, she was being fucked.

Bob began fucking into her virgin cunt with a passion. He reached around her slim firm body and squeezed her tits. She pushed her ass back to meet his every thrust. "Play with my balls." Bob instructed.

Penny again reached between her legs, and found his scrotum. She caressing his nuts and scratched them lightly with her bright red nails as he continued fucking her from behind.

Bob let go of her tits. He brought his hands to her hips and guided her thrusting motion onto his prick. "I'm gonna cum baby. Oh your soooo fine.... Cum with me baby.... Cum with your big brother!" He exclaimed.

With that Bob began to shoot his load into his little sisters pussy. She felt his hot sperm entering her filling her and came also in long shudders, her body convulsed around her brothers thrusting shaft.

When Bob had emptied his load almost completely he pulled out, and the last few pulses of his cum fell on her ass.

Penny slumped forward. Bob moved back slightly and said. "Clean me up please."

Penny turned around, took her brother's cock in her mouth and licked off his cum and her cream. Then Bob got up with a groan and sat on the sofa. He told Penny to turn around on her knees and face his lap, that he wasn't done with her yet. She did this.

He told her to suck him back to an erection. And She moved her head down to his cock and took him in her mouth. She kissed his prick from the head to the base, then sucked one of his balls into her mouth. Then she moved back to the cockhead, and began licking his entire shaft. Her technique worked, he shortly had another hard-on. What a wonderful feeling... His little sister had learned her lessons well, his whole body felt wonderful, as his sister sucked, licked and nibbled his shaft and nuts, all Bob could think of was how good she was making him feel. Then BAM.. she had brought him to the top again, and as his sperm rushed from his balls up through his shaft causing that wonder- full feeling... his sperm shot out in wave after wave filling his little sisters mouth with his life's seed... Yes this was truly the best piece of ass he'd ever had.

*         *         *         *

The next morning at breakfast, Penny said her good-byes to her brother like any sister would. Her mother reminded her that Lisa would be there when Penny returned from school. As Penny left the house, Bob walked her to the front door. She kissed him hard on the lips, allowing her tongue to slip into his mouth. She squeezed his crotch, winked at him, turned and walked away.

As Penny watched her dad drive Bob down the street on the way to the station, she thought...Well tomorrow is Saturday.... I think John will be surprised...

THE END - or maybe Lisa will be another story, or maybe, Saturday night, or maybe even good ol' Leroy would be interesting to visit.. Who knows..


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