I am sure your family LOVES your vest!! Never give it up!!
My grandmother used to wear the most adorable floor-length red velvet dress trimmed with white fur to Christmas Eve, her “Mrs. Claus” outfit, and I think we would have staged a very major protest if she had ever decided not to wear it!
Years ago I did buy enough silly plush Thanksgiving head-things for all 30+ of us to wear at some point during the day (silly elaborate turkey heads, drumstick headbands, giant candy corn hats, giant plush pumpkin pie hats, etc). I was initially concerned about the waste, but I have to say they are now a beloved part of our holiday tradition and come out every year and I imagine they will for another 50 years, so well-worth it in my book. They all pair nicely with pretty dresses and heeled boots, khakis, ties, and nice sweaters 
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