(Long) Update on the game I'm playing (Patreon)

Things are progressing quite well with my game. My lady friend came over, and she seems to be TOTALLY into sissifying me. We have ironed out our game, and made a bunch of cool rules. My mind is scattered about it, so I’ll just try to tell you everything I can think of as it comes to me. The original pictures we took that I mentioned before were fairly tame pictures. They were me in a sissy dress that covers everything, and could be written off as a Halloween costume. But, since then we have added a bunch of MUCH more compromising pictures and videos. She has enough on me that I am genuinely forced to do what she tells me.

That first night she came over, we talked for a long time about what our game would be, what the limits are, how she would use the blackmail material if I disobey any of the rules etc… Once we got that ironed out, we decided to have a little play session before she had to leave. So, dressed in the same sissy outfit she had me go out on my back porch, and handcuff myself to the railing so I couldn’t get inside. Then I had to masturbate into a condom and eat it before she would give me the keys.

Holly shit. I have never actually eaten cum before because I do very much have that thing where after orgasm, I want NONE of this. Knowing that would happen, I gave her my consent (before hand) to force me to do it by not giving me the key until I ate it. I told her she could leave me there all night if I refused. Well, I squirted into the condom, and the terror of my neighbors coming out and seeing us outweighed the revulsion of the cum.

I quickly jammed the end in my mouth as far back as I could and squeezed it out. GACH! I don’t mean to yuck anyone’s yum, but yowsers it was… a strong experience. I was not expecting the taste and it made me GAG. But I was still in panic mode to get into the house, and wouldn’t you know it, the fucking neighbors came out! I’m not even kidding. I know that sounds like a bullshit thing to make the story more interesting, but it actually happened.

I don’t THINK they noticed us, because it was dark, and they made no sign of seeing us. I had JUST gotten the cuffs unlocked as I had been fumbling around, and I ran in the house as fast as I could while wearing 4” heels. Jesus! With the stifling taste of cum still on my mind we talked for a while longer as I tried to pretend not regretting the whole thing. I was already thinking of ways to get out of it.

Wouldn’t you know it, by the next morning I was horny again, and it was the day I was supposed to wear panties to our public meet-up. I had all kinds of great ideas running through my horny mind again, and at our meetup she and I snuck off to a private corner to discuss further rules. Here are the rules for the next 3 months. 

· Every Sunday I have to wear panties to our meetup, and if she shows up, or texts me I have to drop my pants for her in the bathroom, or if she’s not there, take a picture within 5 minutes to show her I’m wearing them. We also realized I could try to cheat by staging a photo before hand at home, so she’ll tell me some unique thing to do in the photo to prove it is current, like give a peace sign etc…

· The panties I wear have to be girly and silky, AND at least 1 size too small so I don’t get too comfortable, or forget I’m wearing panties.

· If there is any Sunday I don’t feel like gong to the meet-up, I’m allowed to skip it, but I’m required to wear an entire sissy outfit wig, heels, everything for the entire morning until late afternoon if I do. She will randomly check on me to make sure I’m wearing it in the same way as above. This will pretty much require me to stay at home (because there is NO WAY I’m going out dressed as a sissy in my own town.)

· For the duration of our game, if I get horny and have any crazy ideas that will screw me over worse, I’m required to tell her about them. She of course is also always allowed to propose new rules. If we both agree to them, they will be added to our contract as official. I am allowed to continually ratchet up the torture for myself, but only she can ratchet it back down. So far I don’t think she will be doing any ratcheting back down. We call this the “upping the ante rule” and already it has been a very intense part of our game which I intermittently regret (depending on my current hornyness)

· I have installed a camera in my office that she can use to watch me (with or without my knowledge) any time she wants. We will use this to help enforce rules.

· If I ever want to masturbate at my computer (which is where I ALWAYS masturbate) I am required to give her 5 minutes warning so she can watch (and record) if she wants.

· (this one is the big one which I regret/love depending on the time of day) ANY time I cum for the next three months, I am required to eat it. There is a list of several ways she can make me do this, but the gist of all of them is that I jizz into a condom and it goes down my throat. Counting the first night, I have so far swallowed 3 loads, and let me tell you, it has gotten more difficult each time. For one thing I’m so fucking horny that I have been having big loads, and I think just knowing what it’s like has made it worse.

· In addition to my having to warn her whenever I want to masturbate, she is allowed to contact me randomly and require me to put on a masturbation show for her up to 3 times a week. She has not done this yet, and frankly I’m nervous about when she does. It’s one thing to do this crazy shit when I’m horny, but what happens when I’m not horny? I think it’s going to be insane, and it is driving me wild with excitement that I can’t refuse or get out of it.

· Up to 10 times a day, she can require me to suck a dildo on camera. She gets to tell me how many strokes I have to do, and for how long I have to hold it in my throat. This one she has taken advantage of, and it’s wild. I’ll be working, and all of a sudden I get a message, and the next minute I’m sucking a big cock on camera. She made me do it twice yesterday. I’m curious to see how far she’ll take this one.

· I am never allowed to complain or act unhappy about any of this. In fact, I am required to act over the top enthusiastic, especially right after I cum. This one has been hard to do and requires a lot of willpower to force myself to smile and say embarrassing things RIGHT after I came. She is really holding me to this one too.

She is coming over tonight to have an in person play session, and we’ve already decided I have to be wearing a bra, panties, heels, and nothing else when I answer the door. It’s going to be a real adventure wondering if it’s her or not. Also, my greeting to her has to be me getting on my knees and kissing her ass.

This has been a huge ramble, but a lot is going on, and I’m having super fun. Maybe lots of you have already had real life play like this, but for me it's quite new, and I'm over the moon excited.