What Are Two Cherry's Worth?

Author's note: this story contains scenes of incest or incest content. No actual rape occurred in this story.

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Chapter One

My name is Pete Knox. I am a successful large business consultant firm owner. I am 43 years old about 5-foot 10 inches and weigh about 175 lbs. I work out daily at the local gym during the week so I am in fairly good shape. I started my firm almost 10 years ago, which is where I met my beautiful wife Jennifer known as Jen. Jen is a few years younger than me at 39 years old. She is a very successful accountant at a large accounting firm. Together we've been married about seven almost eight years. We have no kids.

The old cliché stopped for milk, had $2.00, bought a Powerball. Won 5 years ago, the largest jackpot in South Carolina, Over $310M. We moved to a larger $2.3M waterfront house on Hilton Head Island. We both still work, as we enjoy what we do. We just have to work less now. That is not what my story is about.

My sister, Mary Johnstone, works now as an executive assistance to the CEO of her firm. Mary married after graduation, when she got pregnant at 18-years-old from her then current, now husband Tom Johnstone. I didn't really care for Tom, as I thought he was going to be a 'bum' and not work. However, Tom surprised me and started working out of High School at the local car dealership, first sweeping the floors then becoming their star salesperson. Tom even won their 'salesman of the year' award 2 times in a row.

Penny, their daughter was born almost 19-years ago. My niece, Penny, that is where this story originates from. Growing up Penny was a 'TOM-BOY' type. Sports, volleyball, softball and track during some of her High School years. Jen and I, after we were married would go together to watch her games. My sister, Tom, Jen, Penny and I would all hang out with each other, UNTIL?

Penny started to be that 'pain in the ass' kind of a kid at the age of 15 when she started to act up. Going out, lying to her parents, not the typical teenage stuff. She quite all her sports. Tom won another vacation, not his first, so Mary asked Jen & I to watch Penny for a week. So, here is where we start our time with Penny, now at age 16.

Tom, Mary & Penny live in a very nice house in Bluffton, not far from us. As an Aunt, Jen & an Uncle, we spoiled Penny at our home on Hilton Head. We all played Miniature golf, tennis, swimming in our indoor pool etc. We even went off our private beach to play in the sand. Bicycle riding a few times around the Island. Boat rides on our 55-foot yacht. Even taught her to water board ski off our jet boat.

Everything was going great UNTIL her parents got home. When Tom & Mary picked up Penny at our house, we told them how much fun we had with her, what we did all week together and how she was such a great gal to be around.

I told them both, "Anytime you guys need someone to watch Penny, it would be our pleasure."

A couple of days after Penny got home she told her Mother, a completely different story about Jen's & my time with her while she stayed with us. Penny accused me of raping her a few times during the week.

Penny mentions to her mom, "Uncle Pete raped me twice while Aunt Jen held me down."

"Penny, are you sure you're not making up stories again?"

"No mom, he did. The second night, when I slept over their house, he lifted up my night shirt while Aunt Jen wasn't looking to look at my breasts, then when Aunt Jen caught him, instead of yelling at him, she came over to help him rape me! Penny then described how; we forcibly broke her hymen while she was left bleeding on the bed."

That started, no pun intended, the bad blood between my sister and I. I got the call from my sister.

"Pete, we need to talk just you and I."

"What's up sis, everything OK with you and Tom?"

"We are fine."

We met at a coffee shop in town. Mary told me what Penny told her.

"Mary, your daughter is my niece, I love her or did love her like my own daughter. Why would I rape her and why would Jen hold her down for me? You know she has been a constant liar about things?"

"I don't know why she would make this story up Pete. However, I told her that we are going to have her checked out by a medical doctor to see what damage was done to her and she agreed to it."

"Mary, you will find that nothing has happened to her."

Penny was checked the next day by a medical professional. Her hymen is still in place. No signs of any bruising or rape. Penny finally admitted that she dreamed it one night and decided to tell her mom it was real. Because of that, my sister-in-law and I, for a while didn't get along. Even Jen was pissed off and didn't speak to Mary for a while. Tom didn't know much about what exactly transpired between our families. Penny was sent off to a boarding school following the incident and I haven't seen her since nor have I wanted to.

After Penny was sent away, my sister, Tom, Jen and I over time, healed the wounds from Penny's lie and we have been getting along for at least 2-years. My wife and my sister went away on this August summer day for their annual (2nd) sis and sister-in-law trip to Zoetry in Mexico.

Chapter Two

I was working in my office, when the garage security camera alerted me that someone was driving up our driveway. Switching to the security APP on my phone, I see a beautiful blue Jaguar rolling up our driveway and then this beautiful young girl starts walking up to my front door.

I start walking towards my front door, just as the doorbell rings.

Through the security system, I answer it asking, "Who's there?"

She says, "It's your niece, Penny."

"Penny, after our last situation, I do not believe that this is, as my wife is not around. I am alone in the house; you are no longer welcomed here especially if I am alone."

Penny then tells me via the speaker, "That going to a boarding school has changed her. I am a new & better person. Uncle Pete you do not have to worry about me anymore. I am very sorry for what problems I caused you and Aunt Jen when I was 16-years-old."

I made sure the in-house video system was active to record and verify that nothing happens. I take notice of Penny's grown up shape. 36 breasts with a 'C' cup by 24 by 34, with short black hair, brown eyes. She was wearing Grey leggings, a halter top with sandals. Her toes had red nail polish on them and she was wearing Perfume.

"Come in, but note I have video cameras recording us."

Penny comes into my house and we sit in the room off to the side of the door. I then activate the video camera on via the App, for my office.

"Do you want anything to drink?'

Penny says, "Any diet soda will do please."

I get up to go into the kitchen leaving Penny in my office. I return with a soda for her and an Ice Tea for myself.

"So, Penny, what after all these years, brings you here and what have you been doing with yourself?"

"Uncle Pete, for one thing I got my shit together at that boarding school. They were tough on me for the first six-months but they finally got me straightened out. I realized accusing you of a false rape was wrong. I graduated with honors from the school. Dad was able to get me the Jaguar after he co-signed the car loan. The Jaguar is used. It came off lease on a special deal."

She continues, "Mom was able to get me a job as an insurance agent for her company. I passed all my certifications. I make good money, but typical for me, I don't know how to budget my money. I am behind on bank payments with the bank. They are closing in next week recalling my car loan. They haven't gone to dad yet, as a co-signer because I told them I would get them the money by Monday. I don't want to lose my car or have to go to my parents, so I came here to beg you for the money?"

I tell her, "So what you are saying is that I haven't seen you in a few years. You accused me of rape and you expect me to loan you the money to help you out? What do I get out of all this?"

"Uncle Pete, I know, but I am desperate, whatever it takes for the money, I owe $9,000.00. plus, another $1, 350.00 in late fees."

"Penny, let me ask you this, are you a virgin? Have you had sex with anyone?"

"An old boyfriend had me give him blow jobs. I allowed him to feel my tits but I wanted to wait on losing my cherry for that right guy."

I go to my office computer and type some things into it. Then I print it out, handing it to Penny.

"This is a contract Penny."

I give her the contract. Explaining it to her, "The first part of this contract is a non-disclosure agreement. It also states that this agreement is voluntary and you are over the age of consent. As well as an agreement for you to give me your cherry for the amount of $25,000. Also, as part of this agreement twice a year you will have to have actual sexual relations with me. In addition, if you do not come to have relations with me or you disclose any part of this agreement you have pre-signed over the Jaguar to me and I own it no ifs, and, or buts."

"In addition, the second agreement is a printed out letter to your parents stating that you came to my house to try and extort money from me. As part of the deal if you don't follow these terms the letter goes to your parents and I get your Jaguar. Do you agree to these terms to get your money?"

Penny runs out of my office, continuing to run out of my house to her car. She gets in her car, then starts the motor. She sits in the car for a minute, then shuts the car off. She gets out of the car coming back into the house then into my office as she sits back down.

Penny tells me, "I want $60,000. cash for my cherry and only 1 more sexual relation during the year."

I tell Penny, "This is my best and final offer take it or leave it. I'll agree to give you the $60,000., but now I want both your pussy cherry, your anal cherry and you must have sexual relations with me four times a year. You now have 53 seconds left to think it over."

Penny thinks it over, saying, "I am desperate, so I have no choice but to accept your offer."

I print out new agreements for her signatures.

Penny asks me, "Uncle Pete, what is next?"

I tell her, "We now go downstairs to Aunt Jen's and my playroom in the basement to play. You will do what I ask of you or no money and the letter will go to your parents."

Chapter Three

Once downstairs in the playroom with all video cameras active, as Jen & I enjoy watching our play together afterwards.

I say, "Penny before we go further, you are here under your own free will and agree to what is about to happen to you? Yes, you do or no you don't?"

"Uncle Pete, I agree, I am here under my own free will, as a volunteer and agree to what is about to happen to me."

"Good, now start slowly stripping, while I watch you."

Penny starts to roll down her leggings, lifting her legs up one at a time to remove her leggings. Standing now in just her black lace thong and halter top.

"Halter top next Penny."

Slowly, covering one breast by placing a hand over it, Penny then removes the halter, then quickly places her other hand over her other breast, as she drops the halter top to the floor.

"Drop the hands now," I yell out to her.

Penny slowly drops her hands, allowing me to view her beauty and appreciate her young 36 C breasts with rose colored nipples.

"Turn around, then spread your ass cheeks, as you slowly remove your thong, then turn back around to face me."

Penny turns her body, now facing me, placing her hands over her pussy to cover it from my view.

"Now drop your hands, I'll be fucking that pussy soon enough, now drop them!"

Penny reluctantly drops her hands, now standing in all her glory in front of me. Reveling a very small patch of fine black hair. I walk up to her, as she stands there nude and start to feel her breasts. I start to rub/massage them, I pinch then bite down lightly on one of her nipples then repeating it to her other nipple.

I am thinking to myself, "My niece has one hell of a smoking lithe hot body with a fine-looking small ass. I can't wait to fuck and ride that asshole, as I pop that other cherry, she owes me."

"OUCH, that hurts Uncle Pete."

I stop what I am doing. In the corner of the room, mounted to a high ceiling, is a specially modified Fantasy Spinning Swing with a hydraulic spring. I can control the swing's height & movements via a voice-controlled computer.

"I am now going to help place you into my swing."

She asks me, "What is this swing?"

"Don't worry about it you bitch; you are mine now."

Reluctantly she goes to the swing, knowing she has no choice or I get a car and her parents get the letter. I help place her ass on the cloth seat, then adjust her hands through the cloth material. I tighten each one. I then adjust her legs into the bottom part, tightening each one. Penny is now trapped into the swing. With her trapped, I start to suck on each one of her nipples.

Thinking to myself, "Oh, what young nipples, pure virgin nipples. There is nothing like them."

After sucking on her nipples to bring them to a point, from a side cabinet, I then take nipple clamps with small vibrators attached. Placing one on each of her now erect nipples. As I lean again to the cabinet to get out the Hitachi Magic Wand.

Penny starts yelling out, "What the fuck do you have on my nipples, they hurt like hell, but feel good."

"Don't worry about it, wait until I get the wand on your pussy and clit. You will be seeing stars."

I then start the Hitachi Magic Wand. Placing it over her pussy lips, leaving it there, I then move it over her clit and leave it there. I then placing a Velcro strap around her to secure the wand in place on her clit and pussy.

Lifting the swing to my height, "SWING UP Three feet." I then place my tongue into her pussy to start going up/down her virgin slit. My tongue is feeling the vibrations from the Magic Wand.

Penny starts to cum, "OH, UM, Whoa, Jesus, I have never felt this feeling before. Stop please, no don't stop Uncle Pete. UMMM, AAAHHH," she starts shaking her body as the swing starts moving around in circles.

After she cums, I grease my penis with the lube adding some lube to her pussy. "Swing down until I say stop." Lowering the swing, so I place her pussy at my 7-inch thick penis, "Swing hold." I adjust the swing so we are aligned, "Swing down," her pussy is now pushed onto my penis, not caring at all for this bitch, who accused me of falsely raping her at the age of 16, now at almost 19 years old, I move my body up. Automatically stopping the swing from coming down further, my penis goes right past her membrane and into her pussy.

"HOLY FUCK, THAT HURT,"

"Bitch it was meant to. That will teach you to falsely accuse someone of raping you."

With Penny's blood now on my penis, the vibrations from the wand still on her clit, I start to pump my 7-inch thick penis into her very moist and wet pussy. "Swing - Fuck up/down." The swing is now controlling her body to my penis, as I stand in place, pushing my pelvis into her as the swing moves Penny onto my body. Now to add insult to 'injury', I start to pull on the nipple clamps. Penny and I are now in a nice rhythm until my balls start to tighten.

"Penny you are about to have your first load of liquid gold in your pussy, as I am about to cum."

I start to cum, "Oh boy your pussy is so tight, that feels so good, I am now cumming in you. My hot liquid ropes of cum are entering your virgin pussy."

I start to pull out so I can finish cumming in her mouth.

"Open wide and don't bite me bitch or it's all over."

Penny opens her mouth as I yell out, "Lower swing, 6-inches," bringing her mouth to my penis's height. I jam my penis, now dripping with cum, blood mixed with her pussy juice, into her mouth and start to pump. Taking my hands to each side of the swing, I push Penny like a little kid with her mouth wrapped around my penis, in/out. When her mouth is on my penis, I hold the position.

She is spread out like a bat with her ass in the air, with the magic wand still buzzing on her pussy & clit.

"Now swirl that tongue of yours around my penis. Make believe my penis is a lollypop or Popsicle. Suck on the top, now go towards my groin," as I now push her head more towards my balls.

"Now lick my balls, good. Now lower that head some, then start to lick my asshole."

Penny is cooperating, becoming a complaisant bitch and accepting her abuse. I decide to remove the nipple clamps off her breasts including removing the magic wand, as I am not ready to deliver another load into her just yet.

"You can stop blowing me, you did great. Later you can swallow and take a load from me before you leave."

"Swing move to a seating position." The swing starts to adjust Penny's body to a seating position so I remove her clamps and the wand.

I stop to ask Penny, "How are you doing?"

"Water please, please I am thirsty. I must have had like 5 or more small orgasms from the vibrations."

I go to the mini refrigerator to get her a bottle of water and place a paper straw into the bottle so she can have some water. I then take a few sips myself.

Chapter Four

"Swing, raise three feet." The swing moves up three feet. Next, I move a chair under the swing, raising Penny up so I can get under her. I then go to the cabinet to get a purple rabbit. Starting the purple rabbit, I place it into her pussy with the one part against her clit.

As I get into position for the next phase, Penny starts to scream out, "What is in my pussy and on my clit? It is driving me crazy; I am cumming again, OH, OH Mi Whoa, AH. I am going to piss all over the place."

After moving the chair, as on the floor, I have a large sheet for just that purpose,

I say to her, "Penny it is OK, you can squirt, go ahead babe, let it out."

Since she has become more complaisant and docile, I am starting to be nicer to her. Out from the sides of the rabbit, she starts to squirt out.

"OH, this feels so good, Uncle Pete, I don't know what you are doing to me, if it is meant to be mean, but it feels so, so good. I get $60,000. For this? AAAAAAAAAAAAAAHHHHH."

I then remove the rabbit from her pussy, taking a wet cloth to wipe her down. Then I let Penny relax. I lift up the sheet with some blood drippings and her pussy juices on it, from the floor then place a new sheet below us. I replace the specially designed bar stool type chair under the swing. I run first to the downstairs bathroom, take a quick piss. Returning, I then sit on the chair, lubing up my penis.

Now sitting on the chair, "Swing, slowly lower." Getting Penny's body into position, the swing lowers her ass towards my penis. "Swing stop." I stop the swing, so I can place a finger with lube into Penny's virgin asshole.

"Penny, as you committed to me, I took your pussy cherry and now I am taking your anal cherry. As the swing in lowered down unto my penis, I need you to relax your anal sphincter muscle, then push out like you're going to the bathroom, so I can then slowly enter you. Do you understand?"

"Yes, I do, let's get this part over with."

"Oh, my little one, you should enjoy it."

After lubing up and placing the lube in her anal channel, I say, "Swing, lower down, as Penny is lowered unto my penis. "Swing Stop." My 7-inches is now planted within her asshole. I move her body around my penis for a little bit. "Swing, raise and lower 2-inches then 3-inches, then down 6 inches until I tell you to stop this series."

As I sit on the chair with my penis into Penny's asshole, the swing starts to move Penny's body up/down. I am looking for my enjoyment now, not hers, but as she is lowered down, I reach around to play with her clit to give her a few rubs. Going up then down her slit, entering her pussy with two, now three fingers shoved up there. Removing them, I start to even rub her breasts. After about 20 to 25 minutes of Penny's asshole via the swing moving on my penis, I again feel my balls tighten.