Sex-DungeonMaster, Author at NSFW story

[MF] My Married Friend

Grace and I had been friends for a long time. Always flirty but never quite acting on it. We would drunkenly cuddle together or play strip poker sometimes. But she was married (albeit polyamorous) and her husband was only cool with her hooking up with girls. I was trying not to be that guy anymore, but I was definitely walking the line.

One night we were in my apartment listening to music and playing trivia. It was summertime so that was the pretense we used for slowly removing clothing as we drank merrily and loudly. So there we were in our underwear, shooting the shit about nerd stuff (anime, scifi, hipster music, etc) when she sort of bluntly tells me that she and her husband are seperated – likely soon to be divorced. I was absolutely floored. After a couple of awkward shots she (once again, bluntly) asks if she can kiss me. “Uh, of fucking course you can,” was my response. Her lips were soft and wet, her breath hot. We’d been flirty before but never kissed, it felt nice. Read more »

[MF] Playing a risky game with my stoner FWB

I’ve had a lot of strange experiences, mostly ones that I willingly put myself through because I’m a bit of a dummy with poor impulse control. Reader, you may remember [my first story ever posted](https://www.reddit.com/r/gonewildstories/comments/irjxa2/mf_my_first_date_with_a_stoner_chick/), in which I went on a “date”(?) with a grungy stoner chick named Gina. To say Gina and I hit it off is probably an overstatement. We didn’t really. We kind of just shot the shit until we were ready to have unprotected sex a couple hours after meeting.

Furthermore, you may recall that upon reaching the precipice of said risky coitus, I announced the imminent release of ejaculate. Gina’s response was simply to inform me that she’s not on birth control meekly, as if it was totally unrelated to the task at hand. Her words and actions were that of someone just sort of passively accepting what is happening. Like, ‘Oh, you’re gonna get me pregnant? Okay, I guess.’

The thing is, both of us were very much against having a child with a stranger. And yet there she was waiting for ME to make the right choice (LO fucking L) and there I was waiting until 0.001 seconds were left on the clock to pull out. The fact that I didn’t impregnate this goofy ass hippie chick might have been an impressive show of discipline on my part, IF I hadn’t continued to see her after that night. Read more »

The Hard Goodbye CH3 – All In [FM] (cheating | blackmail | breeding)

Time marched on after that night. After Ben tied me up and used me, forced me to beg for it, I decided to cut ties and come clean. Not completely clean, mind you, but clean enough. I invited my girlfriend, Kelly, over and told her I had a one-night stand. I told her that it meant nothing and that we used protection. My pregnancy test came up negative so she would never have to know the full extent of it.

At least this way I could give her the reins to my life, let her decide our fate. Either she would leave me and relieve my guilt, or she could choose to move forward with me – and start fresh. She surprised me when she forgave me. In the following weeks I recommitted myself to her. Kelly would spend the night at my apartment every night. I cut back on my drinking and came straight home from work every day. Read more »

The Hard Goodbye CH2 – Broken Promises [MF] (bondage | non con | breeding)

(This is a non-consent fantasy and nothing more. Keep it in your imagination, folks! That being said I hope you like it and if you do there may be more on the way.)

A few weeks later, on a rainy night, Ben texted me. I was curled up on my sofa with a book and a glass of wine. I checked my phone and my eyes went wide, what did he want? I had almost forgotten that he intended to see me again. The last time … well I had tried my best to move past it. My mind didn’t really know what to make of it. I had a girlfriend who I loved and I put myself in that situation with him. And then it went too far and part of me felt guilty that I had let it go that far. Part of me felt afraid of Ben after how he had acted. But even so, I responded to his text.

Ben: Are you at home?

Me: yes

Ben: I’m on my way over. Put on something sexy.

Me: ok Read more »

Babysitting a Teenage Raver [MF] (drug | age gap | romance)

*(This is a sequel to a* [*previous story*](https://www.reddit.com/r/sexstories/comments/j5sj8a/babysitting_my_drunk_boss_fm/)*, from the perspective of Dan. As always, all participants in this work of fiction are 18+ years old)*

For years Maggie took care of my sons, hell one night after a few too many drinks, she even took care of me. She was more than just the babysitter, she was a really good kid. When she went off to college I was proud of her, it had been over a year since then and I guess she was back in town for the summer. How did I know that? Well her friends just called me on her phone and said she needed to be picked up… from a rave.

When I got the call I was in the middle of a somewhat promising date with an age-appropriate woman. A tinder date. From what the kids tell me those usually end with sex, which I haven’t had in a long time. But fuck it, Maggie’s like family. As I pulled up I got them a text and within a few seconds I saw a few neon-clad girls emerge from the mass of colorful costumes outside the venue. I’ve never really understood the whole rave thing but to each their own I guess. Read more »

The Hard Goodbye [FM] (cheating | non con | breeding)

*(This is a non-consent fantasy and nothing more. Keep it in your imagination, folks! That being said I hope you like it and if you do there may be more on the way.)*

It had been a long day, at the end of a long week, at the end of a long month. So I went a little crazy at the after-work party. Partly to let loose and blow off steam, but also because Ben was leaving. Ben was my all time favorite co-worker; we had little inside jokes, we always knew how to cheer each other up, and best of all he was under 50 (half of our department was not). Talking to Ben was honestly the best part of my day. But seeing him at the bar that night, I couldn’t bring myself to say any of that. Not without a few beers at least.

So I had a few, and then I had a few more. I might have overshot it a little. By the end of the night I was stumbling in my heels, after a couple close calls I decided to take them off and put them in my purse. I didn’t have any emergency flats but I was drunk enough not to care plus I at least had pantyhose on. Ben came up behind me and squeezed by, placing his hand on the small of my back. Gesturing to the bartender he sat at the stool beside me. Read more »

[MF] Sweet & slutty gamer girl squirts for me

After our very successful [first date](https://www.reddit.com/r/gonewildstories/comments/iuwq7e/mf_friendly_wager_with_a_sweet_slutty_gamer_girl/?utm_source=share&utm_medium=web2x&context=3)(in which we played strip smash), Ellie and I started seeing each other regularly. We weren’t official but we were dating, at least once or twice a week. In case you don’t remember, Ellie is a tiny-on-the-top, big-on-the-bottom, horny nerd princess who’s pretty much down for whatever. Being an ass man, a gamer and a degenerate, I was smitten by this girl.

Once again I suggested that we play a risque game of skill or chance on our date so she ended up choosing [King’s Cock](https://www.reddit.com/r/sex/comments/2jt4ox/cardbased_easy_sex_game_for_any_couple/) (basically sexy King’s Cup, credit to u/PeanutAlmighty). Somehow I ended up getting all of the spanking cards (Jacks) and she told me to give her 3 every time so if my arithmetic is accurate that’s at least 12 hard slaps on the ass for poor little Ellie. I think we modified a couple rules but ultimately we had a blast with the game, would recommend it! Read more »

D&D T&A Level 1: the Barmaid & the Golden Bastard [MF]

It starts in a tavern. Always does, doesn’t it? Every adventure and every mistake starts in a tavern. Anything worth remembering starts here, but it all ends up washed away by the sweet, familiar sting of whiskey. No lessons learned that can’t be forgotten and learned again. Hell, I think I’ve forgotten more than I’ve ever known, but maybe that’s just the 5th ale talking. The tavern is where a hero begins and ends, and where their story lives eternal in songs sung and tankards raised.

Listen to me yapping on, waxing poetic and here you are wondering who the hell I am. Excellent question. My name’s Sunshine, but most folks call me Sunny for short. If you’re reading this you must be in my head. Not the safest place to be, I must warn you. And a bit crowded at that. The circumstances of my heritage are something of a taboo; I’m what’s called a tiefling. Tieflings are devil-blooded folks, everybody has a rotten apple somewhere on the family tree, only difference is devil blood infects the tree down to the last twig and leaf. Every child and grandchild of mine will be born with my horns and my mustard yellow skin. Read more »

[MF] One night affair with a pregnant army wife

Since today is World Mental Health Day (10/10/2020, imagine that) I’d like to share a story of a time I was temporarily insane and made a very poor choice. A fun choice, but a a dumb one. Also not to get too mushy but I hope you guys are taking good care of yourselves today, it’s easy to forget to show yourself a little kindness so make sure you don’t forget today of all days! Whatever that looks like to you, go do it! But first, I want to share with you the time that I slept with a definitely married, probably pregnant woman. Now let it be known that I didn’t know she was married to a soldier when I fucked her, but if you’re in the armed forces and you’re reading this – my bad. I may have fucked your wife; no hard feelings, right? Read more »