Author: -Sorrows-

[MF][Cheating] On the clock quickie with Sara

For the backstory, read my first submission about Sara [here](https://reddit.com/r/gonewildstories/comments/66egym/mf_cheating_escalating_with_an_ex/).

I ran into Sara the other day and it got me thinking about one of my favorite times with her. I hadn’t posted a story in a while, so I figured I’d share this one.

This takes place a short while after my fling with Sara had started. I was at work one night in had just been informed that due to call-ins, I’d have to pull a double and work all night.

When I reached the home I was assigned to that night, I discovered I was stuck with one of my least favorite co-workers. So, I started some laundry, took care of the dishes 2nd shift left over, and set up shop in a vacant room with the intentions of catching up on some reading (I believe it was *Sleep No More* by Greg Iles).

An hour or so into my second shift, I received a text from Sara:

`Sara: Hey, you want me to bring you some food?

Me: I would actually, if you don’t mind having to put up with Harry. Read more »

[M]utual Masterbation with my room mate’s g[f]

A while back I made a few comments about my roommates girlfriend and her masterbatory habits. I’d started writing it then, but it got put on the back burner, and I forgot about it. I finally finished it, I hope you enjoy.

This is going to be about a few of the many times I saw my roommates girlfriend, Emma, get herself off.

Emma was an attractive woman, 29 (almost 10 years older than me) at the time these stories take place. She had dark brown hair that she almost always kept up in a ponytail, a small but shapely ass, and some perky B cup breasts. Seeing as it was the middle of summer, her attire consisted mostly of short shorts and spaghetti strap tank tops. Her skin had a great tan, seemingly year round.

##Part One
It was a few days after I had heard Emma getting off in the shower. I had just gotten out of the shower and was toweling off in my room when my door flew open. Read more »

[Cheating][MF] The Sara Saga Continues

Hey guys, I know it’s been a while, but I’ve gotten some free time so I thought I’d write out another story about Sara.

If you haven’t ready any of my other stories about her, you might go through my post history so you can get some background.

As time progressed, I was able to desensitize myself to the guilt that had been present since the beginning of my tryst with Sara. What had started out as purely physical for me was quickly transforming into something more. I was falling for this woman. I had started to envision a possible future with her. Sara had brought it up a few times. She said that’s what she wanted. Deep down, I know I wanted to be with her, but I didn’t have the spine to end it with my fiance. It wasn’t fair to her, I know this. It wasn’t right, I know that too. Yes, I am also strongly aware of what a piece of shit I am/was. Read more »

How I almost fucked my best friend [MF]

Jill and I worked together for a few years. We were casual acquaintances until some drama at work between a close friend of mine and another friend of Jill’s allowed us to get closer to one another. Shortly after that, I got into some trouble at work and landed a 30-day suspension, and became kinda depressed at my own stupidity. Jill really stepped up and helped me take my mind off it. We’d stay up all night talking at her place, drinking with some mutual friends, etc. It wasn’t long before we were pretty much best friends.

Jill was black, about 5’4″, a little chunky, but definitely not fat, some beautiful DD breasts and a nice round ass. After a night of drinking (them, not me, I had no DD so I was sober), Jill’s friend decided she wanted to go streaking in the rain. The problem with that was Jill lived in a pretty busy part of town, and it would have been easy for them to get caught. It was up to me to talk them down. I got to them before they were stripped, but Jill’s friend saw the look on my face and booked it, leaving Jill and I standing alone at the end of her driveway. Jill was pretty drunk. She turned around as I approached and grabbed my crotch as soon I was in range. My dick appreciated the attention and decided to grow hard through my jeans. I scooted back out of her grip at about the same time her friend came back around the corner. Read more »

[Cheating][MF] I try and put an end to my fling…but I fail

Sara and I continued fucking. Constantly. Almost every day, sometimes more than once. We’d hook up in the mornings after my fiance had gone to work, before her and I needed to head in. Sometimes I’d had back to her place after work and fuck her brains out before I headed home to bed. Things continued this way for weeks. All this time Sara and my fiance became closer. They’d schedule movie nights, girls nights out, shopping trips. They were becoming good friends. Except for the fact that Sara was fucking me.

After a month or so of this, my conscience started to eat at me. My fiance was a terrific woman. She cooked, she cleaned. She took care of me if I was ill. And I repaid her by fucking her new found friend. I felt like a piece of shit.

So, one night at work, it got the best of me. I was working with Sara. The other staff was on break. I’d been quiet, and Sara picked up that something was bugging me.

“What’s wrong?” she asked me.

“We have to stop. I can’t keep doing this. It’s not right.” Read more »

[MF][Cheating] More fun with an ex.

[Previous story chain](https://www.reddit.com/r/gonewildstories/comments/66egym/mf_cheating_escalating_with_an_ex/)

It had been almost a week since I’d fucked Sara. I wasn’t sure how I felt. On the one hand, she was hot as hell and I’d been balls deep in her. On the other, I was engaged to a lovely lady, and I’d been balls deep in another woman, and that made me feel like shit. On top of those, the fact that I hadn’t worn a condom was nagging at me. I barely knew Sara anymore, I had no idea if she was using some sort of contraceptive, let alone if she was clean. I mean, she fucked me bareback and we hadn’t seen each other in years.

I tried to push it from my thoughts. I was on vacation, and I’d been invited to a pool party from a friend at work, I intended to relax and have some fun. My fiance and I got there around 4. We looked to be some of the latest to arrive, the place was packed with a mixture of people I knew from work, and others I’d never met before. The music was loud and the booze was aplenty, and everyone seemed like they were in a fun mood. Read more »

[MF][Cheating] Escalating with an ex (conclusion)

[Part 1](https://www.reddit.com/r/gonewildstories/comments/66egym/_/) [Part 2](https://www.reddit.com/r/gonewildstories/comments/66kh5s/_/)

*I had some spare time so I decided to just finish up. I hope you all get as much enjoyment out of reading it as I did writing it down.*

**For those of you asking for pictures of Sara, I’m sorry, I don’t have them anymore. Believe me, I wish I had them to share**

I stood there. My boner straining awkwardly against my shorts. “What the fuck?” I asked to no one in particular. I bent down and picked some Sara’s abandoned panties. I couldn’t get over how sexy they looked. I assumed she’d want them back, but I was unsure how to return them without the risk of my fiancé finding them. I stuffed them in my pocket, deciding I’d figure that out later. I pulled out my phone and sent a message

M:…it was a cat

There wasn’t an immediate response, and I was afraid that my window to plow this temptress had closed. Feeling deflated, I resigned to head to bed, blue balls and all.

S: Haha, yeah I panicked. I’ll make it up to you. Read more »

[MF][Cheating] Escalating with an ex (pt. 2)

[Part 1](https://www.reddit.com/r/gonewildstories/comments/66egym/mf_cheating_escalating_with_an_ex/https://www.reddit.com/r/gonewildstories/comments/66egym/mf_cheating_escalating_with_an_ex/)

Thanks for bearing with me guys. As promised, here’s part 2. I’ll post the conclusion tomorrow.

The following day was my day off. I started off doing boring errands, horribly distracted by thoughts of a naked, wet Sara.  Her lithe body made even the simplest of tasks damn near impossible. After what seemed like an eternity, I finished all the crap I needed done. The rest of the day went by just as slow. Played some Xbox, watched some Netflix. The fiancé turned in around 8.  At around 9 I got a message from Sara.

S: You should have joined me last night.
M: That probably wouldn’t have been a good idea. I tend to get handsy when I’m near naked women.
S: Hmmm. I’m not seeing the downside of this?
M: Lol, what are you up to?
S: Just waiting to get off ;-), you?
M: Feeling restless. Thinking about going for a walk or something.
S: That sounds nice. Mind if I tag along? Read more »

[MF] [Cheating] Escalating with an ex

This is longer than I thought it would be, so I’ll post part 2 tomorrow.

I suppose I should start out saying I know that cheating is wrong, and I’m a terrible person. Let’s move past that.

Now, some background. I dated a girl in high school for a few weeks. It didn’t really get too serious because her family ended up moving to Florida. The craziest we ever got was making out on a couch at a church New Year’s party. I got a handful of her ass, and some under the shirt over the bra boob. She got to feel an outline of my erection through some blue jeans. Her name was Sara. In high school she was as skinny as a rail. Dark blonde hair, blue eyes. Her boobs were smaller than I’d prefer, but man did she have an ass. Read more »