My brother was supposed to get married. I was going to be a bridesmaid, and my husband a groomsman. I got a bridesmaid dress that I think is really pretty and re-wearable, and my husband got a matching shirt and tie (both paid for by the mother of the bride). I even had it altered to fit me perfectly (paid for by me). The wedding got delayed, then canceled. We tried giving back or paying for the clothes but were told don't bother. I've kept it for a year unsure of what to do with it. I was really looking forward to rewearing it (we go on fancy dates sometimes) after the wedding, but now I don't think I could wear it at all without thinking about the whole situation - frustrated and unhappy memories.
I wouldn't feel right selling it, because I didn't pay anything for it. I've been about to give it away so many times but I always feel bad because it's such a nice dress, my unsentimental husband says "I like that dress," and I did like it, too, and am disappointed I can't wear it now without negative associations. My mom also reiterates that I couldn't wear it without feeling awkward and I think she would be surprised and maybe even bothered if I kept it, not to mention my brother who deeply associates things with memories.
I guess my only solution is giving it away, and maybe I'm just looking for more encouragement to do that? If I give it away for free though I want to feel like it's going to good use, to someone who really can't afford a nice dress, rather than to just someone who wants a good deal. I'm not totally sure how to accomplish that.