imjessme, Author at NSFW story — Page 2 of 2

CockSlut S2E2

[S2E1](https://www.reddit.com/r/Erotica/comments/lgdo0g/cockslut_s02e01/)

“Hey, I’m going down to that sandwich place a couple blocks over. Boss said to see if you wanted anything.”

It was the same day as the last episode, picking up right where we left off. I had just had an interesting, and even endearing, conversation with the boss. A few things were cleared up, including just why I not only was picked for this job, but why I still had it, and likely would keep it. I was uncomplicated and low-maintenance. I did a thing, he paid me for it, that was all, and he valued the simplicity of the arrangement. Really, it worked for both of us. I couldn’t see myself getting involved with a supervisor, not in that way. I could separate sex from love or emotions. On top of that, I had realized that while I could be physically attracted to a man, could have sex with one, I didn’t think I could be in a relationship with one. Again, they were different things, and I enjoyed one, and apparently not the other.

“The boss told you to ask?” Molly said, looking up from her desk, one eye cocked. “So you wouldn’t have asked me on your own?” Read more »

CockSlut S02E01

First, let me recap:

I was tired of working my dead-end job, making next to nothing, always wondering if the next rent payment was going to get made. I answered an ad for an executive assistant, but quickly learned that the job wasn’t quite what I expected. I became my boss’ CockSlut. I was his personal sexual assistant, which was immediately a challenge, not because I wasn’t into other men, but because he was just so… big.

My boss has the largest cock I’ve ever seen, in person, or in porn. No joke. It’s enormous, and it took a long time to get used to it. I was motivated, though, both because I wanted the job (the paychecks were really good) and because damn it, I really liked that cock. Like that cock. I still do.

Eventually, with time and with some help from Molly, his secretary, I was able to take him most of the way down my throat, and in my ass. Sex with my boss became a regular thing, usually in his office, though not always. Read more »

[M/M, Dubcon] CockSlut Episode 7

[Episode 1](https://www.reddit.com/r/Erotica/comments/jxecml/mm_dubcon_cockslut_part_1/)
[Episode 2](https://www.reddit.com/r/Erotica/comments/jxvu9s/mm_dubcon_cockslut_episode_2/)
[Episode 3](https://www.reddit.com/r/Erotica/comments/jyh61f/mm_dubcon_cockslut_episode_3/)
[Episode 4](https://www.reddit.com/r/Erotica/comments/k13xyw/mm_dubcon_cockslut_episode_4/)
[Episode 5](https://www.reddit.com/r/Erotica/comments/k8mvhn/mm_dubcon_cockslut_episode_5/)
[Episode 6](https://www.reddit.com/r/Erotica/comments/kiek1n/mm_dubcon_cockslut_episode_6/)

That first successful time with the boss seemed to be a turning point in my life as a CockSlut, both at work, and for me personally. I started having more encounters with the boss. Sex was now a daily thing, usually once in the morning and once some time after lunch, always with a blowjob. He wanted me to practice taking as much of him in my mouth as I could, and I was gradually getting better. At this point I still had about an inch to go, but had made a lot of progress in suppressing my gag reflex. Molly was helping with that.

Speaking of Molly, evenings with her became a little more frequent. Maybe twice a week, at the end of the day, she’d tell me to go home with her. At this point my ass was getting fucked up to four times a day. I won’t say that I didn’t enjoy it. Read more »

[M/M, dubcon] CockSlut Episode 6

[Episode 1](https://www.reddit.com/r/Erotica/comments/jxecml/mm_dubcon_cockslut_part_1/)
[Episode 2](https://www.reddit.com/r/Erotica/comments/jxvu9s/mm_dubcon_cockslut_episode_2/)
[Episode 3](https://www.reddit.com/r/Erotica/comments/jyh61f/mm_dubcon_cockslut_episode_3/)
[Episode 4](https://www.reddit.com/r/Erotica/comments/k13xyw/mm_dubcon_cockslut_episode_4/)
[Episode 5](https://www.reddit.com/r/Erotica/comments/k8mvhn/mm_dubcon_cockslut_episode_5/)

First, I’m sorry this one took a while. This is a busy time of year, even (or maybe especially?) for a CockSlut.

So we last left off on that first night when Molly fucked me, using the smaller dildo, trying to get me used not so much to the size, but just the hesitation that comes with someone coming up on you like that from behind. Apparently I was stretchy enough, but just clamped up from nervous anticipation. We used the smaller dildo so that, even though I was clenching, there was still enough room to get it inside me.

Suffice to say that the plan worked. By the third night I wasn’t really clenching at all, and halfway through we switched to the larger dildo, the one that was so very close to the boss’ cock. Molly insisted, and I agreed, that we practice with it for a few nights just to make sure there wasn’t going to be another false start once she handed me back over to the boss. Read more »

[M/M, dubcon] CockSlut Episode 5

[Episode 1](https://www.reddit.com/r/Erotica/comments/jxecml/mm_dubcon_cockslut_part_1/)
[Episode 2](https://www.reddit.com/r/Erotica/comments/jxvu9s/mm_dubcon_cockslut_episode_2/)
[Episode 3](https://www.reddit.com/r/Erotica/comments/jyh61f/mm_dubcon_cockslut_episode_3/)
[Episode 4](https://www.reddit.com/r/Erotica/comments/k13xyw/mm_dubcon_cockslut_episode_4/)

That same day…

After having failed to relax enough to let my boss fuck me in the ass for the first time, and then being dismissed from his office, I figured it was time to catch up on my actual job, whatever that was, exactly. The thing is, my role outside of sucking and fucking the boss wasn’t really well-defined. Despite the lofty title (“executive assistant”), my role really was little more than office bitch-boy, running errands here and there, copying, filing, faxing. Molly usually had things for me to do, which at least could keep me busy on a slow day, or on one where my ass failed to cooperate. So I took my list of chores and went, trying to avoid her, the boss, that whole part of the building as much as I possibly could. Read more »

[M/M, dubcon] CockSlut Episode 4

[Episode 1](https://www.reddit.com/r/Erotica/comments/jxecml/mm_dubcon_cockslut_part_1/)
[Episode 2](https://www.reddit.com/r/Erotica/comments/jxvu9s/mm_dubcon_cockslut_episode_2/)
[Episode 3](https://www.reddit.com/r/Erotica/comments/jyh61f/mm_dubcon_cockslut_episode_3/)

That night, after the filing room incident, I decided to try the next plug. The boss was right; I kind of had been putting it off and was likely ready for it. The second one had felt good, still felt good, but wouldn’t get me ready for his enormous member. I could probably have taken a normal dick at that point, but not what the boss was packing, and I didn’t know him well enough to judge the extent of his patience. If he became unsatisfied, he could fire me at any time, and nobody would believe my story. Hell, I’m not sure you believe it, but that’s a different issue. If what Molly had said was true, that the rest of the company knew that I was the CockSlut, that included HR. If they weren’t stepping in now, they definitely wouldn’t once I was fired or quit. I had no one on my side.

Of course, that was taking things a bit far. I didn’t want to leave. The money was good, and I’d be getting my first paycheck in a week, in the amount of something like eight times what I was making as a waiter, and double what I could earn as an actual executive assistant. So I had to fuck the boss? So what? It wasn’t entirely unpleasant. Read more »

[M/M, dubcon] CockSlut Episode 3

[Episode 1](https://www.reddit.com/r/Erotica/comments/jxecml/mm_dubcon_cockslut_part_1/)
[Episode 2](https://www.reddit.com/r/Erotica/comments/jxvu9s/mm_dubcon_cockslut_episode_2/)

I learned a few things during my first week as a cockslut. For one, when my boss said that sex stuff wouldn’t happen every day, he lied. Second, I realized just how difficult it was to overcome a gag reflex. By that Friday, I still couldn’t get much more than the head and another inch of bossman’s cock into my mouth. He was cool about it though, said he got that I was still learning, and that I’d get there. I don’t quite know how far “there” was, if he expected me to eventually suck it all down, or what. Oh, I also learned just how big he was. If you’re interested in that kind of thing, anyway. You’re here reading this, so something tells me you probably are.

My boss has a 10 ¼-inch dick. Yeah… yeah. Mine, on the other hand, is like 6. Yes, we measured. We had a contest, and the loser sucked-off the winner. Go figure. Read more »

[M/M, dubcon] CockSlut – Episode 2

I decided to call my posts “episodes” instead of “parts”. I guess I just like that word better. Anyway, enjoy!

Later that evening…

I was home for the night, and had the apartment to myself. My roommate worked nights, and so we rarely saw each other, which worked perfectly for us. He was an alright guy, but just, not someone I would voluntarily be friends with. He paid his half of the rent on time though, so there was that, and usually didn’t make a mess. Come to think of it, he actually was a great roommate. Still wouldn’t be friends with him though.

So there I was, empty apartment, new razor, bottle of lube, and a box of metal butt plugs. Sounds like the start of a party. I had decided on the bus ride home that I was going to shave first, I guess thinking that it would be easier to do without the plug, although I’m not sure now how that would have made a difference. Standing in the shower, lathered (with shaving gel… never use plain soap, kids, it’s bad for your skin), I started. My chest seemed like the easiest place to start: flat, even, easy to get to. The hair only snagged a dozen times or so. It wasn’t until later that I learned about body hair trimmers and bought myself one. They’re life-savers, let me tell you. Or… skin-savers at least. Read more »

[M/M, dubcon] CockSlut – Part 1

First off, I’m not giving you my name. Not going to happen. It doesn’t matter what it is anyway. Call me Ishmael, just like in the book. Ask and I won’t tell you, bug me about it and I won’t post any more of my story. I’m sorry to be blunt, but that’s how it has to be. I’m not giving any other names either, for hopefully-obvious reasons. No names, no companies. Probably not even dates or times or locations either, just to be safe. You never know who’s reading this, and who might be really good at following breadcrumbs. Honestly, I wouldn’t be saying anything at all, except that it excites me to no end to share this. I’m getting hard thinking about it. Read more »