Friday Night Fling

All characters in this story are over the age of eighteen.

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It was Friday night and I was where I always was after finishing my homework. On the computer, slaying monsters and doing flips and kicks that the real me wouldn't be able to do in a million years.

I was your stereotypical nerd, before a time when it was cool, who got good grades, had zero friends and was the main target for the jocks and bullies. I was tall for my age, but had barely any muscle mass and braces. The only thing keeping me from being the ultimate nerd icon were glasses, which I was lucky enough not to need.

I was all alone that night, since my mother and stepfather were away to celebrate their fifth anniversary. My stepsister, Sarah, was out at some party with her best friend. So it was just me, all alone and expecting it to be as boring Friday. But I was totally wrong.

I was just about to enter the boss room, when my phone went off. The only people who ever called me was my mom, or someone offering to pay me to tutor their kid. So when I answered, I was surprised to hear my stepsister's voice.

"Hey loser." I could tell from the way she was talking she was drunk. "I need you to come pick us up."

"What?"

"Come pick us up. Johnny was supposed to drive us home, but he's completely wasted and now Kelly and I don't have any way back. So come pick us up. Or would you rather explain to my dad why I got murdered whilst trying to walk home or call a taxi."

I groaned but realised he would be easier to just agree and go get her. "Text me the address." I got up and after saving my game, headed out and got into the car our parents had bought Sarah and me after we got our licences. Considering Sarah was the one who usually nabbed the keys and drove off with it, I shouldn't have been surprised the radio was set to her stations and mirrors were positioned so she could look at herself inside of the road.

As I drove to the address she sent me, I thought about my relationship with Sarah.

We had known each other since we were kids, having always gone to the same schools but never interacting due to our social circles. I was a nerd and she was the popular girl. Part of the cheer squad, always dating the hot guys and spending all her spare time shopping or at a party.

I hate to admit I used to have a crush on Sarah, though I had a crush on every cute girl in school. But after our parents got married and we became siblings, I tried to push that attraction away. But it was impossible, especially as we got older and she became even hotter. Long brown hair, shapely legs, flat stomach and C cup breasts that bordered on almost being D cups.

But despite being one of the hottest girls in school, Sarah's personality dampened any feelings one would feel aside from physical. She was a bitch, plain and simple. She knew she was hot and used it to her advantage, manipulating others to get what she wanted. The only person she couldn't twist was her own father, who refused to buy her a separate car and forced her to share it with me.

When our parents got married, she told me plain and simple to never speak to her in public. That whenever we were out of the house, we had no connection to each other. The only time she was ever nice to me, was when she needed help with something. Mostly homework or fixing her computer when it glitched.

Now here I was, going out on a Friday night to pick up her drunken butt.

I drove through the city and was glad the traffic wasn't terrible. I managed to get to the address within twenty minutes and as I pulled up to the house, I found the place was perfectly quiet. There was no sign of a party in this house.

I looked around and wondered if Sarah had given me the wrong address. But then, I noticed two people walking down the street looking rather tipsy. And as they got closer, I realised it was Sarah and Kelly.

Kelly was the only girl in school who was as hot as Sarah. She was shorter than Sarah, but made up for it with bigger boobs and natural blonde hair.

The girls were both wearing high heeled platform shoes and mini dresses, Sarah's being blue whilst Kelly wore red.

They laughed at something, as they climbed into the car behind me. "About time," Sarah told him. "You took so long, we had to drink some more to keep from getting bored." She started hiccuping, which caused the pair to start laughing.

"I thought you said you were at a party?" I asked, as I started driving away.

"We were," Sarah stated. "But I couldn't let anyone see us get in a car with you. I'm not ruining my reputation so close to graduation." Graduation was a good five months away, which I wouldn't call close.

"Be nice," Kelly told Sarah before smiling at me. "Thanks for coming to get us. Sarah has the best little brother ever."

"Little?" I raised an eyebrow, "I'm two months older than her."

"Really?" Kelly looked confused, "so why does she call you her little brother?"

Sarah laughed. "I just assumed he was little." She then spoke in a fake whisper voice, as she pointed at the ground. "Down there." I couldn't help but blush at this, as Kelly laughed her head off. It took all my will not to slam on the brakes and tell them to get out.

"Come on, Sarah. I'm sure it's not that little. Have you seen it?"

"Ew," she grimaced, "no way."

"Well you can't say it's little, if you haven't seen it." Kelly started laughing at this, whilst I tried to tune out what they were saying.

I asked where Kelly lived, but the blonde told me she was crashing at our's. Her father was very strict and if he learned she had gotten drunk, she would be in serious trouble.

As I drove through the city, I tried to tune out the two drunk girls talking. "Oh," Sarah groaned, "I'm so horny. Stupid Johnny. Can't keep his liquor down. I was finally gonna let him have some fun with me." Hearing my sister talk about getting fucked, wasn't how I wanted to spend my night.

"I don't know why you're with him. I've heard about him from other boys. Tiny."

"It's not tiny," Sarah argued. "Four inches is still bigger than most of the other guys I've been with." I almost laughed at this. I never let myself shower or change around other guys, so I had never known or cared about their dick size. But hearing Sarah call four inches bigger than most was hilarious.

Sarah didn't seem to notice my attempt to not laugh, but Kelly caught my eye in the mirror and smiled.

Eventually, we arrived home and the girls staggered out the moment the car stopped. Sarah strode towards the house, but Kelly seemed a little off balance on her high heels.

I was getting out of the car when she almost fell, my reflexes just enough to help me catch her before she hurt herself. "Careful." Kelly laughed at this, as I put my arm around her waist to keep her steady and walked her back towards the house.

"My hero," she laughed as we got inside. She pushed herself up against me, her tits pressing against my side and she giggled. "You like that?" I tried my best, but couldn't stop my face from going red. Or my dick from straining against my pants.

Sarah was in the kitchen, raiding the liquor cabinet. Our parents weren't heavy drinkers, so they would never notice a single bottle going missing. And once she had it, Sarah started gulping the stuff down before turning to Kelly.

"Want some?"

"Sure." Kelly walked over and grabbed the bottle, taking several gulps before turning to me. "What about you?"

I frowned, since I hated the taste of alcohol. "No thanks. I wanna be able to remember tonight, when I wake up tomorrow." Sarah rolled her eyes, whilst Kelly laughed and took another swig.

"Well. I think you'll want to remember this night for as long as possible. Since we need to thank you properly for helping us out."

"What do you mean?"

Sarah turned to Kelly, "yeah? What do you mean?" Kelly smiled and gave the bottle back to Sarah, then walked over and grabbed my hand. The next thing I knew, I was being dragged into the living room and thrown on the couch.

"Kelly?" Sarah followed, "what are you doing?"

"I'm saying thank you," she replied before sitting down across my lap. "Who knows what could have happened to us out there. I've got to show him how much I appreciate his help." Before I could say anything, he leaned forward and started kissing me.

I couldn't believe what was happening. There I was, the loser of my school, making out with the hottest girl my age.

I quickly got over the shock and started kissing back, the alcohol on her breath barely ruining the feeling for me. I slowly wrapped my hands around her waist, as she kept kissing me with great vigour. Before I knew what I was doing, I had my hand on one of her ass cheeks whilst her arms were wrapped around my neck.

Through it all, Sarah was watching in shock. "Kelly!"

The blonde finally pulled back, a hum of pleasure escaping her lips. "You're a better kisser than I thought you'd be." She turned to Sarah and smiled, "aren't you gonna thank him."

"I'm not kissing my brother," Sarah then took another swig of alcohol.

"Fine," Kelly sighed. "I guess I'll just have to thank him for you." She started kissing me and I didn't object, happily letting her tongue start flickering around against mine.

I knew this was the alcohol. In her normal state, Kelly would never let me even touch her. But in her drunken state, she was clearly happy to give anyone a good snog. And who knows what else.

Before I could stop myself, my hand moved up her waist and grabbed her tit through her dress. This made Kelly gasp against my mouth and pulled back, whilst I gave her breast a good squeeze and caused her to moan. "Naughty boy. Taking advantage of my generosity." I couldn't help but smile, whilst my dick grew harder against her ass. "Alright then. You wanna take it up a notch."

Sarah, who was either less drunk than Kelly or better and staying in control, frowned as she watched her friend get up. "Kelly. What are you doing now?"

Kelly didn't answer her and stood in front of me, holding her hands against the top of her dress. "I'll make you a deal. I'll show you mine, if you show me yours." I couldn't believe what I was hearing and by Sarah's gasp, neither could she.

"Kelly!"

"Oh, don't be such a prude. Go upstairs, if you don't wanna be here. But I wanna see if he's as little as you say he is. I get the feeling he's bigger than all the other boys."

"Yeah, right." Sarah clearly didn't believe that.

"Wanna bet?" Kelly asked. "If he's small, like you think, we'll stop and go upstairs. But if he's the biggest you've ever seen, you have to show him your breasts with me." My eyes went wide at this, the shock making my dick go even harder. But my shock was nothing compared to Sarah's.

"You want me to flash my brother?"

"Stepbrother," Kelly reminded. "What's the matter? Worried he might be bigger than you think?" Sarah frowned, clearly not wanting to admit she was worried I was bigger than any jock she had dated.

"Fine. But he has to be both longer and thicker."

"Alright," Kelly smiled before turning back to me. "Well, what are you waiting for. Whip it out." I suddenly got very self conscious, but realised I couldn't screw up this chance to see these girls' tits.

As such, I picked myself up and reached for my belt. I quickly unbuckled it and moved onto my pants, undoing them before grabbing the top. "You girls ready?"

"Just get it over with," Sarah stated. I took a deep breath and pulled my pants and underwear down, standing by up and letting my dick hang free. "Holy fuck!" My sister screamed, seeing my cock standing to attention.

I wasn't exactly big, just seven inches, but I was proud to claim I was bigger then any of the guys these two had ever fucked. I might have only been seven inches, but I was as thick as a soda can when fully hard. And my nuts were also rather large, the girls staring at both them and my cock in absolute shock.

"No way," Kelly smiled. "It's huge." The guys at school must have all been tiny. "Look at that thing."

Sarah was just staring at it, looking like she had found something she had been looking for her whole life. She then looked up at me, but was drawn back to my dick and looked ready to start drooling.

"Well," I finally said, "a deal's a deal." Kelly smiled whilst Sarah looked unsure. But slowly, the pair both reached up to grab the tops of their dresses. And in one swift motion, both pulled them down to free their large breasts.

The sight was absolutely amazing and my dick twitched at the sight. The girls continued to stare at my cock and Kelly smiled, as she started massaging her large breasts. "You wanna touch these, don't you?" I couldn't help but node, Kelly laughing as she stepped forward.

She pushed me back down and knelt on the couch besides me, her tits now hanging right next to my head.

"Then go ahead." She reached down and grasped my cock, "so long as I get to have fun with this." I didn't need any more encouragement and reached up to start squeezing her tits, whilst Kelly started rubbing my dick with her delicate fingers.

We both moaned, loving the feel of each other as we rubbed our hands against each other's most private area.

Time seemed to become meaningless, as I wasn't sure how long we did this for. But my mind refocused itself, when someone knelt down on my other side.

I looked around and was shocked to find Sarah's tits, now hanging in front of me. Her hand then reached down and started playing with my cock as well, shock racing through me whilst Kelly laughed. "You go, slut."

"Shut up," Sarah told her. "And you'd better not tell anyone about this. Either of you."

"My lips are sealed," Kelly smiled as the two started working together to jack me off. I couldn't help but moan at this, the sensation like nothing I had ever felt before. But as I opened my eyes and saw Sarah's tits, I leaned over and grabbed one before putting it into my mouth.

"Oh god!" Sarah cried, as I sucked on her nipple and flicked it with my teeth. "That's so good," she moaned as Kelly smiled.

"This is the hottest thing I've ever seen." She then did something unexpected and leaned down, her hair covering my lap as she suddenly licked my shaft. This made me groan as I let go of Sarah's breast, only to grab the other one and repeat the process as she moaned.

"Yes!" She cried, "so good!"

My other hand then reached down and before Sarah realised what I was doing, I stuck it under her skirt and felt against her panties. And to my surprise, they were soaking wet.

"Yes!" She screamed, as my finger traced against her wet panties. "Oh, that's so good." Kelly looked up at this and saw what I was doing.

"Hey. Why do you get all the fun, whilst I'm busy doing all the work. Get down here." Sarah groaned, but started repositioning herself.

She and Kelly were soon laying on their sides, whilst I remained sat where I was. The two then pulled their dresses up, bunching them around their waists, revealing their soaked panties.

The girls had their heads in my lap, staring at my cock, whilst my hand slipped down towards their panties and started rubbing against them. Sarah and Kelly moaned at the sensation, Kelly once again starting to lick at my cock. Sarah stared for a moment, then slowly gave my dick a single lick.

"You can do better than that," Kelly told her. "Come on, girl. You said you were the best at blowjobs."

"I guess," she sighed before licking my cock again. She then kept licking, along with giving it a few kisses and even licking my balls. I couldn't help but moan at this, whilst my fingers kept rubbing against their panties.

"Stick it in," Kelly told me. "No more pussy footing around. Go on!" I nodded and reached into her panties, doing the same with Sarah's. They both moaned as my fingers brushed against their pubic hair before reaching their pussies, the girls loving what I was doing.

As my fingers pushed against their cunt lips, Kelly grabbed my cock and pointed it directly at her mouth. And in one swift motion, she sucked the head and a good three inches of my cock into her mouth. "Fuck!" I cried, the sensation causing me to jab my fingers into their cunts and make them both squeal. But it was clear they enjoyed it, as Kelly kept sucking on the end of my cock whilst Sarah licked at the base.

Once I got over this incredible feeling, I continued rubbing my fingers into their pussies and make them both groan against my cock. After a minute or so of this, Kelly had to pull her head off my cock and take a deep breath. Sarah took this opening to lick up my shaft before sticking it into her own mouth. Kelly replied by licking at my balls.

"Fuck!" I groaned, as I did what I could to make them both feel pleasure.

My fingers became drenched in their juices, as I thrust my fingers in and out of their cunts and kept changing up how many fingers I used. They clearly enjoyed this, whilst swapping who sucked my cock every minute or so. Every time they changed, the new girl was able to get more of my cock into her mouth.

Sarah finally managed to get all of my cock down her throat, when I finally felt myself beginning to get close.

"I'm gonna cum!" The girls shared a look, with Sarah continuing to deep-throat me for a few more seconds. Then, she pulled her mouth off as Kelly jacked me. The pair then put their mouths against the head and kissed it, which pushed me over the edge. "Ahh...FUCK!"

I shot my load into the air and it quickly fell down and splattered against Sarah's face, whilst the second one landed on Kelly's. Again and again, I shot my load into the air and they fell on one of the two girls kissing my cock.

Eventually, the final shot spurted onto Kelly's face and the girl laughed.

When they saw I wasn't gonna come again, the two pulled back and looked at each other. Then, Sarah did something unexpected and leaned over to Kelly. She licked some of my cum off Kelly's face, the girl smiling before mirroring the action and licking cum off of Sarah. The girls kept this up, their hands moving towards each other's tits whilst their cum feast, turned into a full on make out session.

The sight of them doing this was insane and it was causing my cock to grow hard again, which they quickly noticed.

"Oh," Kelly pulled away and smiled, "someone's still up for a little more fun." She looked over at Sarah. "What do you say. Wanna take your brother's V card."

Sarah didn't even hesitate and smiled. "Alright then. He hasn't gotten us off yet. Might as well have some fun." Kelly smiled back and the pair got off the couch, Kelly ordering me to stand up.

I did so and the girls pushed their bunch up skirts down and off, leaving them in nothing but their panties and platform shoes. The panties followed suit and the now naked pair looked at me, their looks telling me the same thing. Now you.

I quickly grabbed my T-shirt and pulled it off, whilst kicking my pants and underwear away.

Now almost as naked as the girls, though with my shoes and socks on, Kelly told me to lay down on the couch. And so I did, sitting where I had originally been before laying myself along the length of the furniture. As I did, Sarah stepped over to the other end and Kelly stepped up to my head.

I looked up, as Sarah swung a leg over mine whilst my cock pointed straight up towards her pussy.

Our eyes met before she slowly lowered herself onto my dick, the head pushing against her lips and making us both groan as she stopped moving. "How's it feel?" Kelly asked, a smirk on her lips as Sarah pushed down a bit more.

"Fuck," she cried, "so big." She lifted herself up, then pushed down and got another two inches into her. "So good. Who knew my nerdy stepbrother could make me feel so good." I couldn't help but smile at this, as Sarah gyrated her hips and pushed another inch into herself.