Tonight's real life adventure (Patreon)

There is a real-life female friend of mine who I’ve mentioned in the past. We have an on again/off again femdom/sissy relationship. However, for the past 6 months or so we’ve just been good friends with no sexually charged actions or talk between us (aside from the very occasional cryptic joke told while in the presence of our other vanilla friends) because she has been in a committed relationship with a guy who is also a mutual friend.

Well recently she broke up with him and surprised me by telling me she’s thought a lot about me recently and has missed my company as well as our sissy play. I was delighted to hear this, because though I knew she didn’t MIND the sissy play I had always kind of thought she was doing me a favor. To hear her say she liked it and even missed it was very exciting.

Long story short, we’re on again and we’re upping the ante. Until tonight, we’ve really just been laying the groundwork on what our play is going to be like. We agreed that I’d fill a thumb drive with blackmail pictures and videos of me in sissy clothes and doing sissy things (some of which she and I made together in the past). There are dozens and dozens of files in this password protected folder. I also wrote a letter that is in the locked file that explains I’m giving her permission to use these files in order to blackmail me into participating in sissy play with her.

So, our foundation is that she has actual blackmail material on me, and I am actually VERY intent on making sure it never see’s the light of day. This translates to mean she has actual power over me. This is 1000 time sexier to me than just role playing. I want to KNOW that I have to obey my mistress, and for us this really works to achieve that goal.

Second, one of my big kinks is to be pushed to wear my sissy clothes around the house when I’m horny, and even when I’m not. To that end, I’ve put up several web cams around my house and she’ll be able to look in on me any time she wants without my knowledge. So that means if she says “Sissy, you have to wear your red bra, panties corset, and heels around the house today, but nothing else.” Then there will really be no way for me to squirm out of it, or cheat.

Finally, what happened tonight that made my sissy clit dribble like crazy is that yesterday I begged her to force me to wear my blue girly dress all day today in exchange for the privilege of masturbating. Well, she allowed me to jerk off yesterday, and then tonight she sent me a message asking if I wanted to go to a movie with her and several of our mutual friends. It’s a movie that I really badly want to see in the theater, and I was super excited. I told her I wanted to go, and just as I was about to ask how we’d handle that because of my promise to wear my sissy dress all day, she sent back this following message…

“Sissies do not deserve to be out with friends acting like men. Sissies deserve to be at home alone thinking about eating their mistress's pussy. You need to watch some videos and read how to please me tonight.”

I nearly jizzed my panties, because as many of you know, who have been fortunate enough to engage in real life play with non-pro-dommes, often the problem is getting them to be “mean” and she very much has never liked to be mean. I fully expected her to say it was ok, that I could come, and that my efforts so far today had been enough.

Well, I’m delighted to say, here I sit knowing my Mistress is out with my friends watching a movie I want to see, and I’m home in an uncomfortable (all be it pretty) sissy dress doing research on how to lick her better. And I couldn’t be happier!