Analfucking [M]y best[F]riend | 2016

So, this is sort of a continuation of my previous GW post, but both posts are independent of each other so you don't need to bother if tittyfucking isn't your thing (I loved it): https://www.reddit.com/r/gonewildstories/comments/4wmxi8/tittyfucking_my_bestfriend/

In the first post, there was no vaginal penetration since we were time constricted, but her 36GG tits did a great job of getting me to edge! Read the post if you're interested in that part, again there's very little backstory to us both but I prefer to get into the detail we all love... This story is far far longer, so a quick warning. I'd still recommend reading the other one as the starting point in our first fuck, but I tried to make it so you can easily read one without the other and still understand the fuck-relationship we're sharing, and you can enjoy one without having to enjoy the other!

Starting! After our previous excursions, involving her tits and my dick, perhaps you'd expect it to be awkward between us. How are a guy and a girl, who have been such good friends for ages, going to react after sexually experiencing each other. The answer is: we acted even hornier with each other. While our conversations always had an element of sex, now it was getting more personal. Of course, the element of "we're bestfriends but we want to fuck each other" meant we weren't directly coming out with what we'd just LOVE to do to each other, instead we just dreamt scenarios and described places where we fantasised to have sex, sexual positions we love, and sex acts we'd be against (she said anal... don't worry, there is a twist later in the tale!) and completely and utterly for. Amongst our fantasies included cliche'd places - you know, a public bathroom, a secluded park bench, the backseat of a car...

Still the lingering sense of horniness between us, and a curiosity from both us about how our now sexual relationship will proceed, a force greater than our raw sex drive pushed us together - coincidence. I had driven into our local shopping centre (spoiler: I'd later be driving her) to pick up a few bits and pieces, and she had walked since it was rather close to her. We both were alone, and, by sheer luck, we bumped into each other. At first, a bit of awkwardness. Although we spoke about it on the day it happened, and described to each other how much we loved it, it still was a bit odd imagining this girl, whom I'd been purely friends with, now had my massive load perhaps still settling in her stomach and still dripping down her throat. Nonetheless, we met each other, and from there the day progressed until it was evening - both of us accompanying the other as we weave into and our of shops picking up things I'm sure neither of us really, truly cared about at the time.

Then, the time to split ways happened. It was around 8pm I think, I just distinctly remember the sun beginning to set and the orange tints lighting the sky. "So, would you like me to drive you home?" Of course, she's equally dirty minded to me, so she smirked at the sexual interpretation of that, and replied "If you can last long enough." Sitting in the car, I don't think either of us were thinking about the destination. My eyes were subconsciously scouting for places I could park, secluded and perfect for tearing her vagina part. Her eyes, probably doing the same thing, wondering where she could take my entire dick into her mouth once again.

This time, I initiated the contact. On the red light, I look my left hand and put it on her thigh before rubbing her thigh and quickly moving my hand inside her pants. She was already wet, and my rubbing made her wetter. At this stage, we were on a high street so there was no way I could pull over somewhere discrete to give her a good pounding. Once the light turned green, I let my hand leave the sticky, wetness of her vagina, and with the release she let out a gasp and her eyes flickered. She turned towards me, and grabbed my crotch. It was already hard, so she immediately unleashed it outside of my pants. She unbuckled her seat belt, as I turned off the high street onto a side road which I knew led to a park with parking spaces always available. She bent her head towards my dick, and began sucking and eating my dick. Her head was bobbing up and down so so quickly, and on each downwards motion she pushed my dick deeper and deeper into her throat. The thought others could see this, or perhaps the thought I was getting my dick sucked and none of the other drivers were aware at all, turned me, and I'm sure her, on even more. I needed to get into her vagina now.

She continued to suck as I sped through twisting ride roads to get to the parking space I so desperately wanted to get to now. The faster I drove, the faster and harder she seemed to go down on my dick. I could hear her gagging, and with my left hand, whenever free, I pushed her head deeper onto my cock so I could listen to that perfect symphony again and again - the sound of her spit squelching against my dick, my dick juices filling her mouth, the sound of my dick bumping against her inner throat, almost stopping her from breathing, almost causing her gag reflex to come into action. But my best friend. What a perfect slutty best friend she is. Her gag reflex was developed, and I was sure she had iron lungs to be able to suck me so hard, so deep, for so long without drawing for breath.

Finally, we'd arrived at the parking space. I didn't even bother to park in between the lines, no more than I cared about where I was going to cum all over her during this occasion. The moment I stopped, she let her tongue unwrap itself from the bewitching effect of my throbbing hard dick, and before I knew it we were both completely naked, and she moved herself from the front seat to the backseats. I reached for the condom I had kept in the side door holder, but she grabbed my hand. "I can't wait. Fuck me now. Cum inside my mouth. We can figure that out later. I need you now." I, of course, obliged. Before I knew it, we were both in the backseat of the car kissing each other, licking each other, and fondling each other.

A quick devotion to her amazing tits. I had written an entire post about how I fucked those beautiful tits, but my word. In the tight space of the car, and with us pushed against each other, they were even more mind-blowing. The perfect balance between soft and firm, large and small. Even her nipples were so invitingly succulent, and truth be told I could probably tittyfuck her for the entire year and I would be completely happy. It still gets me hard just thinking about the sight of her tits during that moment, covered in some sweat through anticipation and excitement and desire, ready to feel against my cock.

I had pushed her against the seating, with her legs in the air and her magnificent breasts on majestic show. I didn't waste any time. We'd wanted to fuck each other for so long, only our previous experience finally helped us unlock this previously taboo'd thoughts. I wanted to ride those tits, to make her scream in pleasure, to see her drenched in my cum, truth be told, from the moment I met her. Little did I know we'd take the longwinded route until we finally shared each others juices. I immediately inserted my entire dick, which was throbbing uncontrollably for her now, into her shaven, wet vagina. And I thrusted. Harder and harder she begged. Harder and harder I went. I could feel the car bouncing under the pressure of my dick thrusting into her, but I didn't care if others were watching. In that moment, that moment where her tits are there for my hands to grab and squeeze and play with, her face expressed with pleasure, her eyes rolling back through sheer delight, her breathing hard, quick, deep to take more and more dick, her hands grabbing onto the seats for dear life, that moment is all I wanted and I couldn't give a shit if anyone else was watching.

And my my, of course I grabbed her luscious tits. But, for once, it was her vagina that had taken me under its spell. It was so... tight. My dick and her vagina perfectly complemented each other. The length and width of my cock greatly satisfied the width of her tight pussy and the depth her slutty body could take dick. Bareback, I could feel every little sensation in her body. Every twitch she felt as I drove deeper into her, I felt it reverb on my dick, causing me to want to fuck her for longer, fuck her harder, fuck her more roughly. When I reached the climax of how hard I'd fuck her in that particular position, she began to cum. I left my dick inside her as she came, feeling her juices squirt against me and fill the little space remaining in her vagina. Upon removing my dick, I saw her beautiful cumstain wrapping my dick in the most delicate manner, almost like a shroud to protect it from others.

Being in the backseat of my rather small coupe, there wasn't exactly enough space to switch between positions. But, of course we tried. Done with my thrusting into her, she decided to ride my cock, grabbing my cock to prevent further entry before pushing me onto the seats. The force she pushed me with surprised me, and I fell back, with my hard dick acting as a clear pole for her to dance on. She sat herself down on my dick, and drove me to another planet. As she swerved her vagina up and down my dick, I often went to fill my mouth with her juicy tits, and spanked and grabbed her ass whenever I wasn't too lost in the pure pleasure she was filling my dick with. The car again bounced, but this time with rhythm. Whereas my fucking was brute force, and pushed the car up and down as I drove deeper into her pussy, her vagina sliding over my moved the car sideways. And the movement caused me to fill her deeper from the momentum. Like a beautiful ballerina blissfully sliding across the stage, she was perfectly moving her beautiful vagina onto and off of me, sliding my dick forwards, backwards, upwards, downwards, until the stage was completely wrapped in my dick juices.

She makes the most wonderful face pre-cum. Her eyes close, her lips quiver, and she lifts her neck the smallest of angles upwards. And when she came, for the second time over my dick, she let out the most beautiful scream, quivering, breathless, excited yet nervous, I felt the sexual pleasure and joy and fulfilment she was getting from me in that delicate, orchestrated sound. It still is music to my ears.

My dick was twitching now. I wanted to cum. And she knew I was close. After all, my dick was wrapped in her pussy juices, in her tasty cum, with her melodic orgasm notes pleasuring every little cell inside my ear and transferring that joy to my dick, desperate to cum all over her. Her tits would make a dream finish, those wonderful boobs covered in my icing, watching her grab her massive tits and lick the cum, rubbing her nipples to remove cum from her boobs onto her palm to coat her desperate tongue. It was between her beautiful tits, or her mouth. I'd already experienced the load capacity of her mouth, and frankly the feeling of her dick-sucking lips, and her twitchy tongue, wrapping itself around my dick as she gags and has her throat lined with my cum would be equally great.

She had other ideas. "Drop your load inside my ass."

I was staggered. Amongst the things we'd discussed we'd never like to do, while I advocated for anal, she was completely against it. "Painful, how could it feel good?" I could see where she was coming from, but the very taboo was why I was always interested. I'd never expect her to change her mind, knowing how stubborn she is, but also how passionate about sex she is. She'd think about every situation, and by this stage she'd probably had a very good idea of how she'd like me to fuck her, what turns her on, and what fetishes just don't do it for her.

"Are you sure?" "YES YES YES. Shove you dick up my ass." She turned her body around, leaning her arms on the bench and lifting her ass in the air in front of me. She had a perfect arch to her, and I could see from my view her massive tits pushed against the chair, overflowing. I had some vaseline in the glove compartment, and went to get it before applying it gently over her asshole, and my dick. It was my first time, and hers too. Understandably, we were both nervous. And, seeing how perfectly my dick filled her vagina, I was a bit unsure as to whether this was necessary. I knew it would be a tight fit inside her ass, which explains her earlier feelings.

But how many times would I get an opportunity to assfuck my bestfriend, bent over in front of my, begging for it deep inside her anal, wanting me to cum inside her where no man had ever came before. I stretched her asscheeks wiiiiide, opening her asshole further. Her ass was great, it wasn't exactly something you'd want to fuck her over, but it was sufficiently full, and her curves weirdly hid what a great ass she had. It was a handful, and her cheeks were firm and bouncy.

I slowly shove the tip of my dick into her ass. We both intake deep breaths. With my dick, and from my hands stretching her asscheeks, I could feel her body freeze, and her breathing stop with nervousness but anticipation and a want for this to happen. I shove my dick further into her ass. With each cm I move deeper into her, she exhales slowly. Once my dick fully filled her asshole, we both relaxed and I felt her entire body almost drop, like it was in it's zone. It was so. Fucking. Tight. Her vagina was tight, but her asshole was another dimension. I knew I'd only last a few strokes. Her asscheeks squeezing against my dick, the tightness of her asshole rubbing against the throbbing, sensitive hard dick driving into her. After around probably 10 strokes, I said the words. "I'm going to cum", and instantly I came clllllll inside her. I didn't move my dick one tiny mm while my entire load emptied from my throbbing cock into her tight asshole, listening to the sound of my squirts clang against her inner walls and rebound to form cum-puddles inside her ass.

Apparently, the sensation of fucking her inside one of our fetish fantasies, a car, the feeling we could be watched, the feeling of fucking her ass for the first time, the feeling of fucking my bestfriend and emptying my seed inside her. The combination lead to a massive massive load. I didn't move my dick an inch. I wanted to leave every little drop of me inside her slutty little asshole, as a marker "I was hear first. This is my moon moment. This cum is my flag." When I finally finished, and removed my dick, the cum simply oozed out of her asshole, dripping onto the car seat.

She lay collapsed. I fell back, leaning against the door. Her tits, crushed under her body weight dying to be free. My dick, completely happy and fulfilled and wanting more. She turned her head towards me, and smiled once again. That same cheeky smile we shared when I first came inside her mouth, watching her swallow it all. Now, I watch her naked body.

Her left leg dangling in the air playfully. Some of my cum still leaking from her asshole, falling over her massive asscheeks before making the long journey to staining the car seat. Her tits, her beautiful tits, covered sweat and some of my spit from moments I took them in my mouth. And her smile, with some of my dick juice coating her dick-sucking lips. A sight to behold.

And a sight I'd see many times more. Both inside that same car, at that same parking space. But more memorable, other moments where I was sure our sex was elevating us to unheard of dimensions.