Category: gonewildstories

My first anal experience, and definitely not my last [m/f]

I've been reading all these great stories and wanted to add my own true story.

I was a somewhat late bloomer and didn't have my first GF until late in college. We were both virgins and the sex was pretty good, at least I thought it was for two people with zero experience. I had always been interested in anal sex and would occasionally ask but never got anywhere, not even a finger in her butt.

We were coming up on a year into our relationship and the week before our anniversary, we were hanging out in her apartment and having a some afternoon sex. Out of the blue, she asks me if I want to put it in her butt, as a sort of early anniversary present. Of course I said yes and my cock was super stiff at this point. We went back to her room and she started off with a nice wet blowjob. She wasn't a fan of receiving oral (never really understood this) so it was straight to pussy for some fucking in missionary. After we both got worked up, she turned around and got on all fours with her butt in the air. She asked if I was ready and the only confirmation she needed was seeing how hard my dick was. I couldn't believe this was going to happen, I just nodded yes. Read more »

First orgy that ended with a broken dick. You’ve been warned (MFMFMF)

For the first time ever I have managed to get together with a girl who seems to be just as sexually explorative as myself. To be honest it's a breath of fresh air. No more "trying to figure out the best way to bring it up" kind of stuff. Just full on "I like this" what about you. No judgment, other than a bit of laughing when I showed up in my man thong… and lots of communication.

So after our first time having a MFF which I fucked up massively and only fucked the other girl (yes our swinging stories end in disaster more often than not but it doesn't stop us) we decided to try to start swapping with other couples. The first time was a bit of a big bust. We met this couple on CL and they seemed pretty cool. We got to the club and my girl (let's call her Gerty cause it makes me laugh) decides that to calm her nerves she was going to drink and ended up throwing up all over the place. We ended the night with no sex and laughing in the parking lot of a swingers club just the two of us. Probably one of my favourite times in our relationship. Read more »

First date (M/F)

2007 – Taking summer classes. I like this girl at my college apartment complex but she was taken. She set me up with her friend that was literally there for the weekend.

Pretty hot blonde, should be fun to go make out. It's a double date up to the mountains to make smores and watch a movie.

We can't get the fire started, so we bag the smores and start the movie. Movie sucks. Me and hot blonde break away (20-30 yards). It's dark. We lay out two blankets. One to lay on, one to cover.

It's pretty clear we're going to make out. So we do. My hands explore just a little around her chest, but I don't touch her breasts. It's our first date.

She laughs a little and says in, quite possibly, the sexiest voice I've ever heard, "Don't tease me…"

No hesitation, I go in for it and grab her boobs. She's really small but I like it that way. Plus, I can't complain about caressing her nipples on the first date. Read more »

The Bottle, the Bourbon, the Pain, and the Prayer [M/F]

The following is written with my own memories, and edited for clarity, truthfulness, and to remove unnecessary dialogue by my partner. This happened two nights ago, in our living room in Texas, around 10 at night.

The rain pattered softly against the window.

I set the bottle down and groaned.

My world did that thing again, where my eyes shook a bit and it rotated just a few degrees.

Fucking world.

Fucking gravity.

Fucking inner-ear balancing bullshit.

Today would break a string of sobriety that had lasted a year and a half. A year and a half of careful, calculated avoidance of that lovely lady who sat at the bottom of the bottles in our pantry. She was lithe, dark skin, and a smooth talker.

The taste of the bourbon on my lips was so sweet. It tasted of vanilla, fruit, late nights, shaving in the mirror with a straight razor, and a guitar gently crying into the darkness.

I put my hands in my hair and muttered to my partner, coming through the doorway of the hall,

"Why didn't you stop me?" Read more »

Tricks and Treats Part Two (MMF Halloween Threesome)

Part One

Chrissy went to her purse to get some weed, bending over, her round ass looking amazing in her thong.

"God, I almost forgot how big you are," Shelby said, kissing my neck as she plaid with my not limp cock. "Girl, you're lucky you get to play with this whenever you like."

"I was so intimidated the first time I saw it," Chrissy said, passing me the the joint. "Now I can't get enough. Isn't that right, dear," she stroked my hair, but kissed Shelby, a long, passionate kiss. She pushed her back onto the bed and straddled her, groping Shelby's impressive breasts as she did.

And. I. Got. So. Hard.

Chrissy was kissing down the other girl's stomach when I stood, ripped down Chrissy's tong, and pulled her hips back.

"That's it, papi, take what's yours." She was pulling down Shelby's underwear. "I'm going to take what's hers."

I entered her slowly, loving the muted groans as she began to eat Shelby.Shelby's eyes rolled back and mouth opened as if she wished to say something but couldn't find the words. Read more »

[m/f] How I slept with a group member before a class presentation

So apologies beforehand, I am in no way a master writer. I can write History papers like a champ, but when it comes to stories, eh. This is a throw-away account, as my friends and girlfriend browse Reddit, and I don't need this on my post history, you understand.

A little backstory: I am in my first semester of graduate school, hoping to graduate in Spring 2017 with my Master’s. Part of my program requires an unbelievable amount of presentations/group projects, things I normally despise. I’m also a graduate assistant (which is basically a full/part time job that helps with tuition, housing, meal, etc) in one of the departments on the campus. I grouped up with two girls from the same department as we all work crazy hours, but we know when each other works and we spend most of our time on a certain section of campus so we’re not far away if we have to meet and work on the project. Our professor wasn’t happy with the idea of three people from the same department working together, so he attempts to break our group up. Our saving grace, we’ll call her Kristen, she works in another department and basically says “No worries! They look cool, I’ll work with you.” Which was a huge relief, because a lot of the other students are snooty Type-A pricks who drive me nuts. Read more »

Later that night, I made her beg – [M]y secretary and I in the south of [F]rance, Pt 2

Pt 1 is here :)

At this point I had received what was undoubtedly the best blowjob I had had in my life. In hindsight, and after receiving a few more, I realized that it wasn't because she already knew exactly what I wanted, it was that she paid attention and did whatever my hands interlaced in her hair said within the limits of her gag reflex. She learned quickly, was enthusiastic and loved the taste of cum. This was a magic combination, to say I was surprised to learn this after my first impression of her being bound up tighter than the textbooks she was so fond of would be an understatement.

At this point I was naked from the waist down. She was curled up in my lap, still wearing her little sundress. The skirt was open so her bare thighs were against mine.

This got me hard again almost immediately (good boy!), but I wasn't going to do anything with it quite yet. Instead, I kept rubbing her back and watching the sun set. Post-orgasm, I was regaining faculties of rational thought faster and faster and resisted the need to throw her over my shoulder and drag her off to my dungeon caveman style. So I did nothing, and instead developed a plan. Read more »

Giving head to my Marine friend [F/39][M/30]

I have a fantastic Saturday night a few weeks ago with my Marine. I wake up the next morning thinking of him. Of course I wanted to see if I could tease him… maybe even see him? I never performed oral love on him before and although it's intimate to me, I love to do it.

The scent of your cologne still lingers on my pillows. I think of how I desire your touch. I want to explore you with my mouth.

He responded to my text very quickly

That sounds really nice… I want that so bad

So I push the envelope

I'm very good.

I can brag,right?

He responds

oh are you, now I'm really hard

I can feel my pussy swell. I know I'm wet. I tell him. He tells me he's rock hard and begs to come over. NOW. He asks if I can make him cum with my mouth because that would be amazing. I suppose being on a battleship with a bunch of sailors and marines is pretty much a floating sausage party. He's solidly hetero and didn't dabble while on the ship. I stop teasing and tell him to come over. Read more »

Reconnecting with and fucking an old crush. (m/f)

This past weekend I hooked up with an old High School crush I hadn't seen in about 13 years. We'll call her Storm.

My wife and I decided a long time ago to have an "open" marriage. Like a lot of such things, this started with a few threeways with an ex-girlfriend of mine that I was still friends with. Since those trysts came to an end I've been unsuccessful in finding a woman good enough to actually sleep with me.

I went looking for Storm a few weeks ago on Facebook, but to no avail. She was one of those girls who never went by her given name, but none of her old nicknames turned up. Thinking Oh, well to myself I moved on.

One night I got a friend request from a name I didn't recognize. I went poking around her pictures (which were a lot of drawings) until I found an actual picture of her, and holy shit! there she was!

I added her and we immediately began chatting. It was one of those weird times where things just seemed to fall in to place, and within twenty minutes we were trading dirty pictures and making nasty comments about each other. About how we missed so many opportunities back in "the day" since we didn't know we liked each other. Read more »

Just fucked [M]y [T]rans girlfriend in the back of my Volkswagen in my office parking lot

So, my girlfriend wanted to borrow my car today to go visit some friends but I had to work. So she drove me to work this morning and dropped me off at work. When she dropped me off, she told me she would do anything later tonight to thank me for it. I had been sitting at work all day getting rock hard anytime I thought about all of the stuff I could do to her tonight.

It's finally 3:30 and time to go! So I go outside to wait for her and she calls me and apologizes that she's running a few minutes late. So I sit down on the steps and wait, and my cock is just getting harder by the minute. I finally see my GTI Hatchback turn into the parking lot.

She gets out and says "oh, you're the last one here?" and I said that I was. She turns back towards the driver door and leans into the car and the hatch releases. She goes around and fully opens the hatch and tells me to sit on the opening. She squats down and quickly undoes my zipper and pulls out my cock. It's already throbbing as she puts her lips around it and slowly slides it in and out of her mouth. i put my on her head and grabbed a handful of hair and started guiding her mouth up and down the shaft. I look down and notice her stroking her cock through her salmon colored dress. Read more »