Meeting Skylar

I walk closer to Skylar and I call her by placing one hand on her shoulder. “Skylar, isn't it?” I ask smiling. “Do you have a partner for beer pong?”

"Yeah Ummm no uh," she replies nervously. "Yes, my name's Skylar. No, I don't have a partner" she says while laughing and shakings her head after taking a breath to calm down. "But this table's being used right now," she says watching Shaiden absolutely destroy Jake by not missing a single throw, even with a drink in her hand! "I think there's another one but it's outside if you want to?"

“Sure. Mind leading the way? I’m new here” I say smiling at her knowing that she probably was looking at me that way because she's attracted to me

"Sure!" She says with a smile grabbing my hand and walk me towards Stassie's new backyard. She, again, look at me confusedly as we walk over to the glass doors. She then opens her mouth in shock as she suddenly realises who I am. "Oh my god! Wow! I thought it was you!" she says with a smile.

“Sorry?” I say not understanding what she means by that and with the smile

"Chad!" she says excitedly. "Don't you remember me?" she asks while drinking from her red cup. "Last year's summer? In San Fran?" she asks, convinced she knows exactly who I am.

“Sorry, but I’m not Chad, I’m Nick,” I say realising that she mistook me for another guy she met. But now, at least I know I have a chance with her since she already hooked up with someone that looks like me

She starts laughing "Good one Chad!" she says while moving closer to me and putting my hand on her butt as we arrive at the outdoor beer pong table. "Oh sorry! Good one Nick!" she says, winking at me.

I just sigh, shake my head and take the win. I grab her butt and walk with her towards the table. “So, any specific rules you play that I need to know? Or just the standard ones?”

"Standard rules... For now!" She replies with a smile. As we play she asks me "So what are you doing here? I thought you were going back to New York?"

“I moved here. I’m doing senior year on East Hill. What about you?” I ask and use the information previously given to me about you. “You are the cheer captain from West Hill, right?”

"I've always been here. I was just visiting San Fran with my family. Come on Chad I literally told you this!" she says with a smile, shaking her head. "Nah that's Addison, but I'm on the cheer team though."

“Oh right!” I say sure that I wouldn’t mistake that, but at least made it believable. “So… do you wanna actually play or continue chatting? I’m good either way” I say remembering the reason we came outside

She looks at the outdoor couch and says "We could sit there and maybe do some beer pong after?" She asks with a smile. "We can watch the stars together. Like old times?"

“Don’t see why not. I’ll grab a drink to myself. What are you drinking?” I ask looking at the bar and thinking what I'll order for myself

"See if there's an Ice there. If not just get me a beer." She replies.

“Sure. I'll be right back” I say slapping her ass before heading to the bar.

Approaching it I notice that Lauren is there. Knowing that nobody but Emily knows that we are step-siblings and since she's nowhere around I head towards her and approach her from behind, whispering in her ear. “Nobody here knows we are step-siblings. We can treat ourselves like strangers and you can see if you can score that orgasmic mall trip you wanted before the night ends”

Lauren rolls her eyes as I whisper in my ear. "Ugh! You're such a creep." Lauren replies in an annoyed tone. "The only way you're fucking me is if you double what you paid last time." She says with a smile turning around to face me.

“Is my sister becoming a hooker for me?” I ask still in her ear and sliding my hand down to her ass while the other asks the bartender for two Ices.

"Yeah but only for you," she says spitefully. "I could only fuck you if I were being paid," she whispers.

“Let’s see how the night goes, I have a feeling that after a few drinks and sucking some small cock you’ll miss mine. You were very eager to try it again later that day” I say grabbing her ass

Although she loves how dominant I'm acting she has to not give me any ideas so she quickly slaps my hand away from her butt. "Shut up man!" She replies. "Trust me, Nick. No one here wants to fuck you ok?"

“Oh, Lauren. You’d be surprised. Wanna make a bet?” I ask looking her into her eyes. “Give me a number and if I reach the body count, you admit that you want me to fuck you and we do it. If I lose, I’ll take you to the mall and pay for the clothes you want” I say before giving it a pause. “Deal?”

"Don't make me laugh!" She replies knowing I'll never win. "How about this instead?" she suggests. "If you can reach a higher body count than me tonight then you have to buy anything I ask you to for a week. But if you win then I'll be your assistant for a week." She says proudly.

"In fact, I'm so confident I'll add another thing. If you get more bodies than me then as your assistant I won't be able to say no to anything you ask me to do." She says crossing her arms and smiling confidently. "Now is that a deal?" She asks reaching her hand out for me to shake it.

While she talks I start to smile and by when she asks me, she already knows the answer. I shake her hand and say “Deal! What do we need to do to make it to the body count? At least a blowjob? Or you want to count only the real thing? Only when we fuck another person?”

She pauses to think. "Hmmm. How about just having, or in my case, giving a blowjob is one point but fucking them is two points. No extra points for anything else. What do you think of that?" She asks, excited to get a justification for her sluttiness.

“I think you are a massive slut, sis. And that I'll enjoy that a lot next week. It's only countable if we have proof or see each other doing it. So, don't miss my notifications on your phone. You’ll be getting them a lot” I say grabbing the Ices and starting to leave but then I remember something and walk back to her. “If you suck someone then fuck him/her, it isn't three points, it's a two for the fuck. The same applies to me”

"I'm already thinking of the Louis Vuitton bags and the Gucci shoes I'll get to buy with all your money!" She says in response. "Fine with me," she says responding to my last two comments. She then whispers to me with a smile "May the best shagger win!" When I turn to walk away she quickly tries to find a guy to talk to.

I head back to where Skylar is, more determined to fuck her than I was before. So when I arrive where she is I say “You look beautiful under the light of the stars” I sit next to her and give her one Ice

"Thank you, Chad." She says with a smile before taking and starting to drink. "Y'know I was just thinking back to last year. You don't regret it, do you?" she asks.

“It’s Nick, remember?” I say trying to make her believe one more time.

I look her up and down and think what guy would regret fucking her. “No, of course not,” I say not having a clue about what happened between her and that Chad.

She laughs at my 'joke' and then reply and says "Ah that's good." with a sigh of relief. "Cos like I was looking through my photos and... We had a really hot time." She says with a smile snuggling up closer to me on the comfortable outdoor couch. "You remember when we took these pics?" She asks getting excited thinking back to the summer of lust Cah and her shared. She then starts showing me the pictures of her and a completely different man. It's obvious that her pre-drinks and the drinks right now are affecting her.

“I do not. Why don't you show me what else you have on your phone from that summer? It might help me recall how I fucked your hot body” I say sliding my hands all over her body and stopping at her ass.

"You don't remember?" She asks slightly shocked. "I guess it was a year ago!" She says with a smile. "Yeah, I've got a lotta hot pics here," she says, feeling her pussy getting wetter. "You remember taking these?" she asks.

I take my phone out of my pocket and turn on the airdrop. “Mind sending me them?” I ask “I sure don't want to forget about you,” I say taking a sip of my drink

"Sure!" She says sending all the pictures she showed me to my phone. While scrolling through her camera roll she comes across a really hot video that she nearly forgot about. "Oh my god!" she says holding her mouth as she begins to laugh, nearly hysterically.

“Thanks,” I say thinking that even if I don't fuck her I can send the pics to Lauren and win two points, same goes for Autumn, Beverly and Sommer. I still have proof that I fucked all three of them.

“What?” I ask trying to see the video on her phone

"You remember that video we made?" she asks while giggling. "I've still got it!"

“Let me see it,” I say curious about what she and the Chad guy did

"I can't!" She says moving her phone away from me while giggling "Someone's gonna hear it! Let's go upstairs to somewhere private to watch it!" she says excitedly.

“Let’s,” I say getting up, curious about how people would hear it above all the noise the DJ is making. Taking her to a room might at least help me start ahead of Lauren

When we arrive at one of the countless bedrooms in Stassie's mansion after walking up its grand stairs she lays down on the huge king-sized bed with silk sheets and soft pillows. She taps on the space next to her and says excitedly "Come here, Chad!"

I think about correcting her again but I just let it aside. I put my drink on a table and lay down next to the hot blonde calling for me. “Wanna show me that video now?” I ask pulling her closer to me.

"Mhm," she says with a smile passing me the phone. "Remember this? You remember me sending it to Max?" She asks while giggling at her sluttiness.

Fuck, that girl is a major slut. I think to myself. “Did he broke up with you after that?” I ask glad that I saw that video. Emily was telling the truth when she said that West Hill girls were sluts like her.

"You really don't remember anything do you?" she question. "Surely you remember it? He facetimed me straight after I sent the video and we just laughed at him with your cum still on my face!" She says laughing then harder than before.

“I think I had too much to drink at the moment,” I say not trying to say day or days since I'm not sure how much time they spent together. “But we are here now”

"Yeah me too!" She replies with a giggle. "But I don't regret it at all!" She says putting her phone on the bedside table and placing her empty hand on my crotch. She then rubs it up and down and asks with a lustful smile "There's a reason I've gone big only." She says with a smile as she looks down at my growing bulge.

“Yeah? And what is it?” I ask happy that half an hour after I arrive at the party I'm already laying down on a bed with a blonde rubbing my dick.

"Did you even watch the video?" she asks while giggling as she begins unbuckling my belt and unzipping my jeans. "I've missed you so much, Chad. I thought I was never gonna see you again." She says before kissing me, full of lustful passion.

Being unable to respond because of the kiss I just go with it, groping her ass a bit before moving my hands up to take off her dress and expose the same hot body I saw on the pics.

She smiles as her pussy starts getting wetter. Her smile then grows as she pulls out my cock from my pants. "Oh. My. Fucking. God." She says with her jaw dropped in complete awe of my beautiful dick. She grabs it with one hand and measures it near her forearm. My cock is longer and thicker! "Has it grown?" She asks completely shocked at how big it is!

“I wish I had that on camera,” I say grabbing her tits and starting to play with them, playing with her nipples, pinching and twisting them. They are heavy and soft, and probably will be an amazing sight with her riding me or when I fuck her doggy and they jiggle

She giggles at my comment and then she starts to moan as I play with her sensitive pierced nipples. As she arches her back to fully focus on my cock she exposes her sexy panties which from my point of view reads "uǝǝnb ǝzıs" she then wraps her lips around the tip of my dick and begins to kiss, suck and lick the tip of my dick, moaning throughout.

I give out a little moan before looking at her preparing my cock for her blowjob. I reach for my phone and tell her “Suck my cock the way only sluts like yourself knows how to do” I say thinking if I should record a video to Lauren or ask her to come here and see that I’m ahead of her.

She nods her head submissively before wrapping her nice, pink lips around my rock hard cock. As she covers the first third of my cock with her mouth she strokes the rest of it with her hands. She starts to push my dick further into her mouth, making her gag as it reaches the back of her throat.

When she notices me grab my phone she smiles. "Y'know I never broke up with Max," she says before going back to suck the tip of my dick. "You wanna recreate the video?" She suggests while giggling and slapping my dick against her wet tongue.

“Don’t see why not,” I say enjoy the thought of cucking someone I don’t have a clue who’s it. “And I might ask you to do a video for someone later too,” I say thinking about making something special for Lauren

She gives me her phone and when I start recording she starts. "Hey, Max," She says grabbing my dick firmly and smiles, slapping it against her cheeks. "I know you're downstairs right now trying to find me but I've just met someone I think you know already!" She says before starting to sucking my dick slowly and sloppily. "Mmmm." She moans wrapping her lips against my cock. "You wanna say hi Chad?" She asks before laughing cruelly as she licks the tip of my cock.

I turn the camera to me. “Hey, Max!” I greet him “I guess your girlfriend is a major slut for big cocks and well, you already know what you have. Don't worry, she'll be downstairs shortly, she's not my only goal tonight” I say before turning the camera back to her. “Go on, show him how much you desire my cock”

"Yes, Daddy." she moans sucking my dick. She pushes my huge dick further into her slutty mouth and makes herself gag on my hard cock. After holding it in place with my tip down her throat she pulls out. While out of breath and giggling slightly she grabs the spit that's all over her mouth with her hand and starts stroking my cock. "You wish you made me gag like this with your tiny penis don't you Max?" She asks, looking directly into the camera with a lustful yet cruel smile. "Guys with tiny dicks like you are only useful because of your wallet." She says before deepthroating my cock again.

“Fuck yeah.” I moan while she deepthroats me. “You grabbed a good cocksucker Max, lucky me she's sucking my cock and not yours,” I say before whispering in the camera’s microphone “and she didn't realize that I'm not Chad, not even by realizing my cock is bigger,” I say before ending the recording and sending the video to the contacted named Max.

“Work this cock well, I'll want you to record a video for someone too,” I say smiling thinking how Lauren will react to that

Not hearing what I whispered at the end she decides not to find out due to how in awe she is of my dick. She nods her head at my command before sucking my dick quicker than before. She bobs her head up and down on my juicy cock and pushes it further down her throat, making her gag even harder and leading to tears dripping down her cheek. After holding my big shaft down her throat for 10 seconds she pulls out and plunges her head down towards my balls, sucking and licking them as she jerks off my dick with both hands.

I moan slightly as she takes care of my cock, keeping it hard and ready to fuck her pussy soon. “That’s it slut. You know what I like” I say wanting to see what she learned spending those nights with Chad

"Oh, I do," She says nodding her head and smiling lustfully remembering back to what would make Chad nearly cum every time she did it. After making my balls nice and wet she carries on stroking my cock with both hands but she moves her head further down and starts teasing my ass with her wet tongue by licking around it and directly on it too.

“Fuck yeah” I moan remembering Autumn doing that to me a few days ago at her place.

After a few moments of that and knowing myself, I decide to make this move faster so I can fuck more girls and win the bet. “Enough of that. Time for me to see if this pussy is still as right as I remember, and for you to make a video for me”

"Ok, Daddy," she says with a sad puppy face.

She then gets up on her knees, places a hand on my muscular chest, getting me to stay down on my back, puts each of her legs on either side of me and faces me. While keeping eye contact with me and trying to insert my big cock into her tight white pussy she asks "So what's this video? You trying to get back at your girl?"

“I made a bet with a girl and I want to win,” I say grabbing my phone and noticing Lauren’s texts. “It seems she's ahead and I can't let that happen. Her name is Lauren. If I win, she's can't deny me anything for a whole week. Do your best, or worst” I say before starting to record

---

L: 2-0

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"Damn," she replies shocked at the idea of this bet. "Well if she's already ahead I guess I'll get to work!" She says with a giggle.

She grabs my dick and when she feels the tip entering her pussy she moves her body downwards, letting out an extremely loud "UNGHHHHH!!" as she feels her pussy wrapping tightly around my dick.

I zoom in on my cock entering her pussy, the grip around it, making it noticeable how tight her pussy is. “Fuck. Your boyfriend surely has a tiny dick” I moan, wanting to let Lauren know that my first was a taken woman and that she can't compete with that

"He does!" Skylar says while giggling. She then starts to bounce up and down my cock, making her big natural boobs jiggle and shake. She keeps her hands on my hard and muscular chest as she rides me like the size queen slut she is. As my cock goes in and out of her pussy she repeatedly moans out "Yes! Yes!", "That feels so good!", "Fuck!" and "Oh my god!" In her high pitched valley girl tone.

“Yes. Bounce on that fucking dick” I moan while she rides my cock and those big tits jiggle in front of me. “Fuck. I love those tits” I say grabbing and playing with them while she keeps riding me.

She speeds up her riding after hearing my deep voice encourage her. She then bites her lip hard as I grab her big boobs. "Yeah play with those titties," she says putting her hands over mine and says with a smile "You own these Chad. You!"

I end the recording and cut off the part where she calls me Chad before sending it to Lauren. After that, I put my phone aside and raise my body so I can whisper in her ear. “Now that we did that, it’s time to make you cum” I say and slap her ass.

"Yes, Chad," she says before kissing me passionately as she embraces me firmly, making her big tits squeeze against my muscular chest.

As she pulls out from my dick her pussy leaves some white creamy liquid on my cock. She quickly sucks and licks it off, moaning with a smile while doing so. She then goes on her hands and knees, arching her back and exposing her wet pussy to me, getting ready for my BBC to fuck her hard!

I position myself behind her and slap her ass, watching it jiggle and get a red handprint on it. I grab her hair and pull it with my left hand, while my right goes to her hips to keep them steady. “If I fuck you better than you remember, you help me win the bet?” I ask pushing my cock inside her tight pussy

She lets out a slight shriek at my very firm and hard slap. "Mhmm," she responds while nodding her head as I tease her pretty pussy with my juicy cock.

“Good,” I say remembering all the hotties I saw from her school and thinking how many guys would ditch Lauren if she shows them some interest.

I slide my cock deep inside her and lean over to whisper in her ear. “Now, get ready for the fuck of your life,” I say before starting to fuck hard and fast, wanting to get back to the party and ahead of Lauren since I know that this won't be the only time we fuck

When I fuck her tight pussy from behind so hard and so fast she moans even harder than usual. Her moans then turn to shrieks which then turn to screams that those on the same floor could easily hear (even with the loud music). As she takes each thrust from me and feels herself coming closer to cumming she grabs the pillows in front of her very tightly and screams either "Fuck!", "Shit!", "Fuck yeah!", "Yesss!" or "Oh my god!".

When she feels her pussy tightening and getting wetter she starts moaning loudly in a high pitch "Yes you're gonna make me cum! Please! Oh my god! Yes, I'm gonna cum! I'm gonna cum!" she says getting louder and louder before she feels her pussy nearly exploding as she screams "I'm cumming! I'm cumming!!"

With her pussy getting even tighter as she cums I feel myself getting closer. Of course, her loud moans and big ass jiggling with every thrust I make helps, after all, her screaming to the whole house to hear that I’m making her cum will help me fuck even more pussies tonight.

As her body convulses under me I take my cock out and using her orgasm juices as lube I push my cock inside her ass wanting to claim all her holes as mine and finish myself in her tightest one

When she feels my dick pulls out of her pussy she expects me to cum on her but when she felt the tip of my wet cock start sliding into her very tight asshole she says quickly "No no no please do-" but before she can finish her sentence she interrupts herself with a loud moan as she feels the tightness of her hole being pushed against by my huge dick.

“Fuck, it’s so tight” I moan starting to move my hips against her body, wanting to cum inside your ass. “Where you a virgin here?” I ask realising that she was saying no before starting moaning

"No, but..." she replies finding it very hard to speak with my huge dick fucking her ass. "Fuck!" she exclaims with a giggle. "I've done it before but damn! Never with a dick as big as this!" She replies shaking her head while biting her lip, feeling my sensual thrusts go deep in her butt.

“Let’s see if you received a load as big as this before,” I say feeling my balls swelling seconds before my cock explodes inside her ass. Some spurts even fall on her ass when I get out to watch my cum flood her hole and drips down to her pussy

"Fuuuuuuck!" she moans with a lustful smile while feeling me unload my balls into her tight ass with my thick cum. When I pull my dick out her body collapses on the bed, completely out of breath from my hard fucking. She then catches the hot load with her fingers as it seeps down her ass, towards her pussy and lick it all. "Mmmmm I love tasting a big cock's hot load!" she says as my thick cum rests on her fingers and tongue "It's always so nice and sweet!"

“Why don’t you help me share it with your friends then?” I ask cleaning my cock on her asscheeks. “The bet is simple, blowjob one point, fucking two points. The one with the most points wins. If you help me win, I promise to fuck you again after we win the game on Tuesday” I say looking for my clothes.

"Maybe later." she replies yawning slightly "I'm kinda tired right now." As she watches me pick up my clothes she realises that, unlike Chad, I don't have any tattoos. "Hold on," she says confusedly. "You are Chad, right?" she asks.

“I told you more than once. I'm Nick” I say smiling and putting my clothes back on. “Hope this won't stop us from hooking up again. You were a great fuck, I like cheaters like yourself” I say grabbing my phone and noticing Lauren’s new message. “I need to go, I'm behind on the bet. Want me to call Max?” I ask heading for the door

"Oh my god!" she says laughing at how much of a bimbo she acted like. "Well, at least you were better than he was at fucking!" she says with a smile "And that's a very hard man to beat!"

"Oh no, it won't stop us at all! Fuck if I or anyone said no to that they'd have to be crazy!!" she replies while giggling. "No, I'll call Max! Can't wait to see his reaction!" she says with an eager smile.

“Okay and don't forget my offer. Help me win the bet and I'll fuck again after the game on Tuesday.” I say leaving the room and letting her wait for her boyfriend there.

"Ok see you later baby!" she says blowing me a kiss as she lays down on the comfortable silk bed, completely naked.