Rough Waters
Copyright© 2025 by soopad00pa
Chapter 9
BDSM Sex Story: Chapter 9 - Jack introduces his much younger girlfriend to BDSM and then her little sister joins them on a boat trip.
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa Ma/ft Fa/ft Mult Consensual NonConsensual Incest BDSM Rough Group Sex Anal Sex Sex Toys Squirting
After our post-hatefuck nap, we went into town for lobster. Anna had decided she really had to have some after all the trouble they’d brought us. We picked Chef Michael’s - probably the fanciest place in Islamorada - and it turned out to be worth the hype. Sated, we returned to the boat and actually watched TV for the night. Beth picked one of the new Netflix nature docs and after that, Anna tried to get us excited about some anime she was into. Beth and I tolerated it, mostly because of how into it she was, but I remember almost nothing about it except that I didn’t like the art style, at all.
I woke to Beth crawling carefully out of bed. Instead of the head, she slipped outside to the cockpit. I was happy to let her have some alone time - I know I needed plenty of it - but then I could hear her sobbing. I turned my head and found myself looking at an awake Anna in the dim light.
“Do we?” she motioned with her head, whispering.
“She’s your sister,” I shrugged. I could see her think for a moment and then she nodded to herself and got up quietly.
I followed, taking a moment to enjoy her heart shaped little ass swaying up the ladder ahead of me.
Anna slid down the bench and wrapped her sister in her arms, pulling her close, and Beth cried harder, no longer trying to be quiet.
“Shhhh, you’re gonna be okay,” Anna murmured into her sister’s hair and rubbed her back. Beth clung to her, body shaking as she bawled. I worked my way around the wheel and slid in from the other side, throwing just a single arm around them both. I left some space for them to pull away if this was my fault and gazed out over the water, watching the reflection of the moon ripple across the surface.
After a bit, Beth’s breathing settled and she wiped at her face.
“I’m suh-suh-sorry, you guys,” she said. “I tried to be, be quiet.” She sniffled hard against her runny nose.
“Boats are hell on privacy,” I said. I rubbed her back with my free hand and she leaned into it. Not my fault, I thought. Cool. “You okay?”
“Y-yeah,” she sat up straight and took a deep breath. “I woke up and just started catastrophizing like, about those guys. All these what ifs just wouldn’t get out of my head, y’know?”
“It was really scary,” Anna’s voice was tiny.
“And then that got me started thinking about you,” she turned to look at me, “and how this has all been so amazing, but like, also a lot and then thinking about you,” she turned to Anna, “it it was like, even more and well...” Beth threw up her hands and sobbed again.
“Don’t start up again!” pleaded Anna. “You’re gonna make me cry!” I almost laughed because she had already started and then they were both crying and clinging to each other again. I looked back out over the water as I held them, waiting.
Finally they stopped crying and we sat there in silence for a while. Well, I was silent. They were both sniffling.
“Are we OK?” Anna asked, looking away. Beth swung her chin back towards up with a finger tip.
“Yes.” She was emphatic. “I don’t regret a second of this. I didn’t expect it, but I’m honestly like, so happy.” Her face shone in the dark. “Wait - are you ok with it?”
Anna nodded rapidly and her lip started trembling and then her eyes trembled. Here we go, I thought, and they were crying again. I sighed.
Beth must’ve heard me and she elbowed me in the ribs. “I thought y-y-you liiiked it w-w-when girls criiiied.” Anna laughed, sort of.
“When it’s my dick making you cry,” I said.
The girls wanted to go further down the keys, reasoning that if the weather didn’t cooperate on the return trip, they could just get on the bus back up Route One. That was fine with me and so the morning after the attack we sailed down to Marathon.
We spent a whole day and night as vanilla as can be. We went to shore and I replaced my snorkel gear that I’d tossed in my mad dash to the fight. We ate at McDonald’s - my first time in years - but Anna was fiending for a Quarter Pounder. I didn’t throw up, so there’s that. We poked around touristy shops and Anna got Beth a T shirt that had a man’s hairy body printed on the whole thing, front and back.
“You can wear it in bed and it’ll be like banging two guys,” Anna smiled sweetly.
We snorkeled around the boat and near the shore. There were some fish, but it was a pretty busy spot, so not too much going on. It was mostly just to be in the water.
I made a creamy, cheesy sausage pasta for dinner and we sat up on deck watching the sun go down and sipping beers and listening to tunes.
We all slept together in the couchpit. We slept naked, but just spooned, rotating partners through the night as body heat dictated. I was almost thankful to have a night off; I am an old man after all.
In the morning, I awoke feeling refreshed and rejuvenated. And hard. I turned Beth’s hips to me and pressed my face between her cheeks, sloppily slurping at her slit, slathering her with as much spit as I could, as quickly as I could. Then I got to my knees and pushed my cock into her.
I fucked her hard and fast and she was only barely awake when I pumped my cum into her. I leaned down and kissed her, “Morning, baby.”
“Hiiii, daddy,” she stretched. Anna was awake and watching us expressionlessly.
“Back in a bit,” I told them and headed up top and jumped in the water. I swam for a few minutes and then climbed back on the boat and did some pushups and squats. I showered off on the swimstep and then went below to make breakfast.
Ducking my head in the companionway, I was greeted with Anna’s little butt pointed at me as she buried her face in between her sister’s legs. Beth was gripping her sister’s hair and moaning.
I peeled my trunks and sat down on the bed next to them, running my hands up and over the curve of Anna’s buttocks and down her back to her neck and up again.
“I was gonna make breakfast but this looks much tastier,” I pushed my face between the second set of cheeks this morning, licking at her wet little cunt. I dragged my face up and down, my tongue fucking into her cunt and her ass. Her arch deepened as she responded to my mouth. She was panting into Beth’s hole and Beth was getting louder and singing gibberish.
“Oh baby ahhh, your mouth feels so so uuuugh goooood I loooove it gimme pleeease!”
I kept tonguing Anna until Beth came and then I got behind her and pressed my cock into her hole and my thumb in her ass. She clung to Beth’s legs, her face still pressed against Beth’s sopping vagina as I stroked into her.
“You uh just pumped and uh ran,” Anna said. “She was uh uh so squirmy. She uh needed help. Ugggh.”
“It’s a good thing you were here to pick up the slack,” I said as I pushed harder into her butt with my thumb.
“Omigooooood,” Anna wailed. Beth was softly stroking herself and Anna’s scalp as I pushed her sister against her.
She grinned at me and asked, “Are you gonna fuck my little sister’s booty?”
Anna jerked. “Whaaat!? Noooo, I’ve never ugh oh fuuuuck!” She looked back at me and shook her head. “I’m not ready!” I slammed into her harder. “Fuuuucking fuuck! Jesus!”
“You don’t want me to push my cock into your tiny little ass?” I growled at her as I replaced my thumb with two fingers. Whether she thought so or not, she was ready. “You don’t want me to take that last thing from you? Make you mine?”
“Ooooh goooddammmit!” She cried. “Nooooo!”
Beth swiveled her hips and crawled along her sister’s body, reaching under her and finding her clit.
“Daddy,” she purred. “She’s so fucking wet - I think she does want it!”
“No no no no noooo,” she panted as I pumped into her and she ground back into me and my fingers.
“I think you’re right,” I said. “Her mouth says one thing, but her slutty little body tells a different story!”
“Uhhh fucking fuuuuck, I hate you!” she moaned as she pushed back into my pounding cock. “It’s not faaaaiir!” I felt Beth’s fingers shift into overdrive and Anna screamed and arched in a shuddering orgasm.
While she was cumming, I slid out of her cunt and replaced my fingers with my cock in her ass and Beth pushed her fingers into Anna’s cunt. We kept the same rhythm and as Anna came around it took her over a minute to realize what we’d done.
“You fuuuucking suuuuck! Omigooood, nooooo,” and her orgasm started all over again and her body spasmed and shook and she just kept panting “no” over and over again.
As she settled down, I pushed her onto her side and continued to slowly stroke into her ass. She was still murmuring “no” on repeat when Beth brought her mouth to her sister’s cunt and began licking up her crystal clear dew. I pulled my cock from Anna’s ass and fed it to Beth who didn’t hesitate to suck on me, taking me deep in her throat.
I was in heaven - I moved my cock from mouth to cunt to ass one after another at my whim, relishing owning these two beautiful girls. It was hard to imagine a better breakfast.
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