Maya is, without a doubt, the most beautiful woman I have ever been lucky enough to be with. Mostly Filipino with a white grandfather, she has an incredibly exotic look, with petite and delicate features that hold your eyes like a magnet, and a golden brown complexion.. a permanent tropical tan on her soft and smooth skin. Big, mahogany brown eyes, a cute little princess nose and full, ripe lips that beg to be kissed. Her long black hair flutters around her body like a cloak, thick and healthy, all the way down to her tailbone. It’s mostly straight, with a gentle wave running through it. Her face almost too doll-like to be real.
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Her face alone would be enough to set her at the top of the list, but her body only adds to her irresistible sex appeal. Hourglass hips and a taut, round, blemish free booty that bounces as she walks. Athletic thighs and calves. Her slender but firm abs and well toned back work to support her amazing rack of 32 D’s. Perky and full, begging to be squeezed, usually pushed up and together in the little bras and crop tops she wears. Her nipples a slightly darker brown than her tanned skin, areolas the size of quarters, always seeming to be pointing out beneath the fabric of her shirts.
All of this incredible beauty sitting on a tiny little frame.. Maya stands at only 4’10. She is the smallest girl I’ve ever been with by several inches, and the first time I laid my eyes on her, it was hard to believe she was real.
It had been a few years since my relationship with Vanessa had ended, and I still wasn't fully over it. Those years were rough, but looking back, they weren’t all terrible. For the first time in my life, I spent an extended amount of time single. Tinder had really begun to get popular, and I entered another period of promiscuity.
At this time I still heavily fetishized cheating women, but I seemed to have lost my ability to attract them. My confidence was shaken, my desperation was probably evident, and I had no success with taken women. Thankfully, I still managed to have a fair amount of sex with single women. I had some one night stands, a couple amazing sexual escapades, and a few revolving friend's with benefits, but nothing felt fulfilling. I was 28, and beginning to feel convinced that love had passed me by, and I'd likely never feel anything that measured up to what I'd already lost.
It was around this time that I matched with Maya on Tinder. She was smoking hot. She had an amazing body, and hands-down the prettiest face of any girl I'd ever been with to that point, if my description of her didn’t already make all that clear. I was intrigued by her height.. 4’10 made her almost a foot and a half shorter than me. The only thing that gave me pause was her age.. she was only 18 years old.
I hadn't been with a girl that young since I was that age myself, but she was too hot not to be curious. I sent her a message and she replied back immediately. That's when I noticed her location was Los Angeles. As it turned out, she was a freshman at USC, but her family was from the Bay Area, and she'd been in town the weekend before. That explained how we matched, but I couldn't help but feel a bit let down. She was gorgeous, real, and she actually responded, so of course she lived 400 miles away.
I wanted to keep talking to her, so I asked her what a girl like her is doing on a dating app. She cut to the chase immediately.
"Honestly, I'm just here because I love having sex."
My cock sprung to attention at once. I asked a few more questions, and found out that she was a bit of a nympho. She had dated the same guy all through high school, and now that she was in college and single, she didn’t want a relationship. And she had been getting laid, a lot. I asked her how many guys she'd slept with since starting school, and she told me she wasn't sure.
"My list is so long I can't even remember some of their names, or faces."
I couldn’t believe what a slut this girl was. More so, how hot it was that she was so proud of it. I told her I wished I could add my name to her list. She replied that my name and face were some she would definitely remember. So I sent her a picture of my dick, and asked if she'd remember that too.
"What the fuck, that thing would break me in half!"
We talked more and more over the next few weeks. Added each other on socials. The more I saw of her, the more I liked. She was cute. She was funny. She was smart as hell. And she knew how to turn me on. I also valued her honestly. She was direct in her intentions and didn’t hide the fact that she was going to keep fucking whoever she wanted. This was strictly sexual for her, and I was cool with that. Being in a romantic relationship with an 18 year old wasn’t on my wishlist, and I didn’t want to hold her back from her college experience. We started sexting and sending each other photos on a messaging app pretty often. She knew how to talk dirty and I knew how to talk back. This went on for a few months, until she told me she had plans in a few weeks to fly to SF to see her parents, and wanted to see me. Then she told me what I was dying to hear, that she couldn't stop staring at the picture of my dick. That she'd never had anything so big, and that she was scared and nervous but excited to feel me inside of her.
The next 3 weeks passed quickly, and we both must have been busy because we barely talked. In fact, I was starting to think she was going to ghost me, because the weekend was fast approaching and I hadn't heard from her, and I didn’t want to reach out and seem needy. Then I got a text on the Friday she was arriving, telling me when her flight landed and what time she'd be free that night.
"Still want to see me?" She sent, with a happy face.
That night, I drove to her parent's house, and when she walked outside my jaw dropped. Her pictures didn't do her any justice. They hadn’t conveyed how beautiful her long hair was as it fluttered behind her, or the graceful way she walked. They didn't fully capture the beauty of her face looking up at me. Our height difference was jarring. She was tiny. She gave me a hug and nuzzled her face into the bottom of my chest. I didn't know how this girl was going to take my cock, but I couldn't wait to watch her try.
The pictures also didn’t convert how cool she was. She was funny, and very direct. She could banter with me, and she seemed to enjoy challenging me. I was mesmerized by her. Her smile and her beautiful laugh. She was trouble for sure.
We shared a beer back at my apartment and then she excused herself to use the bathroom. I was counting my luck thinking how cute she was, when she walked out wearing a tiny little lingerie piece that left nothing to the imagination. It was a body harness, with leather straps crisscrossing around her naked torso. Her perky D-Cup breasts fully exposed, perfect nipples standing erect and at attention. Her pussy covered by a tiny lace g-string, with a cute little landing strip of trimmed black hair visible through the transparent fabric. My jaw fell to the floor and she laughed at me.
"I've been waiting too long for this," she said, and she sank down to her knees.
I stood up and walked to her, unbuttoning my pants as I approached. She smiled at me brightly as I bent down and kissed her, while her hands found their way around my jeans to finish unzipping them. And then she pulled my cock out.
"This thing is fucking huge." Still smiling ear to hear, she laid it across her pretty face. "It's bigger than my head."
My heart fluttered and my dick twitched as she ran her soft lips along it, giving it little kisses and stopping to kiss my balls. Then she pressed her face into my ballsack and breathed in deeply.
"Fuck, your cock smells so fucking good."
Maya hadn't even opened her mouth for me yet, and I already knew this was going to be special. She didn't just love to have sex. She loved to worship cock. She could tell what I was thinking from the look on my face.
"You're gonna want to sit down for this." She smiled and sat me down on the couch, still kneeling between my legs. She sucked me slowly, all the while gazing lovingly at my cock and lustfully into my eyes. She knew exactly what she was doing. Every flick of her tongue and pop of her lips felt electrifying. Then she picked up the pace.
A downside to having a big dick is that you start to accept that you'll never be deepthroated. It's starts to seem impossible. I've had some really great head, and plenty of mediocre head. I'd been in a girls throat before, but I never had a girl swallow my entire dick, not until Maya. It wasn't easy for her to do, but I sat there in amazement and watched this pretty little thing force herself down inch after inch on my cock. Moaning, gagging, choking, gasping for breath, and pausing to laugh and smile at the look on my face before going back for more. I couldn't wait to fuck her. I tried to stop her multiple times but she wouldn't let me. She just kept on sucking my cock, until eventually, I felt a pop, and my dick, somewhat painfully, bent and then slid deep into her throat. I watched her eyes tear up as her lips wrapped tightly around base of my dick, and she held me there for a few seconds before she pulled her head off me and choked up a bunch of saliva all over my balls.
I could not believe my eyes. This girl had just swallowed me whole. Then she went back for more, and it was easier this time. She kept sucking and throating me until my cock throbbed uncontrollably and I couldn’t hold on any longer. I exploded inside her mouth, and must have filled it from how violently my cock was spasming, but she never pulled her lips away.. she just kept sucking until I begged her to stop from the overstimulation.
"Your cum tastes so fucking good" She asked, with a naughty smirk. “Did I do a good job?”
Maya continued to stare at me while she gently squeezed my cock. “I hope you have more in there. You know I’m gonna let you cum deep inside my wet little pussy tonight, right?”
I learned very quickly that Maya loved dirty talk. She was filthy, and her effortless banter carried into the bedroom. She knew every naughty thing to say me, new how to emphasize every single word confidently, and new how to change her voice to absolutely ooze sensuality.
I couldn't take it anymore. I slid her thong down before I threw her onto the couch and knelt between her now spread legs. She slipped her fingers around her pussy and spread it open for me. Once again, I couldn't believe my eyes. Her pussy was beautiful. A perfect labia, the same caramel color as her nipples. A perfect little swollen clit. Her vaginal opening was slowly pulsing open and closed with her arousal, revealing the pink warmth within. Maya was already the best I'd ever had, and I hadn't even had her yet. I dove my face into her pussy and she tasted amazing. Sweeter than any pussy I've tasted and her smell was like perfume, or better.. like whatever pheromones her body produces were specifically engineered for me. I explored every inch of her with my lips and tongue, studying the way her body responded to me and enjoying her quiet moans. I wanted to taste her from the inside out. Before long my cock was rock hard and ready to go again, and she was begging me for it. So I gave it to her.
She felt even better than she looked. I couldn't believe the way she handled my dick. It took a few minutes for her to stretch out on me, which was slow and deeply erotic. I couldn't stop staring at the look of immense pleasure her face while she adjusted to my size. She was immaculate, and when she finally opened up for me, she fucked back on me like she was made for it. We must have fucked for hours that night. She felt almost weightless when I lifted her off my couch and continued to bounce her on my cock while I carried her to my bedroom. In my bed, I rolled her over, pinned her wrists behind her back and gripped her perfect ass while I fucked her doggy. We swapped orgasms back and forth like trading cards.
I lost track of how many times I came inside her pussy that night, or how many times she came on my cock. She was on fire, moaning and screaming for me, whispering in my ear about how good I’m fucking her, begging me to fuck all my cum into her. My recovery window was almost nothing, and we wasted no time between cumming and sucking and licking until we were back to fucking. Maya was everything I’d been waiting for. Her pussy was like therapy, and I unloaded everything I had into it, every thrust a breakthrough, until she begged me to stop making her cum. She couldn’t handle another orgasm. She’d finally tapped out.
I held her body in my arms and came inside her one more time before I collapsed onto her and kissed her softly, and almost immediately began to lose consciousness. I don’t know what time it was or how long we’d been fucking, but the night had caught up to me. I rolled beside her, and as I began to drift, I felt her crawl between my legs and begin to gently caress my cock. I looked down and watched as she sweetly kissed it all over, kissed my balls, and slowly sucked my softening cock into her mouth.
“I can’t go anymore.. I’m spent,” I tried to tell her.
“Shhh baby. It’s okay. Close your eyes. Let me take care of you.”
And that’s how I drifted to sleep, to the soothing feeling of her soft lips, sucking gently on my shrinking cock, humming to herself as she massaged my balls. I slipped out of consciousness thinking I’d do anything for this girl, and as things turned out, that was accurate.
When I woke up, only a few hours had passed, and it was still dark outside. Maya was awake, still kneeling between my legs and smiling up at me.
“Hey Sleepyhead!” she laughed.
“Is this really happening?” I couldn’t believe her. “Have you been down there all night?”
“You haven’t been asleep that long, and I took a break while you were resting.” She had helped herself to my kitchen, and she gestured to my bedside table where an empty mug of tea she’d made was sitting. “But you just have such a beautiful cock. I can’t stop staring at it.”
She gave it another kiss and it twitched at the feeling.
“So, biggest you’ve ever had huh? What did you think?”
“Welllllll,” she started, a guilty grin spread across her face, “about that.”
I raised an eyebrow at her and she gave me a guilty little head shake no.
“I’m actually not?”
“You were when I told you that last month, but I met this other guy a few weeks ago. His name is Andre.”
She looked at me testingly. Maya is many things, but a liar isn’t one of them. She wasn’t here to spare my feelings.
“Don’t get me wrong, your dick is also giant and feels amazing and you fucked me so fucking good, I loved it. But his dick is just so fucking thick, it’s like a tree trunk. I think he’s around the same length as you but like, he’s really fucking thick dude.”
My heart was pounding. My dick was slowly stiffening. I felt so jealous and so aroused at the same time. I couldn’t believe how honest she was being with me. Years of being told I had the biggest cock, but I could never be certain how many times that had actually been a lie. So now, it didn’t matter that I wasn’t the best or the biggest, because I knew everything she was saying was the truth in that moment.
“How was it?” I asked her. “You’re so tiny, I can’t imagine you taking a bigger cock than mine.”
She closed her eyes and she smiled as she thought about her answer to the question I’d asked. I don’t know what memory she was revisiting, but it was clear she liked it.
“I’ve never felt so full. He stretched my pussy to its limit. I couldn’t even sit down after the first time we fucked. But his cock felt so fucking amazing you have no idea. I can’t get enough of it.”
“So you’re gonna keep fucking him?”
“Fuck yeah. He’s been fucking me for the last 2 weeks. It’s kinda the reason I haven’t been texting you as much. But I took a couple days break from him because I got worried that he’d leave me too sore for you.” She looked nervous as she told me this. “I don’t want you to think that means I want to stop fucking you too. I definitely want more of this cock.”
“Well how very thoughtful of you.” I wasn’t sure what to say or how to feel. All I know is that my cock was now rock hard in her hands, and she noticed.
“Looks like you’ve got more in you after all,” she said with a smile, before she straddled my waist and sunk her perfect pussy back down onto my cock.
I continued seeing Maya for the next 6 months. She found more and more frequent reasons to fly to San Francisco, and we were meeting once or sometimes twice a month, usually with her spending the entire weekend at my place. We also recorded quite a few of our sessions. Filmmaking was one of her passions, and she loved turning up the intensity for the camera. She filmed with her phone at first, and then opted to set up a digital camera on a tripod and capture our sex from so many angles. The sex was always incredible, camera or not. She loved getting me off. And she loved playing with my soft cock in between our fuck sessions.
We also talked a lot, about everything in our lives. She opened up about her past relationships and I opened up about mine. We didn’t talk too much about the other men in her life, but she’d occasionally share stories of her sexcapades with me while she played with my dick. She’d been a really naughty girl, and she confessed that she loved lining up multiple hookups on the same day.
“Guys always go crazy for my pussy when I’ve already been fucked by someone else. It’s so hot going to see a guy and I’m already leaking someone else’s cum when I get there. I don’t tell them, and I don’t know if they can tell or not, or if they’d even care if they knew. But they always tell me they love how wet I am.”
Maya looked nervous as she considered what she had just confessed. “I would never do that to you though. You’re the only guy I want to see when I’m visiting home.”
I told her how sexy I think she is, and that I love being her only man in that city. Then I fucked her to well enough to make sure she knew I meant it.
She only mentioned Andre again one other time. She’d flown up for the weekend but only had free time to see me the night she arrived, and when we fucked, she seemed a little off. She was more nervous than usual and I noticed it. Wanting to make sure she was okay, I gently pulled out of her and asked her about it.
Coyly, she asked me, “Do I feel different to you?”
“I don’t think so. You feel amazing.”
“Please don’t be mad at me, but I spent the night at Andre’s last night and he ended up fucking me again this morning before I left to the airport. I’ve been worried about it all day that you’d notice and be mad at me. I made sure to shower and really cleaned my pussy so I’m fresh for you. I'm sorry.”
Again, I didn’t know how to feel. I should have been upset. I shouldn’t have wanted a girl who spent that very morning getting stretched out on another man’s cock. But I felt weirdly unbothered. She still felt amazing. I hadn’t noticed a difference, and again, I was touched by her honesty. She was so sweet for worrying about what I’d think. I wasn't sure how to feel, but my hardening cock had a mind of its own.
I pulled her onto my lap and slowly slipped back into her pussy, feeling for a difference, now knowing she'd been taken by another man that morning. It was probably in my head, but maybe she did feel slightly different. I kissed her gently on the lips.
"Thank you for telling me."
"You're not mad at me?" she asked as she settled down onto my cock.
"Should I be?" I squeezed her ass cheeks tightly as I slowly but forcefully began thrusting up into her.
"I don't know," she breathed, getting lost in the sensation of being filled. I kissed up her neck and let her enjoy it for a few seconds before I whispered in her ear.
“Why did you think you would feel different?”
Maya breathed in deeply, her eyes closed in concentration. “I.. He.. I don’t know.”
“Why Maya?”
“Because I can still feel him inside me. How big he is. He much he stretched my pussy. How it felt when he.. when he filled me. I can still feel his cock.”
“Did he fuck you good?”
"Oh," she stiffened and threw her head back, clearly surprised at my question,“Yes”, she answered with a whimper.
“What was that?”
“Y-yes!” she cried out. My pace quickening, still spreading her ass apart as I guided her sexy little body up and down the length of my cock. I could feel her getting wetter and wetter as the intensity of the moment overwhelmed her.
“Yes what?”
"Yes he did!" Her eyes were tightly closed, pure ecstasy on her face as she tried her best to hold off.
"Yes he did, what?" I asked intently, no longer playing games. My cock now slamming up into her forcefully.
“Yes he fucked me good! He fucked me goooood! Baby, oh fuck yes, he always fucks me so fucking good!” She screamed out, the naughtiness of her admission too much for her to contain, and I felt her pussy clamp down around me as she came, hard and painfully. I'd seen Maya climax many times, but never with such intensity. I let her settle down on my dick as the aftermath of her orgasm washed through her in waves. Her fingernails had clawed into my back but I didn't mind. Her head now laying lazily against my shoulder, she looked delirious.
“Good girl.” I whispered in her ear as I lifted her off my cock.
We’d never talked like this before. I’d certainly never asked her questions like that while she fucked me. But unspoken between us, something had begun brewing. We met up a few more times after that night. Andre never came up again, nor did any of her other hookups. I'm sure she thought about it as much as I did, but we were both too nervous to broach the subject. Then one day, I stopped getting messages from her. I gave it a few weeks not wanting to be pushy, and then broke and sent her an explicit text message.
She took some time to respond. When she got back to me, she told me that it was really hard for her to say no to me, and she hadn't talked to me in weeks because I make her melt and question if she's doing the right thing. She met a new guy at school, and it was starting to get serious, and he’d just asked her to be his girlfriend. She said really enjoyed her time with me, but she wasn't a cheater, and she wanted to do right by him and try being in a relationship. I was sad, but I understood. She was 10 years younger than me. I knew there would always be an expiration date on our meetups. Still, I couldn't deny that she was the best I'd ever had. It wasn't easy to let go of. But she was a good girl, and I was happy for her. I knew I could try to push boundaries, and that our connection would make the temptation extremely hard for her, but I didn't want to be that guy again. I wished her well, and told her I'd miss our nights together, and I didn't realize how much I really meant that.
Nearly 4 more years passed. I got in and out of another relationship. I moved a few times. Life happened. But I never forgot Maya. I'd occasionally try to look her up, but her socials had gone private and I didn't know much about where she was. I still had the videos we'd filmed together. I could never bring myself to delete them, though I felt a sense of loss when I watched them. I eventually accepted that another chapter of my sex life had ended.
And then one day, my phone vibrated, and on my screen was a text message from Maya. I saw her name, and my cock swelled in excitement.
She'd only sent one word:
"Hi"