I'm Just That Kinky for new ways to jerk off...okay, that sounds way more creepy when it’s actually type out but the sentiment is still the same. But today is all about creepy writing depending on how awkward you are. There's so many different ways to jerk off and I like to explore different avenues when it comes to that. I showed Imaginary the wonders of audio porn, but today, Imaginary is the one who invited me to a new kind of porn, for good or for worse. Imaginary decided to plunge deep into the online roleplay genre.

First off, it’s not like I haven’t done online roleplay before, but those memories are from way back when I was actually too young to be doing such a thing. The culprits that allowed young kids to have fake sex with other random people online was none other then Gaia Online, IMVU, and Naruto Arena. But what we're talking about today is a whole different beast.

Now if you want an actual taste of how these roleplays begins, here is one of Imaginaries beautiful prompts. It’s a long one, but also a funny one:

Hello girls, and welcome to your new residence. Starting today, you'll be staying here, at Ironwood, to serve out your respective sentences. I'm not fond of repeating myself, so do your best to pay attention and listen. Although I doubt sustained focus is in many of your skill sets...

My name is Imaginary and I'm the acting warden of this prison. You can refer to me as "Warden", "Governor", or "Sir". A lack of proper respect for authority figures without prior discussion can be recorded as minor infractions. Obviously more defiant actions such as physical altercations with officers or blatant refusal to cooperate can be met with solitary confinement. As a gesture toward building a productive relationship, I'll bestow a tip to assist your prison life: Never assume that you're outside of my grasp.

Furthermore, keep in mind that this is a prison, not a camp, hotel, or resort. I referred to you earlier as "girls", this is because you lack the elevated judgement and decency of "women". You all have been deemed irresponsible members of society, and I aim to treat you accordingly. Perhaps you animals caved in to greed, jealousy, or lust, likely caused by your own shortsightedness with little regard for future consequences. Whatever undesirable traits or actions led you here, just know that they won't be allowed to run rampant in my facility. I believe punishment, in a variety of forms, to be an outstandingly effective tool for proper rehabilitation and can enact it at my discretion when required.

Now that you're caught up to speed, let's begin the initiation process. New inmates are required to enter some basic information into our system. Surely, you can accomplish that. You'll need to send your name, sentencing, and a basic self introduction with ideas for your prison life included to "Imaginary", for legal documentation as well as my own personal review. Once I've confirmed the reception of your data, we can move forward to placing you in a cell. For some of you that will be after I conduct a state-mandated strip search for drug paraphernalia. Normally the deputy would oversee this, but I believe in doing something myself when it's crucial that its performed properly.

I look forward to correcting your wrongs.

-This prompt is merely a starting point and writing sample; the scenario/my character can be tailored to your kinks/preferences/desired length based on your provided information.

-kik: Imaginary or you can pm for discussion

-Don’t worry I’m nice irl this character is just mean currently.

Quick summary, every girl that answered his prompt was brought in due to drugs, so you know they wanted that cavity search. But out out of the three, Imaginary was only able to “fuck” one of them.

"I promise I don't have drugs in my ass Imaginary? "

With my online roleplay ventures, I encounter two prompts. One was a Fate Roleplay, were I play a Master and “she” played Assassin, or Hassan of the Hundred Faces. It was hot, she had to do whatever I told her to do since I had the command seals. It was actually quite fun and hot. Oh, I also had this one where it was kind of a trap thing but the guy wanted me to fat shame him and he showed me a picture of a fat guy who didn’t look like a trap at all, he was also wearing tighty whities...so yeah...that was a thing...

Online roleplay can be such an interesting and erotic thing, but it also can be such a weird and creepy thing. You don’t know who is behind the screen so your best bet is to not think about it and only image that the person is your ideal partner. There is also the problem of having a slow responding partner. If you’re trying to jack off in the middle of a roleplay session, a slow responding partner is going to leave you with a severe case of blue balls. And don’t get me start on the piece of shit roleplayers who leave in the middle of it, now that’s some fucked up shit. But if you can get through those hurdles, there’s a load of crazy fantasies you can live out through roleplay.

I can already feel my creative juices flowing!

If you want to try this out for yourself, hit up the ROLEPLAYKIK subreddit and tell me your stories.

Have you ever role played before? Will you try it out? Do you think roleplay is stupid? Tell us in the comments below.