The Raccoons: A Sister's Expertise - Part 1

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#2 of The Raccoons


NOTE: The idea for this story came from user SickSadWorld. I hope you enjoy it!

It was a beautiful spring day in the Evergreen Forest. With this being the week before school was to let out, all the young creatures were growing excited, awaiting what they saw as a much needed summer vacation, and no creature was more excited than Bentley Raccoon. The young raccoon, with backpack over his shoulder, ran home. This had been a very special day for tor the young boy. After weeks of mustering the necessary courage, he finally did it; he finally asked Rita Raccoon on a date. Rita, a pretty little thing in his class, had been on his mind for months and months. Bentley had spent countless hours fantasizing about her, thinking about her rack, which was the biggest of any girl in his grade. His mind was so preoccupied with thinking of ways to confront her, that he almost let his grades suffer. It was at that point he had decided to ask her the big question.

t thrilled him to no end when she said "yes". Panting hard from his sprint, Bentley saw his house ahead. He couldn't wait to tell his parents and sister the good news! He, Bentley Raccoon could honestly and proudly proclaim to all that he had a girlfriend.

Bentley reached the house door. Opening it quickly, he slammed it shut.

"Bentley, what have I told you about slamming the door?"

Still panting from his run, Bentley saw the scowling face of his mother Nichole in the living room. Often times Bentley would roll his eyes or even talk back when he was scolded, but he was too excited for any arguments right now.

"Sorry, Mom."

"Bentley, what are you breathing so hard for?"

"I ran home from school today."

"Oh, are you trying to get some more exercise in?"

"Not really. Well, maybe I could use some exercise after today?"

"Why's that?" asked Nichole as she walked into the kitchen.

Bentley, grinning ear to ear, told her. "I've got a girlfriend!"

Nichole, with a glass of water in her paw to give to her son smiled. "That's wonderful, honey! Who's the lucky lady?"

"Rita Raccoon. She's in my class, and she is absolutely gorgeous!"

Nichole handed her son the glass of water, then ruffled his ears. "When will we get to meet this girl?"

Bentley shrugged. "I don't know. We were planning on going to a dance Saturday. Could you take us?"

"Of course I can; just promise me that you'll be a gentleman when you're around this girl, okay?"

"I will, Mom."

Nichole began reminiscing. "I remember when your father and I were first going out. Oh, he was such a sweet boy!"

Bentley listened with feigned interest as his mother rambled on and on for what seemed to him like an eternity. His mother's digression usually annoyed him, but he was too overwhelmed with the thought of Rita to let that bother him.

Nichole eventually stopped her reminiiscing, picking up her purse and headed to the door. "Alright, I have to go run a few errands and I'll be back in a few hours with groceries, so please make sure you're here to help me carry them in, okay?"

Bentley nodded. The young raccoon watched his mother head out the door, get into her car and drive off. Grinning mischievously, the young raccoon darted upstairs and into his room. Throwing his backpack on his bed, Bentley switched on his computer monitor. His eyes ablaze with fiery passion, he went to one of his favorite websites. Bentley, a very intelligent raccoon according to all the tests, had easily found a way around the parental controls his parents had installed on his computer. Like any adolescent, the raccoon was consumed with the new feelings of sexual desire. He watched as the porn site he had entered was streaming a live video of a well hung male raccoon fucking a large breasted female of the same species. "Oh, this is hot!" whispered Bentley to himself. Completely fixated on the smutty video, Bentley slowly reached his right paw down into his pants. His member was growing harder with every minute he watched the porno. Closing his eyes, he unzipped his fly, pulling out his cock and rubbing it sensually. All the boy could think about was how badly he wanted to be the male raccoon in the video, and how much he wanted the female to be Rita. It wasn't long before the audible sound of fapping filled the room. Bentley gritted his teeth, consumed with lust.

"Oh yeah, that's what I'm going to do to you, Rita!"

"Who's Rita?"

Bentley yelped in terror and was so startled he fell out of his chair, his pants hanging around his ankles. Trying to cover himself, he looked over at his doorway to see his sister Lisa standing there.

"Lisa! You're supposed to knock!"

The tall raccoon snorted derisively. "You didn't bother to shut your door, dumbass. Besides, you were so loud that I could have heard you in the basement!"

Completely humiliated, Bentley tried to regain his dignity. "Whatever, why don't you just get the hell out?"

"You never answered my question: who's Rita?"

"Fuck you, Lisa." growled the angry boy.

Lisa walked over and pulled her little brother's ear. "I'm not leaving until you tell me who Rita is!"

Bentley struggled in vain again his sister's grip. She was simply too strong, but he resisted nonetheless.

"None of your business, you nosey bitch!"

Lisa twisted harder, her tone growing harsher. "You're going to tell me who Rita is, or I'm telling Mom and Dad that you've been watching internet porn, you little turd!"

Not wanting to get into trouble, Bentley acquiesced. "Alright, Rita's my girlfriend! Let me go!"

Lisa relinquished her grip. Rubbing his soar ear, Bentley glared at his sister. "God, you're such a pain in the ass!"

Lisa shoved him. "Keep cussing at me and I'll tell Mom and Dad anyway. Besides, I can't believe you have a girlfriend." "Well I do!" protested Bentley.

"I bet she's a real beast!" teased Lisa.

Fed up with his sister's meddling, Bentley went to his backpack. Retrieving a picture from inside, he shoved it in Lisa's face. "Do you call that a beast, Lisa?"

Lisa took hold of the picture, shocked at how good looking her brother's new squeeze was. "Wow, she's pretty good looking. Hell, I'd even do her!"

Bentley facepalmed. "Jesus Christ, Lisa. I don't want to hear about your fantasies!"

Lisa shook her head. "Oh, settle down! Really, she's your girlfriend?"

Bentley rolled his eyes. "Yes, why don't you believe me?"

She shrugged. "I just never expected you'd ever land a girl this good looking."

"Whatever. Could you leave me alone now?"

Despite her brother's demands, Lisa remained. "So, have you to, you know," Lisa made quote signs with the pads of her paws, "done it yet?"

"No! Holy shit, what's wrong with you?"

"I'm just curious if you even know what to do with her."

"Well I . . ." Bentley stammered, trying to think of something to tell his sister.

"You don't, do you?"

Bentley wanted to jump up and give his sister a hard uppercut to her chin, but part of him realized she was actually trying to help. "I know somethings, but I'm trying to find out some more stuff."

Lisa threw the picture of Rita on the floor. "You need to ask an expert, Bentley."

Bentley was the very picture of confusion. "An expert?" Lisa nodded confidently. "I can help you out."

Again, Bentley's words were a jumbled mess. "What .. . are you . . . I don't . . ."

Lisa giggled at her brother's behavior. "Just settle down, Bentley. I'm your big sister, so it's my job to help you out."

Bentley was still trying to figure this all out. "So, you mean, you've done it before?"

"Done it?" laughed Lisa. "Bentley, I'm a total slut!"

The boy's jaw dropped at his sister's shameless admission. "No way! I always thought you were a virgin the way you act around Mom and Dad."

Lisa shook her head. "Oh, poor naive Bentley! Listen, I only act that way because Mom and Dad think we still live in the Victorian Era. Did you tell Mom you have a girlfriend?"

Bentley nodded.

"Let me guess what she told you: probably something ridiculous like you should be a gentleman around this girl, right?"

His sister's accuracy stunned him. "That's exactly what she said! How did you . . ."

Lisa interrupted him. "Mom told me to make sure my first date treated me that way."

"Did he?"

Lisa cracked a smile. "If you call fucking on a first date gentlemanly, than yeah, he was a perfect gentleman!"

Bentley wanted to know more. Lisa might have been his sister, but her insights had piqued his interest. "So, do girls like guys who want sex so soon?"

"Any girl that says she's not interested in sex is either a prude or full of shit, Bentley. You can take that to the bank!"

Bentley let the information sink in. He had never given much thought to how to really treat a girlfriend before, and although Lisa occasionally tormented him as any big sister would, she would never lie to him about something as serious as this.

"So, what are you wanting to do to learn some pointers, little brother?"

"I don't know. What do you have in mind?"

Lisa held up a paw. "Wait here, I'm going to get something."

Lisa exited her brother's room. Bentley listened as he heard his sister rummaging around in her room, obviously searching for something of importance. She returned, holding a small wooden box in her paw.

"What's in there?" asked Bentley.

She cracked a sly smile. "You'll see!"

Then something happened that Bentley had not anticipated. He watched completely baffled as Lisa stripped her clothes off until she was completely naked.

"Lisa, what are you doing?" he asked.

"The same thing you should be doing, getting naked! Come on, strip!"

Lisa watched with amusement as her brother sheepishly stripped off his clothes. Lisa thought she might die of old age before he got naked, and growing impatient, took hold of his underwear and pulled them off.

"What the . . ." exclaimed a startled Bentley.

Stripped to the fur, Lisa marveled at her brother's surprisingly large endowment.

"Wow, Bentley, you'll have no trouble banging girls left and right if they know you're so well hung!"

Embarrassed to admit it, Bentley had been turned on by his sister's boobs. Rita's breasts might have been big for her age, but were dwarfed by Lisa's rack. The female raccoon sat down on the bed, evaluating Bentley. He was lying on his back, but his cock was at full attention.

"You want me to help you with that?" asked Lisa in a low, sultry voice.

Bentley knew this was wrong; he and Lisa were siblings! Try as he could to resist, Bentley couldn't fight back his natural urges.

"Yes," he said in a barely audible whisper.

"I thought so," said Lisa smugly.

Bentley watched as Lisa went down between his legs. His eyes were as wide as dinner plates as his sister--his own flesh and blood--lick his cock from tip to base. Whatever reluctance Bentley had to engage in such taboo behavior was quickly going the way of the do-do bird.

"Wow, that feels great, Lisa!" he said closing his eyes.

Lisa swirled her tongue around his cock tip. "Oh, well this will feel even better!" With that Lisa opened her mouth and took his entire dick in. Bentley tensed up at the overwhelmingly pleasurable feeling of being sucked off. He looked down at Lisa sucking him off, but in his mind, it was his new girlfriend Rita that was blowing him.

"Oh yeah, that's it. Right there!" breathed the raccoon as his ringed tail thumped against the bed happily. Bentley could feel himself reaching the point of orgasm, but no sooner had the sensation started, when Lisa suddenly stopped.

"Hey," said Bentley, feeling cheated at his sister's edging him. "Why'd you stop?"

Lisa got up and pulled her brother off the bed, then laid down in it, spreading her legs. "Because I did my oral report, and now it's time you do your's!"

A naked Bentley looked in between his sister's legs, seeing for the first time her pussy. He felt cheated out of a much desired orgasm. "No way! I didn't get to cum!"

"Come one, Bentley. I helped you, so you need to help me! Fair is fair!"

Bentley looked back and forth between his sister's cunt and her face. Sighing, he once more capitulated.

"Fair is fair," he muttered unhappily.

"That's better!" said Lisa. She watched her little, naked brother climb onto the bed. Getting in between her legs, he looked, completely at a loss for what to do next.

"Umm . . . little help?" he said sheepishly.

Lisa sighed. "Just start licking my clit. You know how good I made you feel? This will feel just as great to me."

Sighing again, Bentley lowered his muzzle into his sister's crotch. Slowly, the raccoon, as though he was being forced to eat a dish he hated, slid his tongue along his sister's pussy lips. He could feel her squirming from the contact of his wet tongue along her sensitive part.

"Oh, Bentley. Yes, right there!"

Bentley wouldn't have said the taste of his sister's feminine area was bad, but it was very different than anything he had ever had in his mouth before. All he had to do was convince himself that this ordeal wasn't that bad. He kept telling himself that, and within a few minutes, he was licking faster and harder than before. Lisa whimpered, helpless to resist Bentley's flicks of his tongue.

"God, Bentley, Rita is going to love you!"

Encouraged by his sister's compliment, Bentley licked harder and harder, faster and faster, until his sister was screaming with sheer sexual frenzy.

"Stop, Bentley!"

Ceasing his pussy licking, a horrified Bentley looked up at his sister. "What did I do wrong?"

"Nothing" said Lisa trying to reassure him. "I just need to get something for you!"

Bentley saw the supple, nude form of his sister retrieve something from the box she had brought with her. Reaching inside, she pulled out a small packet and tossed it to him.

"What's this?" he asked.

"A condom. I was worried I might not have one big enough, but seeing as how you're so freakishly huge for your age, that won't be a problem."

It was then that Bentley realized what they were going to do, but still, he had to ask his sister.

"Lisa, are we going to . . ."

"Fuck? You bet! Now hurry up and put that on. I might be a slut, but I still practice safe sex!"

Bentley paws were shaking from the excitement. Even though he had learned all about condoms and their proper usage in health class, the anticipation of finally losing his virginity was too much for him. Lisa, seeing her brother's struggle, went over to assist.

"I'll take care of that!"

Bentley, his cock still rock hard and wanting relief saw his sister carefully place the condom on him without the slightest difficulty. He couldn't help but make an observation.

"Looks like you get lots of practice, huh?"

Lying down on her back, Lisa grinned, confidently, smugly. "More than you could believe. Now, hurry up and fuck me!"

His cock now sealed up like Fort Know, Bentley fumbled around on the bed, climbing above his sister. He watched her face, wanting to see her expression.

"Ready?"

"Proceed!" she ordered. Bentley saw Lisa's head sway back and forth as he slid his entire length in. It was absolute heaven to Bentley, feeling her vaginal walls clamped around his teenage cock. Lisa's breasts jiggled up and down with every pelvic thrust of her brother.

"Fuck, give it to me, little brother!"

"Okay!" yelled Bentley.

Lisa felt her brother's dick slam harder and harder into her cunt. No stranger to sex, Lisa felt herself an excellent judge of a guy's fucking abilities, and for a virgin, Bentley was doing a grade A job. Even though Bentley's member had been in desperate need of releasing his seed, someone he managed to hold back. Lisa happily welcomed this by flipping her unsuspecting brother onto his back. Bentley, surprised by the sudden action, yelped, but was happy to see that Lisa had taken the burden of fucking away from him. Squatting down with his dick inside her, Lisa was riding her brother like a bucking bronco. Bentley breathed heavily, his tongue hanging outside his mouth from the sheer pleasure of the intercourse.

"You close?" asked Lisa, still moving up and down.

Bentley's head rose up, feeling his seed slowly flowing from his balls on out. "Lisa . . . gonna . . . cum!"

Bentley's release was huge, but the latex shield covering his prize protected him from shooting a load into his sister. Lisa stopped her humping as she observed her brother melting into a helpless, exhausted pile of post-orgasmic bliss. She went to get her clothes, smiling at him.

"So, was I helpful?"

Bentley nodded. "Yeah," he said, trying to catch his breath. "I just hope Rita's as good as you!"

"Why, thank you, little brother! You should know that if she's a virgin, she'll be tighter than me."

Tighter than that? Wow, Bentley thought to himself. He just hoped that his new girlfriend was willing to put out. Pulling the cum filled rubber off his quickly softening penis, Bentley looked over at his alarm clock.

"Oh shit!"

"What?" said Lisa.

"Mom's going to be home soon! I got to get dressed!"

Lisa ran over and grabbed the used condom from her brtother. "I think I heard Mom pull into the garage! Here, I'll go flush this and you get dressed and go downstairs!"

Nichole Raccoon opened the front door to see her two children running up to help her.

"Here, Mom," said Bentley grabbing the brown paper grocery bags out of her paw. "Lisa and I will get those! You just have a seat and we'll put this stuff away!"

"Why, thank you, Bentley!" said a much pleased Nichole. "Where is your sister?"

"Right here!" said Lisa running down the stairs and out the door to fetch the remaining groceries.

Nichole went into the living room and sat down. Picking up a romance novel she had been reading, she yelled out to her children, hearing the rustling brown paper bags.

"Lisa, did Bentley tell you that he has a girlfriend?"

"Yes, mom. Bentley and I talked at length about that!"

"Oh," she said, curious. "What did you tell him?"

"I told him to always be a gentleman around a lady!"

Nichole smiled. "I'm so glad that you kids have learned to behave so well!"

Lisa, putting away some paper towels in the cupboard, and Bentley in the refrigerator, turned and looked at one another, grinning as only a demon could, both of them thinking the same thing.

If only Mom knew. If only she knew.