The Windy Pines, My Fourth Summer, Part One - Cover

The Windy Pines, My Fourth Summer, Part One

Copyright© 2024 by Fanlon

Chapter 11

Coming of Age Sex Story: Chapter 11 - Winner of the 2022 Clitorides Award. Another year in school for Sam before he can return to The Windy Pines for the summer. Sam is instore for some changes. He is growing up, though not always wiser. With age comes responsibility. He still has a lot to learn, and he gets a crash course on what it takes to grow up.

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft   mt/Fa   Teenagers   Incest   Mother   Son   Brother   Sister   Exhibitionism   Masturbation   Oral Sex   Voyeurism   Nudism   Slow  

I woke up early and felt Sara’s smooth warm skin pressed against my stomach and chest. My face was nuzzled into the back of her neck, and I could still smell the shampoo in her hair from last night. My arms were wrapped around her, and she was holding onto them making it difficult for me to pull them away without waking her up.

Normally, I wouldn’t mind waking her up and then telling her to go back to sleep. This morning however, my dick was rock hard and feeling the heat that radiated off her ass cheeks as they held my cock between them had me hornier than I could ever remember.

If I didn’t know Mom was waiting for me downstairs, I probably would have woken Sara up to have sex. But Mom was waiting for me, and she and I had an agreement. If there was any real need to have more than just a jerkoff session, she would help. Today of any day, I needed more than our standard jerk off session.

My mind started thinking about what it felt like when Mom’s lips wrapped around my shaft, how wonderful it felt when she ran her tongue along my cock, and how intense it felt when she sucked on the head of my dick.

Fuck! I need to get out of bed, now!

I was so turned on that I didn’t even stop to go to the bathroom. That would just have to wait until after what was going to be a massive orgasm.

The house was dark as usual, and I grinned to myself as I made my way down the stairs. I could see Mom sitting on the couch, holding her coffee in her hands, patiently waiting for me. Normally, I would wait to say anything until after I had sat on the couch but today, today was different.

“Mom, can we please—” My mouth snapped closed when I saw who was on the couch.

Mom was there, but so was Grandma. That I was not at all expecting.

“Good morning, honey,” Mom said, softly. “Your mug is right there on the coffee table.”

She gave me a sad smile. She knew I was going to be disappointed that Grandma was sitting on the couch with her. She was right.

“Mmm, yes it is,” Grandma purred, her eyes locked on my hard cock that stood proudly in front of me.

“Good, um, morning...”

“Come sit down, Sam,” Grandma shifted over leaving a space barely big enough for me to sit between her and Mom. “Looks like you could use some help.”

I sat down on the couch and picked up my steaming mug.

“Did you sleep okay?” Mom asked, doing a valiant job of trying to steer the conversation away from my obvious need. I was grateful for that.

“Must have been a good dream or maybe it was just because Sara slept with you?” Grandma asked, smirking all too eagerly to hear my answer.

I blushed and tried to hide it by taking a slow sip from my mug.

“There’s no need to be embarrassed or shy about it, Sam,” Grandma said. “Besides, you have a beautiful penis. Just like your father’s when he was your age. Between us though, yours is better and my goodness that boy could shoot out buckets of semen several times every single morning.”

Mom smirked at that, and Grandma smiled brightly, trying to put me at ease and build up my confidence to go ahead and show her I could do that too. Which I indeed could...

I couldn’t help but notice the fact that both women’s nipples were hard, and the color was up in both of their cheeks as they watched me. That wasn’t helping with the situation I was in. I needed release in the worst possible way but jerking off in front of my grandma was not something that I wanted to do.

It’s not that she wasn’t good looking. She was for women her age. It was just different, weird to think about doing what Mom and I did with Grandma there. I knew she would love nothing more than to be a part of our little coffee dates. She had made that point long ago at camp.

“I slept okay,” I answered Mom’s question.

“I assume Sara is still sleeping?”

“Yeah.”

“As soon as you finish your cup, you should probably jump in the shower before everyone else gets up. Otherwise, you probably won’t get to take a hot shower. Your father and Sara are notorious for using up all the hot water.”

I caught a slight frown on Grandma’s face as Mom continued to move our conversation away from my dick, but it vanished the moment she noticed me looking her way. I actually felt bad for a second. She just wanted to watch, or even help me orgasm and it was painfully obvious that wasn’t going to happen.

I had no doubt whatsoever that Mom and she had talked about our morning routine and that was the driving factor for why she was up on the couch with us this morning.

I drank my coffee as quickly as I could and barely managed to get it all down without scalding my mouth. As soon as I had finished the last swallow, I thanked them and hurried up to the bathroom to take a shower. I needed to come. My cock had flagged a bit, so it wasn’t quite as uncomfortable, but my need and desire were still fully in the forefront of my mind.


I was breathing deeply, my head down letting the water from the shower cascade down over my head. I had just finished jerking off and the sheer force of my orgasm was enough to make my legs visibly tremble. It was shaking so badly that I even had to put my hands on the wall to keep myself upright. Without that bit of support, I would probably be sprawled out on the shower floor.

“Must have been a good one,” Sara said from behind me.

I hadn’t even heard her come in the bathroom let alone climb in the shower.

“I’m pretty worked up, too,” Sara continued. “Are you about done in here or do you need a few more minutes?”

“I’m done, just trying to calm down a bit and rinse off before I get out.”

“I totally get it. God, I wish Scott were here.”

I pushed myself away from the wall and out from under the water. I ran my hands through my hair and wiped my face to clear the water away from my eyes.

“You two really are going at it like rabbits, aren’t you?”

“Oh, get out already. It’s my turn before you use up all the hot water.”

Sara playfully tried to shove me out of the shower, but I resisted easily.

“You know I’m still here if you need some assistance.”

“I know, it’s just that Scott and I ... we haven’t really talked about ... stuff. He’s actually really shy about getting naked and stuff. He wouldn’t even get naked with me if the lights were on! There is no way I could tell him about, well, this.”

Sara indicated the fact that she and I were naked in the shower together like it was no big deal.

“Really?” I asked, stunned. “Only in the dark?”

“I’m serious. It’s kinda cute though.”

I rolled my eyes at that.

“Are you going to tell him about us being nudists?”

“No way!”

“Yeah. If what you said about him being shy is right, he would freak out for sure.”

Sara nodded seriously.

“Someday I will tell him. Maybe I can convince him to come to camp this summer.”

I finally climbed out of the shower and grabbed my towel off the hook to start drying off. That way Sara could get under the water without me in the way.

“Right, sure you will!” I laid the sarcasm on pretty thick. “Nothing bad could come of that at all. Nope, no way Jose.”

Whatever her reply was, I couldn’t hear it over the running water as I walked out of the bathroom.


I felt incredibly proud seeing my truck parked in the garage. Dad wasn’t quite as happy about that fact as that forced his car into the driveway. As much as he didn’t like losing his spot in the garage to my truck, he agreed it was a good idea because there was a substantial list of things that needed to be fixed.

One of the biggest questions I had was solved on Christmas morning. Grandma and Grandpa handed me a card in a red envelope with my name beautifully scrawled across the front. It was in my grandmother’s handwriting. I don’t know what happened but kids my age just didn’t write with that flowing script anymore. My own handwriting was hard enough for me to read, and I knew what it said!

I looked up at my grandparents in confusion. I never got a card for Christmas. Well, I got cards, but not just a card. I looked around, waiting for someone to hand me a wrapped box or something but everyone was just staring at me, grinning ear to ear. Even Sara.

My eyes narrowed and my brow furrowed as I looked at the envelope in my hands, turning it over a few times to make sure I wasn’t missing some sort of clue to some ... grander than a card.

Nope, nothing.

Inwardly sighing and trying to keep my disappointment off of my face, I opened the envelope and pulled out the card and opened it. A slip of paper slid out from where it was tucked inside and fell to the ground unnoticed.

The card read,

Merry Christmas, Sam.

I’m sure this will help, and you can put it to good use.

Love, Grandma and Grandpa.

I looked up utterly befuddled.

“You might want to pick that up off the floor,” Dad said, his eyes going to the fallen slip of paper at my feet.

I looked down and that’s when I saw it. A check. I picked it up and turned it over and my eyes went wide with surprise.

“Holy s—”

“Sam!” Mom barked, but Grandpa started chuckling merrily.

I smiled sheepishly.

“You’re welcome,” was all Grandpa said.

It was a check for one thousand dollars. The same one-thousand dollars I had paid him the night they had surprised me with the truck.

“But ... I paid...” My voice was cut off as the words failed to come to me.

“You did, which is why we are giving it back to you. That old truck needs a lot of work and it’s not going to be cheap. That should help.”

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