Miami, Florida
I was out of town, doing another photo shoot, this time with the British model Demi Rose Mawby. I almost couldn't believe it when I was given this assignment. We had been shooting all day in a local gym, the building closed to the public while Demi and I did our thing. We were finishing up the last part of the shoot, taking dozens of pictures in an old boxing ring, and man was I exhausted. The only thing keeping me going was the fact that I got to look at Demi all day long. She was wearing a very tight, black spandex sports bra and matching black spandex shorts. Her long brown hair was braided into two long pigtail like braids on either side of her head.
Throughout the day we had definitely been flirting with each other, giving each other quick looks and making borderline inappropriate comments to each other, even more than when I met Kate Upton a few weeks back. I was checking the last few photos on my camera when Demi decides to take a more direct approach. "What are we doing here Captain?" Demi asks, a sly grin on her face. "We're taking photos for a photo shoot. What do you mean?" I reply, wanting her to say it. "I think we both know it's more than that. There's definitely been chemistry between us all day. You think I just fuck any photographer that flirts with me?" Demi laughs. "I don't know. Do you?" I ask, grinning at her. She just stares at me, silent for a moment. "I'll tell you what. Let's make a little wager to solve our problem here," Demi says. "Ok. What did you have in mind?" I ask. "We take turns picking a sex act or sexual position. We set a timer for five minutes. First person to cum loses," Demi explains. That sounds really hot, but I'm not about to tell her that.
"What does the winner get?" I ask, raising an eyebrow at her. "Well, if I win, we're done and our brief hook up will be over right then and there and we finish the photo shoot. IF you win, I'll give you free reign to do whatever you want with me. No holds barred. You can do whatever you want to me," Demi says. "Alright, I'm in. I'll even let you go first since I'm such a nice guy," I say, smirking at her. Demi wastes no time, walking over to me. She kneels down in front of me and unbuckles my belt. I quick set the timer on my cellphone as she slides my pants down, repeating the process with my boxers. Faster than I thought was humanly possible, Demi grabs my cock in one hand, her mouth engulfing my cock as deeply as she can manage. I quickly set the timer on my phone as Demi hungrily sucks on my cock like it's the last one on Earth. Her head bobs up and down as she slobbers all over my cock. Putting my phone in my pocket, I grab one of her braids in each hand, using them as handles as I guide her head up and down my shaft. I'm hard within the first minute, doing my best to think of anything but the sexy little brunette sucking my cock for the remaining four minutes.
Thankfully just when I think I'm about to cum, the alarm on my phone goes off. "Saved by the bell," Demi laughs, pulling my cock out of her mouth, wiping her mouth with the back of her hand. "Something like that. Get in the corner off the ring," I say, pointing at the nearby corner. I have her stand in the corner, facing me. She lets out a gasp as I pull her spandex shorts down her legs, exposing her big, phat ass and pretty little pussy. I have her back into the corner, lifting her foot onto the middle of the three ring ropes, doing the same with her other leg. Handing her my phone I bury my head between her thighs as I go to work, dragging my tongue over every inch of her clit and pussy. "Ugghhhh! That feels so fucking good!" Demi moans. I double down, moving my tongue in fast circles around her clit for what seems like forever when the alarm on my phone goes off. Demi hands my phone back to me, panting heavily. I can't believe what I see when I look at my phone.
"Hey! Did you set my phone for three minutes instead of five when I was eating your pussy? That's cheating!" I exclaim. "Well then, I guess I lose," Demi says smirking at me. Of course that was probably her plan all along. She didn't want to look like a whore and throw herself at me. But if she lost a wager and had to be my personal whore for a few hours... Not wanting to waste any more time I spring into action. "Arms up!" I bark, pulling her spandex sports bra up and off her body, watching as her huge, perfect tits come tumbling out. "Get down on your knees bitch!" I snap, gently pushing down on her shoulders. Demi knows exactly where we're going with this, pushing her tits together, my cock disappearing between them. "Spit on it!" I growl, and she does. To my surprise she starts sliding her tits up and down my cock without being told. "That's a good little whore. Rub those tits all over my cock! Get it nice and hard!" I laugh. She alternates between moving both tits in the same direction at the same time and then switches to moving one up while the other tit goes down. Demi switches between the two techniques again and again, and I feel like I'm in heaven. Sure, I've tit fucked dozens, even hundreds of women before, but Demi's huge soft tits are something special. Even so I know we're going to have to stop soon or else I'll blow my load way too soon all over those perfect tits.
"Alright that's enough!" I snap. Pulling my cock from between her tits I walk to the center of the ring, laying down on my back. "You know what happens next! Get over here slut!" I growl, Demi giggling as she straddles my body, using her hand to guide my cock. As she lowers her hips towards mine, I slide inside her with no resistance. "Ugh! It's so big! I can feel it stretching me out!" Demi whines. "You know what they say! Be careful what you wish for! You wanted the Captain Cock. So now you're going to ride that cock bitch!" I growl, smacking her ass. And ride it she does. She starts slow, forcing herself to feel every inch of my cock as it penetrates her deeply. I give her a few minutes, allowing her to adjust to my cock before I decide enough is enough. "Faster whore! We don't have all day!" I snap, slapping her big ass even harder, Demi letting out a yelp even though she has a small grin on her face. She probably does this kind of stuff all the time, pretending she's sweet and innocent, when all she really wants is for guys to give it to her hard and rough like the sexy little whore she really is. Demi rides me faster and faster, my eyes unable to look away from her massive tits, bouncing wildly as she rides me like a maniac.
I know that if I can get her to come early enough in our encounter here, she'll be hooked on Captain Cock so I decide to up the ante. "I bet you were planning this all morning! All you could think about was how you were going to trick Cptnstrwrs into fucking you stupid. You probably even rubbed one out this morning. Show me how you touch yourself when you fantasize about getting fucked by the Captain," I laugh. I expected her to give me some kind of sarcastic comment or show a second of hesitation, but instead Demi surprises me. She keeps riding me just as fast and hard as she's been, but her hand moves like a blur, disappearing between our bodies, the busty brunette rubbing her clit as we fuck. A few minutes go by, feeling like hours, but my plan works like a charm. "Oh shit! Oh fuck! I'm cumming so hard on your cock!" Demi shrieks, cumming hard. "I know. Your tight little pussy is squeezing my cock like a vise grip! You've got one of the tightest pussies I've ever fucked," I reply, holding her hard by the hips as she finishes her orgasm.
Demi practically passes out on top of me, falling face first towards me. "You okay?" I ask as I hold her, Demi's huge tits crushed between our bodies. "Y-yeah," she replies softly. "Good! Because I'm just getting started with you, whore!" I growl, gently rolling her off of me. I take the wooden stool in the ring and put it in the corner. Helping her to her feet, Demi and I walk over to the corner of the ring. I sit on the stool, turning Demi so her back is facing me. "I know you're still exhausted from riding my cock, but guess what? I don't care! We're going to do a little reverse cowgirl action now!" I say, lifting her hips so I can slip my cock inside her. "Ugh!" Demi groans as I enter her. Reaching down, I lift each of her legs, placing her feet onto the ring ropes. "Here, this way you can just sort of bounce up and down on my cock until you regain your full strength," I laugh, smacking her ass. Demi takes that as her signal to start. Arching her back, she begins sliding herself up and down my cock as fast as she can. I reach around her body, squeezing her tits in my hands. "Mmmm! Just like that!" Demi moans. She bounces up and down for another few minutes as desperately tries to make herself cum again. I know I can't let that happen just yet, so I decide it's time to do something different.
"Hold on!" I tell Demi. She reaches back, grabbing onto my shoulders. Putting my hands under her thighs I stand up, still balls deep in Demi. I walk a few feet forward, setting her down on all fours. "In case you couldn't tell, we're playing a new game now, whore! I call it Doing Demi Doggy style. It's the perfect game for a sex starved bitch like you!" I growl, Demi doing her best not to let me see the sly grin on her face. I grab her ass, one hand on each ass cheek, and start drilling her from behind as fast and hard as I can. SLAP! SLAP! SLAP! The sound of her ass smacking against hips is almost louder than the cries of pleasure coming from Demi. I pump her as fast as I can until, after a few minutes I slip out of her pussy. Demi keeps grinding her ass against me and I decide to take advantage of the situation. With one quick, hard thrust I push myself into her tight, little asshole. "Ugghhhh! That's my asshole!" Demi cries. " I know!" I laugh as I pound her sexy ass, her ass cheeks clapping against my cock as I fuck her. "You want me to stop? Is that it?" I ask over the sounds of her moaning and groaning. "N-no! Please! Don't stop! You're fucking my ass so good!" Demi whines. I give her a few more good hard thrusts before I decide to disappoint her.
"Oh no! Why did you stop?" Demi whines as I pull out of her ass. "Because I wanted to. Remember, I'm in charge since you lost our wager. Besides we're in a wrestling ring. I want this to end with you on your back, middle of the ring with me pinning you," I say smirking at her. "Ooh! That does sound like fun!" Demi giggles as she rolls onto her back. As I kneel down I spread her legs wide. "Ugh! Please! I need it inside me!" Demi whines as I rub my cock up and down on her pussy lips, teasing her. "Well since you said please..." I laugh, pushing myself inside her. "Oh fuck! You're even deeper than before!" Demi shrieks. I lean forward, one of her legs on either side of my head as I fuck her missionary. Her tits bounce around with each thrust, at least until I grab one in each hand. They're so soft and huge, and as I squeeze them I realize I'll never get tired of Demi's perfect tits. She lets out a yelp as I give her nipples a tug before I begin to roll them between my fingers. I slow down my thrusts while still putting all my strength into each and every one. "Please make me cum! I'm so close Captain!" Demi begs, an almost sad look on her face. I don't want our time together to end either but I know I need to wrap this up.
"I'll make you cum but I'm not doing all the work, especially for a dirty, little cheater like you," I say, grinning down at her. I watch as she once again slips a hand between us, rubbing her clit as I pound her pussy. Despite being a sex starved little whore, even Demi has her limits. As her pussy tenses up around my cock, I know she's about to cum for me one last time. "Oh God! I can't... Ugh! It's too much! It feels so good! I...Ugghhhh! Aggghhh!" Demi cries out, hit hard by her latest orgasm. "That's right, you dirty little slut! Cum for me! Cum all over the Captain's Cock!" I growl as she finishes her climax. I pull out, cock in one hand as Demi lays there panting and dazed by her orgasm. A few more hard jerks and I can feel myself about to cum. Demi's so out of it she doesn't even notice me repositioning myself. "Oh fuck! I'm cumming too!" I grunt, spraying my load all over her enormous tits. "Ooh! Why did you do that?! Every time! Every time I'm with a guy, he shoots his cum all over my tits! I wanted you to cum inside me, or at least ask me if I'd swallow it!" Demi exclaims. "Aww! That's too bad! Like I said, you shouldn't have cheated during our little game before," I say, gathering my clothes before heading towards the locker room to take a quick shower. "Hurry up and get yourself cleaned up. With have to be out of here in an hour," I say.
Demi grabs her bra and shorts off the floor, following me towards the locker room. "Yes, we can take a shower together. I'm not THAT mean. Just make sure to play by the rules next time," I laugh. "Next time?" Demi asks, confused. "Yeah. Did you think this was an one night stand or something?" I ask. "I hoped not. Good thing I put my number in your phone before," Demi replies with a grin. "Yeah, yeah! You're so smart. Now get that sexy, phat ass of yours in the shower before I change my mind," I laugh as Demi runs into the shower beside me...
The End for now...
Topic: Captain's Log - Demi Rose (Read 23281 times)