On Sunday night I dragged all my oversize clothes into my living room and sorted them by size. I then bagged them and made postings on my local Freecycle. I got responses right away and as of now only my 12-16 pants are still in the house. If nobody inquires about them by tomorrow, I will offer them to a burnout victim on Craigslist.
I guess mentally I have made the commitment that this is how it's going to be. If I start gaining weight back, I have no big clothes to fall back on and will have to replace everything again.
Here's to walking the tightrope without a net!