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

The Windy Pines, My Fourth Summer, Part One

Copyright© 2024 by Fanlon

Chapter 19

Coming of Age Sex Story: Chapter 19 - 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  

“Are you sure you want to ride in that old truck on the highway?” Dad asked, as he closed the trunk of the car.

“It’s going to be fine,” Sara cut in before Mom could reply to Dad’s question. “Sam’s actually a pretty good driver and there is no way that old truck would be able to go fast enough to be considered even remotely dangerous.”

I scowled, dropping one of her bags at her feet, loudly. It was close enough to her foot that she jumped back in an attempt to avoid it.

“Hey!” Sara barked. When I continued to scowl at her, she sighed. “Oh, come on, you know it’s true.”

“No, it’s not!” I snapped. Mom, Dad, and Sara all gave me the exact same accusatory look. “I mean, the Ranger is not some kind of race car, but it’s not that slow...”

“We know, honey,” Mom replied, giving me a soft smile. “But let’s not try to prove that either, okay?”

“Deal!” I agreed instantly.

Mom added, “You two need to get going. Your check-in time is set for eight o’clock at the hotel. You should have enough time to get something to eat before you two call it a night. Remember, you need to be on campus early so don’t stay up all night watching HBO.” Dad rolled his eyes at the HBO comment. That was always the first thing he did whenever we had to stay in hotels, check to see if there was HBO. “I saw that, don’t roll your eyes at me like I don’t know what I am talking about.”

“How about this, if you get in the car and we hurry up, we could check into the room. See if the television in the room has HBO and get something to eat for dinner, how about that?” Sara announced as she opened the passenger door and climbed in.

“She has a point,” Mom agreed.

“Fine, I can see I am no longer wanted here,” Dad pouted.

“Oh, knock it off and give me a kiss,” Mom laughed. The kiss wasn’t a deep long-lasting thing. More of a promise for more later that left both Mom and Dad smiling. “I’ll see you tomorrow. Drive safe.”

“You too, I expect your mother to arrive in one piece. Do you hear me?”

“I hear you,” I replied, nodding seriously.


Mom and I stood on the porch, watching Sara and Dad drive away. It wasn’t until they were well out of sight before the two of us headed back inside.

“I was thinking,” Mom said as she closed the front door. “Why don’t we watch a movie tonight?”

“That sounds great!” I smiled ear to ear. That really sounded amazing. It was rare when the two of us could have time alone like this. Sure, we had our coffee dates, but this was different. Those early mornings, we only had that solitary time between us because Sara and Dad weren’t awake yet. In the evenings, Mom and Dad were always together. “We can snuggle up just the two of us.”

“That’s kind of what I was thinking,” Mom grinned. “Until then, there are a lot of things I need to do so we can leave tomorrow. I don’t want to leave it for tomorrow. So, unless you want me to put you to work, why don’t you go make sure you have what you need to see your grandparents.”

I took off running for the stairs. Mom didn’t have to say it, I knew she was about to start cleaning like crazy and as long as I stayed out of sight, she wouldn’t ask for my help. I knew I should’ve stayed and offered to do something to speed up the process. It would be the nice thing to do, but I absolutely hated cleaning and when Mom wanted to do one of her deep cleans, meaning she would go over the house from top to bottom, that was the last place I or anyone in their right mind wanted to be.

It wasn’t just the fact that no one really likes cleaning. It’s the fact that no matter how good of a job you did, Mom would find something you missed. She would get annoyed that you missed something, and it would all go severely downhill from there. To be frank and honest, we were all better off leaving the task to her. It was safer for her sanity and ours.


The sun had set, and my stomach was growling so loudly that it was distracting me from the final, deciding game of Yahoo Cribbage I was playing. I was playing a best of five, which had started out as a best of three, but my opponent had begged and pleaded when I won the first two in a row because of some stupid plays on his part. He then proceeded to destroy me in the next two games, tying it up two to two.

Whoever won this fifth and final game would be declared the winner.

The problem was I was seriously hungry, but Mom had the music on downstairs and I could hear the vacuum running. It wasn’t safe to pop my head out just yet. I was down by almost thirty going into the last few hands and I somehow managed to peg almost twenty points to narrow the gap, but in the end, I lost due to some sneaky plays and a God-awful crib. I was tempted to demand a best of seven, but I knew when I was beaten. Besides, I needed food; I couldn’t wait any longer.

I cracked my door open, and tried to peek down the hall to make sure the coast was clear. The vacuum had stopped, which was a good sign ... I think. The hallway outside my room was dark. The lights weren’t on and since it was dark outside, there was no sunlight coming in from the windows. The only light was coming from the living room and kitchen but that was only enough to illuminate the bottom half of the stairs.

I pressed my back against the wall, peering down the stairs and I slowly advanced one foot shuffling after the other. If I could sneak into the kitchen unseen, there was a chance I could grab something from the refrigerator and race back upstairs without being caught. The only issue with my plan was the stairs. There were three steps that always seemed to creak, loudly, unless you stepped on them just right. Worse, those spots were almost dead in the middle. Which would fully expose me to anyone that happened to glance up at them.

I was just about to reach the first of the three dangerous steps when Mom walked from the kitchen to the living room, right by the base of the stairs. She had a feather duster in her left hand, a bottle of Windex in her right and a roll of paper towels situated right between her full breasts, held there by her right forearm.

I closed my eyes and froze, not daring to even breathe. Don’t look, don’t look, don’t look!

“Hey, Sam,” Mom called up the stairs. “What are you doing standing there like that?”

Shit!

“Uh, nothing...” I tried to look innocent.

I was just about to make a break for it and head back to my room, but I wasn’t fast enough.

“Come down and help me finish dusting. Pizza should be here in a few minutes. I didn’t feel like cooking and cleaning up the kitchen again. Hope that’s okay with you?”

“Yeah! That sounds great.” I smiled, bounding down the remaining stairs, all pretense of sneaking and raiding the kitchen unseen forgotten.


The pizza got there right as I was putting away the feather duster. I heard Mom answer the door and then it shut a few moments later.

“Come on, Sam,” She called. “Pizza’s here. I am going to put it on the counter. Please get a paper plate and napkins from the pantry.”

“Sure thing, Mom. No problem!” I replied.

I did as she asked, grabbing a plate and a handful of paper napkins. The pizza smelled amazing and when I opened the box and found a large pizza with extra pepperoni, I couldn’t help the grin that spread wide across my face.

Pepperoni was my favorite, but Sara and Dad always preferred everything for toppings. Each time I asked for just pepperoni, I was immediately overruled and told it wouldn’t be fair for me to have a pizza only I liked.

Well, it seemed I wasn’t the only one who liked pepperoni. Gauging from the pizza on the counter, Mom liked pepperoni even more than me!

My two pieces on my plate, I sat down next to Mom who looked at me mid bite and winked.

I had the best mom ever!

“Extra pepperoni?” I commented. It wasn’t so much a question but an observation. Mom nodded, trying to smile around a mouth full of food. “Thanks!”

“You’re welcome,” Mom answered when she swallowed. “I figured we could get something we wanted since everyone is gone.”

“It’s perfect!” I replied, hefting the first piece.

“I thought you might approve. Did you want some Parmesan cheese?”

Mom picked up the Kraft cheese container and offered it to me with a shake.

“Hell yes!” I nodded emphatically, dropping my pizza, and taking the cheese from her before dumping more than my fair share all over the two slices of pizza. “So, what movie are we going to watch tonight?” I asked before taking my first bite.

“Well, since it’s just the two of us, how about that Tom Hanks movie, Big?”

I loved that movie and started nodding my agreement again. The idea of a kid my age playing an old game that isn’t even plugged in and it granting him a wish to be big. Who wouldn’t love that premise?

“You know that’s my favorite!” I bounced excitedly and nearly let my second piece of pizza slide right off my paper plate and onto the floor.

“Oh, I know,” Mom giggled. “And I don’t think it’s because he has that giant trampoline in his house!”

“No way, he gets paid to play with toys!”

“Yeah, I’m sure that’s why you like it so much.”


About halfway through the movie, Mom wanted to shift positions so that she was laying down on the couch, resting her head on one of the throw pillows leaning up against the armrest.

“Get up, I want to lay down,” Mom said, giving me a little push with her feet. Once she was in position, as fast as she could get to allow me room in front of her, she patted her hand on the cushions. “Come lay down.”

I did as she asked, laying on my back, my head resting on the throw pillow next to hers. She threw one leg over mine, just below my dick and laid her arm across my stomach, so her hand rested on my chest.

I could clearly feel the heat of her body. The softness of her tits as they pressed into my side coupled with her soft, slow breathing made it impossible to ignore where she was or to pay attention to the movie.

“That’s better,” Mom wiggled a bit more until she found the exact position she wanted and let out a contented sigh. “You are so comfortable to snuggle on.”

Mom was absentmindedly toying with my chest, dragging her fingertips slowly along while her leg kept moving up and down on my leg, each time getting closer and closer to my cock. The sensations had the effect most teenage boys would have when a beautiful, naked woman was lying on them. My cock sprung to life.

Mom noticed immediately and giggled before purposefully pressing and then rubbing her leg up against the underside of my shaft.

“What’s got you all worked up?” Mom asked, playfully.

I turned my head to look at her and then look down to where her pussy was pressed up against my side. I could feel the intense head radiating off of her. If I had to guess, she was also more than just a little turned on.

“I could ask the same to you?” I teased, smirking.

“You know good and well why I am turned on,” Mom retorted. “I’ve always loved seeing your dick when it’s hard.”

“Oh, I know. The question is, what are you going to do about it?”

“That’s a good question,” Mom smiled, while rubbing my cock with her leg, her eyes locked on its every movement. “There are so many possibilities.”

I groaned. My mind raced through all the possible implications and scenarios of that one statement.

“Maybe you should just save it for tomorrow morning, over coffee.”

“What!” I exclaimed in protest and shock. “No, why would we—”

Mom burst out laughing, cutting off my protest. She laughed so hard and genuinely that her whole body was shaking and that only furthered my need to release.

Her giggle fit only lasted about a minute, but the question of my cock was still first and foremost on my mind which made time seem to drag on for eternity. That was only compounded by the uncertainty of what she wanted to do. That was a question I desperately needed answers to.

Then I felt Mom’s hand as it moved slowly down my chest, then over my stomach, before it reached the head of my cock. Instead of grabbing a hold of me as I anticipated, she instead traced a line down the underside of my erection with the tip of her index finger.

“I think waiting for tomorrow is a silly idea, don’t you?” Mom asked, her eyes met mine and danced teasingly. Her fingers wrapped around my shaft, giving it a gentle but firm squeeze before giving my cock one long, incredibly sexy, languid stroke.

I shuddered at the combination of her words and her touch.

“God, I love how hard you get. I remember when your dad got this hard when he was your age at camp. I wasn’t as good at this then as I am now though.” That’s when Mom started stroking me with a little more purpose and skill. “I want to feel you in my hands as you come. I want to feel how you throb in my hands.”

“Oh God, Mom.” I barely managed to reply. Her ministrations on my dick were so intense it made it difficult to think, let alone talk. “Keep doing that and I am going to come right now!”

“That’s fine with me,” Mom grinned. “As long as you give me what I want tomorrow before we leave.”

“Uh, oh fuck!” I gasped when her hand hit the crown of my cock just right and twisted her hand just so. I swallowed, doing my best to fend off the orgasm that would be here before I was ready if I couldn’t somehow slow it down. “Wha ... what do you want ... unngh, tomorrow?”

“I want you to make me scream. We have the house to ourselves. We won’t have to worry about waking up your dad or your sister so we can be as loud as we want.” Mom shifted her position, lifting herself up on one elbow. That exposed both of her breasts to me, her nipple mere inches from my face. “Here, suck on my nipple, Sam.”

I didn’t even hesitate, taking her entire nipple into my mouth and sucking as if my life depended on it. I held onto her breast with one hand, squeezing its pliable flesh between my fingers. I felt it harden further in my mouth. It was already hard before I started sucking on it, but now it felt like a rock as I rolled and flicked it with my tongue.

I felt Mom let go of my cock and my eyes, which had been closed, lost in the wonder of everything I was experiencing, opened to see what was happening. Mom lifted her hand to her mouth and licked it, covering her palm with her saliva.

Never in a million years would I think someone getting spit all over their hand would be erotic. I was wrong. I couldn’t have been absolutely and entirely more wrong about anything in my life. When that same hand wrapped itself back around my cock, I just about lost it. Then when she started stroking me again, I did.

“Mom, I’m going to come!” I yelled out, gritting my teeth with the last of my willpower to hold back the tide of come that was already racing from my balls and through my cock. There was no hope, I couldn’t stop it. I roared as I came, hard. “Fuck!”

“Oh, that’s it!” Mom exclaimed as she continued to stroke me, somehow managing to grip me right before each and every pulse of my dick. Making the sensation and feeling of my orgasm all the more incredible. “Come, Sam. I want to feel you come over and over.”

My body went completely limp on the couch after every drop my balls could produce had been expelled with more force than ever before. I was covered in sweat and my breath was coming in fits and starts, as my body trembled and shook with the aftereffects of my orgasm.

I blinked a few times, my eyelids a lot heavier than I thought they should be. Then I was suddenly attacked by a yawn that came out of nowhere. I felt drained, both literally and figuratively. It’s like Mom had milked out all of my vitality and energy from my cock.

“Your turn?” I asked and failed to conceal a second yawn.

“Tomorrow morning, then you can return the favor,” Mom smiled and bent down to kiss me. “Why don’t you go to bed, you’re going to need your sleep. I can take care of myself tonight...”


I woke up in a great mood Saturday morning. Not only that, but I was also horny. Really, really horny. I had dream after amazing dream and in every one of them Mom was in every imaginable situation possible. Each and every one of those scenes would be a dream come true if I could somehow turn them into reality.

The problem was that almost all of those ideas were strictly, one hundred percent against the rules we had agreed on before our coffee dates became a daily affair. The good thing about waking up this horny was simple, I didn’t need those dream scenarios to come true to make the most of the morning.

One way or the other, I was going to get off. There was no way Mom would allow it if I didn’t. So, with that in mind, I threw off the covers, my morning wood long and strong as I took care of my morning routine and made my way downstairs where Mom would be waiting for me on the couch in the living room.

When I made it to the bottom of the stairs, my cock proudly standing straight out in front of me, I looked to the couch and found it empty. Mom wasn’t there. Then I heard a cupboard close in the kitchen and smirked and turned to see Mom walking towards me with a mug of coffee in her hands. I assumed it was for me, but she didn’t stop to hand it to me.

“Yours is on the counter, get it and meet me upstairs.” She said and kept walking, her hips swaying hypnotically. She had a knowing, almost predatory look about her that I hadn’t seen before. I was drawn to it, like a moth to a flame, helpless to the allure of what might be.

It took me a long moment to figure out what she meant. It was a good thing she was long gone when I did because I knew she would have laughed if she had seen my face when the realization hit me. My eyes went wide, my jaw nearly hit the floor, and my pulse started to race.

There was an unspoken rule, one we had always observed without needing to explain it. Our time, our dates, were only on the couch, or the porch swing at camp. Never in one of our bedrooms. I guess some of those rules were about to change. I raced after Mom in the direction of the bedrooms, nearly tripping over my own feet in my haste, in the direction of the bedrooms, my coffee completely forgotten.

Maybe some of those dreams were about to come true. My dick twitched, growing even harder at the possibility that things might be changing.


“Took you long enough,” Mom said, as she took a sip from her mug, her eyes locked on mine. Her eyes flicked down and focused on my hardness for a breath or two. I stood there, unable to move from the doorway of her room. “I guess you didn’t want any coffee?”

Mom looked like a vision of sexual beauty as she lay there on the bed. Her legs were crossed, both hands holding her mug. Her hair was still wild and untamed as it draped around her as she leaned back, propped up on a small pile of pillows. Her and Dad’s comforter was thrown off to the side, leaving the sheets as bare as she was.

“If you’re not going to get yourself a cup, don’t just stand there. Come up here and join me.”

“Uh, okay...” I replied, suddenly full of nerves.

When I didn’t move right away, she lowered her mug, resting it on her bare thigh and patted the sheet next to her.

It was stupid and childish, I know, but I giggled and scurried over, hopping up onto the mattress and jumping up and down twice, my dick pointed right at her, a fact that wasn’t lost on her.

“What do you think you’re doing?” Mom asked, laughing at my antics. She reached out, grabbed my arm, and pulled me down. I landed in a dramatic collapse right next to her which shook her and nearly spilled her coffee all over her legs. “Sam! You almost knocked over my coffee!”

“Sorry, I didn’t mean to.” I replied and snuggled up to her, lifting her arm so I could slide up under it and rested my head on her breast.

I looked up at her sweetly. When she looked down and saw the look on my face, she started laughing but wrapped her arm around me, pulling me even tighter to her breast. I knew she loved it when I snuggled into her like that, but anymore, she was always snuggling into me, like last night.

“You’re lucky,” Mom explained. “If I would have spilled this,” Mom indicated the mug now in her hands. “You would have been in a world of hurt, young man.”

Instead of answering her, I moved my mouth and took her nipple into my mouth gently.

“Ohh!’ Mom gasped at the sudden feeling of my lips sealed on her boob. “That’s not fair,” Mom groaned as I sucked hard, her hand finding its way to the back of my head, holding me in place.

I suckled on her nipple as she shifted and squirmed beneath me. Soft moans and whimpers escaped her lips, the longer I continued my attention on her nipples.

“Sam, you can’t keep doing that,” Mom gasped between erotic moans.

That’s when I moved my hand onto her hip, my fingers inching slowly towards her hot center.

I could feel the muscles under her skin tighten, and flutter with each breath as my hands moved ever closer and closer to her pussy. When my fingertips brushed and tickled, dancing over her perfectly smooth shaved area, her legs opened. Not in a wanton way, but in a manner that was unmistakably an invitation for what she wanted and hoped I would do next.

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