The month after my 18th birthday, my very good friend – whom I’d never met – arrived in town for a visit. You could say we had a FWB type relationship; it that mostly consisted of video chatting, sexting, and masturbating together. Don’t get me wrong, we were close friends as well, but what kept us close was certainly our mutual attraction for each other. I was a petite 5″2′ with a slender figure, perky tits somewhere between a B and C, and the kind of extra juicy ass that had me reaching for yoga pants more frequently than jeans. He was your typical “tall, dark, and handsome” – dark brown hair, a permanent afternoon shadow, and from what I had seen so far, the thickest cock I’d ever seen.
He knew I’d never had sex, so every time we “played” together I was forbidden from using more than 2 fingers. He wanted me to keep my pussy tight for him, so I did. It took everything I had to obey, my body always begging for more. As he made the drive to see me, I grew more excited by the hour knowing I was finally going to know what it felt like having a big dick sliding deep inside me.
Just after midnight, I finally got the call I’d been waiting on. I hurried outside to meet him and he met me with a warm embrace. Since we’d never met, we decided to go for a walk to relax a little. Fortunately, my neighborhood was full of walking trails, the crisp air combined with the late hour meant no one else was on the trails. We were holding hands, shooting the breeze, and walking leisurely when the path took a subtle twist into a fairly secluded area.
Our hands already clasped together, he stopped short and lightly pulled my arm to spin me back towards him. In one smooth motion he wrapped his second arm around me and his lips met mine. There was a certain rush to having this guy who I’d technically only met moments ago hungrily kissing me and grabbing my ass with both hands. As we continued making out, he alternated between jiggling my ass in his cupped hands and firmly grasping either cheek. I let out a small moan causing him to pull back and smirk, giving me a firm spanking as he did.
“Are you ready to make me cum?” he asked, knowing how much I loved satisfying him. As he waited for me to answer his hands lightly lifted my shirt and tossed it aside. Unable to answer, I stood before him feeling his fingers graze lightly up and down my body before unhooking my bra letting it fall to the ground. My pussy growing more and more wet, he began kissing my neck as he whispered once again, “don’t you want this big cock?”. Unable to speak, I nodded, and he pushed me to my knees in front of him, “show me how bad you want it”.
I had given blowjobs before, but never to anyone his size. Every cock I suck, I grab it in my hand first getting a good feel for the thickness then slowly lick it from base to tip. When I took his head between my lips I could already taste him dripping in my mouth. I slowly worked him deeper and deeper into my mouth – purposefully trying to tease him, moaning while I sucked him. He pulled my hair back and grabbed it like a pony tail in one head, pulling my head off his dick slightly and forcing me to look up at him – tip still between my lips. “That’s my little slut” he said smiling down at me, “now, suck!” he commanded as he grabbed my head in both hands and began pushing his cock down my throat moaning as I choked on his length. When he let my head go I quickly returned to sucking him off until he’d again grab my face and thrust deep into my mouth – each time holding himself a little longer as I choked on his dick. Suck, choke; suck, choke; suck, choke… I lost track of how many times it continued like this. I found myself looking up at him in the dark, his head thrown back in ecstasy as he pushed mine down on his cock for the last time. “Fuck yes, choke on that fat cock baby” he said breathlessly as he glanced down one last time before sliding his dick out of my mouth and slapping my face with it.
As I stood up he turned me around to lean against a nearby tree, slightly bent over with my ass out. I could feel him behind me, hands on my waist, his large cock grinding against my ass. “Tell me what you want” he said, and this time I didn’t hesitate. “I want you to fuck me” I pleaded, “fuck me please…” He slid my pants down over my ass, giving me a little spanking as he praised my tight little body. I felt his fingers slide up my inner thigh and start slowly circling my soaking clit. I gasped as he slid three fingers into me immediately, my juices dripping down his fingers. I could feel his cock against my ass still as he played with me, and before long his fingers were replaced by the tip of his dick slowly teasing rubbing up and down the length of my wet pussy.
I had never been so wet in my life. Feeling his head slowly enter me from behind was unlike anything I’d ever felt. He slowly guided himself inside me, pausing every time I gasped to feel my body quake and tighten around his cock – never pulling out even slightly. He was so thick and it hurt as he got deeper, but I was so horny thinking about him deep inside me and listening to him grunting in pleasure that I was able to take it. He was balls-deep in my pussy before he pulled out almost entirely and slid back in slowly but without pausing this time. I was so tight, I could feel the head of his cock bury inside me inch by inch every time. I was still gasping in a mixture of pain and ecstasy as he continued to take my pussy from behind, slowly sliding his thick cock in and out.
As he did this, both hands made their way from my hips, up my sides, and onto my lower back. He pushed down slightly causing me to push myself back onto him as I bent over further. I felt him grabbing my ass with both hands again as he began pumping into me faster “god, your pussy is so tight…” he grunted as he filled me with this length. I was starting to moan loudly, something about his cock deep inside me was making me extremely vocal as I came closer and closer to orgasm. My mind was racing… I had never been fucked in my life, and here I was bent over on the sidewalk in the middle of the night on the verge of the best orgasm of my life from a guy I’d only just met. This thought pushed me over the edge, and I started coming hard. As I did, he slid a finger up my ass.
My legs shook as he pulled out of my dripping wet pussy, his cock glistening with my juices and his finger still in my ass – somewhat pumping in and out of me. “Now it’s my turn” he said as he slowly built up the pace with his finger. I’d never had anything in my ass before, and it was the one place no girl had allowed him to explore. I ~~wanted~~ needed to give him something as incredible as he had just given me.
Slowly, he worked up to 2 fingers, then 3, sliding in and out of my tight little hole. Before I knew it he was replacing his fingers with the tip of his dick – still wet from fucking my pussy. Inch by inch, just like before, he slid inside me playing with my tits all the while. He made it about half way in before he started pumping in and out of me faster – every now and then sliding a little deeper and smiling as a gasped and moaned for him. My ass was relaxing as he fucked me harder and before long he was fully inside me – again. I could feel his balls slapping against my just-fucked pussy and I found myself loving the feeling of his cock up my ass just as much as my pussy. I moaned in pleasure, “harder”, and he obliged. Focusing on the sound of our bodies slapping together, I was getting wet all over again. “Spank me!” I begged, a firm **smack** in response.
“You like it when I fuck you in the ass?” He asked between thrusts.
“Yes” was all I could muster in response.
“You little whore” he said, groaning once again as he stuffed my tight hole with his thick cock. He fucked me hard as he released rope after rope of cum into my asshole. When he was finished he pulled out and bent down to look at my stretched hole – cum dripping out of it.
We managed a little cleanup and he walked me back to my house and he left. We saw each other a few more times during that trip, and eventually ended up dating long distance for a couple of years. Even though we were both young, we had some of the best sex of my life during our time together.
Edit: formatting
Source: reddit.com/r/gonewildstories/comments/44jcqg/nice_to_meet_you_mf_virgin_oral_anal_outside
This is a good story, but i dont believe this actually happened. perhaps it would be better suited to r/eroticfiction?