The Windy Pines, My First Summer - Cover

The Windy Pines, My First Summer

Copyright© 2021 by Fanlon

Chapter 2

Coming of Age Story: Chapter 2 - Me, my sister, my mom, and my dad take our first family trip to The Windy Pines. A clothing optional resort/camp owned by my grandparents. One can imagine what would happen to a pair of kids at a resort like this, for the first time. This is a coming-of-age story of a boy who is initially uncomfortable with his nudity, for good reason, but learns that with a specific friend or two, it might not be that bad. Maybe. Winner of 2 Clitoride awards in 2022 and a finalist for a few others.

Caution: This Coming of Age Story contains strong sexual content, including Ma/Fa   mt/ft   mt/Fa   ft/ft   Mult   Teenagers   Consensual   Reluctant   Fiction   Incest   Mother   Son   Brother   Sister   Daughter   Exhibitionism   First   Masturbation   Oral Sex   Petting   Safe Sex   Voyeurism   Big Breasts   Size   Small Breasts   Nudism   Slow  

We made it to the log cabin mom and dad used every time they visited The Windy Pines. This was going to be home for the next four weeks. There were a couple of windows in the front of the cabin that were situated on either side of the front door. The cabin had a peaked roof which extended out over the front porch. This provided it with both shade and protection from the elements. On the front porch sat a pair of old rocking chairs, along with a porch swing that looked large enough to sit two or three people.

“Alright kids,” my father called out as he got out of the car. “Grab your things and help get all the groceries and stuff inside.”

“Fine,” I grumbled as I got out of the car.

“Ok, Dad,” Sara said, bouncing up and down on the balls of her feet. She was way too excited.

Sara and I met at the back of the car as my father opened the trunk and started handing us bags of food. Once both of us had our arms full, we made our way inside. Mom was in the kitchen, looking through the cupboards and drawers. We put all the bags on the small island counter. It was then that I took a moment to look around at our would-be home for the next month. It was a single roomed cabin with a queen size bed on one side and two smaller beds on the other. Thankfully, there were enough beds for everyone, but I was shocked that I wouldn’t have a room of my own to run to if things got ... uncomfortable.

“There aren’t any bedrooms! Wasn’t there at least one cabin that actually had rooms so we could all have some privacy?” I demanded, my voice hard and complaining. How was I supposed to masturbate if I didn’t have any privacy, or a room to use?

Mom just laughed, “You will be fine, don’t worry.” She gave me a genuine smile. “It will take a little getting used to it, I know. But you will adjust to your surroundings and once you do, you will love it here, I promise. Your father and I have always enjoyed our time here. You will too. Wait until you meet some of our friends. They even have some kids your age. I am sure you can run around with them, and maybe they will show you a thing or too.”

I rolled my eyes. My mother couldn’t see me do it, thankfully, or she probably would have yelled at me. I went back outside and heard mom call out to Sara. “Sara, honey? Help me put this stuff away and then we can get changed and go out and explore a bit. Okay?”

I didn’t hear Sara’s response. I was already out the door and heading back to the car to get my own things. I only brought two changes of clothes as I was told any more than that would be a waste and my mom wasn’t going to be doing my laundry while we were here.

Dad handed me a case of beer to carry inside, along with my small bag. He followed me with a couple bottles of wine, and bags of his and Mom’s clothes, plus whatever else they thought they needed.

“Put the beer in the fridge for me, please. I want to get it cold as soon as possible,” My father called behind me.

I walked over to the fridge and opened it to do as he asked. Propping the door open with the case of beer, I transferred the cans into the fridge. That finished, I turned to grab my bag when I noticed my mother undoing her skirt and then watched as it fell to the floor. Next, her thumbs hooked into the waistband of her underwear before they too joined her skirt on the floor. She bent down to pick up the clothes piled at her feet.

My mother was completely naked. I could see her back, her legs and her round, firm butt as she picked up the discarded clothes and put them into a plastic bag that had a moment ago held groceries. My eyes then moved over to the pair of beds that Sara and I were each going to be using. There I saw Sara, standing and looking in my general direction, naked. Her firm tits standing proudly on her chest, her tan nipples almost blending in with the flesh of her boobs. Then I shamelessly scanned my sisters naked body from head to toe.

My sister shaved, just like mom! She had never shaved her pussy before. Up until now, she always had a light patch of reddish hair just above her clit. We shared the same shower, and her razor was always right there. I just assumed she shaved her legs and underarms. I had no idea she shaved between her legs! Now it was completely gone, I couldn’t help but think she looked a lot better shaved.

I could see her pussy clearly now. I had never really looked at hers before. Her pussy looked smooth, soft and her outer lips closed tightly, hiding everything that might be between them. All that could be seen was a line going vertically down the junction of her legs. She looked amazing, and the usual reaction took form, and it did so in a hurry.

Ever since the night my mother had loudly declared to me and everyone listing that erections were nothing to be ashamed of, my sister had been on a constant lookout. Every time she saw my get hard, she would laugh and tease me about it. I would then rush up to my room, shut the door and then furiously jerk off until I orgasmed. Most of the time it took two orgasms before my dick went back to its dormant soft stage. Now though, I had nowhere to hide. I didn’t know what to do, and that didn’t help reduce any of my smooth hardness.

“Sam, time to change. Come on, as soon as you do, I am going to take you and Sara out and show you around,” my mother said, taking my attention off my sister only to look and see my mothers’ perfect boobs and shaved pussy right in front of me, teasing and tempting me.

Still hidden by the small counter island in the kitchen, I flushed a deep red. My mom noticed it right away and asked, “Do you have an erection, Sam?” I nodded, not wanting to speak. “Don’t worry about it, hurry up and get changed so we can go. Come on, please. It will go away on its own, if not, we can find somewhere for you to take care of it.”

Taking a deep breath, trying to calm myself I picked up my bag off the counter and walked over to the bed I was going to be using. All the while, my dick was standing proudly out in front of me. The one nice thing I hadn’t even thought about was now that Sara had shaved, and mom shaved, it looked like I shaved too. That gave me the tiniest bit of relief and courage. My bare dick was the one thing I was really self-conscious about. How it made me look like a little kid, not a fourteen-year-old who would be a freshman next year.

I threw my bag on the bed, and then quickly took off my clothes. Mom came over and took my clothes. She placed them in the same plastic bag as hers’ and Sara’s clothes. The bag was tied closed and then placed next to her bed. It was now time for our tour of “The Windy Pines.”

“Let’s go, I’ll show you two around a bit. I think you’ll enjoy the pool, it’s very nice. There is a hot tub there too that the parents and older folks usually take advantage of,” Mom said and then walked out the front door. My sister looked at me and smiled before following her. I assumed the rear, tentatively, still concerned about the fact my dick is still as hard as the day is long.

The minute I made it out the front door I could feel the breeze against my skin, except this time it was all my skin. The feeling was different. Not bad different, but different just the same. We never left the house naked at home, much less the backyard. Our neighbors’ houses were too close to ours and we didn’t have a full privacy fence, just a little section my dad built for mom to tan in and not be seen by anyone. The warm sun on my skin felt amazing though.

Mom took us in the direction of the swimming pool, which was a few dozen yards down the road and off to the left. I started to get increasingly more comfortable with my very public nudity the longer we walked. By the time we got to the pool, I was no longer thinking about my dick. That didn’t mean it was any less hard. Youth did have some side effects that may not always be desired, regardless of the stories about it.

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