20 Man Bukkake [mmmmmmmmmmmmmmmmmmmmf] [anal] [oral] [buk] [mast]

I was at the grocery store earlier this week and I kept bumping into this super tall, super skinny brunette. She was as cute as hell and had a nice, tight little butt and perky little tits. I wasn’t exactly following her around the store, but I also wasn’t … NOT following her.

After a few run ins, I said, “I think you’re following me.”

She smirked and said, “Funny. I was going to say the same about you.”

We spoke for a few minutes, exchanged numbers and said we’d grab a drink one night next week.

A few nights later, Melanie and I were sitting in a private corner of our neighborhood dive bar, chatting and having a good time. And then, she stopped me.

“I have to be up front about something. I’m not … looking for anything serious,” she said. “At least not now. I’m really just trying to have fun. Is that okay?”

I nodded and said it was fine.

“There’s something else, though … and this, you might not be okay with, so I’d rather get it out of the way early on than spring it on you a few weeks from now.”

Fantasy sent to my crush [MF, Cheating-caught, true]

I found this sub and wanted to submit a second story. This was recently sent to a female friend i met on Facebook as we started to grow closer and stronger together, sharing much more than how our day went. She’s married and unhappy, so I thought this might have made her more excited. Enjoy…

So we finally sneak away to the 3rd floor away from the guests downstairs, the both of us walking upstairs with you leading me by the hand. My heart aches for this moment, and by the time we get to the floor, looking into your eyes I can nearly feel it too. Smiling devilishly, we embrace slowly. I’m nervous, heart racing, but eager to do anything and everything as the first contact of your parted lips make contact with mine. The comforting sensation of your warm, moist mouth is quickly pushed aside by the sudden sensation of your eager tongue reaching out for my own, aggressively starting to wrestle in our mouths. I can feel the fabric of your snug, little black dress, my arms embracing you; and take in the scent of your special perfume you’ve reserve for this occasion.

My First Orgy: An Awkward Teenager at Tommy Lee’s Sex Mansion [Group] [Attempted]

“The lunar eclipse is this Saturday, Eddie, and my friend is having a naked party,” she said on the phone. Tara’s father was a famous musician from England, which made Tara a socialite. Once, her British rock star father and I sniffed cocaine off a skull key in the bathroom of Dublin’s. Everyone knew about it, and my popularity skyrocketed as a result.

“Is Manson going to be at this one?” I hoped the answer would be yes. At the last party I had gone to with Tara, a Tuesday night thing, the goth musician Marilyn Manson had left an impression on me. It was in regards to a joke he had made about men and women who stare at their own fecal matter. According to Marilyn Manson, doing so was a characteristic of homosexuality. I had this nagging feeling in the back of my head, secretly wondering if the reason I got bored while having sex with Rachel had something to do with the fact that once or twice I had stared at my own poop.

“No clue if Marilyn is going to be there, Eddie,” said Tara in that drowsy affectation of hers. She was on first name basis with hordes of celebrities. And she was asexual. “But you still want to have an orgy, right?”

Sweaty [m]orning [f]uck [str8] [oral]

I woke up to the bathroom light on and the sounds of my girlfriend sorting through her drawers. I quickly glanced over to the clock and saw that it was 5:30 in the morning and asked her if she was okay. In her soft, sweet voice she whispered back, “sorry baby, yeah, go back to bed, I’m just going for a run.” I told her okay, and I rolled over to watch her get ready, before I nodded off again. She was beautiful in the dim, orange light of the bathroom, her naked body moved gently as she tried to make as little noise as possible. From the drawers she pulled out a sporty pair of panties, socks, grey tights, and a cute little sports bra to match. I loved watching her pull up her panties, and she smiled as she saw me watching her every move. “Stop!” She laughed, as she turned away from me, revealing her beautiful ass, with her panties already being swallowed up between her cheeks. “Go to sleep!”

[F] My second (and favorite) blowjob

*This is the continuation to [this](https://www.reddit.com/r/gonewildstories/comments/7sk31f/f_the_second_blowjob_i_ever_gave/) post, in which me and my then-boyfriend made out and he fingered me for the first time until I came.* ?

As I roughly pushed Steven down on the bed, I could see the mixture of surprise and heat in his gaze. Having came from his fingers just minutes ago, I felt a sense of boldness and empowerment that I hadn’t before. I felt like there were no more secrets left between us, and I could finally open up and show him sides of myself that not even I had been aware of. It was intoxicating.

“You like being pushed around like that?” I purred, crawling naked up to where he lay. His eyes widened, and out of the corner of my eye, I thought I saw his cock twitch.

“By you?” He said, playing along without missing a beat. “Definitely.” He reached out to touch me, but I slapped his hand away. Pinning him down against the bed like he had done to me earlier, I moved to straddle him. We both let out a moan as our bodies touched and our hips aligned.

Hot meet-up on the way to a [MF]amily trip (long)

It had been a few weeks since I’d seen Jessie, my favorite forbidden fruit. I call her that because she is younger in her 20’s and I am…not. I think she is trying to get serious with a boyfriend. I”m on the DL for her. She’s a hot olive-skinned mediterranean type with an amazing body. Jessie is athletic and yet curvy in the best feminine ways. She is athletic, has a little sassy side to her but likes that I am a bit older and can play the authority card when we are together. I told her that any sassy talk in my direction comes with a price and to save it for her younger boyfriends. She has the most voracious appetite for sexy playtime and her oral skills are second to none. We’d been fwb for about a year and a half. I don’t know how but we just have the same tastes and same appetite when it comes to sex. I don’t have to ask about things because every time I have asked she already knows that she wants that and would like to try it if she hasn’t. I spent several months picking her brain on various aspects, positions, and mental side effects of certain types of sexual interaction. a boyfriend had taught her about anal and some cum play so to find out that she liked ass play was a bonus surprise. We live a solid drive apart but met while working together a couple years at a non-profit. Texting, sexting, and some hot skype sessions took the edge off fairly regularly, but in a way also made things difficult by keeping the visual stimulation going.

[MF] an afternoon on the couch [consensual BDSM] [gonemild]

**TLDR:** I delivered a punishment and then fooled around on the couch.

I’ve talked in the past about one of my play partners, Linda (see my post history, especially [“it was only a kiss”](https://www.reddit.com/r/gonewildstories/comments/724eoq/it_was_only_a_kiss_it_was_only_a_kiss_mf_kink/)). As it turns out last weekend she made plans to play with someone new, which, hey, good for her… except that she didn’t tell her friends she’d arrived, or that she was okay, and that’s a big no-no in the BDSM community. I got frantic texts from her friends asking if I’d heard from her, which I hadn’t. Fortunately, she messaged them pretty much right after that, and me too.

But her friends were really worried about her, and I decided she needed to be reminded that it’s okay to meet new people, but not to worry your friends.

Let me pause for some physical data here. Linda is 5’2, about 200#, but curvy and stacked with *all* the hips and a big, round butt. Yeah, she could probably stand to lose a little weight, but I love her curves. She has a bright smile, long brown hair, and brown eyes. She’s 42 and married, and her husband knows we play together. I’m 6′, a BHM, shaved head, beard, mustache, blue eyes.

Giving a girl her first lesbian experience (and a little consensual non-con) [mff]

We keep on running into roadblocks when it comes to finding a steady unicorn. We find one, then she moves to NY for law school, we find another (through reddit), and then she wants to be exclusive with a guy she’s seeing. Not to sound too whiny about our (very clearly) first world problems, and we’re totally happy for both of them, but it can be a little frustrating. Well, as luck would have it, we found another girl… who messaged *because* she was about to move to Chicago. At least we knew in advance this time? In any case, here are the details…

We posted another ad last week in the DC personals (shout out to /r/baltimoreanddcr4!) and on Fetlife, and although we got a few messages from couples and single men (as per usual), we also got one from a 22 year old girl whom we’ll call Emma. We actually didn’t think it would go anywhere because of how she described herself as straight but a little heteroflexible, that she was looking to do something fun and crazy before moving 1500 miles across the country for grad school, and because her FL profile was pretty bare. Would this be another potential partner who chickened out at the last minute? Eh, maybe, but she sounded fun, so we gave her a shot and met up for drinks on Saturday night.

Work Conference Hookup [MF][cheat][oral][anal][real]

I was traveling for work, to a big seminar where we were going to take a personality test and learn how to work with other departments in the company to reach our larger corporate-wide goals. It was going to be a three day snoozefest, lecture upon lecture, a few written tests for personality determination, and a workshop where we worked on shared projects with representatives from each of our sister departments. I normally hate traveling for work, and this trip was going to be no exception. The whole seminar was going to take place off site of any company office, at a big Holiday Inn. The seminar was close enough that I was able to rent a car and drive, which meant I got to the Holiday Inn a little earlier than necessary. Even so, there was a line at check in. I noticed a pretty redhead in the check in line next to mine, and upon further inspection saw that she was a few inches shorter than me, even with heels, with a nice curvy body and pale white skin. She also had a badge with our corporate logo clipped to her laptop case, clearly marking her as one of the attendees of our corporate conference. She noticed me looking at her badge and flashed me a big smile and a hello.

[MFM] first threesome with two perfect strangers

I [M] drove past neat little rows of farm houses decorated with countless lights and inflatable Santas, snowmen, and penguins for Christmas.

With the radio on near mute, the steady, quiet hum of the engine, and the periodic splash of wet snow parted by my tires in the background, my mind raced with many new questions. How many people living in these houses were doing the same thing I was doing that night? How many were expecting someone like me for the same sort of thing? Was what I doing in any way normal and if not, how rare was it? My eyes were opening up to a whole new hidden world that seemed to exist just behind the picturesque, lit up streets of small towns. As a lifelong resident of big cities, this simply never occurred to me before.

Finally coming to a stop in front of a small, colonial style house, I turned off the car and took stock of the situation. Aside from the dim lights in “Matt” and “Lynda’s” house, it was dark and empty, almost eerily so. What the hell was I doing here? What would be waiting for me inside? My mind raced trying to recall the several MMA moves that were taught to me by a friend, though after taking real classes and managing to get enough practice, looking back at it, I would’ve been lucky to have landed a hit back in the day…