(I figure what better way to finish the final part of my 'NYC trilogy' by writing my first Kylie Jenner story. For the first two chapters check out Captain's Logs Taylor Swift and Jennifer Lopez.)
New York City
Somehow I was finally able to get some sleep after back to back fuckfests with Taylor Swift followed shortly with Jennifer Lopez. I had a few hours to kill before I had to get to the airport and catch my flight back to Los Angeles. As I'm sitting on the couch relaxing there's ANOTHER knock the door. I'm almost tempted to ignore when there's a second, even louder knock. With a sigh, I get up off the couch and force myself to walk to the door. "Hi. What can I do for you?" I ask, opening the door. Standing in the hallway is a short, brunette woman, but if I'm being honest, it's her hair that draws my attention. She's wearing a loose fitting, low cut black tank top that shows off most of her huge tits and her lack of a bra. The tight jeans she's some how squeezed herself into give anyone who sees her a spectacular view of her curvy hips and sexy thicc ass. "Hi, I'm Kylie. Kylie Jenner. I've heard you've already...met my three older sisters," she says, giving me a strange grin. Kylie's not wrong.
Over the last several months, I've met and fucked her oldest sisters: Kim, Khloe, AND Kourtney Kardashian. Part of me wonders if Kylie's as great a lay as her sister. The other part wants to do nothing but relax or even get some sleep. I end up deciding to play it cool and see where this goes. "Yeah, I have. It's nice to meet you, too. What can I do for you? I don't mean to be so blunt, but the last day or so has been exhausting and I'd really like to get some rest," I say. "I bet they have. I heard all about your...get togethers with Taylor Swift AND Jennifer Lopez these last few days. You have been rather busy," Kylie giggles. "How do you know all that?" I ask, shocked. "Word travels fast in this city. But as far as why I'm here...well, I was hoping to meet you before you left town," Kylie replies. "That's it? You just wanted to meet Cptnstrwrs? Or did YOU want to fuck me too?" I ask, sighing as the grin on her face answers my question for her. "Come on on then. We need to make this quick though. I also want to apologize on advance. I'm not going to be at my best today," I reply. "Don't worry baby. I'll be doing most of the heavy lifting," Kylie says, grinning as she takes me by the hand, headed for the bedroom.
Kylie has me sit on the edge of the bed, standing in front of me. She unbuttons her jeans, sliding them down her legs and kicks them aside, before leaning in and unbuckling my belt. Kylie pulls it off as I left my shirt over my head, tossing it aside. She follows my lead, pulling off her tank top and tossing it aside. I take a few seconds to take in the sight of her, Kylie now ONLY in her skimpy black thong, her huge tits front and center on display. She kneels in front of me, pushing her tits together as she leans in towards me, engulfing my cock between them. As she rubs them up and down my shaft I can tell they're not real, but they feel so fucking good that I just don't care. Once I'm hard Kylie lets go of her tits, grabbing my cock in one hand, guiding it to her open mouth. It turns out she's just as skilled as a cocksucker as any of her older sisters. Our eyes are locked as her head bobs up and down my cock, Kylie not once breaking eye contact as she gags herself on my cock over and over. I watch as her eyes water, but she never stops sucking and licking my cock despite her discomfort at it's size.
Pulling herself off of my cock Kylie stands up. "Lie down in the middle of the bed," Kylie purrs. I quickly do as I'm told, Kylie slips off her thong, climbing onto me as soon as I'm in position. She leans down, her tits inches from my face. "Go on. I know you want to," Kylie giggles. I open my mouth wide, sucking and licking at her right tit like a starving baby. Once I feel her nipple get rock hard I switch to the other tit, repeating the process. "That felt so amazing! I think I need to thank you somehow," Kylie says, grabbing my cock in one hand. I watch as she guides it towards her pussy, lowering herself onto me. "Ugghhh!" We both groan as she slowly slides her hips down towards mine, my cock going deeper and deeper inside her. Once I'm all the way in she puts her hands on my chest, slowly sliding herself up and down my shaft. As much as I'd like to fuck her hard and fast, after Taylor and Jennifer, I'm glad Kylie's going easy on me. The look on her face as she rides me is so hot, a mix of pleasure and pure lust. I know if I let her Kylie would give me the ride of a lifetime, but for now we're both okay with taking things slow.
Or at least I thought WE were... "Captain, is it okay if I go a little faster?" Kylie asks, biting her lip. Knowing what it's like to fuck her sister I don't want to upset her, especially since she's younger and can probably go a lot longer than her older sisters. "Yeah, that's fine. But just a little faster though, nothing too crazy," I reply with a grin. "Ok, I promise nothing too crazy," Kylie replies. As she speeds up, her enormous tits begin to bounce with her every move. The sight of them jiggling all over would've made me instantly hard, even without Kylie tit fucking me and blowing me earlier. She's clearly enjoying herself more, as she slips a hand between her legs, rubbing her clit as she rides me. "Ugghhh! Oh fuck! The Captain's Cock feels so fucking good inside me! Now I know what my sisters were talking about! Uggghhh! Agghhhh! I shouldn't have waiting this long to meet you!" Kylie wails as she continues pleasuring herself while fucking me silly. Just as I think how crazy it is that she's lasted this long, Kylie lets out a loud shriek. "Uggghhh! Oh my God! Oh fuck! Oh fuck! Oh fuck! I'm cumming Captain! I'm cumming all over your big hard cock!" Kylie whines, her whole body shaking in orgasm.
She finally finishes climaxing, collapsing onto me, a sad look on her face. "I'm so sorry! I didn't mean to cum so soon! Please forgive me!" Kylie exclaims. "Hey, it's ok. You don't need to apologize. I'm glad you enjoyed yourself. But I think I know something you'll enjoy even more," I say with a grin. "What's that?" Kylie asks, caught completely off guard as I pick her up and roll her onto her back in the middle of the bed, Kylie giggling. I pull out of her, spreading her legs wide. "Hold these," I say with a smirk. Kylie grabs her legs at the knees, holding them in place as I dive face first between her thighs. She moans and groans as I eat her pussy, Kylie tasting as good as any of her other sisters. Her body squirms and wriggles beneath me as I lock every last inch of her. "Alright, that's enough of that. Can't have you cumming again this soon," I say, grinning down at her as Kylie rolls her eyes. "I already told you I'm sorry!" Kylie exclaims, shaking her head. "I know. I'm just messing with you. I always like to tease my girls before I fuck them," I laugh before pushing my cock inside her.
I pound her pussy with a steady but firm speed, not too fast but also not too slow. Kylie clearly enjoys it, wrapping her arms and legs around my body as I press her into the mattress as I fuck her missionary. "Oh yeah Captain! Just like that! Stretch out that tight little pussy with your big hard cock!" Kylie growls as she digs her fingers into my shoulders. I once again have a perfect view of her amazing tits, her huge breasts bouncing with every thrust into her. As I hammer her harder and harder, I feel my previous strength returning, and I'm eager to get a up close and personal look at her big phat ass. Kylie gives me a sad, pouting face when I pull out from between her legs. "Trust me, Baby. You'll like this a lot more," I say, helping her into a sitting position. "Get on all fours and point that sexy ass towards me!" I say with a grin.
Kylie quickly does as she's told, and the view is worth the wait. It's like a smaller version of Kim's ass, but still one of the biggest sexy asses I've ever seen. I grab on to her hips, using my own to guide my cock to the target, pushing inside her once again. Right from the first thrust I go hard and fast, the sound of our bodies slapping against each other almost loud enough to drown out Kylie's cries of pleasure. I move my hands from her hips to her tits, grabbing one in each hand and squeezing hard. "Ugghh! Oh yeah! Play with my tits while tear that tight pussy up!" Kylie purrs, grabbing the sheets as I speed up my thrusts. I can feel her body tensing up beneath me and I know she's about to cum again. Squeezing her tits even harder, I speed even faster than before, watching as Kylie starts rubbing her clit again. She cums quickly, even more violently than before, squealing and whimpering as she climaxes. I don't stop fucking her until her orgasm fully subsides, Kylie panting hard as I pull out of her.
I crawl over to her face, cock in my hand, jerking it as fast as I can. Kylie closes her eyes, already aware of what's about to happen. The first shot of my load hits her right between the eyes, followed by two other quick shots hitting both her cheeks. I aim the last few pumps at her forehead, finishing the job of covering her entire face with my cum. She licks her lips, trying to lap up as much of my load as possible. "Sorry to cut things short, but I really do have a plane to catch in a few hours. And you know how New York traffic can be. You can clean up in the bathroom down the hall," I reply. Even covered in cum, I can still see the look of disappointment on her face. "What's wrong?" I ask, confused. "I thought for sure you would've wanted to fuck my ass too," Kylie pouts. "Normally I would be like I said we don't have much time...And besides, this gives us a reason to hook up once we're both back in Los Angeles," I reply, grinning at her, as we both have a good laugh...
The End for now
Topic: Captain's Log - Kylie Jenner (Read 7578 times)