Does your HR department know about all of this? You might have mentioned it in an earlier post that I read, but I don't remember, sorry! >_< I'm really proud of you for taking these steps. I'm also envious that your job has a dress code that allows you to wear jeans and hoodies and sneakers and whatever else it sounds like too! I have to wear boring slacks every day with polo shirts. But at least it's girl slacks and polos mostly now.

You should definitely take it slowly. I've been changing my attire at work over the past 3 months now, and things were going just fine until I wore one of my girl polo shirts for the first time this week on Mon/Tues. People started staring at me and looking me up and down! It was slightly uncomfortable, lol, but no comments. So I'm back to a boy polo today to hopefully soothe the restless natives, hehe.
Congrats on that weight loss too, it's nice to not have to carry around a small child with you all day isn't it?
I just want to box up all my boy clothes and never see them again sometime too, but I must wait, so I'm just thinning the wardrobe down to the essentials for now to make room for more girl stuff.