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Messages - Simon

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Male Feminization Discussions / Re: Appreciation of female clothing
« on: December 10, 2025, 01:20:46 pm »
I work in a charity shop, processing donations and serving customers. I’m always discussing clothes and styles with my female colleagues. I’ve been there for five years and I feel I’ve learned so much about style and fashion.

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New & Existing Member Introductions / Re: Location
« on: September 26, 2025, 09:00:00 am »
London UK

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General Discussion / Re: Jobs for the boy(ettes)
« on: May 28, 2025, 09:07:02 am »
I work a day a week in a charity shop and volunteer there for a day.
All the other staff at the shop are women and I like their company and conversation.
I also do some domestic cleaning for three women. They pay me and I do about 12 hours a week.
Its so rewarding to be busy and helpful.

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Thats a good idea, thanks. I'll look for something. I can always change at their places

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I’ve been cleaning for my ex for about four years. She pays me. When I mentioned this at the charity shop where I work part time, the manageress said she needed a cleaner, so I started cleaning for her too. Last week she said she had a friend who was looking for a cleaner so I may get another client.
I don’t wear a uniform or anything, just my usual sissy drab wear. I enjoy it and like my weekly immersion into there worlds. It also helps me supplement my income.

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New & Existing Member Introductions / Re: Hello from London UK
« on: July 09, 2022, 05:58:52 pm »
Hi Jaqui, thank you for your condolences.
My relationship with Catherine ended because of physical and sexual issues. I understood she would have dalliances with other men who could satisfy her sexually, but she eventually met someone who she wanted to spend more time with and it was agreed I would move out.
It was very amicable, and Catherine helped me find a place of my own and assisted me financially to get established. We are still close and I help her with cleaning, laundry, running errands and arranging her travel plans. She is a wonderful, inspiring woman and I’m honoured to be able to help her.
Simon xx

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New & Existing Member Introductions / Re: Hello from London UK
« on: July 02, 2022, 01:02:06 pm »
Thank you so much for the warm introduction x

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New & Existing Member Introductions / Hello from London UK
« on: June 24, 2022, 08:02:33 pm »
Hello to everyone. I’ve been lurking in the wings for a while and think this is a nice friendly welcoming place where I hope I can make some friends.
I am a 63 year old sissy who has been lucky to have been in two long term female led relationships. The first, with my wife of 24 years, evolved naturally into a FLR over the years, where as the second, which lasted six years, was an FLR from the start.
When I married my wife she was 23 and I was 30. We met at university and while I bumped along with various jobs, my wife forged a highly successful legal career. After a few years I became unemployed for a while and from then on Shirley was always the principle earner. I could never get a decent job so it just seemed right that I should look after the house and help Shirley with her career as much as I could. She would delegate so would decide things like holidays, social things and home improvements and I would get them done. There is no doubt our relationship dynamic changed radically over the years but we were both happy. She was discrete with her affairs and turned a blind eye towards my transvestism. We had a healthy social life where we presented as equals.
When my wife died from cancer at the age of 48 I initially decided I would not have another heterosexual relationship again and started to indulge in my cross dressing with a view to eventually meeting a man to settle down with. I soon realised that wasn’t going to happen and that I needed find another woman to serve.
I met Catherine through an online dating site for professionals and it became clear from the first date that we were suited. We had similar interests but what drew me to her was her absolute confidence. Even just going to a restaurant she would have all the staff running round after her. It wasn’t long before she was suggesting menu choices for me. We moved in together after a year and were together for another five years.
We broke up three years ago and I have been single ever since. I’ve accepted that at my age its highly unlikely that I will be in another live in FLR but I am still committed to female empowerment and oppose toxic masculinity. I try and make friends with women and help them in any way I can.
Would love to chat with other members of this community that I already feel part of.

Sissy Simon x



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