I still have a few T-shirts and a hoodie or too, but with DD boobs they don't look like guys clothes when I wear them.

awesome! cant wait to do it. right now my boy clothes take the whole closet.. and the room even. and my girl clothes are hidden in 3 plastic bags 

I gave most of my boy clothes away last weekend, which was about 6 weeks after I came out.

I kept all of my jeans, some t-shirts, and some sweatshirts to wear around the house or to work on my car in, and I kept a few other pieces that were sentimental to me.

One of the items I gave away was a very nice brand new suit that I had worn only twice - I bought it for a job interview (it worked; I got the job) and once for a funeral.

I live in a 1 bedroom apartment so I don't have much closet space. I gained space when I got divorced and I gained more space when his clothes went away 

I boxed every last piece of guy clothes and shoes up when I went FT and never opened the box. I gave the box to Goodwill when my mom came to town a month or so later. It was. symbolic moment I wanted her to participate in the event and it worked on many levels. There is no going back and she needed to be part of that.

It was a great day!

The day I went full-time at work, because I knew I'd never have to pretend to be a guy again.

I did keep some denim shorts for yardwork, and I love my flannel shirts so I saved those (but around here plenty of women wear them too, so I figured it's more "unisex" than male clothing). Oh, and socks. Men's socks keep my feet a lot warmer at night.   My wife also rescued a few items and now she wears them.

Of course, a few years later and the closet is stuffed to the gills again anyway... go figure!

Interesting. This may be one of those things that distinguishes transsexuals from androgynes (or "non-binaries). I've never felt the need to cull anything. Since the '80s I've been buying and wearing clothes without caring which department they came from. To me it's more about the overall look than the manufacturers gender intention.

I have about 2-3 months before I get FFS and there's no turning back, so I think about this topic a lot. I was thinking about asking some FTMs I hang out with if they want any of my "old" clothes. I have a TON of t-shirts I can no longer wear in "guy" mode no matter what because of my boobs. At any rate, I'll donate most of my existing wardrobe to make room for my new one.

I stopped my parents buying me new boy clothes and wore out the old boys clothes I had. Then as each item of clothing became torn and faded, they where replaced with new girls clothes. It helped my foster family get used to the idea of my female side as my presentation became more consistantly female. Now that my family understands my need to be female I feel secure enough for them to offer male clothes like a jumper or boxers for bed without me blowing up in there face.