I have also recently lost weight and am cleaning my closet. I decided to post a few clothes last week to see what happened. I posted them individually. Some were new, some were like new and some were "gently worn". I used turbo lister to create the template then just had to add an item description and photo for each item. I didn't get very creative on my descriptions. Used priority mail to make shipping easy on me. I started the prices in the garage sale range, basically just enough to cover my listing fee. Usually, I just donate my clothes, so anything would be gravy... They have been selling fairly well and have not gotten to the crucial "last 12 hours" yet. There has been no real pattern between NWT vs. Gently worn, designer vs. store brand, etc. Career wear seems to go better than more casual clothes, but my jeans have done well. I'd advise listing a few items and seeing what happens. I know now is the time of year that people start looking for Spring clothes and as some of us are making our way down the scale we are looking for less expensive wardrobe options.
Good luck!
dl