A real sissy game I got to play 2 days ago. (Patreon)

I find myself in the remarkably fortunate position right now of being in a real-life Mistress & sissy relationship (me being the sissy of course) If you’d like to read about that, look at my earlier post called “Tonight’s Real-Life Adventure”. Two nights ago, my Mistress/GF and I were talking. She was looking at me over the surveillance camera she has in my office. It’s in here because most days she has me wear a sissy outfit all day, and since I work from my home office, she can check in on me any time. (by the way, I have two more cameras on order so she can also see into my bedroom and my sculpting studio I have downstairs.)

Often throughout the day she’ll talk to me over the camera’s speaker, and at this moment, we were chit chatting. She asked me if I had any plans for tonight and I told her my D&D group was coming over in a couple of hours. She and I then proceeded to verbally daydream about a game that would be fun. At the end of our daydreaming session, she announced that it was going to be a reality, and that we’d be playing the game that very night. I was quite surprised because she is still often easing her way into being dominant.

So, here’s what happened. My friends were due to show up at 7pm. My office sits right by the front door of my house. In fact, if both doors are open and one stepped inside, not only would they see me, they would literally be standing about 3 feet away from where I am sitting (also they would be looking right at my computer screen which plays a part in this game too.)

At 6:55 PM, I was required to be sitting at my desk in my French maid uniform with my feet up on my desk and wearing my tallest pair of high heels (which happen to be lace up heels that are slower to get into an out of. That also plays a part). Mistress was of course watching the show on her camera. The game was that I had to masturbate to orgasm starting at 6:55. When I came, I had to catch the jizz and smear it onto my 10” realistic dildo, then suck that off. I was not allowed to put my feet on the floor, or leave my chair until I had done that, but I also wasn’t allowed to begin until it was 6:55, and my Mistress said “Go!”

The good news (other than it’s all good news, cause holly shit, right?) was that I was allowed to have porn up on my monitor to help me cum. The bad news was it had to be POV porn of sucking a cock, and I was required to have it on my screen and was not allowed to turn it off till I sucked the cum off of my dildo. (Which by the way Mistress makes me call “my boyfriend”. I fucking love that detail because it adds a really nice bit of humiliation to it for me).

So, 5 minutes before my friends came over, one of whom was female, I had to be sitting in FULL view of the front door which Mistress made me unlock. In my sissy maid outfit, feet up on the desk, jerking my sissy clit to cock suck porn (oh something else about that. The first video I picked was of a woman sucking cock, and she told me it had to be “gayer” than that, so I had to find a video of men sucking cock). I had this big dildo on my desk next to me, off of which in a few moments (if I was lucky) I’d be sucking my own cum.

Then, I’d have to remember to stop the video, minimize any incriminating things on my monitor, and desperately hobble into my bedroom in order to clean up, and change out of this complicated sissy maid outfit which included a corset, a bra, and huge fake tits, and into my street clothes to then run a D&D game as if nothing had happened.

Now, of course it was always possible that people wouldn’t show up right at 7pm, and it’s also likely they would knock and wait for me to open the front door. But it was just as likely that they would be right on time (or even early), and since this is a group of good friends who have been here dozens of times, it’s likely they would walk in if I didn’t answer the door quickly.

Remember, all of this had just started out as a verbal daydream session a few hours  earlier. I honestly hadn’t expected her to do this and so I’d been more daring in my suggestions than I might have been had I known I would be required to actually do it. Also, as a reminder, as far as the word “required” is concerned, my GF/Mistress is holding iron clad blackmail material on me which I gave her in order to make it so she can actually order me around and that I will in fact have no choice but to obey. So, when at the end of our daydream session she said, “That sounds so fun, we’re going to do it tonight with your D&D group.” I simultaneously nearly had a heart attack, and jizzed into my panties.

Now, in order to dress this up and make it a better story, I’d like to tell you that something went wrong, that I couldn’t cum in time, and that I got caught and laughed at by my group. Or that when my friends showed up and knocked my Mistress announced over the camera “Come in!” I am instead telling the truth in all of this. And the truth is, I was so insanely horny, that even though gay porn is not a turn on to me, and even though I honestly was having a metaphorical heart attack, I came in record time, and at warp speed managed to change my clothes right as the first person pulled up outside on their loud motorcycle.

So, when he knocked, I was just rinsing my mouth out to get rid of the cum taste and smell and I was able to answer with no apparent strangeness from his point of view. And we went on to have a regular game session. But I can hardly believe that this happened, and I thought that some of you sissies might enjoy reading about it. If this kind of thing is something you’re into I think you’ll agree it was an insanely sexy thing to happen. And if it’s not what you’re into, I probably can’t explain why it’s sexy.

-Cheers!