Nice to meet you. [M/F] [virgin] [oral] [anal] [outside]

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.

Pixie gets her Tail! [Mfsub][Anal]

I’d agreed to live with Donovan as his pet for one hundred days. On day 80, he’d returned home from a trip to find that I’d broken a number of my pet rules and eyed him defiantly. He was pissed, really pissed, and drunk as well. And now, in his bedroom, with a dog leash attached to my collar for the first time, I was being punished.

“We’re taking this to a new level,” he said. “You’re wearing your tail tonight.”

He reached over to the nightstand and opened a drawer where I heard the rattle of him taking out stuff. He then dangled a sable colored white tipped fur tail, as long and as bushy as a fox tail, in front of my face.

“This is your tail.”

When he ran the fur across my cheek, I realized the handle in his hand wasn’t just a handle. It was a butt plug.

“I’ve been wanting to do this for a while.”

“No. Please.”

Wife gone wild

First time posting, really hoping I am doing this correctly.

A little background, my wife and I have been having a rather stressful week with some things going on at work, we haven’t had any days off together over the past two weeks.

Last week I went out with some buddies and had tons to drink I had been texting her throughout that day letting her know how bad I wanted her, and after coming home we had tons of fun.

Last night was her turn, she let me know earlier in the week she would have a girl’s night with a friend she hadn’t seen in a while. We touched based early in the night just to say hello, and after about two hours I received a text that just read “I’m horny”. I knew then it was on! I was cleaning up the house a bit and decided it was time for a shower, after I finished up I was standing by the bathroom vanity shaving, I heard the front door open, and walked out to greet her, I hadn’t seen her like this in a while, she was wasted!!! She passionately kissed me, and I could taste the alcohol.

My (f)irst and only accidental ass to (m)outh

A few weekends back, I went to dinner with a few friends. After a nice meal, we ended up at the local dive bar. It was a slow night and I was getting pretty drunk when my long-time FWB showed up. He came straight over to me and I knew exactly what I’d be doing later that night. After he had a few catch-up drinks, we said good night to my friends and headed to his place. We had petted some at the bar, so my panties were already wet and I was ready to rock. Let me preface this part with two facts. I love anal and I love eating cum, though I’d never experienced both in the same session. We went straight to the bedroom and hurriedly stripped off. After a few passionate kisses, he started trailing his way down. Flicking and sucking my rock-hard nipples then playfully tonguing my tummy, he made his way between my legs. Having known each other for some time, he knows exactly what I like. He worked his tongue slowly between my inner labia as I opened up for him. After a short session on my clit, I was ready to explode. I rolled over onto my stomach, lifted my ass in the air, and looked coyly over my shoulder. He knew exactly what I wanted. Reaching in the nightstand he pulled out the lube, oiled up his shaft, and placed the head against my throbbing asshole. Slowly he pushed his way in, all the way to the hilt and began to pump slowly. As my ass loosened a little, I could feeling my orgasm already building. He increased speed a little and I told him I was about to cum. As I climaxed, I could feel my ass pulsing around his cock, driving him toward the edge and he said he was about to cum. At this point, the alcohol had fully taken over and without thinking I pulled off of him, spun around, and hungrily suckled his cock until he exploded down my throat. As his orgasm subsided, he looked like a deer caught in the headlights. Nervously, he stammered, “do you realize you just went ass to mouth?” It quickly sank in that I’d probably just sucked my own shit off of his dick. A wave of panic an embarrassment moved over me and he could tell I was about to cry. Luckily, he is excellent at playing things off and can make me feel better about any situation. As we talked through the rest of the night, the horror wore off, but we decided to use a little more restraint in our passion.

Follow-up to my first bondage experience. A pic I took got me anal on a first date.

Neat little string of events. I tied someone up for the first time and posted about it on my [blog](https://playboyphilosophy.wordpress.com/2016/01/22/daddys-girl/) and on [reddit](https://www.reddit.com/r/gonewildstories/comments/429bi0/resentment_met_desire_and_gave_me_my_first/).

Later that day I met someone on the street who I fucked that day, who was curious about getting tied up. Posted about that [here](https://playboyphilosophy.wordpress.com/2016/01/24/clockwork/). The pic referenced in this post is from the second time hanging out with that girl.

================================

Becky. Tiny asian. We meet on Tinder. Set up plans. She tries to cancel an hour before because she’s “tired”. I give her shit for it. She feels guilty and comes out anyways. We meet at a bar downtown.

I get her an uber. She shows up and we hug, I kiss her neck. Get G&Ts. Sit in the corner. It turns out she’s a marine biologist that works at a poop processing facility. That made for some fun escalation.

LA > job > poop > dating > relationships > sex > kissing.

At one point we were talking about light bondage. I showed her the following pic, which I took of a chick that week. You can see the purple fucklight I reference in my blog posts.

[F] The last time I had anal

So the last time I had a guy put it in my ass was kind of a long time ago. People always assume I like anal because I like to wear butt plugs a lot but let me tell you, wearing a plug is nothing like having anal lol. I’m not saying I don’t like anal sex because I do most of the time and because I wear plugs so often I’m not nervous about it being overly painful… unless the cock that’s going in my ass is really big… which was the case the last time lol.

M(22)/F(21) starting things off with a bang (in the library)

This is a story about me and my first girlfriend, B and our first time together. The good stuff starts at place marked “good stuff.” It was my sophomore year and I was just starting to come out of my shell. High school was an awkward time for me, but I always played sports and always thought about sex. I’m right at 6′, dark brown hair, athletic but slim frame at the time (I’ve put on more muscle since then…at least I like to refer to it as muscle). I was your typical good kid with a dirty teenage boy mind, except that it didn’t go away and still hasn’t. At the time that I met B, I had already lost my virginity (though not long before) and it was awful. Because I was so nervous about putting myself out there, I waited until I had a sure thing and I later learned that I could have done way better. B made me realize that.

[MF, Str8, Anal, Short] Creme-Coated Dung

  Pushing against Melissa’s sphincter, David’s lubricated member found its way. Her body invited his inside, fostering an open, exposed sensation. His phallus hugged more tightly than usual, David let out an inescapable moan. Backing out slightly, only to return back inside, David moved slowly to relieve the tautness. He felt only a vast emptiness past where his body ended. Pushing as far in as he could go, David heard Melissa inhale a gasp of welcoming pleasure. He felt a small, additional object brush the upper-side of his erection, and pulled out slightly.

  Finally, David saw the truth. Girl’s do go number two. The tiny speck of feces on his member was indicative of this. The inside of her intimacies outweighed any disdain he would have felt. He brushed it aside, returning fully inside her and wrapping his right arm around her leg. Passing through her pubic hair, he found her vulva. David massaged the skin around her clitoris while manuevering his erection slowly through her backside. Overwhelmed by the sounds of her pleasure, he ejaculated inside of her.

Every straight guy NEEDS to try RECEIVING ANAL!

Gay, straight whatever – EVERY GUY NEEDS TO TRY RECEIVING ANAL! I (male) tried receiving it for the first time tonight with my female roommate (we fuck sometimes). I am a bit curious, wanting to try it with guys but thought I might want to try anal first to see what its like. Anyway, using a carrot she very slowly inserted it in my ass. It was a bit uncomfortable at first but once I loosened up and she started to go faster it started to feel really good. Then…OMG…. I started wanking off to it. It only took like 2 minutes of her fucking the carrot in my ass before I had the biggest, most explosive and best feeling orgasm I have had in my life (I’m 20). It radiated through my entire body, never felt anything like it. Afterwards, I sat in the chair with my legs in the air for about 10 minutes just recovering. Now I’m wondering if its just an anal fetish i have! Anyway, anal produces mind blowing orgies and every guy no matter who or what sexuality needs to try it. Remember, it’s only gay if its a guys dick in your ass!

Hotel road trip squirt [F+M]

If you read our first story then thank you. If you did you would have learned how the Long time GF and myself love to fuck on the side of the road when we go on road trips. Something about fucking out in nature that is extra hot and exciting and I love to cum inside of her and have her tell me on the trip when I start to drip out of her.

Well on one of our long trips trough the mountains where one side is rock face and the other a sheer drop thousands of feet below you tend to not have many places to pull over, and with all the tight twists and turns any blow job was out of the question while driving.

Well that didn’t stop the GF from masturbating much of the hrs spend in the mountain listening to her music after having some green bliss to enhance the experience. I spent the whole time trying not to drive us off a cliff while she made the vehicle smell like her love juices. I was driving with a hard on the whole time, which got her off. Every now and then when the road got better she would move her clit bullet rub her fingers up and down her pussy getting her finger nice and wet, then put it under my nose then in my mouth to taste her sweetness.