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

The Windy Pines, My Fourth Summer, Part One

Copyright© 2024 by Fanlon

Chapter 16

Coming of Age Sex Story: Chapter 16 - 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 Saturday morning at my usual time, early. It was still dark outside my bedroom window, but I could just make out the halo of color that seemed to wrap itself around the roofs of the houses across the street. I stretched and wiped the sleep from my eyes, took a deep, reviving breath, and released it and let my shoulders relax.

I had my usual morning wood, identical to nearly every single teenage boy in the world. I took care of my morning necessities before heading down the stairs excited for my cup of special coffee I knew would be waiting for me, hot, steaming, and delicious.

I wasn’t at all disappointed when I stepped off the final step and found my mom sitting on the couch, her legs crossed, and leaning into the back cushions holding her own mug of coffee. There on the coffee table was my own mug, ready and waiting.

“Good morning, Sam,” Mom said, softly as to not wake anyone else in the house.

“Morning, Mom,” I replied, with a smirk.

“Did you sleep okay?”

“Yeah, you?” I answered, grabbing my mug of coffee, and sitting down in the middle of the couch next to Mom. Our legs brushed against each other and remained there. Neither one of us wanted to move away from the other.

“Pretty good. Are you ready for today?” Mom gave me a questioning look.

“Maybe?” I answered, not at all sure if I really was ready or not.

“It’s going to be fun. I’m sure Laura will be a lot more nervous than you.”

“Yeah, that’s true, I guess. Still...”

“Oh, I know. It’s always nerve-racking when you share something like this with someone new.”

“You can say that again!”

The two of us settled into the couch and our morning routine without much more conversation. It wasn’t until Mom’s coffee was gone and I was finishing off my last sip that Mom slid off the couch, placing her empty mug on the table. She slowly walked on her knees, so she was right in front of me and used her hands to gently spread my legs apart to make room for her.

“I think today is one of those special days where we both might need a little extra.”

“Both of us?” Mom gave me a wicked grin and wink. “Oh!” My eyes widened. “Both of us it is, Mom.” I smiled.

This was going to be a great morning.


Mom reached out her hands and placed them on my thighs, just above my knees. I was watching her hands like they were the most interesting things in the world. They were in that moment, because I knew exactly where they would end up. The thing was, the anticipation of knowing that wasn’t enough to take my eyes off them because I wanted to see it happen.

I was envisioning what could happen when what was really happening was going on right between my legs. I was hard as a rock. Mom was well aware of how hard I was. She looked right at it and smirked just to prove it.

She slowly pushed her hands up my legs, inching closer and closer to where my legs met my torso. Her touch was soft, but I could see the way her fingers pressed into the skin of my legs. My dick twitched at the anticipation of what was to come.

Her hands reached the crease where my legs ended, and my groin started. Her thumbs, reaching inwards, brushed against the perfectly smooth skin of my balls and then the base of my cock as her hands kept moving up onto my stomach. Her face was only mere inches from my dick. So close I could feel her breath on my skin. The way her tits hung in that position, I could feel her hard nipples as they pressed and dragged across my skin. It was intoxicating.

I could also feel her hair as it draped across my legs, tickling me. My skin reacted with goosebumps and a chill ran up my spine as she moved. I shivered at the sensation. Mom grinned knowingly as she dipped her head and licked the underside of my shaft from the base to the top, making sure to get the precome that was pooling around the tip.

“Ungh!” I groaned and my head fell back.

“Someone’s awfully sensitive this morning,” Mom said, her voice low, sultry, enticing.

She took just the head of my cock in her mouth, her tongue making one quick circle around before releasing me.

“Oh, fuc—” I bit off my words, clenching my jaw in a feeble attempt to stay quiet knowing full well I was being way too loud.

“Shh, you’re going to wake them up!” Mom hissed quietly. I nodded my lips held firmly together. “Good.”

She moved her hands down, one hand wrapping around my shaft while the other cradled my balls gently. The hand on my cock started slowly stroking me in long, languid strokes with the even pressure I knew could only come from my mom. She loved to draw this out as long as she could. In return, I would orgasm much stronger, almost violently so.

There was an internal war between the one that wanted her to hurry up, take me in her mouth, and make me come as fast as possible, and the one that wanted her to go slow and take her time. The first would sate my overwhelming need to orgasm right now. At the same time, I also wanted to relish the feeling of her ministrations. They weren’t so common as to think I would get them again soon so it wouldn’t matter. I had no idea when I was going to get this kind of treatment again and I wanted to savor it for as long as possible.

I don’t know if Mom sensed my struggle. It didn’t matter if she did or didn’t. The choice was out of my hands on how fast or slow this was going to go. Mom went with the faster option. I sucked in a heaping lung-full of air as she took as much of my cock into her mouth as she could without choking herself. It was one of the most amazing sights to see - my mom with almost all of my dick in her mouth. Her lips clamped tightly around my skin, and her cheeks concave as she added suction to her technique.

“Mmm!” I moaned. “That feels so good.”

Mom didn’t stop to reply. She didn’t chide me for being loud. She started bobbing her head up and down on my cock. Her fist right in front of her mouth, matching every movement her head made.

Her movement wouldn’t be considered rapid or fast. She didn’t need them to be. The way she performed oral was practiced and proven. It worked and she could speed up my orgasms or slow them down with just pressure from her lips and the grip of her hands. Not only that, but she would also use her tongue, which was like magic. How or where she learned and honed that talent, I didn’t care. I just liked it when she used it on me, and this morning, she was using all of it. Every trick she had in her back pocket was now being fully utilized on my cock and the results were going to speak for themselves, soon.

“Mom, I’m going to come soon,” I grunted out, doing my very best to hold back the tsunami that was racing towards me with nothing more than wishful thinking. I was so close. I tried to flex every muscle I could. I even tried to think of anything and everything nonsexual I could but with the way her tongue flicked across the bottom of my cock, I just couldn’t. “Oh fuck. I can’t hold it anymore!”

“Mmm, mmm,” she moaned with my cock still in her mouth and that was it. The dam burst and the floodgates were thrown open. Semen raced from my balls to my cock in the blink of an eye. My dick hardened, pulsing as it prepared to release my come and Mom stopped moving her head, but her hand kept stroking. Her other hand massaged and milked my sensitive balls to coax out every last drop I could produce.

That tsunami I was holding back only moments before suddenly and forcibly assaulted my mom’s mouth. She didn’t pull back, not at all. If anything, she took me deeper as she sucked and milked me for everything I was worth.

Rope after pulsing rope of come filled her mouth and she greedily drank it down. Her eyes locked on mine as I filled her mouth. Swallow after swallow went down her throat. More than I could ever remember producing and when I was finally empty, she kept sucking. Doing every single thing she could to get every last drop. The sensation went from blissful to overwhelming as I fought to keep pumping but there was nothing left.

“Mom, Mom, oh God, stop. Please!” I whined, my body bucking and kicking with every flick and twirl of her tongue. “It’s too much!”

She gave my cock one last long suck before releasing me and letting my limp cock fall weakly from her mouth. She grinned at me, licking her lips suggestively and making a show of swallowing whatever was left in her mouth.

I was sweating and panting, trying not to curl up due to my nerves being so completely overwhelmed all at once.

“Mmm, better?” Mom asked, her voice husky.

“God yes,” I gasped out, still struggling to control my breathing.

I used my hand and patted the cushion next to me, suggesting that she sit down next to me. It was her turn now, but I still needed a moment to regain my senses before I returned the favor with as much vigor as she had shown me. She looked at the spot but didn’t move. The color of her eyes was so intense at that moment it was almost scary. Her cheeks, neck, and chest were flushed, her lips reddened.

“God, I really need someone to just fuck me, hard,” Mom growled, her eyes wild with need.

I thought about it. I had just had one of the best orgasms I could remember but I knew if she really wanted a hard cock, I could accommodate her without much incentive. Just the idea of fucking my mom was sending wave after wave of blood and desire racing through my veins in an attempt to restart my depleted penis.

“I could...” I was tentative, not sure what exactly she wanted. Her head tilted just slightly as she looked at me. Like she was weighing her own needs and desires against what I was trying to say. She was actually thinking about it. Not immediately shutting the idea down but really thinking about it!

“Sam ... we can’t,” Mom said seriously, though the look on her face didn’t line up with what she was saying.

“I know but, maybe...” I pressed, pushing the boundaries further than I probably should have.

Her eyes kept watching my cock as it slowly came back to life, biting her lower lip in a way that told me she wanted what was in front of her, but knew she couldn’t, or really, shouldn’t have it. Her nostrils flared as she breathed in and out with a purpose.

“That’s a line we can’t cross. It wouldn’t ... no,” Mom shook her head. “We ... we just can’t. I’m going to have to go wake up your dad.” Her eyes met mine, and I knew she had made up her mind. She didn’t flinch, hesitate, or even look back when she got up. She raced right in the direction of her bedroom like a woman on a mission that would not be denied.


I sat there on the couch for a while after Mom had left. My legs were still trembling almost thirty minutes later when Sara came down for breakfast. She let out a huge yawn, stretching her arms over her hand and raising up on her tiptoes. When she noticed me on the couch, she came over and sat down next to me. Her eyes were a bit hooded, making it look like was still half asleep.

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