New Age Lifestyle

In situations where I can tick the male or female boxes I mostly go with male. As a child I might have identified as trans if I had been aware of the concept. I was very definitely a little boy who wanted to be a little girl. But growing into an adult I found that I didn’t really have an issue with my gender. In my early twenties I did spend about a year working as male but generally living and socializing as female. Had I been interviewed by a pollster at that time I still would have been honest about my true gender and said that I am male.

I have occasionally ticked the female box but my motivation is pragmatic. When I have signed up to some online fashion stores I’ve said that I am female so that I get the adverts for the women’s wear in my inbox.

It would be interesting to have the title of Sissy as an option on forms. I would like to use the name and title of Mrs Jemima all the time. This is not about gender but about FLR. Being male but having a feminine name would demonstrate my feminisation and Mrs would denote that I am a wife and not a husband. This is not possible but maybe the title of Sissy would be useful to show my outlook to marriage and the social standing of women in general.         

I certainly can’t compete with the days were I could go for twelve days without wearing any form of male clothing. However, the whole lock down experience did bring about changes to both my cross-dressing and my FLR. Like many places, our office become a hybrid workplace and so I work from home sometimes. Invisible to my work colleagues, I can present as Jemima on those days. Now, I think about my time as Jemima as a percentage. The amount of time I spend as Jemima varies depending on the seasons and my work patterns. I would guess I spend about 60% of my time as Jemima.

A variable work pattern works well at home too. As I am not in a rush to commute myself, I can do things like prepare a nice breakfast for LadyC. Also, more time at home means that I can do little jobs throughout the day like putting a load of washing on.

I find Sissy Priscilla has some interesting points. Like some others on here, I’ve never really had an Alpha Male side and I’ve always been quite feminine. I’ve been cross-dressing since the age of nine when a friend first suggested I try on one of her skirts. I never really looked back and I was actively cross-dressing from the age of eleven. I started going out in public when I was nineteen. Becoming fully independent in my early twenties I went through a brief period where I was fully gender fluid, working as male but generally living and socializing as female.

How do I feel about my transvestism? To be honest, I am not sure. It got easier as I got older but as a child and teenager it was a horrible secret to keep and a large scar on my confidence. My confidence on the dating scene was non-existent. It took until my gender fluid days in my twenties to come to terms with it all. My routine of generally presenting as female and working as male helped me figure out who or what I was. That amount of time I was presenting as female was too much for me and I came to realize that I was happy being male and that I just liked expressing my feminine side. I became more of a sissy as you’d recognize in the the New Age Lifestyle movement. I stopped going out as ‘Catherine’ and pretending to be a girl and instead wore just feminine clothes in private. I found my masculine/feminine balance and started to date.

There were times in my youth when I would have done anything to rid myself of this monkey on my back. As I age I have become more philosophical about it. Like many cross-dressers I have many memories of the various scrapes and odd situations I have gotten into while en femme. I know how people interact with me when I think that I am either a girl or a boy, and maybe how they interact with me when they know I am a boy acting as a girl. For better or worse, these experiences make me how I am. I certainly enjoyed my time as Catherine and I enjoy being Jemima now.

It took some time to accept it but feminization through FLR was a good route. For me, it addressed the paradox that I was happy in my biological gender and heterosexual but at the same time wanted to present myself to the world as a girl named Catherine. In FLR terms I remain male, it’s just that I am a very feminine male. At home I only wear feminine clothes and take on the traditional feminine role in the household. This seems a better fit for me. There is no pretense here: I am not a girl. I am just a girly guy and I want to wear dresses and work as a housewife. Lady Claire enforces my feminization and helps me explore my feminine side. Outside of those moments where we have to go out and be a vanilla couple, I have no use for my masculine side.

I don’t miss any part of my masculinity, it’s something I actively don’t want.   

There are three moments that stand out for me.

At around fifteen or sixteen a female friend of mine got me a bra and a multi-pack of panties. They were pretty typical of what a girl my age would wear. Although I had been dressing up in various items of female clothing since I was around eleven, this was the first time I was able to dress fully in female clothes. It felt good.

Next would be the first pair of panties that LadyC bought me. We were in the early stages of our relationship and I was increasingly worried about having to tell LadyC about my cross-dressing habit. Having told her about it, she bought me some panties to show that she didn't mind it. They were high leg lacy briefs and a very pale pink color.

My last milestone moment would probably be when we moved to FLR. LadyC had said that I would be feminized as part of FLR and the idea was appealing. When we started she bought me some multi-packs of panties and a few extra bras. Even though I had agreed to all this, it was still a bit of a shock to be told that I was not allowed to wear male clothes at home anymore. I remember putting these clothes away in a sense of disbelief that this was actually happening.     

I knew from when I first started dating that I'd have to honest with any potential partner about my cross-dressing. It's a big part of who I am and I had to accept that if a lady I was dating wasn't comfortable with that then the relationship would not work out in the long term. I had been dating LadyC for around two to three months when the opportunity came up to tell her about it.

For us, the FLR side came later. It was LadyC who introduced FLR into our relationship after around nine years of marriage. I wasn't surprised by what she asked for but I was hesitant. She had been honest with me about what she wanted and I didn't think I could go through with it. But, we talked about it for a few months before trying it. I knew what her goals were in FLR and she understood my reluctance in some aspects. She took her time and slowly lead me into the lifestyle.

I've used the stuffed pantyhose technique for many years. Snip the foot off an old pair of tights and stuff with rice or birdseed. I used birdseed as I found it added a little more weight. These false boobs are surprisingly nice to wear, they have a nice weight to them and have a little bit of bounce when you move. I have passed in public using this method.

The main advantage is that they are cheap and you can also make them to any size you wish. They are quick and easy to stuff into a bra and can be pulled out and chucked out of sight if you need to make that quick change. They won't, of course, give you a realistic cleavage so if you want your sissy in low cut tops and bikinis when you might need proper breast forms.

Typically I don't really show any cleavage and my tops and dresses cover my boobs up. As I am only dressed at home I don't need anything more realistic for going out. It depends on your needs, but at home it means that I get the experience of feeling the weight of boobs and having to wear a bra.

You may push for something more elaborate, but for the price it's a good place to start.     

I have always been attracted to strong independent women. Even at school I was not interested in the girls who were seen as fashionable and dressed and acted like plastic dolls. My preference was for the girls in the school sports teams. By their nature these girls were sporty, strong, and muscular. But, for me, it's more about emotional independence than physical strength.

When I first met LadyC, long before we moved to FLR, I was impressed by her independence. She ran her own business and knew what she wanted. When we did move to FLR and she become the authority in our home, I enjoy the way that even with just a stern glance I am reminded to do as I am told.