(So I realized the other day that in the two years I've been on the site I've only written one Sydney Sweeney story. It was the first story I posted here, and I think it's time I write some more Sydney. Seeing as how she was "my first" I thunk it's only fair I do something special with her.)
Los Angeles, California
I had just got home from some last minute Christmas shopping when I get a text from my girl Ariana Richards. She tells me that she had to go out of town for a few days for a work thing, but she left an early Christmas gift in our bedroom. Of course I hurry inside, heading straight for our bedroom. Opening the door, I can't believe what I find. Laying on our bed, wearing a long red and green robe is actress Sydney Sweeney. At this point in our relationship I don't question how Ariana does it. And more importantly, I don't care, gesturing to Sydney to come to me. With a giggle, she gets up off the bed and walks to me.
"Let's start by unwrapping my present. Take off that robe," I tell her with a grin on my face. Sydney slowly, nervously, undoes the belt around her waist, slipping the robe off. She seems more shy than I would've thought, given what I know of her. Sydney stands there, blushing, her arms covering her huge tits, although they're still covered by the dark red bra she's wearing. The matching, low cut thong she has on leaves little to the imagination, but seeing as how I've seen a few of her tv shows and movies, I've already technically seen her completely naked before. "Don't be scared. I'm not going to hurt you. What's the matter?" I ask, concerned. "It's just... I'm a really huge fan of yours and I've always wanted to meet you Captain," Sydney says. "Well, it's...more than that. I know you're seeing Ariana but I want to be your girlfriend," Sydney replies. "Well then, I have some good news for you. Ariana and I, well, we have an open relationship, and we always knew this day would come. You don't hook up with as many women as I have and not end up with one or two looking for something serious. So here's what I'll do: impress me tonight and we'll let you stay as OUR girlfriend. Ariana and I share everything and...EVERYONE," I say, grinning at Sydney. "Ok. What do you want me to do?" Sydney asks.
"Well, a couple of rules before we start. First off, I'm never going to force you to do something you don't want to do. That being said, the sex tonight will probably be rougher and crazier than anything you've ever done before. Also, tonight, I'm in charge. If we do this you're going to be a good girl and do EXACTLY as you're told, deal?" I say, staring deep into her eyes, a serious look on my face. I think I catch her off guard for a second. "Y-yeah, that's fine. I'm ready to start if you are," Sydney says. "Good to hear. First, I'm going to finish unwrapping my presents!" I laugh, walking behind her and undoing the clasp on her bra. Silently she slides the straps down her shoulders, letting the bra fall to the floor as I walk back to face her. As amazing as her tits are on tv, they're a million times better in the flesh. I reach out, taking one in each hand and giving it a gentle squeeze. "So soft... Yeah, I'm going to have some fun with you tonight," I say, looking her up and down. Grabbing the waist of her thong, I slide it down and off her hips, Sydney working it the rest of the way down her legs, kicking it aside. She's completely shaved and waxed, not a single hair between her legs. Getting my first glimpse of her, now completely nude, I have to say, she has one of the most perfect bodies I've ever seen.
I quickly take off my shirt and pants, leaving only my boxers. "Now before I take off my boxers, I'm going to give you your first command of the evening: keep your hands to yourself. Obviously I'll have my hands ALL over you, but you don't touch me unless I tell you it's ok. Do you understand?" I bark. "Yes, I understand," she replies. "Wow, Beauty AND brains. I'm going to like you," I say, smirking at her. Sydney's eyes go wide as I slide my shorts done, the blonde getting her first look at the flacid Captain Cock. "I saw that look! If the size of it worries you now, just wait until I'm fully hard," I say. "Now, lay down on the bed, on your back. And open those legs wide! Just because I'm going to use that sexy little body of yours all night long, that doesn't mean I'm not going to give you some...motivation to be on your best behavior," I say, spreading her legs. Without another word I dive face first between her thighs, my tongue darting over every inch of her pussy as I begin eating her out. She reacts almost immediately, squealing and moaning loudly, as my tongue slowly explores Sydney's every last nook and cranny behind her legs. "Uggghhhh!!! Oh my God! Your tongue feels so good on my clit! Please don't stop Captain! Eat my pussy! Ugggghhhh!" Sydney moans.
Lucky for Sydney, I have no plans to stop eating her out anytime soon, but of course I'm not going to tell her that. What surprises me, however, is how wet she already is. That's lucky for her though, considering what I have planned for her tonight. I speed up, flicking my tongue wildly all over her clit and pussy lips, Sydney's cries getting louder the faster my tongue goes. I feel her grip the bedsheets tightly beneath us as the pleasure builds up inside her. Normally I'd stop about now, preferring my lady to cum with my cock inside her. Like I said though, tonight is a special occasion so I keep licking, determined to make Sydney cum sooner rather than later. As it turns out, Sydney decides it's going to be sooner. "Fuck! Oh fuck! I'm cumming! I'm cumming so hard!" Sydney wails, her thighs pressing against my head as she trembles in pleasure.
I pry her thighs apart, pulling my face from between her legs, Sydney's juices all over my mouth. "Clean this up!" I snap. Sydney sits up, kissing and licking my face clean, a grin on her face as she finishes. "I hope you like the taste of your own juices. But I'm just getting started with you. Lay back down!" I command her, Sydney obeying. I straddle her upper body. "Push those big, beautiful tits together for me, Baby!" I growl at her, Sydney obeying like a good girl. My mind goes numb at the softness of her tits against my cock, making me rock hard after only a couple thrusts. I keep going though, I mean who wouldn't, as her tits are easily in the Top 5 pairs of tits that I've ever titfucked before. "You like that? You like how my big, hard cock feels between your tits?" I growl, smirking down at Sydney. "You know I do! Use me and my tits! Use me like the dirty, little whore I am!" Sydney exclaims. I give her a few more good thrusts before I decide I need to be inside her. "Tilt your head back, off the edge of the bed. I think it's time you got a taste of the Captain Cock," I say, climbing off of her.
Sydney wastes no time, spinning around so her head is tipped back over the edge of the bed. "Open wide!" I laugh, guiding my cock towards her waiting mouth. My dick slides down her throat like a hot knife through butter. Once I'm fully inside her, Sydney wraps her lips tightly around my cock without being told, gaining her a few extra points in my book. I feel her tongue wrap around my cock as I begin to face fuck her. I start slow, giving her a few minutes to get used to the feel of my cock in her throat, a small bulge from the head of my cock, appearing and disappearing over and over again as I have my way with her mouth. "Mmm! Mmmmm!" Sydney moans, her groans muffled by my cock. It's hard to focus as my balls repeatedly slap against her nose, but I push through, instead concentrating on the sight of Sydney's heaving tits as I enjoy the feeling of having my newest plaything deep throating my cock. "You know how lucky you are? Not many women have been in this position, literally or figuratively. Keep it up with that pretty little mouth of yours. Show me why I should let you be one of my girlfriends," I growl, trying to shove myself further down her throat with each thrust. Unable to stand by without touching them any longer, I reach down, cupping one of Sydney's huge tits in each hand, squeezing gently as I continue face fucking her. It all feels so good that as my cock tenses up in her mouth, I just don't care enough to try and stop myself from cumming.
Grabbing her by both sides of her head, I hold Sydney tightly in place, pushing my cock down her throat. "Looks like you luck out tonight. You get to taste the Captain Cum earlier than most women! I want you to swallow every last drop of my load, you hear me? This is your chance to prove yourself! Fuck! Here it cums!" I grunt, pumping my load down her tight little throat. To her credit, as soon as the first shot of cum shoots out of my cock, Sydney is ready to go, sucking my cock as hard as she can. "THERE you go! I just KNEW you were going to be a good little cocksucker!" I say, smirking down at Sydney as she drains my cock dry. She swallows hard, again and again, with no resistance, gaining her a few more points with me. Finally done cumming, I pull my cock out of her mouth, Sydney gasping for air. "You did a great job your first time! I'm so proud of you!" I say, softly rubbing Sydney all over her naked body. I know it will be a few minutes before I'm rock hard again, and I know exactly how Sydney and I can pass the time.
"How would you like to help me get the Captain Cock nice and hard again?" I ask, grinning at her. "Sure. What do I have to do?" Sydney giggles, already knowing the answer. "That's simple. You get to do something I KNOW you really want to do: you get to hold the Captain Cock. Go on, it's ok. Give it a tug," I say, nodding at my cock. Sydney reaches over, wrapping her fingers around the shaft of my cock. Her grip is perfect, not too tight but also not too soft. Slowly she begins jerking me off, sliding her hand up and down my length. After a few passes she needs to use both hands, thanks to my cock growing in length. It's immediately clear that Sydney is skilled at hand jobs, surprising, since most guys, myself included, would be more focused on her tits, mouth or pussy. She looks at me silently, as if seeking approval of her technique. I nod at her, letting her know she needs to keep going until told to stop. Sydney strokes my faster, my cock aching as it reaches it full length and hardness once again. "Alright, that was great. Now get up here and ride my cock until I tell you to stop!" I growl, smacking her on the ass.
I lie down on my back in the middle of the bed, Sydney quickly climbing on top on me. Using one hand to guide my cock, she lowers her waiting pussy onto it, the head stretching her wide open as I enter her. "Ugghhh!" Sydney and I groan, the walls of her pussy being stretched to their limits as the rest of my cock enters her. She goes slow, letting herself feel every inch of me inside until I can't go any further. "Start slow. There's no rush seeing as how you're spending the night," I say, Sydney nodding her understanding. She rocks back and forth, up and down on my cock, both of us groaning as her every move causes my cock to stretch her walls as she moves up and down my shaft. Sydney feels so fucking good, her pussy gripping my cock like a vise grip. "On second thought, go faster. I think we both like this kind of stuff as rough as possible," I laugh, Sydney grinning at me. She moves lightning quick, bouncing up and down on my cock, the sound of our bodies smacking against each other filling the room. I watch, mesmerized, as her huge tits bounce wildly, and I find myself reaching up and grabbing them in my hands, squeezing them. "Ugghhh!" Sydney moans, her hands covering mine, squeezing my hands tighter on her tits. They barely fit in my hands but I don't care, the feel of them in my hands is nothing short of amazing.
I move my hands to her hips, holding her in place. Giving it all I've got, I move my hips up towards hers, jack hammering my cock into her pussy. Going as fast and hard as I can, I drill Sydney from below, her face a contorted mix of pleasure with a little bit of pain. As I pound her pussy, Sydney follows my lead, squeezing her tits herself, the busty blonde playing with her tits as I fuck her.
We continue like that for several minutes before I decide to change things up again, not wanting Sydney to get bored. "Get down here bitch!" I growl, giving her a sly smile. She leans down, kissing me on the lips and I use that to my advantage. Wrapping my arms around, I roll us over, my cock still inside her, putting us in the missionary position. "You liking the dirty talk so far? I hope so because I'm going to take it up another notch," I say. "Fine by me," Sydney replies. "I bet it is, especially since you realize I'm about to fuck the shit out of you!" I laugh. "I can't wait!" Sydney replies, her voice a mixture of moaning and whining at the same time. "Me either!" I snap.
Staring intently into Sydney's eyes I begin jack hammering my hips towards hers, over and over, as fast and hard as possible, desperate to get my cock as deep inside her as I can. Her walls grip my cock tighter than any hand ever could and I'm thankful that I got her so wet before I started fucking her. With a pussy so tight I can't imagine how anyone could pound her pussy like this without getting Sydney at least a little warmed up first. "You like that, you little slut?! Who am I kidding? A dirty whore like you loves getting the Captain Cock! I'm surprised you haven't already cum again for me. Or did you fuck somebody else before you came over? Girls like you can never get enough cock!" I growl, hoping that I'm giving her the pussy pounding of her life. From how's she handled herself so far Sydney's definitely been around the block a few times. "Of course I fucking love that Captain Cock! It's so big and hard! And tonight it's all mine! Make me cum Captain, please! Make me your dirty cock loving whore all night long!" Sydney moans. "I'll let you cum on one condition: Play with yourself while I fuck you. Show me how you touch yourself all those times you were fantasizing about the Captain Cock!" I say, smirking down at her. And she does, Sydney slipping her hand between us as she rubs her clit like a maniac, her hand a blur between her legs.
Seeing as how I'm a man of my word in the bedroom, I speed up my thrusts, trying to get Sydney to cum as quickly as possible. She doesn't let me down, her pussy clamping down on my cock as she starts to climax. "Oh fuck! Oh God! I'm cumming again! I'm cumming so hard!" Sydney wails, trembling beneath me as I keep thrusting into her as she climaxes yet again. "Get used to it slut! We're nowhere near done!" I growl, pulling out of her. She lays on the bed, her body writhing in pleasure, gripping the bedsheets as the last waves of her orgasm pass through her. "Are you done cumming yet?! You don't even know the dirty things I've got planned for you tonight bitch. Roll over onto your stomach!" I bark at her, Sydney, though exhausted, obeying. I position myself above her, laying on top of her as I slip my cock into her pussy yet again. My hips move like lightning, drilling Sydney from above as I pin her to the bed, taking full advantage of my new blonde sex toy. She moans and groans as I fuck her, Sydney's voice still hoarse from her two orgasms. "That's right! Lay there and take the Captain Cock! Prone Bone is one of my favorite positions, good for breaking in tight little pussies like yours. By the time I'm done with you, you'll never want another cock ever again!" I shout, smacking her on the ass. "Oh yeah! Use my holes! Stretch me out with that big cock of yours!" Sydney growls back, apparently getting her second wind. Turned on by her sudden burst of energy, I come up with the perfect idea to test how badly she wants to move in with Ariana and I.
Pulling out of her, I smack Sydney on the ass again. "Get up! On your hands and knees! I'm sure you're in that position a lot!" I laugh as Sydney gets into position. "You still want to be one of my girlfriends? Move in and get your brains fucked out night after night?!" I ask her. "Totally! I'll do anything for you and that Captain Cock!" Sydney exclaims. "Glad to hear it! Especially since things are about to get even more extreme!" I say, slapping her sexy ass again. I put a hand on either of her asscheeks, spreading them wide as Sydney tenses up. Grinning, I spit on her tiny asshole, getting her ready for me. "Hold these!" I bark, Sydney reaching back and holding her ass open for me. Taking my cock in one hand I guide to her asshole, using my hips to push it inside her. "Ugggghhhh! I can't believe how much I'm being stretched out!" Sydney wails as the head of my cock enters her ass. "Well then you're in for a shock!" I laugh, as I start to slowly push into her ass, inch by agonizing inch. Her ass is so tight that I have to go much slower fucking her than I'd normally like, but it is what it is. Grabbing her by the hips, I fuck Sydney's ass for what feels like hours, even though only a few minutes pass as I watch the clock. "You like that cock deep in your ass? It's only right that my sexy new bitch gets boned in her ass doggy style, don't you think? Think of it as a rite of passage," I say, smacking her ass. Reaching under her, I grab Sydney's tits again, holding and squeezing them as I give her asshole a few final, hard thrusts before pulling out.
Sitting on the edge of the bed, I call her over. "Get over here and sit on my lap, facing me. Assuming you can still walk after getting your sexy, little asshole destroyed like that!" I laugh as Sydney walks around the bed to me. Climbing onto my lap she wraps her legs around my waist as I push my cock into her pussy again. There's little resistance this time, her pussy finally adjusting to my cock. "Hold onto me!" I shout as I stand up, lifting Sydney up with me. She wraps her arms around my neck and shoulders as I start bouncing her up and down, fucking her in midair. "Oh fuck yeah! Use me! Toss me around like a rag doll while you fuck my holes!" Sydney groans, a dazed look in her eyes. That's when I realize I've got her. Sydney is wrapped around not just my cock, but my finger too. Seeing as how I can't think of any better way to reward her than a third orgasm, I start sliding her up and down my cock as hard and fast as I can. She moans and groans, mumbling incoherently as I fuck her. "It feels so good. It all feels so fucking good!" Sydney shrieks, tears in her eyes. I give it my all, bouncing her even harder on my cock until I feel that telltale sign, her pussy tightening around my cock.
"Ugghhhh! Aggghhhh! Oooooooh! Fuuccckkkk!" Sydney screams, tears running down her face. "You're fucking me so good! I've never been fucked this good before!" Sydney sobs, shaking violently as her third orgasm reaches its peak. She's hysterical by the time I lay her on her back in the middle of the bed. "Did you cum! I want to make you cum Captain! You've been so good to me! Let me make you cum!" Sydney begs. I nod to her, giving my approval. Getting on her knees, Sydney begins a rotation of a hand job, a blowjob, and tit fucking my cock, the combination quickly getting me to my limit. "Urgh! I'm about to cum! This is it! You get one last chance to impress me so don't blow it!" I growl at her. As I start to cum Sydney grabs my cock with one hand, aiming me towards her huge tits. I watch, smirking at her as shot after shot of my load splatters against her tits, strings of cum running down her body. After the last few shots, Sydney wraps her lips around my cock, sucking any and every last drop of cum out of me. She grins up at me, a huge smile on her face. "Well, what do you think? Are you going to keep me?" Sydney giggles.
"What I think is, you're a dirty little whore whose covered in my cum. Go clean yourself up in the shower and get ready for bed," I snap at her. I want to make her sweat a little, but I decide not to when she looks up at me like she's about to cry. "Obviously I'm going to keep you. If you thought tonight was intense, just wait til Ariana gets back. We're going to have so much fun with you!" I laugh. "I can't wait!" Sydney giggles as she hurries into the bathroom to shower...
The End for now...
Topic: Cptnstrwrs' Christmas Surprise - A Sydney Sweeney story (Read 2309 times)