When the weather is fantastic and the whole family is free, a beach day is obviously going to happen. Mom and grandma prepped the food, dad and grandpa got the car ready, I gathered all the beach games, and Jenny…well Jenny went to the beach with her friends. It wasn’t ideal but I got it. She’d just got back from her final year at college and wanted to hang out with all her old high school friends before the real world came crashing down on her. I guess I was just hoping to spend some more time with her. We’d always been close growing up; only a few years between us. She was twenty-one to my eighteen and as much as she was a pain in my ass, I loved my big sister. Although I was about eight inches taller and eighty five pounds of muscle heavier so elder sister is probably more accurate.
“Dan!” My mom called out from the kitchen, “Is the gear ready?”
“Yeah it’s all ready to go! When dad and grampa give me the all-clear, I’ll load it up!” Mom came out of the kitchen smiling at me.
“Thanks sweetie, you’re so helpful!” She gave me a hug which had the effect of pushing her breasts into my stomach as she, like her daughter, had a stunning hourglass figure. Wonderful, perky tits with a tiny waist and a perfect ass although mom was blonde where Jenny took after dad and had hair as dark as mine. Mom looked amazing given that she was forty with two kids but Jenny was stunning. It may have been a factor in why I loved spending time with her but I genuinely did enjoy her company. Even if I had to jerk off after hanging out with her sometimes.
Before my dick could burrow its way against mom and get me into trouble, she pulled away and went back to her work. Soon enough we were ready to go. The trunk was packed, and we headed to the beach with, apparently, everyone else in town. A trip that was normally half an hour took over double that time but eventually we parked up and were out on the sand.
Mom, grandma, and grandpa set the chairs and umbrellas out before relaxing. Mom got dad to cover her with sunscreen and when I saw her eyes flutter as his hands went under her bikini top and briefs, I decided to roam around before I started poking out my swim shorts.
Turns out, a beach on a hot summer day was full of nearly naked women. Tits bouncing as they ran around playing volleyball or soccer, thong bikinis that barely covered their assholes, their bodies glistening with sweat, it was too much! Everywhere I looked there was a sexy woman I wanted on my dick. And from the looks they were giving me in return, most of them wouldn’t have minded. In fact just as I was about to strike up a conversation with an older woman who couldn’t take her hands off my chest, I heard a familiar voice scream my name.
“DAN! OVER HERE!” I turned and saw my sister and her friends all jumping and waving at me. They were sweaty, drunk and wearing the skimpiest bikinis I’d seen in my life. Nita was a beautiful Indian girl who had respectable tits but an ass you wanted to pound from behind. But she also had a face you wanted to watch cum. Michelle, my sisters best friend, was a runner so she was slim from top to bottom but had the most beautiful face in the world. One you’d love to see swallowing your dick. Between them was Jenny and she was the sexiest of them all. But maybe I’m biased.
I walked over to them and was immediately engulfed as they all hugged me. Jenny threw her hands around my neck and squeezed which told me two things. Her nipples were hard, and it wasn’t her who groped my dick. They all pulled away and neither Nita nor Michelle gave anything away.
“I’m so glad you’re here! We need a fourth to play volleyball!” Jenny said, the alcohol taking away her volume control.
“What about Megan?” I asked, naming the last member of her squad.
“She met someone and left to hook up with him” Nita said as they all scowled. I was pretty certain they were all envious they weren’t getting dicked down but wasn’t going to bring it up. The idea they were all horny, with pussies aching to be stuffed made my cock twitch and I needed to move quickly.
“I’ll absolutely play with you. Let’s go!” Just like that they were all happy again and we played a few games in the summer sun. I won a few, lost a few, but the best moments had nothing to do with the game. The best moments were when Nita backed right up until we both fell over. She was sitting on my dick and rubbed her pussy against it a couple times before getting off me with a smirk. It was when Michelle tackled me with a hug after we won and stuck her tongue inside my mouth. It was every time Jenny jumped for a shot and her tits almost came out of her top. It was when she dived and had to pull her briefs out of her ass.
Those are the moments that would stay with me forever. Those and what happened after.
Like all days it came to an end and I couldn’t wait to go home and think about burying my dick deep inside my sisters pussy. Jenny on my dick, Nita on my face. That’s the spank bank for tonight. Jenny would always be my number one but Nita’s ass was divine.
I regrouped with the family and just as we were about to get in the car, Jenny came running up.
“Thank God I didn’t miss you guys. Can I get a ride with you?”
“Why can’t you ride with Michelle?” Mom asked. “She drove you here.”
“She got a call from her dad and needs to pick up some stuff for him. I gave Nita the spare seat as I hoped I could catch up with you.”
“Well you’ll have to sit on Dan’s lap. Is that OK with you Dan?” Before I could answer, Jenny jumped in and did it for me.
“Of course it’s OK. It’s only me!”
Just like that it was settled. Everyone got in the car, with grandma and grandpa falling asleep almost straight away. Mom put some tunes on and Jenny made herself at home on my lap.
The traffic was worse and we were definitely gonna be there for a while but everyone was still too happy from the day out to care much. All my efforts were focused on trying not to get fully hard under Jenny’s ass even though she kept wiggling it back and forth. Then she just relaxed back against me and sighed.
“That was an awesome day. Thanks Dan.” She turned her face a little towards me, her lips just brushing against my neck and I started to lose the fight against my erection.
“Why are you thanking me?” I whispered, so as not to wake anyone up.
“For spending time with us. Nita and Michelle were so grateful. Between you and me, they think you’re super hot.” This wasn’t news to me but hearing my sister say it was more erotic than anything I’ve ever experienced in my life. My dick was now fully hard and trying desperately to poke through my shorts and into my sister.
“Really?” I didn’t know what else to say but Jenny just nodded, her ass rubbing up and down my shaft as she did.
“Really really. And I get it too you know? You’re tall, handsome and you’ve got these big broad shoulders a girl can grab onto while you fuck her with this monster cock you’ve got.” Her hands had drifted to her legs as she whispered to me and out on instinct I covered her hands with mine, my fingers lightly digging into the soft sensitive skin of her inner thigh.
“Wow” I replied. “Nita and Michelle told you all that did they?” A ghost of a smile crossed her face, eyes still closed.
“Come on Dan, you think I don’t know my little brother is a total babe? You think I don’t know how hot and sexy you are?” Jenny leaned up to whisper into my ear, speaking so quiet I could barely hear her. “You think I don’t know you fantasise about driving your throbbing dick into your big sister’s itty bitty pussy?”
If not for the fact that I could see her nipples rubbing against her top; if not for the fact that I could see her pussy cream seeping from her brief;, if not for the fact that she was trying to pull down my shorts, those words would have sent me to my grave. Instead, what they did was send the rest of my blood to my dick until I could feel every vein popping out from it.
Instead of replying, I lifted us both up a little, allowing her to pull my shorts down just enough to free my dick. The moment it came into contact with her skin, I almost coated her in my cum. Not from the sensation, even though that was incredible, but from the way she moaned in my ear.
“It’s so thick! So hard! Push it inside me Danny!” Jenny was getting loud, and as much as I wanted to be inside her, I didn’t want dad to catch us and call the police. Or grandma and grandpa to wake up and have heart attacks. Or mom to… well actually the idea of mom catching me fucking Jenny was not as horrible as the other options. In fact it was pretty great. In my mind’s eye it was mom on my lap, squirming for my cock and in that moment I discovered a whole new family member I wanted to fuck.
“You gotta stay quiet Jenny” I whispered in her ear. “You need to be a good girl and stay quiet if you want my dick. Can you do that? Can you be my good girl?” for the first time since this started, she opened her eyes and hit me with the most sensual ‘fuck me’ look I’ve ever seen.
“I’ll be your good girl. I promise!” Taking her at her word, I manhandled her into the right position before pulling her briefs to one side and lining the swollen tip of my dick with her pussy.
“Are you ready Jenny? Is my big sister ready to feel her little brother’s cock fill her itty, bitty, pussy?” She moaned as if my words were stroking her clit and I knew the answer before she nodded, as her pussy literally dribbled on me before I finished speaking. I covered her mouth with one hand and squeezed her tits with the other before pushing my dick inside her. Deeper and deeper, as far as I could go until I was completely inside her.
Jesus fuck she was tight!
Her pussy gripped my dick like nothing I’d ever had. It was hot and wet and all I wanted to do was fill her up with my cum. But I had to make it last.
Jenny had no such thoughts as she was writhing on my dick, trying desperately to make me fuck her into a coma. Even with my hand over her mouth she was whining and the car was starting to smell like pussy so I opened the window. The traffic would cover any sounds she made too. I reached and twisted her nipple hard, feeling her pussy clench in response.
“You’re being a bad girl Jenny. Moving so much. Making so much noise. Bad girls get punished. Good girls get fucked. Are you a good girl?” it took her a few moments for her to be able to nod, and once she did, I pulled my dick out and ploughed it right back in again. I felt her moan vibrate against my hand and was grateful but I could’ve used someone’s hand covering my own mouth. The feeling of her pussy squeezing my dick made me gasp out loud.
“You OK back there Danny?” Mom asked. Her voice seemed off but it was probably my big sister’s pussy twitching around my cock that dulled my senses. At least the senses that weren’t currently situated in my penis.
“Yeah mom I’m good.” I decided to embrace the sick fuck I’d become and strike up a conversation with my mother while I fucked my sister. “How about you mom? You doing OK? Have a fun day?” With each sentence I pulled out far enough before slowly pushing back in, and every time I did, Jenny trembled harder and her pussy got wetter. I bent my head forwards and licked her ear before whispering, “don’t let mom catch you with my big dick in your pussy. Then she’d know how much of a slut you really are.” The idea of getting mom involved must’ve been as much of a turn on for her as it was for me because she twitched twice and came all over my dick. I could feel her squirt dribbling around my cock and it took everything I had not to fill her pussy with my own offering.
“I had a great day Dan” mom said, innocently talking to her son while he made her daughter climax. “Everything was so good!” Despite everything I was glad my mom had fun.
“I’m happy to hear that mom. I really am.” Conversation died away and mom went back to talking to dad and I turned my attention back to the pussy around my dick and the woman it belonged to. “Did you have fun Jenny?” I asked her quietly. “Did you have fun cumming on my dick?” She nodded, exhausted.
“It was everything I fantasised about” she replied. Wait what? I wasn’t expecting that at all!
“You fantasised about me?” She nodded.
“All the time. Do you remember when Megan came over for a visit last summer?”
“How could I forget? She snuck into my room one night and sucked my dick”.
“I know. She told me when she got back. After she kissed me and forced your cum down my throat. She fingered me while she told me what she did to you and how big your dick was.” My dick, which had calmed down a little was now raring to go off now and I had to be very careful not to move. Sensing my tension, Jenny started to squeeze my dick with her pussy and slowly grind down on me. “You know what she did then? You wanna know what the slut did to your big sister’s tight little pussy?”
I didn’t nod or shake my head. I didn’t move a muscle. I couldn’t. But Jenny knew what I wanted. “She took my dildo and pretended to be you. She fucked me with it until I came hard all over my little brother’s big cock. I screamed your name into a pillow as you fucking rawed me and filled me with your cum!” That was it. The fantasy, the imagery, it was all too much and I erupted inside her.
She felt it immediately and gasped, before rolling her hips and begging me for more.
“Oh fuck yes Danny!. Fill my little pussy with your spunk!” The whispering made it hotter and I did as she asked. Gave her every drop of cum until my balls felt empty. It wasn’t until I dropped back to the seat that I realised I had come off it. Gasping for air, I turned my face towards the window and tried to cool off which wasn’t easy when Jenny was talking to me. “Did you enjoy that baby? Filling your sister’s pussy with your cum? It feels so hot! Like I’m burning from the inside! So much of it as well. Next time you have to cum down my throat. And on my face. I love cum on my face and tits. I rub it into my skin and leave it there for hours!”
Despite cumming so hard I saw stars, her filthy words made me twitch down there and she felt it. She threw me another ‘fuck me’ look and whispered “next time you’ll fuck me when you can drive that cock into my pussy so hard it comes out my throat.” There’s only one thing I could say to that.
“Sounds like a plan.”
