A more serious response than before... but it had to be done...
Not paticularly, I sortof slid full time... no real 'now she isnt, now she is' moment. I slowly replaced things till i had a more androgynous wardrobe, which lasted me till about 6 months on hrt, by that time, I wasnt able to pass as a boy, even in adnrogynous clothes... i dumped some, and bought other female stuff and just went on with things... I still do wear some male cut clothes, though I have to buy trousers and tops(male ones are the only ones you can GET) for a sport i play, a size larger in the trousres to accomodate for hips.. they sure arent cut for that. And usually a size bigger top for my bust. Unflattering, yet flattering at the same time... somehow.
I dont really pertain much emotional attachment to clothes.... the only things i kept was two ties, but I wear those to the 'school disco' club night in town.... its no entry without a tie... school boy or school girl!