Problems or concerns: I’ve had a hard time getting nose jewelry I like in my nose. After much trial and error, I think I’ve landed on short and longer-term solutions. The longer-term solution requires buying some tools (threadless taper, hemostat(s)) so that I can change my jewelry at home. Right now I have some ugly thing in my nose that’s keeping the fistula open.

Brag: I bought a short sleeve button-up shirt made of linen yesterday. It will be cool for summer. It’s not that baggy but it conceals a bralette. This was a win because I want shirts that I can secretly wear bralettes under but I don’t want to feel bulky or too hot during the summer.

I recommend chastity cages for interested sissies who’ve never tried them. You might associate the cage with prevention of sexual activity for days or weeks. However, chastity cages can be a hot precursor to masturbation or sex - feeling like you don’t have a penis and doing some anal masturbation maybe. They can also be used to leverage some domming from your partner; e.g., she decides when it’s time to unlock you for sex.

My path to sissyhood consisted of noting some feminine and/or submissive and sexy things that I really liked. It would be fair to say that I had whaletail (i.e., when a thong rides up), nail polish, and spanking fetishes. In fact, there was a forum dedicated to women whaletails back in the day. Eventually I realized that these things that I found hot on women I also found hot doing myself. So I started wearing thongs and painting my nails.

I had a pretty powerful insight when I realized that I’d rather paint my fingernails than shave my face/beard prior to a hookup - if it were and A vs B choice. And I think this is because I can see my painted fingernails whereas other people see my face. It also revealed to me a basic desire to feel feminine, at least in my own head.

For me, I think the sissy fetish can be a good way of learning about one’s feminine urges. But the community can be kind of unthinking and engagement in it can be self-limiting. I see myself having both transfeminine gender and sissy kink needs. I try to express much of my feminine urges through transfeminine gender expression (e.g., earrings, long hair, painted fingernails), because I think it’s psychologically healthier for me if/when I can reveal this part of myself to others and feel validated for who I am. If I’m compulsively watching porn and anal masturbating, meanwhile I haven’t washed my hair or left the house in a few days, that’s sign to me that my sissy kinks are doing too much of the heavy lifting. I then try to course correct by putting a little more energy into transfeminine gender expression.