Our 2nd INFO (Ideas Necessary For Organizing) meeting was a "closet clarification". One member of our group offered her closet for a purging exercise.
Often, I find that the difficulty in getting rid of things with sentimental value or significant monetary value (like nice clothes or books) is not wanting to appear wasteful. It's hard to "throw away" something that is still practical even if we have a surplus of this item. In such situations, most people are seeking permission to get rid of these things that are cluttering their lives and homes.

Another hindrance is an emotional attachment that we form to objects. It is important to remember that while these objects may have produced real emotions; they do not have real emotions.

To overcome these hurdles, we decided to throw a farewell party for the clothes. We gave them a proper send off and they were donated to a good cause so they were not wasted. As far as permission: if my authority was questioned, we went to our panel. I equipped the panel with signs that said "stay" or "go".

Our panel gave us great advice and some new ideas while also learning from our hostess' example and receiving motivation to go home and clear out their own closets.
Some areas we discussed were:

Clothes that no longer fit.
Let's be honest. If the clothes don't make you feel good, you're not going to wear them. If you do put back on weight that you've lost, wearing clothes with extra room is only going to allow you to eat more...not motivate you to lose weight again. Some of these clothes were kept and put in a pile to be tailored. If they cannot be altered or if she does not take them to get altered, she has to throw them out.

Before

After

Clothes that went out of style that you think might come back in.
There are a few classic styles, however styles that "come back in" usually do not come back in the exact same way. When in doubt, ask a friend (or a panel) - if it's dated then it'll be obvious.
Clothes with sentimental value that you never wear.
In this category are maternity clothes (when your children are all grown up) and funeral wear. For the maternity clothes, you usually have plenty of pictures with you wearing your favorites. As for the dress you wore to your parent's funeral, I'm definitely against keeping. Why keep something that will make you sad and take up room in your life? We did let her keep a scarf that went with the dress as a smaller and not so dreary memento until she's ready to let that go as well.
Clothes that you might wear once a year to a holiday or fancy party.
The panel made an excellent point here. If you wear an outfit to every holiday party, then your coworkers/friends/family have seen it, and it's time for something new. Here I let her keep a few things that were still fashionable, hadn't been over worn, and were fancy enough for a holiday party.
Clothes that duplicate.
Our "victim" (big thanks by the way) had several black skirts. We let her keep most of them because she could give us a reason for them and she actually wore them. But we did make her get rid of 2 that she hadn't worn and couldn't foresee an event that she could wear them to.

Before

After

Some other ideas our panel came up with were:
-some items our hostess gets to keep for a year and then reevaluate whether she wears them or they're wasting space.
-there comes a time to dress in what suits you instead of dressing for an image that you're trying to portray.
-try on the clothes that you haven't worn for awhile and see if they might be worn in a different way/for a different occasion.
Thanks group! That was a lot of fun.