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

The Windy Pines, My Fourth Summer, Part Two

Copyright© 2025 by Fanlon

Chapter 36

Coming of Age Sex Story: Chapter 36 - The Conclusion of The Windy Pines Saga Sam's now at Camp without his family. After what happened with Mom right before he left, he's got a lot of thinking to do, and a lot of wondering about what the future holds. Between the other campers and some visiting friends from his parents' youth, it might be a wild summer...

Caution: This Coming of Age Sex Story contains strong sexual content, including Mult   Teenagers   Consensual   Fiction   Incest   Mother   Son   Brother   Sister   Father   Daughter   Grand Parent   Group Sex   Swinging   Nudism   Slow  

It took a bit for Sheila and Mom to come back down to earth after the orgasms. Sheila was first and looked over at my mom who was still a bit out of it, but not so far gone as to not be able to follow what was going on.

“Hey, Dana,” Sheila said, and my mom’s head turned to look at her. “How about we do things like we were their age?” I looked at Mom’s face and watched as she blinked, slowly processing what Sheila had just asked her. I was curious what she meant by ‘when we were their age.’ I, kind of, thought we were already doing that, honestly. Then a small grin appeared on my mom’s face, and she nodded.

“Switch,” Both women chorused, huge grins on their faces that were, frankly, worrisome.

Shawn and I gasped, and Stephanie started giggling uncontrollably.

“But first,” Mom continued. “I need some water.”

With that announcement, Mom got to her feet and started walking towards the door of the cabin. Sheila quickly got up to follow her, the three of us not far behind.

“Oh, come on, Dana!” Sheila complained. “Do you mean I have to wait to get a piece of Sam?”

“What do you mean?” Mom chuckled. “You’ve already fucked my son.”

“Not tonight, I haven’t” Sheila snickered, teasingly and Mom just glared at her over her shoulder but didn’t slow on her way through the front door and on to the kitchen.

“What about Dad and Michaela?” Stephanie asked while Mom was filling glasses with water, not just for herself, but for everyone.

“They’ll be fine,” Shawn replied. “I bet they won’t even notice we’re gone for another hour or so.”

“Really? I highly doubt that’s true,” Mom said, turning to look at Shawn and taking a long drink from her glass. “I’m sure she has all of his attention right now, but there’s no way he didn’t at least catch a glimpse of us heading inside.”

“He probably did,” Sheila agreed. “But he will keep Michaela occupied so that we can have a little more fun, just the five of us.”

After a short respite and water, Sheila was the one to get things going again.

“So, what do you think?” Sheila asked, giving me a slow, sultry turn, cocking her hips, and throwing back her shoulders to highlight the areas she wanted me to notice first and focus on. “Think you want another taste of me?” I smirked at her, watching the show she wanted me to see. “Mmm, now you can claim your second Mom of the night. Except for this Mom, you aren’t going to be using those magical hands of yours.” She finished her little twirl and stepped in close to me, her hands cradling my manhood. “You’re going to use this hard cock!”

“Why not have both?” I replied, keeping my eyes cool and my face neutral.

Sheila watched me, waiting to see if I flinched or backed away from her. It was like a replay of that day in the shower. She was in control then, but for some reason, I felt the need to be in charge tonight. It was like a little game she played and was a master of. I wasn’t going to let her tell me what to do tonight, or even how to do it. We were both going to end up getting what we wanted in the end, but this little game suddenly felt ... important and I was committed to it now.

So, I didn’t move. I didn’t even shift the weight on my feet. I stood there, holding my ground feeling the heat of Sheila’s entire body as it washed over me in waves. I stood there, holding my ground. I don’t know why I had said what I did, but watching Sheila’s eyes as she searched me, trying to read me somehow bolstered my confidence. When I felt her hand slowly stroke me, I raised an eyebrow in question, challenging her.

Sheila leaned in close, turned her lips to my ear. I could feel her warm breath on my neck. I had to remind myself over and over this was a game and not to react to her or give up any ground.

“Was that an offer?” She whispered, her voice laced with promised, delightful danger.

I waited for her to move back so that she could look at my face and I could look into her eyes. I held still, tensing my body to keep from flinching, as I felt her hand squeeze my shaft, not hard, but hard enough.

When our eyes met, I paused for a moment before replying, holding her attention on me and only me. Then I winked and her eyes flashed. Her brows raised as she released my dick, and grabbed my hand, dragging me behind to her to the bigger of the two beds, giggling like an excited little schoolgirl.


Just before we got to the bed, Sheila spun and I thought she was going to try to throw me onto the mattress, but instead, she jumped backwards, landing hard and bouncing a few times before her body finally settled into its pillowy softness. Watching her body shift and shake as the springs in the mattress tried to absorb her weight suddenly was delightful. I couldn’t help but genuinely smile at her antics.

There was laughter and joy in her eyes as she looked up at me. Her knees were together, her torso twisted so her legs lay on the rumpled blankets that adorned the bed. Stephanie, just like her mother, chose that instant to launch herself onto the bed, twisting in mid-air to land next to her mother.

“Stephanie!” Sheila cried out in shock, throwing her hands up in defense as she tried to shift out of the way of the flying girl.

When Stephanie’s weight hit the bed, shooting not only Sheila back into the air, but Stephanie as well, they started laughing like a pair of kids in a McDonald’s’ playground ball pit. When they both finally came to rest, they were laid out perfectly before me, side by side, mother and daughter, Sheila on the left, Stephanie on the right.

The number of times I had dreamed about a moment like this with Sara and Mom were so numerous it would have taken me days, if not weeks to count them all. Now, here, right in front of me, that exact dream was playing out before my very eyes.

Sheila and her daughter were turned just slightly towards each other, which probably had more to do with their position on the bed as the combined weight sagged the mattress, forcing them together at the knees. Their arms reached out for the other as they giggled and teased each other. The whole situation screamed fun.

As if they had planned it, they both turned to look at me at the same time and smirked. Then, agonizingly slowly, Sheila let her legs fall apart. The innocent look on her face stirred something primal inside me. Stephanie was grinning as I watched Sheila move. Then she ran her hand down between her mother’s legs, over the obviously wet slit, the whole time, watching me the whole time, as she did so.

I took a step closer so that my legs were touching the foot of the bed. I was ready to knee-walk my way between Sheila’s spread thighs. I was hard as a rock and couldn’t wait to bury my dick into Sheila’s warm, wet center. That’s when Stephanie shifted her focus to her mother, taking the closest nipple into her mouth and sucking, hard.

“Ohng!” Sheila made a sound that was part gasp and part moan.

I found myself frozen, rooted in place. Watching Sheila and Shawn was hot. Fucking Sheila was incredible, but watching Stephanie play with her mother was something else entirely. If all those previous experiences I had had were like sticking your hands into a campfire, this was like trying to touch the sun!

I took one little, tiny step back, not because I didn’t want to join them. I did! I just wanted to give them space. I didn’t want to interrupt whatever might happen between the two. I risked a glance over to the other bed and saw my Mom on her back, Shawn’s head buried between her thighs as he lapped at her core. From the look on her face and the way she was arching her back as her hands squeezed the sheets in her fists, Mom was very much enjoying what Shawn was doing.

It was Stephanie’s sudden whine that snapped my focus back on what was happening in the bed in front of me.

“Mmm!” Stephanie mewled, the sound muffled because her lips were still around Sheila’s nipple.

Apparently, Stephanie was unwilling to let it go. I looked down and noticed that Stephanie’s legs were slightly parted, and Sheila’s arm snaked between them. She must have hit a particularly sensitive spot because Stephanie’s eyes went wide and her mouth opened, her lips forming a silent moan.

That only lasted for a few moments. As soon as she regained her awareness, Stephanie attacked her mom with renewed passion and vigor. I don’t know when or how long I had started but I was actively and earnestly stroking myself as I watched the two women on the bed.

I heard grunts and moans off to my left, but I didn’t take my eyes off of Sheila and Stephanie. I knew Mom was having fun, letting any hangups she had be washed away.

“Right there, baby,” Sheila started growling. “Rub my clit. That’s right, just like that!”

“Oh, God ... Ohhhh!”

“Don’t stop,” Sheila panted. “Yesss!”

“I’m going to come, Mommy!” Stephanie yelled.

Back and forth the cries and demands flew between them. Soon, they started overlapping as they both climbed and climbed, higher and higher until they reached their peaks. I was getting close to coming myself. I released my cock, not wanting to waste my come on the cabin floor. Not when there were two pussies just out of arm’s reach.

I thought the little mother-daughter show was over once they had both fingered each other to orgasms, I was wrong. As soon as they came down, Sheila moved on top of her daughter, her head positioned over Stephanie’s pussy and at the same time, her knees on either side of her daughter’s chest. Then she lowered herself down and I watched in awe as Sheila’s mouth found her daughter’s opening and Stephanie’s arms came up, grabbing her mom’s ass and pulling it down on her face.

“Fuuuck!” I gasped, grabbing my cock again instinctively and giving it a stroke before quickly releasing it.


Sheila and Stephanie came two more times together. Watching those two drive their tongues and fingers into each other’s pussies ... there aren’t words that can even describe a scene like that. Not really. I was shocked when a pair of hands suddenly wrapped themselves around my stomach and I felt the warmth of two pillowy mounds pressing into my back before feeling a pair of soft lips kissing me on the side of my neck.

“I haven’t done that in a long time,” Mom said into my ear. My head snapped around to look at her. She saw the questioning look on my face and chuckled. “Don’t give me that look.”

“What look?” I teased.

“That look!” Mom moved her hands to my sides and tickled me, causing me to nearly jump out of my skin at the shock of it. I feigned outrage and innocence, which made Mom start laughing. She quickly wrapped her arms back around me, squeezing me tightly. “I think I’m ready to go back to the cabin.”

“Really,” I asked, turning in her arms so I could see her. “Already?”

“Yup,” She nodded. “You want to come with me? I think it would be nice to snuggle up with you under the covers and fall asleep.”

“Yes!” I answered too quickly and blushed furiously. “I mean ... uh, sure, Mom. That sounds ... good. Really good.”

Mom smiled, taking my hand, and made a move towards the door.

“Shouldn’t we say goodbye or something?”

“They’ll know where we went when they see that we left,” Mom replied, tugging on me to get me moving. “Come on, let’s go.”

She was right, they would know where we went when they realized we were gone so I followed Mom outside. I expected to see Jeff and Michaela doing something together when we stepped out onto the porch of the cabin. The fire was down to embers and glowing coals. Without the fire to light the area, I couldn’t see much, but Jeff and Michaela weren’t there. The blankets were still there, right where we had left them but there was no sign of anyone.

I wondered where those two went. If Mom cared that they weren’t there too, she didn’t show it. She only had eyes for the cabin and me. Every few steps, she would turn and look over her shoulder at me, smiling happily.

It only took a minute or two before we made it to our cabin. Mom paused, turning when she stepped up onto the porch. She reached out, taking my hands in hers and squeezing them gently.

“Everything okay?” I asked, curious as to what was going through her head.

My imagination started running wild with different possibilities. All of which involved my cock buried in my Mom’s sex.

“Everything’s great,” Mom replied. “I’m just ... happy.”

“Let’s go inside then,” I said, grinning. I took the initiative then, stepping around Mom, her hands still in mine and led her inside.

“Before I get in bed, I really need to take a shower,” Mom announced as soon as we walked through the front door.

“Me too,” I readily agreed.

“You can join me if you want to,” Mom replied, heading to the back of the cabin towards the bathroom.

I watched her walk away. The subtle way her hips shifted as she walked made her ass rock side to side in an impossibly alluring way. It was hard not to just stand there and watch her. The way her waist narrowed above her wider hips, she was stunning. She didn’t have the same quality of curves as Michaela, no one did. But she walked with a grace that was impossible to fake.

Mom had taken one step into the bathroom when I saw her hand on the door frame and then her head poking out through the opening looking back at me.

“You coming?” She asked, and I took off running in her direction as her head vanished and I heard the sound of squealing laughter.


Mom was leaning into the shower, one leg stretching back to give her balance. Her ass looked amazing and there was nothing more I wanted to do right then but line my rock-hard cock up between those perfect globes. Considering I still hadn’t come yet and released the pressure I had created while I was watching Sheila and Stephanie go at it, I was going to need release and the idea of feeling Mom’s ass as I pounded into it from behind was all consuming.

She was turning on the water when I walked into the bathroom. I snuck up behind her, walking on my toes as lightly as I could. I debated on whether I should rub my shaft along her crack and immediately thought better of it and decided to go with a different tactic. The moment she was within reach, my hands reached out and my fingers dug into her sides, just above her hips.

 
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