**Background**: This is a fictional story about my ex-girlfriend and I that I wrote after things ended. It’s long, so I broke it into two parts, this is just the first… Earlier “chapters” (not shared yet) are the true stories (so Kameron really was the boyfriend / bull in our relationship), but I wanted to write a “what-if” story with some of the things we talked about but never did. Sadie read some of this and said it was OK to share it. This picks up where a previous chapter leaves off, so to fill in some blanks:
* I’m Josh.
* Sadie is my ex-girlfriend.
* Kameron was her main bull / boyfriend / side-guy at the time
* “The club” refers to a story, “The Cuckold Club” by “The Stork” (search for it if interested) that we read together once.
I think that’s all that’s needed to understand everything…
—
At this point, Sadie and I are pretty serious as a couple, and we have this undercurrent of “the club” running with our relationship that comes up from time to time, basically whenever we have sex, at my suggestion. She has Kameron on the side for most of her needs, but I’ve still never watched them in person, another problem of my own making.
One holiday weekend, which also happens to be my best friend Bob’s birthday, Sadie and I decide it might be fun to take a group trip. We think it over and decide it’ll be me, Sadie, two of Sadie’s girl friends, and Bob. We also invited Bob’s girlfriend, but she said she couldn’t make it because of work. We rented a big house right on the beach with a pool and some staff to take care of us. We have 4 bedrooms total, so everyone gets their own room and en-suite bathroom, which is great. The hope is it’ll be a really fun and relaxing long weekend where we can all forget about work, eat, sleep, drink, swim, lay out, and generally de-stress about life. And I get to see Sadie in a bikini, which I love.
Sadie, Bob, and I ride together and get there first, so Sadie and I claim our room (I make sure it’s the biggest one), turn on the AC to cool the place down, and change into our swimsuits. Sadie is looking really curvy and hot, so I’m struggling to hide my erection while we walk to the pool. Once out there though, I have a beer and can relax a bit, but that all goes away when Sadie starts putting sunblock on me. She’s rubbing me all sensually and making it really difficult to avoid getting hard right there in front of the staff. Luckily no one sees anything and I get back to relaxing as Bob joins us out by the pool and Sadie’s friends start to arrive. Katelyn shows up first, then Briana.
Bob and I are just laying out and having some beers, but everybody starts to get hungry so he and I decide we’re going to start grilling up some burgers for everyone outside and enjoy the view. The beach is definitely beautiful, but you can see Sadie’s beautiful brown ass in her bikini every time she walks by laughing with her friends and it puts that ocean view to shame. It’s so round and supple, not too jiggly, but just jiggly enough. Unfortunately for me I haven’t fucked her in weeks since she’s been getting most of her sex from Kameron and my balls are blue as hell and hurting pretty bad. It definitely doesn’t help that I see Bob looking out at the girls, but mostly Sadie — her friends are great people, but she’s clearly “the hot one” of the group.
Later that evening, Bob and Sadie’s friends decide they’re going to go out and get some fast food for dinner to bring back for all of us since I’m pretty tipsy than he is and Sadie doesn’t want to leave me home alone. This works out great for me: I love a good cheeseburger and maybe I can get some alone time with Sadie. The staff cleared out an hour ago, so maybe a blowjob or something before everyone gets back? I’m not thinking all that straight but I’m hopeful.
After we say goodbye and Sadie and I start walking from the entrance of the house back out toward the pool. “You look so hot in that swimsuit.”
Sadie smirks back at me. “Oh this? You’ve been ignoring me most of the day, so I wasn’t really sure.”
“I’m just upset with you because my balls are killing me.” I make an exaggerated sad face at her, hoping for some sympathy.
She chuckles. “Aw. Does my little cuckie have some blue balls? How long has it been?”
“Since what?” I blush. “Since we last had sex or since the last time I came?”
Another laugh. “I know the last time we had sex, silly. But I also know you must’ve been secretly jerking off these last couple of days. I told you not to, but I know you too well.”
With a sigh, I say, “I know you won’t believe this, but it’s been just about two weeks. I really tried for you, ma’am.”
This brings a look of shock to her face. “Wow, seriously?” I didn’t expect her to be that surprised!
“Does this mean that I can maybe get some action? We don’t really have a lot of time before everyone gets back. And after that, we’ll have to wait until we all go to bed, which could be hours!”
She gives out an audible, “Ha!”
“You know you haven’t been a very good boy for me. So there’s no way you’re getting anything sexual from me.” She continued, “And you know that I’ve been wanting to get you in a chastity cage for a while. So this is the next best thing.”
I can’t help but sigh once again. Almost like a reflex showing my stress and disappointment. Maybe hoping that a loud sigh will convince her to change her mind.
“Maybe if you’re a good boy I’ll reward you. What do you think?”
“Honestly, at this point, I’m basically ready to do anything. My balls are killing me.”
With a bit too much enthusiasm she says, “OK! Great! This is going to be awesome.” She follows it up with a sideways smile. The kind of smile where I know she’s up to something. She takes out her phone and starts messaging.
“OK, wait. What’s going on? Who are you talking to?”
She barely even looks up at me to respond, “Nobody. Don’t worry about it cuckie. You’re going to love this. I promise. I just have–” She’s cut off when her phone rings. “Hey! Yea! How far are you? Talk about luck!” She gets up and walks into the house. I can see her through the windows walking quickly down the hallway and over to our bedroom, where she draws the blinds. And I’m sitting there on the lounge chair at the pool with no idea what’s going on. The next thing I hear is someone shouting, “Guysssss! We got all sorts of stuff! Fooood!”
Sadie joins us for dinner and after we eat, we all head outside to the pool again. Bob and I grab another beer. “How was running out on the road?” Bob starts to answer, “Uneventful. It was–,” he stops and I see him looking past me again. I turn around and see Sadie has changed bikinis. She was in a black one before, but she’s in a hot pink one now, with a thong bottom. Bob was obviously staring directly at her ass, and I couldn’t blame him at all. It was so round. The bright pink of the material contrasting beautifully with the dark caramel color of her skin. I don’t know why, but all I could think about was running my hands along that curve and giving it a squeeze. And at the thought I got a little hard.
Sadie was giggling with her friends just out of earshot and I heard her call for us, “Hey guys! Let’s break this gender segregation we have going on. This is silly!” I’m fine with the idea, but don’t want to get up and show everyone that I’m turned on, so I call back, “Sure, come hang with us by the pool. And can you guys bring some drinks?”
Katelyn comes over first while Briana and Sadie go to grab some drinks. “So… What do you think of Sadie’s swimsuit?” I’m a bit surprised by the question and try to play it off, “Classic Sadie. You know she likes to show off.” “Don’t I ever,” she replies. Then Sadie and Briana come back with a small cooler full of drinks. “Ah! Drinks! You’re the best!”
Before Sadie goes to sit down, she bends over to grab the bottle of wine from the cooler and a cup, clearly exposing herself to everyone present, but clearly aiming at me and Bob. I’m struggling to stay soft again; it seems like this might be a pattern for this weekend. Sadie finishes pouring her wine and then breaks the silence, “What do you think about playing a drinking game?” That same smirk from before is back.
“Sure I guess. What’d you have in mind?” asks Bob.
“How about ‘Never Have I Ever’. We’ll go around, everyone says something they’ve never done. If anyone here has done that thing before, they drink.” Nods all around. “Wait, we’ll all need drinks,” Katelyn says. She pours herself and Briana some wine and hands me and Bob each a beer.
Sadie continues, “OK, I’ll start. Let me think…” She pauses with a pensive look. “… Never have I ever… had sex with a girl.” Cue Bob and I both drinking, but we’re looking closely at Katelyn and Briana just in case. They didn’t drink, no surprise there.
Bob was up next. “Never have I ever… jumped out of an airplane.” I’m the only one who drinks for that one.
My turn. “Never have I ever….” I paused. This is harder than it seems. “OK, never have I ever been skinny dipping.” Sadie and Katelyn are the only ones to drink at this one. I’m not surprised by Sadie, but I am by Katelyn! Interesting…
Katelyn was next in line. “Never have I ever cheated on someone.” Sadie starts to lift her cup and then pauses and looks at me. “Hmm.. I’m not sure if it’s considered ‘cheating’. Ah, whatever.” Sadie takes a big gulp of her wine.
Briana looks ready to go. She’s probably just relieved no one has used her idea yet. “Never have I ever faked an orgasm!” Sadie and Katelyn both drink again. Briana chuckles at this. I’m nervous because I’m not sure if she’s ever faked an orgasm with me, and I certainly don’t need the world knowing if she has.
Luckily Sadie is ready to go again. “Never have I–” “Helloooo??” we hear someone shout. I look up and see a tall black guy walking our direction. Maybe someone from the staff came back? Sadie turns around and jumps up, “Hey! You made it! Great to see you!”. She runs over and gives the guy a big hug. His hands were a bit low for my liking, but I was not really in a position to object. “Everyone, this is my friend Kameron. He was supposed to join but,” and turning back to him, “I thought you couldn’t make it!” Kameron has a bit of a puzzled look on his face, “Oh… Yea.. I thought I told you that I had some … plans fall through.” Everyone picks up on the awkwardness, but Kameron introduces himself to everyone and sits down. “So what are we doing?”
Sadie explains the game and Kameron says he’s down to play. “I’ll go next.” The guy is definitely confident. “Never have I ever been cheated on!” Sadie looks at him and slowly turns toward me. I take a swig of my beer. Luckily Boris knows about how Alex cheated on me (though no more details than that), so I mostly just get a look of pity from everyone else, none of whom are drinking. Sadie, on the other hand, is loving this and I can see she’s tempted to say something like, “Wait, did that count as cheating honey?” I’m relieved when she keeps her mouth shut.
When she finally says something, it’s not what I expected. “OK, this is getting stale. Let’s change it up. Briana, truth or dare?” “Oh… Um… Truth I guess?” Sadie pauses for a moment, she probably thought Briana would take a bit longer to answer. “OK. Rank the guys here from most hot to least.” “Oh gosh. That’s mean!” “Just do it!” Sadie didn’t seem to care that it was mean.
“OK if I haaaad to rank everyone… I’d say Bob, then Josh, then Kameron.” I can see a wave of relief come across Bob’s face. I’m pretty sure this is bullshit. Briana definitely thinks Kameron is the hottest. And the cockiest. He’s the one that knows this was a way to save our egos.
Briana looks at me. “OK. I did my penance. Josh, truth or dare?” “Obviously truth,” I reply.
“OK. What’s your favorite part of your girlfriend.” I laugh. “Such an easy one. Her boobs are amazing but her ass takes the cake.”
Briana laughs loudly and smiles, “No. I meant your favorite part of her personality! Jeez you’re a hornball!” I go bright red and everyone laughs. “Your turn now honey,” Sadie breaks in.
“OK,” I say, “Kameron, truth or dare?” “I’m breaking up this monotony. Dare me!”
“Hmm. I dare you to pick a girl and kiss her, but–” And before I can finish my sentence Kameron grabs Sadie and plants a big open-mouthed kiss right on her lips. “Wait! I was going to say it can’t be Sadie!” Katelyn and Briana have awkward looks on their faces. Bob is staring at his beer, wondering if we’ve crossed the line. Only I’m secretly turned on.
The weird silence kind of kills the jovial mood and Bob tries to change the topic, “So it’s getting late, huh?” Briana agrees, “Yea, I think I might turn in.” Katelyn says she’ll head in soon, but she just wants to enjoy the night sky for a bit longer–and finish her drink. Kameron and Sadie don’t say anything and just sit there next to each other. So Bob and Briana say their goodbyes and head off to their bedrooms while the three of us stay behind.
Kameron then gets us back to the game. “OK they’re gone! Sadie, truth or dare?” Katelyn and I are surprised at this complete 180. Sadie picks up without missing a beat though, “Let’s get right back into this. Dare!” Kameron thinks for a moment. “OK. I dare you to take off your top.” I’m flabbergasted but way too scared to say anything. Sadie doesn’t seem bothered by it and reaches behind her and yanks on the tiny bit of fabric holding her double D’s inside that tiny bright pink bikini top. With a single pull, her boobs just come right out and are staring us in the face. And my god are they beautiful. Big, round, real. So squeezable. Katelyn is staring at me with a look in her face trying to say “What the fuck”. I’m just relieved that Bob isn’t here.
She finally breaks the silence and says, “Wait. You’re OK with this?” I look at Sadie sheepishly. Sadie gives me a wink and then starts explaining. “Katie, now that everyone’s gone, I have something to tell you that… might surprise you.” Katelyn seems a bit caught off guard, but still inquisitive. “OK…?”
“I’ve wanted to tell you this for a long time, but somebody,” she looks over at me, “has been forbidding me to say a word to anyone at all.” I blush and she continues, “Kameron here is actually a really close friend. A special kind of friend I guess you might say, right Josh?” She looks at me and then back at Katelyn and continues, “Kameron is actually my lover. Well, one of them. We call them ‘bulls’.”
Katelyn has a blank look on her face. She’s not saying anything, but then her facial expression changes from blank to interested. Sadie goes on, “You see… Josh and I had a special kind of relationship called a ‘cuckold relationship’. Basically it means that he always stays faithful to me and I get to sleep with whoever I want.” Katelyn looks over at me. I’m hard and trying to hide my erection. And I’m sure I’m also bright red all over again. My heart is pounding. And I couldn’t speak even if I wanted to.
“And Josh actually is involved also. He’s always wanted to watch me with one of my side guys. So far he only gets to see with pictures and videos I sent him afterwards. Remember that time I went to Vegas with Barry? Josh and I were actually dating and he knew all about it. I even sent him videos of Barry fucking me on that trip. And Josh loved it, didn’t you?” I stare at the ground, my ears must be bright red.
She went on despite my non-reaction, “But I’m trying to get him to participate in other ways too. Kameron just happens to be my favorite bull and Josh was saying how he was ‘ready to do anything’ for me, so I decided to invite Kameron for our little weekend. It’s time for me to push Josh to participate more, and telling you was the first step!”
Katelyn is still staring. There’s a few seconds of silence and then Katelyn snaps out of it, “Participate…? How?”
Sadie looks over at me, “Go on, baby. How do you want to participate?” “Umm.. Uh… I… Uh… Eh…” Sadie takes over. “Josh loves the idea of watching me with my bulls. So I want him to see it this trip. It’ll be his first time. And if he’s really good, after Kameron finishes in me, I might let Josh come eat me out after.” I’m speechless and staring at the ground. And I’m not sure if I’m still breathing.
“Wow. This is.. A lot to process.” She looks at me. “You’re actually OK with this?”
Sadie answers first. “He loves it. He’s my perfect obedient little cuckold. And I give him this special kind of love that he wants and needs.” I finally look up and see that Sadie has moved to be sitting in front of Kameron. And he has his left hand on her boob, slowly massaging it. Sadie looks me in the eye, “Isn’t that right cuckie?”. I shyly nod.
Sadie takes a breath and abruptly starts the game back up. “OK! Let’s get back to it! Josh, truth or dare?” I gulp. “Um… I guess truth.”
“What’s your favorite part of watching me with one of my bulls?” I freeze up.
“OK, let me make it easier. What’s your favorite position to watch me in with Kameron? Doggie style? Me riding? Missionary?” I try to speak but it’s barely audible, “… You riding I guess…”. “What’s that? We can’t hear you sweetie.” I put some more effort into it, “Riding I guess!” Sadie looks over at Katelyn, “See? I told you!”
There’s a couple seconds of silence when Katelyn says, “Wow. I had… no idea. This is wild.” Sadie laughs, “You don’t know the half of it. This is just the beginning!” Then she looks at me, “Josh, your turn. I think you should dare me to get Kameron hard so that Katelyn can see why I invited him here for the weekend!” I shrug, “OK I guess,” and look away. Deep down I’m exploding with excitement and would love nothing more than to have Sadie fuck Kameron right in front of all of us. I’d love it if Katelyn would come sit with me and watch together, teasing me about how impressive Kameron is and how good a job he’s doing on Sadie. And telling me how hot it is that I’m OK with my girlfriend having a bunch of guys on the side. But all that comes out is a shrug.
Luckily, Sadie doesn’t need much encouragement. She unbuttons and unzips Kameron’s shorts and pulls out his semi-hard big black cock. It’s not even fully hard yet and already looks to be about 7 inches long. She starts casually rubbing him up and down while looking at me, “That was a great dare idea cuckie. Good job!” She has a big smile on her face.
Sadie then looks over at Katelyn. “OK Katie, truth or dare.” She’s staring at Sadie’s hand and doesn’t answer. “Katie?” “Oh gosh, sorry. Um… Fuck it. Dare.”
Sadie throws her head back, “I love this!” She thinks for a moment and says, “OK I dare you to take off Josh’s swimsuit so that you can see how much he likes this.” I must have gone white. This is new territory for me. I’m not really attracted to Katelyn, so it’s not really an issue in that area. I’m more embarrassed to be out in front of everyone, especially if the only other guy on display is the great black stallion my girlfriend is enjoying. Despite my initial protests Katelyn comes over and says, “Oh come on. Don’t be a baby. She says you like this. If you don’t then there’ll be nothing to look at. You’re not worried are you?” I swallow and try to answer but nothing comes out. She stands me up and even before she undoes the string holding my swim trunks together she can see my dick making a bit of a tent in my pants. She laughs. “Well I guess we know the answer to that question!” And then yanks my swimsuit down, freeing my hard-on for all to see, and chuckle at.
Sadie cackles. “See! I told you! He loves this shit! Isn’t that crazy!?” Katelyn nods.
“OK Josh, your turn again sweetie!” She pauses. “I think I have an idea for you. You should dare me to sit on Kameron’s cock and finish the game with him inside me! What do you think?” I stare at the ground. And my already stiff cock somehow gets even harder. I clench a little and it moves. My heart is pounding through my chest. Sadie clearly sees the twitch in my dick and says “I think that tells me all I need to know. Come here, Kameron. You’ve waited long enough, especially after such a long drive.”
I’m still looking down but I can see Sadie stand up and pull the string on the side of her thong bikini bottom and then she’s standing there fully naked. I hear her say, “Psst!” and I look up. “You’re going to miss the best part, honey!” She pauses and then says, “How about you help us out a bit? I always have trouble aiming this giant thing. Maybe you can help guide him into where he belongs?” She comes over to me and takes my hand, leading me toward the chair Kameron is sitting on. She stands over top of him, one leg on either side and sits on his stomach. “OK baby, grab him and position him for me.” I hesitate and she takes my hand and leads it toward this monster cock.
I reluctantly grasp it and aim it toward my girlfriend’s pussy. It’s glistening a bit because she’s so wet. Right as I get the tip positioned at the entrance, she leans forward and eases herself down onto his shaft. They both let out a slow moan throughout the whole time she’s sliding down. Once they get situated, she looks at me and smiles. “I’m so proud of you cuckie! You’re really growing!” She looks over at Katelyn and says, “He’s never done any of this before. You’re witnessing some huge milestone for him as a cuckold!”
Katelyn stares blankly and says, “Um… I guess? OK? I’m still not able to process what I’m seeing. This is crazy.”
We try to continue the game but Sadie and Kameron are pretty distracted. I mean, who wouldn’t be with a giant cock in you. After about 30 seconds Sadie stands up. “OK guys, I think it’s time for us to head inside.” Kameron’s cock falls back onto his stomach with a loud “flop” sound. Then Kameron stands up and they turn to walk off. Sadie looks over her shoulder at Katelyn and says, “Watch this, Katie.”
“Hey cuckie, do you want to come watch me and Kameron fuck? If you’re good I’ll feed you the cum after.” I get instantly hard again and Katelyn chuckles, covering her mouth, astonished. I nod and start to stand.
“No honey. You have to tell me what you want. You can’t just nod. We have an audience here. Tell us what you want.”“I want…”“Go on… we’re waiting… Kameron’s going to get soft…”“Um…”“Just say it!”“I want to watch you and Kameron have sex”“To watch us FUCK!”“Yes, fuck.”“And what do you want to happen after he finishes?”“Umm”“Tell me or you won’t get to do it.”“I want you to sit on my face after he finishes inside of you.”“Good boy. Yes sweetie. You can come with us and watch Kameron fuck me. But i’ll only sit on your face afterwards if you hold off from coming while you watch us, OK cuckie?”“Yes, ma’am.” I say in my classic defeated tone.
Katelyn is sitting there speechless. I stand up, pull up my swimsuit, and walk off with them. Katie turns in her chair, “Goodnight then I guess?” and the three of us walk off toward the house.
… To be continued in Part 2 …
Source: reddit.com/r/sexystories/comments/g9i8ap/sadie_at_the_beach_part_1_mmf_cuckold
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