PINK Weekend aka SISSY Weekend

It’s almost that time again! Pink Weekend! Join myself, Mistress Michelle Lacy, and Miss Isobel Devi the weekend of September 19th to 21st 2025 in a stunning mansion to experience the life you were meant to live. This is not just a weekend of being dirty and wearing panties. It is so much more.

Last year was amazing fun. Most attendees arrived Friday afternoon with a combination of fear, terror, and excitement. We watched one adorable boy get out of his lyft and walk to the door, then turn and walk away several times before finally knocking. I’m sure others had just as many second thoughts, but the all finally made it. Everyone was assigned rooms and left to unpack before joining the group for proper introductions, rules of the event, and some fun activities to help break the ice.

Mistress Michelle has been running events like this for years and knows how to keep everything moving, without feeling overwhelming. It was a joy to watch her work her magic. This is a service based weekend, which I absolutely loved. It’s not just about us servicing your cross dressing fetish. This is a full weekend of attendees learning to be the best submissive they can be. Learning to be of service to the Fempire. Learning to be the proper maid. To give a perfect foot rub. To cook and clean. How to make us happy – which really should be your ultimate goal.

But really, my favorite part of the event was watching people relax in a way they can’t in the outside world. Watching them blossom and learn about themselves. And of course, how to properly make a bed. Before everyone left we had a final gathering in the great room. Everyone talked about their favorite part of the weekend, and about what they had learn, about themselves as well as each other. Many of these were heartfelt and emotional farewells full of tears, and life changing realizations.

I don’t think BDSM outsiders can truly comprehend how much emotional labor exploring your kinks actually takes. Or how freeing it can feel to open up to yourself, and to others, a part of yourself that you have held close in shame for so long.

While I don’t expect this years event to be exactly the same, I still expect the closeness I felt last year. Plus I’m always happy to turn new aspiring service submissives out to the world.

This year things are being run slightly different. There are of course tickets for single attendees, but also a few couples tickets as well. So if you are interested in attending with your own Mistress, there are accommodations for that.

Tickets are available now, and very few spots are left. If you are interested, sign up soon! And as always, if you can’t make it to the Sissy Weekend, come see me in Portland. I offer immersive BDSM experiences for both single submissives and couples exploring kink and BDSM. These are multiple-day events devoted to exploring your kinks, as well as all the amazing food and quirky sites Portland has to offer.

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