Category: gonewildstories

Double Headed Dildo Drama (Follow-up to the Alyssa story) [m/f]

So after that one night with Alyssa things pretty much went back to normal. Neither of us mentioned what happened, and if she seemed to ignore me a little more than before in social settings no one really noticed. I just figured that in the clear, sober light of day she realized what happened and thought it was a mistake. And while I felt a bit dejected, I couldn't really blame her. I guess when you've been facialized by a friend you've never really had feelings for, you can feel a bit awkward about social interactions with them.

But did she have feelings for me? Besides drunk and horny? Was there a reason she called me, or was I just available? Was it interest or luck?

I spent about a week with these thought churning through my head. It felt like high school awkwardness all over again. But after a little while, and no signs from Alyssa whatsoever, I was able to just chalk it up as a fun experience and a small boost to my ridiculously small self confidence.

Then a few months later, she called me again. Read more »

(F4M) The most degrading and sexiest night of my life

Background – I babysat for a coworker of my Moms when i was a teenager. He lived up the street and was married with his wife travelling a lot. We got really personal over the years, spending a lot of time together when he would come home from work. I absolutely looooved teasing him and was usually out on his patio in my bikini tanning when he got home from work. Over time, we got really comfortable with each other and somewhat inappropriately discussed his sex life with his wife, my sexual adventures as a horny teenager, kinks and fantasies, etc. Eventually I turned 18 and we started having pretty regular sex when his wife was out of town, or maybe a quickie when he got home from work occasionally. By this point in the story I'm about to type, we had already explored our kinks and done LOTS of really rough and dirty stuff, but nothing as dominant/submissive as this!! Read more »

[F/F] Finally met someone who could exhaust me! (/r/dirtyr4r Success Story)

While I've always been attracted to women for as long as I can remember, I didn't start exploring my interest in women until fairly recently. My first experience was actually through a /r/randomactsofmuffdive hook-up. It was nice, but as it was basically akin to losing my virginity again, it left me with a lot to desire (and learn!).

That's where this story begins. I made a few posts in various subs, seeking out “a lady to play with”. Unshockingly, 90% of the respondents were guys looking for a threesome. There were a few women, but none that clicked too well. A few weeks down the line, I finally got a response from a lovely girl, vaguely local, who I'll call “M”. M and I sent some messages back and forth, each one getting progressively more friendly and flirty. A particular exchange of note involved us sending pics to one another with the books we were currently reading between our unclothed breasts (see, reading is sexy!). Didn't take us too long to realize that we wanted to get together in person for some more nerdy-sexy fun. Read more »

Two Captains, Cocked and Loaded

''Oblivious,'' Captain ‘Murika whispered, his hot, morning breath running down his fellow admin and most intimate friend's hairy, unwashed neck. ''I want you so badly…''

“Take me like the deagle in the new summer infirmary on a freeday,'' Captain Oblivious whimpered as ‘Murika burrowed his face in Oblivious’ greasy mane.

Captain ‘Murika slid his hand into Oblivious’ sweatpants and explored it's wild, smelly bushes. Oblivious let out a lustful moan as the Jailbreak Admin took a hold of his FiveSeven. The Deathrun Admin shivered as ‘Murika rubbed his rapidly growing man-meat. “Are you o-okay with the size ‘Murika?” Stammered Captain Oblivious. “It’s not too small?”

Captain ‘Murika awkwardly winked, appearing to have a seizure. Pointing an orange Dorito finger at his eyes he smirked. “I have all the perks, I am no stranger to your body. Now let me show you the power of my Blood Money.”

Captain ‘Murika ripped off Captain Oblivious’ spaghetti-stained shirt with a big strong hand. The one that wasn't busy nurturing Oblivious’ mini warden, of course. Wink wink to the reader.

After a few minutes of playful toying, ‘Murika decided to give Oblivious a taste of his Ammo perk. They joined an empty Jailbreak server where ‘Murika took his rightful warden spot and Captain Oblivious was his naughty prisoner. Read more »

Sex at work with a cheating wife and little white lies that led to threeso[M]es. Pt-2

Click here for Part 1.

During the time that Tawny lived with us, I noticed a somewhat cute, shorter woman at work. We'll call her Sally. Blond hair, tight ass, and a killer smile. We talked almost every day but only at work. She was married and had one child, but her husband was away for 1 to 2 weeks at a time for work. Over the next few weeks our conversations became a little more flirty. She was really getting into it. She would come by, take my phone and write something funny and sexy on the notepad for me to read. One day we got to talking about movies and I brought up the movie Hero. She had never saw it and suggested that I bring it to her place one Friday night.

Naturally I made up some late night work excuse so my wife wouldn't be worried and I could go hang out and watch a movie with Sally at her place. Read more »

[M4F] My Anal Adventures: Hits and Misses

I didn’t have my first anal sex until I was 45 or 46. I got married at 25 and broached the subject with my wife sometime during the first two years but she wasn’t interested at all (don’t get me started).

However, when I had my first affair, my AP specifically asked me if there were any sexual things I hadn’t tried but wanted to try. She wanted to give herself to me in a way no one else ever had. It was the first experience with anal sex for either of us. We went slow and used lots of lube, but I think it was still at least a little bit uncomfortable for her.

I always waited until after I made her come at least twice before moving to anal. Our best time was once when she was lying flat on her stomach and I was on top of her with my hard cock deep inside her tight ass. I reached around and slid my hand between the bed and her thigh. Then I rubbed her clit until she came again while at the same time filling her ass with my hot cum. Read more »

Sex at work with a cheating wife and little white lies that led to threeso[M]es. Pt-1

This is a my chronicling through cheating, three ways, and the sexy text messages that got me there. (Probably will be a multi-parter but we'll see.

I have always been into sex, porn, beautiful women, you name it. And just as many other men, always wanted a three way.

I've been married now for about 5 years to a tall, beautiful woman with gorgeous fake tits. She's always wanted them so who was I to argue? Mmmm Titties.

My story begins with us buying our home and finding a daycare for our daughter. An in-home daycare ran by a cute, short, skinny woman with a husband and 3 kids of her own. We'll call her Tawny. Dark hair and a nice little ass. She was very attractive so I didn't have any objections to us selecting this daycare. Over the course of about 6 months, we all became friends and even hung out a few times here and there. Anytime we would go over for a bbq or movies, I would notice her eyes wandering. Sometimes at me, other times in my wife's direction. That's when my mind started wondering… what is she thinking, or looking at? Read more »

He had to pay me back somehow m/f

This is my first time posting so be nice to me ladies and gentlemen. Sorry about spacing and such, I'm on a mobile platform. This is definitely one of my favorite stories to….well…visit from time to time. Read more »

(F)inally hooked up with (m)y crush part 3: the tables turn

Hi there. I hope you enjoy the conclusion (for now) of this story. Here you can find part 1 and part 2.

He told me that he wanted to give me a slight idea of what he had been through. I helped explain the knot I had used on him and he tied me up the same way I had him. I didn't realize what it was like. I could hardly move my limbs but I could still move my torso around a bit. He blindfolded me before he got to work. From here it's hard to describe what happened. Almost all the information we get from the world is visual and when that's cut off it can be hard to tell what's happening. The mystery of the experience only added to the excitement. Every move of his was a mystery, every touch a surprise. Read more »

[M4F] The Church Lady – some of my favorite memories:

Jean (not her name) is about 5’5” or 5’6”, slim but with nice sized tits. She was 48 to 50 when we had our affair (I was 50 to 52), but she still had the tight, firm ass of a teenager (one of my favorite features on a woman). Here’s how we first got together: http://www.reddit.com/r/gonewildstories/comments/38z4m4/how_i_started_my_affair_with_the_church_lady_

Here’s one memorable encounter: http://www.reddit.com/r/gonewildstories/comments/38yvsk/one_of_my_hottest_sessions_mf/

A reckless moment: http://www.reddit.com/r/gonewildstories/comments/38vi3d/my_most_reckless_moment_mf/

A reckless weekend: http://www.reddit.com/r/gonewildstories/comments/38vecf/my_most_reckless_weekend/