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General Discussion / Re: Going on a cruise
« on: February 26, 2026, 03:18:45 pm »
Honestly I don’t really “pass” anyway, so they’re not too intent on hiding a bulge for my sake.
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General Discussion / Going on a cruise
« on: February 25, 2026, 02:21:05 pm »
Hey all, I’m nervous. My ex-wife turned mistress, Miss Emmy, and her new beau are going on a European cruise over the summer. Miss Emmy sat me down and explained that they’d like me to tag along as they’ll still need me to help with luggage, iron their clothes, rub Mistress’s feet, etc. I am to stay in the room and continue my remote work throughout the day (someone has to pay for the cruise). Though, I am expected to wear a bikini the entire time. Mistress Emmy wants me to have “proper” tan lines by the end of the trip. It’s a month long trip, so I will be spending weekends poolside on the deck, fetching them drinks and helping with what I can. I guess I’m just nervous living in a bikini for a month on a boat full of strangers. Anywho… C’est la vie I guess.
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New & Existing Member Introductions / New Sissy from St. Louis, MO Just Saying Hi
« on: February 19, 2026, 01:05:47 pm »
Good day all. My ex-wife found this site and insisted I create an account and tell you all my story.
I met my ex wife on a dating app back in 2018. We dated before COVID, moved in together during, and married in 2022. As many of you sissies probably understand, I had a rather questionable search history, got careless, and got caught. I was given an ultimatum. Either I enter a conservatorship with my (then) wife, then agree to divorce, or she outs me to my family and friends as a crossdresser. Well, the fear of people finding out got the best of me, I agreed to her terms, and was then outed anyway, but not as a crossdresser, as a sissy.
Now I go by Holly. I’m in women’s clothes full time. I’m locked and plugged full time as well. I’ve been given a walk in closet with a small bed and desk to work from. I spend working hours in there, before I am let out in the evening to start dinner and housework. On the weekends, I act as a live in maid, chauffeur, and scheduler, for my ex and her new man. She also sends me to therapy with a gender therapist weekly and gives me topics to bring up. She reminds me of our conservatorship and her power of attorney over me, so I play along. She’s gotten me diagnosed with gender dysphoria. She tells me as long as I behave, this is as far as she’ll take things, but always reminds me she has plenty of options. Anyway, that’s my story. Hope you all enjoy. Please say hi.
I met my ex wife on a dating app back in 2018. We dated before COVID, moved in together during, and married in 2022. As many of you sissies probably understand, I had a rather questionable search history, got careless, and got caught. I was given an ultimatum. Either I enter a conservatorship with my (then) wife, then agree to divorce, or she outs me to my family and friends as a crossdresser. Well, the fear of people finding out got the best of me, I agreed to her terms, and was then outed anyway, but not as a crossdresser, as a sissy.
Now I go by Holly. I’m in women’s clothes full time. I’m locked and plugged full time as well. I’ve been given a walk in closet with a small bed and desk to work from. I spend working hours in there, before I am let out in the evening to start dinner and housework. On the weekends, I act as a live in maid, chauffeur, and scheduler, for my ex and her new man. She also sends me to therapy with a gender therapist weekly and gives me topics to bring up. She reminds me of our conservatorship and her power of attorney over me, so I play along. She’s gotten me diagnosed with gender dysphoria. She tells me as long as I behave, this is as far as she’ll take things, but always reminds me she has plenty of options. Anyway, that’s my story. Hope you all enjoy. Please say hi.
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