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Author Topic: Sharing Sydney (Sydney Sweeney's first gangbang)  (Read 2531 times)

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Sharing Sydney (Sydney Sweeney's first gangbang)
« on: January 31, 2026, 11:17:23 PM »
Los Angeles, California 


        It was another warm, sunny day in LA. Two of my girls, Ariana Richards and Demi Rose were out of town on business. My third girl Sydney Sweeney had auditions all day so I decided to invite a few of the guys over to hang out. And after a long day of work, there was nothing Sydney enjoyed more than a long, sex filled evening. So I figured the guys could stay until Sydney got home and then we surprise her. She had been talking recently about trying more group sex stuff, so this seemed like the perfect opportunity. 

        The first to arrive was the Extreme One. He was no stranger in this part of town, especially with my girls. A few months ago, he got to bang Ariana while I watched. Just a week or so after that, Extreme and I double teamed Sydney. Next was Dozer, the giant like man with a cock that almost two feet long. He gave Ariana a night she'll never forget during her Bachelorette party. After that was Derek, one of our neighbor's twenty something year old sons. He'd hooked up with Ariana a few times before so I knew he'd be great with Sydney too. Last was Shane. I met him through some friends and I could immediately tell he was a huge fan of Sydney's. So it only seemed right to invite him to our little get together. We hung out, drinking and shooting the shit for hours. Finally we hear the front door start to open, every guy in the room deathly silent as we wait for Sydney to walk into the house.

        "Hey, Baby! I'm home!" Sydney yells.  "Hi. I'm in here Babe! I have a surprise for you!" I reply, the other guys chuckling. Sydney rounds the corner, stopping dead in her tracks when she sees the other four guys sitting around the living room. "Oh! Hi guys. I didn't know you had company. I can come back later Cap," Sydney says nervously as she backs towards the doorway. "Hey! Don't leave yet. The guys are your surprise. I know we were talking about how you wanted to try fucking a few guys at once and I figured why not do it today? I know how horny you get after your work trips!" I explain, grinning at her. Sydney looks around the room, taking in the sight of each of the guys, a smile slowly appearing on her face. "Wow! I do get pretty horny when I'm working. You know what they say about all work and no play... But...You mean all these guys are here for me!?" Sydney asks, giving me a sly grin. "You'd better believe it, Babe!" I chuckle. "Well I guess it WOULD be rude of me to say no, especially since everyone is already here!" Sydney giggles, giving us another sexy grin.

        She walks into the center of the room, once again staring down each man. We stand up, walking towards her. Sydney pulls her white tank top up and over her head, leaving only her black bra covering her huge tits. "You want to do the honors Cap?" Sydney asks, winking at me. "You know I do!" I reply, walking behind her. I undo the clasp on the back of her bra and Sydney throws it to the floor. The other guys move in closer around her as Sydney begins unbuckling her belt. We all take turns groping and caressing her tits as she unzips her jeans, letting them drop to her ankles. She kicks them aside, then kneels down, an eager smile spreading across her face. "Come on guys! Don't be shy! Who's first?" Sydney giggles. One by one we undress, Dozer, Extreme, Derek and I finished as Shane takes off his shirt. "What's the matter baby? Are you nervous? I don't bite!" Sydney giggles as she undoes Shane's belt, pulling it off and throwing it aside. Before he can respond, Sydney unzips his pants and pulls them down, quickly doing the same with Shane's boxer shorts. Once Shane's as fully naked as the rest of us, Sydney leans forward, mouth open and begins to suck his cock, waving us over with her hands.

      Somehow Sydney is able to find Derek and Extreme's cocks even without seeing them. Wrapping her fingers around their cocks Sydney begins to jerk them off, her head bobbing up and down on the length of Shane's dick the entire time. She goes faster and faster until he's fully hard, sliding her head back so his cock slips out of her mouth. "Who's next?" Sydney asks, winking at us. "I am," Dozer replies, walking up to Sydney, his long cock swinging back and forth. Sydney takes a deep breath, opens her mouth as wide as she can, and lets him slowly slide his cock down her throat. Extreme and Derek step back, now fully hard thanks to Sydney, allowing Shane and I a chance to get jerked off as Sydney gets face fucked by Dozer.
Despite Sydney's impressive cock sucking skills I can tell she's struggling with Dozer's cock. But with a cock that big what woman wouldn't? Her eyes water and she makes that all too familiar gagging sound as she does her best to swallow as much of Dozer as she can. Just when it looks like Sydney's reached her limit, Dozer pulls out of her mouth. "I think she's had enough. Besides I want to try out her other holes!" Dozer laughs, grinning at the rest of us. 

      "He's right. I think it's time to really get this party started! Shane why don't you go first? Lie down over there," I say, pointing to our large foot stool. It's practically the size of a small bed and just perfect when me and one of my girlfriends want to fuck in the living room. Shane gets on his back, Sydney's eyes glued onto his cock, standing straight up just waiting for Sydney to do her thing. Giggling, she climbs onto Shane, taking his cock in her hand and guiding it to her pussy. They both let out a soft moan as Sydney lowers her hips onto it, his cock slipping inside Sydney with ease. She slides up and down along Shane's length a few times, both of them groaning in pleasure. "Hold on a second Babe! If you like how one cock feels then let's get a second one in there! You'll love it even more!" I say, waving Dozer back over to Sydney. Her eyes go wide as she realizes what's about to happen. "You ready for this Baby?!" Dozer asks, using his hands to spread her asscheeks wide. "Y-yeah... Let's do this," Sydney replies softly, a nervous look on her face. Dozer wastes no time, sliding his enormous cock into Sydney's asshole, giving Sydney her first double penetration of the night.

        "You ok, Babe?" I ask, concerned that Sydney is moving slower than normal on the two men's cocks. "Y-yeah... I'm good. I just... I've never had a cock this big up my ass before! Ugghhhh!" Sydney groans as Dozer and Shane begin moving their hips, pumping Sydney's holes in an alternating pattern. Dozer reaches around, grabbing Sydney's tits and squeezing them hard. "Ugghh! That feels so fucking good!" Sydney groans, covering his hands with her own as he caresses and gropes her tits further. "You want to play with my tits too?" Sydney purrs at Shane, once Dozer lets go of her breasts. "You know I do!" Shane grunts, reaching up to grab her tits as he and Dozer continue to double team her. As the men speed up I can tell that Dozer isn't going to last too much longer. After another couple of minutes Shane's groans let the rest of us know that he's close to cumming too. "Cum for me guys! Fill my holes with your big, warm loads!" Sydney groans, a dazed look in her eyes. "Ugghhh! Fuck! I'm cumming!" Shane groans, grabbing Sydney's hips as he shoots his load up into her waiting pussy. "Fuck! Me too!" Dozer grunts, pumping his cum deep inside Sydney's ass. Just as I'm about to congratulate Sydney for lasting this long, she lets out a loud wail. "Ugghh! You guys are making me cum too! I'm cumming on two big, hard cocks!" Sydney shrieks as her body trembled in pleasure as she cums.

        The guys keep pumping Sydney's holes until she finally finishes cumming, pulling out of her and gently laying her on the footstool after Shane moves out of the way. I toss her a towel to clean up the cum slowly oozing out of both her holes and down her inner thighs. Slowly, she cleans herself off, sitting up and staring around the room. "So who's next?" Sydney asks weakly, a huge grin on her face.

        Derek and Extreme approach, Extreme laying down on his back on the footstool. Sydney goes to climb onto his lap to ride him cowgirl, but Extreme stops her. "Turn around. I want a piece of that ass!" Extreme says, grinning at her. Sydney turns around, reaching back to spread her asscheeks as she lowers herself onto Extreme's dick. She doesn't stop until Extreme is fully inside her ass. "Fuck! He's so deep inside me!" Sydney whines. I can see Derek staring at Sydney, and who wouldn't, with her spread wide open. "Go on! Get in there man! I know you've got a thing for Milfs but if you don't fuck Sydney tonight you'll end up regretting it later in life," I laugh, nodding towards her. "You're right Captain. I'm normally only into Milfs, but it would be stupid to pass up an opportunity like this!" Derek laughs, walking up to Sydney, cock in hand. He leans in, slipping his cock into Sydney's waiting pussy, both Sydney and Derek groaning as he enters her.

        Many times in the past I've seen some hot woman get double teamed by two lucky guys, but none of those times compare to this. Extreme and Derek pound Sydney's holes hard and fast, alternating their thrusts like pistons in some kind of fucking machine. Sydney lies there limp between them, moaning and groaning in pleasure as the guys use her, eyes closed tightly biting her lower lip. They take turns caressing and groping her tits, Sydney squealing in pleasure each time one of them focus on her rock hard nipples. Dozer, Shane and I watch everything, stroking our cocks as we wait for our turn.

        That's when I notice how utterly exhausted Sydney looks. Most people wouldn't be able to tell, but as someone who's lucky enough to fuck Sydney all day and night, every single day of the week I see the early signs. As if proving my point, Sydney's body tenses up, my girl letting out a loud cry. "Ugghhhhh! It feels so fucking good! I'm going to cum! I...Ugghhhhh! I'm cumming! I'm cumming on two more big cocks!" Sydney wails, her body trembling as she climaxes. Her orgasm doesn't just hit Sydney, both Derek and Extreme's faces turning to the all familiar look of two guys about to cum as Sydney's holes spasm tightly around their cocks. Extreme is first, spraying his load deep into Sydney's ass. Derek follows a few seconds later, filling Sydney's pussy with his cum until it slowly leaks out of her.

        As the guys pull out of Sydney, she looks totally dazed and confused. I'm surprised she's even still conscious. Derek and Extreme take a step back as Sydney uses the towel to clean the cum leaking from her holes again. "Baby, aren't you going to take a turn fucking me?" Sydney asks. "I figured I'd let all the other guys go first, especially since I have you all day, everyday!" I reply, grinning down at her. "I can tell you're totally exhausted, but if you REALLY want me to take a turn... Open wide!" I say, walking around to her head. Sydney tilts her head back off the edge of the large footstool. I put one foot up on the footstool next to Sydney's head. "Get ready Baby! Here it comes!" I say, sliding my cock into Sydney's waiting mouth. Moving my hips back and forth I face fuck her without mercy, getting one of the best upside down blowjobs from her since we first hooked up. Sydney runs her tongue all over my shaft as I pump her mouth with my cock. Originally I had planned on a quick blowjob before fucking her, but now, seeing how amazing it feels I change my mind, deciding to face fuck her until I cum. 

        As we do our thing I lean down, grabbing her tits in my hands, Sydney moaning softly, her cry muffled by my cock. How she's able to concentrate with my balls repeatedly slapping against her face is beyond me. Her breathing gets more intense, Sydney letting me know she's enjoying this in her own way. Sydney fumbles around blindly until she finds my balls, gently fondling them as I continue to pump my cock in and out of her mouth. The mix of her tongue on my cock and her hand on my balls quickly prove too much, even for me. I feel my cock tense up and I know there's nothing I can do to stop what's about to happen. "Fuck! I'm going to cum baby! I want you to swallow every last drop!" I grunt. 

        Sydney does as she's told, gulping down her drop of cum that I pump down her throat. Time slows down as I cum, the whole thing seeming like it's taking me hours to finish cumming rather than the few minutes it actually takes. I slowly pull out of Sydney's mouth, my load now completely swallowed by Sydney. She licks her lips, grinning up at me. I lean down, kissing her upside on the lips. As I look down at her I can tell she's finally been pushed to her limits, unable to go on.

        "Hey guys, I know you're all going to be disappointed but I think we're done for tonight. My girl can't take anymore. You guys really did a number on her, though. I know Sydney won't forget tonight anytime soon!" I laugh, grinning at them around the room. "But first, how about you all show her how much you appreciate Sydney letting us all fuck her brains out tonight?" I say. One by one, the guys walk up to her, jerking themselves off and shooting their loads all over Sydney's huge tits. Once they're done, they start to get dressed. I take a quick peek down at Sydney and she's out cold, sleeping like a baby. I walk them to the door, returning to Sydney once the last of them are outside, closing the door behind them. "Where did everyone go?" Sydney asks softly, awake but still out of it. "They left. You looked pretty tired so we decided to call it a night. Let's get you cleaned up and in bed," I say, helping her up.

        I get her into the shower, quickly helping Sydney wash up after having almost half a dozen men cum both on and in her for the last few hours. Drying her off I walk her to our bedroom, Sydney once again out cold as her head hits the pillow. I'm about to walk around to my side of the bed when I hear the bedroom door open slowly. Standing there is Demi, home a few days earlier than I was expecting her back. "Captain, I think we should talk..." Demi says, a sad look in her eyes, and I know the already long night is about to get longer....


To be continued...

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Re: Sharing Sydney (Sydney Sweeney's first gangbang)
« Reply #1 on: Today at 05:56:50 PM »
So this is why you wanted to borrow Dozer well Sydney sure got a workout between 6 guys I'm sure she'll remember the blowjob with Dozer and the anal Sydney will be fine after a nap she's a trooper I'm curious what Demi has up her sleeve looking forward to the next chapter solid effort
 

 

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