A few years ago, I was living at home with my parents while attending university in my city. This made dating and hooking up pretty difficult, as there was no way I could ever have a *boy* over. I usually solved that problem by only seeing older guys who had their own place, but then I met Miles.
His Tinder profile showed that he was 25, gorgeous, and had similar interests as me, so off on a date we went. The chemistry on that first date was through the roof. We got a drink and chatted for ages, gradually moving our bodies closer together til my legs were practically draped over his in the secluded booth. The bar eventually closed and we were forced to leave and roam the streets til we found a nice little staircase to sit on and continue chatting and touching.
We cozy up to each other, and I fully drape my legs over his. At this point, I’m desperate for him to kiss me, but he’s staring at me and stroking my outer thigh, moving up, up, up, up (my skirt was quite short :))… we kiss, our mouths colliding and tongues dancing. His mouth felt so warm and wet and perfect, his full lips feeling so good against mine. I couldn’t help but imagine how his lips would feel on my lips “downstairs,” and the thought lit my pussy on fire.
He moves his hand up even further, stroking just outside of my panties. I still remember so vividly that it felt extra good because I had just gotten my first ever brazilian wax a few days before. He moved his fingers underneath my panties, stroking my bare mound. I moved my hand to his crotch, where I felt his boner through his pants, and WOW. Easily the thickest, hardest cock I’ve ever felt. It felt like it was radiating heat, like it would burn through the fabric. I decided then and there, we were fucking tonight.
At this point, I had basically forgotten that we were still in public. We were trying to keep it discreet by holding a jacket in my lap, but in hindsight, anyone who walked past would have clearly seen that my legs were spread wide open and heard that I was moaning into his mouth. And yes, multiple people walked right by us, but my pussy was dripping way too much for me to care… until he started to try wedging his thick finger (thick fingers = thick cocks, I guess?) into my tight, tight hole. He got it halfway in before I stopped him.
“Wait, let’s go to your place,” I panted in his ear, giggling at how foggy my glasses had gotten from our steamy makeout session.
He got an awkward look on his face and pulled away.
Fuck. My damn sexy Tinder date lived with his parents. (Side note, we live in a city with an extremely high cost of living, so this is really normal… but still sucks for the horny!)
I was too far gone. My pussy was literally swollen. I couldn’t *not* get fucked that night, not after the hours of foreplay, not after spreading my legs in front of multiple passerbys, not after feeling his huge boner begging to escape.
“Follow me,” I said after thinking for a moment, and took him by the hand. I’m a stoner, and I had worked in the area before and knew there was a park with a tiny little alleyway perfect for a secluded smoke… or a secluded fuck :) He seemed surprised, but not the least bit hesitant. He knew what was about to happen.
In the few minutes walk to the park, he could barely keep his hands off me, stopping me every few steps to flip up my skirt and grope my ass in the middle of the street when no one was around, or grab me from behind and grind his boner into me as he kissed my neck.
We finally made it to the alley, and wasted no time at all. “We have to be quick,” I cautioned to him as I unbuckled his pants and wrestled his cock out of his boxers. It was even bigger than I imagined, and my jaw literally dropped. I genuinely wasn’t sure if it was going to fit, but I was gonna try, dammit!
He flipped me around, me gripping the wall in front of me as I mentally prepared for my pussy to be stretched open and ruined by that big cock. I could see the street out of my peripheral vision, and even though we were in the shadows, fantasized about someone being able to see me. What would they think if they saw a little slut bent over, skirt flipped up, dripping pussy, all for some Tinder guy she just met?
After stroking my pussy lips with his fingers a little bit to spread my juices around, he replaced his fingers with his cock, rubbing its fat head all over my smooth, slick mound. It was literally so hot, it felt like a burning iron rod on my sensitive skin.
And then he pushed. Fuck, there’s nothing like the mix of pain and pleasure of the first stroke from a huge cock. It felt like he was claiming my whole body with that one stroke, pushing past all of my previous limits and stretching me as far as I’d go.
“Breathe, just breathe,” he whispered to me. Clearly he’d had to coach some other girls on how to take this thing without screaming.
I nodded, trying my hardest to stay quiet, focusing on the pleasure rather than the pain. After what felt like a solid 60 seconds, he was all the way in. It was insane, it felt like I could feel his heartbeat (or maybe mine) through my pussy. It felt like heat was radiating from his cock and my pussy, making the cool autumn breeze feel even sharper against my bare skin.
He fucked me slowly but steadily, and I savored every moment. I was shocked at how deeply my pussy clenched his cock as he’d pull out, like it was gripping with all its might to keep his member inside of myself, which was growing wetter and hotter by the second. He’d push himself back in until he hit my inner wall, me feeling like he was reaching all the way to my stomach. In and out, in and out, I felt hypnotized by him fucking me, and again I basically forgot that we were in public, that anyone who looked closely enough could clearly see a little whore bending over to get fucked hard by a big, strong man behind her.
We only fucked for a few minutes before I felt his cock get even bigger and he exclaimed, “I’m gonna cum!” He quickly pulled out, shooting rope after rope of thick cum onto the ground, and leaving my pussy gaping open.
After catching my breath, I stumbled away from the wall, knees weak, hair tangled, face wet with sweat, and pussy swollen beyond belief. “Let’s do this again sometime,” I giggled to him.
So we did :)
Source: reddit.com/r/gonewildstories/comments/mhm52j/first_time_getting_fucked_19f_in_an_alleyway_25m
Very hot I have to rub one out