Hi Olivia,
I haven't read all the comments in your post but I'll give you my answer based on my 3xperience in those days that must be around 5 years ago.
I think that you shouldn't push to go out or do things other girls here or wherever do just because. it's matter of what you want and if you're not ready don't do do it. Just baby steps. if you want and really need to go out and do things other do here the time will come and you'll get the guts to do it.
Just practice at home, read from others experience. Don't believe everything they say here because there're some dreamers that make their dreams real in their minds and write here like really happened.
Finally, everything is experience, errors and learning.
I always remember one of my first days dressing and going to shopping. I thought I was glamorous. I went to a outlet, it was winter.and was showering outside, I didn't planned it so I was dressing like for summer, my wardrobe was limited to steal my wife stuff. I did my best make up concealing my 5 pm beard. I grab a Capri pink and white pant and proceed to the fitting room, the lady thar count your items count just one then look at my face to give me a card with number 1 and, I will never forget her horror face when saw me....lmao. That made me feel a bit nervous thinking they could call security or police and kick me out of the store but got the guts, correction, I should day I got the need if moving forward, I went to the line to pay for it and notice people look at me with weird faces and some whispering in my back, the cashier asked me nothing and then just stop my adventure for thar day buy more adventures came in the future because I had the need to live as a woman.
Today I'm a woman, you can find out more reading my profile. Even today we laugh a lot with my wife when we remember those days, everything I did, I.did it because I need it.
mho.
Devi