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Holly's Story - Day 03

Story Info
Losing her virginity. Family secrets revealed. Anal sex.
2.8k words
4.21
35.6k
22

Part 3 of the 12 part series

Updated 06/09/2023
Created 07/11/2019
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DAY 3 - FRIDAY

Holly had voluntarily gone to school pantyless. She liked the freedom it gave her. She liked the feel of cool air on her crotch. She liked flashing her pussy. Most of all she liked the thrill that she might get caught.

She brought some tampons to soak up the wetness during the day. She kept her skirt down in creepy Mr. Graves class and wagged her finger "no" when he looked her way. She pulled her skirt up in Miss Burton's class and was able to stroke the teacher's leg all the way up to her panties. Miss Burton left a note on her desk. 'Should I skip the panties Monday?' Holly wrote 'YES' and dropped it on the teacher's desk on the way out.

Jack was waiting for Holly to get home from school. He was naked. Today was the day he was going to take her virginity. He was planning on forced and rough the first time and making love to her the second time. To teach her the difference.

Holly walked in the door, surprised Uncle Jack was naked. As soon as she stripped he grabbed her, roughly threw her on the couch, held her down with one hand around her neck, and fondled her crotch. "You are my slave now and I'm going to take you anyway I want."

Holly hit him in the jaw with her elbow, wrenched herself away, and stood up. "I am not your fucking slave. I'm nobody's slave. I do this because I like it and because I love you. But if you think I'm going to be your damn slave you got another thing coming." She stood there her face flushed with anger, her body poised to fight.

"But you agreed to do what I say" Jack pointed out as he rubbed his jaw.

"That's right. I agreed. Voluntarily. As your partner not as some damn house pet." She spit the words out.

Jack considered what she was saying. "How about submissive then? Instead of slave."

Holly wasn't exactly clear on the difference but she half nodded "Maybe. Sometimes."

Jack moved suddenly and threw Holly to the floor. She fought back. His height and weight gave him an advantage but Holly was athletic, quick, and had been trained in self defense and martial arts since she was 5. She knew how to counter his attacks.

As they wrestled back and forth, Jack's cock got hard. It took almost 30 minutes until Holly was pinned under him unable to move. She was no longer angry. She had enjoyed the wrestling and especially enjoyed Jack's hard cock bouncing against her.

Holly opened her legs wide, an invitation. She took his cock and moved it up and down her slit. She felt her pussy grow warm and wet. She used the head to play with her clit. She stroked his shaft.

She placed the head of his cock at the entrance to her vagina. This is how her first time should be, with a man she admired and loved. "This may hurt a little. Okay?" Jack warned. She nodded. It would be better if it hurt.

He very slowly eased the head in. He kissed her and began tiny thrusts, just the head moving in and out. It didn't hurt. It was frustrating. She wanted him INSIDE. She tried to pull his hips forward to take more. He refused. The frustration showed on her face.

Jack paused, the head of his cock barely in her hole. He raised his upper body with his arms. He thrust hard all the way in. Her pussy stretched and stretched. The remains of her hymen tore. Her pussy was on fire. Holly arched her back, pushing him in a tiny bit more. She let out a long moan. It was glorious. She savored the moment, knowing it would never feel this way again.

Jack bent his head and kissed her. Her tongue entered his mouth and he lightly bit it. She sighed. He pulled his cock back to the beginning and thrust in hard again. There was less pain but she felt his cock filling her hole, still stretching it out.

Holly pushed back with her hips. They got in a rhythm with their hips thrusting together and then apart. He held himself up with one arm so he could pull and squeeze her long hard nipple. Her juices built up, unable to escape the tight seal made by his cock. She felt her orgasm build, spreading warmth throughout her body. Her fists clenched, arms tensed. Her legs opened wider and wrapped around his waist.

Normally Jack could control his cock but the argument and wrestling had broken his concentration. When he felt Holly begin to cum, when she wrapped her legs around his waist and pulled him deeper, he couldn't restrain himself any longer. His cock erupted spewing cum deep inside. He ejaculated again. And again. At the same moment, Holly's limbs quivered, she moaned nonstop. Her whole body tensed as she came once, twice, and with a little final shudder, a third time.

She lay on the rug limp. His cock slowly began to soften inside her. It was the best thing she had ever experienced. Holly knew there would be other good, even great, sex in the future but nothing would top this moment.

Jack lay beside her. The head of his soft member lay at the entrance to her pussy. He sucked each of her tits gently. He kissed her eye lids, her cheeks, her mouth. Languid, Holly thought, I feel languid.

And then she didn't. "You dumb shit, you came in me didn't you?" He nodded. "I'm not on birth control. What if I get pregnant?" Jack smiled and shrugged. "Are you going to tell my parents how you got your niece pregnant?" Jack got serious.

"I'm going to keep fucking you. Without birth control. Maybe you'll get pregnant, maybe you won't. No matter what happens, I'm here for you. It'll turn out okay." Holly looked dubious but she didn't care. If she got pregnant her parents might throw her out and she wouldn't have to listen to their dumb ass rules anymore.

She put two fingers in her pussy and pulled out some of his cum. She played with the sticky white fluid and then ate it.

"That won't stop you from getting pregnant." Jack commented.

She laughed. "I know. I just wanted to eat it straight from my pussy. Like farm to table. Fresh out of the hot puss."

"After dinner I'll fuck your ass. Then you can eat it fresh out of your hot buns." Holly shivered in anticipation. This adventure was better than anything she could have imagined. Just two days before her idea of adventure had been flashing her bra. Now she was going to get it in the ass.

She sighed. She was going to miss this when her parents returned home. She wondered if she could really return to that life, a life full of rules and regimentation.

They got up. Jack went to fix dinner, Holly to put away her clothes and school stuff. While she did, the built up wetness from her pussy mixed with his cum and ran down her leg. She cleaned it off with her hand. Some she wiped on her tits; some she just ate.

During dinner, Holly said "I felt Miss Burton's pussy through her panties today. Does that make me a lesbian?"

"I think it means you like sex a whole lot. With men, with women, by yourself."

"Why weren't you worried about me getting pregnant? About my parents reaction?"

"Because I know your parents haven't always been the stick in the mud fuddy-duddies they are now. They can't object too much when they've done the same thing."

"S'plain Lucy."

"Well, when your mother graduated high school, I had just received an advance on my first book. I thought I was rich. So for a graduation present, I took her on a camping trip out west. The first few days we were just driving there. We slept in the car. Nothing happened but we both could feel some tension building.

The Grand Canyon was beautiful but very crowded. No privacy. But little things happened. She would brush my crotch reaching for something. I put my hand on her thigh during a ranger talk. We started putting our arms around each other's waist, admiring the scenery. She stopped wearing a bra. I slept on top of the covers in my briefs.

We went to Zion where there were a lot fewer people. It has this canyon. You're at the bottom, standing in a river, looking up at the sky through this narrow gap between tall canyon walls. Your mother said it was like being inside a pussy looking out through the lips. She put my hand on her crotch as she said it.

At the end of the canyon, there's some small woods. We went far enough in we couldn't be easily seen. We felt each other up through our clothes. I got a breast out and sucked it a little. She got my cock out and stroked it a little. Then the spell was broken. We went back to the tent and nothing was said.

The next day we went to a national forest. We hiked to the most remote campsite we could find. It was near a meadow and stream. Once the tent was set up, your mother looked at me and stripped. I still remember how she looked. I stripped and we went hand in hand down to the stream to swim. Afterward, we lay in the meadow to dry off. That's when the proverbial dam burst.

We must have spent two hours rolling around in the grass. Feeling each other, masturbating each other, and finally fucking each other. It was raining by the time we finished, a warm, soft rain.

After that we couldn't keep our hands off each other. We actually got thrown out of one park for making too much noise. Your mother could be a screamer sometimes. It all came to a stop once we packed up and started to drive home.

I didn't realize it at the time but your mother wasn't on birth control. On the drive home she started worrying she might be pregnant. Then she started blaming me for getting her pregnant. Finally she blamed me for everything - the incest, the touching, the fucking - because it was my idea and I was her big brother.

Of course she wasn't pregnant but that worry stuck in her mind. Sound familiar? She still looks at my crotch sometimes, gets mad all over again, and stomps out the room."

"I forgot my mom is your sister."

"Then there was how you were conceived. It was really the start of them both becoming so scared of everything."

"Their dumb ass rules are my fault?" Holly asked incredulously

"No. It was the circumstances." Jack paused, Holly waited, a questioning look on her face. "They were not long out of college, it was before they got married. I was dating a woman who did porn to pay her way through college. She invited all of us to watch a lesbian porn shoot she was in.

Your mother and father used to fuck a lot in public places. Under the stands at a football game, in the back of the movie theater, things like that. So we're watching this porn shoot and your father gets horny. He starts groping your mother. The director noticed. When your mom's panties fell on the floor from under her dress, the director had one of the camera men start filming them.

"Oh my god."

"Yeah. I don't know what was going on in their heads but they fucked like crazy rabbits. Everyone, including the crew and actors, just stood around watching. With the one camera man filming it all.

The clothes came off quickly. The oral sex was a fairly routine opener. It was followed by anal sex where your father pulled out and came inside your mother's pussy. That was the first time he came.

Your father tied your mother's hands with her bra and stuck his cock in her mouth. More anal, more vaginal. Your mother pissed on him while he was fucking her. He double penetrated her with a dildo and his cock. It was wild.

Your father came inside your mom at least three times. One of those times, sperm met egg and you were conceived. I have a copy of the film if you want to see your movie debut."

"No thanks. Thinking of mom and dad having sex is icky enough. So they never wanted me?"

"You weren't planned but they were thrilled when they found out your mother was pregnant. They were just embarrassed by the circumstances. Then it got bad. The director released the film on video. It was pretty popular, one of the first professionally filmed amateur sex tapes and the sex was wild. Eventually your dad found out. His business was just starting to succeed and the last thing he needed was to be known as a porn star."

"What happened?"

"He made a deal to buy the masters and the rights. It almost bankrupted him. To save the business he was working 100 or more hours a week while your mother stayed home alone with you. You were a newborn and not an easy child, as they say. They almost divorced. It was traumatic for both of them. That's when they started being scared of everything. If one fun romp could lead to bankruptcy and divorce, imagine what other things might lead to."

Holly considered what he had said. "That explains a lot. But it doesn't justify it."

"No it doesn't. But that's why I'm not worried about you getting pregnant. Your parents have done the incest thing and the unwed pregnancy thing themselves, so they can't get too bent out of shape if you do the same. Besides they know I still have the tape." There was a wicked smile on his face.

With dinner eaten and the dishes done, Holly straddled her uncle's lap and played with his nipples. "Will you fuck me in the ass now?" Jack laid Holly across his lap and began playing. At first he just rubbed her crack. Then he fingered her pussy until he felt wetness. He inserted two fingers, got them nice and wet, and slid up to lube her asshole. Holly reached back and pulled her cheeks apart. He spit on her hole and rubbed it in good.

Slowly he inserted a finger. There was some resistance but not much. His finger wiggled around to stretch things out. When his second finger went in, Holly pushed up with her butt and sighed. She caressed her uncle's balls.

He turned her around, facing away. She lowered her ass on to his cock head and, with a quick thrust, rammed it all the way in. It hurt but Holly liked the pain. Her pussy got warm. Her ass was tight around his cock and Jack didn't know how long he'd last.

Her uncle reached around to grab her nipples and pulled them hard. Holly groaned. "I like this."

Slowly she began moving up and down. When she went down, her hips moved in circles, grinding her ass around his lap. Her ass clenched the cock tighter. Her cunt was so wet the juices leaked out.

Her uncle rolled her nipples around with one hand and played with her clit with the other. With each downward move she landed harder and moaned louder. She pulled her cheeks apart.

Her uncle relaxed and blew his load up her ass. He twisted a nipple and pinched her clit. She screamed in pain and pleasure.

Suddenly she froze as she reached the top of his cock. Her body tensed and she made guttural noises. Her legs started to quiver. Jack felt a rush of liquid flow down into his lap. Holly crashed back down on his cock and began to fall forward. He grabbed her as her head lolled to one side. He was pretty sure she had passed out again.

It took a minute for her to recover. "When you stand up my cum is going to leak out. Lay down so you can scoop it up and eat it. Fresh from the hot buns."

After she finished eating his cum, Holly looked over at Jack. "Goddamn that was good!" Jack picked her up, laid her on his lap, and spanked her until her entire ass was red. "What the hell was that for?" She had tears in her eyes.

"I just felt like it. Did you enjoy it?" Since she had three of her fingers up her pussy she could hardly deny the fact. Jack put two fingers up her ass and didn't have to wait long before she came again.

"You better go to bed. You don't want to be tired when Emma arrives tomorrow."

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Merganser20Merganser20almost 5 years agoAuthor
Hymen Broken

It was in Holly's Story - Day 01. The last half when she is tied to the bed. It is mentioned in passing.

prop69prop69almost 5 years ago
Read the story the second and found busting of the hymen.

Can't wait for the next day.

prop69prop69almost 5 years ago
Loved the story. Whem did he take her cherry?

Did I miss it?

Can't wait for the next episode.

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